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Vacation Rentals in South Orleans, MA and nearby

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    All 827 Rentals in the South Orleans Area
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    From
    $466
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    1 / 19
    South Orleans
    3 Bedrooms / 2 Bathrooms / Sleeps 5
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    South Orleans
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    1 / 15
    South Orleans
    2 Bedrooms / 2 Bathrooms / Sleeps 8
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    $3,712
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    1 / 17
    5 of 5 stars (1) Excellent
    South Orleans
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    Amenities & Details
    • Internet Access
    • Washer
    • Deck
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Dryer
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Luxury and quality awaits you in this spacious yet beautiful custom built home in S. Orleans! Best for the most fastidious and meticulous. Professional kitchen, inviting living space, 3BR (2 upstairs rooms w/ AC), and private patio make this home a fantastic getaway. Multiple weeks encouraged at... View all property information
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    South Orleans, Cape Cod
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    $1,761
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    1 / 18
    4.5 of 5 stars (2) Very good
    South Orleans
    5 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Deck
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Fireplace
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    52 FOREST WAY Contemporary home with lots of space, nestled in a quiet wooded area of Orleans. This home is ideal for a casual vacation. 5 Bedrooms (2 Queens, 1 Double, 4 Twins) and 3 Baths.NO PETS ALLOWED. $1600 per week.$55 Vacation Rental Damage Coverage Fee (VRD), $60 Handling Fee, (fees... View all property information
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    Location Information
    South Orleans, Cape Cod 02653
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    1 / 28
    South Orleans
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Washer
    • Deck
    • Satellite TV
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    This 2 bedroom, 2 bathroom home is located on a private dirt road overlooking Pah Wah Pond in South Orleans. It is in walking distance to beautiful Pah Wah Conservation Area on Pleasant Bay, just perfect for hiking. Five minutes in the other direction, a short walk takes you to the town landing and... View all property information
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    South Orleans, Cape Cod 02662
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    $2,516
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    1 / 15
    4 of 5 stars (1) Very good
    South Orleans
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Waterfront
    • Deck
    • Air Conditioning
    • Stereo System
    • Internet Access
    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Property ID: 41809 / Key #: 591 / Property Name: 613 Orleans Rd SPECIAL RATE- Week of July 18 only for $2995. Beautiful contemporary home on Pleasant Bay! This wonderful property offers direct access to the beach, boat landing, spectacular views, and all amenities including air conditioning and a... View all property information
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    Location Information
    South Orleans, Cape Cod 02653
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    1 / 17
    South Orleans
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Gym
    • Washer
    • Air Conditioning
    • Stereo System
    • Deck
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Waterviews on Pleasant Bay in South Orleans with shared private beach! Enjoy the views from the open and warm living/dining area with sliders to full deck. Home offers central A/C, wireless internet, washer/dryer and enclosed outside shower, 3 bedrooms, 2.5 bath contemporary style home with open... View all property information
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    South Orleans, Cape Cod 02653
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    1 / 23
    South Orleans
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Fireplace
    • Satellite TV
    • DVD Player
    • Deck
    • Internet Access
    • Air Conditioning
    • Washer
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautifully furnished home the perfect getaway home to rent for years to come! Open, bright, and very spacious with an abundance of space for entertaining and relaxing with family and friends. Equal distance to Nauset Beach and Skaket Beach. Convenient to local restaurants and shopping. The first... View all property information
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    Location Information
    South Orleans, Cape Cod
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    $9,059
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    1 / 45
    South Orleans
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Water Views
    • Hot Tub
    • Satellite TV
    • Stereo System
    • Deck
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    East Egg Association- An architectural gem in a quiet, high end neighborhood. Expansive 5BR/5.5BA custom Cape home just 300 yards to an association beach on Little Pleasant Bay. This fabulous home has it all- views, beach access, central air, plus sprawling yard! Nearly 5200 square feet of living... View all property information
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    Location Information
    South Orleans, Cape Cod
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    1 / 26
    South Orleans
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • DVD Player
    • Deck
    • Washer
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    New Listing for 2012! South Orleans- Newly renovated 3BR/2BA home equal distant to Nauset Beach and Skaket Beach. Convenient to Orleans or Chatham for a day of shopping and or dining. This spacious home offers a brand new fully equipped kitchen, spacious living, air conditioning and wifi. Main... View all property information
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    Location Information
    South Orleans, Cape Cod
    From
    $7,298
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    1 / 20
    South Orleans
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Deck
    • Stereo System
    • DVD Player
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    6 S. Little Bay Road, South Orleans Lovely home in East Egg Community of South Orleans with views, beach access, central air conditioning and a beautiful expansive yard. Views of Pleasant Bay from almost every room as well as a great brick patio for everyone to enjoy. This home has 4400 sq. ft. of... View all property information
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    Location Information
    South Orleans, Cape Cod 02653
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    $9,311
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    1 / 22
    South Orleans
    4 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Air Conditioning
    • Deck
    • Satellite TV
    • Washer
    • Dryer
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Stunning 4BR/5.5BA home offering a prime location in a gorgeous estate neighborhood surrounded by water. Nearly 5000 square feet of living space on two floors loaded with windows and ample room for everyone to spread out. A magnificent upstairs guest suite with private entrance, open floor plan... View all property information
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    Location Information
    South Orleans, Cape Cod
    From
    $1,258
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    1 / 13
    South Orleans
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Stereo System
    • Dryer
    • Satellite TV
    • DVD Player
    • Deck
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    9 Woodridge Road (99912) Plesant Bay Enjoy a Cape Cod vacation with the whole family. This 4 Bedroom, 2.5 bath home includes a finished basement great for entertaining and access out to recently finished outdoor shower. There are two Bedrooms and a full bathroom on each floor. All 4 bedrooms have... View all property information
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    Location Information
    South Orleans, Cape Cod 02653

    The following rentals are within 10 kilometres of South Orleans, Cape Cod, Massachusetts.

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    $234
    / Night
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    1 / 15
    4 of 5 stars (2) Very good
    Brewster
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Washer
    • Internet Access
    • Deck
    • Stereo System
    • Air Conditioning
    • DVD Player
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    West Brewster- Rte 6A -Attractive two story renovated antique barn overlooking serene setting, entire back of house is glass windows- Fabulous views from main living room area and outside deck include Quivett Creek marsh, Cape Cod Bay and hundreds of acres of protected land. secluded Beach... View all property information
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    Location Information
    Brewster, Cape Cod 02631
    3 of 5 stars Reviewed 23 August 2014
    The grounds of the home in back are lovely however the interior has not been well miantained; mattresses old and ultra firm, rugs worn, window blinds old and cannot be adjusted...
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    $352
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    1 / 18
    5 of 5 stars (6) Excellent
    Brewster
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • DVD Player
    • Stereo System
    • Fireplace
    • Wi-Fi
    • Deck
    • Hot Tub
    • TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located in quiet west Brewster among the pines, this newly renovated vacation home can sleep up to six people. It has a comfortable living/dining area with gas fireplace and cable TV, a fully furnished kitchen, a study (or baby's room), laundry, screened porch, and outdoor decks on each level... View all property information
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    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed 3 October 2014
    This house is huge! It was so clean, maybe even cleaner than home! we normally never cook when we go on holiday in a house for rent. but the kitchen was so cool! we even made...
    5 of 5 stars Reviewed 16 July 2014
    Had the most amazing holiday at Michael's Vacation home in Brewster. Cheryl and Michael were very welcoming and made sure that we had a pleasant holiday, their large 3 bedroom...
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    $315
    / Night
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    1 / 29
    5 of 5 stars (2) Excellent
    Brewster
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    STEPS TO SAINT'S LANDING BEACH, BREWSTER Privacy and seclusion close to a beautiful Brewster beach...the cottage fronts on an unpaved lane and has conservation land behind it. A 2-minute walk via the lane/sandy path or via the paved road takes you to Saint's Landing beach, a beautiful beach on... View all property information
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    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed 18 August 2014
    We had such an amazing time. The house was better than expected. We had 5 kids with us and the house was sooo accommodating. The house was clean, roomy, had everything we...
    5 of 5 stars Reviewed 11 August 2014
    We had so good time in this house. The place is very well located and everything is here to enjoy your stay. Better than expected. Very good and prompt communication. Thanks...
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    $440
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    1 / 24
    Brewster
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Waterfront
    • Watersports Nearby
    • Water Views
    • Air Conditioning
    • Ping Pong Table
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    FRI to FRI rental gives you 6 more hours to enjoy the Cape instead of sitting in the Saturday traffic! New to rental market in 2014. Modern home on 3.2 acres of beautiful wooded property that will get you in vacation mood the moment you drive in on a long winding driveway to get to the waterfront... View all property information
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    Location Information
    Brewster, Cape Cod 02631
    From
    $540
    / Night
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    1 / 23
    Brewster
    4 Bedrooms / 2 Bathrooms / Sleeps 12
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Wi-Fi
    • Deck
    • Fireplace
    • Dryer
    • Patio
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Magical 4 bedroom 2 bathroom home on a quiet cul-de-sac on Cape Cod in the Sea Captains' town of Brewster. Close to everything including directly across the street from Nickerson State Park and the bike trail. Enjoy lazy summer days in the sun or long walks on the famous Brewster salt flats as the... View all property information
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    Location Information
    Brewster, Cape Cod 02631
    From
    $126
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    1 / 15
    Brewster
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Linens Provided
    • Refrigerator
    • Housekeeping...
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Deck
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Note: There are two B&B rooms. The pricing is per room. Once the busy summer rental season is over, we limit the rental space in our vacation home to just the two upstairs bedrooms and charge an amazingly low price for each–mainly because we don't offer breakfast (OK, so this is a B and No B!... View all property information
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    Location Information
    Brewster, Cape Cod 02631
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    $432
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    1 / 17
    Brewster
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Wi-Fi
    • Patio
    • DVD Player
    • Dryer
    • Central Heating
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Peaceful, secluded Cape Cod retreat. Artist's dream home, on private 1+ acre lot. Spacious, airy and sunlit home with vaulted ceilings and skylights galore. Freshly painted white walls and beachy grey floors make this a serene getaway for a family, two families or any metropolitan couple who... View all property information
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    Location Information
    Brewster, Cape Cod 02643
    From
    $2,925
    / Week
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    1 / 15
    East Orleans
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Dryer
    • Stereo System
    • DVD Player
    • Internet Access
    • Deck
    • Washer
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Families can watch a Nauset Beach sunrise, walk to one of the best beaches in the country or just enjoy a spacious, totally relaxing vacation home. Enjoy evening bbqs on the deck or go to some great, local restaurants. With plenty of room and amenities for several generations of a family, this... View all property information
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    Location Information
    East Orleans, Cape Cod 02643
    From
    $182
    / Night
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    1 / 14
    5 of 5 stars (8) Excellent
    Brewster
    2 Bedrooms / 1 Bathroom / Sleeps 6
    traveller have booked this property
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Internet Access
    • Washer
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Sauna
    • Air Conditioning
    • Shared Indoor Pool
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    2 bedroom C-style townhouse in Ocean Edge Resort. 1 1/2 baths, AC, HDTV, Wi-Fi, washer & dryer and dishwasher. Private patio with BBQ grill. Resort swimming pools, whirlpools, fitness center and amenities access. (passes need to be acquired directly at the resort (2014 rates, adult/child:... View all property information
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    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed 15 August 2014
    We've been renting this unit for the last 2 summers and quite enjoyed it. Our daughter calls it our home away from home so I guess it says it all. ; ) We'll be back for sure.
    5 of 5 stars Reviewed 7 July 2014
    We stayed in this townhouse for the past week and have already booked our stay for next year. My 2 year old daughter fell so in love with the place that by the end of our week...
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    $189
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    1 / 37
    Brewster
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Wi-Fi
    • TV
    • Washer
    • Stereo System
    • Dryer
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Bike the trail, kayak on the pond, or walk and sun on the bay from this great family house. Newly decorated, spacious, bright, and clean home located in beautiful Blueberry Pond neighborhood. Only 1.5 miles to Brewster Bay Beaches, .5 mile to Cape Cod Rail Trail and Nickerson State Park, short... View all property information
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    Location Information
    Brewster, Cape Cod 02631
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    $327
    / Night
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    1 / 21
    5 of 5 stars (4) Excellent
    Brewster
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Washer
    • Air Conditioning
    • Deck
    • Water Views
    • Satellite TV
    • DVD Player
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This immaculate Cape house was custom-built in 2000 and is conveniently located in desirable East Brewster close to Orleans center. The one-acre plot overlooks a tranquil cranberry bog and Vespers Pond via sun dappled woods, with a rustic country feel of the Cape. Enjoy modern amenities such as... View all property information
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    Location Information
    Brewster, Cape Cod 01863
    4 of 5 stars Reviewed 20 July 2014
    The location of the house is convenient to the entire Cape and the secluded location is overall very quiet. The kitchen was well stocked with utensils and supplies. Linens were...
    5 of 5 stars Reviewed 24 October 2013
    We thoroughly enjoyed our week staying in this attractive house. It is close to everything that we could want yet was very quiet and private.
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    $315
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    1 / 38
    5 of 5 stars (5) Excellent
    Brewster
    5 Bedrooms / 5 Bathrooms / Sleeps 12
    travellers have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Pool Table
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Sauna
    • Stereo System
    • Game Room
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Only one prime 2015 week left: Labor Day week 8/30-9/6 (Sun-Sun). September and October weeks/weekends (including Columbus Day) are still available. 2015 summer rentals are Sunday through Sunday, check in 4 pm, check out 10 am. 2015 Columbus Day Weekend, Thanksgiving, Christmas, New Years... View all property information
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    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed 16 January 2015
    Stayed at the property in December and had a very nice time. At arrival, the house smelled nice and clean, all the beds were made so we felt at home right away. The house was...
    5 of 5 stars Reviewed 8 August 2014
    This house was a great rental! So much to do, and lots of room! Our son got married on the Cape, so we made a vacation out of it. The groom had the best time from the bar room...
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    $944
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    1 / 34
    North Chatham
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    traveller have booked this property
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    Amenities & Details
    • Internet Access
    • Playground
    • Stereo System
    • Fireplace
    • Deck
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    One of the most photographed Wind Mill homes on Cape Cod. Classic old world charm, coupled with all modern conveniences located near the beach and town. The Stony Hill Mill, constructed with 100 year old beams, river rock and barn board, is truly Cape Cod at its finest. This large stately home is... View all property information
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    Location Information
    North Chatham, Chatham 02650
    From
    $306
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    1 / 11
    South Chatham
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Waterfront
    • Watersports Nearby
    • Satellite TV
    • Stereo System
    • Water Views
    • Deck
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Recently renovated cottage in sought after Cockle Cove beach neighborhood. Walk or bike 4/10ths mile to warm, sandy & family friendly town beach on Nantucket Sound. Direct waterfront location on tidal Taylors Pond, with stunning views and access to owner's private dock for kayaking & boating into... View all property information
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    South Chatham, Chatham 02360
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    $440
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    5 of 5 stars (1) Excellent
    Brewster
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Shared Tennis Court
    • DVD Player
    • Sauna
    • Wi-Fi
    • Hot Tub
    • Shared Indoor Pool
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Have a luxury vacation away from home at a reasonable price in Brewster! Tailor your vacation to your needs. There are no REALTOR fees or rules. For your convenience you can stay a minimum of 5 days rather than the usual 7 day stay. Quiet setting without the traffic of main entrance. What makes... View all property information
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    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed 2 September 2014
    We stayed for one week at this Billington house and loved it! We came to celebrate our marriage and found it quiet and peaceful. The house had everything we needed to dine in...
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    $1,078
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    East Orleans
    4 Bedrooms / 8 Bathrooms / Sleeps 12
    traveller have booked this property
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    Amenities & Details
    • Waterfront
    • Housekeeping...
    • Wi-Fi
    • Water Views
    • Boat Available
    • Satellite TV
    • Watersports Nearby
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Breathtaking waterfront property on Town Cove in East Orleans. A true oceanfront delight complete with panoramic saltwater views along with private stairs that lead to your very own private beach! Live in the lap of luxury in this newly renovated waterfront property. Nestled atop protected... View all property information
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    Location Information
    East Orleans, Cape Cod 02653
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    $4,404
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    Brewster
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Internet Access
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Fireplace
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Totally renovated home capturing the charm of yesteryear with the convenience of today. This home features kitchen with stainless steel appliances, open floor plan, master bath with whirlpool tub and separate shower and first floor laundry room. The home is tastefully furnished and well... View all property information
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    Location Information
    Brewster, Cape Cod 02631
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    $1,636
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    1 / 13
    5 of 5 stars (3) Excellent
    Brewster
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    traveller have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Watersports Nearby
    • Hot Tub
    • Stereo System
    • Private Fishing...
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    We rent our property by the week, Saturday to Saturday. This bright, freshly remodeled home in a lovely, quiet setting features something for everyone in your vacationing group... For the gourmet: a fun, light, stainless and Corian kitchen, fully equipped with new appliances, butcher block... View all property information
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    Brewster, Cape Cod 02631
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    $2,328
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    1 / 14
    5 of 5 stars (3) Excellent
    Brewster
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • TV
    • Air Conditioning
    • Washer
    • Dryer
    • Deck
    • Wi-Fi
    • DVD Player
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Nice and quiet, clean and updated, 3 bedroom, 2.5 bathroom house is close to wonderful restaurants, great shopping, Cape Cod National History Museum, Brewster General Store and best of all 5/10ths of a mile to Saint's Landing Beach! The master bedroom with queen bed and full bathroom are downstairs... View all property information
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    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed 13 August 2014
    Stayed here for a week and could not have been more pleased. Location in perfect, house is amazing and owner very helpfull....will definitely been contacting them again next time...
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    $189
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    5 of 5 stars (1) Excellent
    Orleans
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Washer
    • Deck
    • Dryer
    • Air Conditioning
    • Internet Access
    • Grill
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Lovely Summer Rental in East Orleans. Approximently 0.5 miles from Nauset Beach. This apartment will sleep 4. One seperate bedroom with queen bed. Bathroom and shower. Murphy bed available.in sitting area. Comfortable sitting area with Direct TV, WiFi, washer and dryer, microwave among the... View all property information
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    Orleans, Cape Cod 02653
    5 of 5 stars Reviewed 11 August 2014
    My husband and I enjoyed the peaceful surroundings of this apartment. Well equipped with everything you need on vacation. Val, the owner, is very helpful and lives on the...
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    $120
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    5 of 5 stars (1) Excellent
    Orleans
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Washer
    • Stereo System
    • Grill
    • Wi-Fi
    • Deck
    • Dryer
    • TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    100 Yards from Water! Its hard to beat the location and value of this charming, well-appointed, 3 bedroom cottage on picturesque Nauset Heights with a short walk to both inland waterways and famous Nauset Beach. Set in a beautiful and relaxing setting - a perfect refuge. 3 Bedrooms. One Queen.... View all property information
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    Location Information
    Orleans, Cape Cod 02653
    5 of 5 stars Reviewed 5 May 2015
    Alden Road Cottage was very suitable for my family of 4. The 3 bedrooms were spacious and could sleep 2. Still warm enough to use the outdoor shower. Living room and dining area...
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    $377
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    Orleans
    4 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Wi-Fi
    • Waterfront
    • Grill
    • Terrace
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This classic Nauset Heights home sits directly on a bluff with magnificent views of Nauset Beach, the Atlantic Ocean, and Nauset Marsh. The cottage is a classic with great vintage details and has been updated with full interior painting, high end teak dining table, outdoor chairs, modern... View all property information
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    Orleans, Cape Cod 02653
    From
    $109
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    South Chatham
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Swingset
    • Refrigerator
    • Parking
    • Porch
    • Grill
    • Central Heating
    • Cooker
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Yes, the price is low but that's why so many customers have come for decades! Looking for a nice clean quiet cottage close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining? Well, then...Pleasant Forest Shores just may be the place for... View all property information
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    Location Information
    South Chatham, Chatham 02659 1525
    From
    $2,516
    / Week
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    1 / 4
    Brewster
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Stereo System
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Dryer
    • Washer
    • Patio
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Situated down a lane surrounded by woods, lawns & flower gardens our home is an oasis from the busy Cape Cod summer. The house sits on over 2 1/2 acres of privacy. We are located within 1 mile of both salt and fresh water swimming, boating and fishing. Close by are a number of world class golf... View all property information
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    Location Information
    Brewster, Cape Cod 02631
    From
    $122
    / Night
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    1 / 14
    South Chatham
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Central Heating
    • Refrigerator
    • Swingset
    • Porch
    • Cooker
    • Parking
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Yes, the price is low but that's why so many customers have come for decades! Looking for a nice clean quiet cottage close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining? Well, then...Pleasant Forest Shores just may be the place for... View all property information
    Make Enquiry
    Location Information
    South Chatham, Chatham 02659 1525
    From
    $182
    / Night
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    1 / 11
    Brewster
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Cooker
    • Internet Access
    • Refrigerator
    • Grill
    • Satellite TV
    • Washer
    • Outdoor Dining Area
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Great opportunity to rent this 4 bedroom house starting at $1000 per week. This charming home is located less than a mile from Breakwater Beach and a short distance from the Brewster General Store. The first floor offers a kitchen with a separate dining room, ample living room with a flat screen... View all property information
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    Location Information
    Brewster, Cape Cod 02631
    From
    $145
    / Night
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    Brewster
    2 Bedrooms / 1 Bathroom / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • Refrigerator
    • Internet Access
    • Cooker
    • Dryer
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Great opportunity to rent this 2 bedroom ranch for $800 per week. This charming home is located less than a mile from Breakwater Beach and a short distance from the Brewster General Store. It a large eat-in kitchen , ample living room with a flat screen TV, full bath & 2 bedrooms. Amenities... View all property information
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    Location Information
    Brewster, Cape Cod 02631
    From
    $271
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    Orleans
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Central Heating
    • DVD Player
    • Internet Access
    • Fireplace
    • Stereo System
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A very unique haven situated on what was a private family compound with private beach on Cape Cod Bay. The beach is less than 700 feet away via a beautiful sandy path which passes a cranberry bog along the way. The rambling, airy & bright 3000 sq. ft. home has been renovated over the past several... View all property information
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    Location Information
    Orleans, Cape Cod 02653
    From
    $2,265
    / Week
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    1 / 16
    Brewster
    3 Bedrooms / 1 Bathroom / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Washer
    • DVD Player
    • Satellite TV
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    **Magical Waterfront Vacation Home on Freshwater Pond.** Announcing a kitchen make over for 2014, includes a new floor, counter tops and fresh coat of paint. Three bedroom, 1 and a half bath house offers a tranquil setting for a summer vacation close to beaches, shopping, restaurants, golfing and... View all property information
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    Location Information
    Brewster, Cape Cod 02631
    From
    $2,258
    / Week
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    1 / 16
    Brewster
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Shared Indoor Pool
    • Sauna
    • Satellite TV
    • Stereo System
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    On scenic Ocean Edge Resort (Best Resort on Cape Cod for 2013 by Boston Magazine), located on a sprawling Jack Nicklaus Golf Course, near the most magnificent beaches in the world, this modern garden-level villa, part of Eaton Village, sleeps 6, with the advantage that the property is situated on a... View all property information
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    Location Information
    Brewster, Cape Cod 02631
    From
    $1,510
    / Week
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    1 / 8
    South Chatham
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • There Are Tennis...
    • Wi-Fi
    • TV
    • Washer
    • Dryer
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Available August 22-29 Why not stay at our Chatham home this summer? Peaceful and inviting, our cape-style home is in a very picturesque area of Chatham. Come relax in our breezy screened porch or enjoy the warm Nantucket Sound waters of Pleasant and Forest Beaches which are a five minute walk... View all property information
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    Location Information
    South Chatham, Chatham 02659
    From
    $315
    / Night
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    1 / 15
    Brewster
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Deck
    • Dryer
    • Washer
    • Hot Tub
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Need some time away? Here is a wooded refuge perfect for a large family gathering. This home is located off a country road with nearly an acre of space. Surround yourself with nature while just a short jaunt to the bike (rail) trail, fresh water swimming, the old-time Brewster General Store and... View all property information
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    Location Information
    Brewster, Cape Cod 02631
    From
    $2,328
    / Week
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    1 / 22
    South Chatham
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Air Conditioning
    • Dryer
    • Water Views
    • Washer
    • Satellite TV
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    0.1 mile from popular summer Nantucket Sound beach can walk or ride or /access to private beach via path along marsh just steps away from the house quiet family area… ranch / cottage style house with summer beach flavor with views of Taylor Pond 1 bathroom / eat in kitchen / deck / Weber gas... View all property information
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    Location Information
    South Chatham, Chatham 02659
    From
    $629
    / Night
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    1 / 13
    Brewster
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Deck
    • DVD Player
    • Internet Access
    • Washer
    • Playground
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    3 bedrooms, 2 master suites, central air, large private yard, near Paines Creek Beach on Cape Cod Bay. View all property information
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    Location Information
    Brewster, Cape Cod 02631
    From
    $2,139
    / Week
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    Brewster
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Linens Provided
    • Grill
    • Terrace
    • Balcony
    • Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Fabulous location off 6A, in a quiet neighborhood and just minutes to several of Brewster's lovely bayside beaches and a 20 minute drive to ocean side beaches. Ride your bikes to direct bike path access and the Cape's amazing trail system. The finest neighborhood market, Feretti's, is just around... View all property information
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    Location Information
    Brewster, Cape Cod 02631
    From
    $3,617
    / Week
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    South Chatham
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Terrace
    • Wi-Fi
    • Ocean Views
    • Parking
    • Air Conditioning
    • Balcony
    • Private Garden
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Lovely private home, just 600 steps to the beach, located on a dead-end sandy road. Great swimming, bird watching or just relaxing. Paddle boards and sunfish available for rent on the beach. Everything you need for a great beach vacation... sleeping for 8, fully equipped kitchen, (microwave,... View all property information
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    Location Information
    South Chatham, Chatham 02659