We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in South Orleans, MA and nearby

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    All 322 Rentals in the South Orleans Area
    loading...
    From
    $482
    / Night
    Payment Protection
    View Details
    1 / 19
    South Orleans
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    traveller have booked this property
    Overview Make Enquiry
    From
    $3,126
    / Week
    Payment Protection
    View Details
    1 / 12
    South Orleans
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Enquiry
    From
    $2,605
    / Week
    View Details
    1 / 15
    4 of 5 stars (1) Very good
    South Orleans
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    From
    $1,824
    / Week
    View Details
    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
    Make Enquiry
    Location Information
    South Orleans, Cape Cod 02653
    From
    $409
    / Night
    View Details
    1 / 28
    South Orleans
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    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
    • ?
    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
    Make Enquiry
    Location Information
    South Orleans, Cape Cod 02662
    From
    $1,303
    / Week
    View Details
    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
    Make Enquiry
    Location Information
    South Orleans, Cape Cod 02653
    From
    $7,556
    / Week
    View Details
    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
    Make Enquiry
    Location Information
    South Orleans, Cape Cod 02653

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

    From
    $242
    / Night
    Payment Protection
    View Details
    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
    Make Enquiry
    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...
    See all reviews
    From
    $1,824
    / Week
    View Details
    1 / 16
    3 of 5 stars (1) Average
    Orleans
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Stereo System
    • Waterfront
    • DVD Player
    • Deck
    • Internet Access
    • Boat Available
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    74 Keziahs Lane, Orleans, MA Waterfront home overlooking Meetinghouse River. This unique single level home offers 3 bedroom and 2 bathrooms, fully equipped kitchen, spacious living area, and picturesque grounds with waterviews of The River. Just a short distance to Kents Point and convenient to... View all property information
    Make Enquiry
    Location Information
    Orleans, Cape Cod 02653
    From
    $365
    / Night
    Payment Protection
    View Details
    1 / 18
    5 of 5 stars (8) Excellent
    Brewster
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (8) 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
    Make Enquiry
    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed 19 July 2015
    This beautiful home is absolutely perfect for an escape. It was so clean, comfortable and fully stocked. We really could have cut back on much of our packing. Plenty of room for...
    5 of 5 stars Reviewed 19 July 2015
    We can't say enough good things about Michael's Vacation Home. There is absolutely nothing missing from the furnishings, appliances and equipment in this home. We stayed with our...
    See all reviews
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    $326
    / Night
    Payment Protection
    View Details
    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
    Make Enquiry
    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...
    See all reviews
    From
    $2,215
    / Week
    Payment Protection
    View Details
    1 / 10
    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
    Make Enquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $456
    / Night
    Payment Protection
    View Details
    1 / 18
    Orleans
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Grill
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    New To Market E. Orleans Home available for thsi summer at discounted price! Absolutely wonderful young 4 bedroom, 3 full bath cape house located in an upscale East Orleans neighbourhood. Home is offered with open floor plan on private and quiet cul de sac street off Beach Road. Only 3/4 mile... View all property information
    Make Enquiry
    Location Information
    Orleans, Cape Cod 02653
    From
    $559
    / Night
    Payment Protection
    View Details
    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
    Make Enquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $1,116
    / Night
    Payment Protection
    View Details
    1 / 20
    East Orleans
    4 Bedrooms / 8 Bathrooms / Sleeps 12
    traveller have booked this property
    Overview Make Enquiry
    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
    Make Enquiry
    Location Information
    East Orleans, Cape Cod 02653
    From
    $447
    / Night
    Payment Protection
    View Details
    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
    Make Enquiry
    Location Information
    Brewster, Cape Cod 02643
    From
    $456
    / Night
    Payment Protection
    View Details
    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
    Make Enquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $3,029
    / Week
    Payment Protection
    View Details
    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
    Make Enquiry
    Location Information
    East Orleans, Cape Cod 02643
    From
    $241
    / Night
    Payment Protection
    View Details
    1 / 10
    Brewster
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Fireplace
    • Balcony
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Watersports Nearby
    • Refrigerator
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    1 Bedroom, Lovely Setting This cottage is representative of our three one-bedroom cottages. We also have a studio cottage. Please contact us for prices and availability. Children 5 years and under stay free. Located in quiet west Brewster, Michaels's Cottage #4 has one bedroom with a king bed.... View all property information
    Make Enquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $3,648
    / Week
    View Details
    1 / 16
    Orleans
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Garage
    • DVD Player
    • Deck
    • Grill
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Wonderful custom home with all the amenities-- only a half-mile from Pah Wah Pond and its conservation area that leads out to a beach on Little Pleasant Bay. Built in 2011, this air-conditioned 3200-sq. ft. upscale home has excellent accommodations for 8 guests with 2 master bedrooms (one up, one... View all property information
    Make Enquiry
    Location Information
    Orleans, Cape Cod 02653
    Get the List
    From
    $189
    / Night
    Payment Protection
    View Details
    1 / 14
    5 of 5 stars (9) Excellent
    Brewster
    2 Bedrooms / 1 Bathroom / Sleeps 6
    traveller have booked this property
    Overview Reviews (9) 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
    Make Enquiry
    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed 6 July 2015
    My husband, 2 young daughters, and I just returned from another week at this terrific vacation rental in Brewster. From the moment we arrived, it was just as I'd remembered...
    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.
    See all reviews
    From
    $195
    / Night
    Payment Protection
    View Details
    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
    Make Enquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $326
    / Night
    Payment Protection
    View Details
    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
    Make Enquiry
    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...
    See all reviews
    From
    $339
    / Night
    Payment Protection
    View Details
    1 / 21
    5 of 5 stars (5) Excellent
    Brewster
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (5) 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
    Make Enquiry
    Location Information
    Brewster, Cape Cod 01863
    5 of 5 stars Reviewed 23 July 2015
    Our family needed a relaxing vacation and this charming home met our need. The house is very clean and extremely spacious. Every cabinet holds supplies such as paper goods...
    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...
    See all reviews
    From
    $5,211
    / Week
    View Details
    1 / 26
    Orleans
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Fireplace
    • Dryer
    • Air Conditioning
    • Deck
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    NEWLY-BUILT WATERFRONT HOME! Gorgeous 3-level contemporary home overlooking conservation land and beautiful 28-acre Bakers Pond. With water views from every room, this dramatic home has 3 exterior decks and a private path to the pond only 75 feet away. Set on a cul-de-sac on a private lane, it is... View all property information
    Make Enquiry
    Location Information
    Orleans, Cape Cod 02653
    From
    $317
    / Night
    Payment Protection
    View Details
    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
    Make Enquiry
    Location Information
    South Chatham, Chatham 02360
    From
    $977
    / Night
    Payment Protection
    View Details
    1 / 34
    North Chatham
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    traveller have booked this property
    Overview Make Enquiry
    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
    Make Enquiry
    Location Information
    North Chatham, Chatham 02650
    From
    $4,559
    / Week
    Payment Protection
    View Details
    1 / 10
    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
    Make Enquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $326
    / Night
    Payment Protection
    View Details
    1 / 30
    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 4 days rather than the usual 7 day stay. Quiet setting without the traffic of main entrance. What makes... View all property information
    Make Enquiry
    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...
    See all reviews
    From
    $279
    / Night
    View Details
    1 / 18
    5 of 5 stars (3) Excellent
    Orleans
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Waterfront
    • Fireplace
    • Dryer
    • Water Views
    • Deck
    • Washer
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    My Cape Cod waterfront vacation rental is located on the very popular Skaket Beach in the town of Orleans and has been enjoyed by thousands of vacationers for over 5 decades. I have been blessed to be the owner for over 30 years. You’ll enjoy 250 feet of private Skaket Beach with only 7 other... View all property information
    Make Enquiry
    Location Information
    Orleans, Cape Cod 02653
    From
    $1,694
    / Week
    Payment Protection
    View Details
    1 / 13
    5 of 5 stars (4) Excellent
    Brewster
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    traveller have booked this property
    Overview Reviews (4) 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
    Make Enquiry
    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed 19 July 2015
    My family and extended family total 10 people including my 2 year old nephew stayed here July 11-18th and we had a blast! This house is truly charming with its different decor and...
    See all reviews
    From
    $195
    / Night
    Payment Protection
    View Details
    1 / 6
    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
    Make Enquiry
    Location Information
    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...
    See all reviews
    From
    $378
    / Night
    Payment Protection
    View Details
    1 / 20
    Orleans
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • DVD Player
    • TV
    • Wi-Fi
    • Washer
    • Central Heating
    • Deck
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Classic Nauset Heights 3 Bedroom home sitting directly on the bluff with magnificent views of Nauset Beach, the Atlantic Ocean, Nauset Marsh, Coast Guard Light, and Fort Hill. Short walk to bay and ocean beaches. Vintage cottage character in unbelievable location. Great value for view. Full... View all property information
    Make Enquiry
    Location Information
    Orleans, Cape Cod 02653
    From
    $124
    / Night
    Payment Protection
    View Details
    1 / 16
    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
    Make Enquiry
    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...
    See all reviews
    From
    $391
    / Night
    Payment Protection
    View Details
    1 / 9
    Brewster
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • DVD Player
    • Fireplace
    • Air Conditioning
    • Hot Tub
    • Dryer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful and unique home has charm to spare. Lovingly maintained it boasts wide honey colored pine floors, sunlight galore, fun and funky home theater room, and three bright and spacious bedrooms - each with own bath. The large and secluded backyard offers plenty of space for badminton, relaxing... View all property information
    Make Enquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $2,410
    / Week
    Payment Protection
    View Details
    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
    Make Enquiry
    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...
    See all reviews
    From
    $81
    / Night
    Payment Protection
    View Details
    1 / 17
    South Chatham
    1 Bedroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Cooker
    • Parking
    • Refrigerator
    • Outdoor Dining Area
    • Wi-Fi
    • Swingset
    • Central Heating
    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! So wanting for a nice clean quiet apartment unit 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... View all property information
    Make Enquiry
    Location Information
    South Chatham, Chatham 02659 1525
    From
    $2,605
    / Week
    Payment Protection
    View Details
    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
    Make Enquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $104
    / Night
    Payment Protection
    View Details
    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
    $195
    / Night
    Payment Protection
    View Details
    1 / 13
    Brewster
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Middlecott Village Patio Home with loft - sleeps 6. Central Air and WiFi! This property currently includes pool privileges which are available at an additional fee.* Spend hours on the over-sized patio and enjoy the excitement of golf right in front of you, or the tranquility of the pond to your... View all property information
    Make Enquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $1,563
    / Week
    Payment Protection
    View Details
    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
    Make Enquiry
    Location Information
    South Chatham, Chatham 02659
    From
    $163
    / Night
    Payment Protection
    View Details
    1 / 12
    West Chatham
    1 Bedroom / 1 Bathroom / Sleeps 4
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Wi-Fi
    • Deck
    • There Are Tennis...
    • Watersports Nearby
    • Boat Available
    • TV
    • Horse Riding Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    An old-fashion Cape vacation set in a secluded village of quaint, privately owned cottages on 4 acres of pine forest located on White Pond. This true Cape cottage is ideal for a couple or a small family. It has a complete kitchen/ living area with a pull out sofa bed, one bedroom with 2 twin beds... View all property information
    Make Enquiry
    Location Information
    West Chatham, Chatham 02633
    From
    $2,345
    / Week
    Payment Protection
    View Details
    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
    Make Enquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $189
    / Night
    Payment Protection
    View Details
    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
    Make Enquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $847
    / Week
    View Details
    1 / 7
    Orleans
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Patio
    • Grill
    • Ceiling Fans
    • Refrigerator
    • DVD Player
    • Microwave
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This small two bedroom home has all the quiet charm that you would expect for your cape cod vacation. Perfect for a couple or a small family, this home offers relaxation. - All reservations have a $60 reservation fee and a refundable security deposit. - Additional amenities include: coffee maker,... View all property information
    Make Enquiry
    Location Information
    Orleans, Cape Cod
    From
    $150
    / Night
    Payment Protection
    View Details
    1 / 5
    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
    Make Enquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $280
    / Night
    Payment Protection
    View Details
    1 / 21
    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
    Make Enquiry
    Location Information
    Orleans, Cape Cod 02653
    From
    $2,338
    / Week
    Payment Protection
    View Details
    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
    Make Enquiry
    Location Information
    Brewster, Cape Cod 02631
    From
    $2,410
    / Week
    Payment Protection
    View Details
    1 / 22
    South Chatham
    3 Bedrooms / 1 Bathroom / Sleeps 6
    traveller have booked this property
    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 a 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
    Make Enquiry
    Location Information
    South Chatham, Chatham 02659
    From
    $4,559
    / Week
    View Details
    1 / 19
    5 of 5 stars (2) Excellent
    Orleans
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Deck
    • Stereo System
    • Air Conditioning
    • Internet Access
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    19 Blueberry Island Road, Orleans, MA Wonderful, bright and spacious home just 0.4 miles to the very popular Skaket Beach and also deeded access to a private beach between Skaket Beach and Namskaket Creek. This home is large enough for two families! Completely renovated in 2008, the home has... View all property information
    Make Enquiry
    Location Information
    Orleans, Cape Cod 02653