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Chatham Cottages

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    Travellers to Chatham are booking June dates now. Secure your vacation rental today, and have the perfect trip.
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    $729
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    1 / 13
    5 of 5 stars (4) Excellent
    2 Bedrooms / 3 Bathrooms / Sleeps 8
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    $1,336
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    1 / 28
    5 of 5 stars (2) Excellent
    4 Bedrooms / 6 Bathrooms / Sleeps 12
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    $243
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    1 / 19
    5 of 5 stars (2) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 20
    5 of 5 stars (4) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    About this property
    This fully air conditioned 4 bedroom, 3 bath house on 1/2 acre lot sleeps 8 with 2 master suites! The main house has 3 bedrooms. One with a queen, one with 2 twins and one master suite with a queen. The 2nd master suite is located in a separate attached portion of the house with separate entrance.... View all property information
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    5 of 5 stars Reviewed 16 October 2014
    Stayed for a week in Oct and enjoyed every minute. Firstly, we booked the house at the very very last minute and the owners could not have been more obliging. They made their home...
    5 of 5 stars Reviewed 22 July 2014
    Perfect location to everything you could possible want to do. This rental makes you feel at home yet on vacation! Very spacious with everything you could possibly need. We loved...
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    1 / 9
    4.5 of 5 stars (3) Very good
    1 Bedroom / 1 Bathroom / Sleeps 3
    travellers have booked this property
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    • Air Conditioning
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • x
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    About this property
    Beachfront property, close to town and lighthouse. Cottage is in Chatham's Old Village. View all property information
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    4 of 5 stars Reviewed 1 October 2014
    We enjoyed our stay at the condo in Chatham. It was comfortable for 3 people. It was clean and the kitchen was well stocked. Kris gave us excellent directions and suggestions.
    5 of 5 stars Reviewed 14 August 2014
    Having coffee each morning on the deck of this adorable cottage was one the highlights of my stay in Chatham. The view is terrific - of a lovely harbor that is called Mill Pond...
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    $1,822
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    1 / 10
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    2015 Rental Rate: $2350 per week, including the cleaning fee ~~Off-Season: $1650/week, including the cleaning fee. Light and bright cottage just steps to the warm Nantucket Sound waters of Pleasant Street Beach! Tasteful, traditional furnishings throughout. New appliances and stone counters in... View all property information
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    $334
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    1 / 33
    5 of 5 stars (6) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Completely renovated, this year round quaint Cape Cod open concept 1500 sq ft home has 3 bedrooms, 2 baths with a large two level outdoor deck overlooking beautifully landscaped yard. Sleeps 6-8 comfortably. Up to 10 including a pullout sleeper sofa. All rooms are bright and nicely appointed with... View all property information
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    5 of 5 stars Reviewed 22 August 2014
    Exceptional accommodations complete with high end cookware , grill, 22 ft cu refer, and all other needed appointments . Well located for excursions to the Fish Pier; shops...
    5 of 5 stars Reviewed 21 August 2014
    Planning a visit to Cape Cod from the UK was always going to be tough when you weren't sure how best you might get around or where was best to stay. We couldn't have got it more...
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    1 / 20
    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Enjoy this spacious home on the Monomoy River with glimpses of Pleasant Bay. Recently renovated, our home boasts a gourmet kitchen with granite counters, 6 burner Wolf cooktop and Sub Zero refrigerator and wine frig . The kitchen opens to a deck perfect for al fresco dinners watching the sunset.... View all property information
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    5 of 5 stars Reviewed 2 August 2014
    I had never used "Flip Key" before and was a bit unsure of results. I have to say that this house was perfection! From my first contact with the owner to the day we walked out the...
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    1 / 11
    4.5 of 5 stars (10) Very good
    1 Bedroom / 1 Bathroom / Sleeps 3
    travellers have booked this property
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    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    At this quiet lakeside cottage you can experience classic Cape Cod with all the modern amenities. Enjoy beautiful sunsets as well as swimming and canoeing at the lake---and only be a short trip to the beach or Chatham center. The cottage features cathedral ceilings, a fireplace in the living... View all property information
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    5 of 5 stars Reviewed 26 August 2014
    The property consisted of three beds (2 futon and 1 queen size bed) which was perfect for my three person family. The cottage was only a few minutes from two great beaches nearby...
    4 of 5 stars Reviewed 15 September 2013
    Our favorite thing was sitting with coffee in the am, or a beer for sunset, down at the small beach area on the lake. Solitude and scenery. Maybe 3 other cottages were occupied...
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    1 / 20
    5 of 5 stars (4) Excellent
    5 Bedrooms / 2 Bathrooms / Sleeps 9
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    ------------------------------------------------------------------------------------------------------ Like new 5 bedroom luxury Chatham vacation home on over 1 acre. Walk to Schoolhouse pond, clean freshwater pond with beach. Near the Cape Cod paved bike path and also only a few blocks to nice... View all property information
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    5 of 5 stars Reviewed 23 March 2013
    A group of friends stayed for a weekend reteat - and were so pleased with all the amenities of a fully equipped house and all the comforts of home, while staying on the cape...
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    $364
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    1 / 12
    4 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Convenient located 4 Bedroom Cape classic. All hardwoods throughout home. Extra playroom with more sleeping space in lower level. Newly constructed outdoor shower a must for returns from the beach .Enjoy a crystal clear fresh pond only a 5 min walk from front door great for kids to fish-swim kayak... View all property information
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    $2,369
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    1 / 15
    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Light and bright home with pretty marsh views from your back deck! Great, central location, close to Hardings Beach and a quick drive into downtown Chatham! You will love the screened porch or back deck for relaxing. AC units in every bedroom for the hot days, if you aren't at the beach! One... View all property information
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    1 / 12
    West Chatham
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Grill
    • Internet Access
    • Safe
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • 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
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    5 Bedrooms / 3 Bathrooms / Sleeps 11
    traveller have booked this property
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    • Dishwasher
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    • Grill
    • Internet Access
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Wonderful, family-friendly, 5- bedroom house close to town. One ground-floor bed/bath. Fenced-in, flower filled, back yard with outdoor shower, grille, table and chairs, deck/patio. Walking distance to town or take extra bikes to ride to Lighthouse Beach/ Oyster Pond. Kitchen table has room for... View all property information
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    $3,340
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    1 / 16
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Enjoy the views of Nantucket Sound from every floor of this recently updated, lovingly and meticulously maintained, 3 bedroom 2 bathroom Chatham rental property. It's a perfect balance between having all of the modern amenities, with an open, light and bright feel while still maintaining the true... View all property information
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    $3,644
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    1 / 20
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
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    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Our Five bedroom Chatham vacation home is located on a quiet side street, yet near town. The five large bedrooms are added to by a den with double pull-out and a basement/play area with 2nd pull-out making it perfect for family groups, weddings, or reunions. We have 1 king bed, two queen beds, one... View all property information
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    $194
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    1 / 18
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Ping Pong Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The simple entrance path leads past rosa rugosa, wild roses, blooming yarrow, and other native flower beds to arrive to a spacious skylit great room, featuring vaulted ceilings and a wood-burning fireplace. The well-equipped kitchen, dining, and indoor living area has a bright indoor-outdoor... View all property information
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    $118
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    1 / 14
    South Chatham
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
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    • Grill
    • Internet Access
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    $138
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    1 / 21
    South Chatham
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Enjoy this adorable, classic 2 bedroom and 1 full bath Cape beach cottage only a 10 minute walk to Nantucket Sound beaches. Amenities include dishwasher, washer/dryer, one window air conditioning unit, cable TV (with basic cable) with VCR & DVD, microwave, board games, children’s books and videos,... View all property information
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    $850
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    1 / 37
    4 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    180+ photo gallery available upon e-request. This exquisitely furnished four bedroom home is located on the Ocean side of Shore Road with an easy walk to Chatham's beaches, Fish Pier, Lighthouse, town center, outdoor band concerts and fine restaurants. Just minutes walk from The Chatham... View all property information
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    $480
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    1 / 47
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    ON THE WATER ... * Beautiful water views! * Back decks open to mesmerizing views of Emery Pond * Hammock and patio furniture chosen for comfort and relaxation! * Direct access to pond from backyard. * Clean swimmable pond. * Bass fishing plentiful! * Gas grill. * 2.5 Blocks from Bike trail... View all property information
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    2 Bedrooms / 1 Bathroom / Sleeps 3
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    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This stunning 2 bedroom cottage is located right on the beach in Chatham, the best of Cape Cod. Perfect for a relaxing getaway, this cottage is steps from the sand, and is ready for your vacation! Amenities: Television, Cable, Wireless Internet, Full Kitchen with dishwasher, microwave, coffee... View all property information
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    $911
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    1 / 34
    North Chatham
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    traveller have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • 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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    3 Bedrooms / 2 Bathrooms / Sleeps 8
    traveller have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Walk to famous Lighthouse Beach (1/2 mile), walk to a beautiful private beach at the end of the road (200 yards) that is ideal for kayaking, clamming and enjoying the views, or take a walk from the private beach to South Beach and enjoy the solitude and seals. And for those who enjoy... View all property information
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    1 / 17
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Cape Cod Dreaming by the Beach - Perfect for families to share! Relax by escaping to our newly refurbished and decorated classic Cape Cod cottage, just a short walk, 4/10 of a mile, to sandy Pleasant Street Beach on Nantucket Sound. It is walkable to Forest Street and Red River Beaches. Swim,... View all property information
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    $790
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    1 / 6
    3 Bedrooms / 1 Bathroom / Sleeps 3
    Overview Make Enquiry
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    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This stunning 3 bedroom cottage is located right on the beach in Chatham, the best of Cape Cod. Perfect for a relaxing getaway, this cottage is steps away from the sand, and is ready for your vacation! Amenities: Television, Cable, Wireless Internet, Full Kitchen with dishwasher, microwave,... View all property information
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    $164
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    1 / 20
    1 Bedroom / 2 Bathrooms / Sleeps 3
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Grill
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Charming and romantic. It offers a bright second story loft bedroom, fitted with a queen bed with new orthopedic mattress. The ground floor features a large open living area with sunny full kitchen, dining space, comfortable sitting area with settee and club chair, and a simple cozy bathroom with... View all property information
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    $75
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    1 / 17
    South Chatham
    1 Bedroom / Sleeps 2
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    • Grill
    • Internet Access
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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
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    $3,037
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    4 of 5 stars (2) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    WATERFRONT PRIVATE RETREAT ON FRESHWATER GOOSE POND!!! Nestled away in a serene setting to enjoy lots of privacy and a perfect swimming spot. Casual setting...house has a rustic feel. House is now listed as a pet friendly rental! Large deck faces the water, expansive livingroom with flat screen... View all property information
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    3 of 5 stars Reviewed 2 October 2013
    The home is absolutely beautiful nestled up on an incline surrounded by trees and curious chipmunks. Panoramic views of a pond leave you feeling like you hit the rental jackpot...
    5 of 5 stars Reviewed 17 July 2012
    We had the pleasure to stay for April vacation. We had four kiddos and were able to utilize the pond, shopping and area attractions. We went swimming and fishing right in our...
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    $2,672
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    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Spend your Cape Cod vacation in this 3 bedroom 2 bathroom rental home close to the downtown area. Amenities include washer/dryer, dishwasher,Wi-Fi, air conditioning (central on 1st floor and a window unit in each of the upstairs bedrooms as well as ceiling fans), expanded cable TV (with NESN, ESPN,... View all property information
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    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    Our home is the perfect spot for your family to enjoy beautiful Cape Cod and award winning Chatham. Located on a picturesque and VERY quiet street you can stroll to Pleasant Street Beach or Forest Street Beach. The yard offers the perfect place for the kids to play, the upper and lower decks offer... View all property information
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    5 of 5 stars Reviewed 13 February 2015
    My family and I enjoyed a week in September. This house was very nice upon arrival, clean and comfortable. The owner was really easy to work with and answered all of our...
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    4.5 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    ID# CCOVE30 Cockle Cove Beach is just 0.9 miles away from this light & bright Chatham Condominium located at Cockle Cove Ridge. The Chatham Village center is just 3 miles away for shopping, dining, Chatham A's baseball games, & the bandstand. [~]The entry level of this 2 bedroom, 2 bath home... View all property information
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    5 of 5 stars Reviewed 19 August 2014
    rental was everything we expected. Place was clean and in a great location. There were bikes, boogie boards and beach chairs for your use.
    4 of 5 stars Reviewed 10 June 2014
    We had a wonderful week in Chatham and felt right at home in this cozy home. The home was nicely furnished, very clean, very quiet and the kitchen well stocked with cooking...
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    $1,518
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    5 of 5 stars (1) Excellent
    South Chatham
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    15 Bobbies Lane CHATHAM Cottage is charming and updated. Located in South Chatham. Central A/C, convenient to shopping, beaches, and golf. Only 1/2 mile to Nantucket Sound. Screened in Porch, WiFi, 1 Queen, 2 singles and 2 Queen Sofa beds. Sleeps 6. Email Dawn.Monkiewicz@raveis.com or call... View all property information
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    5 of 5 stars (14) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Pondside is a quaint and quiet nature-lover’s paradise! Close to town and beaches, this charming non-smoking home is situated on more than an acre of woodland between three picturesque kettle ponds. The house sits just fifty feet from one small pond that’s perfect for fishing and kayaking. Next... View all property information
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    5 of 5 stars Reviewed 31 July 2014
    My family and I had a wonderful time at Pondside! The house was clean and unbelievably well appointed with all the kitchen gadgets we needed to prepare our own food. Beaches were...
    5 of 5 stars Reviewed 12 June 2012
    First of all, Danielle had been very helpful even before we arrived. The reservation process was quick and easy. After the phone conversation, we mailed her the deposit check. All...
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Dishwasher
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    WALK TO TOWN LOCATION!! Spectacular rental property located just a short walk to restaurants, shops, Chatham Bars Inn, Seaside Links 9 Hole Golf Course, Chatham Angler's Ballfield, town playground and Oyster Pond beach area. This immaculate rental has so much to offer....four bedrooms/2.5 baths,... View all property information
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    1 / 22
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Gym
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    ID #LAKE110 Lake front Vacation home on Lovers Lake in Chatham in the Great Hill Neighborhood. [~]Heron Haven is a peaceful, spacious home in a dreamy lake front setting with many sought after features. This home sleeps 10 guests and boasts 4 living areas to spread out and relax. [~]Living... View all property information
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    5 of 5 stars Reviewed 16 June 2014
    Our extended family stayed here last summer. We did a lot of research to find a place suitable for three families (grandparents, parents, and kids). We did site visits for the...
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    $4,677
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    North Chatham
    5 Bedrooms / 5 Bathrooms / Sleeps 11
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    2015 Rental Rate: $4950 per week including linens and cleaning! ~~ Off-Season: $4250 per week including cleaning and linens Gorgeous new home in secluded North Chatham neighborhood. This home features hardwood floors, WIFI and central air. Lots of games, puzzles, sports and beach gear for the kids.... View all property information
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    $1,458
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    1 / 10
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    2015 Rental Rate: $1775 per week including the cleaning fee ~~ Off season: $1375 per week including the cleaning fee Here is a great deal!! Clean and spacious 3 bedroom, home that sleeps 8 people comfortably, with plenty of room to spread out. This centrally located home is convenient to the bike... View all property information
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    $520
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    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Classic North Chatham Escape, Pet Friendly $3,300 PRIME SUMMER WEEKLY RATE This home has 4 bedrooms and classic Cape Cod decor. All of the modern amenities are included: AC units in all bedrooms, WiFi, flat screen TV with digital cable, washer/dryer, and a completely updated kitchen with granite... View all property information
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    From
    $4,251
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    1 / 15
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    105 Wood Carver Knoll, Chatham - ID# 106342. Spectacular waterfront home in Chatham overlooking Oyster Pond! Central Air, gourmet kitchen with espresso machine, keurig and more. Enjoy the deck with incredible views of Oyster Pond, the church steeples of Main St, tidal marshes and bird life. Bright... View all property information
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    $2,308
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    1 / 14
    South Chatham
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dryer
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    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Spend your summer vacation in this 3 bedroom 1 bath South Chatham vacation cottage. It is only 2/10ths of a mile to Forest Beach and located in a quaint, beach neighborhood. It has many convenient amenities such as cable TV (includes sports, etc.) with DVD player, WiFi, washer/dryer, enclosed... View all property information
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    From
    $1,822
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    1 / 9
    West Chatham
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
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    • Dishwasher
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Beautiful spacious home on a quiet cul-de-sac with views of Oyster Pond River. Brand new air conditioning units have been installed that are built into the walls in each bedroom and in the great room area. These units are highly efficient and keep the house very cool. Property has wireless internet... View all property information
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    From
    $5,466
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    1 / 27
    North Chatham
    6 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Take advantage of booking this newly renovated and very desirable six bedroom, four bath home located in the exclusive area of Canon Hill. The new renovations scheduled for completion by early spring 2015 will boast a spacious new gourmet kitchen with stainless steel appliances, an enlarged dining... View all property information
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    From
    $4,373
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    1 / 17
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    Chatham walk to village Enjoy this 3 bedroom 2 1/2 bath home right in the heart of downtown Chatham! Walk to the baseball games, band concerts, restaurants and all that Chatham has to offer. Oyster Pond is only 2/10 of a mile away. This beautifully decorated home is equipped with all amenities.... View all property information
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    From
    $1,275
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    1 / 7
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    73 Main Street, Unit #8 Charming second-story condominium apartment located right across the street from Lighthouse Beach. Views of the beach from deck off the living room. Walk across the street to Lighthouse Beach and also within walking distance to the Village. NO pets accepted. $1350 per week,... View all property information
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    From
    $1,579
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    1 / 15
    South Chatham
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Wonderful Home, close to the Cape Cod Bike Trail and Nantucket Sound Beaches! Charming 3BR/2BA Cape style home in Chatham. Conveniently located to the Cape Cod Bike Trail and less than 1.5 miles to Forest St. Beach on Nantucket Sound. Main level includes living area, updated fully equipped kitchen,... View all property information
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    From
    $1,701
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    1 / 11
    3 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Adorable, cozy, renovated home - new to rental market. Air conditioned for comfort and WIFI for staying connected.Equipped with blu-Ray DVD, Dish TV with Blockbuster for streamed movies. Enjoy our gourmet kitchen with stainless steel appliances, a beautiful sunny living/dining area, deck and... View all property information
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    From
    $7,495
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    1 / 27
    North Chatham
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Satellite TV
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Chatham Grace & Space,1 Minute Walk to Beach $5,400 PRIIME SUMMER WEEKLY RATE Off-season weekly rates from $3,000. Off-season weekends and partial week stays also considered. The home is set in a private neighborhood with tranquil views of the water and a one minute walk to a private association... View all property information
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    From
    $2,672
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    1 / 8
    North Chatham
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    This traditional Cape home has nice privacy and is close by to the Cow Yard town landing where you can watch the sunrise over the Atlantic or put in your kayak or paddle board. The property has three bedrooms and two full bathrooms. Amenities include window a/c units (one in each bedroom and one in... View all property information
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    From
    $2,915
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    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    You'll have everything you need at this 4 bedroom 3 bathroom Chatham rental home less than a mile from Chatham Village. It has nearly every amenity including washer/dryer, dishwasher, central a/c, cable TV's (includes NESN) with DVD players, Wi-Fi, a ping pong table, deck with furniture, an outdoor... View all property information
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