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Apartments and Homes in Chatham, MA

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    Travelers to Chatham are booking August dates now. Secure your vacation rental today, and have the perfect trip.
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    From
    $200
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    1 / 11
    5 of 5 stars (1) Excellent
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Inquiry
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    $275
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    1 / 33
    5 of 5 stars (10) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    From
    $395
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    1 / 47
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    $300
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    1 / 20
    5 of 5 stars (4) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travelers have booked this property
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Dryer
    • Washer
    • Fireplace
    • Satellite TV
    • Deck
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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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    Location Information
    Chatham, Cape Cod 02669
    5 of 5 stars Reviewed October 16, 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 July 22, 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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    $175
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    1 / 9
    4.5 of 5 stars (4) Very good
    3 Bedrooms / 1 Bathroom / Sleeps 8
    travelers have booked this property
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    Amenities & Details
    • Dryer
    • Internet Access
    • Grill
    • DVD Player
    • Washer
    • Satellite TV
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Freshly painted Cape Cod home tucked just off of Route 28 near the Chatham/Harwich line. Very convenient location with a quick walk to two great restaurants and .7 mile walk to Forest Beach, and Pleasant Street Beach. House includes an open living/dining area, a first floor master bedroom and... View all property information
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    Location Information
    Chatham, Cape Cod 02659
    5 of 5 stars Reviewed January 6, 2015
    Our family of four (children ages 12 and 14) stayed here August 2014. The property was well maintained, neat, and provided everything we needed, including sheets and beach...
    4 of 5 stars Reviewed August 26, 2014
    Adorable, comfortable home. Rooms and closets very spacious. Clean, well maintained. Children, 13, 13 & 10 loved it! Would def' return! Paula
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    $1,700
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    1 / 15
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Internet Access
    • Parking
    • Microwave
    • Dryer
    • TV
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Pretty 2 bedroom 2 bath home. One Queen abd 2 Twins this home sleeps 4. Central A/C and ceiling fans keeps the home cool. Closer to the Rail Trail and the Walking Trail. Not far from Chatham Beaches abd shops. Summer rate $1700 weekly. All rates plus $55 Vacation Damage Waiver ad $60 Handling... View all property information
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    Chatham, Cape Cod 02631
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    1 / 19
    5 of 5 stars (2) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Patio
    • Dryer
    • Satellite TV
    • Air Conditioning
    • Parking
    • Internet Access
    • Porch
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    *** EARLY SEASON SPECIAL *** Rent for 7 days (Sat-Sat) and we'll waive the $125 cleaning fee. Valid 3/29/15 - 6/27/15 Welcome to our entirely renovated 'old Cape' cottage, with a sunny, open floor plan, brand new appliances and furnishings, washer/dryer and central air. After the beach, rinse... View all property information
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    Location Information
    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed March 29, 2015
    My family absolutely loved staying in this cottage. My favorite time to visit the cape is in the fall - no crowds and the weather is usually still pretty warm. This cottage was...
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    $155
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    1 / 13
    4.5 of 5 stars (4) Very good
    1 Bedroom / 1 Bathroom / Sleeps 5
    travelers have booked this property
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    Amenities & Details
    • Refrigerator
    • Stove
    • There Are Tennis...
    • Grill
    • Wi-Fi
    • Outdoor Dining Area
    • Parking
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    'The Barn'--a lovely rustic cottage in Chatham, MA is located in town, an easy walk to playgrounds, kid-friendly beaches, shops, baseball field (home of the Chatham Anglers), restaurants, golf course, tennis courts, bike trail, and more. Sleeps four comfortably, add a fifth person for a small... View all property information
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    Location Information
    Chatham, Cape Cod 02633
    4 of 5 stars Reviewed September 25, 2013
    We enjoyed our stay at the barn very much! It is great for families with children, and a nice get away for a couple. It was private with a nice yard. Lisa, the owner was very...
    3 of 5 stars Reviewed July 26, 2013
    This was a good experience overall. The cottage was clean and spacious. The best part however was the location. It was walking distance from Main Street and Oyster Pond. The only...
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    $2,500
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    1 / 4
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Air Conditioning
    • Dishwasher
    • Grill
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This recently renovated (this year) 3 bedroom 2 bathroom property in the Ridgevale Beach area boasts new hardwood floors on the first floor and new carpeting on the second floor. There are granite countertops throughout the kitchen and this house has newly updated bathrooms. Amenities include... View all property information
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    Location Information
    Chatham, Cape Cod 02633
    From
    $300
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    1 / 13
    5 Bedrooms / 3 Bathrooms / Sleeps 11
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Stove
    • Satellite TV
    • Grill
    • Internet Access
    • Dryer
    • Refrigerator
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Chatham, Cape Cod 02633
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    From
    $2,000
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    1 / 28
    5 of 5 stars (2) Excellent
    4 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Children's Pool
    • Satellite TV
    • Internet Access
    • Waterfront
    • Hot Tub
    • Shared Tennis Court
    • Air Conditioning
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Incredible four bedroom, five and a half bathroom double end townhouse with gorgeous direct water views of Oyster Pond. Townhomes 31 and 32 are rented... View all property information
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    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed October 17, 2014
    The house was incredible. I have rented homes across the world with our family, and we are extremely picky in terms of 1. Cleanliness 2. renovation/newness 3. Location 4. Details...
    5 of 5 stars Reviewed July 17, 2014
    The units we rented at Oyster Pond exceeded our expectations. These two units (31 & 32) were very well appointed with TVs in every room, modern appliances, comfortable furniture...
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    $900
    Per Night
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    1 / 13
    5 of 5 stars (4) Excellent
    2 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Shared Tennis Court
    • Washer
    • Wi-Fi
    • TV
    • Dryer
    • Water Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Beautiful two bedroom plus a den and a loft, two and a half bathroom townhome with gorgeous direct water views of Oyster Pond. Beautifully decorated with... View all property information
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    Location Information
    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed October 20, 2014
    I can't say enough good things about our stay!!!! The accomodations were prestine. Amenities were off the charts, everything you could possible want. One of the best trips...
    5 of 5 stars Reviewed October 17, 2014
    Wow... It was my first time visiting Cape Code, and the highlight was Oyster Pond! I love architecture and design, and It was truly a pleasure to enjoy the view from the...
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    $525
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    1 / 15
    4.5 of 5 stars (4) Very good
    6 Bedrooms / 5 Bathrooms / Sleeps 12
    traveler have booked this property
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Fireplace
    • Washer
    • Stereo System
    • Internet Access
    • Deck
    • DVD Player
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This lovingly restored Greek Victorian former bed and breakfast has 6 bedrooms and 5 full baths. Sleeps 12. Local lore has it that this property was floated over from Nantucket many years ago to its present site. Amenities include a Wolf range, granite counter tops, dishwasher, 2 cable TVs... View all property information
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    Location Information
    Chatham, Cape Cod 02659
    3 of 5 stars Reviewed August 31, 2013
    Pros:1-Location few miles from the center of town, 2-Walking distance from forest beach (not good for swimming). 3-Accomedate large groups. Cons:1-It is an old...
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    $243
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    1 / 11
    South Chatham
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Waterfront
    • Watersports Nearby
    • Satellite TV
    • Stereo System
    • Water Views
    • Deck
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Recently renovated cottage in sought after Cockle Cove beach neighborhood. Walk or bike 4/10ths mile to warm, sandy & family friendly town beach on Nantucket Sound. Direct waterfront location on tidal Taylors Pond, with stunning views and access to owner's private dock for kayaking & boating into... View all property information
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    Location Information
    South Chatham, Chatham 02360
    From
    $550
    Per Night
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    1 / 9
    North Chatham
    6 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Secure Parking
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Terrace
    • There Are Tennis...
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Great family summer house for creating fun memories. The house has a private beach and a large lawn to play in. There are porches to sit and watch the water and enjoy the sunset. The 2nd floor has twin beds and a place to play on a rainy day. The 1st floor view from the living room is all... View all property information
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    Location Information
    North Chatham, Chatham 02610
    From
    $750
    Per Night
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    1 / 34
    North Chatham
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Playground
    • Stereo System
    • Fireplace
    • Deck
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    One of the most photographed Wind Mill homes on Cape Cod. Classic old world charm, coupled with all modern conveniences located near the beach and town. The Stony Hill Mill, constructed with 100 year old beams, river rock and barn board, is truly Cape Cod at its finest. This large stately home is... View all property information
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    Location Information
    North Chatham, Chatham 02650
    From
    $2,500
    Per Week
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    1 / 20
    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Deck
    • Water Views
    • Air Conditioning
    • Satellite TV
    • Fireplace
    • Wi-Fi
    • DVD Player
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Chatham, Cape Cod 02148
    5 of 5 stars Reviewed August 2, 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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    $3,900
    Per Week
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    1 / 20
    5 of 5 stars (4) Excellent
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Stereo System
    • Internet Access
    • Ping Pong Table
    • Satellite TV
    • Air Conditioning
    • Deck
    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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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    Location Information
    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed March 23, 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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    From
    $236
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    1 / 12
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travelers have booked this property
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Deck
    • Grill
    • Air Conditioning
    • Dryer
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    Enjoy in-town living. This bright two bedroom, two bath condo is a short walk to town, golfing, tennis, beaches and Chatham A's baseball games. This second level corner unit features a bright living room with eat-in dining room, kitchen and sliding doors to a walk-out balcony. All new furnishings... View all property information
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    Location Information
    Chatham, Cape Cod 02633
    From
    $1,600
    Per Week
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    1 / 20
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Washer
    • Internet Access
    • Satellite TV
    • DVD Player
    • Grill
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    298 CHIPPING STONE ROAD Niceley furnished and well maintained home in the Riverview areea of Chatham. Four bedrooms two baths this vacation home sleeps 8. Great patio area. Master bedroom with king bed with sitting area. Two bedrooms on the first floor. Two bedrooms on second floor. Summer... View all property information
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    Location Information
    Chatham, Cape Cod 02633
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    From
    $275
    Per Night
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    1 / 24
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • DVD Player
    • Stereo System
    • Wi-Fi
    • Housekeeping...
    • TV
    • Watersports Nearby
    • Air Conditioning
    • Private Fishing...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Nestled in a private garden setting a delightful 3 bedroom / 1.5 bath home in Hardings Beach Hills is available to rent this season. With access to Buck's Creek flowing to Nantucket Sound, you can launch your kayak, fish or crab from the private association neighborhood dock and picnic area just... View all property information
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    Location Information
    Chatham, Cape Cod 02669
    From
    $80
    Per Night
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    1 / 14
    South Chatham
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Central Heating
    • Refrigerator
    • Swingset
    • Porch
    • Stove
    • 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
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    Location Information
    South Chatham, Chatham 02659 1525
    From
    $87
    Per Night
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    1 / 9
    South Chatham
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Swingset
    • Refrigerator
    • Parking
    • Porch
    • Grill
    • Central Heating
    • Stove
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Yes, the price is low but that's why so many customers have come for decades! Looking for a nice clean quiet cottage close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining? Well, then...Pleasant Forest Shores just may be the place for... View all property information
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    Location Information
    South Chatham, Chatham 02659 1525
    From
    $200
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    1 / 9
    4.5 of 5 stars (3) Very good
    1 Bedroom / 1 Bathroom / Sleeps 3
    travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Patio
    • Waterfront
    • Internet Access
    • Water Views
    • Satellite TV
    • Grill
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Location Information
    Chatham, Cape Cod 02633
    4 of 5 stars Reviewed October 1, 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 August 14, 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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    From
    $1,250
    Per Week
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    1 / 16
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • Washer
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Stereo System
    • Deck
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    190 Countryside Drive - ID# 104736. Lovely 4 bedroom home in Chatham Charming 4 bedroom home in a peaceful area with a lovely fenced in yard. Just a short drive to Jackknife Cove beach on Pleasant Bay and a short distance to Monomoy River for kayaking and canoeing. School Houe Pond is a half mile... View all property information
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    Location Information
    Chatham, Cape Cod 02633
    From
    $160
    Per Night
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    1 / 18
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • Wi-Fi
    • Ping Pong Table
    • TV
    • Air Conditioning
    • There Are Tennis...
    • DVD Player
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • 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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    Location Information
    Chatham, Cape Cod 02642
    From
    $135
    Per Night
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    1 / 20
    1 Bedroom / 2 Bathrooms / Sleeps 3
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Towels Provided
    • Terrace
    • Wi-Fi
    • Air Conditioning
    • Balcony
    • Parking
    • Grill
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • 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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    Chatham, Cape Cod 02642
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    $315
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    4 Bedrooms / 4 Bathrooms / Sleeps 8
    traveler have booked this property
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    • Air Conditioning
    • DVD Player
    • Washer
    • Dryer
    • Satellite TV
    • Grill
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    4 bedroom house with 2 master suites. Perfect for extended family and friends. Close to town and beaches. View all property information
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    Chatham, Cape Cod 02633
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    $680
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    5 of 5 stars (1) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    travelers have booked this property
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    • DVD Player
    • Air Conditioning
    • Deck
    • Stereo System
    • Washer
    • Fireplace
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Whydah Figawai - a privately-owned five bed room vacation home in exclusive North Chatham, just a few steps away from the private beach on Pleasant Bay. This traditional Cape Cod home is located in a serene setting and offers the perfect combination of quiet and accessibility for... View all property information
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    Chatham, Cape Cod 02650
    5 of 5 stars Reviewed September 23, 2014
    Amazing home with a great owner who was 100 percent accessible our whole trip. Huge house, our party of 10 didn't even know one another was there. Highly recommend the location...
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    $1,600
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
    • Air Conditioning
    • Grill
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy your summer vacation in this charming 3 bedroom 2 bath home that is located 7/10ths of a mile to Nantucket Sound beaches. Situated just 2/10ths of a mile to Mill Creek which is great for kayaking and canoeing into Nantucket Sound or Taylor's Pond. Amenities include central a/c, washer/dryer,... View all property information
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    Chatham, Cape Cod 02659
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    $1,200
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    South Chatham
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Grill
    • There Are Tennis...
    • Wi-Fi
    • TV
    • Washer
    • Dryer
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Available August 22-29 Why not stay at our Chatham home this summer? Peaceful and inviting, our cape-style home is in a very picturesque area of Chatham. Come relax in our breezy screened porch or enjoy the warm Nantucket Sound waters of Pleasant and Forest Beaches which are a five minute walk... View all property information
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    South Chatham, Chatham 02659
    From
    $1,850
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    South Chatham
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • 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
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    South Chatham, Chatham 02659
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    $300
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    1 / 12
    4 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Watersports Nearby
    • Wi-Fi
    • DVD Player
    • There Are Tennis...
    • TV
    • Game Room
    • Air Conditioning
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • 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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    Chatham, Cape Cod 02633
    From
    $600
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    1 / 18
    South Chatham
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    Amenities & Details
    • Stereo System
    • Water Views
    • Waterfront
    • Deck
    • Central Heating
    • Wi-Fi
    • Fireplace
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Fabulous views of Nantucket sound are the focus of this newer home. Built in 2000, it sits at the end of a quiet dead end street overlooking an amazing view of nature, ocean and sky. From every window see Nantucket Sound, Hardings Beach and Stage Harbor Lighthouse. The house has an open floor... View all property information
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    South Chatham, Chatham 02659
    From
    $1,300
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    1 / 14
    South Chatham
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • DVD Player
    • Satellite TV
    • Fireplace
    • Stereo System
    • Internet Access
    • Deck
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    South Chatham, Chatham 02659
    From
    $430
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    West Chatham
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    Amenities & Details
    • Air Conditioning
    • TV
    • Deck
    • Housekeeping...
    • Watersports Nearby
    • Game Room
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    New for the 2015 season and located in the desirable Ridgevale Beach area of Chatham. This bright and airy home is just a 1/2 mile walk to this fabulous sandy beach where you can enjoy swimming both on Nantucket Sound or in the milder waters in the adjoining tidal creek. Ridgevale Beach is one of... View all property information
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    West Chatham, Chatham 02633
    From
    $1,900
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    • TV
    • DVD Player
    • Wi-Fi
    • Deck
    • Air Conditioning
    • Stereo System
    • Dryer
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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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    Chatham, Cape Cod 02633
    From
    $1,950
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    3 Bedrooms / 3 Bathrooms / Sleeps 7
    traveler have booked this property
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    • Deck
    • DVD Player
    • TV
    • Air Conditioning
    • Water Views
    • Wi-Fi
    • Fireplace
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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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    Chatham, Cape Cod 02633
    From
    $2,875
    Per Week
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    South Chatham
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Grill
    • Terrace
    • Wi-Fi
    • Ocean Views
    • Parking
    • Air Conditioning
    • Balcony
    • Private Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Lovely private home, just 600 steps to the beach, located on a dead-end sandy road. Great swimming, bird watching or just relaxing. Paddle boards and sunfish available for rent on the beach. Everything you need for a great beach vacation... sleeping for 8, fully equipped kitchen, (microwave,... View all property information
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    Location Information
    South Chatham, Chatham 02659
    From
    $3,700
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    1 / 16
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • Satellite TV
    • Internet Access
    • Deck
    • Stereo System
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    155 LIME HILL ROAD CHATHAM August 22-29 has been rreduced to $3750. Large and lovely 4 bedroom home built to a very high standard. Just a short distance to Chatham Village and all it has to offer. Beautiful yard and grounds, this home is a joyful place in the summertime. Offering 4 comfortable... View all property information
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    Chatham, Cape Cod 02633
    From
    $186
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    1 / 21
    South Chatham
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
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    • DVD Player
    • Fireplace
    • Air Conditioning
    • TV
    • Grill
    • Deck
    • Dryer
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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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    South Chatham, Chatham 02659
    From
    $125
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    West Chatham
    1 Bedroom / 1 Bathroom / Sleeps 4
    traveler have booked this property
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    • 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
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    West Chatham, Chatham 02633
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    $120
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    4.5 of 5 stars (10) Very good
    1 Bedroom / 1 Bathroom / Sleeps 3
    travelers have booked this property
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Stereo System
    • Private Fishing...
    • Deck
    • Fireplace
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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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    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed August 26, 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 September 15, 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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    $986
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    5 of 5 stars (11) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (11) Make Inquiry
    Amenities & Details
    • Internet Access
    • Water Views
    • Shared Tennis Court
    • Air Conditioning
    • Waterfront
    • Watersports Nearby
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located on a bluff overlooking Nantucket Sound just a 4 minute walk from Chatham's Hardings Beach, this luxurious home can accommodate an extended family of 10. There are two master suites with Queen beds and private bath (0ne with jacuzzi tub) and three twin bedded rooms - a total of 5 bedrooms... View all property information
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    Chatham, Cape Cod 02669
    5 of 5 stars Reviewed December 17, 2014
    We had a wonderful stay during our time here in Cape Cod. The owners could not have been more delightful and the house was absolutely fantastic. It was a five minute walk to the...
    5 of 5 stars Reviewed July 24, 2014
    This was our 5th year at this house. We have enjoyed our stay every time! The house was very clean (much more than my own house is, I'm sure) and the artwork and decor was...
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    $2,800
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Dishwasher
    • Grill
    • Washer
    • Dryer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    You'll have fantastic views of Nantucket Sound from this 3 bedroom 2 full bath traditional Chatham vacation rental only 1/10th of a mile to a semi-private beach. It offers a washer/dryer, dishwasher, a gas grill, central air conditioning, WiFi, and cable TV (includes NESN) with DVD. There is a... View all property information
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    Chatham, Cape Cod 02659
    From
    $300
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    1 / 28
    5 of 5 stars (14) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (14) Make Inquiry
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Water Views
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • Private Fishing...
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed July 31, 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 June 12, 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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    $290
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    4 of 5 stars (3) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Water Views
    • Ocean Views
    • Watersports Nearby
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our Pleasant Street home is a charming 3 bedroom, 2 bath year-round home which is located at 320 Pleasant Street in South Chatham and it can comfortably accommodate up to 8 people. It is only a 2 minute walk to Nantucket Sound, the warm water side of Cape Cod! There is no beach sticker required... View all property information
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    Chatham, Cape Cod 02659
    4 of 5 stars Reviewed November 2, 2012
    Our family spent Columbus Day weekend at this property located within walking distance of two beaches and enjoyed it very much. The expanded Cape had comfortable room for eight of...
    3 of 5 stars Reviewed July 2, 2012
    I traveled with three friends to Cape Cod for a week. Two of us were pretty happy with the selected property, and the other two were a little disappointed. The house is located...
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    $100
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    5 of 5 stars (6) Excellent
    South Chatham
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Grill
    • Deck
    • Stove
    • Refrigerator
    • DVD Player
    • Porch
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This immaculate two-bedroom/one-bath cottage sleeps five and is cozy and affordable. It's located one-half mile from Cockle Cove Beach on warm Nantucket Sound. Situated on a quiet cul de sac with a nearby childrens playground, this property is protected and cooled by pine trees and salty breezes.... View all property information
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    South Chatham, Chatham 02659
    4 of 5 stars Reviewed September 1, 2014
    We loved being so close to Cockle Cove Beach. The outside shower was a hit, too. My two teenaged boys loved, loved, loved this place. It would be even better if it had wifi.
    5 of 5 stars Reviewed August 25, 2014
    I was so happy with our stay! the cottage was very cute and was just enough room! it was close to just about anything you can want to do in the cape. the welcome gift was very...
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    $175
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    1 / 11
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Satellite TV
    • Horse Riding Nearby
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Watersports Nearby
    • Fireplace
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our Cranberry Way home is a charming 2 bedroom, 2 bath (one new) year-round home which is located at 47 Cranberry Way in South Chatham and it can comfortably accommodate up to 6 people. It is only 0.6/mi. to Nantucket Sound, the warm water side of Cape Cod! It is a pet-friendly home (with an... View all property information
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    Chatham, Cape Cod 02659
    From
    $1,700
    Per Week
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    1 / 13
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Garage
    • Internet Access
    • DVD Player
    • Grill
    • Washer
    • Patio
    • TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    122 CHATHAM CREST DRIVE Four bedroom three bath home located in a quiet part of Chatham. Two queen beds and 4 single beds this home sleeps 8. Outdoor shower, high speed internet, wifi and cable tv are some of the attributes of this vacation home. 6/10ths of a mile from Ridgevale beach. SUMMER... View all property information
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    Location Information
    Chatham, Cape Cod 02633