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Chatham Vacation Rentals

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    Travelers to Chatham are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    All 473 Rentals in Chatham
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    All New Cottage in Chatham Near Hardings Beach1 / 19
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Cape Escape Chatham Walk to Beach! Private-Newly Renovated-Hear Waves at Night1 / 55
    (20)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Walk to Ridgevale Beach From Family Friendly Home1 / 23
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Beautiful sunsets in Chatham!1 / 20
    (6)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • DVD Player
    • Air Conditioning
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    • Outdoor Dining Area
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    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 22, 2018
    We had a wonderful time in Chatham. Joy's house was beautiful. Spacious and really well designed with lovely views over a lake; and located on a quiet private road. The outside...
    Reviewed July 29, 2018
    My son proposed to his girlfriend on Jackknife Beach (a short walk away) while we were on vacation here. It’s a beautiful home. Would highly recommend it if your looking for a...
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    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 . Extra bonus: a second dishwasher and frig in the laundry room offof the kitchen!...
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    Chatham, Cape Cod 02148
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Classic home w/ deck, patio & yard - walk to Cockle Cove & Forest Beaches!1 / 26
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Patio
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    • Grill
    • Central Heating
    • Private Yard
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beach-going families will find a welcoming retreat at this three-bedroom South Chatham home, a darling Cape Cod escape with a private deck and patio, a fenced yard, and a wonderful location within a short walk of the beach! This classic home sits a block off Main Street in South Chatham, just...
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    South Chatham, Chatham 02633
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Captain's Haven1 / 16
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Yard
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 29, 2016
    It was a nice little spot for my boyfriend and I to get away for the weekend. Had no issues with the facilities. Please keep in mind the cabin isn't air conditioned. There are...
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    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...
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    West Chatham, Chatham 02633
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    14 Hallett Lane Chatham Cape Cod - Sand Simeon1 / 48
    (6)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Patio
    • Private Outdoor Pool (Heated)
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    • DVD Player
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    • Grill
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 12, 2017
    Wow! We were impressed from the moment we walked through the door. The home is quite large, very well appointed and was very clean. We met people there and the home was great...
    Reviewed May 12, 2017
    This home was perfect for our group! Great space to have the group all together but at the same time when rooms are spread out so the home doesn't feel crowded with large groups...
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    About this property
    Come stay at: Sand Simeon. Pet Friendly! Relax and enjoy this Chatham, Cape Cod Vacation Rental Home offering 6 bedroom 6.5 bathrooms. Bonus: Linens (bed sheets and bath towels) are complimentary with this home for the Peak Summer Season. This luxury home is pet friendly with a private pool,...
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    Chatham, Cape Cod 02633
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Grill
    • Patio
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated kitchen with quartz “Sea Glass” countertops, backsplash and Nantucket farm sink. Truly a well equipped cooks kitchen. This year round low allergen, open concept home has 3 bedrooms, 2 newly updated baths, a large two level outdoor deck with electric retractable awning, creating a...
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    South Chatham, Chatham 02659
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come Stay at: Chatterbox! Location! Location! Location! Luxury Chatham Vacation Rental home with 3 bedroom, 3.5 bath in the heart of Chatham and sleeps 7. Whether you enjoy cocktails on the traditional front porch, read a good book in the cozy sun room, eat outdoors on the mahogany deck, or take...
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    Chatham, Cape Cod 02633
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Chatham 1 Bedroom Beachfront Old Village1 / 9
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Outdoor Dining Area
    • Waterfront
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Private Yard
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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.
    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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    About this property
    Beachfront property, close to town and lighthouse. Cottage is in Chatham's Old Village.
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    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Summer Oasis! Newer Custom Cape Cod Vacation Rental home that is walk to beach in Chatham sleeping 9. A walk for most to Cockle Cove Beach at the end of the street on the Nantucket Sound (0.6 mile)! Central air, free WiFi, a screened in porch, 3 spacious bedrooms, and open concept...
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    South Chatham, Chatham 02659
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Quiet Lakeside Cottage - Ideal for Couple1 / 14
    (18)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • DVD Player
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 18, 2018
    We had a wonderful stay at Helene's cottage. Great location for bike riding, swimming and canoeing. Our host provided many local areas of interest in the form of a binder...
    Reviewed August 8, 2018
    This cottage is a one bedroom on White Lake, nestled amount trees and other cottages. It is charming and a very comfortable way to spend a week in the Chatham, MA area. The...
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    About this property
    At this quiet lakeside cottage you can experience classic Cape Cod with all the modern amenities -- wireless internet, cable TV, air conditioning. Enjoy beautiful sunsets as well as swimming, kayaking and canoeing at the lake---and only be a short trip to the beach or Chatham center. The cottage...
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    Chatham, Cape Cod 02633
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay at: Misty Meadow! Enjoy this lovely condo with all amenities including Central AC mini splits and free WiFi Conveniently located too. Situated in a very quiet area of North Chatham offering private conservation views from this charming one bedroom, first floor, end unit condo. An open...
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    North Chatham, Chatham 02650
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    55 Sears Point Road Chatham Cape Cod- The Sears Point House1 / 39
    (1)Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    • Patio
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 11, 2018
    We enjoyed a lovely week at this great home. Our nine member family had plenty of room and two other family members were also able to join for a night or two. Chatham is...
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    About this property
    Enjoy this classic Cape Cod Style waterfront home with sparkling water views, a private beach, and large yard in Chatham. Over 180 degree views of Stage Harbor, Nantucket Sound, Monomoy Island, and the Atlantic Ocean beyond. Pet Friendly! Sleeping 12 there is plenty of space for everyone. Each...
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    Chatham, Cape Cod 02633
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    Beach Chic Cape Escape! Chatham 5 Star Private-Newly Renovated 5m walk to beach1 / 55
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Grill
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 15, 2016
    What a unique & wonderful house in Chatham!  John & Ruby are really superb hosts, very accommodating, making sure we were all set… to our delight, John even texted to let...
    Reviewed May 2, 2016
    Plusses:* Kitchen is fully equiped and the stove is big and of excellent quality.* Showers have a lot of power.* Good size house (big living room, separate dining room, big...
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    About this property
    Newly renovated kitchen with quartz “Sea Glass” countertops, backsplash and Nantucket farm sink. Truly a well equipped cooks kitchen. This year round low allergen, open concept home has 3 bedrooms, 2 newly updated baths, a large two level outdoor deck with electric retractable awning, creating a...
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    Chatham, Cape Cod 02659
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay at: The Cozy Beach Cottage! Chatham Vacation Rental Cottage at the beach! Get away to this 1 bedroom cozy cottage located right at the beach in Chatham, the best of Cape Cod-Sleeps 4. Perfect for a relaxing, romantic getaway, this cottage is steps from the sand, and is ready for your...
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    Chatham, Cape Cod 02633
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Sea Glass! This Cape Cod Vacation Rental home is just .2 miles from Pleasant Street Beach in Chatham. Warm water, sunsets, and miles of beach on Nantucket Sound awaits you just around the corner. The proximity to the beach is so close, you will frequent beach visits and be pleased with...
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    Chatham, Cape Cod 02659
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Forest Beach Cottage. This Cape Cod Vacation home rental in Chatham is just yards out of the back door to Forest Beach. Central AC for those hot summer nights. You can smell the salt water from this ranch-style home with four bedrooms, two baths, and an outstanding family room. (Small...
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    South Chatham, Chatham 02659
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ides of Marsh1 / 12
    (5)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Internet Access
    • Parking
    • Porch
    • Grill
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    $1150/week-High Season-lower other times Foote-steps Chatham Charmer - Weekly Rentals The charm of a Cape Cod cottage with all the amenities of home. Relaxation and conveniences on a private circle with idyllic nature views... Enjoy our enclosed porch overlooking the salt marsh and a short (4/10...
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    Location Information
    Chatham, Cape Cod 02659
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Captains Row E Chatham Cape Cod - Captain's Row1 / 26
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • Shared Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 6, 2014
    We loved to stay in this luxurious and wonderful house! Anything is very clean and you don´t miss anything. Thank you for the nice "start bags", that is more than one...
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    About this property
    Welcome to Captain's Row! Enjoy easy resort style living in this newer Cape Cod Vacation Rental home in Chatham. This home is in its own residential sub division and is close to beaches, restaurants, downtown and includes a community pool & tennis court (Only 130 steps from your door!). Also...
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    Chatham, Cape Cod 02633
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Breathtaking riverfront dog-friendly home w/ a lovely deck, close to the beach!1 / 29
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Ocean Views
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 29, 2017
    Very nice Chatham, Cape Cod home with great views, and not too far from town. A comfortable home that I would rent again, and the managment company was good about staying in...
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    About this property
    Experience a glimpse of Cape Cod waterfront living at this three-bedroom Chatham home, a dog-friendly property with a wrap-around deck, panoramic views of the ocean and Oyster River, and nearby access to Harding's Beach. This quaint two-level home is scenically situated between Nantucket Sound...
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    Chatham, Cape Cod 02633
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    About this property
    Welcome to 'Keepin' it Reel' on Landing Lane in Chatham a 4 bedroom, 3 bath family friendly Cape Cod Vacation Rental Home that sleeps 9 and is Budget Friendly too! Enjoy this 4 bedroom, 3 bath Cape Cod vacation rental with central AC in Chatham. Sleeps 9. It is located in Ryder's Cove Landing...
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    North Chatham, Chatham 02650
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Cape Escape! Pet Friendly! Walk to Hardings Beach from this Chatham Vacation Rental Home. 4 Bedrooms, sleeps 8. Access to association dock and picnic area in Harding's Hills Association. AC units in 3 bedrooms and the main living area. There is cable and free WiFi too. Calling all...
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    Chatham, Cape Cod 02633
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife! Welcome to The Chatham Bars Carriage House, located within walking distance to Historic Main St. with it's endless variety of boutiques, restaurants, galleries, and nightlife! Enjoy this traditional, yet well-appointed...
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    Chatham, Cape Cod 02633
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    30 Seabeach Road Chatham Cape Cod - The Bluff House1 / 36
    (4)Very good
    6 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 23, 2016
    Our family rented the Bluff House the last week of July and had a lovely time.As boat owners we took advantage of the mooring and dingy that comes with the house. Days were...
    Reviewed September 19, 2016
    My family has rented The Bluff House for the past ten years and we can’t imagine summer anywhere else! The rooms are airy and light, with amazing views across Oyster Pond River...
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    About this property
    Come Stay at: The Bluff House! Dog Friendly!! High atop Sears Point in Chatham sits a Classic, Quintessential, New England Bluff house from yesteryear overlooking the sparkling, blue sea. This spot is a boater's paradise! From kayaking to boating enthusiasts, there is a mooring available for your...
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    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 6 Bedrooms, 2 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Spend an idyllic vacation swimming, sunbathing, and riding bikes across Cape Cod at this three-bedroom Harwich home, a secluded, family-friendly retreat with a private deck, an outdoor fireplace, and easy access to picturesque beaches and towns. This tree-lined home sits equidistant from Chatham...
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    Location Information
    West Chatham, Chatham 02645
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
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    About this property
    Located in a prime in-town location. This Cape Cod Vacation Rental Cottage complex is just steps to the Mill Pond (a saltwater inlet of Nantucket Sound) in Chatham's Old Village and a few blocks to beautiful Lighthouse Beach. This desirable and newly renovated family compound built by a famous...
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    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience 'Chatham Coastal Charm'. Popular Contemporary Cape Cod Vacation Rental home in Chatham with heated salt water gunite pool that is just a short walk to Hardings Beach (.3). Sleeps 10! Don't miss this 'fan favorite' Cape Cod Vacation Rental home in Chatham with heated pool that is very...
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    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Post-and-beam home near beach with modern conveniences & high-end furnishings1 / 30
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Tradition and modern luxuries collide at this lovely Cape Cod home. You'll find high-end furnishings inside and beach access nearby! You're on a quiet lot near a salt marsh and just a half mile from Forest Beach and less than two miles from lovely Taylors Pond. Post-and-beam construction...
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    Location Information
    Chatham, Cape Cod 02659
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Pet Friendly! Coastal, 3 bedroom (sleeps 8) home offering spacious open floor plan, refurbished kitchen, cathedral ceilings, hardwood floors, free WiFi, and central AC. Attractively furnished, impeccably maintained, and fully equipped. This 3 bedroom, 2 bath ranch-style vacation rental home is...
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    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    On the Water! With Central Air and free WiFi, Pet Friendly too. Pet friendly for Dogs only-ask your rental specialist for details. This Cape Cod Vacation Rental home in North Chatham has expansive views of Pleasant Bay from both a lower and upper deck, both living areas, the dining room and the...
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    Chatham, Cape Cod 02650
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Beachfront townhome! Sleeps 6! Enjoy water views from both upstairs and main level decks. Walk down the path to the Outermost Harbor and Little Beach. Bike to town or the Monomoy Wildlife Refuge. Central AC and WiFi too. Come stay at: 'Outermost Condo' a coastal 2 bedroom/2 bath townhouse right on...
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    Chatham, Cape Cod 02633
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Come stay at: Seashell Beach Cottage! Beach front vacation rental cottage in Chatham! Stay at this 2 bedroom cottage located right on the beach in Chatham, the best of Cape Cod. Beautiful views! Perfect for a relaxing getaway, this romantic cottage is just steps from the sand, Find your pathway...
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    Chatham, Cape Cod 02633
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Welcome to: Cape Cranberry! Quintessential Cape Cod Vacation Rental Cottage in Chatham on the way to Cockle Cove Beach. Enjoy this Cape Cod beach cottage with casual coastal decor. AC units in living area and bedrooms and free WiFi too. This home offers 2 bedrooms and a full bath with...
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    Chatham, Cape Cod 02633
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    14 Capri Lane Chatham Cape Cod - The Cape House1 / 31
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Reviewed September 11, 2018
    This cape house was just a perfect size for my family and we loved being able to bring our dog! We have 7 adults and one 4 year old. There were just a few things - the grill...
    Reviewed June 3, 2016
    We had a wonderful stay in this home.We were pleasantly surprised with all new appliances in the kitchen, which was very well stocked, making it easy to make meals at home...
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    Welcome to The Cape House! Pet Friendly! (Dogs Only) Coastal, seaside home offering Central air has plenty of room for 3 couples or 2 families. Walk to beach and town! This Cape Cod Vacation Rental in Chatham has an open floor plan with 3 bedrooms on the main floor and a fully finished lower level...
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    Chatham, Cape Cod 02633
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
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    Featuring gorgeous gardens and outdoor spaces to explore, a luxurious and updated interior, and all the comforts of home, this beautiful rental has it all! Ideal for two guests, this would be a fantastic place for a honeymoon, couples getaway, or even a relaxing solo retreat. Nestled in a quiet...
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    Chatham, Cape Cod 02633
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    61 Eliphamets Lane Chatham Cape Cod - Milhaven1 / 38
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Reviewed August 11, 2014
    Wonderful New England cottage right on Mill Pond, with terrific views. The 3-bedroom main house has all the amenities and the studio with a bath is just across the patio and...
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    WATERFRONT! Come stay at: Milhaven, This Cape Cod Vacation Rental is located in Chatham's Old Village and is right on Mill Pond. The Old Village is popular for its historic nature and architectural beauty. Witness beautiful sunrise and sunset views as you are directly on the waterfront. It is...
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    Chatham, Cape Cod 02633
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Welcome to BreakAway! Location - Location - Location! Run, walk, or skip the loop in Chatham from this Family Cape Cod Vacation Rental home. It's just a 5 minute stroll to the town landing to put your kayak or canoe in and spend the day on the water. Just 1.1 Mile to Oyster Pond and an easy bike...
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    Chatham, Cape Cod 02633
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Offering Central AC & free WiFi with over 1600 sq. ft. of finished living space, 3 bedrooms, 2 full bathrooms, and a large den there is plenty of space for you to relax in with the entire family. Welcome to The Oyster Bed! Enter the home through the front entry and head up the stairs to find...
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    Chatham, Cape Cod 02633
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    201 Main Street Chatham Cape Cod - Sandpiper1 / 42
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
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    Experience the Sandpiper! Pet Friendly! 4 bedroom, 4.5 bath Vacation Rental located in the heart of Chatham's historic village!! BONUS: LINENS INCLUDED IN SEASON. Whether you are soaking in the hot tub on the private patio or enjoying an outdoor shower after you've come home from Lighthouse or...
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    Chatham, Cape Cod 02633
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Welcome to: Salty Paws! Pet friendly! Completely renovated in *********! Enjoy this Cape Cod Vacation Rental in Chatham offering 3 bedrooms and 2 baths at the end of a small lane across from the ocean. Free WiFi and Central AC included .(Slimline units). New Outdoor Shower! Walk through the front...
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    Chatham, Cape Cod 02633
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Welcome to The Rosa Rugosa! Walk to Hardings Beach- Central air - private! Ranch-style home with Central air-comfortable, easy living all on one floor! 3 Bedrooms, 2 baths, sleeps 6 with central air, free WiFi, and sunroom. Beautiful gardens, patio, yard, and an easy walk to Harding's Beach! Quiet...
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    Chatham, Cape Cod 02633
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Welcome to: Sandy Paws! Pet Friendly. Newly renovated with Central air (Slim line units)-Come have some fun in the sun at this Cape Cod Vacation home in Chatham! You will enjoy deeded access to the 'Little Beach flats'. Just moments away from the top attractions near our Chatham vacation rentals,...
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    Chatham, Cape Cod 02633
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Welcome to Long Camp in Chatham! Pet Friendly! Come and enjoy a cozy vacation rental cottage on Goose Pond in Chatham. Goose Pond is the largest pond in Chatham and has 38 acres of unspoiled fresh water that is perfect for swimming, canoeing and kayaking. Free Wifi too. ​​​​​​​Nestled on the...
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    Chatham, Cape Cod 02633
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    4 bedroom, 3.5 bath Cape Cod Vacation Rental home tucked up off of Bridge Street, in Chatham. BONUS: Linens included !. Privately placed on just over a half acre of land in a peaceful setting, yet just a hop, skip and a jump away you can find Lighthouse beach! It's an easy walk into the village...
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    Chatham, Cape Cod 02633
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Welcome to Tide After Tide! Pet Friendly! Private, Family Ranch-Style Riverbay home in Chatham for your Cape Cod Vacation! Located on a peaceful, residential, dead-end road. As you enter the through the front door you will find comfortable seating in the living room with a flat screen TV and free...
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    Chatham, Cape Cod 02633
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Paradise Found at this special retreat in this Cape Cod Vacation home Rental in Chatham called the Heron's Nest! This spacious four bedroom, 3 bath Chatham Rental will surely delight you in every way. Just a short walk to the warm waters and gentle waves of Ridgevale beach – this home is perfectly...
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    Chatham, Cape Cod 02633
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Welcome to ChathamBeachCruiser! Relax in our 5 bedroom 4.5 bathroom home with central air. The entire house is equipped with all new furniture in June of 2016 and a few antiques (including a coffee table made from a real ship’s wheel). The house sits at the end of a private drive with plenty of...
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    North Chatham, Chatham 02650
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet Friendly! Classic Cape Cod Vacation Home Rental in Chatham near Schoolhouse Pond for freshwater swimming. Located in a residential area and convenient to the Cape Cod Bike trail, and the Chatham Airport and restaurant (Hanger B eatery). It has 3 ac units in main floor bedrooms and free WiFi...
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    Chatham, Cape Cod 02633
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Quintessential Cape Cod Vacation Home in N.Chatham1 / 41
    (1)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    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...
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    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...
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    Chatham, Cape Cod 02650
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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