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South Orleans House Rentals

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    Travellers to South Orleans are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    241 Matching Rentals in the South Orleans AreaView all 292 rentals
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    South Orleans
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Large House On Private Acre - Newly Remodeled & New Furnishings1 / 16
    (1)Excellent
    South Orleans
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    South Orleans
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    South Orleans
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    5 BR | 2 BA | Sleeps 10 This charming remodeled antique home is only 2/10ths of a mile to a Pleasant Bay beach and a short distance to the five star rated Wequassett Resort. The interior has a brand new kitchen with granite counter tops, stainless steel appliances, wide pine floors and opens up to...
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    South Orleans, Cape Cod 02653
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    South Orleans
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
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    About this property
    Bring your kayaks!!! Wonderful vacation home in very exclusive South Orleans neighborhood with a private path to Pleasant Bay private Beach. Home is multi-level with an open floor plan for family entertaining and designed for privacy. Upstairs level includes a living room (with sofa bed), dining...
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    South Orleans, Cape Cod 02662
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    South Orleans
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Exquisite Custom Built 5BR Home in Orleans, Tons of Stuff for the Kids! (Linens Included) Peak Summer Weekly Rate: $6,800 Rents Saturday to Saturday If you're looking for upscale accommodations yet plenty for the kids to do, this stunning new home is the one for you. Situated on a quiet...
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    South Orleans, Cape Cod 02662
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    South Orleans
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    About this property
    22 Little Bay Rd (ID #18416) ~ Oceanside with gorgeous views of Little Pleasant Bay~ 5 Bedroom Home 2018 Season A striking contemporary home only 300 yards to an association beach on Little Pleasant Bay and located in the prestigious East Egg neighborhood of S. Orleans. Open, bright, and very...
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    South Orleans, Cape Cod 02653
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    South Orleans
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    9 Woodridge Road (ID# 99912) ~ Bayside 4 Bedroom Home ~ Pleasant Bay Area 2019 Season! Enjoy a Cape Cod vacation. This 4 Bedroom, 2.5 bath home includes a finished basement great for entertaining and access out to the outdoor shower. There are two Bedrooms and a full bathroom on each floor. All 4...
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    South Orleans, Cape Cod 02653
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    52 Forest Way 184231 / 18
    (2)Very good
    South Orleans
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    52 Forest Way, Orleans MA (ID# 18423) 2018 Season! Contemporary home with lots of space, nestled in a quiet wooded area of Orleans. This home is ideal for a casual vacation. 5 Bedrooms (2 Queens, 1 Double, 4 Twins) and 3 Baths. No Pets Accepted. Weekly Rental (7 Night Minimum in Season) _Rent:...
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    South Orleans, Cape Cod 02653
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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    South Orleans
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront Home with Large Private Deck and Hot Tub  Peak Summer Weekly Rates: $2,950 - $3,800 Linens Included Rents Sunday - Sunday during peak season If you love nature, privacy and water views this comfortable home is for you. You will wake up each morning to find the water sparkle over Uncle...
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    South Orleans, Cape Cod 02662
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    South Orleans
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Walk to Pleasant Bay, close to downtown Orleans and Chatham Bring the family together for a memorable summer vacation at this spacious, well appointed home in South Orleans. Filled with natural light and wonderfully furnished with hardwood and tile floors throughout, this 5 bedroom is also...
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    South Orleans, Cape Cod 02653
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    South Orleans
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Welcome to White Cedar! Central Air and All Amenities! Enjoy this Cape Style Vacation Rental Home in Orleans!  The actual Address is 5 White Cedar but for Google Mapping we are using the lot next door: 80 Portanimicut Road Well appointed, 3450 Square foot Gambrel contemporary colonial home!...
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    South Orleans, Cape Cod 02662
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    South Orleans
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in beautiful Cape Cod, this home is a perfect getaway for friends and family. The enclosed backyard is beautifully wooded with a partial view of Cape Cod National Golf Club and large deck. Inside, the home has a great living space for a family or small group with a flatscreen TV and board...
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    South Orleans, Cape Cod 02645
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    The following rentals are within 10 kilometres of South Orleans.
    Charming Restored Cottage near Nauset Beach: The Summer House: walk to ice cream1 / 21
    (6)Excellent
    East Orleans
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Patio
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    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 September 2018
    This charming and beautifully renovated cottage was beyond expectations. Great quiet location close to restaurants, beaches and shopping. Jim and Barbara made us feel at home...
    Reviewed 10 September 2018
    Close to Skaket Beach and Orleans, latter for great food. Beautiful house, and so comfortable. The porch is fantastic as is the outside shower. The location cannot be beat - we...
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    About this property
    Our East Orleans cottage has been thoughtfully and lovingly restored, with many unique details. The cottage is bright and airy, and has classic features, including beadboard ceilings, ship lap walls, restored pine floors and classic built-ins. The open living area has cable TV and wi-fi and is...
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    East Orleans, Orleans 02653
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cape Charmer Near Private Beach!1 / 20
    (2)Very good
    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 July 2017
    Wonderful location with the beach a short 3 minute walk away. This home is inviting and comfortable with plenty of room for our family of six. Our contact owner while renting...
    Reviewed 10 August 2016
    This is what it says - a charmer. Lovely wood panelled home surrounded by very large grounds and very, very close to the beach. Yes it maybe a tad old fashioned in parts for...
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    About this property
    Nestled on three lots in private association, only minutes walk from private beach. Perfect for guests to enjoy high and low tides on Cape Cod Bay, finishing the days with brilliant sunsets. Centrally located on the Lower Cape, Brewster has quick access to all that a vacation on Cape Cod has to...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    • Patio
    • Cable/satellite TV
    • Balcony
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    • 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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Brewster
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Grill
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    • Cable/satellite TV
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    • Ocean Views
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For rent is a 4 bedroom oceanfront house in Brewster, MA. The high tide mark is about 40 feet from face of house, no obstructions or trees to the view. Brewster is the site on the Cape where the tide goes out almost a mile at dead low tide. This exposes sandbars and tide pools which are great fun...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Hydrangea House with Cape Charm Near Seymour Pond1 / 13
    (5)Excellent
    Brewster
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Patio
    • Wi-Fi
    • Hot Tub
    • Grill
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 July 2018
    Great sized holiday home with everything you would need for a holiday. Super sized rooms, plenty of garden & beach chairs and umbrellas. Very well appointed kitchen. Lots of...
    Reviewed 19 July 2015
    My family and extended family total 10 people including my 2 year old nephew stayed here July 11-18th and we had a blast! This house is truly charming with its different decor...
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    About this property
    We rent our property by the week, Saturday to Saturday. This bright attractive home in a lovely, residential setting features something for everyone in your vacationing group... For the gourmet: a fun, light, stainless and Corian kitchen, fully equipped with appliances, butcher block island, gas...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Walk to Beach, Beautiful Brewster Home! Crosby1 / 26
    (4)Very good
    Brewster
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • Washer
    • Patio
    • Porch
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    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 December 2017
    Great proximity to the beach, only a 5 min walk for the family. New outdoor shower is great after a lazy beach day. John was very responsive for checkin and questions. Even...
    Reviewed 22 July 2016
    The house was spacious, clean, and perfect for a family get together. Everything we needed was provided, the host was responsive and welcoming. The location was perfect! An easy...
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    About this property
    Very close to the beach for family & pet friendly fun! This magical 4 bedroom 2 bathroom home on a quiet cul-de-sac on Cape Cod in the Sea Captains' town of Brewster. Close to everything including directly across the street from Nickerson State Park and the bike trail. Enjoy lazy summer days in the...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Spectacular Beach Front Home on Cape Cod Bay1 / 12
    (7)Very good
    Brewster
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    • DVD Player
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2016
    This cottage had it all for us. Amazing sunsets, beautiful beach, great location!And a dishwasher. What more could I ask for!
    Reviewed 3 June 2016
    We love this house! Perfect - house is comfortable, well maintained, spectacular setting. Loved the incredible view over Cape Cod Bay, walks along the beach, watching the oyster...
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    About this property
    Located atop the dunes overlooking Cape Cod Bay in Brewster MA this amazing home is the answer to your vacation wish list. Recent renovations include new washer/dryer, fresh paint, new décor and linens, wireless internet and cable. Weeks still available in July, August and September. You will enjoy...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Townhouse in Brewster, Ocean Edge Resort1 / 14
    (11)Excellent
    Brewster
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Washer
    • Wi-Fi
    • DVD Player
    • Sauna
    • Hot Tub
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 January 2016
    Charming unit, very clean, and exactly as described, we loved it.Great communication with the owner; Quick follow-up on our questions / transaction process.We enjoyed our stay...
    Reviewed 10 November 2015
    We usually don't go twice at the same place two years in a row, but for the first we might. My 7 years-old girl, 5 years-old boy, my wife and I loved it. The pools are success...
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    About this property
    - 2 bedroom C-style townhouse in Ocean Edge Resort. 1 1/2 baths, AC, HDTV, Wi-Fi, free phone, washer & dryer and dishwasher. - Private patio with BBQ grill. - Resort swimming pools, whirlpools, fitness center and amenities access. (passes need to be acquired directly at the resort (2015...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Chatham
    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Cape Charmer Near Private Beach!1 / 22
    (1)Very good
    Brewster
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2018
    My family and I had a very satisfying and enjoyable vacation at this house during July 2018. All the facilities were excellently maintained and clean. The beach is very close...
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    About this property
    Nestled on three lots in private association, only minutes walk from private beach. Perfect for guests to enjoy high and low tides on Cape Cod Bay, finishing the days with brilliant sunsets. Centrally located on the Lower Cape, Brewster has quick access to all that a vacation on Cape Cod has to...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 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
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Walk to Ridgevale Beach From Family Friendly Home1 / 23
    (3)Excellent
    West Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    • Patio
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2018
    Great house—-convenient to beach and all Chatham attractions— very responsive owner— comfortably furnished and super clean— great vacation!
    Reviewed 1 October 2016
    We had a lovely weekend here while attending a family wedding. The house was comfortable and equipped with everything a family might need. The neighborhood is quiet and an...
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    About this property
    This bright and airy family-friendly 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 Chatham's most popular destinations for vacationing families. A clean,...
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    Location Information
    West Chatham, Chatham 02633
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Our highly rated & reviewed 3 bedroom 1 & 1/2 bath home is nestled on a quiet side street just 3/10 tenths of a mile from one of the best beaches in Chatham...Forest Beach. Our comfortable home is 1100 square feet; and is updated & modern with Air Conditioning, Wi-Fi & a 50'' LCD TV... yet it...
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    Location Information
    South Chatham, Chatham 02659
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    South Chatham
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
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    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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    Location Information
    South Chatham, Chatham 02659
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    South Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    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
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    #602: Make memories in this Chatham beach home within steps to Nantucket Sound!1 / 32
    (1)Excellent
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed 25 September 2017
    Would totally stay here again. Super clean & comfy, plenty of room for 3 adults & a dog, nice quiet neighborhood with friendly neighbors, close to beach. Had one small...
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    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Location Information
    South Chatham, Chatham 02659
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster
    3 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
    Come stay at: Jack's Little Cape House! Updated Brewster MA Vacation Rental with Central Air and free WiFi. This home offers Central AC and flat screens in each room. It is located in a residential neighborhood with easy access to the bike trail, bay side, and shopping. It has hardwood floors...
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    Location Information
    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    North Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    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
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    North Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    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...
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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    North Chatham
    5 Bedrooms, Sleeps 11 Quick View
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    2019 Rental Rates (Cleaning Fee Included): In-Season: $5350 per week (linens also included) Off-Season: $4400 per week (linens also included) for 8/24 to 9/7 - No Other Off-Season Availability Click for More Photos, Map, and Availability Calendar *Weekly Rentals Only* Gorgeous home in high-end...
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    North Chatham, Chatham 02650
    Holiday Rental House - 5 Bedrooms, Sleeps 11
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    East Orleans
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    Private, beautiful family home located on a child-safe street in East Orleans. Three levels of living for a maximum of 10 people. Plenty of room for all. The deck with dining table overlooking private back yard is located off the kitchen. Outside shower and spacious back yard. Garage is where...
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    East Orleans, Orleans 02653
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    South Chatham
    3 Bedrooms, Sleeps 8 Quick View
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    2019 Rental Rates (Cleaning Fee Included): In-Season: $3000 per week Call About Off-Season Click for More Photos, Map, and Availability Calendar Fabulous Cape Cod beach rental located steps from Nantucket Sound with breathtaking views from the huge deck overlooking the marsh and the ocean. Airy,...
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    South Chatham, Chatham 02633
    Holiday Rental House - 3 Bedrooms, Sleeps 8
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    Brewster
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    This quintessential beach cottage has views of Cape Cod Bay from the front yard. Gorgeous vacation home just .1 mile to a private association beach on Cape Cod Bay! You will love the screened in porch, a wonderful outside shower, and a simply relaxing and charming atmosphere. Home has 4 large...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    About this property
    Our home “The Sea Glass” is located off historic Tubman Road in the heart of Brewster. The living room is open to a galley kitchen and a dining area on the first floor. There is a spacious deck off the living room overseeing a large, semi-shaded backyard, a perfect place to sit back and relax after...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    West Chatham
    4 Bedrooms, Sleeps 8 Quick View
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    2019 Rental Rates (Cleaning Fee Included): In-Season: $5050 per week Off-Season: $3800 per week Click for More Photos, Map, and Availability Calendar Spacious home, built on a quiet cul-de-sac with association pool and tennis court! Plenty of space for everyone, including out on the huge back deck!...
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    West Chatham, Chatham 02633
    Holiday Rental House - 4 Bedrooms, Sleeps 8
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    North Chatham
    2 Bedrooms, Sleeps 4 Quick View
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    2019 Rental Rates (Cleaning Fee Included): In-Season: $1375 per week Off-Season: $1075 per week Click for More Photos, Map, and Availability Calendar Quaint two bedroom cottage surrounded by beautiful gardens! Located in lovely North Chatham, this little cottage is just what the doctor ordered....
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    North Chatham, Chatham 02650
    Holiday Rental House - 2 Bedrooms, Sleeps 4
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    Rights to Brewster's Best Private Beach1 / 14
    (3)Excellent
    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Beautiful renovated home with all the amenities. Stainless steel appliances, lovely furnishings, master bath with whirlpool tub and separate shower. The separate guest suite has 2 bedrooms, one with a double bed and one with two twins. They shore a common bath. The yard is very private, level...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Chatham
    5 Bedrooms, Sleeps 11 Quick View
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    2019 Rental Rates (Cleaning Fee Included): In-Season: $5350 per week (linens included) ~ June 22-29 and August 24-31: $4400 per week (linens included) Click for More Photos, Map, and Availability Calendar Gorgeous home in secluded North Chatham neighborhood. The home features hardwood floors, WiFi...
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    North Chatham, Chatham 02650
    Holiday Rental House - 5 Bedrooms, Sleeps 11
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    East Orleans
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    26 Tides End Lane, East Orleans MA (ID# 52984) 2019 Season! Waterfront home with private dock on Meetinghouse Pond and access to Pleasant Bay. Casual living with water views from almost every room. Picturesque grounds and a nice sunny porch is just about everything you need to enjoy your Cape Cod...
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    East Orleans, Orleans 02653
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Open & Bright, Clean & Comfy Home Close to beach!1 / 14
    (3)Excellent
    Brewster
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Reviewed 13 August 2014
    Stayed here for a week and could not have been more pleased. Location in perfect, house is amazing and owner very helpfull....will definitely been contacting them again next...
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    Nice and quiet, clean and updated, 3 bedroom, 2.5 bathroom house is close to wonderful restaurants, great shopping, Cape Cod National History Museum, Brewster General Store and best of all 5/10ths of a mile to Saint's Landing Beach! The master bedroom with queen bed and full bathroom are downstairs...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    10 Captain Curtis Way 184361 / 17
    (2)Average
    East Orleans
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    10 Captain Curtis Way, Orleans (ID#18436) 2018 Season! Cute as a button with Seaside touches and well equipped for your Cape Cod Vacation! Located on a lovely, quiet street with easy access to Nauset Beach and the Village of East Orleans. Living/Dining/Kitchen Area is centrally located with 2...
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    East Orleans, Orleans 02653
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    North Chatham
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Charming renovated home with central a/c in North Chatham! Charming renovated home in North Chatham, approx. .5 mile to Chatham Fish Pier, less than 2 miles to Chatham Lighthouse Beach and convenient to Scatteree Beach and the Cow Yard Landing! Approx. 1 mile to Main St., Chatham for shopping,...
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    North Chatham, Chatham 02650
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sleeps 10 Near Crosby Landing Beach -- 050-B1 / 30
    (1)Excellent
    Brewster
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Sleeps 8, Walk to Crosby Landing Beach, Brewster.  Totally renovated kitchen for 2017. Peak Summer Weekly Rates:  $3,800 - $4,500 Rents Saturday to Saturday   An 8-10 minute walk from this big and neat-as-a-pin two-story home brings you to sweeping Crosby Landing Beach, considered Brewster's...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    South Chatham
    4 Bedrooms, Sleeps 8 Quick View
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    2019 Rental Rates (Cleaning Fee Included): In-Season: $2,150 per week Off-Season: $1750 per week Click for More Photos, Map, and Availability Calendar Spacious 4 BR home on quiet street near Cockle Cove Beach. Lots of living space in this private and centrally located home. Minutes from bike trail...
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    South Chatham, Chatham 02659
    Holiday Rental House - 4 Bedrooms, Sleeps 8
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    North Chatham
    3 Bedrooms, Sleeps 8 Quick View
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    2019 Rental Rates (Cleaning Fee Included): In-Season: $6,425 per week Off-Season: $3,325 per week Click for More Photos, Map, and Availability Calendar Gorgeous home near picturesque Scatteree Beach in N. Chatham! The 'upside-down' floor plan features the kitchen and master bedroom on the second...
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    North Chatham, Chatham 02650
    Holiday Rental House - 3 Bedrooms, Sleeps 8
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    Beautiful marsh and bay view, secluded beach behind marsh1 / 15
    (2)Very good
    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed 24 August 2014
    The grounds of the home in back are lovely however the interior has not been well miantained; mattresses old and ultra firm, rugs worn, window blinds old and cannot be adjusted...
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    West Brewster- Rte 6A -Attractive two story renovated antique barn overlooking serene setting, entire back of house is glass windows- Fabulous views from main living room area and outside deck include Quivett Creek marsh, Cape Cod Bay and hundreds of acres of protected land. secluded Beach access...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Custom Beach House Directly on the Water Prime Summer Weekly Rates:  $6,200-$6,500 Rents Saturday to Saturday Owners have replaced the original cottage on this property with a totally new, two-story vacation home.  From its perfect perch above the Bay you have panoramic 180-degree water views. The...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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