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South Orleans Holiday Rentals

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    Travellers to South Orleans are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 361 Rentals in South Orleans
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    South Orleans
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    South Orleans
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Topside BoatHouse on Pleasant Bay1 / 10
    (2)Excellent
    South Orleans
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    South Orleans
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
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    About this property
    Six feet of plush lawn separate the MainHouse from the waters of Pleasant Bay. The large garden has plenty of quiet places for reading, relaxing and/or snoozing in the shade or in the sun. Swim or fish from the dock or the nearby beach. Arrangements for a boat mooring are possible. Off-street...
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    South Orleans, Cape Cod 02662
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Large 5 Bedroom House On Private Acre - Newly Remodeled & Furnished1 / 25
    (1)Excellent
    South Orleans
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 June 2018
    Outstanding House!! Nicely furnished and all the convenience of clean sheet and towels, out door space and shower and alot of space for privacy! Great location and very...
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    About this property
    Completely remodeled inside & out. New furnishings and every comfort needed for a memorable vacation. Large 3600 home on three levels provides comfort, quiet, sunshine and views from every room. Guest comments include: “Well-appointed” “Perfect location” “Quiet neighborhood” “attentive to detail”...
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    South Orleans, Cape Cod 02645
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    South Orleans
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
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    Nest on the Namequoit The whole family will find something to love at this riverfront house in Cape Cod, featuring views of the river and plenty of entertainment to satisfy every age in your group. This house boasts a comfortable atmosphere with a cozy wood stove that will make you feel right at...
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    South Orleans, Cape Cod 02653
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    South Orleans
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    Pet friendly
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    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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    Pet friendly
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    Smoking allowed
    About this property
    The Harwich House 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...
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    South Orleans, Cape Cod 02645
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    South Orleans
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Orleans Oasis Experience the summer wonders of Cape Cod at this comfortable, traditional cottage mere minutes from all that Orleans has to offer! You'll have wonderful access to bay and ocean beaches, freshwater lakes, an excellent public golf course, and the legendary Cape Cod Rail Trail. Come...
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    South Orleans, Cape Cod 02653
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    South Orleans
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    Pet friendly
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    About this property
    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 new kitchen with granite counter tops, stainless steel appliances, wide pine floors and opens up to a...
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    South Orleans, Cape Cod 02653
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    South Orleans
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Exquisite Custom Built 5BR Home in Orleans, Tons of Stuff for the Kids! (Linens Included) RATES SHOWN REFLECT REDUCTION UP TO $1,000/WEEK! For remaining available weeks only. Peak Summer Weekly Rate: $5,800 - $6,000 Rents Saturday to Saturday If you're looking for upscale accommodations yet...
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    South Orleans, Cape Cod 02662
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    South Orleans
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
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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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    Smoking allowed
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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
    • DVD Player
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront Home with Large Private Deck and Hot Tub Pets Considered  MORE THAN A 15% REDUCTION FOR ALL REMAINING OPEN WEEKS Peak Summer Weekly Rates: $2,800 - $3,800 Linens Included / Beds Made Rents Sunday - Sunday during peak season   If you love nature, privacy and water views this...
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    South Orleans, Cape Cod 02662
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    The following rentals are within 10 kilometres of South Orleans.
    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
    • Wi-Fi
    • Washer
    • Patio
    • Porch
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 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 21 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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    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
    • Washer
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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 30 September 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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    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
    • Grill
    • Patio
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    • Private Garden
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 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 9 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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    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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    • 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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    Location Information
    East Orleans, Orleans 02653
    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
    • 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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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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
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 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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    Brewster
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Grill
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    • Ocean Views
    • Waterfront
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    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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    South Chatham
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Grill
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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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    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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    Pet friendly
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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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    North Chatham
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    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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    North Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    NEW LISTING! Tranquil home w/terrace & 2 kayaks-near Nauset Beach & downtown!1 / 24
    (1)Very good
    East Orleans
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Central Heating
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2018
    We rented this property for a long weekend getaway for my husband's birthday. It is located on a dead end street off a dead end street; given that this is slightly off season...
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    About this property
    Cranberry Lane Retreat Find peace and tranquility near the heart of Orleans at this two-bedroom home, a perfectly secluded Cape Cod retreat with a garden terrace, a pair of kayaks, and a wonderful location close to town and gorgeous ocean beaches! This two-level home is tucked away among the...
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    Location Information
    East Orleans, Orleans 02653
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Cozy studio cottage - within walking distance of the beach and dining!1 / 23
    (1)Excellent
    East Orleans
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Reviewed 8 August 2018
    The cottage was clean, short walk to beach. It was close to miniature golf and places to eat. Great Weber grill for grilling. Would stay here again.
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    About this property
    Beach Rose Guest Studio If you're looking for a cozy and quiet accommodation on Cape Cod, this cute little Orleans cottage in the pines may be the answer. Ideal for a couple interested in a romantic getaway or a small family, this rental is so close to the beach and dining, you can walk. There's...
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    Location Information
    East Orleans, Orleans 02653
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Captain's Haven1 / 16
    (1)Excellent
    West Chatham
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Garden
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    Pet friendly
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    Smoking allowed
    Reviewed 29 July 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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    Location Information
    West Chatham, Chatham 02633
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Brewster
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    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 8 Quick View
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    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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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 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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    • DVD Player
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    South Chatham Sunshine 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...
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    South Chatham, Chatham 02659
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Waterfront on Black Pond and Long Pond1 / 24
    (1)Excellent
    Brewster
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Waterfront on Black Pond and Long Pond this cottage has 2 docks. Yes, 2 Docks!! 2 bedroom plus sleeping loft cottage. Inside you will find the charm of Cape Cod from the moment you open the door. Nautically inspired interior design with a focus on maximized use of space, this vacation home is a...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 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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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 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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    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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    Brewster
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
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    The Beauty of Brewster Discover the family home of your dreams at this four-bedroom Brewster retreat, a picturesque Cape Cod escape with an abundance of New England charm, a sun-splashed back deck, provided adult- and child-size bicycles, and an incredible lakefront location overlooking Sheep Pond....
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 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
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    • Sauna
    • Hot Tub
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 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 9 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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    - 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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    Breathtaking riverfront dog-friendly home w/ a lovely deck, close to the beach!1 / 29
    (1)Very good
    West Chatham
    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 30 September 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
    A Chatham Pearl on Oyster River 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...
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    West Chatham, Chatham 02633
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Chatham
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to ChathamBeachCruiser! We have one week left in 2019 Contact us and lets make a deal. also Booking October 2019 and 2020 now. Relax in our 5 bedroom 4.5 bathroom home with central air. The entire house is equipped with all new furniture and a few antiques (including a coffee table...
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    North Chatham, Chatham 02650
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    North Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay at: Donnadune. Pet Friendly! (for dogs only) Waterfront Cape Cod Vacation Rental home in North Chatham on the beach with tennis court. Steps onto the large deck lead you to the entryway of this Cape home. Welcome back in time to when life was more simple-take the time to stare straight...
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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    On the Dunes Overlooking Cape Cod Bay1 / 17
    (2)Average
    Brewster
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Located atop the dunes overlooking Cape Cod Bay this amazing home is the answer to your vacation wish list. You will enjoy a private stretch of sandy beach near Ellis Landing, gorgeous views of the bay from Plymouth to Provincetown...this is a dream cottage! Main level is very welcoming with a...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 minute walk to one of Brewster's best beaches! Stunning brand new 5 bedroom, 4.5 bath custom home with in-ground Salt Water Swimming Pool close to Point of Rocks Beach in Brewster. Air conditioning throughout. Large open first floor living. Gourmet kitchen has breakfast bar with 6 stools. Dining...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    East Orleans
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nauset Beach Dream Escape to Cape Cod and enjoy being just a few blocks from the beach at this adorable three-bedroom duplex for six. Located in the small town of Orleans, you'll have lots of room plus a great outdoor space at this home, complete with a nice patio, grill, and outdoor shower....
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    East Orleans, Orleans 02643
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Brewster
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Pet friendly cottage. This is one of two rustic cottages available. Rent one or both....Perfect for friends or family traveling together but wanting own space! Steps from Brewster beach Linnell Landing. 2 bedroom, 1 bath cottage with enclosed outdoor shower. You are just off historic route 6A,...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Brewster
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    Spacious 4 Bedroom Vacation Rental Home in Brewster on quiet residential lane -sleeps 10. Convenient To: Cape Cod Rail Trail, Conservation Area, Golf and Brewster beaches. AC units in bedrooms and free WiFi too. Enter the front door into an open area that has a family sitting area with Flat...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Post-and-beam home near beach with modern conveniences & high-end furnishings1 / 30
    (1)Excellent
    South Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    The Sea Chest in The South of Chatham 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...
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    South Chatham, Chatham 02659
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    West Chatham
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Couple's Paradise by the Sea 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...
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    West Chatham, Chatham 02633
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    West Chatham
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Harwich Tranquility 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...
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    West Chatham, Chatham 02645
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    North Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Smoking allowed
    About this property
    Welcome to The Baxter House! Pet Friendly! Come and experience one of Chatham's premier vacation rental homes with views of Pleasant Bay and the Atlantic Ocean. This beautiful home has been lovingly restored with all modern amenities while embracing the history. Updated chef's kitchen, Central air...
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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    10 Cove Hill Chatham Cape Cod - The Salty Dog1 / 51
    (2)Excellent
    North Chatham
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Hot Tub
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    • Waterfront
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 April 2017
    We were looking for a pet friendly place to get away for a long overdue vacation and the Salty Dog fit the bill quite nicely. The pictures cannot capture the beauty of the...
    Reviewed 3 April 2017
    This beautifully furnished, casually comfortable rental feels like home! In an idyllic setting on the water, close to beaches and town, we are in love with the property! Plenty...
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    Experience 'The Salty Dog'. Luxury at its finest. This 4,000 square foot, pet friendly, waterfront 4 bedroom/4 bath home sleeps 10. You will find Central Air, free WiFi, linens, and all amenities at this Chatham Vacation Rental Home, everything for a great Cape Cod Vacation! BONUS: LINENS (sheets...
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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Welcome to Sea Mist! Spacious Cape Cod Beach House with Central AC and Free WiFi. Steps to the ocean with deeded access to private beach. Relax and unwind at this 3 bedroom, 2 bath home in Chatham sleeping 6. Enjoy the decks, outdoor shower, and especially the hot tub! Light, bright, and airy....
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    South Chatham, Chatham 02659
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Upper Level, Golf Access, King Bed, 4 ACs, 7 Golf & Pool Passes (Fees Apply) This spacious, Endicott Village apartment is just steps to the Arbor Pool, the Golf Clubhouse and the Linx Tavern & Bar. The master bedroom has a king size bed, AC, TV, deck and private bath. The 2nd bedroom has a queen...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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