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Cape Cod Luxury Rentals

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    Travelers to Cape Cod are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    513 Matching Rentals in Cape CodView all 3,424 rentals
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    8 Bedrooms, 11 Bathrooms, Sleeps 16 Quick View
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    101 Carriage Road1 / 28
    (1)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    9 Bedrooms, 9 Bathrooms, Sleeps 15 Quick View
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Private Yard
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    Smoking allowed
    About this property
    Welcome to what we affectionately refer to as "The Black Pearl," a vintage home located in one of the Cape's most coveted locations. Oyster Harbors is a private island only accessible to residents, club members & guests! A deep water dock with access to fast water in minutes. Enjoy views of...
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    Osterville, Cape Cod 02655
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    6 Bedrooms, 10 Bathrooms, Sleeps 15 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Designed to perfection by famed architect Doreve Nicholaeff, one is immediately struck by the attention to detail that went into the contemporary residence. The interior of the home features multiple entertaining spaces, two master suites and a separate guest/children’s wing. A spacious waterside...
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    Marstons Mills, Cape Cod
    Rental Home - 6 Bedrooms, 10 Bathrooms, Sleeps 15
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    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful Cape Code home is located in a serene setting only a few steps away from a beautiful lake and 2 miles from well known Craigville Beach. The house offers gorgeous salt water private pool with the outdoor shower. Vast and open living space newly and beautifully renovated. Offers 7...
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    Centerville, Cape Cod 02632
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • DVD Player
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unique opportunity to enjoy panoramic views of Cotuit and North Bay from this stunning home located in prestigious Oyster Harbors on the aptly named Sand Point. With an eye towards preserving the Cape Cod charm of the property, owner and builder created a home that offers every modern luxury in a...
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    Osterville, Cape Cod
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fabulous Osterville village location! Striking architectural details highlight this shingle style residence featuring beautiful water views, a private dock on East Bay and an in-ground pool with hot tub or walk across the street to Dowes beach. The open floor plan offers a sophisticated design...
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    Barnstable, Cape Cod 02655
    Rental Home - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    6 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
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    • Grill
    • Satellite TV
    • Waterfront
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The very best of old + new! 4500+ square feet of vintage Cape charm conscientiously updated for today’s lifestyles. 1930’s summer home on Nantucket Sound. Private beach with ocean views from every room. Modern amenities include heated pool, full A/C, updated eat-in kitchen and baths, flat screen...
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    Osterville, Cape Cod
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 10
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    8 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    • Parking
    • Hot Tub
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cape Cod charm in every space of this home. This Osterville private compound has lots of living areas and expansive water views from both main home and boathouse. This Estate offers a beach, tennis court, hot tub and deep-water dock. Close to Osterville village and all it has to offer. There are...
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    Osterville, Cape Cod
    Rental Home - 8 Bedrooms, 8 Bathrooms, Sleeps 20
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    6 Bedrooms, 7 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular beachfront home. A gorgeous Georgian Colonial on Nantucket Sound with private white sandy beach at your door step! This Estate fronts both Nantucket Sound and the Centerville River. Completely renovated interior with exquisite attention to every detail. Six bedrooms and 6.5 baths allows...
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    Centerville, Cape Cod
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 8
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    8 Bedrooms, 6 Bathrooms, Sleeps 11 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On the beach! Stunning beachfront property on 1.21 acres of manicured rolling lawn. Updated in 2010 which included central air conditioning. The house is approximately 4,000 square feet of living space, all done up in granite, hardwood and glass. Sweeping ocean views from all south facing rooms....
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    West Hyannisport, Cape Cod
    Rental Home - 8 Bedrooms, 6 Bathrooms, Sleeps 11
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    7 Bedrooms, 7 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine enjoying morning coffee on your deck with a spectacular water view, rambling down the path to the beach and then paddling off to Cotuit Harbor and Sampson’s Island. Marvelous views through over-sized windows, access to a wraparound deck and multiple French doors. Gracious light-filled rooms...
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    Cotuit, Cape Cod
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 8
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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Satellite TV
    • Patio
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Hot Tub
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine walking through the front door to a stunning view of the water overlooking Chatham pier and your own heated pool. Relax in the hot tub or sit on the back patio and take it all in. This waterfront vacation home has magnificent views from every angle. With four bedrooms, this sophisticated...
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    Chatham, Cape Cod 02633
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • Patio
    • Internet Access
    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Modern Masterpiece. Logic, art & nature harmonize in a striking bluff-top dwelling overlooking Cape Cod Bay. Located in Truro on the Outer Cape, this 21st Century-Modern beach home is warm & comfortable...bold & avant-garde. Clad in luminous red cedar, the home's horizontal, abstract lines...
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    Truro, Cape Cod 02659
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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    14 Grayton Avenue1 / 34
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2017
    Wow! This house was amazing. The outdoor space just can not be beat. I loved this rental it had everything you could need and more. I will definitely be renting again next year...
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    About this property
    As you enter Hyannis Port, this turn of the century Grande Dame' is the landmark you notice. This home has been renovated from top to bottom with wonderful luxury touches. NEW in 2017 is a heated pool and hot tub. Walk into a Gourmet kitchen with bar seating for 8. There is a living room...
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    Hyannis Port, Cape Cod
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    8 Bedrooms, 6 Bathrooms, Sleeps 17 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Views & Walk to Neighborhood Beach MAIN HOUSE & COTTAGE in HARWICHPORT: This beautiful Cape Cod Compound consists of a Main House and a Cottage (the cottage can only be rented with the main house). There are 8 Bedrooms and 6 Baths; sleeping 17 all together. The MAIN HOUSE has 6 bedrooms...
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    Harwich, Cape Cod 02646
    Rental Home - 8 Bedrooms, 6 Bathrooms, Sleeps 17
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    5 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Grill
    • Air Conditioning
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    • Waterfront
    • Satellite TV
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular Home with Private Beach on Nantucket Sound! This beautiful and completely redone home boasts commanding views of Nantucket Sound from its superb and private location in Harwich Port. The home itself was completely renovated in 2013 and features 5 bedrooms all with private baths, 6 1/2...
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    Harwich Port, Harwich 02646
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 14
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    Spectacular Waterfront Home - Oyster Pond 31&321 / 28
    (2)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Children's Pool
    • DVD Player
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 17, 2014
    The house was incredible. I have rented homes across the world with our family, and we are extremely picky in terms of 1. Cleanliness 2. renovation/newness 3. Location 4...
    Reviewed July 17, 2014
    The units we rented at Oyster Pond exceeded our expectations. These two units (31 & 32) were very well appointed with TVs in every room, modern appliances, comfortable...
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    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Incredible four bedroom, five and a half bathroom double end townhouse with gorgeous direct water views of Oyster Pond. Townhomes 31 and 32 are rented...
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    Chatham, Cape Cod 02633
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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    15 Riverside Way1 / 26
    (1)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Internet Access
    • Waterfront
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    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 30, 2017
    We had a nice stay at riverside way with four families and kids aged 1-7. The dock and small beach is great, although the tidal nature of the beach makes it not usable for a...
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    About this property
    Welcome to 'Coucher Du Soleil.' This exceptional property offers true seaside living with a private sandy beach, deep-water dock and commanding views of Bass River and Nantucket Sound beautifully designed to showcase the panoramic water vistas. Just minutes from West Dennis Beach, Yacht Club and...
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    West Dennis, Cape Cod
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 10
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    Chatham Cape Cod Waterfront Vacation Rental (2683)1 / 36
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 3, 2017
    We stayed here for February vacation and loved every minute of it! The house is absolutely gorgeous with unsurpassed views from almost every room. The gourmet kitchen has...
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    About this property
    $13,200 /week Peak Season (July 1 - September 2) $9,100/wk for the weeks of (6/24 and 9/2) $7,800/week Shoulder Season (6/17 and 9/9) $6,800/week Shoulder Season (6/10 and 9/16) $6,100/wk (before 6/10 and After 9/23) Spend your Chatham vacation in this beautiful brand new 4 bedroom 4.5 bath home...
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    Chatham, Cape Cod 02659
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    $13,500.00/week Peak Season (7/15 - 8/19) $12,500.00/week On Season (7/1 - 7/15 and 8/19 - 9/2) $11,500.00/week Off Season Gorgeous panoramic views of Stage Harbor, Nantucket Sound and Outermost Harbor from every room in the house. Private dock, multiple decks, a swimming pool and an incredibly...
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    Chatham, Cape Cod 02633
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 11
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    10 Bedrooms, 8 Bathrooms, Sleeps 24 Quick View
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    • Waterfront
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    • Hot Tub
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Orleans Estate (3 structures) with large heated pool, on Town Cove, Sleeps up to 24 Peak Summer Weeks from $24,500 Please click on the 'Virtual Tour' to see a 3D tour of the home Please note:  This property rents Sunday to Sunday in summer for full-week or multiple week terms only, but is available...
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    Orleans, Cape Cod 02653
    Rental Home - 10 Bedrooms, 8 Bathrooms, Sleeps 24
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    10 Cove Hill Chatham Cape Cod - The Salty Dog1 / 51
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
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    • Waterfront
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 29, 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 April 3, 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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    About this property
    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, WiFi, and all amenities at this Chatham Vacation Rental Home, everything for a great Cape Cod Vacation! BONUS :LINENS INCLUDED IN SEASON....
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    North Chatham, Chatham 02650
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Relax on the back deck and enjoy the lovely views and large yard or take a walk down the path to your own private sandy beach. Captivating, forever views of Nantucket Sound for this timeless updated rental home. Enjoy your private 40 foot ocean private sandy beach or cook a meal in the gourmet...
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    West Hyannisport, Cape Cod
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Waterfront
    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Exclusive Robert Paul Properties rental home. Private beach and lovely property overlooking Nantucket Sound with pool. This home offers fabulous views and access to miles of walking on one of the Cape’s most beautiful beaches plus great proximity to village centers. There are six bedrooms, one of...
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    Barnstable, Cape Cod 02648
    Rental Home - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    11 Bedrooms, 13 Bathrooms, Sleeps 24 Quick View
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    • Private Yard
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Satellite TV
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Penny rent Inn Rent our !2 bedroom Inn for your family or friend gathering. Twelve bedrooms, six suite all with own spa tub and fireplace, six standard queen rooms. Several with private balcony overlooking serene pool area or sprawling lawn and wildflower gardens. Centrally located in North...
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    North Eastham, Cape Cod 02651
    Rental Home - 11 Bedrooms, 13 Bathrooms, Sleeps 24
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    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Views & Walk to Neighborhood Beach This beautiful Harwichport home has 6 bedrooms and 4 baths. No need for AC at this property! Perched atop a hill, the great cross breezes and Paddle ceiling fans in every room keep the cool ocean air flowing. Views of Nantucket Sound can be enjoyed from...
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    Harwich, Cape Cod 02646
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Patio
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    • Waterfront
    • Satellite TV
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    101 Julien Road, Main House, Hawich Port, MA One of a kind expansive Nantucket Style cape on a beautiful setting very close to the beach. Water views from various rooms and their respective outdoor balconies.. Part of a compound consisting of this 6 bedroom main house and a 'nautical feeling' 2...
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    Harwich Port, Harwich 02646
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
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    Pet friendly
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    Smoking allowed
    About this property
    $12,400/week Peak Season (July 2nd - September 3) $8,400/wk for the weeks of (6/25 and 9/3) $7,700/week Shoulder Season (6/18 and 9/10) $6,100/week Shoulder Season (6/11 and 9/17) $5,500/wk (before 6/11 and After 9/24) This beautifully refurbished Chatham rental house has a path that leads to a...
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    Chatham, Cape Cod 02633
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    7 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    This vintage Chilmark home is located in the prominent Seven Gates Farm. It has astounding views of the Vineyard Sound and the Elizabeth Islands. Enjoy water views from the fire placed living room as well as many of the other rooms. A perfect home to entertain in with its large kitchen and...
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    Falmouth, Cape Cod 02539
    Rental Home - 7 Bedrooms, 4 Bathrooms, Sleeps 9
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    12 Bedrooms, 8 Bathrooms, Sleeps 15 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Cape Cod charm at its best and most elegant. Exquisite Ocean front home with private beach making for an ideal vacation. There are 12 bedrooms and large open areas for gathering. Kitchen, pantry, dining room and sitting room overlooking the water with pool table. There is a living room with TV and...
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    Osterville, Cape Cod
    Rental Home - 12 Bedrooms, 8 Bathrooms, Sleeps 15
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    979 Sea View Avenue1 / 48
    (2)Very good
    11 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    • Waterfront
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 19, 2017
    We enjoyed our stay. The location was great. It was close enough to the ferries to Nantucket & Martha's Vineyard . The house had plenty of room. One of our sons had work...
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    About this property
    Wonderful old world charm! This 11 bedroom home with a private beach is perfect for a large gathering. Offering a tennis court and basketball hoop, a beach house on the sand with an enclosed outdoor shower, a deck for watching the magnificent Cape Cod sunsets or simply relaxing during or after...
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    Osterville, Cape Cod
    Rental Home - 11 Bedrooms, 8 Bathrooms, Sleeps 20
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    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minimum Two Week Inquiries Only This classic Cape Cod estate on Sakonet Road in Falmouth is a true five star gem. Graciously appointed, this home provides everything the most discerning renters are looking for. Featuring a top of the line kitchen, comfortable bedrooms and amazing ocean views, this...
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    Falmouth, Cape Cod
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Internet Access
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    • Air Conditioning
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    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Views and Fantastic Location! This is truly a special and one of a kind property, located in lovely North Chatham. Overlooking Pleasant Bay to North Beach, you will never tire of soaking in the views at this relaxing and tranquil spot. With four bedrooms and four and a half bathrooms...
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    Location Information
    North Chatham, Chatham 02650
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 7
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    5 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Parking
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Satellite TV
    • Patio
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning waterfront home with heated pool sits on 1.8 acres of complete privacy. Private dock and mooring are available to tenant. Two kayaks and one canoe are at your disposal. Imagine waking up to the most amazing sunrise while sitting on your private deck, yard, dock or while sitting by the...
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    Location Information
    Mashpee, Cape Cod 02649
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 8
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    8 Bedrooms, 4 Bathrooms, Sleeps 1 Quick View
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    • Grill
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    • Internet Access
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located at the mini-compound 'Maushop village' in New Seabury Resort (award-winning Cape Cod Magazine “Best Cottage Colony”) between the villages of Falmouth and Hyannis. This Nantucket style village is south-facing the beach. Bring your group together, yet still have privacy with adjoining living...
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    Location Information
    Mashpee, Cape Cod 02649
    Rental Home - 8 Bedrooms, 4 Bathrooms, Sleeps 1
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    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The casual elegance of this family compound features 6 bedrooms and 4 full baths in the main house. Enjoy either of the two outside showers, and the 3 outdoor decks that overlooks the water and beach. Immaculately decorated with Cape Cod charm, the open floor plan rolls from one beautiful serene...
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    Harwich, Cape Cod 02646
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Satellite TV
    • Parking
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enter the private drive towards your Cape Cod rental home. This stunning seven-bedroom home has a lot to offer for your summer vacation. Walk into the foyer to large open floor plan including, eat in Gourmet kitchen, with second additional kitchen nearby, formal dining room, living room and den....
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    Location Information
    Osterville, Cape Cod
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    83 Bunker Hill Road1 / 15
    (1)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Satellite TV
    • Patio
    • Internet Access
    • Parking
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 19, 2017
    This was the perfect rental. Michelle (agent) was great at helping us with things we needed and the outdoor pool and space was perfect for my family. I definitely would stay at...
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    About this property
    This beautiful five bedroom home is nestled on a private three acre lot in the desirable area of Seapuit, close to Osterville village center. The exterior is highlighted by lush landscaping and a stunning heated swimming pool and pool house with kitchenette and shower. The interior features wood...
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    Location Information
    Osterville, Cape Cod
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    756 Main Street1 / 68
    (3)Excellent
    7 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Satellite TV
    • Parking
    • Patio
    • Internet Access
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 29, 2017
    We loved our weeklong stay here with a family of 14 that included five 1-year-olds, a 5-year-old, three couples and two grandparents. The house is charming, very large...
    Reviewed July 26, 2017
    We searched for a house that would accommodate five children ages 12 to 4 and six adults. We wanted lots of space just in case the weather did not cooperate; we certainly picked...
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    About this property
    Sweeping views of Cotuit Bay to Osterville's Oyster Harbors from this landmark estate, built in 1826 for a Sea Captain. A comprehensive restoration in 2008 provided a custom crafted blend of historical and contemporary details throughout, featuring six bedrooms in the main house plus a separate one...
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    Location Information
    Cotuit, Cape Cod
    Rental Home - 7 Bedrooms, 9 Bathrooms, Sleeps 14
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    5 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Sauna
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private Orleans resort-style compound with heated pool & spa, fire pit and cabana (linens included) NEW Listing for 2017! Peak Summer Weekly Rates: $12,500 - $14,000 Rents from Sunday to Sunday during peak weeks Please click on the 'Virtual Tour' to see a 3D tour of the home Your multi-generational...
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    Location Information
    Orleans, Cape Cod 02653
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 16
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    9 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • DVD Player
    • Parking
    • Satellite TV
    • Waterfront
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in 1890, and known as 'The Judy Garland House' located in Hyannis Port – right in the thick of it all, adjacent to the Hyannis Port Yacht Club and Fortes Beach. Enjoy harbor views from the large wraparound porch and ocean views from the second floor. Walk to the beach right across the street,...
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    Location Information
    Hyannis Port, Cape Cod
    Rental Home - 9 Bedrooms, 5 Bathrooms, Sleeps 12
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    39 Island Avenue1 / 30
    (1)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
    • Patio
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 27, 2017
    Our stay at the house was met with extreme hospitality from the onset of my inquiries regarding property availability, to talking and interacting with surrounding local...
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    About this property
    Located on secluded Squaw Island, this spacious Contemporary has deeded beach rights on sandy Nantucket Sound. With gorgeous views of Nantucket Sound, the marsh, and the Hyannis Port Golf Club, this light filled residence features three floors of living space, each with their own bedrooms and...
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    Hyannis Port, Cape Cod
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private Orleans resort with water views, heated pool & spa; sleeps 15 (linens included) Peak Summer Weekly Rates: $15,900- $16,900 Rents Sunday to Sunday during peak season Your multi-generational or multi-family summer vacation has found its home. Enjoy panoramic views of Nauset Inlet and the...
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    Location Information
    Orleans, Cape Cod 02653
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 15
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    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Waterfront
    • Washer
    • Grill
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This one of a kind, magnificent, 6 bedroom estate is perfectly situated on Little Pleasant Bay and on nearly 4 acres of pristine, wooded land with 170 feet of sandy beach front. Stunning views from almost every place in the home, multi-level decks. The property consists of the main house, an...
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    Orleans, Cape Cod 02653
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    05/20/17 - 06/24/17 $7,300 06/24/17 - 07/01/17 $8,000 07/01/17 - 09/02/17 $10,500 09/02/17 - 09/09/17 $8,000 09/09/17 - 09/30/17 $7,300 This beautifully renovated 1850 Antique home is literally just steps to Andrew Hardings Beach and Lighthouse Beach via a path directly across from the house. This...
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    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    14 Hallett Lane Chatham Cape Cod - Sand Simeon1 / 47
    (6)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    • DVD Player
    • Satellite TV
    • Patio
    • 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 INCLUDED IN SEASON. This luxury home is pet friendly with a private pool, central a/c, linens (in summer season), WiFi, and more. In historic village...
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    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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    5 Bedrooms, Sleeps 12 Quick View
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    • Patio
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Washer
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2017 Rental Rate: $12,750 per week~~LINENS and CLEANING INCLUDED. ~~ Off Season: $10,950 per week ~~Linens and Cleaning Included WEEKLY rentals only-- no short term leases Elegant, upscale home located in the heart of downtown Chatham. This 5 BR residence keeps the look of its original Victorian...
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    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 5 Bedrooms, Sleeps 12
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    13 Bedrooms, 8 Bathrooms, Sleeps 23 Quick View
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    • Grill
    • Parking
    • Patio
    • Satellite TV
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on the desirable Falmouth Heights just a few yards from the warm waters of Vineyard Sound on Falmouth Heights Beach, this former B&B; offers the charm of yesteryear with modern amenities every vacationer seeks and enjoy. Boasting 12 bedrooms and 8 Baths, breathtaking views, a large upper...
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    Location Information
    Falmouth, Cape Cod 02540
    Rental Home - 13 Bedrooms, 8 Bathrooms, Sleeps 23
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