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Cape Cod Luxury Vacation Rentals

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    Travellers to Cape Cod are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    550 Matching Rentals in Cape CodView all 3,666 rentals
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    8 Bedrooms, 11 Bathrooms, Sleeps 16 Quick View
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    9 Bedrooms, 9 Bathrooms, Sleeps 1 Quick View
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    About this property
    Quiet luxury on the waters edge. Feel at one with the sand, surf, and sun while luxuriating on your own beach area surrounded by private and lush 26 acres in this exclusive gated paradise that is Oyster Harbors. Complete with a tennis court, beach house, dock and beach area. This property provides...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 1
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    6 Bedrooms, 10 Bathrooms, Sleeps 15 Quick View
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    Robert Paul Properties Luxury collection rental home. 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...
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    Marstons Mills, Cape Cod 02648
    Holiday Rental House - 6 Bedrooms, 10 Bathrooms, Sleeps 15
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Robert Paul Properties Luxury collection rental home. 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...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    Robert Paul Properties Luxury collection rental home. 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....
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    Barnstable, Cape Cod 02655
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    6 Bedrooms, 9 Bathrooms, Sleeps 22 Quick View
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    2 Mary''s Way (#128239) ~ Truro Waterfront Home ~ Sleeps 22 This beautiful home brings you into the Cape Cod experience. Whether you need 2 bedrooms or 6 bedrooms we have something available at this house to suit your needs. This modern getaway embodies comfortable elegance with state-of-the-art...
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    Truro, Cape Cod 02642
    Holiday Rental House - 6 Bedrooms, 9 Bathrooms, Sleeps 22
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    6 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
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    Robert Paul Properties Luxury collection rental home. 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...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 10
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    8 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    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 02655
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 20
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    6 Bedrooms, 7 Bathrooms, Sleeps 1 Quick View
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    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 02632
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 1
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    5 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    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
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 14
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    405 Sea View Avenue1 / 64
    (1)Excellent
    10 Bedrooms, 12 Bathrooms, Sleeps 22 Quick View
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    Reviewed July 19, 2017
    Great vacation! House is beautiful! Michelle Sylvia was very easy to communicate with! Had a great time and will definitely rent again!!!
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    About this property
    Robert Paul Properties Luxury collection rental home. Located in desirable Osterville Village and just a few yards from the warm waters of Nantucket sound is your own private beach. This 4 acre luxury rental home also has a heated pool and hot tub. There is a main home that has six bedrooms [ 2...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 10 Bedrooms, 12 Bathrooms, Sleeps 22
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    8 Bedrooms, 7 Bathrooms, Sleeps 11 Quick View
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    Robert Paul Properties Luxury collection rental home. 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...
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    West Hyannisport, Cape Cod 02648
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 11
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    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    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
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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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
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    Pet friendly
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    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
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Upscale, Resort-like, Heated Pool/Spa, Sleeps 14 Peak Summer Weekly Rates: $13,500- $15,000 Rents Saturday to Saturday during peak season Linens Included NEW Listing for 2018! Your multi-generational or multi-family summer vacation has found its home. This is like having your own private...
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    West Harwich, Harwich 02671
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 14
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    Chatham Cape Cod Waterfront Vacation Rental (2683)1 / 36
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Reviewed October 12, 2017
    Chatham Vac Rentals is fantastic- very easy to work with and extremely responsive to client phone calls. Our Chatham house was beautiful!
    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
    $13,500/week Peak Season (June 30 - August 31) $9,300/week for the weeks of (6/25 and 9/1) $7,900/week Shoulder Season (6/16 and 9/8) $6,900/week Shoulder Season (6/9 and 9/15) $6,200/week (before 6/9 and after 9/22) Spend your Chatham vacation in this beautiful 4 bedroom 4.5 bath home...
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    Chatham, Cape Cod 02659
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    7 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    4 Mary''s Way (#94883) ~ Truro Waterfront Property ~ Sleeps 18 Guests Thursday to Thursday ~ Spectacular 7 bedroom water front home, high in the dunes in Truro with everything your heart desires for a relaxing vacation, memorable celebration or corporate retreat. Drive up to the portico and your...
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    Truro, Cape Cod 02666
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 18
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    15 Riverside Way1 / 36
    (1)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    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
    Robert Paul Properties Luxury collection rental home. 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....
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    West Dennis, Dennis 02670
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 10
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    10 Bedrooms, 8 Bathrooms, Sleeps 24 Quick View
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    Orleans Estate (3 structures) with large heated pool, on Town Cove, Sleeps up to 24 Peak Summer Weeks from $24,500  Linens included Weddings not permitted on property   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...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 10 Bedrooms, 8 Bathrooms, Sleeps 24
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    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    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
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    4 Bedrooms, Sleeps 10 Quick View
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    2018 Rental Rates (Cleaning Fee Included): FRIDAY TO FRIDAY In-Season: $13,600 per week Off-Season: $7,600 per week Click for More Photos, Map, and Availability Calendar Weekly rentals from mid-JUNE to mid-SEPT This one of a kind secluded residence overlooking a stunning Chatham Seascape exudes...
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    Chatham, Cape Cod 02633
    Holiday Rental House - 4 Bedrooms, Sleeps 10
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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    About this property
    Robert Paul Properties Luxury collection rental home. 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...
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    Chatham, Cape Cod 02633
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    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
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    $12,700/week Peak Season (June 30 - September 1) $8,600/week for the weeks of (6/23 and 9/1) $7,800/week Shoulder Season (6/16 and 9/8) $6,200/week Shoulder Season (6/9 and 9/15) $5,600/week (before 6/9 and after 9/22) This truly unique, custom built 5 bedroom, 4.5 bathroom home is just...
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    Chatham, Cape Cod 02633
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    About this property
    30 Chestnut is a bright, charming home in a private, wooded location only steps from a rustic beach on Little Pleasant Bay, where you can take evening walks or explore the shoreline in our double kayak. This is a quiet, serene environment with a large patio where you can cook dinner on the grill,...
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    East Orleans, Cape Cod 02653
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    7 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    3 Mary''s Way (#94878) ~ Truro Waterfront Property ~ Sleeps 20 Guests Classic Cape Cod look and feel, this seven bedroom home has breathtaking water views enjoying the Provincetown skyline, across the bay to Plymouth and of course the magnificient sunsets! This home has all the amenities you ll...
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    Truro, Cape Cod 02666
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 20
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    979 Sea View Avenue1 / 48
    (1)Very good
    11 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    Welcome to Lands End where wonderful old world charm meets the beach out the back door. 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...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 11 Bedrooms, 8 Bathrooms, Sleeps 20
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    4 Bedrooms, Sleeps 8 Quick View
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    2018 Rental Rates (Cleaning Fee Included): In-Season: $12,875 per week No Off-Season Click for More Photos, Map, and Availability Calendar Fabulous 4 bedroom home with private beach, and stunning waterviews! Located in North Chatham, this gorgeous home is at the end of Seapine Road, right on the...
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    Chatham, Cape Cod 2633
    Holiday Rental House - 4 Bedrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    2018 Rental Rate (Cleaning Fee Included): In-Season: $12,950 per week Click for More Photos, Map, and Availability Calendar Fabulous home close to Lighthouse Beach! This gorgeous home offers two en-suite masters, and two more bedrooms, plus a bedroom and full bath in the apartment above the garage....
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    Chatham, Cape Cod 2633
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    About this property
    Enjoy breathtaking views from this gorgeous 5 bedroom, 3.5 bath home located on exclusive Great Island. This gated community offers security 24/7, a private beach just across the street, and direct access from the backyard to Sweetheart Creek, with a private dock leading directly into Lewis Bay....
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    West Yarmouth, Cape Cod 02673
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 7 Quick View
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    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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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 7
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    9 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Chapoquoit Island, a summer legacy. Step back in time and enjoy the lazy, relaxed lifestyle of a bygone era. This expansive, 9 bedroom home evokes sweet memories of large gatherings, swimming, sailing and clambakes. It is renovated and well equipped with central air conditioning, 7 bathrooms, and...
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    Falmouth, Cape Cod 02540
    Holiday Rental House - 9 Bedrooms, 6 Bathrooms, Sleeps 14
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    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    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 02540
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    6 Bedrooms, Sleeps 14 Quick View
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    • Grill
    • Washer
    • DVD Player
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $12,400 per week Off-Season: $8,800 per week Click for More Photos, Map, and Availability Calendar This beautiful home on Shore Road is the perfect spot for your Chatham vacation! It offers beautiful furnishings and plenty of space for...
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    Chatham, Cape Cod 02633
    Holiday Rental House - 6 Bedrooms, Sleeps 14
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    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 days ago
    Excellent place to stay. The beach was very private and the house was fully stocked. I will book again.
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    Picturesque beachfront home in Centerville. This charming and rustic five bedroom and three full and a half bath home is on the Nantucket Sound and includes your own private sandy beach right out the back door where you can sit back and soak up the sun. In the evenings, watch Cape Cod's beautiful...
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    Centerville, Cape Cod 02632
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury collection for Robert Paul Properties. Beautiful 5,000 Square Foot Direct Oceanfront Home on Cape Cod with over 200 Feet of Private Sandy Beach - overlooking Lewis Bay and Nantucket Sound - with Spectacular Sunsets - located on a 1.2 Acre Estate like setting ... The House has 4 Bedrooms...
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    Yarmouth, Cape Cod 02673
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    6 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
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    • Waterfront
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on its own point within exclusive and private Stage Island, this Chatham home offers both an idyllic setting and modern comforts. Enjoy stunning views over Stage Harbor throughout the home and direct water access from the private dock (boats under 20' can be brought and tied up for your...
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    Chatham, Cape Cod 02633
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 11
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    7 Bedrooms, 7 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury collection rental home. 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...
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    Cotuit, Cape Cod 02635
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 8
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    756 Main Street1 / 67
    (2)Excellent
    7 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
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    • Patio
    • Hot Tub
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    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 19, 2017
    This is a very well appointed home in a fabulous location. We were within walking distance to several area attractions, including the beach, baseball field, library, etc.We...
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    About this property
    Robert Paul Properties Luxury collection rental home. 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,...
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    Cotuit, Cape Cod 02635
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 14
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Cable/satellite TV
    • DVD Player
    • Internet Access
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A rare find located at one of the Cape’s best kept secrets. A classic Cape Cod home sitting directly on your own private beach, on guarded Great Island. Newly renovated and recently furnished with all new furniture. You cannot beat the soft white sands of this beautiful island retreat…with...
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    Yarmouth, Cape Cod 02673
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    9 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    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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    Hyannis Port, Cape Cod 02601
    Holiday Rental House - 9 Bedrooms, 5 Bathrooms, Sleeps 12
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    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 02648
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Cable/satellite TV
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    • 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- $17,800 Last week of June just reduced to $10,000 (originally $12,800) Rents Sunday to Sunday during peak season   Please click on the 'Virtual Tour' to see a 3D tour of the...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 15
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    5 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Cable/satellite TV
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    • 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) Peak Summer Weekly Rates: $16,900-$17,800 Week of June 10th JUST REDUCED 10%! (click the rates tab for the new rates) Rents from Sunday to Sunday during peak weeks Please click on the 'Virtual Tour'...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 16
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    6 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • DVD Player
    • Ocean Views
    • Waterfront
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private 1.4 acre East Orleans compound with direct saltwater access The ultimate vacation escape - enjoy fresh saltwater breezes and spectacular views from this beautiful 1.4 acre estate on exclusive Snow Point in East Orleans. The compound features a stunning main house with enclosed patio and...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 18
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    01/01/18 - 06/22/18 $7,300 06/23/18 - 06/29/18 $8,000 06/30/18 - 08/31/18 $10,500 09/01/18 - 09/07/18 $8,000 09/08/18 - 12/31/18 $7,300 This beautifully renovated 1850 Antique home is literally just steps to Andrew Hardings Beach and Lighthouse Beach via a path directly across...
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    Chatham, Cape Cod 02633
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    14 Hallett Lane Chatham Cape Cod - Sand Simeon1 / 48
    (6)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Washer
    • Private Outdoor Pool (Heated)
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    • DVD Player
    • Cable/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 (bed sheets and bath towels) are complimentary with this home for the Peak Summer Season. This luxury home is pet friendly with a private pool,...
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    Chatham, Cape Cod 02633
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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    Cape Cod / Chatham HISTORIC FAMILY ESTATE1 / 8
    (2)Excellent
    9 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    • Air Conditioning
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    • DVD Player
    • Ocean Views
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Southwesterly ocean breezes flow over this HISTORIC family estate built in the 1930?s by Mr. & Mrs. John Peale Bishop, a classmate and best friends at Princeton of F. Scott Fitzgerald and himself a famous writer and poet. The Gatsby sits on 1.3 acres in Chatham overlooking Nantucket Sound....
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    Location Information
    South Chatham, Chatham 02659
    Holiday Rental House - 9 Bedrooms, 4 Bathrooms, Sleeps 20
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