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Holiday Homes and Apartments Wellfleet, MA

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    Travellers to Wellfleet are booking September dates now. Secure your holiday rental today, and have the perfect trip.
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    6 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    About this property
    This is a large 6 bedroom, 3 bath 1972 contemporary style, 3 level "beach house" located at the end of a short sand road in the Chequessett Neck area of Wellfleet. A spiral stairway leads through the 3 levels along with entry doors on the first and second levels. This rental may not be appropriate... View all property information
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    Wellfleet, Cape Cod
    1 / 18
    5 of 5 stars (33) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Welcome to Our Spectacular Beachfront and Waterfront Bay Cottage Located on Lieutenant Island in Wellfleet, Massachusetts. It's in a Very Picturesque and Private Location with a Western Exposure. It has a Flowing Open Floor Plan with the Living, Kitchen and Dining Area Opening onto a Large 38'X10'... View all property information
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    Wellfleet, Cape Cod 02663
    4 of 5 stars Reviewed 14 July 2016
    We were seeking isolation and privacy, which we got in spades. The cottage is located on a a peninsula that can't be accessed during the height of high tides - only private...
    5 of 5 stars Reviewed 11 June 2016
    I spent a week in July at this cottage in Wellfleet with my husband and infant son. We had a wonderful vacation. The setting the cottage is in is peaceful & relaxing but also...
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    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This comfy 2 bedroom cottage is located on secluded Lieutenant Island in Wellfleet. The home sleeps 6 with two bedrooms, one with a queen sized bed and one with a queen and twin sized bed. There is also a twin bed located in a sleeping alcove near the Washer and Dryer. The open floor plan is great... View all property information
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    Wellfleet, Cape Cod
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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Comfortable and private one level Wellfleet home. Open floor plan with cathedral ceilings and plenty of glass give the feeling of spaciousness and light to the living room, dining and kitchen areas. A new flat screen TV in the living room is a nice update. The large wrap around deck off the living... View all property information
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    Wellfleet, Cape Cod
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    45 Pier Road (ID #131366) ~ Bayside 2 Bedroom Near WHAT Theater and Indian Neck Enjoy privacy and comfort in this adorable Cape Cod Cottage. This sweet home nestles in a pine forest up the hill from Chipman s Cove. Doze in the hammock, savor coffee on the patio or stroll to the cove. Walk to... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 9
    4.5 of 5 stars (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    This charming quintessential Cape Cod 1 bedroom cottage is nestled among the pines and oaks in the center of the 11 cottage community. Many of the cottage comforts include a fully equipped eat-in kitchen, outdoor furniture and charcoal grill for expanded living space, outdoor shower, one queen... View all property information
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    Wellfleet, Cape Cod 02667
    5 of 5 stars Reviewed 2 August 2012
    We stayed at Melanie's cabin in July. The cabin was lovely. It was cozy for sure but it was clean and everything felt brand new. The bed was comfortable and the futon was fine...
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    1 / 19
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Lovely four bedroom home located in the desirable Old Chequessett Neck area. Easy access to the bay beaches without having to cross Route 6. Close to the National Seashore walking trails and just over a mile walk into town. The home offers two bedrooms each with a queen bed, one bedroom with 2... View all property information
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    Wellfleet, Cape Cod
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    Luxury 3BR-Central Air Conditioning and lovely accommodations. This house offers comfortable living and has been designed with the vacationer s needs in mind. It s large open and light filled rooms welcome! You ll find everything you need and more to enjoy your Cape Cod vacation. Just a short... View all property information
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    Wellfleet, Cape Cod 02637
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    31 9th St. Lt.''s Island (ID#128197) - Lt.''s Island 3 Bedroom Home This lovely home sits on a dune with beautiful views of the bay and marsh with plenty of space for relaxing. There is a full kitchen including an electric range, kitchen aid mixer and blender. There is a half bath at the entrance... View all property information
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    Wellfleet, Cape Cod 02657
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Location and comfort are everything for a great vacation. Stay at this cool (central A/C) and comfortable home *within* the National Seashore in Wellfleet. Located on a private road off Ocean View drive which runs along the Atlantic Ocean. Our road leads to a private path (for residents and... View all property information
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    Wellfleet, Cape Cod 02667
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This home, located within the confines of the National Seashore, combines a traditional Cape Cod cottage with a contemporary addition. The cottage area is comprised of a unique curved deck leading to a large foyer, an open living/dining area, galley kitchen, den, screened porch, and one bedroom... View all property information
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    Wellfleet, Cape Cod
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This comfortable home is nestled on a wooded corner lot in a quiet neighborhood. The first level features an open floor plan with a fully equipped kitchen and breakfast bar, dining room, and living area with a doorway to the new deck and outdoor shower. There are 2 full baths, one on each floor,... View all property information
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    Wellfleet, Cape Cod
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Come and enjoy this 4 bedroom, 3 bath contemporary style home, nestled half way between Wellfleet Village and Mayo Beach! A great spot for your vacation getaway, as it allows both privacy and the convenience of being able to walk into town or to the pier, play ground, Mayo Beach. There are 3 levels... View all property information
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    Wellfleet, Cape Cod
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    180 Holbrook Ave (ID #127332) Wellfleet Village Area Come explore Wellfleet from this cherished Cape Cod home, quietly set back off of Holbrook Ave. just down the lane from Main Street and near the Bay. This home has 2 bedrooms on the main level and a third area in the basement that can be used as... View all property information
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    Wellfleet, Cape Cod 02646
    1 / 10
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Porch
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    • Hot Tub
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    Wellfleet. Close to Town and Beaches With Space and Privacy.Location, space, privacy! Beautifully sited on almost an acre of land at the end of a quiet cul-de-sac with 4,000 sq. ft. of living space and less then a mile into Wellfleet Village for dinner, shopping, a boat ride from the harbor or a... View all property information
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    Wellfleet, Cape Cod 02667
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    2 Bedrooms, 1 Bathroom, Sleeps 2 | Quick View
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    125 Commercial Street (ID#129968) ~ Wellfleet Village Bungalow ~ Water Views Enjoy the convenience of this well-located and beautifully appointed 2 bedroom, water view bungalo that is just steps away from Wellfleet Harbor. Recently renovated, offering modern and updated furnishings and appliances... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 10
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    This comfortable antique home is located on several acres of land within the National Seashore, just 1/4 mile to Bound Brook Island Beach. The Main House has three bedrooms and two full baths. The interior is unique with comfortable furnishings. The main level has an L-shaped living room, dining... View all property information
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    Wellfleet, Cape Cod
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    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    This beach house is located on Lieutenant Island in Wellfleet. This peaceful island is accessible by a causeway and small bridge that crosses over a beautiful salt marsh and may be unaccessible twice a day by high tide. The cottage features an open kitchen, living, dining area that has a door to... View all property information
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    Wellfleet, Cape Cod
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Relax and enjoy this open-concept contemporary home on Indian Neck! This home features a deck with easy access from the living area, and spacious kitchen and dining area. The first floor also has a master bedroom with a/c unit and en suite bath, as well as a convenient half bath. Upstairs are a... View all property information
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    Wellfleet, Cape Cod
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This rustic cottage is located in a quiet, private area in the Cape Cod National Seashore, just 1/4 mile to Bound Brook Island Beach. Located in the woods, it is a cottage for those who wish to be "one with nature". It is a two bedroom, but can sleep 6 with the extra loft sleeping area. Located on... View all property information
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    Wellfleet, Cape Cod
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Located on the ocean side of Route 6 in a lightly wooded residential neighborhood, this 3 bedroom 2 bath contemporary Cape-style home has an open floor plan for the living, dining and kitchen areas. On this level there are 2 bedrooms, one with 2 twin beds and the other with a double bed, along with... View all property information
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    Wellfleet, Cape Cod
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    You will not find a better deal than this beach front cottage on Indian Neck Beach. Not only are you right on the beach but you have an amazing price to go with it! At just $2,000 per week this home offers 2 bedrooms, a full bathroom and gorgeous views from almost every room in the home. The... View all property information
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    Wellfleet, Cape Cod
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    At high tides there are beautiful views of a tidal salt marsh from the deck of this 3 bedroom, 2 bath Cape-style house built in 1986. It is located near the end of a cul-de-sac in a small residential neighborhood off Lieutenant Island Road. The first floor has a kitchen totally renovated in 2004,... View all property information
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    Wellfleet, Cape Cod
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    95 Indian Neck Road (ID#130276) ~ 3 Plus Bedroom Cottage ~ Indian Neck Fabulous beach house just 2/10 of a mile up the road from beautiful, sandy Burton Baker Beach! Raw and painted woods warm the interior of this home giving it the nostalgic feel of Old Cape Cod. Grassy yards with pretty fenced... View all property information
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    Wellfleet, Cape Cod 02667
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    2 Bedrooms, Sleeps 4 | Quick View
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    60 A Long Ave (ID#127414) Wellfleet 2 Bedroom Cottage This 2 bedroom, free standing cottage is one of 18 units that comprise the "Drummer Boy Condo Complex" on the edge of Black Fish Creek in S. Wellfleet. Two bedrooms plus a pull out sofa in the living room provide sleeping capacity for up to 6... View all property information
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    Wellfleet, Cape Cod 02631
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Lovely 3 bedroom, 2 bath Wellfleet condominium with spectacular views of Drummer Cove. This first floor unit has a large dining room, fully equipped kitchen and spacious living room with a fireplace and sliding doors to a large deck. The house comes equipped with modern commodities such as flat... View all property information
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    Wellfleet, Cape Cod
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Lovely 3 bedroom home in the Wellfleet Woods. Convenient to the Cape Cod National Seashore and downtown Wellfleet. Spend your summer vacation in this true Cape Cod charmer. Additional amenities include: coffee maker, smoke free, 1 king bed(s), vacuum cleaner, standard fans, 8 dining capacity, 1... View all property information
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    Wellfleet, Cape Cod 02667
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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    19 Gross Hill Lane (ID #127971) - Oceanside 3 Bedroom With a Loft - Wellfleet This quiet and woodsy home is Convenient to all that Wellfleet has to offer. This casual 3 bedroom home 1200-1300 sq ft has easy access to Wellfeet Village, fresh water ponds and Oceanside beaches! Lot s of wooded... View all property information
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    Wellfleet, Cape Cod 02667
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This spacious 3 bedroom, 3 bathroom Cape-style home is located on a sand road on the ocean side of Route 6 on 2+ acres of land which offers both privacy and a pleasant outdoor space while being about 1/2 mile from Wellfleet Center. On the FIRST FLOOR there is a kitchen with a small eat-in area, a... View all property information
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    Wellfleet, Cape Cod
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    4 of 5 stars (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Whether you prefer the kayaks and canoes of the freshwater kettle ponds, the beautiful bluffs and salt waters of the famous oceanside Cape beaches, or the tranquility of Cape Cod Bay, this cozy 2BR(sleeps 5) Wellfleet home is ideally located and perfectly outfitted to guarantee a wonderfully... View all property information
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    Wellfleet, Cape Cod 02667
    4 of 5 stars Reviewed 23 September 2015
    Only negative thing was there was nothing walking distance and I tried all directions. Owner was very nice.
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    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This contemporary home is located just two miles from Wellfleet Center and offers views of the dry meadows and Herring River. There is an open kitchen and living area with sliders to the deck. The dining area is an island with stools around it and there is also seating on the screened in porch.... View all property information
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    Wellfleet, Cape Cod
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    120 Wellfleet Woods Lane (ID #131158) ~ Oceanside 3 Bedroom Home ~ Gull Pond Area Modern home up a hill in the woods at the end of a cul-de-sac. This home is close to the ponds & ocean and does not require any driving on rte 6 to get there. This home has skylights that give wonderful light to the... View all property information
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    Wellfleet, Cape Cod 02667
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    5 Bedrooms, Sleeps 8 | Quick View
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    Beautiful 5 bedroom close to everything This well-appointed designer/ artist's home is located in the heart of the seaside hamlet of Wellfleet. It boasts three levels of living space with water views of Wellfleet Harbor, Duck Creek and Uncle Tim's Bridge from every floor. This home is walking... View all property information
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    Wellfleet, Cape Cod 02667
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This beautiful post and beam home is located in a quiet Wellfleet neighborhood just a mile from Indian Neck Beach on Cape Cod Bay. The house boasts four bedrooms and two full baths with a natural wood interior. The first floor features an open kitchen and comfortable living area, as well as two... View all property information
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    Wellfleet, Cape Cod
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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    ONLY 1 WK LEFT July 2-9 $1600 PR WEEK. A FEW MINUTES WALK FROM THE DRIVEWAY TO INLET AND BURTON BAKER BEACH. Location of Indie movie IRONSIDES .Cable and Internet Access*** 2 min walk from Wellfleet Bay..The Florida House has very open, airy rooms. The living room is large and is a... View all property information
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    Wellfleet, Cape Cod 02667
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    This 4 bedroom, 3 bath contemporary cape-style house, built in 2000, is located on almost an acre in a quiet residential neighborhood on the bayside. A short walk will take you to a path and overlook area with views of Chipman's Cove and Wellfleet Harbor. On the FIRST FLOOR an open floor plan -... View all property information
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    Wellfleet, Cape Cod
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This comfortable and spacious home offers a lovely view of Lieutenant Island in Wellfleet, and beautiful Cape Cod Bay sunsets. Surrounded by Audubon conservation land, this property offers 4 bedrooms and 3 baths, sleeping 8 comfortably. The first level of the property boasts a fully equipped... View all property information
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    Wellfleet, Cape Cod
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This comfortable Wellfleet home comes well equipped with everything you'll need for your stay on Cape Cod. The skylight in the living room adds light, while the dining area has sliders that open out to the newly built deck. Two of the three bedrooms have a queen bed and a twin bed and one bedroom... View all property information
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    Wellfleet, Cape Cod
    1 / 16
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • Smoking allowed
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    About this property
    254 Old Wharf Road (ID #130935) ~ 1 Bedroom With A Loft Bedroom ~ Old Wharf Area Classic A-Frame retreat with a warm, wooded interior located near Old Wharf Point. This quiet home is approximately 960 square feet and on a nice size wooded lot. The floor to ceiling windows provide a feeling of... View all property information
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    Wellfleet, Cape Cod 02667
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Smoking allowed
    • x
    About this property
    This Wellfleet cottage is a short walk to Powers Landing and Mayo Beach. There are two bedrooms with a full bed and two twins and a full bath. DOGS ALLOWED WITH $100 CLEANING FEE AND PROOF OF FLEA/TICK PROTECTION. - All reservations have a $60 reservation fee and a refundable security deposit. -... View all property information
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    Wellfleet, Cape Cod
    1 / 41
    5 of 5 stars (8) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
    • Patio
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    • Satellite TV
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Only one week left in June! 6/13-6/20 now $200 off the original price. Grab it before it's gone!<BR><BR>Total relaxation and comfort. Just a 3 min. walk to the cove, 6-12min. more to Indian Neck bay beach or 25 min. walk to downtown, this beautifully decorated rental home is tucked away in a... View all property information
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    Wellfleet, Cape Cod 02667
    5 of 5 stars Reviewed 5 June 2012
    My husband, two children, one boyfriend and one dog rented this lovely home the third week of May. The house is located in a quiet neighborhood within an easy walk to one of the...
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    1 / 8
    1 Bedroom, Sleeps 3 | Quick View
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    • Porch
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    • x
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    • x
    About this property
    257 Main St. (ID #127272) - Wellflee Village 1 Bdrm Apt. In-Town, Walk-up apartment with separate full sized bedroom area off of a combination kitchen/dining/living suite. Extra twin sized bed in corner of living room. Cozy and private but right in the middle of all that Wellfleet has to offer,... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 16
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Enjoy summer on Cape Cod this three bedroom, contemporary cottage in the beautiful and historic whaling village of Wellfleet on Cape Cod. This charming,fully-equipped cottage is made of native spruce and nestled in wooded surroundings around a small pond just under a mile from some of the best... View all property information
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    Wellfleet, Cape Cod 02667
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Set within the trees and surrounded by the neighborhood wildlife, this charming 4 bedroom, 3.5 bath home has everything one would need for the perfect Cape Cod vacation, including stunning sunset views across the Wellfleet Bay and a gorgeous stretch of private beach that is just a minute walk from... View all property information
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    Wellfleet, Cape Cod 02566
    1 / 14
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    15 Old Bay Road (94092) ~ Oceanside ~ Wellfleet Immaculate and inviting newer colonial with bright and open floor plan. Attractive quality furnishings await your arrival with many different sleeping options. Boasting professional landscaping with nice yard and deck for outdoor activities and... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 14
    5 of 5 stars (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
    • Secure Parking
    • Terrace
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    Nestled within the tranquil pines, this desirable vacation spot is centrally located within the National Seashore with easy access to all of Wellfleet's ocean & bay beaches, fresh water ponds and the bike trail.<BR>Part of the prestigious 'Deck 2' complex, this contemporary cottage offers natural... View all property information
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    Wellfleet, Cape Cod 02667
    5 of 5 stars Reviewed 4 weeks ago
    This was a wonderful place to stay! Owner was so nice and the condo was fully stocked with everything you would need (except for linens - but we knew that). It was in such a...
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    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    58 Kerouach Rd. (ID#128302) ~ 3 Bedroom Home ~ Wellfleet Like new, hill top getaway on the ocean side of the Cape allows easy driving access to the ocean beaches and many swimming ponds. This clean and tidy home was built in 2004 and offers 3 bedrooms; one on the main level with 1 queen bed, 1 bdrm... View all property information
    Location Information
    Wellfleet, Cape Cod 02667