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Holiday Rentals and Homes in Wellfleet, MA

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    Travellers to Wellfleet are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 19
    5 of 5 stars (33) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    5 of 5 stars (8) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    This beautiful, private, recently built cottage is ideal for a couple. It is located only 1 mile from Wellfleet's LeCount Hollow ocean beach (part of the Cape Cod National Seashore) and under a quarter mile from the Cape Cod Bike Trail. The ground floor, with cathedral ceiling, has an open living... View all property information
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    Wellfleet, Cape Cod
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    360 Eastwind Circle (119173) ~ Bayside ~ Wellfleet Four Bedroom Home SUNDAY RENTAL Bayside Four bedroom central a/c home. Two full bathrooms. Nicely decorated and well maintained home in South Wellfleet. Bright Open floor concept, living room kitchen, dining area. Great wrap around deck with... View all property information
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    Wellfleet, Cape Cod 02420
    1 / 36
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    This contemporary Cape style home offers the peace and quiet of a wooded neighborhood and the benefit of being close to town. It is .6 from Main Street and 1.4 from the Wellfleet Town Pier. This rental offers 3 full bedrooms plus an additional double bed in the "sleeping nook" in the loft area. The... View all property information
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    Wellfleet, Cape Cod
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    2 Bedrooms, Sleeps 4 | Quick View
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    65 Atwood Ave (ID#128202)-Bayside 2 Bedroom Cottage 2 bedroom Cape Cod cottage in Wellfleet. New bathroom for the 2015 season! It is a short cycle to Mayo Beach and the center of the village. One bedroom has a queen bed and the other bedroom has 2 twins. This cottage is located down a quiet... View all property information
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    Wellfleet, Cape Cod 02631
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    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 / 21
    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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Walk to high tide swimming from this 3 bedroom, 2 bath Wellfleet home. The bright, sunny interior is boasts hardwood floors and new furnishings. There are three bedrooms, two on the first level and one on the second, as well as two full baths, one up and one down. The Master Bedroom, located on the... View all property information
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    Wellfleet, Cape Cod
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    2 Bedrooms, Sleeps 4 | Quick View
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    Cute little 2 bedroom cottage not far from Burton Baker and Indian Neck Beach. Located on Cove Rd. tucked back into its own lot you will find this little gem reminiscent of Olde Cape Cod. 572 square feet with 2 bedrooms, one living room, open kitchen, bathroom with a shower, porch area and back... View all property information
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    Wellfleet, Cape Cod 02667
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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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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    30 Gulch Rd (ID#127621) - Oceanside 4 Bedroom Home-National Seashore This Spacious 4 bedroom, 3 bath house in Cape Cod National Seashore with distant ocean view, built in the 1950s by renowned modernist architect Serge Chermayeff is available for your enjoyment. This home is set on a Totally... View all property information
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    Wellfleet, Cape Cod 02642
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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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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    80 Pilgrim Spring Rd. (ID#128256) ~ Indian Neck Heights 2 Bedroom Cottage Lovely and adorable 774 sq ft cottage nestled in the pines on Pilgrim Spring Rd. on the way to Burton Baker Beach and Indian neck beach (about 1 mile to both). This cottage has one bedroom with 2 twins and one bedroom with a... View all property information
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    Wellfleet, Cape Cod 02667
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    Located about 1/2 mile from Long Pond on a quiet sand road, this 3 bedroom 2 bath home was built in 2004. The living, dining, and kitchen areas share a bright, open space with access to the deck and back yard. There is one bedroom on the main floor with a queen bed along with a full bath off the... View all property information
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    Wellfleet, Cape Cod
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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 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    334 Cove Rd. (ID #131875) ~ Waterfront 4 Bedroom House ~ Chipman''s Cove, Indian Neck Area Set on a hill overlooking the bay with beautiful views of Chipman s Cove, the harbor, Great Island and beyond this immaculate custom home offers stunning open spaces, a wonderful layout with three levels of... 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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    45 Way 35 (ID #130946) ~ 2 Bedroom Cottage Down A Quiet Country Lane ~ Wellfleet Village Area Cozy cottage down a country lane with a lovely, warm, wooded interior. A short distance to Moby Dicks Restaurant and only a little bit further to the center of Wellfleet village. Up an outdoor stairway... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 20
    5 of 5 stars (5) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 16 | Quick View
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    Fun Cape Cod Summer house, Great for Families looking to enjoy all the Cape has to offer. 3 miles from the Beachcomber and 1 mile to Cape Cods white sand beaches. You can Kayak out into Drummer Cove, Lieutenants Island and Wellfleet harbor right from the back yard. This charming 5 bedroom... View all property information
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    Wellfleet, Cape Cod 02667
    4 of 5 stars Reviewed 25 July 2014
    I rented here to have a place where several score members of my family could have meals and participate in our croquet game (trophy to the winners), as well as house my children...
    5 of 5 stars Reviewed 26 May 2014
    Beautiful new kitchen, cozy living room and den with overstuffed and very comfortable furniture. Plenty of room for sleeping for our group of 7. Very good beds. Great deck with...
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    1 / 15
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    633 State Hwy, Unit 4 (ID #130378) ~ 1 Bedroom Cottage ~ South Wellfleet Cute one bedroom spacious and renovated cottage near to Marconi National Seashore, the Cape Cod Rail Trail, the Wellfleet Drive-In and the WHAT Theater. Don t let the address on Rte 6 scare you. This unit is part of the... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 14
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    115 Sandpiper Hill Road (ID #127210) ~ Bayside 3 Bedroom Cottage Waterview cottage on Sandpiper Hill near Wellfleet village, The What Theater and Indian Neck. Three bedrooms with kitchen, living, dining all on one level. This Cape Cod Cottage are what dreams are made of. Enjoy walking down to... View all property information
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    Wellfleet, Cape Cod 02667
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    75 Cassick Valley Road, Unit #4 (ID# 131364) ~ 2 Bedroom Cottage Oceanside ~ Lecount Hollow Beach Area Enjoy this modern and updated 2 bedroom cottage that is nestled in the woods of Cassick Valley in S. Wellfleet. This cottage offers easy access to Lecount Hollow Beach, a beautiful oceanside... View all property information
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    Wellfleet, Cape Cod 02667
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    40 Harvard Street (ID#129890) ~ 3 Bedroom Home Old Wharf Area *NO pets Accepted Immaculate, contemporary, post and beam, 3 bedroom in a peaceful and serene, South Wellfleet location. Located down a dead end, dirt road. You can see peaks of the bay and Great Island from the upper level deck. This... View all property information
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    Wellfleet, Cape Cod 02666
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    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    This charming and spacious 2 bedroom 1 1/2 bath cottage is located on Chequessett Neck Road and is a short walk from Powers Landing, a lovely bayside beach. The cottage, an addition to the antique family home, echoes the traditional Cape style. (The main house has a separate entrance as well as... View all property information
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    Wellfleet, Cape Cod
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    85 Designers Road (ID#128293) ~ Oceanside 4 Bedroom Home ~ Window A/C Units Comfortable 4-bedroom house located on a quiet private road. A five minute drive to Wellfleet’s beautiful ocean, bay and pond beaches. Sleeps 8. Huge private front deck with 2 sets of tables and chairs great for... View all property information
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    Wellfleet, Cape Cod 02667
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    This wonderful 4 bedroom contemporary cape style home is located at the end of a private cul-de-sac with water views of Drummers Cove. The open floor plan combines the kitchen, dining, and living room, which are all nicely appointed and great for family and friends. Large sliding glass doors on the... View all property information
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    Wellfleet, Cape Cod
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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
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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
    1 / 14
    5 of 5 stars (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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 5 days 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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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Come and enjoy this cozy, 2 bedroom, bungalow located in a quiet, residential neighborhood on the Bay Side, just under 2 miles to Indian Neck Beach. This cottage has new owners in 2014 and many new updates including bamboo flooring, fresh paint and new furniture, and a 'ductless' a/c unit in the... View all property information
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    Wellfleet, Cape Cod
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    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
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Welcome to your home away from home. We are sure you will be pleased with the great location and amenities our house has to offer. We are located right off Lieutenant Island Road, on Aunt Sarah's Way. It is a quiet child safe neighborhood which offers a picturesque bay setting. It's the perfect... View all property information
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    Wellfleet, Cape Cod 02667
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    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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    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    180 Cranberry Hollow Road (ID#130613) ~ Wellfleet 4 Bedroom Home Perfect rental for a larger group, this is a comforatable raised split level ranch located in a woodsy setting with 2 living areas, 2 kitchens and 4 bedrooms. (Please note the stove in the basement kitchen is not usable). There are 3... View all property information
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    Wellfleet, Cape Cod 02667
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This lovely traditional Cape style house is located in Pleasant Point on the bayside of South Wellfleet. The neighborhood is quiet and great for family vacations. Walking distance to the house is Pleasant Point Landing - great for kayaking and swimming at high tide and perfect for beach roaming... View all property information
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    Wellfleet, Cape Cod 02667
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    Wellfleet Rental ID #127698 - Bayside 3 Bedroom Home - Lt.''s Island Beach Area Nestled in just over the dune from a secluded private beach you will find the ultimate spot for relaxation. This Island home comes fully equipped for a carefree vacation. Swim, fish, boat and play at your own Island... View all property information
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    Wellfleet, Cape Cod 02667
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    • Waterfront
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    • Pet-friendly
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    • x
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    • x
    About this property
    Waterfront privacy on over 2 acres. Stunning architecturally designed contemporary home with walls of glass high on a knoll overlooking the Fresh Brook Spring and river with safe boating right off your private sandy marsh beach to cape cod bay. Cathedral ceilings, beautiful kitchen with granite... 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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    • Central Heating
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    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
    1 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • x
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    About this property
    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
    1 / 13
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    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
    1 / 8
    1 Bedroom, Sleeps 3 | Quick View
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • 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 / 9
    4.5 of 5 stars (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    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 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Private and charming contemporary Cape, 3 bedroom plus loft, 1.5-bath home in a private wooded setting, on a cul-de-sac off Long Pond Rd. Walking distance to the village and to three fresh water ponds. Just minutes to bay and ocean beaches, and less than a mile walk to the village. Excellent... 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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    • x
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    • x
    About this property
    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
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    60 5th Ave. (ID#128189) - Bayside 3 Bedroom Home - Lt''s. Island Enjoy one level living in this 3 bedroom, contemporary style home on Lt. Island. Great salt marsh and water views from this home make it an ideal spot for your Cape vacation. Close to Lt. Island s best beaches. The open "great... View all property information
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    Wellfleet, Cape Cod 02633
    1 / 14
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This 4 bedroom, 2 bath waterfront home is nestled into a sand dune with spectacular views of Wellfleet Harbor, Great Island and Cape Cod Bay sunsets. A private stairway (steep) leads to a sandy beach where you can swim at mid tides as well as launch a kayak or canoe. Only a short walk to Mayo... View all property information
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    Wellfleet, Cape Cod
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Outdoor Dining Area
    • Washer
    • Grill
    • Wi-Fi
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The house is located in a quiet residential area of the 'Outer' Cape. It is situated close to a grassy marsh with a beautiful view of Cape Cod Bay. It is located a good distance off Rte 6 between the Audubon Society land and Lieutenant's Island in South Wellfleet. It has three bedrooms including a... View all property information
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    Wellfleet, Cape Cod 02663
    1 / 22
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Parking
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    • Grill
    • Central Heating
    • Washer
    • DVD Player
    • Porch
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Nestled in Tranquility. This three bedroom (2 bedrooms plus loft) rental in South Wellfleet is an oasis! The contemporary condo is adjacent to a lovely pond, has lots of privacy, and a sense of serenity. Nature lovers will appreciate this rental which is all about harmony with the environment.... View all property information
    Location Information
    Wellfleet, Cape Cod 02667