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Holiday Rentals and Homes in Wellfleet, MA

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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, 1 Bathroom, Sleeps 6 | Quick View
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    spacious screened-in-porch located off of the living room. in addition, the home has an outdoor deck that runs the length of the house, everyone can have their own space. located on quiet dead end street and is between mayo beach and downtown, 1/2 mile either direction. many updates. one queen bed,... 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 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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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Nature lovers' paradise. Amazing location with stunning marsh and bay views and short walk to idyllic almost empty bayside beaches. Simple, architect-designed home built in 1983, positioned to enjoy southern light and expansive views of the ever changing marsh and bay beyond. First floor -... 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 1950's one level ranch with a separate cottage is located in the Pleasant Point/ Paine Hollow area of Wellfleet in a private wooded setting adjacent to "Fox Island Conservation" area. Surrounded by 40+ acres of conservation land, it's perfect for a writer, or someone who wants to relax and get... View all property information
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    Wellfleet, Cape Cod
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    6 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    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
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    The house is contemporary (built in 2000) but modernist in style, using beautiful reclaimed wood throughout (wide-plank flooring, beams, cedar walls). It's on an acre of land in a secluded oak grove, and the living room has three huge windows overlooking a salt marsh on Loagy Bay, near the Audubon... View all property information
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    Wellfleet, Cape Cod 02667
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    1 / 17
    2 Bedrooms, Sleeps 4 | Quick View
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    40 B Tecumseh Rd (ID#129957) ~ Bayside 2 Bedroom Cottage ~ Burton Baker Beach Area On a quiet road by the bay this two bedroom cottage offers three levels of living with a warm and open interior. Come and relax in this two bedroom, post and beam structure close to secluded Burton Baker Beach.... 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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    Newly remodeled artist studio is nestled in the National Seashore and overlooks lovely Long Pond. Bask in the sun, read a great book and enjoy spectacular sunsets from the large deck and top off with a delightful fresh seafood dinner in the screened porch. Fully insulated and with electric heat,... 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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    66 Whitman Lane (ID#127892) Wellfleet Oceanside 4 Bedroom Home Great four bedroom rental on the oceanside of Rte. 6. Located in a quiet neighborhood and only 1 mile to Duck Pond and three miles to Cahoon Hollow Ocean Beach. These attractions can all be found by driving or cycling Wellfleet s... View all property information
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    Wellfleet, Cape Cod 02667
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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
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    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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    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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    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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    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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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This 4 bedroom, 2 bath Cape-style home is located in a quiet setting with partial views, at high tide, of Black Fish Creek, a tidal estuary from the bay. There is a deck that runs the length of the house, a large screened porch and lovely landscaping. The main floor consists the kitchen with a... View all property information
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    Wellfleet, Cape Cod
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    6 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    80 Mill Creek Lane (ID#127321) - 6 Bdrms Close To The Bay and the Village Spacious contemporary home a short distance to Powers Landing (aka. Seashells Beach). This home is nestled at the end of a short dirt road. Three levels with a bathroom on each level. There are many spaces in this house to... 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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    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
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    560 Old Chequessett Neck Road (ID#131177) ~ 4 Bedroom ~ Chequessett Knolls Neighborhood This spacious home in the desirable and private Chequessett Knolls Neighborhood is new to the Wellfleet rental market. This 4+ bedroom home has wooden deck walkways around the entire back side of the house.... 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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    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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    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
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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    You are afforded Privacy and Peace in this quaint, mid-century Cape Cod cottage that is 13 miles from P-Town and a 5-minute drive to Wellfleet's famous glacial ponds and ocean beaches. Please note that although we don't have AC, we're located atop a hill that allows nice cross-breezes. Cottage... 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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    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    15 Way 625 (ID#127548)-Pond Front Cottage in the woods, set quietly on it’s own 4+ acre parcel perched above Long Pond. This rustic retreat surrounded by parklands offer extreme privacy. Tap into life’s simple pleasures, screened in porch area with rough hewn furnishings, many outdoor living areas... View all property information
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    Wellfleet, Cape Cod 02642
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    70 Commercial St. Unit1 (ID#127835) - Wellfleet Village One Bedroom Apartment You will find this 425 sqft condo on Commercial Street in Wellfleet, at the half way point between Wellfleet Village and Wellfleet Town Pier. Quick jaunt to town, harbor, restaurants, galleries and much more. This condo... View all property information
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    Wellfleet, Cape Cod 02667
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    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    This special cottage is set on top of a sand bluff overlooking Cape Cod Bay and Wellfleet Harbor approximately 50 yards from the water. It can accommodate up to 3 adults and 2 children with its three bedrooms and its first floor living area consisting of a kitchen and sitting area. The 2nd floor... View all property information
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    Wellfleet, Cape Cod 02667
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    450 Old Chequessett Neck Rd. (ID#130414) ~ 4+ Bedroom Home With Central A/C Enjoy the quiet location and views of Chequessett Neck Golf course from this luxury, 4+ bedroom hill top home. This lovely and well cared for home is located on a dead-end road with little traffic. There are 4 bedrooms in... 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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    155 Gross Hill Road (ID#130323)~Oceanside 3 Bedroom Home ~ Near Kettle Ponds Custom built in 1998 and set on a wonderful, private hilltop lot with easy access to freshwater ponds, ocean beaches and town center. Now has Air Conditioning!! This bright open contemporary provides a well-equipped,... View all property information
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    Wellfleet, Cape Cod 02667
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    190 Thoreau Way (ID#130359) ~ National Seashore 2 Bedroom Home And Studio ~ Higgens Pond And Ocean Area Near to the ocean and secluded pond beaches from this serene, oceanside, getaway. Nestled deep in the National Seashore woods, it offers the ultimate privacy and quiet for you to relax and renew... View all property information
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    Wellfleet, Cape Cod 02667
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    30 Steps to the beach! A South facing 800+ square foot Cape Cod style 2 level home (1st and 2nd floors, no basement) with lots of windows, sliders, & decks. The Little Neck comfortably accommodates up to 5 people and is about 30 steps to the beach. Our private bay beach has relatively warm... 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
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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, 2 Bathrooms, Sleeps 7 | Quick View
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    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
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    Wellfleet, Cape Cod 02667
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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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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    5 of 5 stars (2) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Enjoy full water views and a beautiful sandy beach just 20 steps from renovated 'Old Salt' cottage. NEW for 2016: 2 kayaks are included for exploring the adjacent Cape Cod National Seashore and Great Island. Planned improvements include a deck and 2nd bath. The beach is a naturally clean,... 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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    195 Lecount Hollow Rd. (ID#127751) - Oceanside 3 Bedroom - Lecount Hollow Beach Area Cape style home located with in the Cape Cod National Seashore. Only a half mile to Lecount Hollow Ocean Beach (about a 10 minute walk). This home is also close to the bike trail, a French Bistro and a general... View all property information
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    Wellfleet, Cape Cod 02667
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    21 Arthur Cashin Way, LT Island (ID#127763) - Lt. Island 4 Bedroom Cottage Enjoy this quintessential beach house beautifully located on Lt. Island. Perched on top of a high dune you will have beautiful water views of Cape Cod Bay from the living room and sun porch. A short ways down the path in the... View all property information
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    Wellfleet, Cape Cod 02667
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    85 Old Truro Road (ID #127840) - 3 Bedroom Antique With Soaring lofted Guest Barn Enjoy this beautifully renovated 1850 s Farmhouse with original barn that has been converted into a charming, bright and airy, lofted guesthouse. Each beautifully situated within their shared 1.91 acres of great... 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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    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
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    25 Timway Rd. (ID #130011) ~ 3 Bedroom Saltbox With Loft ~ Wellfleet''s Bayside Come and enjoy the private location of this cute 3+ Bdrm Saltbox, nestled in the woods on the "bayside" of Rt. 6, convenient to Wellfleet Village, beaches and kettle ponds. A spacious and comfortable getaway for your... View all property information
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    Wellfleet, Cape Cod 02667
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    140 B Long Ave (ID#129887) ~ Drummer Cove 3 Bedroom Home Ready for 2016 bookings. A perfect and relaxing rental in South Wellfleet near Drummer Cove on the Bay and Lecount Hollow Beach on the ocean side. While sitting on the deck you can see Drummer Cove sparkling through the pine trees. Take... View all property information
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    Wellfleet, Cape Cod 02667
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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
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    • Balcony
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    Welcome to our family summer home nestled in the Wellfleet woods, but close to all this unique town has to offer. Enjoy the beach, ponds, and town or hang out, grill and enjoy the deck, watch hummingbirds and chipmunks in peaceful surroundings. Guests have accees to the whole house. There is a... 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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    • Private Garden
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    On a quiet road by the bay this two bedroom cottage offers three levels of living with a warm and open interior. Come and relax in this post and beam structure close to secluded Hiawatha Beach. Sleeps 4 people comfortably. There is a double bed on the bottom floor with sliders leading outdoors.... View all property information
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    Wellfleet, Cape Cod 02667