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Holiday Rentals and Homes in Wellfleet, MA

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    Travellers to Wellfleet are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 18
    5 of 5 bubbles (35) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Large, comfortable 2-level home in quaint wooded area.  Great for families or couples traveling together.  Updated baths and new eat-in kitchen with soapstone counters, microwave and all cookware/cooking utensils. Also features separate dining room, living room and screened in porch.  Conveniently... 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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    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
    1 / 23
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    The OysterHouse was bought and renovated in 2011 and has been home to hundreds of vacationers over the years.  Built in the 1950's, it has been modernized in both design and functionality giving it's guests the best of Cape Cod tranquility, and cottage experience while having thoughtful updates to... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 24
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    A timeless traditional cape cottage with a majestic view, this property is for those who are looking to truly getaway from it all. Enjoy your morning coffee in the living room, as you watch the sunlight twinkle on the face of Wellfleet Harbor. Lieutenant Island is an Exclusive Neighborhood 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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    Classic Cape Cod charm awaits you in this sweet cottage on the water. Located directly across the street from Cape Cod Bay, its view will leave you breathless. Watch the boats sail by while enjoying your morning coffee in the living room, grill on the patio at night while taking in a magnificent... View all property information
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    Wellfleet, Cape Cod 02667
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    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    This is a charmingly rustic two bedroom cottage, a favorite due to its quiet location nestled amongst pines and oaks in the back of this spacious compound. It is also one of the larger cottages, second in space only to the main cabin roadside. It has a fully equipped (new in 2015) eat-in kitchen,... View all property information
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    Wellfleet, Cape Cod 02667
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    1 / 24
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    The very private, tranquil four-acre property is a two minute walk to Gull Pond beach where you can sail, paddle board, have your children take swimming lessons from certified lifeguards, fish, canoe and explore! Off Gull Pond Road, it is the spine of the cape leading to all points. It’s within the... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 17
    4 of 5 bubbles (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 bubbles 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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    1 / 20
    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
    1 / 23
    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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    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! This home offers 2 bedrooms, a full bathroom and gorgeous views from almost every room in the home. The cottage also includes a fully... View all property information
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    Wellfleet, Cape Cod
    1 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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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 / 30
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Our cottage is completely new for the 2013 season and shares the gardens and beach with our B&B,Aunt Sukies B&B. We live at the B&B,have 3 guest rooms,adults only, and have been in operation for 20 summers. The Cottage is surrounded by flower gardens, water views and the wonderful private beach,fun... View all property information
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    Wellfleet, Cape Cod 02667
    5 of 5 bubbles Reviewed 18 June 2014
    Early September in Wellfleet at this cottage was spectacular. Quiet yet social at the B&B on same premises if we felt like it. Clean, bright, small kitchen but stocked with what...
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    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
    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    This cottage has all the amenities of a new home with the charm of an antique house. It is on a quiet street just off of Wellfleet center and a short bike ride to Wellfleet Harbor, Mayo Beach and the Town Recreation Center. It has two bedrooms, one with a queen sized bed and the second with 2... 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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    • Patio
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    About this property
    SPECIAL RATES: WEEK OF JULY 17-24: $1750 ($200 OFF REGUAR PRICE). WEEK OF AUGUST 28-SEPTEMBER 6: 9 DAYS FOR THE PRICE OF 7. STAY UNTIL THE DAY AFTER LABOR DAY AND AVOID THE TRAFFIC!! Private, quiet, wooded, one-story contemporary style house; 4 bedrooms; 2 baths. Can comfortably fit 8 people.... View all property information
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    Wellfleet, Cape Cod 02667
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    1 / 20
    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12 | 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 bubbles 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 bubbles 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
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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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    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 / 29
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    **MINIMUM 2 WEEK RENTALS**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... View all property information
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    Wellfleet, Cape Cod
    1 / 8
    2 Bedrooms, Sleeps 4 | Quick View
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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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    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
    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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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
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This spacious contemporary multilevel 3 bedroom, 2 bath home was built in 1987, and is situated on a dune one street back from the waterfront and has wonderful views of Wellfleet Harbor and the bay beyond. The ENTRY LEVEL consists of a kitchen, dining room, living room with fireplace. On the MID... 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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    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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    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Drummer Cove Wellfleet (96392) ~ Bayside Marshfront ~ Three Bedroom Cottage on Cove Adorable antique Cape on Drummer Cove with great water views but no swimming access. Set on a private 1.5 acre lot surrounded by trees and privacy, yet only 1/10 mile from the bike trail, French Bakery and General... View all property information
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    Wellfleet, Cape Cod 02667
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    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    60 B Long Ave (ID#127467) - 2 Bedroom Cottage - Drummer Cove Area This cute 2 bedroom 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 offer plenty of sleeping options (7).... View all property information
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    Wellfleet, Cape Cod 02631
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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 plenty of sleeping capacity.... View all property information
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    Wellfleet, Cape Cod 02631
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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
    1 / 15
    2 Bedrooms, Sleeps 4 | Quick View
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    337 Cove Road (ID#131304) ~ Indian Neck 2 Bedroom Cottage 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,... 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 post and beam home is located in a quiet Wellfleet neighborhood just a mile from Indian Neck Beach on Wellfleet Harbor. 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 bedrooms,... 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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    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
    1 / 59
    5 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    Beautiful, quiet, sandy beach. Enjoy full water views from our south facing 2,000 square foot Cape Cod - Colonial style 2 level home. 1st and 2nd floors, NO basement. Private cottage colony bay beach with gentle waves. Great for swimming. No rip tides. Explore the Cape Cod National... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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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    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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    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Wellfleet, Cape Cod
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Wellfleet, Cape Cod
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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
    Location Information
    Wellfleet, Cape Cod
    1 / 12
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
    • Child-friendly
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    • x
    About this property
    This house is a convenient .7 miles to Mayo beach and just as convenient to the center of town. There is plenty of light in this house, a large deck and a pleasant yard. Main level: an open floor plan that includes the kitchen, dining area and living room with sliders leading to a large deck as... View all property information
    Location Information
    Wellfleet, Cape Cod
    4 of 5 bubbles Reviewed 27 July 2014
    Location a big plus and minus. Easy walk to town center and bike ride to Mayo beach/wellfleet harbor. Birds and fox seen in yard. House located in woods, down narrow rode. No air...
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    1 / 29
    2 Bedrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Parking
    • Internet Access
    • Porch
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    80 E Street (ID #132914) ~ Bayside Mid Century Modern Cottage ~ Lt''s. Island Come & vacation on beautiful Lieutenant Island & experience the true beauty of Cape Cod. As you cross the wooden bridge to the Island, you ll immediately feel release from all the stresses of daily life. Discover another... View all property information
    Location Information
    Wellfleet, Cape Cod 02667
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    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Wellfleet, Cape Cod
    1 / 19
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Grill
    • Parking
    • Satellite TV
    • Washer
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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 (W/D in basement). This Cape Cod Cottage are what dreams are made of. Enjoy... View all property information
    Location Information
    Wellfleet, Cape Cod 02667
    1 / 21
    4.5 of 5 bubbles (4) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Grill
    • Satellite TV
    • Parking
    • Washer
    • DVD Player
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    216 Samoset Avenue (92775) ~ Bayside ~ Indian Neck Beach Area Secret hide-a-way tucked in the trees among the Hydrangea and just 1/10th mile from Burton Baker Beach at Indian Neck on the Bay in Wellfleet. Just stroll down the sandy lane and the beach is there waiting for you. The house has an... View all property information
    Location Information
    Wellfleet, Cape Cod 02667
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Wellfleet, Cape Cod
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Satellite TV
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Wellfleet, Cape Cod 02657
    1 / 10
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Wellfleet, Cape Cod