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Holiday Rentals in Wellfleet

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    Travellers to Wellfleet are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 249 Rentals in Wellfleet
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    #311 A Shore Thing: Modern, 3,000+ sq. ft., architect-designed home in prime Lieutenant Island location. Views and privacy. 2 master suites, Outdoor Shower, 2½ baths on 2 levels; 3rd floor loft; main level den ; sleeps 9 comfortably. Walk to private bay beach; short drive to ocean beaches, ponds....
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    This 1970's contemporary style "upside down" house was renovated in 2006 with the addition of a lower level screened porch, large upper level deck, and walkways. It has 3 bedrooms, 1.5 baths and is located on a sand road in the Old Wharf area in a quiet, lightly wooded setting in a residential...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This 3 bedroom, 2 bath home has an open floor plan with great natural light. The renovated kitchen is well equipped, with a cathedral ceiling, offering an open and airy feel. The living and dining area opens to an enclosed, screened porch with table and chairs and access to the wrap around deck...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Very nicely furnished cape style home offering many amenities including a Ping pong table & Horseshoe pit. It is in a very private area on the road leading to Lieutenant Island, this home is equidistant between the bay and the ocean. The first floor offers two bedrooms, 1 with 2 twin beds and 1...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    #308 Cove View Cottage: Beach rental gorgeous decor, Wifi, towels, Sheets, walk to the water. Total relaxation and comfort. Just a 3 min. walk to the cove, 15-min more to Indian Neck bay beach or 25 min. walk to downtown, this beautifully decorated rental home is tucked away in a wooded area...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Cute, well-maintained, updated cottage located just a short walk to Indian Neck beach. The first floor has an open floor plan that includes the kitchen, dining and living room area, next to a full bath and queen bedroom. On the second floor are two bedrooms, one with 2 twin beds and the newest...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Located on Lieutenant Island, this 3 bedroom 2 bath 1980's contemporary style ONE LEVEL home is situated at the edge of a dune overlooking a salt marsh/estuary with spectacular views of Cape Cod Bay. The "great room" includes the kitchen, dining area and living room - all with wonderful water views...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    #313 Homestead House: Modern Cape-style home in sought after location of Wellfleet. This exceptionally roomy and sun-drenched home caters to large family and friend gatherings, providing ample space for the whole group. Vaulted first floor with an open-concept design includes chef's kitchen with...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    #312 A Dream House: Tucked deep into the woods off of a quiet dirt road, you'll find this secluded Wellfleet paradise. The name, 'Dream House' is an understatement for what this home has to offer. Completely updated with new-modern furnishings, renovated rooms including baths and kitchen, and an...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    This is a bright, contemporary home in a quiet and private Wellfleet area. The homeowners have recently added many new updates (2013) including a new flat screen TV, new stove and dishwasher, new twin bedroom set and new gas grill for summer barbeques. There have also been new ceiling fans added to...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This is a 3 bedroom 2 bath contemporary saltbox-style house located on an acre of land at the end of a quiet cul-de-sac adjacent to the Cape Cod National Seashore.The house features AC units in all the bedrooms, hardwood floors, tasteful furnishings, an expansive deck with privacy screen and a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Grill
    • Satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Enjoy the peaceful surroundings of this 2BR/2BA cottage, less than a mile from the heart of Wellfleet. Those who love the great outdoors will be right at home in the artist’s garden. Indoors, high ceilings and natural light complement an open-concept living space. Start your day with a morning...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    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. -...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    This 4 bedroom, 2 bath waterfront Cape-style home, built in1983, is set on top of sand dune overlooking Wellfleet Harbor, Great Island and Cape Cod Bay beyond. The views are breath taking. There is a stairway (steep) leading to a sandy beach with swimming at mid tides as well as kayaking and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Private Sandy Beach. Big Beach House. 5 Kayaks.1 / 67
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    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Waterfront
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    • Ocean Views
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    About this property
    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 beach with gentle waves. No rip tides to worry about. Great for swimming. Explore the Cape Cod...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
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    About this property
    Experience peace and comfort at this two-bedroom townhouse on Cape Cod. Perfect for a family or other groups of up to six guests, it offers a charming cabin ambiance in a woodland setting that's far from the hustle and bustle of city living. Welcome to Wellfleet, a tiny town between the "tip" and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
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    This beautiful new home built in 2014 boasts central AC, 3 large bedrooms and one small additional bedroom upstairs, 2.5 baths and an outdoor shower. The downstairs master has a King bed and it's own en suite with stand up rain shower. There is a 1/2 bath in the hall. The living room opens to the...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    This recently refurbished 2 bedroom, 1 bath cottage is part of the Wellfleeter Condominium complex located at the end of Mayo Beach with 400 feet of sandy beach on Wellfleet Bay.The cottage has a kitchen-dining area, a living room, two bedrooms - one with a double bed and the other with 2 twin...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    This roomy split level cottage is in a private area near Indian Neck Beach in Wellfleet. The upper level has a bright, open floor plan with views of Blackfish Creek from the living room, dining room and fully equipped kitchen. There is also a full bath and bedroom with a queen bed. You have access...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    This centrally located Victorian style 3 bedroom home is just a short distance from the harbor and village center. The interior of the home features bright eat-in kitchen and living room with comfortable seating and flat screen TV. A door from the living room opens onto the wrap-around screened in...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    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....
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    This expanded Cape Style home is close to town, shops, galleries and local restaurants. The property boasts a large, two-tiered deck and patio area equipped with a charcoal grill and outdoor furniture as well as a Mosquito Magnet to make it more comfortable. The deck overlooks a large backyard...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 1 Bathroom, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This is a newly updated, lovely 3 bedroom, 2 and a half bath home that sleeps 6 comfortably. It is located right on Long Pond and offers beautiful views from almost every room in the house. Swim or kayak right from your backyard or just enjoy some nature watching while lounging on the deck. The...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    About this property
    This great property is actually two vacation homes in one. The first level offers a well equipped kitchen, dining room and a living room with sliders to a deck and a great view. There are also 3 Bedrooms and 2 bathrooms, with one bedroom have a unique rounded window seat. The lower level is like a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    This simple 2 bedroom, 1 bath Cape-style cottage was built in 1986 and has an open floor plan. The kitchen-dining-living area along with the bedrooms, one with a queen bed and the other with 2 twin beds and bath are all on the first floor. There is also a deck with furniture and a grill. It is...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Built in 1968, this Cape-style house has 3 air conditioned bedrooms, 2 baths and is located close to the Cape Cod Bike Trail and Wellfleet Audubon Center. On the first floor is a kitchen, separate dining room, living room (with a queen sofabed), one bedroom with a queen bed, and a bath with tub and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This basic beach cottage with views is just a walk to a neighborhood beach at the end of Hiawatha Road. The exterior of the home features a large deck with views of the inlet and harbor, as well as a charcoal grill and outdoor furniture. The cottage has an updated galley kitchen, a hightop table...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Wellfleet home was built in 2002 and has great features like a custom screened in porch and enclosed outdoor shower.The first level has an open floor plan with a large dining area, living room and fully equipped kitchen with doors leading to the deck, a bedroom and full bath. There are 4...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this pet-friendly, (small dogs only, under 20 lbs.) home in a nice, private Wellfleet location. The interior boasts an open living room, dining area and full kitchen. The first level also offers a bedroom with a queen sized bed and TV for your convenience. Upstairs is a second bedroom with...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom, 1 bath"knotty Pine" beach cottage was built in 1960 with improvements over the years - most recently a remodeled kitchen (2012) with dishwasher, the addition of Cable TV, Internet Service, washer and dryer - and overlooks Chipman's Cove and Wellfleet Harbor. The cottage is small,...
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    Location Information
    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in 1987, this 3+ bedroom 2 bath multilevel contemporary home, located in the Pleasant Point/Paine Hollow neighborhood, is spacious and well equipped with an open floor plan. ENTRY LEVEL: 2 bedrooms, one with 2 twin beds and the other with a king sized bed,and a full bath between the bedrooms....
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sweeping panoramic views on Lieutenant Island, a very special spot in Wellfleet. Lieutenant Island is accessed by following a wooden bridge over to the island and then dirt roads lead you through the wooded landscape to the very tip ending at "Lands End", this beautiful waterfront home that sleeps...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Porch
    • Patio
    • Washer
    • Central Heating
    • Satellite TV
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk to town from this quiet, newly renovated home just one street away from Main St. The first floor has a large living room, den with cable TV & DVD player. Yes, the house has WIFI . The newly renovated bathroom has a shower with shelves of towels for the home & for the beach. Right outside the...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedroom Near Wellfleet Center1 / 18
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in a residential neighborhood of summer and year round homes, about a mile from Wellfleet Center, this 4 bedroom 2 1/2 bath property was completely renovated in the spring of 2003 and all the furnishings were chosen with a sense of style and comfort. In 2006, a studio over the garage, with...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Location Information
    Wellfleet, Cape Cod 02666
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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