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Wellfleet Holiday Homes

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    Travellers to Wellfleet are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 241 Rentals in Wellfleet
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Rustic Cottage with Access to Gull Pond1 / 10
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    This is a rustic summer cottage on a wooded lot in Wellfleet just a walk to Gull Pond and a short drive to Newcomb Hollow Beach. There are two bedrooms with one double and one twin sized bed in each, as well as a full bath with tub/shower. Amenities include a charcoal grill, unenclosed outdoor...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, 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, 2 Bathrooms, Sleeps 5
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    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    This 4 bedroom, 2 bath waterfront Cape-style home, built in 1983, 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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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    This 2 bedroom, 1 bath cottage is part of the Wellfleeter Condominium complex located at the end of Mayo Beach on Wellfleet Bay. It has a kitchen-dining area, a living room, two bedrooms - one with a double and the other with 2 twin beds - and a bathroom with shower only. The washer/dryer are...
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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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    About this property
    This lovely, well maintained 3 bedroom, 2 bathroom home is located on a tidal inlet on Drummer Cove in South Wellfleet. The interior is spacious, open, airy, and furnished nicely. The deck is a nice place to enjoy the outdoors and take in the marsh views, and the yard offers plenty of space to...
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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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    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 to and from. This home has skylights that give wonderful light...
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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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    A/C added for the summer of 2018! 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...
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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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    • Central Heating
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    Pet friendly
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    Smoking allowed
    About this property
    PROPERTY HAS BEEN SOLD. PLEASE COMPLAIN TO THE MANAGEMENT. THEY TOLD ME THIS BOOKING WAS NOT BEING SHOWN.
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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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    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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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Just a mile from Main Street, this home is close to both bay and ocean beaches and Wellfleet center and harbor. This unique home offers great gathering spaces, as well as privacy for the entire family. The large kitchen has newer stainless appliances and lots of workspace. There is an informal...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    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...
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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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    This is a pretty 3 bedroom in a quiet neighborhood just 1.5 miles to Mayo Beach. This house is comfortable and sleeps 6 with 1 and a half bathrooms. New for the 2016 season, the owner has added 2 ductless a/c units, which cool the whole house. The first floor has 2 bedrooms each with a double...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Mayo - 11811 / 11
    (1)Excellent
    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 $75 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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    30 Gulch Rd. 1276211 / 12
    (1)Excellent
    4 Bedrooms, Sleeps 8 Quick View
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    Pet friendly
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    30 Gulch Rd (ID#127621) - Oceanside 4 Bedroom Home-National Seashore SUNDAY RENTAL This Spacious 4 bedroom, 4 bathroom 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...
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    Wellfleet, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, Sleeps 8
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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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 11
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    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, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    This lovely Cape style home is in a quiet residential area. The first level has a queen bed, open living, kitchen, dining area and shower bath. Upper level has another queen bed and a bedroom with 4 twins. There is also a full bath on this level. The rooms are spacious and light. There is a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    A sweet, 3 bedroom/2 Bath Cape Cottage nicely located on the bayside of Wellfleet, within walking distance to 'Hiawatha Beach' is a great place for your Summer vacation. There is one bedroom on the main level, (King bed), and two bedrooms upstairs, (1 Queen & 2 Twins). There is a beautiful 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 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...
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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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    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Stunning and peaceful, paradise found!1 / 23
    (5)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    • Waterfront
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    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    THIS PROPERTY HAS BEEN SOLD1 / 8
    (3)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 1 Quick View
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    • Grill
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    UNAVAILABLE****************************************** THIS PROPERTY HAS BEEN SOLD. PLEASE COMPLAIN TO MANAGEMENT. THEY TOLD ME IT WAS NOT BEING DISPLAYED.
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 1
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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, 3 Bathrooms, Sleeps 4 Quick View
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    This contemporary home is located just two miles from Wellfleet Center and offers views of the dry meadows and Herring River. There is an open kitchen and living area with sliders to the deck. The dining area is an island with stools around it and there is also seating on the screened in porch....
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    About this property
    This 5 bedroom, 3 bath 'beach cottage', built in 1925, with additional renovations and additions carried out over the years is situated on a hill on 3 acres of land with spectacular distant views overlooking Wellfleet Harbor, out toward Great Island with Cape Cod Bay in the beyond. The house offers...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    A beautiful yard with koi fishpond and a large deck make this spacious 3-bedroom, 2-bathroom house a pleasant vacation home-away-from-home for the whole family. The main floor has a large living room, a kitchen with a dining area, 1 bedroom with a queen bed and a shower/toilet across the hallway....
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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 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,...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    An updated, lovely 3 bedroom, 2 and a half bath home that sleeps 6 comfortably. This home 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 simply enjoy some nature watching while lounging on the deck. The house...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    This tastefully decorated home offers a modern kitchen with an informal dining/family TV room, as well as a formal dining and living room. The first level also offers a full bath with shower and a bedroom with a full sized bed. The second level features two bedrooms, one with a queen sized bed and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Beautiful Wellfleet Geiger-Phillips architect-designed 4 bedroom custom home (2300 sq ft) with all amenities nestled in the woods of Wellfleet - only 1 mile to the center of town and marina. 3 beaches on the bayside (flat, warmer, kid-friendly) are nearby and 3 more on the oceanside (waves, surf,...
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    Wellfleet, Cape Cod 02267
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Light & Airy Home with Harbor Views1 / 13
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Enjoy this light and airy home, that is part of the 'Wellfleet Harbors' cottage complex offering wonderful views of Wellfleet Harbor. The well equipped kitchen comes complete with a high top table & 4 stools and leads to a comfortable living room with flat screen TV. There are three bedrooms, one...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Wellfleet:  3 Bedroom Contemporary Cape1 / 10
    (12)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
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    Bright, airy contemporary style 3-bedroom Cape on quiet residential cul-de-sac. Open floor plan features cathedral ceilings in Great Room which includes living / dining / kitchen areas. Other features include: brick fireplace w/ raised hearth, spacious deck w/ gas grill which is surrounded by acres...
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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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    25 Timway Rd. (ID #130011) ~ 3 Bedroom Saltbox With Loft ~ Wellfleet''s Bayside & Near Village 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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Hot Tub
    • Patio
    • Grill
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    30 Captain Bellamy Road (ID#134336) - Central AC - Marconi Beach Area - Bike Trail Airy, bright, 3-bedroom family house with CENTRAL A/C and EVERYTHING YOU NEED in coveted Wellfleet location near Cape Cod Rail Trail. Walk or bike 1.5 miles to Cape Cod National Seashore. Luxuriously furnished with...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    This comfy cottage sits high on a hill offering amazing views of Chipmans Cove. Come and relax on the back deck and enjoy the view and the famous Cape Cod sunsets. Enter the lower level and you will find a nice TV room, full bath and on the other side a washer/dryer. Up the stairs on the main...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    • DVD Player
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    Welcome to this ideal 5BR/2.5BA Wellfleet getaway in a quiet, residential cul-de-sac less than 2 miles from the town pier and Cahoon Hollow Beach on the Cape Cod National Seashore. With three decks for breathing in the salty sea air, three levels of living space, and an outdoor shower for rinsing...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    This Cape style home is located in a residential area on the way to Newcomb Hollow beach. The first floor has a full bath, a Queen bedroom and a 2 Twins bedroom. The second floor has a full bathroom with washer/dryer, a King bedroom and additional sleeping for two in a loft area with a daybed and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    This 2-story home in a quiet, private area is 100 feet from a Cape Cod Bay beach on Lt. Island and sits high up on a bluff offering stunning views from the living room and sun porch. The first level is comprised of the living room, a fully equipped kitchen, dining area, full bath, one bedroom with...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 12
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    Brownies Cabin #11 / 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Quaint, well kept, recently remodeled and enlarged, two bedroom cottage located in a 1.5 acre pine grove with 10 other cabins. Enjoy the taste of the outside as you dine in a spacious sunroom which also includes a queen size sleep sofa and wicker love seat, TV, DVD, and CD. The cottage has a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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