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Wellfleet Vacation Rentals

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    Travellers to Wellfleet are booking June dates now. Secure your vacation rental today, and have the perfect trip.
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    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 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 farther to the center of Wellfleet village. At the top of an outdoor...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, Sleeps 4
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    65 Atwood Ave (ID#128202)-Bayside 2 Bedroom Cottage Great Location!!! Two bedroom Cape Cod cottage in Wellfleet on its own lot ~ not in a cottage colony! New renovated bathroom! It is a short distance to Mayo Beach and the center of the village where one can enjoy the restaurants and art...
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    Wellfleet, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    85 Somerset Avenue (ID #135073) ~ Oceanside Four Bedroom Home ~ Close To Duck Pond Four Bedroom Oceanside Retreat less than a mile to Duck Pond and just a bit longer to the ocean. The Beachcomber Restaurant is only 2.3 miles away. This rental is in an easy location to get to all the ponds and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This architect designed, multi-level contemporary home,'The Tree House', is located in a residential neighborhood on the ocean side of the highway and offers privacy in a pleasant wooded setting with multiple decks including a roof deck. The living, dining and kitchen areas that comprise the main...
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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 10 Quick View
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    This newly built house is perfect for your family vacation located in a quiet cul de sac neighborhood near Perch Pond.  It offers 4 bedrooms, 2.5 bathrooms, central air and much more!  Easy access to the Wellfleet ponds, Oceanview Drive and town center.  The master bedroom with a queen bed and an...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 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, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    86 Whitman Lane (ID #135165) ~ Oceanside Three Bedroom Home ~ One Mile To Duck Pond Three Bedroom home down pleasant Whitman Lane. One mile to Duck Pond and a little bit farther to the ocean. You can get to many ponds and oceanside beaches without having to traverse Rte. 6. Big deck with privacy...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, Sleeps 10 Quick View
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    21 Arthur Cashin Way, LT Island (ID#127763) - Lt. Island 4 Bedroom Cottage With Water Views 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 way down...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Central Heating
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    UNAVAILABLE A FEW MINUTES WALK FROM THE DRIVEWAY TO INLET AND BURTON BAKER BEACH. Location of Indie movie IRONSIDES .Cable and Internet Access*** 2 min walk from Wellfleet Bay..The Florida House has very open, airy rooms. The living room is large and is a great place for entertaining and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Hot Tub
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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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    This newly constructed 1BR/1BA cottage is the perfect Cape Cod retreat (sleeps 4). Centrally located in Wellfleet, walk or bike to nearby attractions, including beaches, freshwater ponds and the charming Historic District. Craft your novel, reconnect with loved ones, and or just relax in blissful...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    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 -...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    40 Harvard Street (ID#129890) ~ 3 Bedroom Home Old Wharf Area *NO pets Accepted Immaculate, contemporary, post and beam, 3 bedroom in a peaceful and serene, South Wellfleet location. Located down a dead end, dirt road. You can see peaks of the bay and Great Island from the upper level deck. This...
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    Wellfleet, Cape Cod 02666
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    This lovely Cape style home is in a quiet area within a 10 minute walk through the woods to Dyer Pond. It is nicely decorated and boasts new wood floors (2012) in the main living area. The first level has an open floor plan with a comfortable living room, fully equipped kitchen and dining area with...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
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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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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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,...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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 6 Quick View
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    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 on...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    85 Old Long Pond Road 187721 / 18
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    85 Old Long Pond Road (18772) ~ Oceanside ~ Wellfleet Ponds & Beaches Open, bright contemporary style, three level home, located on one acre in the Wellfleet woods with 3 bedrooms and 2 baths. Main level, with open Greatroom has living area with sliders to the wrap around deck, dining area with...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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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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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    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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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    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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    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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    3 Bedrooms, 1 Bathroom, 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 bed....
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    140 B Long Ave (ID#129887) ~ Drummer Cove 3 Bedroom Home Ready for 2017 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...
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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 9 Quick View
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    560 Old Chequessett Neck Road (ID#131177) ~ 4 Bedroom ~ Chequessett Knolls Neighborhood This SPACIOUS HOME WITH AC in the desirable & private Chequessett Knolls Neighborhood is a rental dream. This 4+ bedroom home has wooden deck walkways around the entire back side of the house (can be narrow and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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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 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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    This is a private and roomy cottage with 2 bedrooms and 2.5 baths, built in 1975. There is a living room, a separate dining area, kitchen, laundry room with washer/dryer and a half bath along with a pleasant deck and yard. One bedroom with a double bed is on the main floor along with adjoining bath...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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 (W/D in basement). This Cape Cod Cottage are what dreams are made of. Enjoy...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    The Holmstead, WATERVIEW1 / 8
    (3)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    UNAVAILABLE****************************************** This circa 1919 Dr.'s home was featured in the Indie film ''Ironsides''. Wellfleet Bay is always in view. The Cape porch is a great place for morning coffee, watching Bluefish ''break'' on the beach, and enjoying the sunsets on on Wellfleet...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    285 Blue Heron Road 191011 / 8
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    285 Blue Heron Road (19101) ~ South Wellfleet ~ Three Bedroom with A/C and Wireless Internet Marconi Beach is nearby...Contemporary style house with a bright open floor plan, lots of glass, quiet wooded lot. Living/dining/kitchen area with eat-at counter, picturesque fireplace (for looking at, not...
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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 3 bedroom, 2 bath ranch style house in located in the Pleasant Point neighborhood along with other summer and year round homes. The house has an open living, kitchen and dining areas with access to the deck. The kitchen was recently renovated with Quartz countertops. On the main floor there...
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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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    • Air Conditioning
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    #315 Bay View House: Breathtaking views is just one of the many notable features of this art inspired Wellfleet home. Perfectly situated along 'Blackfish Creek' named after the whales that are prominent around Cape Cod, this home is accessible to everything Wellfleet and Cape Cod have to offer....
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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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    #301 The Oyster House: 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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    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 boasts a fully equipped...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    New Luxury Home1 / 13
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Overlooking beautiful Wellfleet Bay, this house is new and features expansive decks on two levels,with water views. Enjoy a fabulous location, just a block from bay side beaches, fun to collect shells and watch the sailboats in the bay breeze. This house has lots of extras like bamboo floors in the...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    #303 Harbor Peek Cottage: A week at the Harbor Peek cottage is what we all need to experience the true nature of vacation relaxation. Located in a quiet neighborhood adjacent the eastern side of Wellfleet Harbor, the Harbor Peek has a splendid deck for morning coffee with the birds, or afternoon...
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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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    360 Eastwind Circle (119173) ~ Bayside ~ Wellfleet Four Bedroom Home SUNDAY RENTAL Bayside Four bedroom central a/c home. Two full bathrooms. Nicely decorated and well maintained home in South Wellfleet. Bright Open floor concept, living room kitchen, dining area. Great wrap around deck with...
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    Wellfleet, Cape Cod 02420
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    20 White Tail Lane 991471 / 20
    (1)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    20 Whitetail Lane (99147) ~ Bayside ~ Wellfleet Beaches Nearby Privately located contemporary style home in Wellfleet. Centrally located to explore the outer Cape from Provincetown to Orleans and all the magnificent beaches, dining and shopping in between. A quick ride to Mayo Beach on the...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    #308 - Cove View Cottage1 / 24
    (1)Average
    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, 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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    #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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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Get in touch with the wildlife of Cape Cod at this 3BR, 2.5BA home (sleeps 8) just across from a tidal creek flowing into Cape Cod Bay. Travel the gorgeous trails of the Audubon Sanctuary, or drive 20 minutes to Provincetown. The marshes are calling! INSIDE THE HOUSE On a wooded road just north...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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