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Holiday Homes and Apartments Wellfleet, MA

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    Travellers to Wellfleet are booking July dates now. Secure your holiday rental today, and have the perfect trip.
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    5 of 5 bubbles (35) Excellent
    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, 2 Bathrooms, Sleeps 8 | Quick View
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    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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 19 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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    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    #304 Beachfront Four: 50-feet to the water and directly across from Mayo beach, you'll walk to everything (beach, town, restaurants)!  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.... View all property information
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    Wellfleet, Cape Cod 02667
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    Studio, 2 Bathrooms, Sleeps 7 | Quick View
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    #309 - Victorian Dream:  Charm, history and character - all located in idyllic area of Wellfleet . Truly a dream! Victorian Dream is a ‘Wellfleet Original' but has been completely restored to date with the modern conveniences and luxury that we strive to offer our guests in every home. Peeks of... View all property information
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    Wellfleet, Cape Cod 02667
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    5 of 5 bubbles (1) Excellent
    Studio, 3 Bathrooms, Sleeps 9 | Quick View
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    #310 - Seas The Day: Ocean views! Updated luxurious home with views from almost every room. Perfect for your family. Set on a hill overlooking the bay with beautiful views of Chipman's Cove the Wellfleet harbor, Great Island and beyond this immaculate custom home offers plenty of stunning open... View all property information
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    Wellfleet, Cape Cod 02667
    5 of 5 bubbles Reviewed 17 November 2016
    I spent a week in May at this House in Wellfleet with my husband and we had a few friends join us. We had a wonderful vacation. The setting of this house is peaceful & relaxing...
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
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    Wellfleet, Cape Cod 02667
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    Studio, 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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    Studio, 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... View all property information
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    Wellfleet, Cape Cod 02667
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    Studio, 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... View all property information
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    Wellfleet, Cape Cod
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    Studio, 3 Bathrooms, Sleeps 11 | Quick View
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    This is a large 6 bedroom, 3 bath 1972 contemporary style, 3 level "beach house" located at the end of a short sand road in the Chequessett Neck area of Wellfleet. A spiral stairway leads through the 3 levels along with entry doors on the first and second levels. This rental may not be appropriate... View all property information
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    Wellfleet, Cape Cod
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    #307 Happy Acres Cottage: 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... View all property information
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    Wellfleet, Cape Cod 02667
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    Studio, 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, 6-12min. more to Indian Neck bay beach or 25 min. walk to downtown, this beautifully decorated rental home is tucked away in a wooded area... View all property information
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    Wellfleet, Cape Cod 02667
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    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    Watch the sunset over Wellfleet Harbor! Set on a bluff overlooking the water is this 4 Bedroom and 2 full bath Cape style home. Fabulous location--easy walk to both shops in town and swimming and strolling at bay! Inside is an eat in kitchen plus family and living rooms, den, plus Queen bedroom... View all property information
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    Wellfleet, Cape Cod
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    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    This cute and comfy 3 bedroom is nestled in a quiet wooded area down a dirt road off Lecount Hollow Rd. It is a short 9/10ths of a mile to Lecount Hollow Beach on the Ocean. You can also hop right on the bike path or visit the stores or restaurants (or French bakery!) all within walking distance... 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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    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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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    'The house was splendid. We have never stayed anywhere nearly as nice.''Your home is charming and comfortable, and is an absolute pleasure to be in.'This 3 bedroom, 2.5 bath custom-built home in Wellfleet is brand new. Set on a lovely wooded site, this pristine home with vaulted ceilings boasts a... View all property information
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    Wellfleet, Cape Cod 02667
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    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    This contemporary 4 bedroom 3 bath home on Lieutenant Island was built in 1994, is light and airy, nicely furnished, has all the usual amenities and is fairly private. The island's lovely sandy beaches can be reached by paths over the dunes in about 5 minutes. There are two decks, a large deck with... View all property information
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    Wellfleet, Cape Cod
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    Studio, 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... View all property information
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    Wellfleet, Cape Cod 02667
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    1 / 16
    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
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    Studio, 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 / 12
    4 of 5 bubbles (1) Very good
    Studio, 2 Bathrooms, Sleeps 7 | Quick View
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    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 28 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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    Studio, 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... View all property information
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    Wellfleet, Cape Cod
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    Located on the ocean side of Route 6 in a lightly wooded residential neighborhood, this 3 bedroom 2 bath contemporary Cape-style home has an open floor plan for the living, dining and kitchen areas. On this level there are 2 bedrooms, one with 2 twin beds and the other with a double bed, along with... View all property information
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    Wellfleet, Cape Cod
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    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    ID #HARRIS1 ~ Come Experience Wellfleet's Olde Cape Cod charm! [~]Set at the end of a quiet tree lined street is this wonderful 3+ bedroom, 1.5 bathroom, 1981 built and recently renovated Wellfleet pet-friendly vacation home. This home has an excellent location between Mayo Beach and Powers... View all property information
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    Wellfleet, Cape Cod 2667
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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.... View all property information
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    Wellfleet, Cape Cod
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    Studio, 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... View all property information
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    Wellfleet, Cape Cod
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    Studio, 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
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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... View all property information
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    Wellfleet, Cape Cod
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    Studio, 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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    #306 - Beach Respite Cottage: Classic Cape Cod - sandy trail 100 yards to semi-private beach! 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... View all property information
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    Wellfleet, Cape Cod 02667
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    Studio, 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
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    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 27 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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    Newly remodeled artist studio is nestled in the National Seashore and overlooks lovely Long Pond. Bask in the sun, read a great book and enjoy spectacular sunsets from the large deck and top off with a delightful fresh seafood dinner in the screened porch. Fully insulated and with electric heat,... View all property information
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    Wellfleet, Cape Cod 02667
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    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    This comfortable Wellfleet home comes well equipped with everything you'll need for your stay on Cape Cod. The skylight in the living room adds light, while the dining area has sliders that open out to the newly built deck. Two of the three bedrooms have a queen bed and a twin bed and one bedroom... View all property information
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    Wellfleet, Cape Cod
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    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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    Studio, 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 -... View all property information
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    Wellfleet, Cape Cod
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    Studio, 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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    5 of 5 bubbles (8) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Contemporary and Comfortable (4 bedrooms, 3.5 baths) on 1 1/2 wooded acres, 3000 sq. ft. plus, private access to the water for kayaking to Cape Cod Bay and Wellfleet Audubon Bird Sanctuary. Large deck overlooking private grounds, pristine salt marshes and beautiful sunsets. Balcony off the... View all property information
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    Wellfleet, Cape Cod 02667
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    Located in the Pleasant Point neighborhood, this 3 + bedroom 2 bath split level contemporary home, built in 1971, has wonderful views of Drummer Cove and is within a short walk to a neighborhood sandy/grassy bayside beach. A sandy path provides for walking along the shoreline which includes a large... View all property information
    Location Information
    Wellfleet, Cape Cod
    1 / 11
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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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 / 36
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • x
    About this property
    This contemporary Cape style home offers the peace and quiet of a wooded neighborhood and the benefit of being close to town. It is .6 from Main Street and 1.4 from the Wellfleet Town Pier. This rental offers 3 full bedrooms plus an additional double bed in the "sleeping nook" in the loft area. The... View all property information
    Location Information
    Wellfleet, Cape Cod
    1 / 10
    Studio, 1 Bathroom, Sleeps 5 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
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    • 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 / 23
    5 of 5 bubbles (4) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Grill
    • Satellite TV
    • Patio
    • Air Conditioning
    • Washer
    • DVD Player
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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... View all property information
    Location Information
    Wellfleet, Cape Cod 02667
    1 / 19
    Studio, 1 Bathroom, Sleeps 6 | Quick View
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    • Grill
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    • 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
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    Wellfleet, Cape Cod 02667
    1 / 12
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This beautiful, private, recently built cottage is ideal for a couple. It is located only 1 mile from Wellfleet's LeCount Hollow ocean beach (part of the Cape Cod National Seashore) and under a quarter mile from the Cape Cod Bike Trail. The ground floor, with cathedral ceiling, has an open living... View all property information
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    Wellfleet, Cape Cod
    1 / 13
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • x
    About this property
    This 4 bedroom, 2 bath Cape-style home is located in a quiet setting with partial views, at high tide, of Black Fish Creek, a tidal estuary from the bay. There is a deck that runs the length of the house, a large screened porch and lovely landscaping. The main floor consists the kitchen with a... View all property information
    Location Information
    Wellfleet, Cape Cod
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Parking
    • Air Conditioning
    • Patio
    • Washer
    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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
    Location Information
    Wellfleet, Cape Cod 02667
    1 / 19
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Washer
    • Parking
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    15 Way 625 (ID#127548)-Pond Front Cottage in the woods, set quietly on it’s own 4+ acre parcel perched above Long Pond. This rustic retreat surrounded by park lands offer extreme privacy. Tap into life’s simple pleasures, screened in porch area with rough hewn furnishings, many outdoor living areas... View all property information
    Location Information
    Wellfleet, Cape Cod 02642