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Holiday Rentals, Apartments and Homes in Wellfleet, MA

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    Travellers to Wellfleet are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 23
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | 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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    About this property
    This comfortable Wellfleet home comes well equipped with everything you'll need for your stay on Cape Cod. The skylight in the living room adds light, while the dining area has sliders that open out to the newly built deck. Two of the three bedrooms have a queen bed and a twin bed and one bedroom... View all property information
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    Wellfleet, Cape Cod
    1 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    About this property
    This 4 bedroom, 3 bath contemporary cape-style house, built in 2000, is located on almost an acre in a quiet residential neighborhood on the bayside. A short walk will take you to a path and overlook area with views of Chipman's Cove and Wellfleet Harbor. On the FIRST FLOOR an open floor plan -... View all property information
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    Wellfleet, Cape Cod
    1 / 12
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    This house is a convenient .7 miles to Mayo beach and just as convenient to the center of town. There is plenty of light in this house, a large deck and a pleasant yard. Main level: an open floor plan that includes the kitchen, dining area and living room with sliders leading to a large deck as... View all property information
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    Wellfleet, Cape Cod
    1 / 19
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    This special cottage is set on top of a sand bluff overlooking Cape Cod Bay and Wellfleet Harbor approximately 50 yards from the water. It can accommodate up to 3 adults and 2 children with its three bedrooms and its first floor living area consisting of a kitchen and sitting area. The 2nd floor... View all property information
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    Wellfleet, Cape Cod
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
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    Wellfleet, Cape Cod
    1 / 14
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    About this property
    Newer constructed home located on the Ocean side of Wellfleet, a 1/2 mile from Gull Pond and 1 mile from Newcomb Hollow Beach. Our house has hardwood floors and lots of sunny windows overlooking a secluded hollow in the woods. There is a large south facing deck with bar-b-cue grill and a private... View all property information
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    Wellfleet, Cape Cod
    1 / 17
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Ocean Views
    • DVD Player
    • Waterfront
    • Central Heating
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    • x
    About this property
    Attention!! Great Discounts! The weeks of August 21 - August 28 and August 28 - September 3 are newly available. Enjoy the last weeks of Summer for only $2100 (8/21-28) or $1900 (8/28-9/4) plus fees. Possibility of adding on 1-2 days after Sunday, Sept. 4. The house, built in Colonial times, has... View all property information
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    Wellfleet, Cape Cod
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    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Lt. Island in Wellfleet is Cape Cod's best kept secret. This house is exceptional in every detail. The main house has 3 bedrooms, with a king, a queen and two twin beds, 2.5 baths and a wraparound deck that overlooks the marsh and bay. The master bedroom and the en-suite bathroom are located in... View all property information
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    Wellfleet, Cape Cod
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Reverse floor plan home on Lt. Island. Enjoy the beach, the privacy and the views of Loagy Bay. Nicely furnished and well maintained is this 3 bedroom 2 bath contemporary home. It has lovely marsh and bay views from the large wrap around deck. Two bedrooms with a queen bed and two twins and a... View all property information
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    Wellfleet, Cape Cod
    1 / 8
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Enjoy your summer vacation at this comfortable 4 bedroom, 2.5 bath newly listed Wellfleet home. Located in a private area of Wellfleet, it offers a peaceful vacation setting, while still allowing easy driving access to several of Wellfleet's beaches! The home is 2 miles to Lecount Hollow Beach on... View all property information
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    Wellfleet, Cape Cod
    1 / 20
    1 of 5 stars (1) Terrible
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    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
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    Wellfleet, Cape Cod
    1 / 15
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This newly constructed 2 bedroom, 1.5 bath contemporary style house is located at the edge of Chipman's Cove, along with other summer cottages and year round homes and has wonderful views of the Cove and harbor beyond. It is a short walk to Burton Baker Beach on Indian Neck. The first floor... View all property information
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    Wellfleet, Cape Cod
    1 / 7
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This is a charming 2 bedroom 1 bath beach cottage set on the dunes within the Cape Cod National Seashore with fabulous views of the Atlantic Ocean and just a little more than a stone's throw from LeCount Hollow Beach. The knotty pine interior includes a nicely furnished living/dining area, a very... View all property information
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    Wellfleet, Cape Cod
    1 / 8
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This 2 bedroom, 1 bath cottage is part of a group of 16 cottages located on a knoll overlooking Wellfleet Harbor. It has a kitchen/dining area, a living room, two bedrooms, one with a queen bed and the other with 2 twin beds, and a bath with small tub and shower. There are wonderful views of... View all property information
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    Wellfleet, Cape Cod
    1 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This is a 3 bedroom 2 bath contemporary Cape-style house located in a small residential neighborhood on the ocean side of the highway. The house features hardwood floors, an expansive deck and a pleasant yard. The main floor has a open floor plan with the kitchen and dining area opening onto the... View all property information
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    Wellfleet, Cape Cod
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This lovely and bright 3 bedroom home has a spacious family room and study. It’s equipped with a Steinway grand piano, a ping-pong table, an enclosed outdoor shower and an excellent kitchen. The property features three bedrooms, two with a queen sized bed and one with two twin sized beds, as well... View all property information
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    Wellfleet, Cape Cod
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    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This 2 bedroom, 1 bath newly renovated (2014) cottage is part of the Wellfleeter Condominium complex located at the end of Mayo 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 beds and a bath with a shower... View all property information
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    Wellfleet, Cape Cod
    1 / 32
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • x
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    • x
    About this property
    Antique charm meets modern convenience at this beautiful Wellfleet vacation home, where you'll enjoy a private garden, a front porch with views of Duck Creek, and easy access to Cape Cod's many restaurants, shops, and natural wonders. Built in 1850 in historic downtown Wellfleet, this thoughtfully... View all property information
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    Wellfleet, Cape Cod
    1 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    This Cape Cod colonial has a view of Wellfleet Harbor and is a short walk to a high tide swimming area. The deck on this home is a wonderful place to catch the famous Cape Cod sunsets! Indian Neck beach is also a short drive away (about 1 1/2 miles). There is a Master Suite with a queen sized bed... View all property information
    Location Information
    Wellfleet, Cape Cod
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    This beautiful and modern Wellfleet home features lovely cove views and a spacious floor plan. With 3+ bedrooms and 2.5 baths, it sleeps 6 - 8 people. The open kitchen is great for entertaining and the large deck off the living area is cozy and great for catching some rays. The bedrooms are pretty... View all property information
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    Wellfleet, Cape Cod
    1 / 26
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • x
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    About this property
    This historic Wellfleet condo on Cape Cod boasts a large great room, a kitchen with hand-hewn wood beams, a beautiful bay view, and a gorgeous bathroom. You're near the town pier and Mayo Beach. You can head to the general store or area boutiques in mere minutes, too. This first-floor condo has it... View all property information
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    Wellfleet, Cape Cod
    1 / 23
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Grill
    • Satellite TV
    • Patio
    • Air Conditioning
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    • DVD Player
    • Waterfront
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    • Pet-friendly
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    • x
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    • 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
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    Wellfleet, Cape Cod
    1 / 16
    5 of 5 stars (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
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    • Waterfront
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    • x
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    • x
    About this property
    Brand New construction (4 bedrooms, 3.5 baths) on 1 1/2 wooded acres, 3000 sq. ft., 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 beautifull sunsets. Balcony off the upstairs master... View all property information
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    Wellfleet, Cape Cod
    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    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
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Grill
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    • x
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    About this property
    3 Bedrooms - Sleeps 6 : 8 day Holiday Special July 3 -11 ***House description: …This home is in a subdivision of finer homes on a paved road and offers water views of Chipman's Cove and peaks of Wellfleet Harbor's Boat Marina. ON 1st floor is a fully equipped Kitchen, Liv Rm, 2 bedrooms... View all property information
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    Wellfleet, Cape Cod
    1 / 12
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Balcony
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    • x
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    • x
    About this property
    Secluded by pines and oaks, this architect-designed spacious, light and bright home is comprised of two stories and a third level that has a completely private sundeck with a water view. The second level--at tree height--is an open floor plan featuring huge windows or glass doors on all sides.... View all property information
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    Wellfleet, Cape Cod
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
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    • x
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    • x
    About this property
    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... View all property information
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    Wellfleet, Cape Cod
    1 / 9
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
    About this property
    Enjoy this lovely, 2600 square foot vacation home located on a private road in the woods of Wellfleet. A sizable kitchen and family dining area offer a great place to gather for meals, and our spacious flagstone patio is perfect for family BBQ’s or hanging out together at the end of a day of fun.... View all property information
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    Wellfleet, Cape Cod
    1 / 11
    2 of 5 stars (1) Poor
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
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    • x
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    • x
    About this property
    This summer is the first time that we have ever rented our family home. It is a perfect place to come with your family and friends and just unwind. The bay is less than a 10 minute walk to the most amazing sunset you will ever see in Wellfleet. The beaches are less than 2 miles from the house... View all property information
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    Wellfleet, Cape Cod
    1 / 12
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • ?
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    • x
    About this property
    Beautiful year round home with waterviews from every window upstairs Upside down layout with dining room kitchen living room and master bedroom and bathroom upstairs Beds: 1 Queen Bed View all property information
    Location Information
    Wellfleet, Cape Cod
    1 / 11
    5 of 5 stars (1) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    The house has 5 bedrooms, 2/1/2 baths, a screened porch, and an outdoor shower. It is situated on a private, quiet 4 acre lot surrounded by a large flower garden and open woodland. It is within walking distance of a secluded bay side beach, and minutes to ocean beaches and ponds, and the bike path... View all property information
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    Wellfleet, Cape Cod
    1 / 33
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    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... View all property information
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    Wellfleet, Cape Cod
    1 / 4
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Renovated waterview home. Enjoy the private sunny deck and yard with waterview of Duck Creek. Walk a few steps from our cottage to Mayo Beach, Mac's on the Pier, Wellfleet Harbor restaurants, a playground and tennis. Head the other way and reach Mac's Shack, the art galleries, restaurants, candy... View all property information
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    Wellfleet, Cape Cod
    1 / 17
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • x
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    • x
    About this property
    Waterfront beach house with incredible sunsets and a panoramic view of Cape Cod Bay. Very secluded, set between sand dunes with large decks and private stairs to the beach. Beds: 1 King Bed, 1 Queen Bed, 2 Double Beds View all property information
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    Wellfleet, Cape Cod
    1 / 8
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Porch
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    • x
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    About this property
    2 minute walk to Wellfleet Bay..Look out from ''The Big House' 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... View all property information
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    Wellfleet, Cape Cod
    1 / 40
    5 Bedrooms, 3 Bathrooms, Sleeps 15 | Quick View
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    • Waterfront
    • Satellite TV
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    • ?
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    • x
    About this property
    This comfortable 5 bedroom waterfront cottage with breathtaking panoramic views of picturesque Wellfleet Harbor from the top of Chequessett Bluff. In the evening, enjoy a beautiful scene of the sun setting behind Cape Cod National Seashore's Great Island, on the patio just below the wrap-around... View all property information
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    Wellfleet, Cape Cod
    1 / 17
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Smoking allowed
    About this property
    You are afforded Privacy and Peace in this quaint, mid-century Cape Cod cottage that is 13 miles from P-Town and a 5-minute drive to Wellfleet's famous glacial ponds and ocean beaches. Please note that although we don't have AC, we're located atop a hill that allows nice cross-breezes. Cottage... View all property information
    Location Information
    Wellfleet, Cape Cod
    1 / 47
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Washer
    • Internet Access
    • Central Heating
    • Waterfront
    • DVD Player
    • Patio
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Located right on the Harbor in Wellfleet, this Wellfleet Waterfront property has superb waterviews, and large decks for entertaining. It's a short walk to town across Uncle Tim's Bridge. Private Beach on the property. Pets are welcome. Launch your own small boat, sailboat, canoe or kayak right... View all property information
    Location Information
    Wellfleet, Cape Cod
    1 / 17
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    Amenities & Details
    • Parking
    • Satellite TV
    • Central Heating
    • DVD Player
    • Washer
    • Porch
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    1950's , newly renovated , cozy cape cod cottage with large sunroom on a 3/4 acre lot , and just a few steps to the bay, and small craft landing. Set back from main highway on quiet back road 2-miles from the ocean , and 2-miles from town's main street. Indian Neck bay side beach is just a... View all property information
    Location Information
    Wellfleet, Cape Cod
    1 / 34
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Parking
    • Central Heating
    • Grill
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Quintessential Cape Cod - contemporary cabin on Blackfish Creek in Wellfleet Bay, Cape Cod. 2 story house with main bedroom and bathroom (shower only) upstairs. Downstairs has one room with a double bed- single top-bed bunk, second bedroom has 2 single beds that can be combined into a king,... View all property information
    Location Information
    Wellfleet, Cape Cod
    1 / 9
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Grill
    • Internet Access
    • Satellite TV
    • Parking
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This contemporary 4 bedroom home with cathedral ceilings, has 3 floors with 2 master bedrooms, 4 full bathrooms, and an outdoor shower. It is located on the ocean side of route 6 less than 1 mile from the ocean beaches (Beachcomber) and 1 mile to the center of Wellfleet. The is our family home and... View all property information
    Location Information
    Wellfleet, Cape Cod
    1 / 59
    5 Bedrooms, 2 Bathrooms, Sleeps 13 | Quick View
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    Amenities & Details
    • Waterfront
    • Patio
    • Washer
    • Internet Access
    • DVD Player
    • Central Heating
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Walk about 30 seconds to our private, sandy beach. Enjoy full water views from a south facing 2,000 square foot Cape Cod - Colonial style 2 level (1st and 2nd floor, NO basement) home. Beautiful bay beach with gentle waves. Great for swimming (no rip tides here), exploring the Cape Cod National... View all property information
    Location Information
    Wellfleet, Cape Cod
    1 / 3
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • Central Heating
    • Patio
    • Grill
    • Washer
    • Porch
    • Balcony
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Oceanfront house in National Seashore & Magnificent Beach with large deck off master bedroom. Watch sunrise overlooking ocean. Sleeps 6+, 2 bathrooms. Also another deck with lounge chairs and dining table off of fully equipped kitchen. This is a very private location minutes from the... View all property information
    Location Information
    Wellfleet, Cape Cod
    1 / 6
    3.5 of 5 stars (3) Average
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    One and two bedroom fully equipped cottages. Partly wooded and each has own picnic area with table and grill. One mile to beautiful ocean beaches, 3 miles to town center and harbor, 1/4 mile to bike trail and rentals. Reasonably priced. Booking for weekly, seasonal or nightly. Open May-October.... View all property information
    Location Information
    Wellfleet, Cape Cod
    1 / 19
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • Parking
    • Washer
    • Air Conditioning
    • Patio
    • DVD Player
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Set within the trees and surrounded by the neighborhood wildlife, this charming 4 bedroom, 3.5 bath home has everything one would need for the perfect Cape Cod vacation, including stunning sunset views across the Wellfleet Bay and a gorgeous stretch of private beach that is just a minute walk from... View all property information
    Location Information
    Wellfleet, Cape Cod
    1 / 36
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Washer
    • Central Heating
    • Waterfront
    • Balcony
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    30 Steps to the beach! A South facing 800+ square foot Cape Cod style 2 level home (1st and 2nd floors, no basement) with lots of windows, sliders, & decks. The Little Neck comfortably accommodates up to 5 people and is about 30 steps to the beach. Our private bay beach has relatively warm... View all property information
    Location Information
    Wellfleet, Cape Cod