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Wellfleet Rentals for Seniors

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    Travelers to Wellfleet are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    32 Matching Rentals in WellfleetView all 263 rentals
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    Great Location at LeCount Hollow Beach A/C Sleep 61 / 23
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Spectacular Oceanfront on Cahoon Hollow Beach w AC1 / 20
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Ocean Breeze Cottage at Surf Side 200 steps from the ocean beach1 / 13
    (6)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Grill
    • Outdoor Dining Area
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    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 27, 2015
    Surf Side Cottages provide the perfect vacation. We've stayed in several different ones over the years and have found the one we like best, and we'll keep returning....but they...
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    About this property
    This cottage lives up to its name. 200 steps to the top of the dune that overlooks LeCount Hollow Beach. Many extras and upgrades add to your relaxing Cape Cod experience. This cottage can accommodate a maximum of 4 people. The living room has a gas fireplace, Wi-Fi Internet access and cable TV....
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    Wellfleet, Cape Cod 02663
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Ocean Views
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    Pet friendly
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    About this property
    You enter Ebbtide through a screened porch that opens into the living room with fireplace and cable TV. At one end of the living room is a fully equipped kitchen. The kitchen has a full- size refrigerator, gas stove, microwave, dishwasher, toaster, coffeemaker, dishes, pots, and pans dining table...
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    Wellfleet, Cape Cod 02663
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Black Fish Creek, Reasonably priced charm, comfortable cottage1 / 12
    (7)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Reviewed October 23, 2014
    Black Fish Creek is a well kept, handsomely decorated cottage packed full with everything you need feeling like home. The kitchen is fully equipped making your meals so...
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    About this property
    This charming cottage, built in the 1960s has been lovingly renovated, while keeping the original warm character. Includes cable TV and high speed cable Internet. The interior features cathedral ceilings, pine flooring an open floor plan and generous natural light and ventilation. The cottage...
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    Wellfleet, Cape Cod 02663
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Surf Rider Cottage at Surf Side - Roof-top Deck - Walk to ocean beach1 / 13
    (4)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Porch
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    Pet friendly
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    Surf Rider has three bedrooms, two with a queen size bed and one with two twin beds. It has one bathroom with a shower, and also has an enclosed outdoor shower. Surf Rider cottage is laid out in a split-level design. From the screened porch you enter the fireplaced living room, which is open to the...
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    Wellfleet, Cape Cod 02663
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Dunecrest at Surf Side - Cute 1-Bedroom Apartment - Walk to ocean beach1 / 11
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This one bedroom apartment boasts Cable TV and Wi-Fi Internet access. It is about two city blocks from the beach (an easy walk) and is very private. While not a free standing cottage, it is attached to a house where a retired couple live. It has a private entrance in front and a private back yard...
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    Wellfleet, Cape Cod 02663
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Silver Sands Cottage at Surf Side1 / 17
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
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    About this property
    Silver Sands is a 2 bedroom one bath cottage that has been renovated and is cute as a button. Although I'm not sure about the actual attractiveness of buttons, suffice it to say that this cottage is quaint and charming and one of my favorites. The first bedroom has a queen size bed and the...
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    Wellfleet, Cape Cod 02663
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Piney Ridge Cottage at Surf Side - Walk to ocean beach1 / 18
    (9)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    Reviewed November 3, 2014
    We fell in love with Piney Ridge immediately upon arrival. I loved the clean, comfortable but classic style of this 50's era cottage. Husband missed having a TV at first, we we...
    Reviewed September 28, 2014
    Piney Ridge cottage is charming and cozy and just a very short walk from the beach. Everything was very clean and in good working order. Armand was friendly and helpful and...
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    About this property
    Piney Ridge is a 3 bedroom, 1 bath cottage located just steps away from a magnificent beach in the Cape Cod National Seashore. Two of the bedrooms each have one queen size bed, and the third bedroom has two twin beds. It has a maximum occupancy of 6 people. There is one modern bathroom with a...
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    Wellfleet, Cape Cod 02663
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Ocean Views
    • DVD Player
    • Waterfront
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house, built in Colonial times, has beamed ceilings and wide- planked pine flooring. The open front porch, where there is almost always a delightful breeze, looks out through the trees to the Harbor. A short tenth of a mile stroll down Pine Point Way dead-ends at the Harbor, pictured above....
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    Wellfleet, Cape Cod 02667
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sea Breeze Cottage at Surf Side  Walk to ocean beach in National Seashore1 / 18
    (5)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
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    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 24, 2015
    Everything you could need in a rental, this little cottage has.The screened in porch with cheery white wicker is idyllic.The kitchen and bathroom shiny and so clean. The...
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    About this property
    Sea Breeze is a 3 bedroom, 1 bath cottage that is 360 steps from the top of the sand dune that leads down to the Cape Cod National Seashore beach at LeCount Hollow in South Wellfleet. It has one queen size bed in each of two bedrooms and two twin beds in the third bedroom. There is one bathroom...
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    Wellfleet, Cape Cod 02663
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful new home built in 2014 boasts central AC, 3 large bedrooms and one small additional bedroom upstairs, 2.5 baths and an outdoor shower. The downstairs master has a King bed and it's own en suite with stand up rain shower. There is a 1/2 bath in the hall. The living room opens to the...
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    Wellfleet, Cape Cod 02667
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Balcony
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    • Terrace
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely traditional Cape style house is located in Pleasant Point on the bayside of South Wellfleet. The neighborhood is quiet and great for family vacations. Walking distance to the house is Pleasant Point Landing - great for kayaking and swimming at high tide and perfect for beach roaming...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cape cod farm house1 / 19
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Yard
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    • Housekeeping Included
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    Pet friendly
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    Smoking allowed
    Reviewed 2 weeks ago
    Great stay in this beautiful farm house. Quiet and peaceful location. Easy access to bike trails and walking trails. Very close to beaches. And the front porch is a great place...
    Reviewed 3 weeks ago
    This was our first trip to Wellfleet and the vacation rental exceeded our expectations. The local lecount hollow beach is close to the house.The beach itself is worth walking or...
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    About this property
    3 bed room 2 bath farmhouse on the Cape Cod Rail Trail, National Park hiking trails, off-road biking trails in the Cedar Swamp trails at Marconi. All within walking distance from the house. Close to beaches,shoppin, town center, town pier, resturants, drive-in, and cinemas. Nice big private yard...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Ocean Views
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently renovated kitchen, with all new appliances, and amenities. Located right on the Harbor in Wellfleet, this property has superb waterviews, and large decks for entertaining. It's a short walk to town across Uncle Tim's Bridge. There is a private Beach on the property. Pets are welcome....
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    Wellfleet, Cape Cod 02667
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom, 1 bath home has an open floor plan with rustic cathedral ceilings. Cable TV and unlimited Wi-Fi Internet access along with central air-conditioning will keep you and your family comfortable. There is a patio outdoors with a table and chairs and a gas grill as well as an outdoor...
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    Wellfleet, Cape Cod 02667
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mayo Beach. 3 Bedrooms, 2 Baths. Outdoor Shower. Kayaks Included. Great location across from Mayo Beach! Great sandy South-facing for swimming, boating, exploring. This renovated cottage still retains it's 'Olde Cape Cod' charm with original wood floors, an open layout, and exposed beam ceilings....
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Best Price on Cape Cod1 / 16
    (1)Average
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed September 17, 2017
    This condo is in a beautiful wooded location next to a peaceful pond and just a short drive to beautiful beaches, the charming downtown areas of wellfleet and Provincetown. The...
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    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Wi-Fi
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    • Cable/satellite TV
    • Terrace
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    • Ocean Views
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sweeping panoramic views on Lieutenant Island, a very special spot in Wellfleet. Lieutenant Island is accessed by following a wooden bridge over to the island and then dirt roads lead you through the wooded landscape to the very tip ending at 'Lands End', this beautiful waterfront home that sleeps...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Pet friendly
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    About this property
    SPECIAL RATES: Rent for 2 weeks, June 24-July 8, 2018, and receive 25% off the posted price ($3,000 instead of $4,000). Private, quiet, wooded, one-story contemporary style house; 4 bedrooms; 2 baths. Can comfortably fit 8 people. Large great room with wall of windows; large deck overlooking...
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    Wellfleet, Cape Cod 02667
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Wellfleet Waterfront 5 Bedroom Vacation Home1 / 17
    (6)Very good
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    • DVD Player
    • Outdoor Dining Area
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 4, 2017
    Great view , great for families. everything you need in the kitchen- steve was great to respond to any issues we had.
    Reviewed July 25, 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...
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    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Private Yard
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    About this property
    Charming Wellfleet cottage in a fantastic location, with bay views! Only .3 Miles to Mayo Beach and a short distance to Wellfleet Pier, restaurants, galleries and all downtown Wellfleet has to offer. As a reverse style home, you'll find an open concept living, dining and kitchen area on the upper...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    Unique net zero/solar power home tucked away in the hills of Wellfleet. Close to town, bay and ocean beaches. Sleeps 6. This lovely contemporary Cape is tucked into the hills of Wellfleet just a 15 minute walk into town and a 10 minute drive to Newcomb Hollow Beach and all of the beaches on Ocean...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Nature lovers' paradise. Amazing location with stunning marsh and bay views and short walk to idyllic almost empty bayside beaches. Simple, architect-designed home built in 1983, positioned to enjoy southern light and expansive views of the ever changing marsh and bay beyond. First floor -...
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    Wellfleet, Cape Cod 02667
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    5 minute walk from Wellfleet Harbor & Blackfish Creek Centrally located, restored Captain's house / farmhouse on secluded Wellfleet 4 acre lot! 5 bedrooms, 2 1/2 baths, screened-in porch, and outdoor shower. Large terraced garden and patio, very private. Within minutes to ocean beaches, ponds and...
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    Wellfleet, Cape Cod 02667
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 5
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Located in a quiet wooded location, Pond View lives up to its name with a view of Gull Pond in Wellfleet. There is a hiking trail down the hill to the water where you will find a private beach area where you can swim or launch a kayak or small boat. This cottage is 1/2 mile away from the ocean...
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    Wellfleet, Cape Cod 02667
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Deck 2 condo in unique natural setting with pond1 / 20
    (10)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Reviewed October 17, 2017
    We visited Wellfleet for the Oyster festival and stayed at D5, Deck 2 Condo, which was perfect for us. 4 adults truly enjoyed this most comfortable condo, although it would have...
    Reviewed August 10, 2017
    This condo is in a perfect location close to beaches, ponds, and bike trails. The decor inside and out is impeccable! We loved every minute of our stay!
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    About this property
    Nestled in Tranquility. This three bedroom (2 br plus loft) rental, in Deck 2, near the Cape Cod National Seashore is an oasis unto itself! The condo is part of the wooded Deck 2 complex, which is situated around a lovely pond. Deck 2 is comprised of 31, contemporary free standing units, all...
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    Wellfleet, Cape Cod 02667
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The quintessential Cape experience - cedar cottage nestled in the woods on a quiet road in 'Deck 2' with wood fireplace, vaulted ceilings, and 2 decks. 5 minutes to the beach or town; easy to get to but hard to leave! he cottage is thoughtfully-architected with vaulted ceilings, efficient layout,...
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    Wellfleet, Cape Cod 02667
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    About this property
    3 Bedrooms - Sleeps 6 - has Cable TV and Internet access. ** House description: This 3 bedroom single family home is on a half acre of Land in a private woodsy setting and offers peaks of Cape Cod Bay. Discount offered if only 2 persons in your group. Call Owner with any Queations In this home...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Wellfleet, Cape Cod 02667
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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