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Wellfleet Vacation Rentals

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    Travellers to Wellfleet are booking July dates now. Secure your vacation rental today, and have the perfect trip.
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    58 Kerouach Rd. (ID#128302) ~ 3 Bedroom Home ~ Wellfleet Like new, hilltop getaway on the ocean side of the Cape allows easy driving access to the ocean beaches and many swimming ponds. This clean and tidy home was built in 2004 and offers 3 bedrooms; one on the main level with 1 queen bed, 1 bdrm...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Walk to high tide swimming from this 3 bedroom, 2 bath Wellfleet home. The bright, sunny interior is boasts hardwood floors and new furnishings. There are three bedrooms, two on the first level and one on the second, as well as two full baths, one up and one down. The Master Bedroom, located on the...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 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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    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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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This is a 3 bedroom 2 bath contemporary saltbox-style house located on an acre of land at the end of a quiet cul-de-sac adjacent to the Cape Cod National Seashore.The house features AC units in all the bedrooms, hardwood floors, tasteful furnishings, an expansive deck with privacy screen and a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    450 Old Chequessett Neck Rd. (ID#130414) ~ 4+ Bedroom Home With Central A/C Enjoy the quiet location and views of Chequessett Neck Golf course from this luxury, 4+ bedroom hill top home. This lovely and well cared for home is located on a dead-end road with little traffic. There are 4 bedrooms in...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    This is a beautiful 3 bedroom with views of Blackfish Creek. There are lovely decks on almost all sides of the house and pretty landscaping. The interior features a multi level layout. The living room is open and spacious with entry onto the deck and views from the large windows and French...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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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 to 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...
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    Wellfleet, Cape Cod 02420
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    This 3 bedroom 2 bath contemporary Cape-style home was built in 2004 and is located on a knoll in a small residential neighborhood on the ocean side of Route 6, between Gross Hill Road and Gull Pond Road. The interior is bright and open and there is a front porch as well as a deck off the dining...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    140 B Long Ave (ID#136851) ~ Drummer Cove 3 Bedroom Home Ready for 2018 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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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    180 Holbrook Ave (ID #127332) Wellfleet Village Area Come explore Wellfleet from this cherished Cape Cod home, quietly set back off of Holbrook Ave. just down the lane from Main Street and near the Bay. This home has 2 bedrooms on the main level. Go through the front door into a homey living area...
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    Wellfleet, Cape Cod 02646
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    This rustic waterfront house is located at the tip of Pleasant Point with views from every room of the house. It offers an open living room, dining room and kitchen space with Central Air Conditioning & WIFI. In the house, you have beautiful views from wherever you sit or stand. Down the hallway...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    This is a 1970's contemporary style house with a newer studio cottage offering a total of 4 bedrooms and 2.5 baths. The main house has one bedroom with 2 twins on the ground floor along with a full bath, the living, dining, and kitchen areas as well as a screened porch. The 2nd floor has a half...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Immerse yourself in the natural beauty of Massachusetts when you stay at this 4-bedroom, 3-bath vacation rental house which sleeps 8 to 10 in Wellfleet. Nestled at the dead end of a road on 2 secluded acres, this charming bungalow offers plenty of features - including several windows, wraparound...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    This 3 bedroom, 1 bath cottage is part of a group of cottages,The Wellfleeter Condominiums,located at the end of Mayo Beach on Wellfleet Bay. It has a kitchen with a dishwasher,a dining area, a living room, 3 bedrooms, one with a queen and the other two with 2 twin beds in each. The bathroom has...
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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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    • Grill
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    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 4 Quick View
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    60 A Long Ave (ID#127414) Wellfleet 2 Bedroom Cottage With A/C and Wifi 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...
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    Wellfleet, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, Sleeps 4
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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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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    260 Paine Hollow Road (Main House) (ID #138212) ~ Bayside 3 Bedroom Antique Home ~ Paine Hollow/Pleasant Point Area New pictures coming soon with new improvements and renovations by excited new owners! Walk to the bay from this newly renovated 1790 antique full cape home (can also be rented with...
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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 traditional 3 bedroom 1.5 bath beach cottage, built in the early 1900's, is located across the street from Wellfleet Harbor and Mayo Beach. The first floor has a small kitchen with a dining area, living room with another dining area, 2 bedrooms - 1 bedroom has a double bed and a twin bed and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Mayo - 11811 / 11
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    2 BR | 1 BA | Sleeps 4 This Wellfleet cottage is a short walk to Powers Landing and Mayo Beach. There are two bedrooms with a full bed and two twins and a full bath. DOGS ALLOWED WITH $100 CLEANING FEE AND PROOF OF FLEA/TICK PROTECTION. - All reservations have a $75 reservation fee and a refundable...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This home features a very private location as it's tucked away at the end of a quiet road. Yet it is still close to the Center, recreation, restaurants and galleries. On the first level is a living room with vaulted ceilings, dining room, and kitchen. There is also the first bedroom which features...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This one level, renovated family home features a fully equipped, new kitchen, a new master bath, and more! The Master Bedroom offers a full sized bed and private bathroom, the second bedroom has 2 twin sized beds and the third bedroom features a twin trundle bed. There is also a full bath and a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    **3 WEEK MINIMUM RENTALS ONLY**This charming and newly renovated 1 bedroom, 1 bath cottage is part of a seven unit condominium located in Wellfleet Center just steps to the five-star Library, the shops, galleries and restaurants and a short walk, approximately 1 mile, to the Wellfleet Harbor and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    This 4 bedroom, 2 bath waterfront Cape-style home, built in 1983, is set on top of sand dune overlooking Wellfleet Harbor, Great Island and Cape Cod Bay beyond. The views are breath taking. There is a stairway (steep) leading to a sandy beach with swimming at mid tides as well as kayaking and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Enjoy breathtaking water views from this gorgeous 3 bedroom, 1.5 bath home next to Indian Neck Beach. The property features a large, open kitchen, livingroom and dining room - all with beautiful views of the water. The Master Bedroom has a queen sized bed and direct access to the deck, the second...
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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 6 Quick View
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    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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    30 Gulch Rd. 1276211 / 12
    (1)Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    30 Gulch Rd (ID#127621) - Oceanside 4 Bedroom Home-National Seashore SUNDAY RENTAL This Spacious 4 bedroom, 4 bathroom house in Cape Cod National Seashore with distant ocean view, built in the 1950s by renowned modernist architect Serge Chermayeff is available for your enjoyment. This home is set...
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    Wellfleet, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    This two room, one bedroom condo is conveniently located across from Mayo Beach and Wellfleet Harbor. The front of the condo offers water views and the center of town is just a short walk away. The main room features a kitchen area with a half bath and sliders to the deck as well as a comfortable...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    The tranquil setting at this 4BR/3BA Cape Cod home will put you in full vacation mode. Set on 1.5 acres of land with soaring pine trees, the house is less than 10 minutes from beaches on the ocean and bay. Visit nearby Bound Brook Island Beach for one of the most beautiful and secluded landscapes...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    254 Old Wharf Road (ID #130935) ~ 1 Bedroom With A Loft Bedroom ~ Old Wharf Area Classic A-Frame retreat with a warm, wooded interior located near Old Wharf Point. This quiet home is approximately 1100 square feet on a nice size wooded lot. The floor to ceiling windows provide a feeling of being...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    241 Main Street (ID #134371) ~ Wellfleet Village Three Bedroom Greek Revival Enjoy the in-town location of this beautifully, and meticulously renovated 1826, Greek Revival, antique home. Easy access to the restaurants, galleries, library, Preservation Hall, farmers Market, pier, Mayo Beach and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
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    New in 2004, this is a centrally air conditioned, spacious 3 bedroom 2.5 bath contemporary Cape-style home located in a private setting about 2 miles from Indian Neck Beach. New for 2015 your pets are allowed as long as they are hypo-allergenic, under 20 lbs. and non-shedding. The house sleeps 7...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    This 4 bedroom, 2.5 bath upside down house sits at the end of a sand road and overlooks Drummer’s Cove, a tidal estuary, offering picturesque views.  Upon entrance, you will find 4 bedrooms and 2 full baths on the first floor.  The master bedroom, with en suite bath and views of the Cove, has a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Retreat to this 1300 square foot, 4 bedroom, 1.5 bath traditional Cape Cod summer cottage offering you an escape and a chance to truly unplug this summer. Sit by a private kettle pond in a blissfully serene setting surrounded by the Cape Cod National Seashore Park. Take a walk through the woods to...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    A warm and delightful oasis, this light and airy, open concept home is nestled atop a quiet wooded knoll less than two miles from Wellfleet Center. Galleries, beaches, and restaurants are less than five minutes from your doorstep. Cathedral ceilings, well-equipped kitchen, gas grill, WIFI, new...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    1 BR | 1 BA | Sleeps 2 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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This secluded and rustic National Seashore home with 3 Bedrooms and 1.5 baths is a great spot for a peaceful getaway to the Cape. There is a cathedral ceiling, rough hewn barnboard walls and an open living and dining room with sliders in the kitchen and Master Bedroom that lead out to the multiple...
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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 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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Balcony
    • Terrace
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    Gaze out at the charms of downtown Wellfleet from your second-floor balcony in this 4BR/3BA home. Restaurants, shops, and the coastal town’s famous galleries are just steps away. Head down Main Street towards the Town Pier, Mayo Beach, and Wellfleet Harbor. Refreshing Atlantic beaches are a quick...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    This is a 3 bedroom, 2 bath contemporary house with cathedral ceilings built in 1970 and renovated in 1990. It is filled with light from the cathedral ceilings, many windows and sliding glass doors that lead to decks that encircled the house. There are two bedrooms on the main floor, one with a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This comfy cottage sits high on a hill offering amazing views of Chipmans Cove. Come and relax on the back deck and enjoy the view and the famous Cape Cod sunsets. Enter the lower level and you will find a nice TV room, full bath and on the other side a washer/dryer. Up the stairs on the main...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Studio, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    Enjoy your Wellfleet vacation at this 3 bedroom, 1.5 bath home, which is just over a mile from Lecount Hollow Beach! Nestled in this quiet neighborhood of Wellfleet on the bay side with distant views overlooking Blackfish Creek & near: Wellfleet freshwater ponds, Ocean & Bay Beaches, bike trail,...
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    Wellfleet, Cape Cod 02667
    Condo/Apartment - 2 Bathrooms, Sleeps 7
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