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Wellfleet Holiday Rentals

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    Travellers to Wellfleet are booking September dates now. Secure your holiday rental today, and have the perfect trip.
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    Spectacular Private Waterfront and Beachfront Home1 / 19
    (36)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Great Location at LeCount Hollow Beach A/C Sleep 61 / 8
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Bright, colorful house - walk to the beach, restaurants, galleries, and more!1 / 32
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Experience peace and comfort at this two-bedroom-plus-loft townhouse on Cape Cod. Perfect for a family or other groups of up to six guests, it offers a charming cabin ambiance in a woodland setting that's far from the hustle and bustle of city living. Welcome to Wellfleet, a tiny town between the...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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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
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    #312 A Dream House: Tucked deep into the woods off of a quiet dirt road, you'll find this secluded Wellfleet paradise. The name, 'Dream House' is an understatement for what this home has to offer. Completely updated with new-modern furnishings, renovated rooms including baths and kitchen, and an...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    #304 Beachfront One: 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....
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Porch
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    Pet friendly
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    Smoking allowed
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    #313 Homestead House: Modern Cape-style home in sought after location of Wellfleet. This exceptionally roomy and sun-drenched home caters to large family and friend gatherings, providing ample space for the whole group. Vaulted first floor with an open-concept design includes chef's kitchen with...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 11
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    #310 - Seas The Day1 / 26
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Reviewed 16 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 &amp...
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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 spaces...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Wellfleet Vacation Cottage Deck2 Condos1 / 14
    (3)Average
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
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    • Terrace
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    Reviewed 23 June 2017
    We had a wonderful time during our stay in the cape. The condo was just what we expected and Marc and Shana were wonderful host and very accommodating. We would highly...
    Reviewed 25 July 2016
    This was a wonderful place to stay! Owner was so nice and the condo was fully stocked with everything you would need (except for linens - but we knew that). It was in such a...
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    About this property
    Nestled within the tranquil pines, this desirable vacation spot is centrally located within the National Seashore with easy access to all of Wellfleet's ocean & bay beaches, fresh water ponds and the bike trail.<BR>Part of the prestigious 'Deck 2' complex, this contemporary cottage offers natural...
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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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    About this property
    This comfortable home is nestled on a wooded corner lot in a quiet neighborhood. The first level features an open floor plan with a fully equipped kitchen and breakfast bar, dining room, and living area with a doorway to the new deck and outdoor shower. There are 2 full baths, one on each floor,...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Patio
    • Private Garden
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    Pet friendly
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    Smoking allowed
    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...
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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 6 Quick View
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    Lovely 3 bedroom, 2 bath Wellfleet condominium with spectacular views of Drummer Cove. This first floor unit has a large dining room, fully equipped kitchen and spacious living room with a fireplace and sliding doors to a large deck. The house comes equipped with modern commodities such as flat...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    This expanded Cape Style home is close to town, shops, galleries and local restaurants. The property boasts a large, two-tiered deck and patio area equipped with a charcoal grill and outdoor furniture as well as a Mosquito Magnet to make it more comfortable. The deck overlooks a large backyard...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 1 Bathroom, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This 3 bedroom, 2.5 bath Cape style home is centrally located as you can walk to town or Mayo Beach in about 10 minutes. The first level has a nice kitchen, sliders to the deck from the dining and living room and a bar/sink area in the living room for easy entertaining. The first floor bedroom...
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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 7 Quick View
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    #309 Victorian Dream:  Originally built in (****) , though it's been completely restored to date with the modern conveniences and luxury that we strive to offer our guests in every home. Peeks of harbor! Renovated, eat-in kitchen with custom cabinetry and soap stone countertops with access to 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 lovely Cape style home is in a quiet area within a 10 minute walk through the woods to Dyer Pond. It is nicely decorated and boasts new wood floors (2012) in the main living area. The first level has an open floor plan with a comfortable living room, fully equipped kitchen and dining area with...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    This lovely cottage boasts beautiful and unsurpassed views of the Atlantic Ocean. Enjoy these views from the first floor living and dining room. This level also has one bedroom with a queen sized bed, a fully equipped kitchen with a door to the screened porch, and a full bath. Up the unique, curved...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    This 4 bedroom, 3 bath waterfront post and beam, beach house was built in 1975 with a bedroom/bathroom addition completed in 2000. The house is nestled on a dune among the scrub pines of Blackfish Creek, a tidal estuary from Cape Cod Bay,in the Pleasant Point neighborhood of Wellfleet. On the main...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    #305 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. Watch...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    This centrally located Victorian style 3 bedroom home is just a short distance from the harbor and village center. The interior of the home features bright eat-in kitchen and living room with comfortable seating and flat screen TV. A door from the living room opens onto the wrap-around screened in...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    #301 The Oyster House: bought and renovated in 2011 and has been home to hundreds of vacationers over the years. Built in the 1950's, it has been modernized in both design and functionality giving it's guests the best of Cape Cod tranquility, and cottage experience while having thoughtful updates...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    This tastefully decorated home offers a modern kitchen with an informal dining/family TV room, as well as a formal dining and living room. The first level also offers a full bath with shower and a bedroom with a full sized bed. The second level features two bedrooms, one with a queen sized bed and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Enjoy this pet-friendly, (small dogs only, under 20 lbs.) home in a nice, private Wellfleet location. The interior boasts an open living room, dining area and full kitchen. The first level also offers a bedroom with a queen sized bed and TV for your convenience. Upstairs is a second bedroom with...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 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,...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    This Wellfleet home was built in 2002 and has great features like a custom screened in porch and enclosed outdoor shower.The first level has an open floor plan with a large dining area, living room and fully equipped kitchen with doors leading to the deck, a bedroom and full bath. There are 4...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    With 4 bedrooms and 2 bathrooms, this rental house near the town center sleeps 8 very comfortably and has tons of space to relax. It is located about a half mile from the center of Wellfleet with shops and restaurants. It is also just under a mile and a half to popular Mayo Beach! The first floor...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    This recently refurbished 2 bedroom, 1 bath cottage is part of the Wellfleeter Condominium complex located at the end of Mayo Beach with 400 feet of sandy 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...
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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 8 Quick View
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    #302 Seashore Sunny: Great family escape near untouched National Seashore!  This home has been rejuvenated with a beautiful eye to details in 2016.  A traditional Cape on a quiet street and you can't pick a better location.  The infamous PB's Boulangerie is 1/5 mile away while a quick walk to Duck...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Just a mile from Main Street, this home is close to both bay and ocean beaches and Wellfleet center and harbor. This unique home offers great gathering spaces, as well as privacy for the entire family. The large kitchen has newer stainless appliances and lots of workspace. There is an informal...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Very nicely furnished cape style home offering many amenities including a Ping pong table & Horseshoe pit. It is in a very private area on the road leading to Lieutenant Island, this home is equidistant between the bay and the ocean. The first floor offers two bedrooms, 1 with 2 twin beds and 1...
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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 6 Quick View
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    This is a newly updated, lovely 3 bedroom, 2 and a half bath home that sleeps 6 comfortably. It is located right on Long Pond and offers beautiful views from almost every room in the house. Swim or kayak right from your backyard or just enjoy some nature watching while lounging on the deck. The...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    About this property
    This great property is actually two vacation homes in one. The first level offers a well equipped kitchen, dining room and a living room with sliders to a deck and a great view. There are also 3 Bedrooms and 2 bathrooms, with one bedroom have a unique rounded window seat. The lower level is like a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
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    This roomy split level cottage is in a private area near Indian Neck Beach in Wellfleet. The upper level has a bright, open floor plan with views of Blackfish Creek from the living room, dining room and fully equipped kitchen. There is also a full bath and bedroom with a queen bed. You have access...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    This Wellfleet Cottage sits in a convenient location within walking distance to town center, Mayo Beach, Wellfleet Pier, Bookstore Restaurant and more! The interior of the home boasts a fully equipped kitchen with dining, full bathroom, living room and three bedrooms. The Master Bedroom features a...
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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 5 Quick View
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    Smoking allowed
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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...
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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 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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
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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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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This is a 4 bedroom 2 bath centrally AIR CONDITIONED contemporary Cape-style home on the bay side of Route 6. It is located in a lovely neighborhood on a quiet residential street. The large deck overlooks an area of trees and conservation land. The main floor has a large open kitchen, dining, and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    This large, contemporary home located on Bound Brook Island offers privacy, beautiful water views and great sunsets over Cape Cod Bay from the deck. With 5 bedrooms and 3 baths, the property accommodates 10 comfortably. The first floor offers two bedrooms, one with a queen sized bed and one with...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Satellite TV
    • Grill
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Price $1245 Rates include all charges; no hidden fees! Wellfleet Marsh View Vacation Condo in The Lewis Collins House built in 1880 and wonderfully renovated. Just .5 mile to Mayo Beach! This first floor one bedroom condo is located just a short distance to Wellfleet Pier and Main Street where you...
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    Wellfleet, Cape Cod 2667
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    This spacious 3 bedroom, 3 bathroom Cape-style home is located on a sand road on the ocean side of Route 6 on 2+ acres of land which offers both privacy and a pleasant outdoor space while being about 1/2 mile from Wellfleet Center. On the FIRST FLOOR there is a kitchen with a small eat-in area, a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Central Heating
    • Satellite TV
    • Parking
    • Internet Access
    • Grill
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    UNAVAILABLE A FEW MINUTES WALK FROM THE DRIVEWAY TO INLET AND BURTON BAKER BEACH. Location of Indie movie IRONSIDES .Cable and Internet Access*** 2 min walk from Wellfleet Bay..The Florida House has very open, airy rooms. The living room is large and is a great place for entertaining and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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