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Holiday Rentals in Wellfleet, MA

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    1 / 18
    5 of 5 bubbles (35) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 17
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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 02667
    1 / 14
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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... View all property information
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    Wellfleet, Cape Cod 02667
    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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    1 / 30
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Our cottage is completely new for the 2013 season and shares the gardens and beach with our B&B,Aunt Sukies B&B. We live at the B&B,have 3 guest rooms,adults only, and have been in operation for 20 summers. The Cottage is surrounded by flower gardens, water views and the wonderful private beach,fun... View all property information
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    Wellfleet, Cape Cod 02667
    Reviewed 18 June 2014
    Early September in Wellfleet at this cottage was spectacular. Quiet yet social at the B&B on same premises if we felt like it. Clean, bright, small kitchen but stocked with what...
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    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    #309 - Victorian Dream:  Charm, history and character - all located in idyllic area of Wellfleet . Truly a dream! Victorian Dream is a ‘Wellfleet Original' but has been completely restored to date with the modern conveniences and luxury that we strive to offer our guests in every home. Peeks of... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 23
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    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.... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 23
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    #304 Beachfront Four: 50-feet to the water and directly across from Mayo beach, you'll walk to everything (beach, town, restaurants)!  Classic Cape Cod charm awaits you in this sweet cottage on the water.  Located directly across the street from Cape Cod Bay, its view will leave you breathless.... View all property information
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    Wellfleet, Cape Cod 02667
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    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Enjoy a magical vacation in a cottage in the Wellfleet woods, near pond and ocean. Situated down a dirt road that runs parallel to the ocean, the cottage, of 'salt box' design (with cathedral ceiling), was formerly a carriage house. It is adjacent to the house of John Young Nucomb, which Thoreau... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 33
    5 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    Wellfleet restored Captain's house / farmhouse on secluded 4 acre lot. 5 bedrooms, 2 1/2 baths, 2 kitchens, screened porch, and outdoor shower. Large terraced garden and patio, very private. Within minutes to ocean beaches, ponds and bike bath through National Seashore. Close to Wellfleet center... View all property information
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    Wellfleet, Cape Cod 02667
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    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    Fun Cape Cod Summer house, Great for Families looking to enjoy all the Cape has to offer. 3 miles from the Beachcomber and 1 mile to Cape Cods white sand beaches. You can Kayak out into Drummer Cove, Lieutenants Island and Wellfleet harbor right from the back yard. This charming 5 bedroom... View all property information
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    Wellfleet, Cape Cod 02667
    Reviewed 25 July 2014
    I rented here to have a place where several score members of my family could have meals and participate in our croquet game (trophy to the winners), as well as house my children...
    Reviewed 26 May 2014
    Beautiful new kitchen, cozy living room and den with overstuffed and very comfortable furniture. Plenty of room for sleeping for our group of 7. Very good beds. Great deck with...
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    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    30 Captain Bellamy Road (ID#134336) - Central AC - Marconi Beach Area - Bike Trail April 2017: NEW OWNER LISTING - Updated Photos to Follow - . Luxurious house in a quiet neighborhood in Wellfleet on the Cape Cod Rail Trail. Can walk or bike the 1.5 miles to the Cape Cod National Seashore or pick... View all property information
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    Wellfleet, Cape Cod 02667
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    190 Thoreau Way (ID#130359) ~ National Seashore 2 Bedroom Home And Studio ~ Higgens Pond And Ocean Area Near to the ocean & secluded pond beaches from this serene, oceanside, getaway. Nestled deep in the National Seashore woods, it offers the ultimate privacy & quiet for you to relax & renew in a... View all property information
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    Wellfleet, Cape Cod 02667
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    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    This is a charmingly rustic two bedroom cottage, a favorite due to its quiet location nestled amongst pines and oaks in the back of this spacious compound. It is also one of the larger cottages, second in space only to the main cabin roadside. It has a fully equipped (new in 2015) eat-in kitchen,... View all property information
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    Wellfleet, Cape Cod 02667
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    #315 - Bay View House:  Breathtaking views is just one of the many notable features of this art inspired Wellfleet home. Perfectly situated along 'Blackfish Creek' named after the whales that are prominent around Cape Cod, this home is accessible to everything Wellfleet and Cape Cod have to offer.... View all property information
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    Wellfleet, Cape Cod 02667
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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... View all property information
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    Wellfleet, Cape Cod 02667
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    #311 - A Shore Thing: Modern, 3,000+ sq. ft., architect-designed home in prime Lieutenant Island location. Views and privacy. 2 master suites, Outdoor Shower, 2½ baths on 2 levels; 3rd floor loft; main level den ; sleeps 9 comfortably. Walk to private bay beach; short drive to ocean beaches, ponds.... View all property information
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    Wellfleet, Cape Cod 02667
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    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    #310 - Seas The Day: Ocean views! Updated luxurious home with views from almost every room. Perfect for your family. Set on a hill overlooking the bay with beautiful views of Chipman's Cove the Wellfleet harbor, Great Island and beyond this immaculate custom home offers plenty of stunning open... View all property information
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    Wellfleet, Cape Cod 02667
    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 & relaxing...
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    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    95 Indian Neck Road (ID#130276) ~ 3 Plus Bedroom Cottage ~ Indian Neck Fabulous beach house just 2/10 of a mile up the road from beautiful, sandy Burton Baker Beach! Raw and painted woods warm the interior of this home giving it the nostalgic feel of Old Cape Cod. Grassy yards with pretty fenced... View all property information
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    Wellfleet, Cape Cod 02667
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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 -... View all property information
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    Wellfleet, Cape Cod 02667
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This antique home is situated in a convenient location within walking distance to both the Town Marina and Wellfleet Center. The first level of the property features a living room, fully equipped kitchen, comfortably furnished den, full bath, and one bedroom with a queen sized bed. The second level... View all property information
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    Wellfleet, Cape Cod 02667
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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,... View all property information
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    Wellfleet, Cape Cod 02667
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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
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    Wellfleet, Cape Cod 02667
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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... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 17
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Whether you prefer the kayaks and canoes of the freshwater kettle ponds, the beautiful bluffs and salt waters of the famous oceanside Cape beaches, or the tranquility of Cape Cod Bay, this cozy 2BR(sleeps 5) Wellfleet home is ideally located and perfectly outfitted to guarantee a wonderfully... View all property information
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    Wellfleet, Cape Cod 02667
    Reviewed 23 September 2015
    Only negative thing was there was nothing walking distance and I tried all directions. Owner was very nice.
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    1 / 14
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    This 2 bedroom, 1 bath"knotty Pine" beach cottage was built in 1960 with improvements over the years - most recently a remodeled kitchen (2012) with dishwasher, the addition of Cable TV, Internet Service, washer and dryer - and overlooks Chipman's Cove and Wellfleet Harbor. The cottage is small,... View all property information
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    Wellfleet, Cape Cod 02667
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    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Overlooks Drummer Cove, a tidal cove with water views but not swimming access. This lovely cottage sits 385 feet off the main road. It is a very private property on 1.5 acres surrounded by trees and the cove. Only 1/10th of a mile to the bike path, the French bakery, the general store, and is 1.1... View all property information
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    Wellfleet, Cape Cod 02667
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This beautiful, spacious & well cared for Cape Style home features 3 bedrooms and 2 baths and sleeps up to 8 comfortably. There are many windows and sky lights, which bring in great natural light and add an airy ambiance to the home. Enter the main level where you will find a well furnished living... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 22
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    #303 - Harbor Peek Cottage: A week at the Harbor Peek cottage is what we all need to experience the true nature of vacation relaxation.  Located in a quiet neighborhood adjacent the eastern side of Wellfleet Harbor, the Harbor Peek has a splendid deck for morning coffee with the birds, or afternoon... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 24
    5 of 5 bubbles (4) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Wellfleet's charming Hidden Hollow Cottage is situated on a private acre of land, surrounded by 30 acres of open-to-the-public conservation land. The cottage sleeps 10, with four bedrooms, two bathrooms, and two living rooms. There are two dining areas, one inside and one outside with views of... View all property information
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    Wellfleet, Cape Cod 02667
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This wonderful 4 bedroom contemporary cape style home is located at the end of a private cul-de-sac with water views of Drummers Cove. The open floor plan combines the kitchen, dining, and living room, which are all nicely appointed and great for family and friends. Large sliding glass doors on the... View all property information
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    Wellfleet, Cape Cod 02667
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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 02667
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    4.5 of 5 bubbles (4) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    216 Samoset Avenue (92775) ~ Bayside ~ Indian Neck Beach Area Secret hide-a-way tucked in the trees among the Hydrangea and just 1/10th mile from Burton Baker Beach at Indian Neck on the Bay in Wellfleet. Just stroll down the sandy lane and the beach is there waiting for you. The house has an... View all property information
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    Wellfleet, Cape Cod 02667
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    **MINIMUM 2 WEEK RENTALS**This comfortable and spacious home offers a lovely view of Lieutenant Island in Wellfleet, and beautiful Cape Cod Bay sunsets. Surrounded by Audubon conservation land, this property offers 4 bedrooms and 3 baths, sleeping 8 comfortably. The first level of the property... View all property information
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    Wellfleet, Cape Cod 02667
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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,... View all property information
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    Wellfleet, Cape Cod 02267
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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    This 1970's contemporary style "upside down" house was renovated in 2006 with the addition of a lower level screened porch, large upper level deck, and walkways. It has 3 bedrooms, 1.5 baths and is located on a sand road in the Old Wharf area in a quiet, lightly wooded setting in a residential... View all property information
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    Wellfleet, Cape Cod 02667
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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... View all property information
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    Wellfleet, Cape Cod 02667
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    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Satellite TV
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    Drummer Cove Wellfleet (96392) ~ Bayside Marshfront ~ Three Bedroom Cottage on Cove Adorable antique Cape on Drummer Cove with great water views but no swimming access. Set on a private 1.5 acre lot surrounded by trees and privacy, yet only 1/10 mile from the bike trail, French Bakery and General... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 20
    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Nestled in Tranquility. This three bedroom (2 bedrooms plus loft) rental in South Wellfleet is an oasis! The contemporary condo is adjacent to a lovely pond, has lots of privacy, and a sense of serenity. Nature lovers will appreciate this rental which is all about harmony with the environment.... View all property information
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    Wellfleet, Cape Cod 02667
    Reviewed 21 September 2016
    The condo is clean and nice and locaded in Wellfleet. Perfect for any Trips in the Cape. We loved this place. Highly recommended.
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    A sweet, 3 bedroom/2 Bath Cape Cottage nicely located on the bayside of Wellfleet, within walking distance to "Hiawatha Beach" is a great place for your Summer vacation. There is one bedroom on the main level, (King bed), and two bedrooms upstairs, (1 Queen & 2 Twins). There is a beautiful deck on... View all property information
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    Wellfleet, Cape Cod 02667
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    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    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 to 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 02667
    Reviewed 19 June 2015
    This was our 10th stay at this house, dating back to 2001. This time we returned with 5 teenagers - 3 of our own and 2 friends. As cliche as it sounds, this place is absolutely...
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    1 / 12
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    155 Gross Hill Road (ID#130323)~Oceanside 3 Bedroom Home ~ Near Kettle Ponds Custom built in 1998 and set on a wonderful, private hilltop lot with easy access to freshwater ponds, ocean beaches and town center. Now has Air Conditioning!! This bright open contemporary provides a well-equipped,... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 19
    4 Bedrooms, 2 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... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Walk to town from this quiet, newly renovated home just one street away from Main St. The first floor has a large living room, den with cable TV & DVD player. Yes, the house has WIFI . The newly renovated bathroom has a shower with shelves of towels for the home & for the beach. Right outside the... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 25
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    This meticulously maintained spacious four bedroom three and a half bath home located a short drive to Newcomb Hollow Beach and Gull Pond has everything you need for your Cape Cod vacation. The great room and dining room combination have cathedral ceilings and overlook a large deck. There is also a... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 19
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    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 02667
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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
    Location Information
    Wellfleet, Cape Cod 02667