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Holiday Homes and Apartments Wellfleet, MA

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    Travellers to Wellfleet are booking July dates now. Secure your holiday rental today, and have the perfect trip.
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    5 of 5 bubbles (35) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    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
    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
    5 of 5 bubbles Reviewed 19 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 / 6
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    SPECIAL RATES: WEEK OF JULY 17-24: $1750 ($200 OFF REGUAR PRICE). WEEK OF AUGUST 28-SEPTEMBER 6: 9 DAYS FOR THE PRICE OF 7. STAY UNTIL THE DAY AFTER LABOR DAY AND AVOID THE TRAFFIC!! Private, quiet, wooded, one-story contemporary style house; 4 bedrooms; 2 baths. Can comfortably fit 8 people.... 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
    5 of 5 bubbles Reviewed 26 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 / 16
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Enjoy this lovely, 2600 square foot vacation home located on a private road in the woods of Wellfleet. A sizable kitchen and family dining area offer a great place to gather for meals, and our spacious flagstone patio is perfect for family BBQs or hanging out together at the end of a day of fun.... View all property information
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    Wellfleet, Cape Cod 02667
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    The very private, tranquil four-acre property is a two minute walk to Gull Pond beach where you can sail, paddle board, have your children take swimming lessons from certified lifeguards, fish, canoe and explore! Off Gull Pond Road, it is the spine of the cape leading to all points. It's within the... View all property information
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    Wellfleet, Cape Cod 02667
    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
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    1 / 22
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Come vacation at the perfect Cape house. 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 for family gatherings, a wonderful layout with three levels of gorgeous... View all property information
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    Wellfleet, Cape Cod 02667
    5 of 5 bubbles Reviewed 17 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 / 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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    2 Bedrooms, Sleeps 4 | Quick View
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    75 Cassick Valley Road, Unit #4 (ID# 131364) ~ 2 Bedroom Cottage Oceanside ~ Lecount Hollow Beach Area Enjoy this modern and updated 2 bedroom cottage that is nestled in the woods of Cassick Valley in S. Wellfleet. This cottage offers easy access to Lecount Hollow Beach, a beautiful oceanside... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Large, comfortable 2-level home in quaint wooded area.  Great for families or couples traveling together.  Updated baths and new eat-in kitchen with soapstone counters, microwave and all cookware/cooking utensils. Also features separate dining room, living room and screened in porch.  Conveniently... View all property information
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    Wellfleet, Cape Cod 02667
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    The OysterHouse was 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 to... 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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    Located about 1/2 mile from Long Pond on a quiet sand road, this 3 bedroom 2 bath home was built in 2004. The living, dining, and kitchen areas share a bright, open space with access to the deck and back yard. There is one bedroom on the main floor with a queen bed along with a full bath off the... View all property information
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    Wellfleet, Cape Cod
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    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
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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 sunsets with a cocktail.... 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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    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 twinkle on the face of Wellfleet Harbor.  Lieutenant Island is an Exclusive Neighborhood of... View all property information
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    Wellfleet, Cape Cod 02667
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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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
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    1 / 18
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    This incredible gem on Duck Creek is walking distance to town and the bay; NOTE: Renovating for 2016! New kitchen and dining room, new washer/dryer, bedding, tv, grill, etc! The kitchen is being gutted and updated with new cabinets, flooring, and stainless appliances. Every room is getting a... View all property information
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    Wellfleet, Cape Cod 02667
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    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This contemporary home is located just two miles from Wellfleet Center and offers views of the dry meadows and Herring River. There is an open kitchen and living area with sliders to the deck. The dining area is an island with stools around it and there is also seating on the screened in porch.... View all property information
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    Wellfleet, Cape Cod
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    This contemporary Cape style home offers the peace and quiet of a wooded neighborhood and the benefit of being close to town. It is .6 from Main Street and 1.4 from the Wellfleet Town Pier. This rental offers 3 full bedrooms plus an additional double bed in the "sleeping nook" in the loft area. The... View all property information
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    Wellfleet, Cape Cod
    1 / 19
    5 of 5 bubbles (1) Excellent
    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
    5 of 5 bubbles Reviewed 7 April 2016
    My husband and I came up well before the season started for some well-needed rest. We were not disappointed! It was windy, rainy and even snowed..who knew?...but we were warm and...
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    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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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 / 17
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    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
    4 of 5 bubbles 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 / 23
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Waterfront privacy on over 2 acres. Stunning architecturally designed contemporary home with walls of glass high on a knoll overlooking the Fresh Brook Spring and river with safe boating right off your private sandy marsh beach to cape cod bay. Cathedral ceilings, beautiful kitchen with granite... View all property information
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    Wellfleet, Cape Cod 02667
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    You will not find a better deal than this beach front cottage on Indian Neck Beach. Not only are you right on the beach but you have an amazing price to go with it! This home offers 2 bedrooms, a full bathroom and gorgeous views from almost every room in the home. The cottage also includes a fully... View all property information
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    Wellfleet, Cape Cod
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Wellfleet Rental ID #127698 - Bayside 3 Bedroom Home - Lt.''s Island Beach Area Nestled in just over the dune from a secluded private beach you will find the ultimate spot for relaxation. This Island home comes fully equipped for a carefree vacation. Swim, fish, boat and play at your own Island... 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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    Enjoy a spectacular Cape Cod vacation in this Home built in 2014! Check out some of the new additions below for the 2016 season! First Floor Common Area: The kitchen is well appointed with granite counter tops, stainless steel appliances, and counter-height seating at a sleek breakfast bar. The... 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 contemporary 4 bedroom 3 bath home on Lieutenant Island was built in 1994, is light and airy, nicely furnished, has all the usual amenities and is fairly private. The island's lovely sandy beaches can be reached by paths over the dunes in about 5 minutes. There are two decks, a large deck with... View all property information
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    Wellfleet, Cape Cod
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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 ceiling, has an open living... View all property information
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    Wellfleet, Cape Cod
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    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
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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
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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    115 Sandpiper Hill Road (ID #127210) ~ Bayside 3 Bedroom Cottage Waterview cottage on Sandpiper Hill near Wellfleet village, The What Theater and Indian Neck. Three bedrooms with kitchen, living, dining all on one level (W/D in basement). This Cape Cod Cottage are what dreams are made of. Enjoy... View all property information
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    Wellfleet, Cape Cod 02667
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    2 Bedrooms, Sleeps 4 | Quick View
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    337 Cove Road (ID#131304) ~ Indian Neck 2 Bedroom Cottage Cute little 2 bedroom cottage not far from Burton Baker and Indian Neck Beach. Located on Cove Rd. tucked back into its own lot you will find this little gem reminiscent of Olde Cape Cod. 572 Square feet with 2 bedrooms, one living room,... View all property information
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    Wellfleet, Cape Cod 02667
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    4 Bedrooms, 4 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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    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
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    Private and charming contemporary Cape, 3 bedroom plus loft, 1.5-bath home in a private wooded setting, on a cul-de-sac off Long Pond Rd. Walking distance to the village and to three fresh water ponds. Just minutes to bay and ocean beaches, and less than a mile walk to the village. Excellent... View all property information
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    Wellfleet, Cape Cod 02667
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    2 Bedrooms, 1 Bathroom, Sleeps 2 | Quick View
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    125 Commercial Street (ID#129968) ~ Wellfleet Village Bungalow ~ Water Views Enjoy the convenience of this well-located and beautifully appointed 2 bedroom, water view bungalo that is just steps away from Wellfleet Harbor. Recently renovated, offering modern and updated furnishings and appliances... 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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    This 4 bedroom, 3 bath contemporary cape-style house, built in 2000, is located on almost an acre in a quiet residential neighborhood on the bayside. A short walk will take you to a path and overlook area with views of Chipman's Cove and Wellfleet Harbor. On the FIRST FLOOR an open floor plan -... View all property information
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    Wellfleet, Cape Cod
    1 / 20
    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
    4 of 5 bubbles 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...
    5 of 5 bubbles Reviewed 27 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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    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
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This charming, bright, open contemporary cape is located in Gull Pond Village on the Oceanside of Wellfleet on a 2 acre wooded lot abutting the National Seashore Property. Easy access to walking trails, kettle ponds and ocean beaches. This year round home has two floors with an open floor plan on... View all property information
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    Wellfleet, Cape Cod 02667
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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... View all property information
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    Wellfleet, Cape Cod
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Total relaxation and comfort. Just a 3 min. walk to the cove, 6-12min. more to Indian Neck bay beach or 25 min. walk to downtown, this beautifully decorated rental home is tucked away in a wooded area ensuring privacy & quiet. This beach rental is equipped like a home with quality furniture,... 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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    3 Bedrooms - Sleeps 5 ***House description: ...This home is in a subdivision of finer homes on Cove View Rd. And offers water views of Chipman's Cove and peaks of Wellfleet Harbor's Boat Marina. ON 1st floor is a fully equipped Kitchen, Liv Rm, 2 bedrooms and 2 Full Baths ON 2nd floor... View all property information
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    Wellfleet, Cape Cod 02667
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    2 Bedrooms, Sleeps 4 | Quick View
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    65 Atwood Ave (ID#128202)-Bayside 2 Bedroom Cottage 2 bedroom Cape Cod cottage in Wellfleet. New bathroom for the 2015 season! It is a short cycle to Mayo Beach and the center of the village. One bedroom has a queen bed and the other bedroom has 2 twins. This cottage is located down a quiet... View all property information
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    Wellfleet, Cape Cod 02631
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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