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Wellfleet Cottages

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    Travellers to Wellfleet are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    22 Matching Rentals in WellfleetView all 177 rentals
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    15 Way 625 (ID#127548)-Pond Front Cottage in the woods, set quietly on its own 4+ acre parcel perched above Long Pond. This rustic retreat surrounded by park lands offer extreme privacy. Tap into lifes simple pleasures, screened in porch area with rough hewn furnishings, many outdoor living areas...
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    Wellfleet, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Holmstead, WATERVIEW1 / 8
    (3)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Porch
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    UNAVAILABLE****************************************** This circa 1919 Dr.'s home was featured in the Indie film ''Ironsides''. Wellfleet Bay is always in view. The Cape porch is a great place for morning coffee, watching Bluefish ''break'' on the beach, and enjoying the sunsets on on Wellfleet...
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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 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,...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Best Price on Cape Cod1 / 16
    (1)Average
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Balcony
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    • Terrace
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    Newer constructed home located on the Ocean side of Wellfleet, a 1/2 mile from Gull Pond and 1 mile from Newcomb Hollow Beach. Our house has hardwood floors and lots of sunny windows overlooking a secluded hollow in the woods. There is a large south facing deck with bar-b-cue grill and a private...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    60 B Long Ave 1274671 / 12
    (1)Excellent
    2 Bedrooms, Sleeps 4 Quick View
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    • DVD Player
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    60 B Long Ave (ID#127467) - 2 Bedroom Cottage - Drummer Cove Area This cute 2 bedroom 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 double size pull out sofa in the living room offer plenty of sleeping...
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    Wellfleet, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, Sleeps 4
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    4 Bedrooms, Sleeps 10 Quick View
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    21 Arthur Cashin Way, LT Island (ID#127763) - Lt. Island 4 Bedroom Cottage With Water Views Enjoy this quintessential beach house beautifully located on Lt. Island. Perched on top of a high dune you will have beautiful water views of Cape Cod Bay from the living room and sun porch. A short way down...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, Sleeps 10
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    Waterfront on private bayside beach1 / 30
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Central Heating
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    Our cottage was new in 2013 and shares the gardens and beach with our B&B,Aunt Sukies B&B. We live at the B&B,have 2 guest rooms,adults only, and have been in operation for 24 summers. The Cottage is surrounded by flower gardens, water views and the wonderful private beach,fun at low tide for...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Brownies Cabin #11 / 8
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Quaint, well kept, recently remodeled and enlarged, two bedroom cottage located in a 1.5 acre pine grove with 10 other cabins. Enjoy the taste of the outside as you dine in a spacious sunroom which also includes a queen size sleep sofa and wicker love seat, TV, DVD, and CD. The cottage has a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
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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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
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    Pet friendly
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    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Wellfleet Vacation Cottage Deck2 Condos1 / 14
    (4)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
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    • Terrace
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    Pet friendly
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    Smoking allowed
    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. 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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    Mayo - 11811 / 11
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    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 security deposit. -...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Spectacular Private Waterfront and Beachfront Home1 / 72
    (39)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Grill
    • Cable/satellite TV
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    • Ocean Views
    • Waterfront
    • DVD Player
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Our Spectacular Waterfront and Beachfront Bay Cottage Located on Lieutenant Island in Wellfleet, Massachusetts. Internationally Featured on TripAdvisor (July, 2015) and also Regionally on Bostoncom. It's in a Very Picturesque and Private Location with a Western Exposure. It has a Flowing...
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    Wellfleet, Cape Cod 02663
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, Sleeps 4 Quick View
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    45 Way 35 (ID #130946) ~ 2 Bedroom Cottage Down A Quiet Country Lane ~ Wellfleet Village Area Cozy cottage down a country lane with a lovely, warm, wooded interior. A short distance to Moby Dicks Restaurant and only a little bit farther to the center of Wellfleet village. At the top of an outdoor...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    ** Please note that the homeowner lives on site, in a completely separate unit** Unwind at the Cape in this cozy 1-bedroom, 1-bathroom vacation rental cottage with accommodations for 4. Situated in the coastal town of Wellfleet, you will experience the tranquil charm that defines the Cape Cod...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    2 Bedrooms, Sleeps 4 Quick View
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    65 Atwood Ave (ID#128202)-Bayside 2 Bedroom Cottage Great Location!!! Two bedroom Cape Cod cottage in Wellfleet on its own lot ~ not in a cottage colony! New renovated bathroom! It is a short distance to Mayo Beach and the center of the village where one can enjoy the restaurants and art...
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    Wellfleet, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, Sleeps 4
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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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