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Wellfleet Holiday Rentals

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    Travellers to Wellfleet are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    35 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    3 Bedrooms, Sleeps 6Quick View
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    • Satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    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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    4 Bedrooms, Sleeps 8Quick View
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    • Wi-Fi
    • Ocean Views
    • DVD Player
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Reviews
    1 Bedroom, Sleeps 4Quick View
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    • Internet Access
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    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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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    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, Sleeps 6Quick View
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    • Satellite TV
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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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    3 Bedrooms, Sleeps 6Quick View
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    • Grill
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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, Sleeps 5Quick 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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    2 Bedrooms, Sleeps 4Quick 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, Sleeps 7Quick 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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    1 Review
    2 Bedrooms, Sleeps 5Quick View
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    • Porch
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good 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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    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    5 Reviews
    5 Bedrooms, Sleeps 12Quick View
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    • Air Conditioning
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    • Waterfront
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good 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...
    Excellent of 5 bubbles
    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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    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    4 Bedrooms, Sleeps 8Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 5Quick View
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    About this property
    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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    3 Bedrooms, Sleeps 6Quick View
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    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 8Quick 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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    2 Bedrooms, Sleeps 4Quick View
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    • Satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    On a quiet road by the bay this two bedroom cottage offers three levels of living with a warm and open interior. Come and relax in this post and beam structure close to secluded Hiawatha Beach. Sleeps 4 people comfortably. There is a double bed on the bottom floor with sliders leading outdoors....
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    • Private Garden
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    YOU CAN HAVE IT ALL — Smack dab in the center of town. Spectacular tidal views of Duck Creek. Coastal bird sightings from the front steps of our home! EVERYONE SAYS, this is a place to RELAX, REJUVENATE and to BECOME INSPIRED. So you can let us know what you think when you come for a visit....
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, Sleeps 6Quick 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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    3 Bedrooms, Sleeps 8Quick View
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    About this property
    This contemporary style home, located in the Indian Neck area of Wellfleet, overlooks Chipman's Cove and offers water views from almost every room. The first level of the home offers a remodeled kitchen (2012) with views of the Cove, a bedroom with a queen sized bed and a remodeled (2012) bath with...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, Sleeps 10Quick View
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    About this property
    Come and enjoy this well-loved, and well-cared for 1890's Antique Cape nestled on a quiet lane off of Main Street. You will enjoy both the in-town location and the privacy of being in the country. The house is officially a 3 bedroom with a cottage, but does sleep up to 10 people. Enter to the...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    6 Bedrooms, Sleeps 12Quick View
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    About this property
    80 Mill Creek Lane (ID#127321) - 6 Bdrms Close To The Bay and the Village Spacious contemporary home a short distance to Powers Landing (aka. Seashells Beach). This home is nestled at the end of a short dirt road. Three levels with a bathroom on each level. There are many spaces in this house to...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 12
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    4 Bedrooms, Sleeps 10Quick View
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    About this property
    This newly built house is perfect for your family vacation located in a quiet cul de sac neighborhood near Perch Pond.  It offers 4 bedrooms, 2.5 bathrooms, central air and much more!  Easy access to the Wellfleet ponds, Oceanview Drive and town center.  The master bedroom with a queen bed and an...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, Sleeps 6Quick View
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    About this property
    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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    2 Bedrooms, Sleeps 6Quick View
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    About this property
    This comfy 2 bedroom cottage is located on secluded Lieutenant Island in Wellfleet. The home sleeps 6 with two bedrooms, one with a queen sized bed and one with a queen and twin sized bed. There is also a twin bed located in a sleeping alcove near the Washer and Dryer. The open floor plan is great...
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    Wellfleet, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Reviews
    3 Bedrooms, Sleeps 8Quick View
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    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • Grill
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    Excellent of 5 bubbles
    Reviewed 3 June 2016
    Seven of us had plenty of room -and privacy, if that matters to you - in this spectacular, very very clean place. All but one bedroom had wonderful views of the pond, and the...
    Excellent of 5 bubbles
    Reviewed 20 August 2015
    What a find! After a few years of trying different rental properties in the Wellfleet area, we found "it"! Myself and my three boys (age 9-14) and my two college friends with...
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    About this property
    This home offers some unique rental opportunities. The first is to stay in the heart of The National Seashore on one of the most beautiful of Wellfleet’s pristine kettle ponds. The house sits on a knoll above your own private beach on Great Pond-- pristine, freshwater, sandy bottomed, warm and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    About this property
    This cute and comfy 3 bedroom is nestled in a quiet wooded area down a dirt road off Lecount Hollow Rd. It is a short 9/10ths of a mile to Lecount Hollow Beach on the Ocean. You can also hop right on the bike path or visit the stores or restaurants (or French bakery!) all within walking distance...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Nicely tucked away in a quiet and peaceful setting, this property is located a short walk to LeCount Hollow Beach. The large deck has lots of seating and a charcoal grill for barbequing. The open layout includes a very nice fairly large kitchen offering lots of counter space and modern appliances...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    About this property
    This architect designed, multi-level contemporary home,"The Tree House", is located in a residential neighborhood on the ocean side of the highway and offers privacy in a pleasant wooded setting with multiple decks including a roof deck. The living, dining and kitchen areas that comprise the main...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pet friendly
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    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, Sleeps 8Quick View
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    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Lovely four bedroom home located in the desirable Old Chequessett Neck area. Easy access to the bay beaches without having to cross Route 6. Close to the National Seashore walking trails and just over a mile walk into town. The home offers two bedrooms each with a queen bed, one bedroom with 2...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 6Quick View
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    About this property
    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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    About this property
    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, Sleeps 10Quick View
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    • Parking
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful new home built in 2014 boasts central AC, 3 large bedrooms and one small additional bedroom upstairs, 2.5 baths and an outdoor shower. The downstairs master has a King bed and it's own en suite with stand up rain shower. There is a 1/2 bath in the hall. The living room opens to the...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Pet friendly
    Kid friendly
    Smoking allowed
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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....
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Lots of peace, quiet and privacy are offered in this very spacious 3+ bedroom house overlooking the Ocean in the National Seashore. It is set in a very private 2 acre wooded area with interesting yardscape. This is a tri-level home; walk into the tiled, lower level and find two bedrooms, one with a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Pet friendly
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    Smoking allowed
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    Built in 1987, this 3+ bedroom 2 bath multilevel contemporary home, located in the Pleasant Point/Paine Hollow neighborhood, is spacious and well equipped with an open floor plan. ENTRY LEVEL: 2 bedrooms, one with 2 twin beds and the other with a king sized bed,and a full bath between the bedrooms....
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, Sleeps 8Quick View
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    Pet friendly
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    Smoking allowed
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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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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 4 bedroom, 2 bath Cape-style home is located in a quiet setting with partial views, at high tide, of Black Fish Creek, a tidal estuary from the bay. There is a deck that runs the length of the house, a large screened porch and lovely landscaping. The main floor consists the kitchen with a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 7Quick View
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    • Satellite TV
    • Internet Access
    • Patio
    • Grill
    • Balcony
    • Washer
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overlooking beautiful Wellfleet Bay, this house is new and features expansive decks on two levels,with water views. Enjoy a fabulous location, just a block from bay side beaches, fun to collect shells and watch the sailboats in the bay breeze. This house has lots of extras like bamboo floors in the...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    4 Bedrooms, Sleeps 8Quick View
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    Smoking allowed
    About this property
    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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    4 Reviews
    3 Bedrooms, Sleeps 7Quick View
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    • Grill
    • Satellite TV
    • Parking
    • Washer
    • DVD Player
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    216 Samoset Avenue (92775) ~ Bayside ~ Indian Neck Beach Area Views of Great Island and Cape Cod Bay can be seen from the new upper deck of this home in Wellfleet. This home is a secret hide-a-way tucked in the trees among the Hydrangea and just 1/10th mile from Burton Baker Beach at Indian Neck...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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,...
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    Wellfleet, Cape Cod 02267
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 6Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    2 Bedrooms, Sleeps 5Quick View
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    • Internet Access
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cottage has all the amenities of a new home with the charm of an antique house. It is on a quiet street just off of Wellfleet center and a short bike ride to Wellfleet Harbor, Mayo Beach and the Town Recreation Center. It has two bedrooms, one with a queen sized bed and the second with 2...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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