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Wellfleet Vacation Rentals

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    Travelers to Wellfleet are booking August dates now. Secure your vacation rental today, and have the perfect trip.
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    Spectacular Private Waterfront and Beachfront Home1 / 18
    (35)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Great Location at LeCount Hollow Beach A/C Sleep 61 / 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    #306 Beach Respite Cottage: Classic Cape Cod - sandy trail 100 yards to semi-private beach! A timeless traditional cape cottage with a majestic view, this property is for those who are looking to truly getaway from it all. Enjoy your morning coffee in the living room, as you watch the sunlight...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    #309 Victorian Dream:  Originally built in (****) , though it's been completely restored to date with the modern conveniences and luxury that we strive to offer our guests in every home. Peeks of harbor! Renovated, eat-in kitchen with custom cabinetry and soap stone countertops with access to a...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    #302 Seashore Sunny: Great family escape near untouched National Seashore!  This home has been rejuvenated with a beautiful eye to details in 2016.  A traditional Cape on a quiet street and you can't pick a better location.  The infamous PB's Boulangerie is 1/5 mile away while a quick walk to Duck...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    #304 Beachfront One: 50-feet to the water and directly across from Mayo beach, you'll walk to everything (beach, town, restaurants)!  Classic Cape Cod charm awaits you in this sweet cottage on the water.  Located directly across the street from Cape Cod Bay, its view will leave you breathless....
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    Wellfleet, Cape Cod 02667
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Bright, colorful house - walk to the beach, restaurants, galleries, and more!1 / 32
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Reviewed November 10, 2016
    We loved this cottage! So bright, colorful and spacious! Be sure to try Mac's Shack which is across the street. We had dinner there twice and it was fabulous! When we got home I...
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    About this property
    Antique charm meets modern convenience at this beautiful Wellfleet vacation home, where you'll enjoy a private garden, a front porch with views of Duck Creek, and easy access to Cape Cod's many restaurants, shops, and natural wonders. Built in 1850 in historic downtown Wellfleet, this thoughtfully...
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    Wellfleet, Cape Cod 02667
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Wellfleet Vacation Cottage Deck2 Condos1 / 14
    (3)Average
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed 4 weeks ago
    We had a wonderful time during our stay in the cape. The condo was just what we expected and Marc and Shana were wonderful host and very accommodating. We would highly...
    Reviewed July 25, 2016
    This was a wonderful place to stay! Owner was so nice and the condo was fully stocked with everything you would need (except for linens - but we knew that). It was in such a...
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    About this property
    Nestled within the tranquil pines, this desirable vacation spot is centrally located within the National Seashore with easy access to all of Wellfleet's ocean & bay beaches, fresh water ponds and the bike trail.<BR>Part of the prestigious 'Deck 2' complex, this contemporary cottage offers natural...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    #305 Beachfront Four: 50-feet to the water and directly across from Mayo beach, you'll walk to everything (beach, town, restaurants)! Classic Cape Cod charm awaits you in this sweet cottage on the water. Located directly across the street from Cape Cod Bay, its view will leave you breathless. Watch...
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    Wellfleet, Cape Cod 02667
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    #310 - Seas The Day1 / 26
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Reviewed November 16, 2016
    I spent a week in May at this House in Wellfleet with my husband and we had a few friends join us. We had a wonderful vacation. The setting of this house is peaceful &amp...
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    #310 Seas The Day: Ocean views! Updated luxurious home with views from almost every room. Perfect for your family. Set on a hill overlooking the bay with beautiful views of Chipman's Cove the Wellfleet harbor, Great Island and beyond this immaculate custom home offers plenty of stunning open spaces...
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    Wellfleet, Cape Cod 02667
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Conveniently located in a pleasant residential neighborhood- this cute 3 bedroom, 2 bath house has a bright contemporary atmosphere with all the amenities that you may need. The main living spaces - kitchen, dining, living room and master bedroom– are located on the first floor, with a full bath...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    #301 The Oyster House: bought and renovated in 2011 and has been home to hundreds of vacationers over the years. Built in the 1950's, it has been modernized in both design and functionality giving it's guests the best of Cape Cod tranquility, and cottage experience while having thoughtful updates...
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    Wellfleet, Cape Cod 02667
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lovely 3 bedroom, 2 bath Wellfleet condominium with spectacular views of Drummer Cove. This first floor unit has a large dining room, fully equipped kitchen and spacious living room with a fireplace and sliding doors to a large deck. The house comes equipped with modern commodities such as flat...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Enjoy summer on Cape Cod this three bedroom, contemporary cottage in the beautiful and historic whaling village of Wellfleet on Cape Cod. This charming,fully-equipped cottage is made of native spruce and nestled in wooded surroundings around a small pond just under a mile from some of the best...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Experience peace and comfort at this two-bedroom townhouse on Cape Cod. Perfect for a family or other groups of up to six guests, it offers a charming cabin ambiance in a woodland setting that's far from the hustle and bustle of city living. Welcome to Wellfleet, a tiny town between the "tip" and...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    #313 Homestead House: Modern Cape-style home in sought after location of Wellfleet. This exceptionally roomy and sun-drenched home caters to large family and friend gatherings, providing ample space for the whole group. Vaulted first floor with an open-concept design includes chef's kitchen with...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Ocean Views
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    • Waterfront
    • Central Heating
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    Pet friendly
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    About this property
    Attention!! Great Discount! The week of July 16 - 23 reduced to $1900 (plus fees). Enjoy the Cape at its best for less. The house, built in Colonial times, has beamed ceilings and wide- planked pine flooring. The open front porch, where there is almost always a delightful breeze, looks out...
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    Wellfleet, Cape Cod 02667
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Central Heating
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    UNAVAILABLE A FEW MINUTES WALK FROM THE DRIVEWAY TO INLET AND BURTON BAKER BEACH. Location of Indie movie IRONSIDES .Cable and Internet Access*** 2 min walk from Wellfleet Bay..The Florida House has very open, airy rooms. The living room is large and is a great place for entertaining and...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    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...
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    Wellfleet, Cape Cod 02667
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    #307 Happy Acres Cottage: 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...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    This newly renovated pet friendly cottage located on Bound Brook Island offers beautiful water views and great sunsets over Cape Cod Bay. With 2 bedrooms and 1 full bath, this property accommodates 4 comfortably. There are 2 bedrooms, 1 with a double and the Master has 2 twins – currently pushed...
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    Wellfleet, Cape Cod 02667
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Built in 1978, this contemporary style cottage looks out onto a tidal estuary in the Lieutenant Island Road area of Wellfleet. The house is bright and open and nicely furnished and well equipped. The kitchen, living room and dining area along with a bedroom with a king bed and full bath make up the...
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    Wellfleet, Cape Cod 02667
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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....
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    This 4 bedroom, 3 bath waterfront post and beam, beach house was built in 1975 with a bedroom/bathroom addition completed in 2000. The house is nestled on a dune among the scrub pines of Blackfish Creek, a tidal estuary from Cape Cod Bay,in the Pleasant Point neighborhood of Wellfleet. On the main...
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    Wellfleet, Cape Cod 02667
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    This post and beam home is located in a quiet Wellfleet neighborhood just a mile from Indian Neck Beach on Wellfleet Harbor. The house boasts four bedrooms and two full baths with a natural wood interior. The first floor features an open kitchen and comfortable living area, as well as two bedrooms,...
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    Wellfleet, Cape Cod 02667
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    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 $60 reservation fee and a refundable security deposit. -...
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    Wellfleet, Cape Cod 02667
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    The Most Spacious 2 Bedroom in Wellfleet, Very Convenient and Family Friendly1 / 26
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Reviewed September 23, 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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    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...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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....
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    Wellfleet, Cape Cod 02667
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This lovely Cape style home is in a quiet area within a 10 minute walk through the woods to Dyer Pond. It is nicely decorated and boasts new wood floors (2012) in the main living area. The first level has an open floor plan with a comfortable living room, fully equipped kitchen and dining area with...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Enjoy the peaceful surroundings of this 2BR/2BA cottage, less than a mile from the heart of Wellfleet. Those who love the great outdoors will be right at home in the artist’s garden. Indoors, high ceilings and natural light complement an open-concept living space. Start your day with a morning...
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    Wellfleet, Cape Cod 02667
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    #308 Cove View Cottage: Beach rental gorgeous decor, Wifi, towels, Sheets, walk to the water. Total relaxation and comfort. Just a 3 min. walk to the cove, 15-min more to Indian Neck bay beach or 25 min. walk to downtown, this beautifully decorated rental home is tucked away in a wooded area...
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    Wellfleet, Cape Cod 02667
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Porch
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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...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    This spacious contemporary multilevel 3 bedroom, 2 bath home was built in 1987, and is situated on a dune one street back from the waterfront and has wonderful views of Wellfleet Harbor and the bay beyond. The ENTRY LEVEL consists of a kitchen, dining room, living room with fireplace. On the MID...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    This centrally located Victorian style 3 bedroom home is just a short distance from the harbor and village center. The interior of the home features bright eat-in kitchen and living room with comfortable seating and flat screen TV. A door from the living room opens onto the wrap-around screened in...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Parking
    • Patio
    • Private Yard
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    • Satellite TV
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    Pet friendly
    Kid friendly
    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This is a newly updated, lovely 3 bedroom, 2 and a half bath home that sleeps 6 comfortably. It is located right on Long Pond and offers beautiful views from almost every room in the house. Swim or kayak right from your backyard or just enjoy some nature watching while lounging on the deck. The...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    This expanded Cape Style home is close to town, shops, galleries and local restaurants. The property boasts a large, two-tiered deck and patio area equipped with a charcoal grill and outdoor furniture as well as a Mosquito Magnet to make it more comfortable. The deck overlooks a large backyard...
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    Wellfleet, Cape Cod 02667
    Rental Home - 5 Bedrooms, 1 Bathroom, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Cute, well-maintained, updated cottage located just a short walk to Indian Neck beach. The first floor has an open floor plan that includes the kitchen, dining and living room area, next to a full bath and queen bedroom. On the second floor are two bedrooms, one with 2 twin beds and the newest...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Wellfleet Contemporary with Cove Views1 / 19
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Located in the Pleasant Point neighborhood, this 3 + bedroom 2 bath split level contemporary home, built in 1971, has wonderful views of Drummer Cove and is within a short walk to a neighborhood sandy/grassy bayside beach. A sandy path provides for walking along the shoreline which includes a large...
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    Wellfleet, Cape Cod
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    #312 A Dream House: Tucked deep into the woods off of a quiet dirt road, you'll find this secluded Wellfleet paradise. The name, 'Dream House' is an understatement for what this home has to offer. Completely updated with new-modern furnishings, renovated rooms including baths and kitchen, and an...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This 3 bedroom, 2.5 bath Cape style home is centrally located as you can walk to town or Mayo Beach in about 10 minutes. The first level has a nice kitchen, sliders to the deck from the dining and living room and a bar/sink area in the living room for easy entertaining. The first floor bedroom...
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    Wellfleet, Cape Cod 02667
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    This is a large 6 bedroom, 3 bath 1972 contemporary style, 3 level "beach house" located at the end of a short sand road in the Chequessett Neck area of Wellfleet. A spiral stairway leads through the 3 levels along with entry doors on the first and second levels. This rental may not be appropriate...
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    Wellfleet, Cape Cod 02667
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 11
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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...
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    Wellfleet, Cape Cod 02667
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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