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Holiday Rentals in Wellfleet

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    Travellers to Wellfleet are booking June dates now. Secure your holiday rental today, and have the perfect trip.
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    Spectacular Private Waterfront and Beachfront Home1 / 24
    (39)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Spectacular Oceanfront on Cahoon Hollow Beach w AC1 / 20
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Wellfleet Vacation Cottage Deck2 Condos1 / 28
    (4)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Great Location at LeCount Hollow Beach A/C Sleep 61 / 23
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
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    Reviewed 2 September 2017
    We had a great week at John's house. The house was comfortable and located on a quite street within a 5 minute walk to a spectacular beach. We enjoyed the early morning walks...
    Reviewed 26 April 2017
    The house is lovely--spacious and light filled with a beautiful eat-in kitchen--a pleasant place to be on those rainy non-beach days. The owner was very friendly and...
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    Location and comfort are everything for a great vacation. Stay at this cool (central A/C) and comfortable home *within* the National Seashore in Wellfleet. Located on a private road off Ocean View drive which runs along the Atlantic Ocean. Our road leads to a private path (for residents and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    Pet friendly
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    Smoking allowed
    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...
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    About this property
    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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    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
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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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
    Holiday Rental House - 5 Bedrooms, 1 Bathroom, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    86 Whitman Lane (ID #135165) ~ Oceanside Three Bedroom Home ~ One Mile To Duck Pond Three Bedroom home down pleasant Whitman Lane. One mile to Duck Pond and a little bit farther to the ocean. You can get to many ponds and oceanside beaches without having to traverse Rte. 6. Big deck with privacy...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    216 Samoset Avenue 927751 / 28
    (4)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    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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    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 11 November 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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    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
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Built in 1968, this Cape-style house has 3 air conditioned bedrooms, 2 baths and is located close to the Cape Cod Bike Trail and Wellfleet Audubon Center. On the first floor is a kitchen, separate dining room, living room (with a queen sofabed), one bedroom with a queen bed, and a bath with tub and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    $1245 Rate includes all charges. No hidden fees! Wellfleet Marsh View Vacation Condo in The Lewis Collins House built in 1880 and wonderfully renovated. Just .5 mile to Mayo Beach! This first floor one bedroom condo is located just a short distance to Wellfleet Pier and Main Street where you will...
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    Wellfleet, Cape Cod 2667
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    60 5th Ave. (ID#128189) - Bayside 3 Bedroom Home - Lt''s. Island Enjoy one level living in this 3 bedroom, contemporary style home on Lts. Island. Great salt marsh and water views from this home make it an ideal spot for your Cape vacation. Close to Lts. Islands best beaches. The open 'great...
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    Wellfleet, Cape Cod 02633
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    #310 - Seas The Day1 / 25
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Reviewed 16 November 2016
    I spent a week in May at this House in Wellfleet with my husband and we had a few friends join us. We had a wonderful vacation. The setting of this house is peaceful &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
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Very nicely furnished cape style home offering many amenities including a Ping pong table & Horseshoe pit. It is in a very private area on the road leading to Lieutenant Island, this home is equidistant between the bay and the ocean. The first floor offers two bedrooms, 1 with 2 twin beds and 1...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Welcome to this ideal 5BR/2.5BA Wellfleet getaway in a quiet, residential cul-de-sac less than 2 miles from the town pier and Cahoon Hollow Beach on the Cape Cod National Seashore. With three decks for breathing in the salty sea air, three levels of living space, and an outdoor shower for rinsing...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    An updated, lovely 3 bedroom, 2 and a half bath home that sleeps 6 comfortably. This home 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 simply enjoy some nature watching while lounging on the deck. The house...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 4 Quick View
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    25 Timway Rd. (ID #130011) ~ 3 Bedroom Saltbox With Loft ~ Wellfleet''s Bayside & Near Village Come and enjoy the private location of this cute 3+ Bdrm Saltbox, nestled in the woods on the 'bayside' of Rt. 6, convenient to Wellfleet Village, beaches and kettle ponds. A spacious and comfortable...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    290 Pilgrim Spring Road (#125751) - Bayside ~ Indian Neck Beach Area ~ Beautiful Three Bedroom with A/C - 7 NIGHT MINIMUM IN SEASON Great new architect-designed, contemporary style home. Open, bright and sunny, French doors off dining room and living room leading to both screened porch and deck,...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    About this property
    This great property is actually two vacation homes in one. The first level offers a well equipped kitchen, dining room and a living room with sliders to a deck and a great view. There are also 3 Bedrooms and 2 bathrooms, with one bedroom have a unique rounded window seat. The lower level is like a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    85 Somerset Avenue (ID #135073) ~ Oceanside Four Bedroom Home ~ Close To Duck Pond Four Bedroom Oceanside Retreat less than a mile to Duck Pond and just a bit longer to the ocean. The Beachcomber Restaurant is only 2.3 miles away. This rental is in an easy location to get to all the ponds and...
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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 3 Quick View
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    This cute and newly renovated cottage #7 within the 'Wellfleet Harbors' Condo Association is a very popular vacation rental. It is comfortably furnished and sleeps 3 with two bedrooms, one with a queen sized bed and one with one twin (and a small trundle twin with a thin foam mattress best for a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    40 Harvard Street (ID#129890) ~ 3 Bedroom Home Old Wharf Area *NO pets Accepted Immaculate, contemporary, post and beam, 3 bedroom in a peaceful and serene, South Wellfleet location. Located down a dead end, dirt road. You can see peaks of the bay and Great Island from the upper level deck. This...
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    Wellfleet, Cape Cod 02666
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    58 Kerouach Rd. (ID#128302) ~ 3 Bedroom Home ~ Wellfleet Like new, hill top getaway on the ocean side of the Cape allows easy driving access to the ocean beaches and many swimming ponds. This clean and tidy home was built in 2004 and offers 3 bedrooms; one on the main level with 1 queen bed, 1 bdrm...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    31 9th St. Lt.''s Island (ID#128197) - Lt.''s Island 3 Bedroom Home This lovely home sits on a dune with beautiful views of the bay and marsh with plenty of space for relaxing. There is a full kitchen including an electric range, kitchen aid mixer and blender. There is a half bath at the entrance...
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    Wellfleet, Cape Cod 02657
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This is a 3 bedroom 2 bath contemporary saltbox-style house located on an acre of land at the end of a quiet cul-de-sac adjacent to the Cape Cod National Seashore.The house features AC units in all the bedrooms, hardwood floors, tasteful furnishings, an expansive deck with privacy screen and a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    65 Pier Road (ID #133754) ~ Bayside One Bedroom ~ Chipman''s Cove Area LINENS, BATH and BEACH TOWELS, BEACH CHAIRS, COOLER and CENTRAL AC all included! Available Year Round! Great one bedroom above garage apartment centrally located in Wellfleet. Chipman s Cove close by and Indian Neck beaches a...
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    Wellfleet, Cape Cod 02667
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    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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    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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    This rustic cottage is located in a quiet, private area in the Cape Cod National Seashore, just 1/4 mile to Bound Brook Island Beach. Located in the woods, it is a cottage for those who wish to be 'one with nature'. It is a two bedroom, but can sleep 6 with the extra loft sleeping area. Located on...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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 -...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    #302 Heron House: 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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    19 Gross Hill Lane (ID #127971) - Oceanside 3 Bedroom With a Loft - Wellfleet This quiet and woodsy home is Convenient to all that Wellfleet has to offer. This casual 3 bedroom home ********* sq ft has easy access to Wellfeet Village, fresh water ponds and Oceanside beaches! Lot s of wooded...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    180 Holbrook Ave (ID #127332) Wellfleet Village Area Come explore Wellfleet from this cherished Cape Cod home, quietly set back off of Holbrook Ave. just down the lane from Main Street and near the Bay. This home has 2 bedrooms on the main level. Go through the front door into a homey living area...
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    Wellfleet, Cape Cod 02646
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    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...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    5 minute walk from Wellfleet Harbor & Blackfish Creek Well located restored Captain's house / farmhouse on secluded Wellfleet 4 acre lot! 5 bedrooms, 2 1/2 baths, screened porch, and outdoor shower. Large terraced garden and patio, very private. Within minutes to ocean beaches, ponds and bike bath...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 5
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    Reverse floor plan home on Lt. Island. Enjoy the beach, the privacy and the views of Loagy Bay. Nicely furnished and well maintained is this 3 bedroom 2 bath contemporary home. It has lovely marsh and bay views from the large wrap around deck. Two bedrooms with a queen bed and two twins and a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    This 3 bedroom, 2 bath ranch style house in located in the Pleasant Point neighborhood along with other summer and year round homes. The house has an open living, kitchen and dining areas with access to the deck. The kitchen was recently renovated with Quartz countertops. On the main floor there...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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