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Pet Friendly 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.
    38 Matching Rentals in WellfleetView all 250 rentals
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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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    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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    Cliffside Cottage at Surf Side.  Just down the street from a great ocean beach.1 / 10
    (12)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Black Fish Creek, Reasonably priced charm, comfortable cottage1 / 12
    (7)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 October 2014
    Black Fish Creek is a well kept, handsomely decorated cottage packed full with everything you need feeling like home. The kitchen is fully equipped making your meals so...
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    About this property
    This charming cottage, built in the 1960s has been lovingly renovated, while keeping the original warm character. Includes cable TV and high speed cable Internet. The interior features cathedral ceilings, pine flooring an open floor plan and generous natural light and ventilation. The cottage...
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    Wellfleet, Cape Cod 02663
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Bonnie Dune at Surf Side  Walk to ocean beach1 / 10
    (8)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 September 2015
    The bottom line is that this is all about location. Just less than 100 yaards from the top of the dunes at Lecount Hollow Beach. The cottage does have wifi and a tv. The IKEA...
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    About this property
    Bonnie Dune is a split-level, three bedroom cottage. One bedroom has one queen size bed, the second bedroom also has one queen bed and the third bedroom has two twin beds. There is one bathroom with a shower and there is also an enclosed shower outdoors. Bonnie Dune has a propane BBQ grill and a...
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    Wellfleet, Cape Cod 02663
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Sea Haven at Lecount Hollow Beach.  Ocean View, 185 steps to the beach1 / 16
    (12)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2015
    The location was wonderful. The house was clean and had all the amenities we thought it would have. The A/C was EXTREMELY wonderful due to it being very hot and lacking a breeze...
    Reviewed 15 October 2013
    Sea Haven was a perfect location for us and our two dogs. We enjoyed the comfort of the cottage, proximity to the beach and the hospitality of the property managers. If you want...
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    About this property
    Proximity to the ocean makes this cottage a great pick. Distant views of the sea can be had from both decks and from the dining room windows. This cottage has two bedrooms each with a double and a twin bed so it sleeps a total of 6 people.A sofa and two recliner chairs in the living room provide...
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    Wellfleet, Cape Cod 02663
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Piney Ridge Cottage at Surf Side - Walk to ocean beach1 / 18
    (9)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    Reviewed 3 November 2014
    We fell in love with Piney Ridge immediately upon arrival. I loved the clean, comfortable but classic style of this 50's era cottage. Husband missed having a TV at first, we we...
    Reviewed 28 September 2014
    Piney Ridge cottage is charming and cozy and just a very short walk from the beach. Everything was very clean and in good working order. Armand was friendly and helpful and...
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    About this property
    Piney Ridge is a 3 bedroom, 1 bath cottage located just steps away from a magnificent beach in the Cape Cod National Seashore. Two of the bedrooms each have one queen size bed, and the third bedroom has two twin beds. It has a maximum occupancy of 6 people. There is one modern bathroom with a...
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    Wellfleet, Cape Cod 02663
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    21 Arthur Cashin Way, LT Island (ID#127763) - Lt. Island 4 Bedroom Cottage With Water Views 2018- Available July 28 - Aug. 1st. Four nights at $500 per night. Enjoy this quintessential beach house beautifully located on Lt. Island. Perched on top of a high dune you will have beautiful water views...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, Sleeps 10
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    Ocean View Cottage at Surf Side - Roof-top Deck.  Walk to ocean beach1 / 16
    (4)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
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    Ocean View is a 3 bedroom, 1 bath cottage located in the Cape Cod National Seashore. Two of the bedrooms each have one queen size bed and the third bedroom has two twin beds. It has one bathroom with a shower and it also has an enclosed shower outdoors with hot and cold water. Ocean View cottage...
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    Wellfleet, Cape Cod 02663
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    PET-FRIENDLY CLOSE TO NEWCOMB'S HOLLOW BEACH!1 / 18
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wellfleet vacation rental home, less than 2 miles to Newcomb's Hollow Beach on the ocean side of Route 6. This home is also Dog Friendly! It is located close to Wellfleet Center and just 1.9 miles on back roads to fresh water swimming & canoeing at Gull Pond. This home features an open floor plan...
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    Wellfleet, Cape Cod 2667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beachcomber at Surf Side 200 steps to a wonderful ocean beach1 / 15
    (9)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 16 July 2014
    We had the very best time. The quant space, scenic location was incredible. We loved being so close to the beach, and a short drive to the harbour. Only thing that was a...
    Reviewed 14 July 2014
    This is the third year we have vacationed at the BeachComber cottage and it was again a delightful time. The cottage is always clean and has everything we could possibly need...
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    About this property
    Nestled in a small pine grove, Beachcomber has a private, cozy feeling and new carpeting in 2009. It has one queen bed in the first bedroom and two twin beds in the second. It has one bathroom with a shower and it also has an enclosed shower outdoors. Beachcomber has a three season porch, a...
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    Wellfleet, Cape Cod 02663
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Surf Rider Cottage at Surf Side - Roof-top Deck - Walk to ocean beach1 / 13
    (4)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Surf Rider has three bedrooms, two with a queen size bed and one with two twin beds. It has one bathroom with a shower, and also has an enclosed outdoor shower. Surf Rider cottage is laid out in a split-level design. From the screened porch you enter the fireplaced living room, which is open to the...
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    Wellfleet, Cape Cod 02663
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Porch
    • Patio
    • Washer
    • Central Heating
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    Suitability
    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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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 8 Quick View
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    • Internet Access
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    Smoking allowed
    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Ocean Views
    • DVD Player
    • Waterfront
    • Central Heating
    • Washer
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 through the trees to the Harbor. A short tenth of a mile stroll down Pine Point Way dead-ends at the Harbor, pictured above....
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Internet Access
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Ocean Views
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently renovated kitchen, with all new appliances, and amenities. Located right on the Harbor in Wellfleet, this property has superb waterviews, and large decks for entertaining. It's a short walk to town across Uncle Tim's Bridge. There is a private Beach on the property. Pets are welcome....
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, Sleeps 4 Quick View
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    • Grill
    • Cable/satellite TV
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    • Washer
    • Air Conditioning
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    #308: Large spacious retreat, 'Pottery Barn' gorgeous home in stellar location!1 / 24
    (1)Average
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    Reviewed 29 July 2017
    Large decks and living area and bonus space above garage are great for hanging out with family and friends. Very nice bathrooms. Basement bedrooms were rather warm. Kitchen...
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    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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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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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    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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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    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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    Wellfleet Waterfront 5 Bedroom Vacation Home1 / 40
    (6)Very good
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • DVD Player
    • Outdoor Dining Area
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 October 2017
    Great view , great for families. everything you need in the kitchen- steve was great to respond to any issues we had.
    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...
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    Fun Cape Cod Summer house, Great for Families looking to enjoy all the Cape has to offer. 3 miles from the Beachcomber and 1 mile to Cape Cods white sand beaches. You can Kayak out into Drummer Cove, Lieutenants Island and Wellfleet harbor right from the back yard. This charming 5 bedroom...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Sauna
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Immerse yourself in the natural beauty of Massachusetts when you stay at this 4-bedroom, 3-bath vacation rental house which sleeps 8 to 10 in Wellfleet. Nestled at the dead end of a road on 2 secluded acres, this charming bungalow offers plenty of features - including several windows, wraparound...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    85 Old Truro Road (ID #127840) - 3 Bedroom Antique With Soaring lofted Guest Barn Enjoy this beautifully renovated 1850 s Farmhouse with original barn that has been converted into a charming, bright and airy, lofted guesthouse. Each beautifully situated within their shared 1.91 acres of great...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Sweeping panoramic views on Lieutenant Island, a very special spot in Wellfleet. Lieutenant Island is accessed by following a wooden bridge over to the island and then dirt roads lead you through the wooded landscape to the very tip ending at 'Lands End', this beautiful waterfront home that sleeps...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    155 Gross Hill Road (ID#130323)~Oceanside 3 Bedroom Home ~ Near Kettle Ponds Custom built in 1998 and set on a wonderful, private hilltop lot with easy access to freshwater ponds, ocean beaches and town center. Now has Air Conditioning!! This bright open contemporary provides a well-equipped,...
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    Wellfleet, Cape Cod 02667
    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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    120 Wellfleet Woods Lane (ID #131158) ~ Oceanside 3 Bedroom Home ~ Gull Pond Area Modern home up a hill in the woods at the end of a cul-de-sac. This home is close to the ponds & ocean and does not require any driving on Rte 6 to get to and from. This home has skylights that give wonderful light...
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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 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    66 Whitman Lane (ID#127892) Wellfleet Oceanside 4 Bedroom Home Great four bedroom rental on the oceanside of Rte. 6. Located in a quiet neighborhood and only 1 mile to Duck Pond and three miles to Cahoon Hollow Ocean Beach. These attractions can all be found by driving or cycling Wellfleet s...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
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    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 14
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    175 Old County Road (ID #134332) ~ Oceanside Pet Friendly With A/C This Cape Cod home is a charming classic Cape home that is perfect for six or cozy enough for two. It is decorated with classic New England antiques. The first floor has a bedroom with a queen and the two bedrooms upstairs have 2...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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