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Wellfleet Vacation Rentals

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    Travellers to Wellfleet are booking June dates now. Secure your vacation rental today, and have the perfect trip.
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    560 Old Chequessett Neck Road (ID#131177) ~ 4 Bedroom ~ Chequessett Knolls Neighborhood This SPACIOUS HOME WITH AC in the desirable & private Chequessett Knolls Neighborhood is a rental dream. This 4+ bedroom home has wooden deck walkways around the entire back side of the house (can be narrow and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 1 Bathroom, Sleeps 1 Quick View
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    PROPERTY HAS BEEN SOLD. PLEASE COMPLAIN TO THE MANAGEMENT. THEY TOLD ME THIS BOOKING WAS NOT BEING SHOWN.
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 1
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    5 Bedrooms, 2 Bathrooms, Sleeps 12 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 - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    5 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 - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Unique net zero/solar power home tucked away in the hills of Wellfleet. Close to town, bay and ocean beaches. Sleeps 6. This lovely contemporary Cape is tucked into the hills of Wellfleet just a 15 minute walk into town and a 10 minute drive to Newcomb Hollow Beach and all of the beaches on Ocean...
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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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    *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 8 Quick View
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    Gaze out at the charms of downtown Wellfleet from your second-floor balcony in this 4BR/3BA home. Restaurants, shops, and the coastal town’s famous galleries are just steps away. Head down Main Street towards the Town Pier, Mayo Beach, and Wellfleet Harbor. Refreshing Atlantic beaches are a quick...
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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 10 Quick View
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    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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    85 Old Long Pond Road 187721 / 18
    (1)Average
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    85 Old Long Pond Road (18772) ~ Oceanside ~ Wellfleet Ponds & Beaches Open, bright contemporary style, three level home, located on one acre in the Wellfleet woods with 3 bedrooms and 2 baths. Main level, with open Greatroom has living area with sliders to the wrap around deck, dining area with...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Charming Wellfleet cottage in a fantastic location, with bay views! Only .3 Miles to Mayo Beach and a short distance to Wellfleet Pier, restaurants, galleries and all downtown Wellfleet has to offer. As a reverse style home, you'll find an open concept living, dining and kitchen area on the upper...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Mayo Beach. 3 Bedrooms, 2 Baths. Outdoor Shower. Kayaks Included. Great location across from Mayo Beach! Great sandy South-facing for swimming, boating, exploring. This renovated cottage still retains it's 'Olde Cape Cod' charm with original wood floors, an open layout, and exposed beam ceilings....
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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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    *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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    285 Blue Heron Road 191011 / 8
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    285 Blue Heron Road (19101) ~ South Wellfleet ~ Three Bedroom with A/C and Wireless Internet Marconi Beach is nearby...Contemporary style house with a bright open floor plan, lots of glass, quiet wooded lot. Living/dining/kitchen area with eat-at counter, picturesque fireplace (for looking at, not...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    The quintessential Cape experience - cedar cottage nestled in the woods on a quiet road in 'Deck 2' with wood fireplace, vaulted ceilings, and 2 decks. 5 minutes to the beach or town; easy to get to but hard to leave! he cottage is thoughtfully-architected with vaulted ceilings, efficient layout,...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    This meticulously maintained spacious four bedroom three and a half bath home located a short drive to Newcomb Hollow Beach and Gull Pond has everything you need for your Cape Cod vacation. The great room and dining room combination have cathedral ceilings and overlook a large deck. There is also a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    This is a charmingly rustic two bedroom cottage, a favorite due to its quiet location nestled amongst pines and oaks in the back of this spacious compound. It is also one of the larger cottages, second in space only to the main cabin roadside. It has a fully equipped (new in 2015) eat-in kitchen,...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    The tranquil setting at this 4BR/3BA Cape Cod home will put you in full vacation mode. Set on 1.5 acres of land with soaring pine trees, the house is less than 10 minutes from beaches on the ocean and bay. Visit nearby Bound Brook Island Beach for one of the most beautiful and secluded landscapes...
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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 8 Quick View
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    Newer constructed home located on the Ocean side of Wellfleet, a 1/2 mile from Gull Pond and 1 mile from Newcomb Hollow Beach. Our house has hardwood floors and lots of sunny windows overlooking a secluded hollow in the woods. There is a large south facing deck with bar-b-cue grill and a private...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    80 Briar Lane (ID#128185) - 5 Bedroom Antique Village Home With Barn And Romantic Garden Setting - Wellfleet Village Stately, gracious, expansive & charming, this beautiful, 5 bdrm renovated antique set on almost an acre of gently terraced lawn and gardens is a true jewel in Wellfleet s center....
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    15 Way 625 (ID#127548)-Pond Front Cottage in the woods, set quietly on its own 4+ acre parcel perched above Long Pond. This rustic retreat surrounded by park lands offer extreme privacy. Tap into lifes simple pleasures, screened in porch area with rough hewn furnishings, many outdoor living areas...
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    Wellfleet, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    140 B Long Ave (ID#136851) ~ Drummer Cove 3 Bedroom Home Ready for 2018 bookings. A perfect and relaxing rental in South Wellfleet near Drummer Cove on the bay and Lecount Hollow Beach on the ocean side. While sitting on the deck you can see Drummer Cove sparkling through the pine trees. Take...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 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, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    241 Main Street (ID #134371) ~ Wellfleet Village Three Bedroom Greek Revival Enjoy the in-town location of this beautifully, and meticulously renovated 1826, Greek Revival, antique home. Easy access to the restaurants, galleries, library, Preservation Hall, farmers Market, pier, Mayo Beach and...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 Bedrooms, 3 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 - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    20 White Tail Lane 991471 / 20
    (1)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    20 Whitetail Lane (99147) ~ Bayside ~ Wellfleet Beaches Nearby Privately located contemporary style home in Wellfleet. Centrally located to explore the outer Cape from Provincetown to Orleans and all the magnificent beaches, dining and shopping in between. A quick ride to Mayo Beach on the...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    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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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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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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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    55 Pole Dike Road (ID #137632) ~ Well Appointed & Cozy With Central A/C ~ Wellfleet Village Area Two master bedroom suites within walking distance to Wellfleet Village and with CENTRAL A/C! The house concept features a first floor open-living plan with high ceilings and spaciousness, grounded by...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    ** Please note that the homeowner lives on site, in a completely separate unit** Unwind at the Cape in this cozy 1-bedroom, 1-bathroom vacation rental cottage with accommodations for 4. Situated in the coastal town of Wellfleet, you will experience the tranquil charm that defines the Cape Cod...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    450 Old Chequessett Neck Rd. (ID#130414) ~ 4+ Bedroom Home With Central A/C Enjoy the quiet location and views of Chequessett Neck Golf course from this luxury, 4+ bedroom hill top home. This lovely and well cared for home is located on a dead-end road with little traffic. There are 4 bedrooms in...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    285 Long Pond Road (ID #136825) ~ 3 Bedroom Home So Close To Village And Ponds Lovely 3 bedroom home in a perfect location. So close to Long Pond and the ocean beyond and a short bike ride into Wellfleet Village. This home has recently been purchased. Stay tuned for new pictures with new...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    275 Kendrick Ave., #14 (ID #137608) ~ Bayside 3 Bedroom Cottage Adorable 3 bedroom cottage part of the Wellfleeter Cottage complex on the bay in Wellfleet. This cottage is in the best location - so close to Wellfleet Village, Great Island, Duck Harbor, Chequessett Yacht Club and right on the bay!...
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    Wellfleet, Cape Cod 02667
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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