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Wellfleet Luxury Vacation Rentals

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    Travellers to Wellfleet are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    22 Matching Rentals in WellfleetView all 148 rentals
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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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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Waterfront on private bayside beach1 / 30
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Private, sandy, beach. 5 Kayaks. Wellfleet Outer Cape Cod.1 / 51
    (7)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Grill
    • Washer
    • Wi-Fi
    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 29, 2019
    I loved my stay at Main House. It's amazing to be so close to the bay that you don't even need to cross a street to get to the water. And it's also not far from everything else...
    Reviewed January 7, 2019
    We've vacationed on Cape Cod before but this was our first time in Wellfleet. Wellfleet is a little more expensive than the average Cape Cod location but definitely offers the...
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    About this property
    Beautiful, quiet, sandy beach. Walk to our private bay beach in less than a minute - no roads to cross. No stairs. Enjoy full water views from our south facing 2,000 square foot Cape Cod - Colonial style 2 level home. 1st and 2nd floors, No basement. Main House at the Sea Shells cottages is a...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
    Ebb Tide at Surf Side - 250 steps to the beach1 / 16
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Ocean Views
    • Grill
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    Pet friendly
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    Smoking allowed
    Reviewed July 22, 2019
    The great thing about Surf Side Cottages is that you can just walk to the beach. You can watch the sun come up over the ocean. You don't have to load up the car. On the other...
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    About this property
    You enter Ebbtide through a screened porch that opens into the living room with fireplace and cable TV. At one end of the living room is a fully equipped kitchen. The kitchen has a full- size refrigerator, gas stove, microwave, dishwasher, toaster, coffeemaker, dishes, pots, and pans dining table...
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    Wellfleet, Cape Cod 02663
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Carpe Diem 4-bedrooms, ocean views1 / 23
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Terrace
    • Balcony
    • Grill
    • Outdoor Dining Area
    • Porch
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 4 bedroom cottage sleeps 8 with two bedrooms upstairs and two on the main floor. It is located on a quiet street that dead-ends into the dunes of the beach in the Cape Cod National Seashore. There is a second floor deck over the entrance way with is a great place to do morning yoga or to enjoy...
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    Wellfleet, Cape Cod 02663
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    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
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Nature lovers' paradise. Amazing location with stunning marsh and bay views and short walk to idyllic almost empty bayside beaches. Simple, architect-designed home built in 1983, positioned to enjoy southern light and expansive views of the ever changing marsh and bay beyond. First floor -...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    4 BR | 3.5 BA | Sleeps 8 Lt. Island in Wellfleet is Cape Cod's best kept secret. This house is exceptional in every detail. The main house has 3 bedrooms, with a king, a queen and two twin beds, 2.5 baths and a wraparound deck that overlooks the marsh and bay. The master bedroom and the en-suite...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Cape cod farm house1 / 19
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Private Garden
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    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2019
    This is a spotless, spacious home. Convenient location to bike path, beaches, and Wellfleet center. Perfect for families, friends or a quiet couple getaway
    Reviewed June 11, 2018
    Great stay in this beautiful farm house. Quiet and peaceful location. Easy access to bike trails and walking trails. Very close to beaches. And the front porch is a great place...
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    About this property
    3 bed room 2 bath farmhouse on the Cape Cod Rail Trail, National Park hiking trails, off-road biking trails in the Cedar Swamp trails at Marconi. All within walking distance from the house. Close to beaches,shoppin, town center, town pier, resturants, drive-in, and cinemas. Nice big private yard...
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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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    • 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
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • 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
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    • Waterfront
    • Grill
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    150 Compass Hill Road (ID #137929) ~ Beautiful Tidal And Island Views You will want to hurry home each evening to catch the sunset over Cape Cod Bay, Wellfleet Bay, Loagy Bay and Lieutenant Island from this newly renovated home just steps from the shoreline. Enjoy drinks and dinner from the...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • DVD Player
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    • Patio
    • Private Garden
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    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
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Beautiful Wellfleet Geiger-Phillips architect-designed 4 bedroom custom home (2300 sq ft) with all amenities nestled in the woods of Wellfleet - only 1 mile to the center of town and marina. 3 beaches on the bayside (flat, warmer, kid-friendly) are nearby and 3 more on the oceanside (waves, surf,...
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    Wellfleet, Cape Cod 02267
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Grill
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note the in-law apartment/cottage is occupied in the fall starting Labor Day weekend. The main house is still available for full use and the units do not share walls!* Newly renovated 4 bedroom, 3.5 bath house and large 1 bedroom In-Law apartment with additional loft, bedroom and full...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    35 Ridge St. Ext. (ID #141327) ~ Pleasant Point 3+ Bedroom Home ~ A/C Wellfleet. Spacious 3+ bedrooms, 3 1/2 bathroom home with A/C. Sleeps 8. Great house and great location. Water glimpse from several rooms. Drummer Cove and conservation trails out the door. Walk to Pleasant Point. Short drive to...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Smoking allowed
    About this property
    80 Mill Creek Lane (ID#127321) - 6 Bdrms Close To The Bay and the Village Spacious contemporary home a short distance to Powers Landing (aka. Seashells Beach). This home is nestled at the end of a short dirt road. Three levels with a bathroom on each level. There are many spaces in this house to...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    Lieutenant Island Panoramic Water Views1 / 23
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Wi-Fi
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    • Cable/satellite TV
    • Terrace
    • Air Conditioning
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 8, 2018
    Great views, loved the out door shower. Beds comfortable , new washer and dryer . Quiet area, it was fun being on the island . You need to plan ahead for food and drinks...
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    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
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Balcony
    • Washer
    • Parking
    • Cable/satellite TV
    • Patio
    • Internet Access
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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