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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.
    20 Matching Rentals in WellfleetView all 136 rentals
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    Carpe Diem 4-bedrooms, ocean views1 / 23
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    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
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Parking
    • Waterfront
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    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
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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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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Patio
    • DVD Player
    • Washer
    • Grill
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    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Central Heating
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom, 1 bath home has an open floor plan with rustic cathedral ceilings. Cable TV and unlimited Wi-Fi Internet access along with central air-conditioning will keep you and your family comfortable. There is a patio outdoors with a table and chairs and a gas grill as well as an outdoor...
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    Wellfleet, Cape Cod 02667
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Sauna
    • Wi-Fi
    • Washer
    • Patio
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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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    Waterfront on private bayside beach1 / 30
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Central Heating
    • Outdoor Dining Area
    • Parking
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 18, 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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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    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
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    Sea Breeze Cottage at Surf Side  Walk to ocean beach in National Seashore1 / 18
    (5)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    • Internet Access
    • Porch
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 24, 2015
    Everything you could need in a rental, this little cottage has.The screened in porch with cheery white wicker is idyllic.The kitchen and bathroom shiny and so clean. The...
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    About this property
    Sea Breeze is a 3 bedroom, 1 bath cottage that is 360 steps from the top of the sand dune that leads down to the Cape Cod National Seashore beach at LeCount Hollow in South Wellfleet. It has one queen size bed in each of two bedrooms and two twin beds in the third bedroom. There is one bathroom...
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    Wellfleet, Cape Cod 02663
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    30 Gulch Rd. 1276211 / 12
    (2)Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Patio
    • Grill
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 18, 2018
    An easy walk to Gull Pond as well as Newcomb Hollow Beach. This house is great for a group -- two bedrooms have private bathrooms, the modern open design flows easily to an...
    Reviewed July 4, 2017
    3 households (my sons + wives) and my husband + myself just returned from a family location at this venue. Perfect in every way. Modernized kitchen and bathrooms, patios or...
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    About this property
    30 Gulch Rd (ID#127621) - Oceanside 4 Bedroom Home-National Seashore SUNDAY RENTAL This Spacious 4 bedroom, 4 bathroom house in Cape Cod National Seashore with distant ocean view, built in the 1950s by renowned modernist architect Serge Chermayeff is available for your enjoyment. This home is set...
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    Location Information
    Wellfleet, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    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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    Oceanside Cottage at Surf Side - Roof-top Deck - Walk to ocean beach1 / 18
    (2)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceanside can accommodate a maximum of 6 people with one queen size bed in each of two bedrooms, and a third bedroom with two twin beds. It has one bathroom with a shower and it also has an enclosed shower outdoors. Oceanside cottage is laid out in a split-level design. From the screened porch you...
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    Wellfleet, Cape Cod 02663
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    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
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • DVD Player
    • Parking
    • 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
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    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Parking
    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    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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    Amenities & Details
    • Balcony
    • Wi-Fi
    • Parking
    • 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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    Location Information
    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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    Location Information
    Wellfleet, Cape Cod 02667
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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