Luxury Vacation Rentals in Wellfleet

(42 rentals)
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About this property

This 3,000 sq ft. plus rental is equipped like a home with quality furniture, appliances, finishes and every amenity you could think of to make your vacation complete. Our home boasts an open floor plan, with 4 bedrooms - one downstairs (queen bed), two upstairs (one with two twin beds and another with ...

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Property Type

Wellfleet House

"We found the house that accomodated our 3 generation family!!!!"

This beautiful home is spacious, wonderfully cared for, conveniently located and private. The layout allowed for 10 of us -3 family units-to have privacy and quiet. Up and downstairs living areas were ...

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5 BR | 2.5 BA | Sleeps 16 | Quick View

3

Distance to beach: 10 feet to Mayo

$571

avg/night

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Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Pet friendly
  • Rentals by owner

About this property

Enjoy one of the Chequessett Inn's original bluff cottage's built in the early 1900's on Mayo Beach by Captain L.D. Baker. This beautiful large waterfront cottage has panoramic views of Wellfleet Harbor stretching all the way across to the Cape Cod National Seashore's Great Island. ...

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Property Type

Wellfleet Cottage

"Quintessential Old Time Cape Home"

One of our daughters was getting married a the Chequessett Club right down the road from this cottage. Stepping into the cottage was like going back to an earlier time period. The knotty pine walls and ...

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$500

avg/night

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Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Pet friendly

About this property

Set within the trees and surrounded by the neighborhood wildlife, this charming 4 bedroom, 3.5 bath home has everything one would need for the perfect Cape Cod vacation, including stunning sunset views across the Wellfleet Bay and a gorgeous stretch of private beach that is just a minute walk from the ...

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Property Type

Wellfleet House

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4 BR | 3 BA | Sleeps 10 | Quick View

1

Distance to beach: 0.1 miles to Nauset Beach

$800

avg/night

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Key Amenities

  • Kid friendly
  • Pool
  • Private pool

About this property

Smell the sea air and listen to the soothing rhythm of the ocean at Sea Mist!  A short 2/10ths of a mile from one of the most beautiful beaches on Cape Cod, this property brings together easy access to Nauset Beach with the luxury of a salt-water heated pool that includes a hot tub and sun shelf.  ...

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Property Type

Orleans House

"Beautiful House, Would Move in if We Could"

This home was absolutely gorgeous from top to bottom, and we would move here if we could. The larger bedroom on the second floor has fantastic sunrise views, and I can’t think of a better way to wake ...

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3 BR | 2 BA | Sleeps 6 | Quick View

$750

avg/night

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Key Amenities

  • Kid friendly

About this property

This beautiful 3 bedroom 2.5 bathroom Crystal Lake home has high end finishes throughout and a location that can't be beat! Crystal Lake Haven has peeks of Crystal Lake and direct access to the lake via the property in front of it. The main level offers a large eat in kitchen/living area with ...

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Property Type

Orleans House

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6 BR | 4 BA | Sleeps 12 | Quick View

$725

avg/night

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Key Amenities

  • Kid friendly
  • Pool
  • Private pool

About this property

Fabulous two home property with a pool! This unique property is perfect for larger and multi-generational groups with two houses connected by a covered walkway. Gorgeous heated pool and jacuzzi and large patio with stone fireplace provide perfect outdoor living. The property sleeps 12 with 6 bedrooms ...

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Property Type

Orleans House

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5 BR | 2.5 BA | Sleeps 12 | Quick View

1

Distance to beach: 2 miles to Coast Guard Beach National Seashore

$715

avg/night

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Key Amenities

  • Kid friendly
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Spend the day at the National Seashore then come home for an evening swim in a heated pool. This home is perfect for a multi-family summer retreat. There are plenty of private living spaces for Mom, Dad, kids & grandparents to spread out after checking out all of the wonders that Cape Cod offers. ...

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Property Type

Eastham House

"Great House!"

Very close to Coast Guard Beach. Grandkids biked each day, while the "elders" stayed poolside. Lots of room for everyone, including our two dogs. The welcome package was a nice touch.

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5 BR | 3.5 BA | Sleeps 10 | Quick View

Distance to beach: 1 miles to Nauset

$714

avg/night

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Key Amenities

  • Kid friendly

About this property

Let nature surround you in this sprawling contemporary where an artists touch and peeks of the Atlantic Ocean are present throughout. Enter this home into the large living, dining space with vaulted ceilings & large sliders all around. Down the hall from the living area you will find a full bath with ...

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Property Type

Orleans House

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Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Pet friendly
  • Rentals by owner

About this property

Our waterfront cottage and attached barn are perched atop the dramatic coastal bluff along Cape Cod Bay with stairs down to our private beach. We have two cottages and a barn on this acre of waterfront land, plus our own staircase down to the private sandy beach.This rental consists of a two-story ...

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Property Type

Truro Cottage

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Please call for pictures and more info- owners are private and appreciate screening first to see if a fit large gorgeous newly renovated home sleeps 11 3 floors with finished walkout basement with games and sitting and playing including air hockey 5 bdr 3 full baths; a queen and twin on first floor ...

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Property Type

Chatham House

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Key Amenities

  • Kid friendly
  • Oceanfront
  • Pet friendly
  • Rentals by owner

About this property

This beautiful, sunny farmhouse located near the heart of Orleans is an antique home that has modern updates inside and a gorgeous surrounding yard. Very private with ample parking. Walking path to Gould Pond for birdwatching and nature walks.The house is open, airy, very clean and well cared for. ...

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Property Type

Orleans House

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Key Amenities

  • Kid friendly
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Summer 2024: 7 night minimum- Saturday ChangeoverA brand new 4 bedroom w/ private bonus room (pull out couch), 3 full bathrooms, recently remodeled in Spring 2023! HEATED POOL (pool is in direct sun and will stay warm even without the heater). Modern and beautiful kitchen with every amenity. A kitchen ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 7 | Quick View

3

Distance to beach: 1 miles to Coast Guard

$500

avg/night

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Our home has three spacious bedrooms, all on one main floor. The primary bedroom has a king-sized bed and a gorgeous waterfront view. The second bedroom has a queen and twin-sized bed, and the third bedroom has a queen-size bed and water view with access to an outside deck and outdoor shower. All beds ...

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Property Type

Eastham House

"Fabulous Family Vacation!"

We spent the week with our adult sons and their partners and had a great time. The weather was less than we expected for July- only in the 70s, but the house made being there wonderful anyway. The view ...

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$486

avg/night

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Key Amenities

  • Kid friendly

About this property

Located right on the shore of beautiful Town Cove in Orleans. This updated home has 3 bedrooms 2 1/2 baths Nicely appointed foyer and living room with expansive saltwater views, leads you to the sunroom, deck and pathway to the water. Games and books fill bookcases and a large flat screen TV sits ready ...

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Property Type

Orleans House

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3 BR | 1 BA | Sleeps 6 | Quick View

3

Distance to beach: 0.0 miles to Cape Cod Bay

$458

avg/night

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Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Pet friendly
  • Rentals by owner

About this property

Our charming 3-bedroom cottage is perched atop a dramatic bluff on a waterfront acre of land, offering a spectacular, unobstructed view of Cape Cod Bay and the entire “arm” of the Cape, from Provincetown to Plymouth. Beach stairs take you down to your own private beach. At high and low tide, ...

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Property Type

Truro Cottage

"Amazing views and gorgeous private beach"

Our family had an amazing stay at this beautiful cottage. The views from the deck take your breath away. Be prepared for amazing sunset views. Stairs to the beach are mere steps away with a shed near ...

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3 BR | 2 BA | Sleeps 6 | Quick View

$457

avg/night

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Key Amenities

  • Kid friendly

About this property

Waterfront(!) on Herring Pond, one of Eastham's finest freshwater ponds. Located on a quiet sandy lane and close to the bike trail, this home is a great spot to vacation!

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Property Type

Eastham House

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2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 600 miles to Nauset Light Beach

$429

avg/night

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Key Amenities

  • Kid friendly

About this property

A unique opportunity! Stay in the Lightkeepers house at Nauset Light Beach! Views of the Atlantic ocean from this home. One of the few homes that is truly a walk to the ocean on the Outer Cape. Retaining all the charm and quirkiness of an antique house this home is sure to give you a memorable vacation. ...

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Property Type

Eastham House

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4 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 3 miles to

$429

avg/night

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Key Amenities

  • Kid friendly

About this property

Experience the epitome of comfort and convenience in this charming 4-bedroom, 2-bath home located on a peaceful side street near the popular CC Bike Trail. Enjoy the best of indoor-outdoor living with a spacious deck and screened porch, perfect for relaxing or entertaining. Stay cool and comfortable with ...

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Property Type

Eastham House

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$410

avg/night

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Key Amenities

  • Kid friendly

About this property

Lovingly appointed 4 bedroom, 2 bath Eastham home with beautifully updated kitchen is situated just a short drive down a dirt road. Close proximity to National Seashore Beaches -Nauset Light Beach, Coast Guard Beach and just over a mile from the Cape Cod Rail Trail. Enter this comfortable and calming ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.1 miles to Thumpertown Beach

$407

avg/night

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Key Amenities

  • Kid friendly

About this property

Great beach house just steps away from private beach near Thumpertown Beach. Located in a quiet, secluded spot, this home offers a glassed in porch, three decks (along with a peek of the bay), three bedrooms and two baths! Between the living area, porch and decks there is plenty of room for the family ...

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Property Type

Eastham House

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Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Pet friendly
  • Rentals by owner

About this property

THE VIEW AND BEACH DON'T GET ANY BETTER THAN THIS. Charming two story two bath fisherman's cottage with historic charm -- white-washed beamed ceiling, and antique claw foot tub, marble sink. Second floor living room has 14 feet of glass looking doors looking out over the water. Fireplace ...

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Property Type

Truro Cottage

"Beyond your wildest dreams"

Jil was incredibly friendly and helpful with answering our questions and booking. My wife and I are very familiar with this part of Cape Cod but were absolutely blown away by the privacy and natural beauty. ...

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Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront

About this property

Located just 2/10th's of a mile from bay-side Skaket Beach is this sweet 3 bedroom, 1 full bath (tub/shower combination) home offering beautiful tidal marsh views and a spacious deck to enjoy the outdoors. With Central A/C, the property is set back at the end of a sandy lane and is close to the Cape ...

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Property Type

Orleans House

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$400

avg/night

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Key Amenities

  • Kid friendly

About this property

Beautifully renovated 4 bedroom, 3 bath home in Eastham close to Cape Cod National Seashore Beaches--Coast Guard Beach and Nauset Light Beach. Just 1 mile to the Cape Cod Rail Trail. Enter the house to a large great room with cathedral ceilings and open floor plan. Large dining table seats 8. Fully stocked ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 8 | Quick View

1

$400

avg/night

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Key Amenities

  • Kid friendly

About this property

Enjoy your Cape escape at this immaculate and remodeled 3 Bedroom 2 Bath home with three finished levels in the popular Brewster Seaview Community. Neighborhood amenities include direct access to the Cape Cod Rail Trail, a tennis court, shuffle board court, picnic area and a Little Free Library. Just ...

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Property Type

Brewster House

"Exceptional home away from home"

I stayed with family for about 1 month. The owners/landlords were helpful, friendly and respe ctful of our needs.The location is private, huge yard,great night sky viewing, great bird sightings. Amenities ...

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4 BR | 2 BA | Sleeps 8 | Quick View

$400

avg/night

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Key Amenities

  • Kid friendly

About this property

Overlooking Orleans Town Cove and with direct access to the water, this beautifully remodeled home is your perfect Cape Cod vacation retreat! Light and bright, with beautiful hardwood floors and an open floor plan, the main level has a large, fully equipped kitchen with granite counters and breakfast ...

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Property Type

Orleans House

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Key Amenities

  • Rentals by owner

About this property

Private cul-de-sac 1 mile from beautiful Nauset Light Beach, 1.5 miles from Coast Guard Beach, one of the top 10 beaches in the USA year after year.Google THE BEST BEACH TOWN IN MA according to Stacker.Easy walk or bike ride to the beach.Wellfleet and Truro are nearby; 25 minutes to Provincetown.Near ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 2 miles to

$371

avg/night

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Key Amenities

  • Kid friendly

About this property

Nice large 3 bedroom home on Eastham's Oceanside. Drive or bike to either Coast Guard Beach or Nauset Light beach. Large deck/patio for outdoor living. Central AC keeps you cool in the summer. Separate family room/TV room plus living room. Nice outdoor space and located on a quiet side road.

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Property Type

Eastham House

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$357

avg/night

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Key Amenities

  • Beachfront
  • Kid friendly

About this property

Sweet beach house tucked on a sandy lane, just minutes to both Priscilla Landing inlet and Nauset Beach. The home offers three bedrooms with one king and two others each with a queen bed. There is also one and a half baths. There are window A/C's throughout the house for your comfort and electric ...

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Property Type

Orleans House

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Key Amenities

  • Kid friendly

About this property

Beautiful one bed apartment in an 1853 Greek Revival home located in the West End @ , restaurants and beach, but is located in a quiet residential neighborhood surrounded by lovingly maintained homes and gardens. The property features a comfortable bedroom with a queen-sized bed, a private deck (with ...

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Property Type

Provincetown Condo

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2 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 10 feet to Cape Cod Bay

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Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Rentals by owner

About this property

This oceanfront townhouse offers 2 floors both with water views. An updated kitchen is fully stocked for enjoying meals at home. The living room has a gas fireplace for cooler nights. Master bath and Master bedroom on the second floor with views of the dunes and sunrise. There are 2 upper decks offering ...

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Property Type

Truro Condo

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Key Amenities

  • Kid friendly

About this property

This Cape Cod home is perfect for the beach lover, boater, kayaker or paddle boarder with proximity to Mill Pond and boating to the outer beach! Beautiful home offers 3 spacious bedrooms and two full baths on two levels. Main level features a sunny living room with gas fireplace and flat screen TV ...

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Property Type

Orleans House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.4 miles to Cooks Brook

$286

avg/night

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Key Amenities

  • Kid friendly

About this property

Secluded contemporary Cape on quiet cul-de-sac 4/10 mile to deeded association beach on Cape Cod Bay. Airy living space with cathedral ceiling opening to large deck and wooded private yard. Newly added ductless AC units to the living area and bedroom upstairs keep you cool on those hot summer days. Master ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 1 miles to

$286

avg/night

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Key Amenities

  • Kid friendly

About this property

Nice ranch on Kingsbury Beach Rd. Bike trail is nearby. Walk to Great Pond and Kingsbury beach is about 3/4 mile away. Nice deck and outside shower. HD TV in living room. Master bedroom with its own bath. Laundry on the first floor.

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.5 miles to Dunes Beach Assoc.

$271

avg/night

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Key Amenities

  • Kid friendly

About this property

Nice home (1539 sq/ft) just 1/2 mile to Cape Cod Bay and Wiley Pond Park. Master bedroom with king bed & bath, another bedroom, and sleeping loft upstairs (w/TV) makes this charming cottage just right for 6 people. It also has a screened-in porch overlooking wooded lot, outside/inside showers, high-speed ...

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Property Type

Eastham House

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About this property

A beautiful two floor Townhouse right smack in the center of town, in a building that is right on the water in 'Ol Cape Cod.On 2 floors and with a fabulous deck, our sunny corner end unit has just had a renovation! Located in a waterfront building, that is set back and down a cobblestone pathway ...

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Property Type

Provincetown Town Home

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Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

Recently Renovated 3/1 with new kitchen & bath & close to beach w Central ACThis cozy, recently renovated cottage has a brand-new kitchen, new bathroom, and new flooring and is an excellent location, close to the Bay and just over 1/2 mile to Saints Landing Beach. Situated on a 1.4 acre wooded ...

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Property Type

Brewster House

"A Restful Piece of Paradise !"

There aren't enough accolades in a dictionary to describe Shannon OR this Cape Cod cottage! Open the front door and you can't help but say "WOW!" Then walk through the three bedrooms and you'll note that ...

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2 BR | 2 BA | Sleeps 6 | Quick View

$257

avg/night

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Key Amenities

  • Kid friendly

About this property

Sunny 1960's style contemporary ranch in a gorgeous, private setting offers your perfect Cape Cod vacation! This one level home has 2 bedrooms and 2 updated full bathrooms with walk-in showers, a fully equipped kitchen, cozy living room and large dining room overlooking private yard. Primary Bedroom ...

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Property Type

Orleans House

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Key Amenities

  • Rentals by owner

About this property

Nestled on quiet street, in a peaceful bayside neighborhood, beautifully renovated and appointed 3 Bedroom 1.5 Bath, with an enclosed outdoor shower. This pristine one-level cottage is now booking year round vacations! All new furnishings, beds and appliances!Featuring central AC, sliders to back ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 2 miles to

$243

avg/night

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Key Amenities

  • Kid friendly

About this property

This comfortable home has been recently renovated! New paint, flooring and furniture. Quiet location on the Oceanside, approximately 3/10ths of a mile from the bike trail, 2.5 miles from the Atlantic Ocean and about 3 miles to Cape Cod Bay. A convenient location to enjoy the many beaches and activities ...

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Property Type

Eastham House

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4 BR | 2 BA | Sleeps 8 | Quick View

$243

avg/night

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Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront

About this property

A true Cape Cod Gem located on the edge of the National Seashore and just 2 miles to Coast Guard Beach or Nauset Light Beach! You will love coming home after a day on the beach to this private house on a wooded lot on a quiet cul-de-sac road. All the bells and whistles you want in a vacation including ...

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Property Type

Eastham House

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Indulge in luxury during your vacation at this impeccably renovated house. Pristine and tastefully decorated, it boasts central air conditioning with mini splits in each room, stunning hardwood flooring throughout, and a gourmet kitchen equipped with soapstone countertops, high-end appliances, including ...

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Property Type

Eastham House

"Wonderful child-friendly home in a great location."

The location is fantastic - close to many restaurants and beaches in Orleans, Eastham, and Wellfleet. It's also a 30 second walk from the front door to the Cape Cod Rail Trail. The house has a nice, modern ...

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2 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 0.0 miles to

$200

avg/night

View Details

Key Amenities

  • Kid friendly

About this property

Pleasant cottage on side street. Deck and outdoor shower for outdoor enjoyment. Fully remodeled kitchen and bath and bedrooms. Centrally located on the bayside. Charming and cozy interior. Very fairly priced.

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Property Type

Eastham House

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Wellfleet Vacation Rentals