Luxury Vacation Rentals in Wellfleet

(24 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

"Perfect family Wellfleet rental"

Our family has been vacationing in Wellfleet rental properties for decades. Irena’s home has been the best to date by far. The peaceful location and view of the inlet are perfect for outdoor relaxation ...

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5 BR | 2.5 BA | Sleeps 16 | Quick View

4

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

"Lovely old Cape House with amazing view"

My family really enjoyed staying here. The house has a beautiful wrap around porch with an amazing view you can enjoy. Private but also so close to the Wellfleet waterfront.

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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

"First bayside experience."

This lovely home made my family very happy. Situated beautifully among the trees with a perfect window for sunsets. Expansive deck accommodating 9 of us comfortably. Room for our kids arts and crafts without ...

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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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5 BR | 2.5 BA | Sleeps 12 | Quick View

1

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

$714

avg/night

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Key Amenities

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

About this property

MOST OF JULY & AUGUST ARE BOOKED, BUT WE STILL HAVE JULY 4th WEEK AND JUNE & SEPTEMBER WEEKS AVAILABLE WITH A HEATED POOL!! ASK ABOUT OUR PROVINCETOWN THEME WEEK AND WELFLEET OYSTERFEST SPECIALS!! Spend the day at the National Seashore then come home for an evening swim in a heated pool. This ...

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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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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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3 BR | 2 BA | Sleeps 7 | Quick View

3

Distance to beach: 1 miles to Coast Guard

$643

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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3 BR | 1 BA | Sleeps 6 | Quick View

5

Distance to beach: 0.0 miles to Cape Cod Bay

$500

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

"Heavenly retreat on the bluff!"

Comfortable and charming cottage perched right on the bluff overlooking the bay--unbeatable view and a real sense of privacy and perspective. Incredibly peaceful--you won't want to leave. The cottage is ...

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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

"Enjoyed our stay"

Comfortable, cozy place with modern amenities. Five minute walk to two beaches, which was fabulous, and short drive to restaurants and stores. Stayed for two weeks and would definitely return. Dennis is ...

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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

  • 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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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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4 BR | 3 BA | Sleeps 8 | Quick View

1

$300

avg/night

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Key Amenities

  • Rentals by owner

About this property

4 bedroom 3 bath house in quiet neighborhood ..Large living room,central air and screened in porch and large deck with view of the lake. Beach is only a few steps away.

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Property Type

Brewster House

"Spacious House on Seymour Pond"

The property was in a great neighborhood with pond access and exceeded our expectations. The kitchen was well-stocked, the space was comfortable, and had everything we needed for a relaxing stay. The ...

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3 BR | 3 BA | Sleeps 8 | Quick View

Distance to beach: 0.5 miles to Thumper Town Bay Beach

$299

avg/night

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Key Amenities

  • Rentals by owner

About this property

Cozy Cape Escape – Walk to Bay Sunsets - Near Beaches, Ponds, Great Food, Rail Trails & Adventure!Your perfect Cape Cod getaway awaits in Eastham! This warm and inviting 3-bedroom, 3-bath home offers a mix of king, queen, and twin beds, providing plenty of space for family and friends. Enjoy ...

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Property Type

Eastham House

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4 BR | 3 BA | Sleeps 9 | Quick View

3

Distance to beach: 0.9 miles to Nauset Beach

$286

avg/night

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Key Amenities

  • Rentals by owner

About this property

Escape to our spacious four-bedroom home in East Orleans, just minutes from Cape Cod’s stunning beaches, including Nauset Beach and the Cape Cod National Seashore. Perfect for relaxation or adventure, this coastal retreat has everything you need for a memorable stay.Enjoy modern comforts with ...

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Property Type

Orleans House

"**Would Rent from Nina Again!**"

This house has a fantastic location, just a short stroll (less than a mile) from Nauset Beach - one of our favorite beaches on the Cape. It's modern, elegantly decorated, and thoughtfully prepared for guests. ...

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1 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 0.1 miles to Herring Cove

$271

avg/night

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Key Amenities

  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner

About this property

Panoramic water views, short walk to Herring Cove in front of us and, to the left, a four minute walk to the Harbor Beach at Provincetown Inn and the jetty over to Long Point. Overlooking Hatch's Harbor in Cape Cod National Seashore, at the tip of Provincetown.From this PEACEFUL PANORAMIC PERCH, ...

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Property Type

Provincetown Condo

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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

"Exceptional home away from home"

This home was so well appointed ,immaculate, and commfortable for our family.The ouside deck was the best and private. The washer and dryer and all appliances throughout the house are top notch. The laundry ...

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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

ONLY TWO WEEKS LEFT IN July 5 - 12th & July 12th - 19th 3 NIGHT MIN IN JUNERecently 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 ...

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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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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

  • Rentals by owner

About this property

**All New Stainless Steel Kitchen Appliances September 2025!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 ...

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Property Type

Eastham House

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3 BR | 2.5 BA | Sleeps 6 | Quick View

1

Distance to beach: 2 miles to Nauset Beach

$229

avg/night

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

This roomy and bright 3-bedroom, 2.5-bath home offers 2,500 square feet of living space and lots of natural light. It’s located in a quaint, private neighborhood of just 20 homes.Sleeping arrangements: Primary bedroom: king bed, sitting area, and attached bathroom Second bedroom: queen bed ...

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Property Type

Orleans House

"Great stay"

Our family (3 adults, 2 kids) had a wonderful week in this lovely home! The location offers plenty of privacy and space in a quiet neighborhood. The house was airy and clean, and the kitchen had pans, serving ...

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Wellfleet Vacation Rentals