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Wellfleet Vacation Rentals & Cottages - 227 Rentals Available

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227 Vacation rentals

(2)

1 / 8

Wellfleet Cottage

  • 4
  • 8
  • Min stay varies
  • Ask about children
“This house had everything we needed for our family of 5. Plenty of room. No backyard although the outdoor shower was a great trade-off. 2 minute walk to the bay was perfect for our three girls ages 5,3,1. Close proximity to great eateries in...”
- Review left on 07/07/2014

$139

Very Good (2 reviews)

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from $139 / night

1 / 18

Wellfleet House

  • 5
  • 12
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

from $400 / night

(2)

1 / 19

Wellfleet House

  • 3
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
“This is the perfect house for a relaxing getaway. It is decorated beautifully and is very homey. The rooms are large and spacious and the beds are very comfy. I have never slept on a temperpedic mattress and woke up very refreshed. The kitchen is...”
- Review left on 12/04/2015

$225

Excellent (2 reviews)

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from $225 / night

(1)

1 / 13

Wellfleet House

  • 3
  • 7
  • 7 nights min
  • Ask about children
“This is the first time I've stayed in Wellfleet in over 20 years and I am so glad that we chose this property for our vacation. The house is extremely comfortable and sparkling clean. There is loads of room to spread out. The spacious top floor is...”
- Review left on 10/19/2016

$200

Excellent (1 reviews)

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from $200 / night

(4)

1 / 23

Wellfleet House

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“We are a family of 4 who vacationed with another family in this beautiful and impeccably maintained home. We met the owners upon arrival and they went out of their way to provide us with all information we needed for a great stay. The house was so...”
- Review left on 08/21/2016

$400

Excellent (4 reviews)

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from $400 / night

1 / 74

Wellfleet House

  • 4
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $600 / night

1 / 33

Wellfleet House

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Pet friendly

$372

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from $372 / night

(4)

1 / 24

Wellfleet House

  • 4
  • 10
  • Min stay varies
  • Ask about children
  • Air conditioning
“This home could not have been more perfect for our extended family of 9 including grandchildren ages 2,6 and 9. The location is in a secluded tree lined spot but a short walk away from the marsh and short drive away from 4 beaches, bike trails and...”
- Review left on 07/25/2016

$400

Excellent (4 reviews)

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from $400 / night

(7)

1 / 20

Wellfleet Condo

  • 3
  • 6
  • Min stay varies
  • Ask about children
“My husband and I stayed for 3 nights and really enjoyed D-5 and Cape Cod in general. He was glad to go back after many years and the condo was perfect for us. The owners were wonderful and very accommodating...”
- Review left on 09/26/2016

$120

Excellent (7 reviews)

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from $120 / night

(10)

1 / 19

Wellfleet House

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“Wonderful time at this super clean (no tzchachkes or carpet) very spacious and comfortable house. We had 2 families (10 people) and one day due to weather we were all inside. No problem: 2 family rooms, table tennis, billiards, big kitchen, games,...”
- Review left on 10/19/2016

$400

Excellent (10 reviews)

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from $400 / night

(7)

1 / 16

Wellfleet House

  • 4
  • 8
  • Min stay varies
  • Ask about children
“Wonderful stay. The house was large but at the same time cozy. Plenty of places to spread out and enjoy the outside. Matt was very helpful and attentive! We look forward to renting for a larger group. Thank you Matt for a wonderful trip”
- Review left on 09/19/2016

$170

Excellent (7 reviews)

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from $170 / night

1 / 11

Wellfleet Cottage

  • 3
  • 6
  • Min stay varies
  • Ask about children

from $139 / night

(9)

1 / 27

Wellfleet Cottage

  • 3
  • 6
  • Min stay varies
  • Ask about children
“We have now stayed at Old Salt two Octobers in a row (2015-2016). Can't imagine staying elsewhere. Clean, comfortable, well located....can't say enough about how pleased we are with Old Salt. Looking forward to being here in October 2017...”
- Review left on 10/14/2016

$193

Excellent (9 reviews)

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from $193 / night

1 / 15

Wellfleet House

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

from $136 / night

(5)

1 / 18

Wellfleet Cottage

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly
“This cottage was perfect! The hosts were warm and kind and helpful in providing suggestions for activities and restaurants, and attending to any needs we had there. A lovely, well-equipped cottage made our stay a terrific one. A short walk to the...”
- Review left on 07/08/2012

$214

Excellent (5 reviews)

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from $214 / night

(7)

1 / 14

Wellfleet House

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“My family stayed at this property for 7 days and had an amazing time. With 5 adults and 5 kids under the age of 10, we usually need lots of "things to do" when we meet once a year. This year we decided to take a slightly different approach by renting...”
- Review left on 08/04/2016

$400

Very Good (7 reviews)

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from $400 / night

(3)

1 / 67

Wellfleet House

  • 5
  • 11
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
“Had a great week with extended family in the main house. Beach very tiny walk away and kids loved wandering the bay with the tide out...”
- Review left on 09/07/2010

$264

Very Good (3 reviews)

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from $264 / night

(12)

1 / 10

Wellfleet House

  • 3
  • 6
  • Min stay varies
  • Ask about children
“We totally enjoyed our stay in this very comfortable home. The outdoor shower was wonderful. Walk down a short path to see sunset over creek. Located minutes from everything in Wellfleet! Loved it...”
- Review left on 09/04/2016

$141

Very Good (12 reviews)

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from $141 / night

1 / 18

Wellfleet House

  • 3
  • 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from $175 / night

1 / 24

Wellfleet House

  • 3
  • 5
  • Min stay varies
  • Child friendly

$150

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from $150 / night

1 / 37

Wellfleet House

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

from $472 / night

1 / 36

Wellfleet House

  • 3
  • 6
  • 7 nights min
  • Ask about children

from $215 / night

1 / 22

Wellfleet House

  • 2
  • 4
  • Min stay varies
  • Child friendly

$150

Book

from $150 / night

1 / 23

Wellfleet House

  • 3
  • 5
  • 7 nights min
  • Ask about children

from $143 / night

1 / 24

Wellfleet House

  • 3
  • 7
  • Min stay varies
  • Child friendly

$149

Book

from $149 / night

1 / 20

Wellfleet House

  • 3
  • 8
  • 7 nights min
  • Ask about children

from $415 / night

1 / 11

Wellfleet House

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $172 / night

1 / 19

Wellfleet House

  • 4
  • 8
  • 7 nights min
  • Ask about children

from $286 / night

1 / 20

Wellfleet House

  • 3
  • 4
  • 7 nights min
  • Ask about children

from $200 / night

1 / 24

Wellfleet House

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

from $400 / night

1 / 15

Wellfleet House

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $429 / night

1 / 26

Wellfleet House

  • 6
  • 12
  • 7 nights min
  • Ask about children

from $500 / night

1 / 32

Wellfleet House

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning

from $315 / night

1 / 14

Wellfleet House

  • 3
  • 6
  • 7 nights min
  • Ask about children

from $265 / night

1 / 10

Wellfleet House

  • 2
  • 5
  • 7 nights min
  • Ask about children
  • Air conditioning

from $172 / night

1 / 26

Wellfleet House

  • 3
  • 6
  • 7 nights min
  • Ask about children

from $258 / night

1 / 24

Wellfleet House

  • 3
  • 8
  • Min stay varies
  • Child friendly
  • Pet friendly

$150

Book

from $150 / night

1 / 27

Wellfleet House

  • 3
  • 8
  • 7 nights min
  • Ask about children

from $300 / night

1 / 16

Wellfleet House

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $222 / night

1 / 14

Wellfleet House

  • 3
  • 6
  • 7 nights min
  • Ask about children

from $215 / night

About Wellfleet

Wellfleet is a rural seaside community in Barnstable County, Massachusetts. The town sits between the “tip” and “elbow” of Cape Cod making it a prime location on Cape Cod that has long attracted East Coasters seeking a break from the city. Today, the town boasts one of the cape's top seashores, and there's no shortage of Wellfleet vacation rentals welcoming vacationers from all over the U.S.

Climate

Wellfleet and the rest of Cape Cod have a moderate coastal climate, with mild summers and cold winters. In July and August, summer temperatures top out around 80 degrees, while winter temperatures typically drop into the 20s. With such comfortable summer weather, Wellfleet and the rest of the cape tend to be busiest from about June through September.

Transit

Fly into Provincetown Municipal Airport, which is less than 20 miles from Wellfleet, or fly into Boston Logan International Airport, which is about 100 miles from town. Though you'll want a car to cover long distances on the cape, you can walk or bike from most Wellfleet vacation homes to the beach and other local attractions.

Things to Do

The Wellfleet area's top attraction is the Cape Cod National Seashore, a stunning expanse of shoreline that stretches for 40 miles. After checking in at one of the best Wellfleet vacation rentals, visitors can throw on their bathing suits and head to the seashore. It is the ideal spot to swim, surf, bike on three different trails, walk along 12 diverse trails, or spot sharks and foxes. In rain or shine, you'll never be at a loss for things to do at the Cape Cod National Seashore.

On the Wellfleet Harbor side of the Cape, don't miss the Wellfleet Bay Wildlife Sanctuary, which boasts miles of trails, a salt marsh, pine woodlands, and even a sandy beach. Here you can also learn all about local wildlife and landscape through educational exhibits and aquariums.

Other great places to check out include the Wellfleet Historical Society Museum, Oliver’s Red Clay Tennis Courts, and The Wellfleet Drive-In. 

Food

Like most of Cape Cod, Wellfleet is best known for its seafood and fish, much of it caught and processed locally. Grab lunch or dinner at Mac's Shack, where the local oysters are top-notch, and the clam chowder and fish tacos fly off the shelves every day. For Wellfleet oysters, lobster bisque, Atlantic mussels, or Cape Cod clam chowder right on the edge of the sea, Moby Dick's is your spot for a fresh, casual meal.
If you have a hankering for something sweet, head over to Massachusetts favorite Emack and Bolio's. This ice cream shop boasts inventive flavors like bananas foster, mud pie, and heaven, along with cones covered with sugary treats like Oreos or Fruit Loops.

Events

Summer is the time to be in Wellfleet, and the town hosts numerous events to entertain locals and tourists all season long. The Wellfleet Harbor Actors Theater features concerts, theater, and performances all year long, but the venue's Summer Music Festival is an annual highlight. After a fun day in the sun, relax under the stars with some of the area's best musicians.

One of the most popular events on the cape, the Wellfleet OysterFest attracts visitors during shoulder season in October. Celebrate the town's livelihood, cheer on the shucking festival, and enjoy some of the best oysters, clams, and seafood you'll find anywhere.

Whether you're seeking a relaxing trip to the beach or a foodie vacation, make Wellfleet your destination. Take your pick from the many seaside Wellfleet vacation rentals, and enjoy spectacular views from your front porch.

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