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Wellfleet Vacation Rentals & Cottages - 223 Rentals Available

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223 Vacation rentals

1 / 11

Wellfleet Cottage

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

from $139 / night

1 / 18

Wellfleet House

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

from $225 / night

1 / 15

Wellfleet House

  • 3
  • 8
  • 7 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning

from $136 / night

1 / 33

Wellfleet House

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

$372

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from $372 / night

(3)

1 / 8

Wellfleet Cottage

  • 4
  • 8
  • Min stay varies
  • Ask about children

$139

Very Good (3 reviews)

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from $139 / night

(4)

1 / 23

Wellfleet House

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$400

Excellent (4 reviews)

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from $400 / night

(3)

1 / 67

Wellfleet House

  • 5
  • 11
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly

$264

Very Good (3 reviews)

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from $264 / night

(1)

1 / 13

Wellfleet House

  • 3
  • 7
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly

$200

Excellent (1 reviews)

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from $200 / night

(7)

1 / 20

Wellfleet Condo

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

$120

Excellent (7 reviews)

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from $120 / night

(9)

1 / 27

Wellfleet Cottage

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

$193

Excellent (9 reviews)

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from $193 / night

(12)

1 / 10

Wellfleet House

  • 3
  • 6
  • Min stay varies
  • Nearest beach 3 mi
  • Child friendly

$150

Very Good (12 reviews)

Inquire

from $150 / night

1 / 24

Wellfleet House

  • 3
  • 5
  • Min stay varies
  • Child friendly

$150

Book

from $150 / night

1 / 24

Wellfleet House

  • 3
  • 7
  • Min stay varies
  • Child friendly

$141

Book

from $141 / night

1 / 27

Wellfleet House

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

from $186 / night

1 / 24

Wellfleet House

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

$150

Book

from $150 / night

1 / 7

Wellfleet House

  • 2
  • 5
  • Min stay varies
  • Child friendly

$135

Book

from $135 / night

1 / 22

Wellfleet House

  • 2
  • 4
  • Min stay varies
  • Child friendly

$135

Book

from $135 / night

1 / 25

Wellfleet House

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

from $129 / night

(1)

1 / 26

Wellfleet House

  • 4
  • 9
  • Min stay varies
  • Child friendly

$299

Excellent (1 reviews)

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from $299 / night

1 / 9

Wellfleet House

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

from $215 / night

1 / 23

Wellfleet House

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

from $193 / night

1 / 19

Wellfleet House

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $429 / night

1 / 10

Wellfleet House

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

from $172 / night

1 / 12

Wellfleet House

  • 2
  • 4
  • 7 nights min
  • Ask about children

from $286 / night

1 / 29

Wellfleet House

  • 5
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

from $215 / night

1 / 20

Wellfleet House

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

from $200 / night

1 / 19

Wellfleet House

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

from $358 / night

1 / 19

Wellfleet House

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

from $143 / night

1 / 23

Wellfleet House

  • 2
  • 4
  • Min stay varies
  • Child friendly
  • Pet friendly

$114

Book

from $114 / night

1 / 10

Wellfleet House

  • 4
  • 10
  • 7 nights min
  • Ask about children
  • Pet friendly

from $215 / night

1 / 11

Wellfleet Cottage

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Pet friendly

from $122 / night

1 / 15

Wellfleet House

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

from $200 / night

1 / 11

Wellfleet House

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

from $186 / night

1 / 23

Wellfleet House

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

from $286 / night

1 / 15

Wellfleet House

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

from $8 / night

1 / 35

Wellfleet House

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

from $243 / night

1 / 20

Wellfleet House

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

from $215 / night

1 / 18

Wellfleet House

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

from $215 / night

1 / 36

Wellfleet House

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

from $215 / night

1 / 23

Wellfleet House

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

from $179 / 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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