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Flagstone patio area
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Wellfleet Home
4 BR / 2.5 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Enjoy this lovely, large vacation home located down a private road, on almost an acre of wooded land. A sizable kitchen and family dining area offer a great place to gather for meals, and our spacious flagstone patio ...
(8) Excellent (8 reviews)
Wellfleet Massachusetts Vacation Rentals - Home
1 / 19

Wellfleet Home
3 BR / 2 BA / Sleeps 8 3 8 Min stay varies
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Enjoy a spectacular Cape Cod vacation in this Home built in 2014! Check out some of the new additions below for the 2016 season! First Floor Common Area: The kitchen is well appointed with granite counter tops, st...
(2) Excellent (2 reviews)
Wellfleet Massachusetts Vacation Rentals - Cottage
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Wellfleet Cottage
3 BR / 1 BA / Sleeps 6 3 6 Min stay varies
Cottage / 3 Bedrooms / Sleeps 6
3 bedrooms 1 bathroom Sleeps 6
Microwave • Washer/Dryer • DVD Player
You are afforded Privacy and Peace in this quaint, mid- century Cape Cod cottage that is 13 miles from P- Town and a 5- minute drive to Wellfleet's famous glacial ponds and ocean beaches. Please note that although we do...
(6) Excellent (6 reviews)
Partial view of upstairs deck from inside
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Wellfleet Home
4 BR / 2 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Spacious beautiful year round home Fully equipped Short 3- 5 min walk down a quiet road to a tidal bay beach in historic neighborhood Large upstairs deck with gas grill , and smaller downstairs patio Two full liv...
1 / 9

Wellfleet Cottage
1 BR / 1 BA / Sleeps 3 1 3 6 night min stay
Cottage / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
High Speed Internet • Microwave • Washer/Dryer
1950's , newly renovated , cozy cape cod cottage with large sunroom on a 3/4 acre lot , and just a few steps to the bay, and small craft landing. Set back from main highway on quiet back road 2- miles from the o...
(7) Excellent (7 reviews)
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Wellfleet Home
4 BR / 2.5 BA / Sleeps 7 4 7 7 night min stay
Home / 4 Bedrooms / Sleeps 7
4 bedrooms 2.5 bathrooms Sleeps 7
High Speed Internet • Dishwasher • Microwave
All the amenities for luxury living: 2 Sub- Zero refrigerators, air- conditioning in all room, large gas grill, flat screen tv and standby generator. The top floor master suite with 2 queen beds and balcony view o...
Wellfleet Massachusetts Vacation Rentals - Apartment
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Wellfleet Apartment
1 BR / 0 BA / Sleeps 3 1 3 7 night min stay
Apartment / 1 Bedroom / Sleeps 3
1 bedrooms 0 bathroom Sleeps 3
High Speed Internet • Microwave • TV (Antenna)
257 Main St. (ID #127272) - Wellflee Village 1 Bdrm Apt. In- Town, Walk- up apartment with separate full sized bedroom area off of a combination kitchen/dining/living suite. Extra twin sized bed in corner of living roo...
Wellfleet Massachusetts Vacation Rentals - Home
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Wellfleet Home
4 BR / 4 BA / Sleeps 12 4 12 7 night min stay
Home / 4 Bedrooms / Sleeps 12
4 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
Recently renovated kitchen, with all new appliances, and amenities. Located right on the Harbor in Wellfleet, this Wellfleet Waterfront property has superb waterviews, and large decks for entertaining. It's a sho...
Wellfleet Massachusetts Vacation Rentals - Cottage
1 / 12

Wellfleet Cottage
2 BR / 1 BA / Sleeps 4 2 4 7 night min stay
Cottage / 2 Bedrooms / Sleeps 4
2 bedrooms 1 bathroom Sleeps 4
Microwave • TV (Antenna) • Air Conditioning
60 B Long Ave (ID#127467) - 2 Bedroom Cottage - Drummer Cove AreaThis cute 2 bedroom cottage is one of 18 units that comprise the "Drummer Boy Condo Complex" on the edge of Black Fish Creek in S. Wellfleet. Two bedroom...
It does't get much better...
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Wellfleet Home
3 BR / 2.5 BA / Sleeps 8 3 8 7 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Waterfront privacy on over 2 acres. Stunning architecturally designed contemporary home with walls of glass high on a knoll overlooking the Fresh Brook Spring and river with safe boating right off your private sandy mars...
(3) Excellent (3 reviews)
Hidden Hollow Cottage (4 Floors, 4BRs, 2BAs, 2LRs)
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Wellfleet Home
4 BR / 2 BA / Sleeps 10 4 10 Min stay varies
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Wellfleet's charming Hidden Hollow Cottage is situated on a private acre of land, surrounded by 30 acres of open- to- the- public conservation land. The cottage sleeps 10, with four bedrooms, two bathrooms, and two l...
(5) Excellent (5 reviews)
Exterior View
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Wellfleet Home
3 BR / 2 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Bright, airy contemporary style 3- bedroom Cape on quiet residential cul- de- sac. Open floor plan features cathedral ceilings in Great Room which includes living / dining / kitchen areas. Other features include: brick ...
(12) Excellent (12 reviews)
Entrance
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Wellfleet Condo
3 BR / 1 BA / Sleeps 6 3 6 Min stay varies
Condo / 3 Bedrooms / Sleeps 6
3 bedrooms 1 bathroom Sleeps 6
High Speed Internet • Microwave • Washer/Dryer
Nestled in Tranquility. This three bedroom (2 bedrooms plus loft) rental in South Wellfleet is an oasis! The contemporary condo is adjacent to a lovely pond, has lots of privacy, and a sense of serenity. Nature love...
(4) Excellent (4 reviews)
Wellfleet Massachusetts Vacation Rentals - Home
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Wellfleet Home
3 BR / 1 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 1 bathroom Sleeps 6
High Speed Internet • Dishwasher • Microwave
45 Highland Ave (ID #127619) - 3 Bedroom Home - Pleasant Point AreaWell kept 3 bedroom home with a bonus room in the basement containing a play area and a day bed. Central A/C for those humid summer days. An open and w...
30 steps to our private beach
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Wellfleet Home
5 BR / 2 BA / Sleeps 13 5 13 Min stay varies
Home / 5 Bedrooms / Sleeps 13
5 bedrooms 2 bathrooms Sleeps 13
High Speed Internet • Dishwasher • Microwave
Beautiful, quiet, sandy beach. Enjoy full water views from our south facing 2, 000 square foot Cape Cod - Colonial style 2 level home. 1st and 2nd floors, NO basement. Beautiful bay beach with gentle waves. Great...
(2) Excellent (2 reviews)
Wellfleet Massachusetts Vacation Rentals - Home
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Wellfleet Home
5 BR / 3.5 BA / Sleeps 12 5 12 Min stay varies
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 3.5 bathrooms Sleeps 12
High Speed Internet • Microwave • Washer/Dryer
This incredible gem on Duck Creek is walking distance to town and the bay; NOTE: Renovating for 2016! New kitchen and dining room, new washer/dryer, bedding, tv, grill, etc! The kitchen is being gutted and up...
Wellfleet Massachusetts Vacation Rentals - Home
1 / 11

Wellfleet Home
5 BR / 2.5 BA / Sleeps 10 5 10 7 night min stay
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 2.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
The house has 5 bedrooms, 2/1/2 baths, a screened porch, and an outdoor shower. It is situated on a private, quiet 4 acre lot surrounded by a large flower garden and open woodland. It is within walking distance of a ...
(4) Excellent (4 reviews)
Wellfleet Massachusetts Vacation Rentals - Home
1 / 13

Wellfleet Home
4 BR / 4 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 4 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
This contemporary 4 bedroom home with cathedral ceilings, has 3 floors with 2 master bedrooms, 4 full bathrooms, and an outdoor shower. It is located on the ocean side of route 6 less than 1. 5 mile from the ocean bea...
(1) Excellent (1 review)
Wellfleet Massachusetts Vacation Rentals - Home
1 / 15

Wellfleet Home
3 BR / 1.5 BA / Sleeps 8 3 8 7 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 1.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Private and charming contemporary Cape, 3 bedroom plus loft, 1. 5- bath home in a private wooded setting, on a cul- de- sac off Long Pond Rd. Walking distance to the village and to three fresh water ponds. Just minute...
Wellfleet Massachusetts Vacation Rentals - Home
1 / 13

Wellfleet Home
3 BR / 2.5 BA / Sleeps 7 3 7 7 night min stay
Home / 3 Bedrooms / Sleeps 7
3 bedrooms 2.5 bathrooms Sleeps 7
High Speed Internet • Dishwasher • Microwave
Overlooking beautiful Wellfleet Bay, this house is new and features expansive decks on two levels, with water views. Enjoy a fabulous location, just a block from bay side beaches, fun to collect shells and watch the ...
Wellfleet Massachusetts Vacation Rentals - Home
1 / 19

Wellfleet Home
4 BR / 3.5 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3.5 bathrooms Sleeps 8
Dishwasher • Microwave • Washer/Dryer
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 Wel...
(7) Excellent (7 reviews)
Wellfleet Massachusetts Vacation Rentals - Cottage
1 / 27

Wellfleet Cottage
3 BR / 1 BA / Sleeps 6 3 6 Min stay varies
Cottage / 3 Bedrooms / Sleeps 6
3 bedrooms 1 bathroom Sleeps 6
High Speed Internet • Microwave • DVD Player
Enjoy full water views and a beautiful sandy beach just 20 steps from renovated 'Old Salt' cottage. NEW for 2016: 2 kayaks are included for exploring the adjacent Cape Cod National Seashore and Great Island. Planned ...
(7) Excellent (7 reviews)
Wellfleet Massachusetts Vacation Rentals - Home
1 / 14

Wellfleet Home
4 BR / 2 BA / Sleeps 12 4 12 Min stay varies
Home / 4 Bedrooms / Sleeps 12
4 bedrooms 2 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
This summer is the sixth time that we have ever rented our family home. It is a perfect place to come with your family and friends and just unwind. The bay is less than a 10 minute walk to the most amazing sunset you wil...
(9) Excellent (9 reviews)
The Big House  86 Samoset Ave
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Wellfleet Cottage
4 BR / 1.5 BA / Sleeps 8 4 8 Min stay varies
Cottage / 4 Bedrooms / Sleeps 8
4 bedrooms 1.5 bathrooms Sleeps 8
Microwave • DVD Player • TV (Cable/Satellite)
2 minute walk to Wellfleet Bay.. Look out from ''The Big House' This circa 1919 Dr. 's home was featured in the Indie film ''Ironsides''. Wellfleet Bay is always in view. The Cape porch is a great place for morning cof...
(2) Excellent (2 reviews)
Wellfleet Massachusetts Vacation Rentals - Home
1 / 12

Wellfleet Home
2 BR / 1 BA / Sleeps 4 2 4 Min stay varies
Home / 2 Bedrooms / Sleeps 4
2 bedrooms 1 bathroom Sleeps 4
Dishwasher • Microwave • Washer/Dryer
Newly remodeled artist studio is nestled in the National Seashore and overlooks lovely Long Pond. Bask in the sun, read a great book and enjoy spectacular sunsets from the large deck and top off with a delightful fresh ...
Quite neighborhood with marsh/sunset views in back
1 / 15

Wellfleet Home
4 BR / 3.5 BA / Sleeps 10 4 10 Min stay varies
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Contemporary and Comfortable (4 bedrooms, 3. 5 baths) on 1 1/2 wooded acres, 3000 sq. ft. plus, private access to the water for kayaking to Cape Cod Bay and Wellfleet Audubon Bird Sanctuary. Large deck overlooking pri...
(6) Excellent (6 reviews)
Wellfleet Massachusetts Vacation Rentals - Home
1 / 15

Wellfleet Home
3 BR / 1 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 1 bathroom Sleeps 6
Dishwasher • Microwave • Washer/Dryer
spacious screened- in- porch located off of the living room. in addition, the home has an outdoor deck that runs the length of the house, everyone can have their own space. located on quiet dead end street and is betwe...
(2) Excellent (2 reviews)
View from the house at low tide sunset
1 / 13

Wellfleet Home
1 BR / 2 BA / Sleeps 2 1 2 Min stay varies
Home / 1 Bedroom / Sleeps 2
1 bedrooms 2 bathrooms Sleeps 2
High Speed Internet • Dishwasher • Microwave
Beautiful home equpied for all seasons, with waterviews from every window upstairs Upside down layout with dining room kitchen living room and master bedroom and bathroom upstairs
(1) Excellent (1 review)
Wellfleet Massachusetts Vacation Rentals - Cottage
1 / 6

Wellfleet Cottage
2 BR / 1 BA / Sleeps 5 2 5 No min stay
Cottage / 2 Bedrooms / Sleeps 5
2 bedrooms 1 bathroom Sleeps 5
Parking Included • Oven • Toaster
One and two bedroom fully equipped cottages. Partly wooded and each has own picnic area with table and grill. One mile to beautiful ocean beaches, 3 miles to town center and harbor, 1/4 mile to bike trail and rentals. ...
(16) Excellent (16 reviews)
Wellfleet Massachusetts Vacation Rentals - Home
1 / 15

Wellfleet Home
4 BR / 2.5 BA / Sleeps 8 4 8 6 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2.5 bathrooms Sleeps 8
Dishwasher • Microwave • Washer/Dryer
Come and vacation on beautiful Lieutenant Island and experience what Cape Cod is meant to be. As you cross the wooden bridge to the Island, you'll immediately feel release from all the stresses of daily life. Now your r...
(1) Excellent (1 review)
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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.