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Wellfleet Vacation Rentals

1 - 25 of 25 rentals
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Chic Antique in Wellfleet Village - Wellfleet, MA Vacation Rental
- - - - - - - 185 195 195 195 225 225 195 195 195 195
Billingsgate Landing at Wellfleet Harbor - Wellfleet, MA Vacation Rental
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Orleans Oyster Shell - Orleans, MA Vacation Rental

Orleans Oyster Shell

Orleans, MA
3 Bed 2 Bath Sleeps 10
120 130 130 130 190 190 135 135 135 135 135 195 195 135 135 135 135
Bayside Cape Codder - Dennis, MA Vacation Rental

Bayside Cape Codder

Dennis, MA
3 Bed 2 Bath Sleeps 8
99 99 99 - - - 115 135 135 135 135 175 175 135 135 135 135
The "  B's " Beach Cottage - Dennis, MA Vacation Rental

The " B's " Beach Cottage

Dennis, MA
3 Bed 2 Bath Sleeps 6 (4 Adults Max)
- - 99 99 130 130 99 115 115 115 115 150 150 115 115 115 115
"Sampsons Folly" - Barnstable, MA Vacation Rental

"Sampsons Folly"

Barnstable, MA
6 Bed 6 Bath Sleeps 14 (8 Adults Max)
- - - - - - - - 385 395 395 485 485 395 395 395 395
The Place to be... - Provincetown, MA Vacation Rental

The Place to be...

Provincetown, MA
2 Bed 1 Bath Sleeps 5
99 99 99 99 135 135 99 115 115 115 115 155 155 115 115 115 115
The Waterfront Penthouse - Provincetown, MA Vacation Rental
180 190 180 - - - 190 225 225 215 - - - - 240 250 250
The Beauty of Brewster - Brewster, MA Vacation Rental

The Beauty of Brewster

Brewster, MA
4 Bed 2.5 Bath Sleeps 8
- - - - - 150 135 145 145 145 145 195 195 145 145 145 145
The Sea Chest  in The South of Chatham  - Chatham, MA Vacation Rental
115 115 115 115 - - 130 135 135 135 135 175 - - - - -
Seaside Park Cottage - Barnstable, MA Vacation Rental

Seaside Park Cottage

Barnstable, MA
3 Bed 2 Bath Sleeps 8
99 115 115 115 150 150 120 135 135 135 135 170 170 135 135 135 135
Cozy Provincetown Getaway - Provincetown, MA Vacation Rental
99 99 99 99 140 140 115 115 115 115 115 160 160 115 115 115 115
Seaview Condo at the Pagodas  - Provincetown, MA Vacation Rental
99 99 99 99 115 115 99 115 115 115 115 160 160 115 115 115 115
Nauset Beach Dream - Orleans, MA Vacation Rental

Nauset Beach Dream

Orleans, MA
3 Bed 1 Bath Sleeps 6
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Harwich Port Perfection - Harwich, MA Vacation Rental

Harwich Port Perfection

Harwich, MA
3 Bed 2.5 Bath Sleeps 8
140 150 150 150 180 180 160 160 160 160 160 195 195 160 160 160 160
Shady Centerville Tree House - Centerville , MA Vacation Rental

Shady Centerville Tree House

Centerville , MA
4 Bed 2.5 Bath Sleeps 8 (6 Adults Max)
- - - - - - - - - - - - - - - - -
The Beachcomber - Dennis, MA Vacation Rental

The Beachcomber

Dennis, MA
3 Bed 1 Bath Sleeps 7
- - - - - - - - - - - - - - - - -
Nauset Beach Buddy  - Orleans, MA Vacation Rental

Nauset Beach Buddy

Orleans, MA
2 Bed 1 Bath Sleeps 4
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A Chatham Pearl on Oyster River - Chatham, MA Vacation Rental
- - - - - 160 155 190 190 190 190 250 250 190 190 190 190
Couple's Paradise by the Sea - Chatham, MA Vacation Rental
- - - - - - - - - - - - - 130 135 135 135
Escape in Dennis - Dennis, MA Vacation Rental

Escape in Dennis

Dennis, MA
3 Bed 2 Bath Sleeps 7
90 90 90 90 99 99 90 90 90 90 90 115 115 90 90 90 90
The Boat House on The  Bass River  - Dennis, MA Vacation Rental
- - - - - - - - - - - - - - - - -
Hyannis Port Haven - Hyannis, MA Vacation Rental

Hyannis Port Haven

Hyannis, MA
4 Bed 3 Bath Sleeps 7
- - - - - - - - - - - - - - - - -
Bay Side Beauty in Eastham - Eastham, MA Vacation Rental

Bay Side Beauty in Eastham

Eastham, MA
4 Bed 2.5 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
"Act One"  in Truro - Truro, MA Vacation Rental

"Act One" in Truro

Truro, MA
4 Bed 3 Bath Sleeps 8
- - - - - - - - - - - - - - - - -

About Wellfleet

Wellfleet rated 4.8 out of 5 based on 32 reviews Wellfleet, MA

From its world-famous namesake oysters to its tranquil kettle ponds to its wealth of nationally protected land, Wellfleet, Massachusetts, is a nature lover's paradise. Situated in Barnstable County in the middle of Cape Cod, the town is small and quaint in flavor but swells nearly tenfold in population come summer, when Wellfleet vacation rentals fill with travelers looking to relax and reconnect.

First settled by Europeans in the early 1600s, Wellfleet has long been a fishing and whaling mecca, employing thousands in fisheries for generations. Today, the town encompasses 21 square miles, of which 61 percent is on the Cape Cod National Seashore, making it one of the most popular summer playgrounds for Northeasterners looking for beautiful coastal views and tranquil sunsets. Art galleries, cozy restaurants, and mom-and-pop shops abound, and you'll get to experience them all from our inviting Wellfleet vacation rentals.

Things to Do in Wellfleet, MA

Wellfleet is known for nature, and with so much protected land, you'll never want for something fun to do outdoors. The 1,000-acre Wellfleet Bay sanctuary is operated by the Massachusetts Audubon Society and boasts trails through a salt marsh, pine woodlands, and a barrier beach with an array of wildlife on display. There's also a green nature center and exhibits for the whole family.

Wellfleet Beaches

The town offers plenty of public and protected beaches to while away the days. Duney and massive, Marconi Beach lies on the ocean and is operated by the Cape Cod National Seashore. Newcomb Hollow, Cahoon Hollow, White Crest, and Maguire's Landing all have lifeguards on duty, and feature sand dunes and plenty of places to look for sea life and wildlife. Power's Landing and Duck Harbor are less tourist-heavy, and offer many warm kettle ponds at which to relax.

The Town of Wellfleet

Cultural offerings abound in Wellfleet. The Wellfleet Preservation Hall features film and music performances and readings for the whole family. The Wellfleet Historical Society & Museum focuses on the history the 350-year-old town and its residents; admire the many tools, household objects, furniture, toys, and textiles from the town's past. The Payomet Performing Arts Center hosts theater, music, and circus arts performances throughout the spring and summer. The Wellfleet Harbor Actors' Theater and Wellfleet Harbor Stage Company showcase local talent on stage throughout the warmer months at low cost.

Day Trips from Wellfleet

With an enviable location midway between elbow and tip, this Cape Cod town is close to all the area has to offer. Cultural and sports-centric Boston is only 102 miles away. The towns of Chatham and Eastham, both popular small towns on the Cape, are 40 and 15 minutes away by car, respectively. Gay-friendly Provincetown boasts myriad dining and nightlife options at the tip of the Cape. The tony and celebrity-friendly islands of Martha's Vineyard and Nantucket are also a stone's throw away from historic and Kennedy-friendly Hyannis, the area's main transportation hub.

Glorious beaches and warm kettle ponds on protected land await you at our Wellfleet vacation rentals!

Photo credit: Doug Lemke via Shutterstock

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