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Wellfleet Vacation Rentals

1 - 23 of 23 rentals
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Chic Antique in Wellfleet Village - Wellfleet, MA Vacation Rental
140 190 190 150 150 150 150 150 190 190 130 130 130 130 125 - -
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
115 185 185 130 130 130 130 130 195 195 130 130 130 130 130 195 195
The Beauty of Brewster - Brewster, MA Vacation Rental

The Beauty of Brewster

Brewster, MA
4 Bed 2.5 Bath Sleeps 8
- - - - 120 130 130 130 175 175 130 130 130 130 130 150 -
Seaview Condo at the Pagodas  - Provincetown, MA Vacation Rental
115 155 155 130 130 130 130 130 160 160 99 99 99 99 99 120 120
Harwich Port Perfection - Harwich, MA Vacation Rental

Harwich Port Perfection

Harwich, MA
3 Bed 2.5 Bath Sleeps 8
115 145 145 130 130 130 120 - - - - - 140 150 150 180 180
The Waterfront Penthouse - Provincetown, MA Vacation Rental
99 - - 135 140 140 140 140 190 190 215 215 215 215 215 230 -
Nauset Beach Buddy  - Orleans, MA Vacation Rental

Nauset Beach Buddy

Orleans, MA
2 Bed 1 Bath Sleeps 4
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Couple's Paradise by the Sea - Chatham, MA Vacation Rental
- - - - - - - - - 130 120 120 120 120 120 155 155
The Sea Chest  in The South of Chatham  - Chatham, MA Vacation Rental
115 - - - - - - - - - - 145 155 155 155 185 185
The Place to be... - Provincetown, MA Vacation Rental

The Place to be...

Provincetown, MA
2 Bed 1 Bath Sleeps 5
99 155 155 120 120 120 120 120 165 165 99 99 99 99 99 160 160
Bayside Cape Codder - Dennis, MA Vacation Rental

Bayside Cape Codder

Dennis, MA
3 Bed 2 Bath Sleeps 8
- - 125 120 120 120 120 120 155 155 120 120 120 120 120 155 155
Shady Centerville Tree House - Centerville , MA Vacation Rental

Shady Centerville Tree House

Centerville , MA
4 Bed 2.5 Bath Sleeps 8 (6 Adults Max)
155 195 195 170 170 170 170 170 185 - - - - - - - -
Escape in Dennis - Dennis, MA Vacation Rental

Escape in Dennis

Dennis, MA
3 Bed 2 Bath Sleeps 7
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The Beachcomber - Dennis, MA Vacation Rental

The Beachcomber

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

Nauset Beach Dream

Orleans, MA
3 Bed 1 Bath Sleeps 6
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Seaside Park Cottage - Barnstable, MA Vacation Rental

Seaside Park Cottage

Barnstable, MA
3 Bed 2 Bath Sleeps 8
150 180 180 160 160 160 160 160 190 190 130 130 130 130 130 160 160
Bay Side Beauty in Eastham - Eastham, MA Vacation Rental

Bay Side Beauty in Eastham

Eastham, MA
4 Bed 2.5 Bath Sleeps 8
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The Boat House on The  Bass River  - Dennis, MA Vacation Rental
115 160 160 125 125 125 125 125 170 170 99 99 99 99 99 130 130
A Chatham Pearl on Oyster River - Chatham, MA Vacation Rental
- - - - - - - - - 170 150 150 150 150 150 190 190
"Act One"  in Truro - Truro, MA Vacation Rental

"Act One" in Truro

Truro, MA
4 Bed 3 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Hyannis Port Haven - Hyannis, MA Vacation Rental

Hyannis Port Haven

Hyannis, MA
4 Bed 3 Bath Sleeps 7
- - - - - - - - - - - - - - - - -
Toes In The Sand at Craigville Beach - Centerville , MA Vacation Rental
- - - - - - - - - - - - - - - - -

About Wellfleet

Wellfleet rated 4.7 out of 5 based on 31 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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