Book Holiday Homes in South Wellfleet

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Featured Holiday Homes in South Wellfleet

Darling Cape Cottage - Steps from Downtown Harwich Port

Darling Cape Cottage - Steps from Downtown Harwich Port

Harwich
A stay at this vacation home places you in the heart of Harwich Port, within a 10-minute walk of Bank Street Beach and Cape Cod Beaches.
Darling Cape Cottage - Steps from Downtown Harwich Port
Sweet Pea Cottage - Previous 4.9 rating relisted!

Sweet Pea Cottage - Previous 4.9 rating relisted!

Yarmouth
The price is AU$463 per night from 23 Jan to 24 Jan
AU$463
includes taxes & fees
23 Jan - 24 Jan
With a stay at this vacation home in Yarmouth Port, you'll be within a 5-minute drive of Edward Gorey House and Long Pasture Wildlife Sanctuary.
Sweet Pea Cottage - Previous 4.9 rating relisted!
Waterfront, Incredible Views and Private Dock!

Waterfront, Incredible Views and Private Dock!

Yarmouth
Located in South Yarmouth, this vacation home is by the sea, within a 5-minute drive of Wilbur Park and Cape Cod Rail Trail.
Waterfront, Incredible Views and Private Dock!
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Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach

Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach

Eastham
When you stay at this vacation home in Eastham, you'll be by the sea, within a 10-minute walk of Wiley Park Beach and Cape Cod Beaches.
Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach
East Orleans - walk to Nauset Beach

East Orleans - walk to Nauset Beach

Orleans
With a stay at this vacation home in Orleans (East Orleans), you'll be within a 15-minute walk of Cape Cod Beaches and Nauset Beach.
East Orleans - walk to Nauset Beach
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

2 out of 5
Brewster
The price is AU$1,159 per night from 24 Jan to 25 Jan
AU$1,159
includes taxes & fees
24 Jan - 25 Jan
With a stay at this vacation home in Brewster (West Brewster), you'll be within a 10-minute drive of Stony Brook Grist Mill and Museum and Cape Cod Museum of ...
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Sleeps 14 Home w/ Pool Great for Families!

Sleeps 14 Home w/ Pool Great for Families!

West Harwich
With a stay at this vacation home in Northwest Harwich, you'll be within a 5-minute drive of Cape Cod Theatre Company – Home of the Harwich Jr. Theatre and Cape ...
Sleeps 14 Home w/ Pool Great for Families!
Dog-friendly home with enclosed yard & firepit - near Rail Trail & beaches

Dog-friendly home with enclosed yard & firepit - near Rail Trail & beaches

Eastham
Located in Eastham, this vacation home is by the sea, within a 5-minute drive of Cape Cod National Seashore and Arnold's Mini Golf.
Dog-friendly home with enclosed yard & firepit - near Rail Trail & beaches
Quaint cottage 100 steps from the Beach

Quaint cottage 100 steps from the Beach

Dennis
With a stay at this vacation home in Dennis Port, you'll be by the sea, just a 3-minute walk from Cape Cod Beaches and 5 minutes by foot from Haigis Beach.
Quaint cottage 100 steps from the Beach
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

South Wellfleet Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our South Wellfleet vacation homes are the perfect way for you to wing it.

Holiday houses in South Wellfleet let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of South Wellfleet in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local South Wellfleet adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in South Wellfleet with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of South Wellfleet vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

South Wellfleet Holiday Homes essential information

Accommodation
1780 Holiday Homes
Lowest Price
AU$343
Highest Price
AU$1,159
Popular accommodation
Darling Cape Cottage - Steps from Downtown Harwich Port, Sweet Pea Cottage - Previous 4.9 rating relisted!, Waterfront, Incredible Views and Private Dock!, Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach, East Orleans - walk to Nauset Beach, Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!, Sleeps 14 Home w/ Pool Great for Families!, Dog-friendly home with enclosed yard & firepit - near Rail Trail & beaches, Quaint cottage 100 steps from the Beach

Top trending hotels in South Wellfleet

Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
The price is AU$635 per night from 29 Jan to 30 Jan
AU$635
includes taxes & fees
29 Jan - 30 Jan
When you a stay at Chatham Bars Inn in Chatham, you'll be on the boardwalk/promenade, within a 5-minute walk of Chatham Seaside Links and Cape Cod Beaches.
Chatham Bars Inn
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
2907 Main Street, Brewster, MA
The price is AU$429 per night from 2 Feb to 3 Feb
AU$429
includes taxes & fees
2 Feb - 3 Feb
Located in Brewster, The Mansion at Ocean Edge is by the ocean, within a 15-minute walk of Cape Cod Beaches and Ocean Edge Golf Club.
The Mansion at Ocean Edge
Pilgrim House

Pilgrim House

3.5 out of 5
336 Commercial St, Provincetown, MA
Pilgrim House is centrally located in Provincetown, a 3-minute walk from MacMillan Pier and 5 minutes by foot from Pilgrim Monument.
Pilgrim House
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Crowne Pointe Historic Inn & Spa - Adults Only

Crowne Pointe Historic Inn & Spa - Adults Only

4 out of 5
82 Bradford Street, Provincetown, MA
The price is AU$343 per night from 16 Feb to 17 Feb
AU$343
includes taxes & fees
16 Feb - 17 Feb
A stay at Crowne Pointe Historic Inn & Spa - Adults Only places you in the heart of Provincetown, within a 5-minute walk of Art House Theater and Commercial ...
Crowne Pointe Historic Inn & Spa - Adults Only
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.