Book Holiday Homes in South Wellfleet

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Featured Holiday Homes in South Wellfleet

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

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

2 out of 5
Brewster
The price is AU$1,106 per night from 1 Dec to 2 Dec
AU$1,106
includes taxes & fees
1 Dec - 2 Dec
With a stay at this vacation home in Brewster (West Brewster), you'll be within a 15-minute drive of Cape Cod Beaches and Sheep Pond.
Coastal Cape Cod 3 bedroom home close to the beach, bike path and ponds!
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Dennis
With a stay at this vacation home in Dennis Port, you'll be by the sea, within a 5-minute drive of Cape Cod Beaches and Cape Cod Theatre Company – Home of the ...
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Heart of Brewster .5 Miles to Beach!

Heart of Brewster .5 Miles to Beach!

Brewster
When you stay at this vacation home in Brewster, you'll be by the sea, within a 15-minute walk of Cape Cod Beaches and Breakwater Beach.
Heart of Brewster .5 Miles to Beach!
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WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio

WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio

Yarmouth
Located in South Yarmouth (Bass River), this vacation home is within a 10-minute drive of Cape Cod Beaches and Hyannis Harbor.
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
Magnificent Mansion, Privacy, Pool, Water Views in Brewster; 419-B

Magnificent Mansion, Privacy, Pool, Water Views in Brewster; 419-B

Brewster
With a stay at this vacation home in Brewster (West Brewster), you'll be within a 10-minute drive of Cape Cod Beaches and Cape Cod Museum of Natural ...
Magnificent Mansion, Privacy, Pool, Water Views in Brewster; 419-B
Walk to bike trail, sleeps 6 w/ 2 kings! AC, nearby bay and ocean beaches

Walk to bike trail, sleeps 6 w/ 2 kings! AC, nearby bay and ocean beaches

Eastham
When you stay at this vacation home in Eastham, you'll be by the sea, within a 10-minute drive of Cape Cod National Seashore and Cape Cod Beaches.
Walk to bike trail, sleeps 6 w/ 2 kings! AC, nearby bay and ocean beaches
Panoramic Water Views w/ Private Beach!

Panoramic Water Views w/ Private Beach!

Chatham
This vacation home is in the heart of Chatham, within a 5-minute walk of Monomoy National Wildlife Refuge and Cape Cod Beaches.
Panoramic Water Views w/ Private Beach!
5BR  Comfortable, Spacious South Yarmouth  Family Retreat

5BR Comfortable, Spacious South Yarmouth Family Retreat

Yarmouth
When you stay at this vacation home in South Yarmouth, you'll be by the sea, within a 10-minute drive of Cape Cod Beaches and Hyannis Harbor.
5BR Comfortable, Spacious South Yarmouth Family Retreat
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 drive of Cape Cod Beaches and Cape Cod National Seashore.
East Orleans - walk to Nauset 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
1997 Holiday Homes
Lowest Price
AU$273
Highest Price
AU$1,106
Popular accommodation
Coastal Cape Cod 3 bedroom home close to the beach, bike path and ponds!, 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill, Heart of Brewster .5 Miles to Beach!, WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio , Magnificent Mansion, Privacy, Pool, Water Views in Brewster; 419-B, Walk to bike trail, sleeps 6 w/ 2 kings! AC, nearby bay and ocean beaches, Panoramic Water Views w/ Private Beach!, 5BR Comfortable, Spacious South Yarmouth Family Retreat, East Orleans - walk to Nauset 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$561 per night from 6 Nov to 7 Nov
AU$561
includes taxes & fees
6 Nov - 7 Nov
When you stay at Chatham Bars Inn in Chatham, you'll be on the boardwalk/promenade, within a 5-minute walk of Cape Cod Beaches and Chatham Seaside Links.
Chatham Bars Inn
Crowne Pointe Historic Inn & Spa - Adults Only

Crowne Pointe Historic Inn & Spa - Adults Only

4 out of 5
82 Bradford Street, Provincetown, MA
Fully refundableReserve now, pay when you stay
The price is AU$390 per night from 18 Nov to 19 Nov
AU$390
includes taxes & fees
18 Nov - 19 Nov
With a stay at Crowne Pointe Historic Inn & Spa - Adults Only, you'll be centrally located in Provincetown, within a 5-minute walk of Commercial Street and Cape ...
Crowne Pointe Historic Inn & Spa - Adults Only
Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only

4 out of 5
67 Bradford St, Provincetown, MA
With a stay at Brass Key Guesthouse - Adults Only in Provincetown, you'll be near the airport, steps from Cape Cod Beaches and a 4-minute drive from Cape Cod ...
Brass Key Guesthouse - Adults Only
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Surfside Hotel and Suites

Surfside Hotel and Suites

2.5 out of 5
543 Commercial Street, Provincetown, MA
The price is AU$273 per night from 11 Nov to 12 Nov
AU$273
includes taxes & fees
11 Nov - 12 Nov
With a stay at Surfside Hotel and Suites in Provincetown, you'll be near the bay, just steps from Cape Cod Beaches and a 3-minute drive from Provincetown Town ...
Surfside Hotel and Suites
Don't see what you're looking for?
See all available properties in South Wellfleet
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.