Book Holiday Homes in South Wellfleet

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Featured Holiday Homes in South Wellfleet

Sweet Pea Cottage - Previous 4.9 rating relisted!

Sweet Pea Cottage - Previous 4.9 rating relisted!

Yarmouth
With a stay at this vacation home in Yarmouth Port, you'll be within a 10-minute drive of Cape Codder Water Park and Hyannis Harbor.
Sweet Pea Cottage - Previous 4.9 rating relisted!
Darling Cape Cottage - Steps from Downtown Harwich Port

Darling Cape Cottage - Steps from Downtown Harwich Port

Harwich
This vacation home is 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
Waterfront, Incredible Views and Private Dock!

Waterfront, Incredible Views and Private Dock!

Yarmouth
When you stay at this vacation home in South Yarmouth, you'll be by the sea, within a 15-minute drive of Cape Cod Beaches and Hyannis Harbor.
Waterfront, Incredible Views and Private Dock!
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East Orleans - walk to Nauset Beach

East Orleans - walk to Nauset Beach

Orleans
Located in Orleans (East Orleans), this vacation home is within a 15-minute walk of Cape Cod Beaches and Nauset Beach.
East Orleans - walk to Nauset Beach
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 5-minute drive of Cape Cod Beaches and Cape Cod National Seashore.
Dog-friendly home with large yard - walk to Great Pond & Kingsbury 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$1,135 per night from 27 Feb to 28 Feb
AU$1,135
includes taxes & fees
27 Feb - 28 Feb
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 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 Beaches and Cape Cod Theatre Company – Home of the Harwich ...
Sleeps 14 Home w/ Pool Great for Families!
Estate with Private pool, tennis court, and playground!

Estate with Private pool, tennis court, and playground!

Harwich
When you stay at this vacation home in Harwich Port, you'll be by the sea, within a 15-minute walk of Cape Cod Beaches and Harwich Port.
Estate with Private pool, tennis court, and playground!
HarwichPort 4 bedroom, 3 bathroom - 0.3 mi Walk to Red River Beach - Central Air

HarwichPort 4 bedroom, 3 bathroom - 0.3 mi Walk to Red River Beach - Central Air

Harwich
A stay at this vacation home places you in the heart of South Harwich, within a 15-minute walk of Cape Cod Beaches and Red River Beach.
HarwichPort 4 bedroom, 3 bathroom - 0.3 mi Walk to Red River Beach - Central Air
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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
1745 Holiday Homes
Lowest Price
AU$187
Highest Price
AU$1,135
Popular accommodation
Sweet Pea Cottage - Previous 4.9 rating relisted!, Darling Cape Cottage - Steps from Downtown Harwich Port, Waterfront, Incredible Views and Private Dock!, East Orleans - walk to Nauset Beach, Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach, Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!, Sleeps 14 Home w/ Pool Great for Families!, Estate with Private pool, tennis court, and playground!, HarwichPort 4 bedroom, 3 bathroom - 0.3 mi Walk to Red River Beach - Central Air

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$643 per night from 26 Feb to 27 Feb
AU$643
includes taxes & fees
26 Feb - 27 Feb
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
Edgewater Beach Resort, a VRI resort

Edgewater Beach Resort, a VRI resort

3.5 out of 5
95 Chase Avenue, Dennis Port, MA
The price is AU$358 per night from 24 Feb to 25 Feb
AU$358
includes taxes & fees
24 Feb - 25 Feb
With a stay at Edgewater Beach Resort, a VRI resort in Dennis Port, you'll be a 3-minute walk from Cape Cod Beaches and 11 minutes by foot from Sea Street ...
Edgewater Beach Resort, a VRI resort
All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

3 out of 5
1199 Route 28, South Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 24 Feb to 25 Feb
AU$187
includes taxes & fees
24 Feb - 25 Feb
With a stay at All Seasons Resort, Trademark Collection by Wyndham in South Yarmouth (Bass River), you'll be within a 10-minute drive of Cape Cod Beaches and ...
All Seasons Resort, Trademark Collection by Wyndham
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Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St, Chatham, MA
The price is AU$367 per night from 27 Feb to 28 Feb
AU$367
includes taxes & fees
27 Feb - 28 Feb
When you stay at Chatham Wayside Inn in Chatham, you'll be next to a golf course, within a 15-minute walk of Cape Cod Beaches and Mayo House.
Chatham Wayside Inn
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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.