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 MA
This vacation home is in the heart of Harwich Port, within a 10-minute walk of Bank Street Beach and Cape Cod Beaches.
Opens in a new windowDarling Cape Cottage - Steps from Downtown Harwich Port
Stylish Ptown Condo with driveway parking, waterviews and prime location!

Stylish Ptown Condo with driveway parking, waterviews and prime location!

Provincetown MA
A stay at this vacation home places you in the heart of Provincetown, steps from Cape Cod Beaches and Commercial Street.
Opens in a new windowStylish Ptown Condo with driveway parking, waterviews and prime location!
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 MA
The price is AU$455 per night from 2 Apr to 3 Apr
AU$455
2 Apr - 3 Apr
includes taxes & fees
When you stay at this vacation home in Dennis Port, you'll be by the sea, within a 15-minute drive of Cape Cod Beaches and Mayflower Beach.
Opens in a new window2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
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Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

Dennis MA
The price is AU$1,792 per night from 21 Apr to 22 Apr
AU$1,792
21 Apr - 22 Apr
includes taxes & fees
When you stay at this vacation home in Dennis Port, you'll be on the beach, within a 15-minute drive of Cape Cod Beaches and Hyannis Harbor.
Opens in a new windowStunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed

WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed

Yarmouth MA
The price is AU$992 per night from 2 Apr to 3 Apr
AU$992
2 Apr - 3 Apr
includes taxes & fees
Located in South Yarmouth (Bass River), this vacation home is within a 10-minute drive of Cape Cod Beaches and Hyannis Harbor.
Opens in a new windowWATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed
Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach

Eastham MA
The price is AU$772 per night from 2 Apr to 3 Apr
AU$772
2 Apr - 3 Apr
includes taxes & fees
When you stay at this vacation home in Eastham, you'll be on the beach, a 1-minute drive from Cape Cod Beaches and 6 minutes from Cape Cod National ...
Opens in a new windowSand Bar-Dog Friendly on Cooks Brook Beach
Beachfront on Commercial St w/ Water Views!

Beachfront on Commercial St w/ Water Views!

Provincetown MA
With a stay at this vacation home, you'll be centrally located in Provincetown, steps from Commercial Street and 5 minutes by foot from Cape Cod Beaches.
Opens in a new windowBeachfront on Commercial St w/ Water Views!
Eazy Breezy Beach Home

Eazy Breezy Beach Home

Dennis MA
With a stay at this vacation home in Dennis Port, you'll be within a 15-minute drive of Cape Cod Beaches and Mayflower Beach.
Opens in a new windowEazy Breezy Beach Home
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Eastham MA
When you stay at this vacation home in Eastham, you'll be by the sea, a 2-minute drive from Cape Cod Beaches and 5 minutes from Cape Cod National Seashore.
Opens in a new windowBeau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
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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
2215 Holiday Homes
Lowest Price
AU$360
Highest Price
AU$1,792
Popular accommodation
Darling Cape Cottage - Steps from Downtown Harwich Port, Stylish Ptown Condo with driveway parking, waterviews and prime location!, 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill, Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!, WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed, Sand Bar-Dog Friendly on Cooks Brook Beach, Beachfront on Commercial St w/ Water Views!, Eazy Breezy Beach Home, Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Top trending hotels in South Wellfleet

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Wellfleet MA
When you stay at this vacation home in South Wellfleet, you'll be on the beach, within a 15-minute drive of Cape Cod National Seashore and Cape Cod Beaches.
Opens in a new windowSpectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
The price is AU$617 per night from 6 Apr to 7 Apr
AU$617
6 Apr - 7 Apr
includes taxes & fees
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.
Opens in a new windowChatham Bars Inn
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St Chatham MA
The price is AU$360 per night from 27 Apr to 28 Apr
AU$360
27 Apr - 28 Apr
includes taxes & fees
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 Gallery Antonia.
Opens in a new windowChatham Wayside Inn
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Wequassett Resort and Golf Club

Wequassett Resort and Golf Club

5 out of 5
2173 Head of the Bay Road, Route 28 Harwich MA
The price is AU$551 per night from 7 Apr to 8 Apr
AU$551
7 Apr - 8 Apr
includes taxes & fees
With a stay at Wequassett Resort and Golf Club in Harwich, you'll be on the beach, within a 5-minute drive of Cape Cod Beaches and Chatham Marconi Maritime ...
Opens in a new windowWequassett Resort and Golf Club
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.

Top Picks

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^Subject to availability and chosen travel dates.