Book Holiday Homes in South Wellfleet

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Featured Holiday Homes in South Wellfleet

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Chatham
The price is NZ$755 per night from 5 May to 6 May
NZ$755
includes taxes & fees
5 May - 6 May
Stay at this vacation home in Chatham. Enjoy a water park, a garden, and patios. Popular attractions Hardings Beach and Ridgevale Beach are located nearby.
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
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
Book a stay at this beach vacation home in South Yarmouth. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Hyannis Harbor and Cape Cod ...
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach

Eastham
The price is NZ$1,077 per night from 28 Apr to 29 Apr
NZ$1,077
includes taxes & fees
28 Apr - 29 Apr
Book a stay at this beach vacation home in Eastham. Enjoy free WiFi, a beach locale, and patios. Popular attractions Cape Cod National Seashore and Cooks Brook ...
Sand Bar-Dog Friendly on Cooks Brook Beach
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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
Stay at this vacation home in Eastham. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Herring Brook Beach and Thumpertown Beach are ...
Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach
Secluded home with firepit, & scenic yard - near Nauset Beach & shops

Secluded home with firepit, & scenic yard - near Nauset Beach & shops

Eastham
Stay at this vacation home in Eastham. Enjoy a garden, laundry facilities, and patios. Popular attractions Cape Cod National Seashore and Poit's Lighthouse Mini ...
Secluded home with firepit, & scenic yard - near Nauset Beach & shops
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
The price is NZ$530 per night from 11 May to 12 May
NZ$530
includes taxes & fees
11 May - 12 May
Stay at this vacation home in Dennis Port. Enjoy free WiFi, a water park, and balconies or patios. Popular attractions Cape Cod Theatre Company – Home of the ...
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Waterfront, Incredible Views and Private Dock!

Waterfront, Incredible Views and Private Dock!

Yarmouth
Stay at this vacation home in South Yarmouth. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Cape Cod Rail Trail and Bass River ...
Waterfront, Incredible Views and Private Dock!
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

Chatham
Book a stay at this family-friendly vacation home in Chatham. Enjoy free WiFi, a garden, and furnished patios. Popular attractions Chatham Railroad Museum and ...
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

Dennis
The price is NZ$1,716 per night from 23 Apr to 24 Apr
NZ$1,716
includes taxes & fees
23 Apr - 24 Apr
Book a stay at this beach vacation home in Dennis Port. Enjoy a beach locale, a garden, and a pool table. Popular attractions Haigis Beach and Swan Pond River ...
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
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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
2202 Holiday Homes
Lowest Price
NZ$272
Highest Price
NZ$1,716
Popular accommodation
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK, WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio , Sand Bar-Dog Friendly on Cooks Brook Beach, Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach, Secluded home with firepit, & scenic yard - near Nauset Beach & shops, 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill, Waterfront, Incredible Views and Private Dock!, Unique Oyster Pond 3bd-2ba home in private setting close to downtown., Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

Top trending hotels in South Wellfleet

The Provincetown Inn

The Provincetown Inn

3 out of 5
1 Commercial Street, Provincetown, MA
Fully refundableReserve now, pay when you stay
The price is NZ$278 per night from 22 Apr to 23 Apr
NZ$278
includes taxes & fees
22 Apr - 23 Apr
Stay at this 3-star beach hotel in Provincetown. Enjoy an outdoor pool, 3 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in ...
The Provincetown Inn
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
The price is NZ$766 per night from 1 May to 2 May
NZ$766
includes taxes & fees
1 May - 2 May
Book a stay at this luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
Chatham Bars Inn
Harbor Hotel Provincetown

Harbor Hotel Provincetown

3 out of 5
698 Commercial St, Provincetown, MA
Fully refundableReserve now, pay when you stay
The price is NZ$272 per night from 22 Apr to 23 Apr
NZ$272
includes taxes & fees
22 Apr - 23 Apr
Book a stay at this beach hotel in Provincetown. Enjoy free parking, an outdoor pool, and a beach locale. Our guests praise the pool and the helpful staff in ...
Harbor Hotel Provincetown
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Chatham Tides

Chatham Tides

2.5 out of 5
394 Pleasant St, PO Box 215, South Chatham, MA
The price is NZ$342 per night from 23 Apr to 24 Apr
NZ$342
includes taxes & fees
23 Apr - 24 Apr
Book a stay at this beach motel in South Chatham. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
Chatham Tides
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.