Book Holiday Homes in South Wellfleet

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Featured Holiday Homes in South Wellfleet

Your Perfect Home-Away-From Home in the Heart of Provincetown.

Your Perfect Home-Away-From Home in the Heart of Provincetown.

Provincetown
The price is NZ$2,201 per night from 14 Nov to 15 Nov
NZ$2,201
14 Nov - 15 Nov
includes taxes & fees
Stay at this vacation home in Provincetown. Enjoy a garden, laundry facilities, and patios. Popular attractions Commercial Street and Provincetown Public Library ...
Opens in a new windowYour Perfect Home-Away-From Home in the Heart of Provincetown.
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$545 per night from 2 Nov to 3 Nov
NZ$545
2 Nov - 3 Nov
includes taxes & fees
Stay at this vacation home in Dennis Port. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Cape Cod Theatre Company – Home of the ...
Opens in a new window2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
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 NZ$1,116 per night from 18 Nov to 19 Nov
NZ$1,116
18 Nov - 19 Nov
includes taxes & fees
Stay at this vacation home in Brewster. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Sheep Pond and Cape Cod Museum of Natural History ...
Opens in a new windowCoastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
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Mid-Cape Remodeled House with WiFi, AC, Smart TV, Laundry, and Fenced-in Yard

Mid-Cape Remodeled House with WiFi, AC, Smart TV, Laundry, and Fenced-in Yard

2 out of 5
Yarmouth
Stay at this vacation home in South Yarmouth. Enjoy a garden, laundry facilities, and patios. Popular attractions Hyannis Harbor and Mayflower Beach are located ...
Opens in a new windowMid-Cape Remodeled House with WiFi, AC, Smart TV, Laundry, and Fenced-in Yard
Spacious, private cottage just a few minutes walk to Ridgevale Beach!

Spacious, private cottage just a few minutes walk to Ridgevale Beach!

Chatham
Stay at this vacation home in West Chatham. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Cockle Cove Beach and Ridgevale Beach are ...
Opens in a new windowSpacious, private cottage just a few minutes walk to Ridgevale Beach!
Steps to a private bay beach from this private & Charming Cape! Book this Fall!

Steps to a private bay beach from this private & Charming Cape! Book this Fall!

Eastham
Stay at this vacation home in Eastham. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Nauset Beach and Cape Cod National Seashore are ...
Opens in a new windowSteps to a private bay beach from this private & Charming Cape! Book this Fall!
Downtown Chatham Luxury 9 BR Home with Heated Pool.  Pets welcome!

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Chatham
Book a stay at this family-friendly vacation home in Chatham. Enjoy free WiFi, private pools, and a garden. Popular attractions Mayo House and Gallery Antonia ...
Opens in a new windowDowntown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Chatham
Book a stay at this beach vacation home in Chatham. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Hardings Beach and ...
Opens in a new windowBreathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
Ocean view getaway with a deck & shared yard - walk to the beach

Ocean view getaway with a deck & shared yard - walk to the beach

Dennis Port
Book a stay at this beach vacation home in Dennis Port. Enjoy a beach locale, a garden, and patios. Popular attractions Haigis Beach and Sea Street Beach are ...
Opens in a new windowOcean view getaway with a deck & shared yard - walk to 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
2310 Holiday Homes
Lowest Price
NZ$375
Highest Price
NZ$2,201
Popular accommodation
Your Perfect Home-Away-From Home in the Heart of Provincetown., 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill, Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!, Mid-Cape Remodeled House with WiFi, AC, Smart TV, Laundry, and Fenced-in Yard, Spacious, private cottage just a few minutes walk to Ridgevale Beach!, Steps to a private bay beach from this private & Charming Cape! Book this Fall!, Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!, Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK, Ocean view getaway with a deck & shared yard - walk to 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 NZ$789 per night from 2 Nov to 3 Nov
NZ$789
2 Nov - 3 Nov
includes taxes & fees
Stay at this 5-star luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
Opens in a new windowChatham Bars Inn
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St, Chatham, MA
Stay at this 4-star golf hotel in Chatham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
Opens in a new windowChatham Wayside Inn
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 NZ$1,397 per night from 7 Nov to 8 Nov
NZ$1,397
7 Nov - 8 Nov
includes taxes & fees
Stay at this 5-star luxury resort in Harwich. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Captain's Cove Golf Course and Caleb Nickerson ...
Opens in a new windowWequassett Resort and Golf Club
Save an average of 15% on thousands of hotels when you're signed in
Surfside Hotel and Suites

Surfside Hotel and Suites

2.5 out of 5
543 Commercial Street, Provincetown, MA
The price is NZ$375 per night from 15 Nov to 16 Nov
NZ$375
15 Nov - 16 Nov
includes taxes & fees
Book a stay at this beach hotel in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowSurfside 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.