Holiday Rentals in South Wellfleet

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Our top choices for South Wellfleet holiday rentals

10.0 out of 10, Exceptional, (79 reviews)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is €370
includes taxes & fees
16 Mar - 17 Mar
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
9.4 out of 10, Exceptional, (11 reviews)
"Loved the place. Very clean and updated. You have to time the tides because it is on an island, but that was fine for us. "
United States
Brian F.
The price is €454
includes taxes & fees
8 Mar - 9 Mar
New! Island Pines-A Dog Friendly Boutique Oasis
10.0 out of 10, Exceptional, (25 reviews)
"Lovely house with nice location."
United States
amy d.
The price is €591
includes taxes & fees
1 Mar - 2 Mar
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
9.6 out of 10, Exceptional, (50 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is €491
includes taxes & fees
2 Mar - 3 Mar
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
8.8 out of 10, Excellent, (3 reviews)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is €262
includes taxes & fees
2 Mar - 3 Mar
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
9.8 out of 10, Exceptional, (11 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is €434
includes taxes & fees
1 Mar - 2 Mar
Cozy Large Home in Harwich with Patio near Wequassett Resort
9.6 out of 10, Exceptional, (102 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is €396
includes taxes & fees
2 Mar - 3 Mar
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
10.0 out of 10, Exceptional, (2 reviews)
"The house was beautiful, tucked away, and clean. It was spacious for two families with room for more comfortably. "
United States
michele I.
The price is €564
includes taxes & fees
29 Mar - 30 Mar
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Holiday Home in Dennis

Coastal Haven in West Dennis
10.0 out of 10, Exceptional, (3 reviews)
"Overall the property was perfect. Great location, super clean and plenty of room for our family of 4. The only negative I can say is that the property is a duplex and that’s not mentioned in the listing. Overall great spot and would stay there again!"
United States
Edward R.
The price is €488
includes taxes & fees
2 Mar - 3 Mar
Coastal Haven in West Dennis
10.0 out of 10, Exceptional, (7 reviews)
"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "
United States
Kallee M.
The price is €427
includes taxes & fees
29 Mar - 30 Mar
Sleeps 2-8/Soaking Tub/FirePit~Burrows
10.0 out of 10, Exceptional, (19 reviews)
"Just a great location, and a very comfortable place. We loved the porch bed and chair. We are looking forward to returning."
United States
David B.
The price is €405
includes taxes & fees
11 Mar - 12 Mar
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
10.0 out of 10, Exceptional, (12 reviews)
"Great location and very comfortable rental home. Everything you need is included and the house is well stocked and clean!"
United States
Dennis S.
The price is €464
includes taxes & fees
5 Mar - 6 Mar
Modern Beach & Pond Getaway; Heart of Cape Cod
10.0 out of 10, Exceptional, (42 reviews)
"Great place!"
United States
Michael P.
The price is €322
includes taxes & fees
9 Mar - 10 Mar
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
10.0 out of 10, Exceptional, (22 reviews)
"We loved the luxury bed linens, large kitchen & living area & the fact that it was pet friendly in a lovely neighborhood!"
United States
Jennifer G.
The price is €410
includes taxes & fees
9 Mar - 10 Mar
The Pet-Friendly Surf Shack Hideaway on the Cove

Holiday Home in Harwichport

Family Cottage Close to Beach!!
9.8 out of 10, Exceptional, (75 reviews)
"Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay"
United States
John N.
The price is €696
includes taxes & fees
8 Mar - 9 Mar
Family Cottage Close to Beach!!
9.2 out of 10, Wonderful, (7 reviews)
"This is definitely the place you want to book when staying in PTown. "
United States
Mark P.
The price is €164
includes taxes & fees
16 Mar - 17 Mar
Charming 1-bedroom apartment in fabulous Provincetown
8.0 out of 10, Very good, (2 reviews)
"Great stay. Kind extra touches of hospitality appreciated!"
United States
Ross M.
The price is €449
includes taxes & fees
1 Mar - 2 Mar
Ebb Tide~3b/2b and dog friendly for 2-10
10.0 out of 10, Exceptional, (25 reviews)
"The hosts were so thoughtful and the sunset view was incredible "
United States
Jill K.
The price is €423
includes taxes & fees
1 Mar - 2 Mar
Sand Bar-Dog Friendly on Cooks Brook Beach
9.4 out of 10, Exceptional, (13 reviews)
"Absolutely perfect - would definitely come stay here again."
United States
William B.
The price is €819
includes taxes & fees
5 Mar - 6 Mar
Historic charmer on the water with a firepit, kayaks, bikes, & firepit
10.0 out of 10, Exceptional, (117 reviews)
"Clean, quiet, and great location."
United States
Tyler B.
The price is €420
includes taxes & fees
9 Mar - 10 Mar
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
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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Top South Wellfleet Hotel Reviews

Find out more about South Wellfleet

Everything you need to know about South Wellfleet holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Wellfleet holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Wellfleet holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Wellfleet holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Wellfleet. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Wellfleet holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Wellfleet holiday rentals we have selected for you start as low as €222 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Wellfleet rentals

At Expedia, we put the best South Wellfleet holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top South Wellfleet rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Wellfleet holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Wellfleet. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in South Wellfleet?

Yes, there are holiday rentals close to the most popular sights in South Wellfleet, or you can select a more secluded option if you're looking for a relaxing stay. South Wellfleet is known for its beaches.

What are some of the best holiday rentals that South Wellfleet has to offer?

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly: This highly rated holiday home rental in South Wellfleet is located on the beach, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in South Wellfleet?

Choose from 36 Expedia holiday rentals in South Wellfleet for a memorable holiday.

What’s there to see and do in South Wellfleet?

Wellfleet Bay Wildlife Sanctuary and Cape Cod Beaches are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Cape Cod National Seashore and Lieutenant Island.

What’s a holiday rental in South Wellfleet like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Wellfleet. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.