South Wellfleet Holiday Rentals

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Holiday Rentals in South Wellfleet

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

Wellfleet
10.0 out of 10, Exceptional, (74)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is AU$671
includes taxes & fees
30 Nov - 1 Dec
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

New! Island Pines-A Dog Friendly Boutique Oasis

Wellfleet
9.4 out of 10, Exceptional, (11)
"Property is beautiful, in a lovely setting, private but not too far from activities and great food. The house is maintained well and was perfectly clean, with a few maintenance issues which could be corrected quickly (bathroom doors that do not close and an extraordinarily squeaky upper floor.)"
United States
Marshal G.
The price is AU$865
includes taxes & fees
10 Dec - 11 Dec
New! Island Pines-A Dog Friendly Boutique Oasis

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

Chatham
9.6 out of 10, Exceptional, (29)
"CutePrivateGreat outdoor showe "
United States
Stephanie D.
The price is AU$496
includes taxes & fees
1 Dec - 2 Dec
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

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

Chatham
9.6 out of 10, Exceptional, (101)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is AU$631
includes taxes & fees
30 Nov - 1 Dec
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

2.0 star property
West Brewster
10.0 out of 10, Exceptional, (24)
"Beautiful, well appointed home ideally situated for exploring all the Cape has to offer from the Canal to Provincetown. Very enjoyable and relaxing vacation venue."
United States
Art T.
The price is AU$1,034
includes taxes & fees
9 Dec - 10 Dec
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Gorgeous waterfront studio w/ beach access sitting on downtown Commercial Street

Provincetown
8.8 out of 10, Excellent, (30)
"Clean, nicely appointed, great location."
United States
David C.
The price is AU$567
includes taxes & fees
30 Nov - 1 Dec
Gorgeous waterfront studio w/ beach access sitting on downtown Commercial Street

🦀Waterfront at The Velvet Crab~Amazing Sunsets

Eastham
9.8 out of 10, Exceptional, (23)
"Everything was great, we really enjoyed our stay!"
United States
Anna T.
The price is AU$666
includes taxes & fees
30 Nov - 1 Dec
🦀Waterfront at The Velvet Crab~Amazing Sunsets

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

2.0 star property
Dennis
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is AU$523
includes taxes & fees
30 Nov - 1 Dec
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Charming 1-bedroom apartment in fabulous Provincetown

Provincetown
9.6 out of 10, Exceptional, (4)
"This is definitely the place you want to book when staying in PTown. "
United States
Mark P.
The price is AU$266
includes taxes & fees
2 Dec - 3 Dec
Charming 1-bedroom apartment in fabulous Provincetown

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Dennis
10.0 out of 10, Exceptional, (176)
"Excellent property, super clean and location is perfect! "
United States
Karen B.
The price is AU$484
includes taxes & fees
1 Dec - 2 Dec
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Lovely House 5 Min to Beach with Deck, Grill, Garage

Eastham
10.0 out of 10, Exceptional, (1)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is AU$753
includes taxes & fees
9 Dec - 10 Dec
Lovely House 5 Min to Beach with Deck, Grill, Garage

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

West Brewster
9.6 out of 10, Exceptional, (50)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is AU$802
includes taxes & fees
30 Nov - 1 Dec
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Sandcastle Resort and Club

3.0 star property
Provincetown
7.4 out of 10, Good, (1146)
"Right on the beach, outstanding room/views"
United States
Kris
The price is AU$172
includes taxes & fees
30 Nov - 1 Dec
Sandcastle Resort and Club

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Eastham
10.0 out of 10, Exceptional, (7)
"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 AU$784
includes taxes & fees
2 Dec - 3 Dec
Sleeps 2-8/Soaking Tub/FirePit~Burrows

The Pet-Friendly Surf Shack Hideaway on the Cove

Eastham
10.0 out of 10, Exceptional, (21)
"Lovely property, spacious and VERY clean..location is ideal..."
United States
Kathy M.
The price is AU$780
includes taxes & fees
30 Nov - 1 Dec
The Pet-Friendly Surf Shack Hideaway on the Cove

National Seashore/Updated/Game Room~Blue Pearl

Eastham
10.0 out of 10, Exceptional, (8)
" We enjoyed our stay at the property. We loved the location. My only issue is two little things. First, the ppropettypropermanager is"
United States
Richard M.
The price is AU$767
includes taxes & fees
30 Nov - 1 Dec
National Seashore/Updated/Game Room~Blue Pearl

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Eastham
10.0 out of 10, Exceptional, (18)
"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 AU$774
includes taxes & fees
9 Dec - 10 Dec
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Cozy Large Home in Harwich with Patio near Wequassett Resort

Harwich
9.8 out of 10, Exceptional, (11)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is AU$808
includes taxes & fees
7 Dec - 8 Dec
Cozy Large Home in Harwich with Patio near Wequassett Resort

Sand Bar-Dog Friendly on Cooks Brook Beach

Eastham
10.0 out of 10, Exceptional, (23)
"We had the most wonderful week at the Sandbar. The check in/out process was flawless. The location is ideal. The sunsets were magnificent. Would definitely recommend. "
United States
Holly M.
The price is AU$800
includes taxes & fees
30 Nov - 1 Dec
Sand Bar-Dog Friendly on Cooks Brook Beach

Pond House~Waterfront Oasis W/Jacuzzi Tub

Eastham
10.0 out of 10, Exceptional, (10)
"Beautiful spot ! House was clean and well equipped. "
United States
Cynthia P.
The price is AU$784
includes taxes & fees
10 Dec - 11 Dec
Pond House~Waterfront Oasis W/Jacuzzi Tub
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, 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 favourite 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 depend 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 AU$172 per night. Entering your travel dates in the search wizard might find you 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?

Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown : This holiday home rental outside of South Wellfleet offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

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?

Lieutenant Island and Wellfleet Bay Wildlife Sanctuary 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 Cape Cod Beaches.

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.