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Our top choices for South Wellfleet holiday rentals

1. Spectacular Bayfront Cottage with Private Deck & Sunset Views

Spectacular Bayfront Cottage with Private Deck & Sunset Views
Wellfleet
10.0 out of 10, Exceptional, (85 reviews)
"Amazing stay at this pet-friendly cottage on the beach. Location was great and the hosts were very accommodating. We loved the privacy of the island, the outdoor space, and the sunsets overlooking the bay!"
United States
Scott M.
The price is £347
includes taxes & fees
6 Dec - 7 Dec
Spectacular Bayfront Cottage with Private Deck & Sunset Views

2. New! Island Pines-A Dog Friendly Boutique Oasis

New! Island Pines-A Dog Friendly Boutique Oasis
Wellfleet
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful cozy home on a piney coastal island! Wish we could stay longer. Very central for exploring in all directions on the Cape. Awesome hosts with so many great recommendations and thorough info leading up to the stay."
United States
Kaden P.
The price is £412
includes taxes & fees
15 Nov - 16 Nov
New! Island Pines-A Dog Friendly Boutique Oasis

3. Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,306 reviews)
"The room was exactly what I expected! Excellent for a little getaway weekend!"
Canada
Deryck
The price is £85
includes taxes & fees
16 Nov - 17 Nov
Sandcastle Resort and Club

4. Charming 1-bedroom apartment in fabulous Provincetown

Charming 1-bedroom apartment in fabulous Provincetown
Provincetown
9.4 out of 10, Exceptional, (10 reviews)
"Amazing location with gorgeous balcony view!"
United States
Léa R.
The price is £112
includes taxes & fees
15 Nov - 16 Nov
Charming 1-bedroom apartment in fabulous Provincetown

5. Cozy, Ground-Floor Getaway w/ Free WiFi, a Kitchen, Shared Pool, & Private Patio

Cozy, Ground-Floor Getaway w/ Free WiFi, a Kitchen, Shared Pool, & Private Patio
North Truro
8.0 out of 10, Very good, (1 review)
"We travel to this area of Cape Cod almost every year and we love it! The location of this unit is good if you are okay with being a little bit off the water. Braemar is a quiet area. The pool is very nice and the sitting area in the back is peaceful. We do a lot of our cooking in and the kitchen could use a few upgrades. I wouldn’t say that I agree that it’s a well stocked kitchen but you can definitely make it work. You may want to bring a frying pan, some spoons, bowls and a full size coffee...
United States
Jasmine H.
The price is £330
includes taxes & fees
15 Nov - 16 Nov
Cozy, Ground-Floor Getaway w/ Free WiFi, a Kitchen, Shared Pool, & Private Patio

6. Best location in Ptown,1 Bedroom,PARKING/WaterVIEW

Best location in Ptown,1 Bedroom,PARKING/WaterVIEW
Provincetown
8.6 out of 10, Excellent, (37 reviews)
"It was a great stay and felt like home. Will book again in the future!"
United States
Jeremy D.
The price is £114
includes taxes & fees
16 Nov - 17 Nov
Best location in Ptown,1 Bedroom,PARKING/WaterVIEW

7. Samara Tide | 3BR Walk to Bay Beach, Pet Friendly

Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
Eastham
10.0 out of 10, Exceptional, (5 reviews)
"Nice quiet family-friendly location. Very clean property with all the essential move-in ready provisions provided. All communication was very clear and informative. Highly recommend."
United States
Pete P.
The price is £312
includes taxes & fees
15 Nov - 16 Nov
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly

8. Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Brewster
10.0 out of 10, Exceptional, (54 reviews)
"Great stay!"
United States
Rebecca R.
The price is £240
includes taxes & fees
16 Nov - 17 Nov
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

9. Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (11 reviews)
"We went with a small group of friends and everything was amazing. The property is beautiful and well located. We had everything that we needed and the communication con the owner was good."
United States
Lourdes P.
The price is £391
includes taxes & fees
18 Nov - 19 Nov
Sleeps 2-8/Soaking Tub/FirePit~Burrows

10. Sand Bar~3 BR Dog Friendly Beachside Home

Sand Bar~3 BR Dog Friendly Beachside Home
Eastham
10.0 out of 10, Exceptional, (35 reviews)
"We had a lovely visit with access to the beach and very comfortable beds. Enjoyed a beautiful sunset!"
United States
Debra H.
The price is £384
includes taxes & fees
17 Nov - 18 Nov
Sand Bar~3 BR Dog Friendly Beachside Home

11. Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park

Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park
Brewster
9.8 out of 10, Exceptional, (62 reviews)
"Very nice property in a good location for our family and our interests. The pool was great to relax in during the afternoons after active mornings out."
United States
Jack N.
The price is £530
includes taxes & fees
25 Nov - 26 Nov
Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park

12. P-Town Studio w/ Parking: 1 Block To Tea, Town Ctr

P-Town Studio w/ Parking: 1 Block To Tea, Town Ctr
Provincetown
10.0 out of 10, Exceptional, (4 reviews)
"Great location and perfect for traveling with a dog!"
United States
Mateo B.
The price is £291
includes taxes & fees
15 Nov - 16 Nov
P-Town Studio w/ Parking: 1 Block To Tea, Town Ctr

13. Ebb Tide~3b/2b and dog friendly for 2-10

Ebb Tide~3b/2b and dog friendly for 2-10
Wellfleet
8.8 out of 10, Excellent, (5 reviews)
"Great stay. Kind extra touches of hospitality appreciated!"
United States
Ross M.
The price is £398
includes taxes & fees
16 Nov - 17 Nov
Ebb Tide~3b/2b and dog friendly for 2-10

14. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (30 reviews)
"Perfect size home for a family of 4, welcoming and cozy! Having -All towels and linens and shampoo, body wash and conditioner all included made for a much easier stay! Highly recommend."
United States
Emily A.
The price is £322
includes taxes & fees
15 Nov - 16 Nov
🦀Waterfront at The Velvet Crab~Amazing Sunsets

15. The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove
Eastham
10.0 out of 10, Exceptional, (31 reviews)
"It was a beautiful house and well stocked with all your needs. Also located in a great area."
United States
Nancy S.
The price is £362
includes taxes & fees
19 Nov - 20 Nov
The Pet-Friendly Surf Shack Hideaway on the Cove

16. National Seashore/Updated/Game Room~Blue Pearl

National Seashore/Updated/Game Room~Blue Pearl
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"We had an wonderful experience staying at this house. It was exceptionally clean and it had everything we needed (it was nice to have linens and towels provided). All of the rooms were relaxing and comfortable and the kitchen was very well equipped. I would definitely stay there again. "
United States
Catharine D.
The price is £361
includes taxes & fees
19 Nov - 20 Nov
National Seashore/Updated/Game Room~Blue Pearl

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

Gorgeous waterfront studio w/ beach access sitting on downtown Commercial Street
Provincetown
9.0 out of 10, Wonderful, (33 reviews)
"Amazing location! Nice, updated, and clean property. The host was very communicative and friendly, ensured we had plenty of towels, and was comfortable during our stay. I loved how walkable this property was to all the nearby shops, restaurants, and beach. Would stay here again!"
United States
Adam B.
The price is £403
includes taxes & fees
21 Nov - 22 Nov
Gorgeous waterfront studio w/ beach access sitting on downtown Commercial Street

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

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Eastham
9.8 out of 10, Exceptional, (8 reviews)
"Nice quiet neighborhood and wonderful beach!!"
United States
Kathy S.
The price is £377
includes taxes & fees
17 Nov - 18 Nov
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

19. Pond House~Waterfront Oasis on Minister's Pond

Pond House~Waterfront Oasis on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (13 reviews)
"Had everything we needed for a comfortable stay."
United States
BILL
The price is £388
includes taxes & fees
19 Nov - 20 Nov
Pond House~Waterfront Oasis on Minister's Pond

20. Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Eastham
10.0 out of 10, Exceptional, (23 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 £380
includes taxes & fees
15 Nov - 16 Nov
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
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 £85 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?

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!: This holiday home rental outside of South Wellfleet is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade/games room.

How many holiday rentals are there in South Wellfleet?

Choose from 34 Expedia holiday rentals in South Wellfleet for a memorable holiday.

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

Lieutenant Island 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 Wellfleet Bay Wildlife Sanctuary.

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.