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Holiday Rentals in South Wellfleet

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Our top choices for South Wellfleet holiday rentals

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.
New! Island Pines-A Dog Friendly Boutique Oasis

Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail

Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail
South Wellfleet
10.0 out of 10, Exceptional, (70 reviews)
"We really enjoyed the location and deck."
United States
Donald W.
The price is €973
includes taxes & fees
2 Aug - 3 Aug
Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (136 reviews)
"We had a wonderful time at this condo — the pool was a huge hit and such a nice bonus after busy beach days. The hosts were incredibly kind and welcoming, making the whole stay feel easy and comfortable from check-in to check-out. The place was clean, well-located, and had everything we needed. Highly recommend if you're looking for a relaxed Cape spot with a great pool and even better people behind it!"
United States
Sarah
Brewster Green Resort

Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
The price is €846
includes taxes & fees
23 Jul - 24 Jul
Beach Walks, Books & Bay Sunsets

Quiet getaway in a unique area of Cape Cod

Quiet getaway in a unique area of Cape Cod
Brewster
10.0 out of 10, Exceptional, (5 reviews)
"Perfect for a quiet getaway. Owner was in Constant contact. If I had a question replied very quickly. I highly recommend staying here."
United States
Anonymous traveller
The price is €435
includes taxes & fees
13 Aug - 14 Aug
Quiet getaway in a unique area of Cape Cod

Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,205 reviews)
"Great value and a beautiful location!"
United States
Robert
The price is €305
includes taxes & fees
22 Jul - 23 Jul
Sandcastle Resort and Club

🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (13 reviews)
"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"
United States
Sophia I.
🐚The Bay Cottage on Thumpertown Beach

Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"Cozy cottage right by the beach. Great area not for to restaurants and beaches. Would definitely stay again!"
United States
Melinda W.
The price is €592
includes taxes & fees
22 Jul - 23 Jul
Edgewood on Campground Beach/Steps to the Sand

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Eastham
10.0 out of 10, Exceptional, (21 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 €653
includes taxes & fees
17 Jul - 18 Jul
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
West Dennis
The price is €852
includes taxes & fees
16 Aug - 17 Aug
Coastal Haven in West Dennis -15

Dennis Beach House - Walk to Beach - Pet Friendly

Dennis Beach House - Walk to Beach - Pet Friendly
Dennis
8.0 out of 10, Very good, (10 reviews)
"Very cozy and quite neighborhood felt right at home."
United States
John S.
The price is €666
includes taxes & fees
14 Aug - 15 Aug
Dennis Beach House - Walk to Beach - Pet Friendly

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

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (51 reviews)
"We loved the house. Simple and comfortable, exactly what we needed to relax. thank you."
United States
Michael M.
The price is €1,056
includes taxes & fees
22 Jul - 23 Jul
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!
3.0 star property
West Chatham
The price is €1,117
includes taxes & fees
30 Jul - 31 Jul
Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!

The Alpine/Walk to Beach for 2 or more!

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (11 reviews)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The Alpine/Walk to Beach for 2 or more!

🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (25 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 €625
includes taxes & fees
28 Jul - 29 Jul
🦀Waterfront at The Velvet Crab~Amazing Sunsets

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, (47 reviews)
"We did a quick overnight The amenities were great and the condo was perfect !!!"
United States
Katie M.
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

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
9.6 out of 10, Exceptional, (103 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is €709
includes taxes & fees
9 Aug - 10 Aug
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

PTown Carnival 17-19 Aug!Outdoor shower,parking,two decks, pool, steps to beach.

PTown Carnival 17-19 Aug!Outdoor shower,parking,two decks, pool, steps to beach.
Provincetown
9.8 out of 10, Exceptional, (33 reviews)
"Absolutely phenomenal stay! Can’t wait to book again! "
United States
Ben G.
PTown Carnival 17-19 Aug!Outdoor shower,parking,two decks, pool, steps to beach.

Private Cape Cod Cottage. Walk to Ellis Landing Beach!

Private Cape Cod Cottage. Walk to Ellis Landing Beach!
Brewster
10.0 out of 10, Exceptional, (43 reviews)
"Great location - privacy, comfy, and close to the beach!"
United States
Samantha K.
The price is €444
includes taxes & fees
21 Jul - 22 Jul
Private Cape Cod Cottage. Walk to Ellis Landing Beach!

Paradise Palm Unit - #4

Paradise Palm Unit - #4
Harwich
10.0 out of 10, Exceptional, (31 reviews)
"The property was quaint, perfect for a quick weekend getaway."
United States
Kylie S.
Paradise Palm Unit - #4
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 €305 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?

Cape Cod's "Beach Rose": This holiday home rental outside of South Wellfleet offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable 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.

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?

Cape Cod Beaches and Lieutenant Island are a couple of great spots to enjoy nature, whereas other top attractions include Cape Cod National Seashore. Other places in town to visit include Wellfleet Bay Wildlife Sanctuary and Lecount Hollow Beach.

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.