South Wellfleet Holiday Rentals

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Holiday Rentals in South Wellfleet

New for 2019 - the perfect family getaway

Wellfleet
9.4 out of 10, Exceptional, (13)
"The location on lieutenant island is great. The house itself seems to be in a modernization process. The owner responded immediately to a request for some additional cleaning and once that was done we felt more comfortable. I would recommend this property."
United States
Jason K.
New for 2019 - the perfect family getaway

Sandcastle Resort and Club

3.0 star property
Provincetown
7.4 out of 10, Good, (1138)
"Very nice place in front of the beach, beautiful view whole year round ☀️🌊"
United States
Maria
The price is NZ$199
includes taxes & fees
18 Nov - 19 Nov
Sandcastle Resort and Club

Edgewater Beach Resort, a VRI resort

3.5 star property
Dennis Port
8.8 out of 10, Excellent, (290)
"All around a great place to stay!"
United States
Samantha
Edgewater Beach Resort, a VRI resort

Modern Beachfront Condo, Gorgeous Views and Centrally Located

Provincetown
10.0 out of 10, Exceptional, (56)
"Everything about this rental is perfect. Beautiful, clean, well equipped, views, views views!!!!!! Hosts were amazing!!!!! We cannot wait to revisit this special place again!!!!!!!"
United States
Joseph S.
Modern Beachfront Condo, Gorgeous Views and Centrally Located

Brewster Green Resort

3.5 star property
Brewster
9.4 out of 10, Exceptional, (118)
"I only stayed for a night, but I found the property comfortable and quiet and I enjoyed the hot tub."
United States
Jessica
The price is NZ$283
includes taxes & fees
10 Nov - 11 Nov
Brewster Green Resort

Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

Eastham
10.0 out of 10, Exceptional, (27)
"From the moment we arrived we were overtaken by the stunning views and private location. The accommodations and amenities went far beyond our high expectations. David is the ultimate host. He truly assisted us with all aspects of our stay. From changing our dates, to restaurant recommendations his guidance is genuine and compassionate. Thank you David, we appreciate all that you have done for us, and until the next time, may your visits to the Cape give you sunny days, and warm water!"
United States
Don H.
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

Oceana Cottages

2.5 star property
North Truro
8.4 out of 10, Very good, (67)
"The location was great, literally right on the water. Check in was easy and the cottage was clean. While the property is older, it was a very pleasant place and the owner was so friendly and helpful."
United States
David
Oceana Cottages

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

Chatham
10.0 out of 10, Exceptional, (39)
"The house and property was simply amazing and such a perfect spot for our company team retreat of 12"
United States
Jennifer S.
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Quaint condo near private beach access with fireplace - close to dining

Dennis Port
9.0 out of 10, Wonderful, (60)
"Loved our stay in Dennis. The condo was so nice and so clean.. I would certainly consider next summer to revisit. "
United States
Rosemarie P.
The price is NZ$516
includes taxes & fees
17 Nov - 18 Nov
Quaint condo near private beach access with fireplace - close to dining

Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre

Harwich
10.0 out of 10, Exceptional, (108)
"Hosts were very kind and inviting Very nice home with access to a beautiful pond"
United States
Micheal
Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre

Immerse yourself in Ptown's vibrant heart at the center of Commercial Street

Provincetown
9.4 out of 10, Exceptional, (86)
"Central, open, easy to access. Very much a great group location!"
United States
Michael F.
The price is NZ$667
includes taxes & fees
10 Nov - 11 Nov
Immerse yourself in Ptown's vibrant heart at the center of Commercial Street

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

Chatham
8.2 out of 10, Very good, (71)
"Beautiful house great views of the river. Peaceful weekend away"
United States
Anthony G.
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Steps to a private beach in a classic Cape cottage. Pet-friendly!

Dennis
8.8 out of 10, Excellent, (27)
"I love tiny living and this was the perfect tiny cottage gettaway! Beach is just a short walk, the cottage community is adorable and the hosts were timely with their communication! Will definitely book again! "
United States
Tjona S.
Steps to a private beach in a classic Cape cottage. Pet-friendly!

beachfront cottage at Chases Ocean Grove

Dennis Port
9.6 out of 10, Exceptional, (33)
"This was the perfect spot for our family get away. Plenty of room for myself, my husband, and son. The home was clean and a stones throw from the beach where you could sit out and hear the waves as you have your morning coffee. Will definitely be booking with them again next summer!"
United States
Domenique W.
beachfront cottage at Chases Ocean Grove

Charming Waterview Victorian w/Cottages near beach, harbor & town

Wellfleet
9.8 out of 10, Exceptional, (53)
"The Moors was the perfect place for our family of 17 & 2 additional babysitters. We were celebrating a 4th July birthday, a 45th wedding anniversary, and the many summer memories of our grown children spent working as Truro & Wellfleet camp counselors, BJ’s & Beachcomber waitresses, and Wellfleet pond & ocean lifeguards. The owner was fantastic and quickly responded to all forms of communications and requests. The location was ideal for viewing the 4th July Wellfleet Parade, and every local...
United States
Kevin T.
Charming Waterview Victorian w/Cottages near beach, harbor & town

Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown

Dennis
10.0 out of 10, Exceptional, (15)
"My family had a great stay. Convenient location "
United States
Craig G.
The price is NZ$1,277
includes taxes & fees
21 Nov - 22 Nov
Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Chatham
10.0 out of 10, Exceptional, (114)
"Great great great location. Super charming home. It worked perfectly for our family. Walk to shops and restaurants! I highly recommend. Host was lovely & easy to reach. We would’ve loved to utilize the properties outdoor space more. Other than that - it was terrific! Rent it now!"
United States
Rachel S.
The price is NZ$871
includes taxes & fees
21 Nov - 22 Nov
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Expansive, dog-friendly home with private hot tub, sauna, decks & great location

Wellfleet
7.6 out of 10, Good, (14)
"We were celebrating a 50th anniversary with all the kids and grandkids and had an amazing time! Plenty of room in the house to space out and a big living room to gather together. Close to so many beautiful beaches just a short drive away! The house is very unique with lots of charm. You have to go through some of the bedrooms to get to other parts of the house or other bedrooms, but it worked great for us!"
United States
Amie B.
Expansive, dog-friendly home with private hot tub, sauna, decks & great location

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

Dennis
9.4 out of 10, Exceptional, (117)
"Really amazing, breathtaking views, private! A great retreat for family time. "
United States
Gila D.
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

Ocean-view studio near golf with patio, beach gear, kitchenette, & partial AC

North Truro
9.6 out of 10, Exceptional, (5)
"The ocean views and breeze was lovely. Easy walk down the stairs to the beach. Beach was very quiet. Not many people. Staff was responsive when we needed them."
United States
Sara B.
Ocean-view studio near golf with patio, beach gear, kitchenette, & partial AC
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 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 NZ$199 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?

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!: This holiday home rental outside of South Wellfleet is located in the city centre, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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?

Cape Cod Beaches and Lieutenant Island 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.