South Wellfleet Holiday Rentals

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Holiday Rentals in South Wellfleet

Best deal this week Jun 22-28! Beautiful waterfront Cottage in Wellfleet
9.4 out of 10, Exceptional, 58 reviews
"This was a great place for our early spring stay on the Cape. Everything was an easy drive from this location, and the cottage was cozy, clean, and well-appointed. We had a wonderful time during our visit; thanks for sharing Cove Cottage with us."
Best deal this week Jun 22-28! Beautiful waterfront Cottage in Wellfleet
Sandcastle Resort and Club
3.0 star property
7.4 out of 10, Good, 930 reviews
"Really enjoyed our stay here over the weekend. Will be coming back again. :)"
The price is AU$547
per night
2 July - 3 July
Sandcastle Resort and Club
Quaint condo near private beach access with fireplace - close to dining
9.0 out of 10, Wonderful, 41 reviews
"Very nice condo. Clean and well stocked. Just the right size for a couple. Only a few steps from the beach, which is private. Great Cape Cod location mid way down the cape. Only 20 minutes from shopping and the fish pier in Chatham and an hour from Provincetown. We would definitely stay again. The only reason it’s a 4 star and not 5 are some minor issues that are easily addressed: Needs a new mattress on the bed. Way too soft Drain in the master bath slow Most important: The door keypad is...
Quaint condo near private beach access with fireplace - close to dining
Oceanfront Cape Cod Vacation Rental: Beach Access!
9.2 out of 10, Wonderful, 47 reviews
"very nice"
Oceanfront Cape Cod Vacation Rental: Beach Access!
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
9.6 out of 10, Exceptional, 110 reviews
"It was a perfect place, the balcony by was in the right position to watch sunrise and sunsets. Condo was very clean and comfortable."
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
9.0 out of 10, Wonderful, 33 reviews
"All the things we needed: beach, comfortable place to sleep, eat and shower. Appreciated the extra beach chairs! Plenty of towels for showering. Plenty of movies and games if there’s a bad weather day - we were lucky to have none of those! We hope to return. Thanks for sharing your place!"
The price is AU$856
per night
19 July - 20 July
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Cozy beachfront cottage at Chases Ocean Grove
10.0 out of 10, Exceptional, 13 reviews
"The cottage was cozy, airy, bright and cute. It had everything that you needed. The views were beautiful and the people were very friendly. There were a couple of restaurants that you could walk to. The cottage was in a great location for everything that we wanted to do. I would for sure stay here again. Most importantly my daughter and I felt safe. Great find!!!"
Cozy beachfront cottage at Chases Ocean Grove
Charming, waterfront studio condo w/ direct beach access - close to town
6.8 out of 10, 21 reviews
"No TV when we got there. No wifi. No cereal bowls. No hot water for the majority of our stay. It was t exactly hot weather either so just shocking. Not once did anybody offer us extra toilet rolls or clean towel in the eleventh days we stayed there. My hair smelt of mould for the entire time."
Charming, waterfront studio condo w/ direct beach access - close to town
Oceanfront, 2nd-floor condo with amazing view - steps to beach, near town/trails
8.8 out of 10, Excellent, 19 reviews
"Great view, overall a great place for a getaway!"
Oceanfront, 2nd-floor condo with amazing view - steps to beach, near town/trails
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
9.6 out of 10, Exceptional, 5 reviews
"Thank you for a great stay! Beautiful house and location. We had a great time!"
The price is AU$5,591
per night
7 July - 8 July
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!
8.4 out of 10, Very good, 7 reviews
"We recently stayed there for a week on the shoulder season this fall. First few days were cold and rainy, but putting a kettle on kept the place comfortable and warm. Even provided extra blankets for cold nights. We had everything we needed right there and sat outside on sunny days and even got in a beach day when the weather got into the 70's later in the week. Central to the Cape and steps away from the ocean, made for a lasting memory for us and our puppy!"
Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!
Cape Cod Vacation Home Rental - Walk to Beach
10.0 out of 10, Exceptional, 7 reviews
"We loved being able to walk to cafes, restaurants and the bookstore and the proximity of the bike path meant that we didn't need our car much at all. We rode bikes to lunch spots, the beach, and to the pickleball courts. The house was tidy and had everything we needed."
Cape Cod Vacation Home Rental - Walk to Beach
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST WATERFRONT VALUE ~ SHORT TERM STAYS AVAIL!
9.2 out of 10, Wonderful, 86 reviews
"Larry our host was right there to greet us. Made sure we know where everything was. Very friendly.The boat loft was very quaint. Peaceful right on a nice big pond. We would go back again the next time we go to the cape. Thanks again Larry. Rhonda and Gary"
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST WATERFRONT VALUE ~ SHORT TERM STAYS AVAIL!
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
10.0 out of 10, Exceptional, 4 reviews
"Beautiful place to stay, newly renovated, enjoyed being in Orleans. My young adult daughter enjoyed it, too. We made popovers in the kitchen to bring to a relative's house - kitchen even had muffin pans, so we were good to go."
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
✨ Steps to the beach Steps from it all✨
10.0 out of 10, Exceptional, 28 reviews
"I needed a place for myself for a 3-day weekend, and this was a perfect studio for it. Very clean. Pull out couch is very comfortable as a bed. Good instructions. Owner very responsive. Wonderful location near the beach. Just far enough away from the center of town to be out of the mayhem, but a nice walk into town."
✨ Steps to the beach Steps from it all✨
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
9.8 out of 10, Exceptional, 89 reviews
"We enjoyed our time at sand pebble cottage. Me and my boyfriend loved the outdoor shower as well as the bikes. We were able to bike to sea street beach which was nice. I would say the area is pretty central and other towns in cape cod were within a 20 min drive. We usually like to walk into a town for shops however Dennis port did not have a town like that, at least we didn’t know of one. We did drive to Hyannis which had a town as well as Chatham. The house was clean and very cute, definitely...
The price is AU$739
per night
1 Aug - 2 Aug
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
9.6 out of 10, Exceptional, 101 reviews
"We spent several nights at this house with my family. The views from the back deck and the family room were even better than the pictures. Location was great and it was very relaxing."
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Oceanfront Bliss: Experience the Best of Cape Cod
10.0 out of 10, Exceptional, 1 review
"The house was great! Amazing views to wake up and watch the waves crash and the seals play."
Oceanfront Bliss: Experience the Best of Cape Cod
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
9.8 out of 10, Exceptional, 18 reviews
"Great place for a short weekend stay! Host was wonderful and accommodating to our check-in/check-out needs and very responsive. Was greeted by sweet treats and a bottle of wine right in the door. Good distance from things to do! Weren’t able to enjoy the beach due to weather unfortunately but it was easy to get to walking or driving. Would recommend!"
The price is AU$784
per night
16 July - 17 July
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
9.8 out of 10, Exceptional, 130 reviews
"Place was adorable perfect for what we needed. Perfect location, centralized for all your needs and wants"
The price is AU$593
per night
24 July - 25 July
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
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See all available properties in South Wellfleet
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.

South Wellfleet Holiday Home Travel Info

Number of holiday homes
155
Popular accommodation
South Wellfleet private holiday homes
Known landmarks
Cape Cod National Seashore, Nauset Beach and Skaket Beach
International airport
Boston, MA (BOS-Logan Intl.)

Other types of properties in South Wellfleet you may be interested in

The Provincetown Inn
2.0 star property
8.2 out of 10, Very good, 1,013 reviews
"We always have a wonderful time at the Provincetown Inn."
The price is AU$513
per night
8 July - 9 July
The Provincetown Inn
The Villages at Ocean Edge
3.5 star property
8.2 out of 10, Very good, 943 reviews
"Did not disappoint "
The price is AU$420
per night
2 July - 3 July
The Villages at Ocean Edge
Chatham Bars Inn
5.0 star property
9.2 out of 10, Wonderful, 700 reviews
"Best place ever. "
The price is AU$1,378
per night
15 July - 16 July
Chatham Bars Inn
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.

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$547 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?

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill: This holiday home rental outside of South Wellfleet offers a balcony, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in South Wellfleet?

Choose from 32 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 National Seashore are a couple of scenic spots to enjoy the outdoors, whereas Wellfleet Historical Society ­Museum is one of the cultural attractions. Other places in town to visit include Cape Cod Beaches 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.

Recent reviews of South Wellfleet properties
Expedia verified reviews