South Wellfleet Holiday Rentals

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Holiday Rentals in South Wellfleet

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."
Beautiful waterfront Cottage in Wellfleet
Sandcastle Resort and Club
3.0 star property
7.4 out of 10, Good, 922 reviews
"Enjoyed our stay. Clean. Staff nice. Met our expectations and more. "
The price is NZ$258
includes taxes & fees
6 Jun - 7 Jun
Sandcastle Resort and Club
Oceanfront Cape Cod Vacation Rental: Beach Access!
9.2 out of 10, Wonderful, 45 reviews
"Property was lovely as advertised. Oceanfront, clean, spacious. Nothing beats hearing the crashing waves at night on the upstairs bedroom patio. Highly recommended!"
Oceanfront Cape Cod Vacation Rental: Beach Access!
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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."
The price is NZ$1,096
includes taxes & fees
12 Jun - 13 Jun
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Quaint condo near private beach access with fireplace - close to dining
9.0 out of 10, Wonderful, 39 reviews
"It was the perfect location for our anniversary getaway! My wife and I would certainly stay here again!! Five stars!!!"
The price is NZ$641
includes taxes & fees
27 Jun - 28 Jun
Quaint condo near private beach access with fireplace - close to dining
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 NZ$702
includes taxes & fees
6 Jun - 7 Jun
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, 11 reviews
"My friend and I had a wonderful time at your cottage. My friend had not visited the Cape in a long time so it was fun for both of us to go exploring. And it was great that the cottages were right on the beach so we did not have to drive anywhere to soak up the sunshine."
Cozy beachfront cottage at Chases Ocean Grove
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
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, 18 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 NZ$4,152
includes taxes & fees
6 Jun - 7 Jun
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST VALUE IN A RELAXING WATERFRONT VACATION!
9.2 out of 10, Wonderful, 85 reviews
"This is a true get a way for 2. Larry was informative and hospitable. What a view!"
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST VALUE IN A RELAXING WATERFRONT VACATION!
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!
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
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
9.6 out of 10, Exceptional, 96 reviews
"Fantastic views."
The price is NZ$2,912
includes taxes & fees
16 Jun - 17 Jun
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
✨ Steps to the beach Steps from it all✨
10.0 out of 10, Exceptional, 27 reviews
"The location is great! Relatively quiet, right next to a public beach, and a short walk into a livelier area of town. The condo is very well equipped for a lovely stay!"
✨ 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, 86 reviews
"The host was very helpful and friendly and got right back to me on questions. The space was small but very clean and had everything I needed as a single guest with one dog. The bed was quite comfortable too. As a woman traveling alone, my only issues were with the isolation of the area in the off-season (there were coyotes outside at night), and I would have liked to have had a more secure bolt lock and less see-through blinds."
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Oceanfront home with great views, deck, grill & beach access - dog-friendly
8.8 out of 10, Excellent, 56 reviews
"Don't expect the Ritz, but for a "beach house" it's on point. As the listing states, it's right on the water (bay of the ocean). The tide does go way out for several hours a day leaving just sand, but many seem to like to walk out there especially with their dogs. Appliances could use replacing, but they worked just fine. The furniture wasn't the most comfortable, but you also didn't need to stress over the dog which I find more important. We didn't spend much time sitting in front of the tv...
Oceanfront home with great views, deck, grill & beach access - dog-friendly
Oceanfront suite with bay views, full kitchen, balcony, AC, & firepit
9.6 out of 10, Exceptional, 16 reviews
"My bestie and i travel together a couple times a year and chose the Cape for this year's adventure. We chose this location because it was right on Cape Cod Bay, 15 mintes from Provincetown and central to many great beaches. The room was very clean with no sandy floors or musty smells. Shower sparkled, towels were clean, fluffy and absorbent and sheets were crisp and clean. Heat and A/C were needed (crazy weather) and both worked without issue. Just a lovely place that completely met our needs....
Oceanfront suite with bay views, full kitchen, balcony, AC, & firepit
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
Don't see what you're looking for?
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.

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, 956 reviews
"Check in was easy, the staff were great. Loved being able to walk out of my room on to the beach, it was a great view to wake up to. No breakfast offerings though which is a bummer because you have to walk a descent ways to find anything to eat. Noise from rooms above mine and next door was terrible, these people had children and it sounded like the kids were in the room with us. The walkway to the room entrance to the beach is all rock fill which is uncomfortable even with good shoes. The room...
The price is NZ$331
includes taxes & fees
6 Jun - 7 Jun
The Provincetown Inn
Chatham Bars Inn
5.0 star property
9.2 out of 10, Wonderful, 696 reviews
"I really liked the high flow of water in the showers. Room was quiet and relaxing"
The price is NZ$990
includes taxes & fees
9 Jun - 10 Jun
Chatham Bars Inn
The Villages at Ocean Edge
3.5 star property
8.2 out of 10, Very good, 923 reviews
"Very accommodating staff. Convenient shuttle. Enjoyed the option of 3 outdoor pools and 2 indoor pools. "
The price is NZ$461
includes taxes & fees
16 Jun - 17 Jun
The Villages at Ocean Edge
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our South Wellfleet holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up South Wellfleet. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in South Wellfleet. Seeing all the best attractions is bound to make you fall in love with South Wellfleet. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in South Wellfleet short-term rentals, that won’t be hard to do.

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?

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail: 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 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in South Wellfleet?

Choose from 31 Expedia holiday rentals in South Wellfleet for a memorable holiday.

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

Cape Cod National Seashore and Cape Cod Beaches 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 Lieutenant Island and Indian Neck 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.

Recent reviews of South Wellfleet properties
Expedia verified reviews