South Wellfleet Holiday Rentals

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Holiday Rentals in South Wellfleet

Pool
Beautiful waterfront Cottage in Wellfleet
9.4 out of 10, Exceptional, (57)
"Lovely little hidden gem. Rustic cottage with everything needed. Many other cottages around, but you really don’t even know they’re there because you have a beautiful view of the marsh from Lovely deck. Again."
Beautiful waterfront Cottage in Wellfleet
Property grounds
Sandcastle Resort and Club
3.0 star property
7.4 out of 10, Good, (916)
"This is a nice location, with clean rooms. There is a murphy bed, which honestly was very comfortable, and it was nice to be able to fold it away. The room was very spacious and clean, and it is definitely a benefit to have a mini kitchen in the room. The kitchen is fully equipped to be able to make breakfast (stove, pans, coffee machine, microwave). We stayed in May which for us was great as the whole place was quiet and relaxed"
The price is NZ$241
includes taxes & fees
27 May - 28 May
Sandcastle Resort and Club
Interior
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
9.6 out of 10, Exceptional, (110)
"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$1,172
includes taxes & fees
12 Jun - 13 Jun
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
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Interior
Oceanfront Cape Cod Vacation Rental: Beach Access!
9.2 out of 10, Wonderful, (43)
"The house was perfect for dogs. The beach and new steps to the beach were very nice. Lovely view. The house and property need some TLC. Lawn chairs were rusted and one plastic one was cracked, chipping paint, broken window blinds, toys and debris scattered in yard and caught on bushes. The outdoor torches on ground are all broken and non-working. I know it is early in the season and I picked up as much as I could reach. It was chilly and it took awhile to heat up, as some of the rooms are space...
Oceanfront Cape Cod Vacation Rental: Beach Access!
Fridge, microwave, stovetop, dishwasher
Quaint condo near private beach access with fireplace - close to dining
9.0 out of 10, Wonderful, (39)
"It was the perfect location for our anniversary getaway! My wife and I would certainly stay here again!! Five stars!!!"
Quaint condo near private beach access with fireplace - close to dining
2 bedrooms, Internet, bed sheets
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
9.0 out of 10, Wonderful, (33)
"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$685
includes taxes & fees
28 May - 29 May
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Sun-loungers
Cozy beachfront cottage at Chases Ocean Grove
10.0 out of 10, Exceptional, (11)
"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
On the beach
Charming, waterfront studio condo w/ direct beach access - close to town
7.0 out of 10, Good, (20)
"Great location , rates were comparable. There was sand on our sheets when we pulled back the covers . Washroom and floors could have been cleaner. Overall we had fun ."
Charming, waterfront studio condo w/ direct beach access - close to town
TV, DVD player
Cape Cod Vacation Home Rental - Walk to Beach
10.0 out of 10, Exceptional, (7)
"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
On the beach
Oceanfront, 2nd-floor condo with amazing view - steps to beach, near town/trails
8.8 out of 10, Excellent, (16)
"Great view, overall a great place for a getaway!"
Oceanfront, 2nd-floor condo with amazing view - steps to beach, near town/trails
TV, books
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
9.6 out of 10, Exceptional, (5)
"Thank you for a great stay! Beautiful house and location. We had a great time!"
The price is NZ$3,855
includes taxes & fees
27 May - 28 May
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
Beach nearby, sun-loungers
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST VALUE IN A RELAXING WATERFRONT VACATION!
9.2 out of 10, Wonderful, (85)
"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!
Beach
Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!
8.4 out of 10, Very good, (7)
"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!
BBQ/picnic area
Edgewater Beach Resort, a VRI resort
3.5 star property
8.8 out of 10, Excellent, (236)
"We love the proximity to the beach! "
Edgewater Beach Resort, a VRI resort
Property grounds
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
10.0 out of 10, Exceptional, (4)
"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."
The price is NZ$937
includes taxes & fees
27 May - 28 May
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
Beach
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
9.8 out of 10, Exceptional, (86)
"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."
The price is NZ$460
includes taxes & fees
6 Jun - 7 Jun
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
View from property
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
9.6 out of 10, Exceptional, (95)
"We had a great family weekend. The house was perfect for our needs."
The price is NZ$2,732
includes taxes & fees
27 May - 28 May
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Property grounds
✨ Steps to the beach Steps from it all✨
10.0 out of 10, Exceptional, (26)
"Perfect location. Loved being out of town in a neighborhood but still walkable to town. lots of restaurants and a little market within a short walk. Beach was just down the short sandy path. It really was a perfect stay."
✨ Steps to the beach Steps from it all✨
Property grounds
Oceanfront suite with bay views, full kitchen, balcony, AC, & firepit
9.6 out of 10, Exceptional, (16)
"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
Exterior
Immerse yourself in Ptown's vibrant heart at the center of Commercial Street
9.4 out of 10, Exceptional, (42)
"Just loved"
Immerse yourself in Ptown's vibrant heart at the center of Commercial Street
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

Aerial view
The Provincetown Inn
2.0 star property
8.2 out of 10, Very good, (945)
"The best in Provincetown and love staying here. The view , accessible and close to everything.. shopping , beach , dining , art , music .. endless . Highly y recommend the Provincetown Inn. "
The price is NZ$335
includes taxes & fees
3 Jun - 4 Jun
The Provincetown Inn
Seasonal outdoor pool
Chatham Bars Inn
5.0 star property
9.2 out of 10, Wonderful, (693)
"This is a great hotel with super service "
The price is NZ$826
includes taxes & fees
9 Jun - 10 Jun
Chatham Bars Inn
Poolside bar
The Villages at Ocean Edge
3.5 star property
8.0 out of 10, Very good, (917)
"The Arbors area where we stayed really needs to be updated. The one bedroom unit has a very small double bed and dated furniture. "
The price is NZ$504
includes taxes & fees
27 May - 28 May
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?

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill: This holiday home rental outside of South Wellfleet is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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