South Wellfleet Vacation Rentals

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Our top choices for South Wellfleet vacation rentals

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, (68 reviews)
"We really enjoyed the location and deck."
United States
Donald W.
The price is CA $790
CA $1,488 total
includes taxes & fees
Jun 28 - Jun 29
Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail

6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
The price is CA $161
CA $958 total
includes taxes & fees
Jun 11 - Jun 12
6 Mi to Beach: Home w/ Deck in Brewster!

Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (132 reviews)
"Very clean and well kept home. We had everything we needed. Will rent again in the future."
United States
Sara
The price is CA $250
CA $328 total
includes taxes & fees
Jun 11 - Jun 12
Pond View~ Abuts conservation and walking trails. There is fishing at the pond

🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (11 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

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, (102 reviews)
"We absolutely loved this house, very comfortable, well decorated and welcoming atmosphere. It was exactly what we needed for a weekend getaway. We will be back!"
United States
Margot C.
The price is CA $330
CA $1,001 total
includes taxes & fees
Jun 9 - Jun 10
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.6 out of 10, Exceptional, (114 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is CA $195
CA $473 total
includes taxes & fees
Jun 21 - Jun 22
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (24 reviews)
"Loved this property. "
United States
Carol S.
The price is CA $146
CA $676 total
includes taxes & fees
Jun 6 - Jun 7
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

The Blue Crab Unit 7

The Blue Crab Unit 7
Harwich
9.6 out of 10, Exceptional, (15 reviews)
"Nice place, decent central location "
United States
hannah k.
The price is CA $188
CA $333 total
includes taxes & fees
Jun 7 - Jun 8
The Blue Crab Unit 7

Great for Families! Brewster Home 6 Mi to Beach

Great for Families! Brewster Home 6 Mi to Beach
Brewster
10.0 out of 10, Exceptional, (6 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is CA $144
CA $973 total
includes taxes & fees
Jun 11 - Jun 12
Great for Families! Brewster Home 6 Mi to Beach

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 CA $293
CA $1,011 total
includes taxes & fees
Jun 8 - Jun 9
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
Eastham
10.0 out of 10, Exceptional, (46 reviews)
"Great place, very clean. Host was accessible and accommodating. "
United States
Christopher M.
The price is CA $563
CA $1,372 total
includes taxes & fees
Jun 6 - Jun 7
2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

Eastham, Cape Cod - Town Cove Waterfront

Eastham, Cape Cod - Town Cove Waterfront
Eastham
9.0 out of 10, Wonderful, (99 reviews)
"Awesome location, private and peaceful."
United States
Kathy D.
The price is CA $313
CA $637 total
includes taxes & fees
Jun 17 - Jun 18
Eastham, Cape Cod - Town Cove Waterfront

Cape Cod Oceanside Condo across from beach! Combine World Cup + Beach Holiday!

Cape Cod Oceanside Condo across from beach! Combine World Cup + Beach Holiday!
Dennis
8.6 out of 10, Excellent, (16 reviews)
"Room was as advertised, very close to the beach."
United States
Glen C.
The price is CA $139
CA $191 total
includes taxes & fees
Jun 10 - Jun 11
Cape Cod Oceanside Condo across from beach! Combine World Cup + Beach Holiday!

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (8 reviews)
"We went with a small group of friends and everything was amazing. The property is beautiful and well located. We had everything that we needed and the communication con the owner was good."
United States
Lourdes P.
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis

Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis
Brewster
9.0 out of 10, Wonderful, (20 reviews)
"Very nice accommodations. "
United States
Joseph D.
The price is CA $266
CA $894 total
includes taxes & fees
Jun 9 - Jun 10
Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis

Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (9 reviews)
"Cape Cod cottage close to the beach."
United States
Bill B.
The price is CA $306
CA $846 total
includes taxes & fees
Jun 9 - Jun 10
Captain's Quarters by Nauset Beach

Walk to Commercial Street! Couples Retreat w/ Deck

Walk to Commercial Street! Couples Retreat w/ Deck
3.0 star property
Provincetown
The price is CA $246
CA $850 total
includes taxes & fees
Jun 23 - Jun 24
Walk to Commercial Street! Couples Retreat w/ Deck

The Captain's Quarters Suite Unit - 10

The Captain's Quarters Suite Unit - 10
Harwich
10.0 out of 10, Exceptional, (16 reviews)
"It was perfect for what I needed, hosts were helpful and accommodating. I would definitely stay here again!"
United States
Julienne
The price is CA $271
CA $444 total
includes taxes & fees
Jun 17 - Jun 18
The Captain's Quarters Suite Unit - 10

Cape Cod Beach Cottage-2 bdrm, 1 bath, full kitchen and two minute walk to beach

Cape Cod Beach Cottage-2 bdrm, 1 bath, full kitchen and two minute walk to beach
Dennisport
10.0 out of 10, Exceptional, (28 reviews)
"We had a wonderful time and great weather!!!"
United States
Peter C.
The price is CA $188
CA $645 total
includes taxes & fees
Jun 8 - Jun 9
Cape Cod Beach Cottage-2 bdrm, 1 bath, full kitchen and two minute walk to beach

Harbor Hideaway Unit- #6

Harbor Hideaway Unit- #6
Harwich
9.6 out of 10, Exceptional, (19 reviews)
"Just as advertised — tucked away in a small neighborhood in Harwich. Easily accessible to great restaurants and beaches. Would book again in a heartbeat"
United States
Colin H.
The price is CA $209
CA $363 total
includes taxes & fees
Jun 17 - Jun 18
Harbor Hideaway Unit- #6
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find vacation rentals in South Wellfleet?

Yes, we give you a choice of vacation rentals close to the most popular points of interest in South Wellfleet, or you can go with a more secluded option if you'd like a relaxing place to stay. South Wellfleet is known for its beaches.

What are some of the best vacation rentals that South Wellfleet has to offer?

Eazy Breezy Beach Home: Visitors like this South Wellfleet vacation home rental. It offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in South Wellfleet?

Choose from 35 Expedia vacation rentals in South Wellfleet for a memorable vacation.

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 vacation rental in South Wellfleet like?

Vacation rentals are privately owned properties you can book for several days or more in South Wellfleet. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.