South Wellfleet Holiday Rentals

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Our top choices for South Wellfleet holiday 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.
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 AU$960
includes taxes & fees
11 June - 12 June
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 AU$330
includes taxes & fees
11 June - 12 June
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 AU$1,002
includes taxes & fees
8 June - 9 June
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, (113 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is AU$447
includes taxes & fees
5 June - 6 June
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 AU$671
includes taxes & fees
4 June - 5 June
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 AU$336
includes taxes & fees
7 June - 8 June
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 AU$956
includes taxes & fees
11 June - 12 June
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 AU$909
includes taxes & fees
4 June - 5 June
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 AU$1,346
includes taxes & fees
14 June - 15 June
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 AU$672
includes taxes & fees
17 June - 18 June
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 AU$274
includes taxes & fees
15 June - 16 June
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.
The price is AU$823
includes taxes & fees
4 June - 5 June
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 AU$857
includes taxes & fees
4 June - 5 June
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 AU$849
includes taxes & fees
10 June - 11 June
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 AU$855
includes taxes & fees
23 June - 24 June
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 AU$433
includes taxes & fees
17 June - 18 June
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 AU$668
includes taxes & fees
23 June - 24 June
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 AU$356
includes taxes & fees
17 June - 18 June
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

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$228 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?

Eazy Breezy Beach Home: This holiday home rental outside of South Wellfleet 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 that you can cook with friends or family.

How many holiday rentals are there in South Wellfleet?

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

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

Cape Cod Beaches and Wellfleet Bay Wildlife Sanctuary 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 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.