South Wellfleet Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for South Wellfleet vacation rentals

Outdoor dining

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Wellfleet
10.0 out of 10, Exceptional, (81 reviews)
"Excellent communication from host. Great location. Would definitely stay again."
United States
Nick E.
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Outdoor dining

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Wellfleet
The price is ￥31,597
￥89,554 total
includes taxes & fees
Apr 1 - Apr 2
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Interior

New! Island Pines-A Dog Friendly Boutique Oasis

New! Island Pines-A Dog Friendly Boutique Oasis
Wellfleet
9.4 out of 10, Exceptional, (11 reviews)
"Loved the place. Very clean and updated. You have to time the tides because it is on an island, but that was fine for us. "
United States
Brian F.
The price is ￥30,018
￥88,847 total
includes taxes & fees
Apr 29 - Apr 30
New! Island Pines-A Dog Friendly Boutique Oasis
Indoor spa tub

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (128 reviews)
"Mike is the best. Very clean environment and family welcome"
United States
Catherine
The price is ￥36,711
￥42,017 total
includes taxes & fees
Mar 30 - Mar 31
Brewster Green Resort
Exterior

Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (75 reviews)
"Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay"
United States
John N.
The price is ￥50,498
￥130,453 total
includes taxes & fees
Mar 30 - Mar 31
Family Cottage Close to Beach!!
Beach nearby

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Brewster
10.0 out of 10, Exceptional, (43 reviews)
"Great place!"
United States
Michael P.
The price is ￥35,925
￥62,402 total
includes taxes & fees
Mar 30 - Mar 31
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Outdoor dining

Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

Cape Cod Villa pond front vacation home, retreat, spa, venue, film location
Harwich - Brewster Border
10.0 out of 10, Exceptional, (6 reviews)
"Lovely property with attentive hosts "
United States
marian t.
The price is ￥103,881
￥193,934 total
includes taxes & fees
Mar 30 - Mar 31
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location
Beach nearby

Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"Cozy cottage right by the beach. Great area not for to restaurants and beaches. Would definitely stay again!"
United States
Melinda W.
The price is ￥31,773
￥78,013 total
includes taxes & fees
Apr 19 - Apr 20
Edgewood on Campground Beach/Steps to the Sand
Terrace/patio

Vitamin Sea Unit- # 8

Vitamin Sea Unit- # 8
Harwich
9.0 out of 10, Wonderful, (10 reviews)
"Such a great getaway! "
United States
Jessica C.
Vitamin Sea Unit- # 8
Property grounds

Paradise Palm Unit - #4

Paradise Palm Unit - #4
Harwich
10.0 out of 10, Exceptional, (31 reviews)
"The property was quaint, perfect for a quick weekend getaway."
United States
Kylie S.
The price is ￥64,124
￥93,031 total
includes taxes & fees
Mar 30 - Mar 31
Paradise Palm Unit - #4
Property grounds

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Eastham
10.0 out of 10, Exceptional, (19 reviews)
"Just a great location, and a very comfortable place. We loved the porch bed and chair. We are looking forward to returning."
United States
David B.
The price is ￥29,140
￥80,872 total
includes taxes & fees
Mar 30 - Mar 31
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Cottage (3 Bedrooms) | Interior

Walk to Beaches & Dining: Classic Cape Cod Cottage

Walk to Beaches & Dining: Classic Cape Cod Cottage
3.0 star property
Dennis Port
The price is ￥17,634
￥70,121 total
includes taxes & fees
Apr 20 - Apr 21
Walk to Beaches & Dining: Classic Cape Cod Cottage
Outdoor dining

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)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is ￥21,161
￥94,953 total
includes taxes & fees
Mar 30 - Mar 31
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Beach nearby

🐚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 price is ￥23,873
￥61,450 total
includes taxes & fees
Apr 15 - Apr 16
🐚The Bay Cottage on Thumpertown Beach
Exterior detail

Harbor Hideaway Unit- #6

Harbor Hideaway Unit- #6
Harwich
9.8 out of 10, Exceptional, (18 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 ￥48,093
￥72,300 total
includes taxes & fees
Mar 30 - Mar 31
Harbor Hideaway Unit- #6
Property grounds

Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre

Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre
Harwich
10.0 out of 10, Exceptional, (110 reviews)
"The hosts were so accommodating and lovely. The property is adorable and well appointed! Would stay again 100 percent. "
United States
rachel n.
The price is ￥24,047
￥62,932 total
includes taxes & fees
Apr 23 - Apr 24
Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre
Fridge, microwave, oven, stovetop

2021 CONSTRUCTION 3BR 3BA, close to Bike Trail & Beaches. Central AC Eastham

2021 CONSTRUCTION 3BR 3BA, close to Bike Trail & Beaches. Central AC Eastham
Eastham
10.0 out of 10, Exceptional, (44 reviews)
"Great place, very clean. Host was accessible and accommodating. "
United States
Christopher M.
The price is ￥50,498
￥139,443 total
includes taxes & fees
Mar 30 - Mar 31
2021 CONSTRUCTION 3BR 3BA, close to Bike Trail & Beaches. Central AC Eastham
On the beach

Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (25 reviews)
"The hosts were so thoughtful and the sunset view was incredible "
United States
Jill K.
The price is ￥29,316
￥83,090 total
includes taxes & fees
Mar 30 - Mar 31
Sand Bar-Dog Friendly on Cooks Brook Beach
Smart TV, books

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
West Brewster
10.0 out of 10, Exceptional, (25 reviews)
"Lovely house with nice location."
United States
amy d.
The price is ￥20,440
￥110,545 total
includes taxes & fees
Mar 30 - Mar 31
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Dining

Historic charmer on the water with a firepit, kayaks, bikes, & firepit

Historic charmer on the water with a firepit, kayaks, bikes, & firepit
Eastham
9.4 out of 10, Exceptional, (13 reviews)
"Absolutely perfect - would definitely come stay here again."
United States
William B.
The price is ￥56,109
￥154,977 total
includes taxes & fees
Mar 30 - Mar 31
Historic charmer on the water with a firepit, kayaks, bikes, & firepit
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

Chatham Wayside Inn

Chatham Wayside Inn

10/10 Excellent
"Did not eat at the hotel "
Kathy 3-night trip
Posted 10 hours ago
Chatham Wayside Inn

Find out more about South Wellfleet

Search for holiday rentals in South Wellfleet on Expedia! You can easily find your home rentals, villas, holiday apartments in South Wellfleet using one of the methods below:

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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?

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly: This highly rated vacation home rental in South Wellfleet is located on the beach and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in South Wellfleet?

Choose from 36 Expedia vacation rentals in South Wellfleet for a memorable vacation.

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

Wellfleet Bay Wildlife Sanctuary and Cape Cod Beaches 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 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.