South Wellfleet Holiday Rentals

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Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

Our top choices for South Wellfleet holiday 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, (79 reviews)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is HK$1,172
HK$3,497 total
includes taxes & fees
25 Feb - 26 Feb
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
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 HK$1,463
HK$4,277 total
includes taxes & fees
22 Feb - 23 Feb
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, (125 reviews)
"The front desk staff are So pleasant to deal with. Pool is huge and the kids loved the game room"
United States
PAUL
The price is HK$1,790
HK$2,048 total
includes taxes & fees
22 Feb - 23 Feb
Brewster Green Resort
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 HK$5,064
HK$9,453 total
includes taxes & fees
22 Feb - 23 Feb
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location
3 bedrooms, desk

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
West Dennis
The price is HK$2,053
HK$5,640 total
includes taxes & fees
2 Mar - 3 Mar
Coastal Haven in West Dennis -15
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 HK$996
HK$5,389 total
includes taxes & fees
22 Feb - 23 Feb
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 HK$2,735
HK$7,581 total
includes taxes & fees
22 Feb - 23 Feb
Historic charmer on the water with a firepit, kayaks, bikes, & firepit
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, (50 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is HK$1,032
HK$4,602 total
includes taxes & fees
23 Feb - 24 Feb
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
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, (42 reviews)
"Great place!"
United States
Michael P.
The price is HK$1,611
HK$2,854 total
includes taxes & fees
22 Feb - 23 Feb
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
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 HK$2,462
HK$6,386 total
includes taxes & fees
22 Feb - 23 Feb
Family Cottage Close to Beach!!
Property grounds

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Eastham
10.0 out of 10, Exceptional, (18 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 HK$1,420
HK$3,817 total
includes taxes & fees
22 Feb - 23 Feb
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Fridge, microwave, oven, stovetop

Luxury Chatham Retreat. Walk to Main St & Beach

Luxury Chatham Retreat. Walk to Main St & Beach
Chatham
The price is HK$1,797
HK$5,384 total
includes taxes & fees
26 Feb - 27 Feb
Luxury Chatham Retreat. Walk to Main St & Beach
Dining

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Orleans
10.0 out of 10, Exceptional, (14 reviews)
"Property was clean and as described in the listing, owner was communicative and easy to check in"
United States
Darren Y.
The price is HK$14,066
HK$24,255 total
includes taxes & fees
22 Feb - 23 Feb
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Pool

Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (11 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is HK$1,172
HK$3,972 total
includes taxes & fees
22 Feb - 23 Feb
Cozy Large Home in Harwich with Patio near Wequassett Resort
4 bedrooms, desk, iron/ironing board, free WiFi

Private beach, hot tub, and dog friendly – The Keeper!

Private beach, hot tub, and dog friendly – The Keeper!
Brewster
9.8 out of 10, Exceptional, (17 reviews)
"The property is beautiful and in great location. The house is cozy and comfortable. We would stay there again!!!"
United States
Lori L.
The price is HK$2,867
HK$8,960 total
includes taxes & fees
22 Feb - 23 Feb
Private beach, hot tub, and dog friendly – The Keeper!
Outdoor dining

Waterfront lake house private beach dock

Waterfront lake house private beach dock
harwich
10.0 out of 10, Exceptional, (22 reviews)
"Wonderful location "
United States
Jeanne F.
The price is HK$10,374
HK$15,826 total
includes taxes & fees
6 Mar - 7 Mar
Waterfront lake house private beach dock
Beach nearby, sun-loungers, beach towels

Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location

Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Dennis
10.0 out of 10, Exceptional, (32 reviews)
"The place was adorable and the location was perfect. We could walk to the beach, to an amazing little bakery and it gave us great access to our weekend of wedding events.Irene had suggested sunset at Mayflower Beach and it was spectacular. We will be back in the future."
United States
Natalie D.
The price is HK$2,342
HK$5,381 total
includes taxes & fees
22 Feb - 23 Feb
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Outdoor dining

🔥BLACK FRIDAY🔥 40-Spacious,cozy, waterfront house in Yarmouth

🔥BLACK FRIDAY🔥 40-Spacious,cozy, waterfront house in Yarmouth
South Yarmouth
7.6 out of 10, Good, (5 reviews)
"The house was immaculate. The property was picturesque. Neighborhood was stunning. We LOVED this home. "
United States
Mary R.
The price is HK$2,763
HK$5,926 total
includes taxes & fees
22 Feb - 23 Feb
🔥BLACK FRIDAY🔥 40-Spacious,cozy, waterfront house in Yarmouth
Outdoor dining

🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (23 reviews)
"Everything was great, we really enjoyed our stay!"
United States
Anna T.
The price is HK$1,181
HK$3,310 total
includes taxes & fees
22 Feb - 23 Feb
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Beach nearby

The Alpine/Walk to Beach for 2 or more!

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (11 reviews)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The price is HK$1,335
HK$4,112 total
includes taxes & fees
22 Feb - 23 Feb
The Alpine/Walk to Beach for 2 or more!
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

Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod

10/10 Excellent
"The staff running the breakfast is exceptional. Really doing a great job. "
David 1-night trip
Posted 17 hours ago
Four Points by Sheraton Eastham Cape Cod

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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Look no further and take a look at our great range of rental properties in South Wellfleet!

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?

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

How many holiday rentals are there in South Wellfleet?

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

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

Lieutenant Island 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 Wellfleet Bay Wildlife Sanctuary.

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.