South Wellfleet Holiday Rentals

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Our top choices for South Wellfleet holiday rentals

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 NZ$735
includes taxes & fees
24 Feb - 25 Feb
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

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 NZ$902
includes taxes & fees
9 Mar - 10 Mar
New! Island Pines-A Dog Friendly Boutique Oasis

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 NZ$439
includes taxes & fees
24 Feb - 25 Feb
Brewster Green Resort

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 NZ$1,965
includes taxes & fees
24 Feb - 25 Feb
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
West Dennis
The price is NZ$1,175
includes taxes & fees
2 Mar - 3 Mar
Coastal Haven in West Dennis -15

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 NZ$1,123
includes taxes & fees
24 Feb - 25 Feb
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

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 NZ$1,570
includes taxes & fees
1 Mar - 2 Mar
Historic charmer on the water with a firepit, kayaks, bikes, & firepit

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 NZ$972
includes taxes & fees
24 Feb - 25 Feb
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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 NZ$596
includes taxes & fees
24 Feb - 25 Feb
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

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 NZ$1,314
includes taxes & fees
24 Feb - 25 Feb
Family Cottage Close to Beach!!

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 NZ$800
includes taxes & fees
24 Feb - 25 Feb
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Luxury Chatham Retreat. Walk to Main St & Beach

Luxury Chatham Retreat. Walk to Main St & Beach
Chatham
The price is NZ$1,138
includes taxes & fees
8 Mar - 9 Mar
Luxury Chatham Retreat. Walk to Main St & Beach

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 NZ$4,780
includes taxes & fees
8 Mar - 9 Mar
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

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 NZ$837
includes taxes & fees
27 Feb - 28 Feb
Cozy Large Home in Harwich with Patio near Wequassett Resort

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 NZ$1,868
includes taxes & fees
24 Feb - 25 Feb
Private beach, hot tub, and dog friendly – The Keeper!

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 NZ$3,297
includes taxes & fees
24 Feb - 25 Feb
Waterfront lake house private beach dock

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 NZ$1,129
includes taxes & fees
24 Feb - 25 Feb
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location

🔥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 NZ$1,066
includes taxes & fees
24 Feb - 25 Feb
🔥BLACK FRIDAY🔥 40-Spacious,cozy, waterfront house in Yarmouth

🦀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 NZ$695
includes taxes & fees
24 Feb - 25 Feb
🦀Waterfront at The Velvet Crab~Amazing Sunsets

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 NZ$873
includes taxes & fees
3 Mar - 4 Mar
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

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 favorite 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 depends 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 NZ$439 per night. Entering your travel dates in the search wizard you might find 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?

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.