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, (76)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is NZ$777
includes taxes & fees
15 Jan - 16 Jan
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)
"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$947
includes taxes & fees
11 Jan - 12 Jan
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, (123)
"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$276
includes taxes & fees
14 Jan - 15 Jan
Brewster Green Resort

Quaint Cape Cod Home! A/C! Firepit! Dogs Allowed

Quaint Cape Cod Home! A/C! Firepit! Dogs Allowed
Yarmouth
10.0 out of 10, Exceptional, (3)
"My wife and I stayed here four days. This house is centrally located and in a good, safe neighborhood. It was clean and had all supplies needed such as towels, dish soap, laundry soap, paper towels etc.Would stay here again. "
United States
Todd M.
Quaint Cape Cod Home! A/C! Firepit! Dogs Allowed

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
2.0 star property
Dennis
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is NZ$545
includes taxes & fees
12 Jan - 13 Jan
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

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

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
2.0 star property
West Brewster
10.0 out of 10, Exceptional, (25)
"Lovely house with nice location."
United States
amy d.
The price is NZ$1,209
includes taxes & fees
16 Jan - 17 Jan
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Gorgeous waterfront studio w/ beach access sitting on downtown Commercial Street

Gorgeous waterfront studio w/ beach access sitting on downtown Commercial Street
Provincetown
8.8 out of 10, Excellent, (30)
"Clean, nicely appointed, great location."
United States
David C.
Gorgeous waterfront studio w/ beach access sitting on downtown Commercial Street

Quaint condo near private beach access with fireplace - close to dining

Quaint condo near private beach access with fireplace - close to dining
Dennis Port
9.0 out of 10, Wonderful, (63)
"Clean, beautiful, great location "
United States
Jennifer B.
The price is NZ$550
includes taxes & fees
9 Jan - 10 Jan
Quaint condo near private beach access with fireplace - close to dining

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Chatham
9.6 out of 10, Exceptional, (30)
"CutePrivateGreat outdoor showe "
United States
Stephanie D.
The price is NZ$559
includes taxes & fees
10 Jan - 11 Jan
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (23)
"The beach view was wonderful. The beds are comfy. Local restaurants are abundant. It was easy to feel comfortable in this cottage. "
United States
Gerard B.
The price is NZ$890
includes taxes & fees
11 Jan - 12 Jan
Sand Bar-Dog Friendly on Cooks Brook Beach

Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage
Eastham
10.0 out of 10, Exceptional, (2)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is NZ$833
includes taxes & fees
12 Jan - 13 Jan
Lovely House 5 Min to Beach with Deck, Grill, Garage

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)
"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$897
includes taxes & fees
11 Jan - 12 Jan
The Alpine/Walk to Beach for 2 or more!

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)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is NZ$888
includes taxes & fees
9 Jan - 10 Jan
Cozy Large Home in Harwich with Patio near Wequassett Resort

Charming 1-bedroom apartment in fabulous Provincetown

Charming 1-bedroom apartment in fabulous Provincetown
Provincetown
8.8 out of 10, Excellent, (5)
"This is definitely the place you want to book when staying in PTown. "
United States
Mark P.
The price is NZ$317
includes taxes & fees
14 Jan - 15 Jan
Charming 1-bedroom apartment in fabulous Provincetown

National Seashore/Updated/Game Room~Blue Pearl

National Seashore/Updated/Game Room~Blue Pearl
Eastham
10.0 out of 10, Exceptional, (8)
"Best rental we have stayed in on Cape, and we go every year. Exceptionally clean, comfortable. I can not say enough about it. Great location as well. What stood out the most was the high quality linens, as well as comfortable mattresses. It is very well kept with attention to detail. The grill and appliances were also of a higher quality and made it a pleasure to cook. Will absolutely stay at Blue Pearl again. "
United States
Nicole V.
The price is NZ$844
includes taxes & fees
11 Jan - 12 Jan
National Seashore/Updated/Game Room~Blue Pearl

1 Bedroom / Beach Access & Sun Deck

1 Bedroom / Beach Access & Sun Deck
Provincetown
10.0 out of 10, Exceptional, (6)
"Great stay - love the access to the beach and it is right in town. "
United States
Vivek H.
1 Bedroom / Beach Access & Sun Deck

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)
"House was as advertised. Very clean and comfortable.we loved the fireplace and the large deck was great.we walked to Hardings beach in the morning.Highly recommend this vacation home"
United States
Linda W.
The price is NZ$703
includes taxes & fees
11 Jan - 12 Jan
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Eazy Breezy Beach Home

Eazy Breezy Beach Home
Dennis
9.4 out of 10, Exceptional, (3)
"Great location"
United States
alyssa w.
The price is NZ$392
includes taxes & fees
9 Jan - 10 Jan
Eazy Breezy Beach Home

Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC

Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC
2.0 star property
Dennis Port
The price is NZ$771
includes taxes & fees
9 Jan - 10 Jan
Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Chatham
10.0 out of 10, Exceptional, (117)
"Comfortable and terrific location"
United States
Barry L.
The price is NZ$839
includes taxes & fees
12 Jan - 13 Jan
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
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$276 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?

Cape Cod's "Beach Rose": This holiday home rental outside of South Wellfleet has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in South Wellfleet?

Choose from 37 Expedia holiday rentals in South Wellfleet for a memorable holiday.

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

Lieutenant Island 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 Cape Cod Beaches.

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.