Wellfleet Holiday Rentals

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Our top choices for Wellfleet holiday rentals

Ebb Tide~3b/2b and dog friendly for 2-10

Ebb Tide~3b/2b and dog friendly for 2-10
Wellfleet
8.0 out of 10, Very good, (2)
"Great stay. Kind extra touches of hospitality appreciated!"
United States
Ross M.
The price is NZ$949
includes taxes & fees
11 Jan - 12 Jan 2026
Ebb Tide~3b/2b and dog friendly for 2-10

The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (244)
"The staff are amazing! Love the amenities - the pool, recreation center, activities for the kids such as windchime arts and crafts. The arcade is always a hit. The Loft makes it so easy to not have to stress about a place to go to for dinner. The Cove is a great place for everyone! "
United States
Lauren
The price is NZ$253
includes taxes & fees
4 Jan - 5 Jan 2026
The Cove at Yarmouth by Westgate Resorts

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$304
includes taxes & fees
4 Jan - 5 Jan 2026
Charming 1-bedroom apartment in fabulous Provincetown

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (121)
"Loved your location. We were originally placed in one of the townhomes, but when the locks/key didn't work, we were upgraded to the stand-alone house #106, which was wonderful! We loved the entire house - kitchen was great and stocked perfectly and all the rooms were big and comfortable. We hope to be back again soon!"
United States
Kathleen
Brewster Green Resort

Charming House by the Beach with Patio, Grill, FirePit

Charming House by the Beach with Patio, Grill, FirePit
Bass River
9.8 out of 10, Exceptional, (7)
"Great location, walk to beach. Close to restaurants and pirate's cove mini golf. Beds were comfy. In-house laundry was convenient. Great outdoor shower. "
United States
Amanda W.
The price is NZ$920
includes taxes & fees
30 Dec - 31 Dec
Charming House by the Beach with Patio, Grill, FirePit

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
4 Jan - 5 Jan 2026
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

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$543
includes taxes & fees
4 Jan - 5 Jan 2026
Quaint condo near private beach access with fireplace - close to 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, (75)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is NZ$742
includes taxes & fees
2 Jan - 3 Jan 2026
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

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.
The price is NZ$764
includes taxes & fees
4 Jan - 5 Jan 2026
Gorgeous waterfront studio w/ beach access sitting on downtown Commercial Street

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
9.8 out of 10, Exceptional, (178)
"Great location, clean property!"
United States
Lisa B.
The price is NZ$536
includes taxes & fees
30 Dec - 31 Dec
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

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)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is NZ$716
includes taxes & fees
4 Jan - 5 Jan 2026
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

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$556
includes taxes & fees
5 Jan - 6 Jan 2026
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

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$942
includes taxes & fees
5 Jan - 6 Jan 2026
New! Island Pines-A Dog Friendly Boutique Oasis

Riverview Resort

Riverview Resort
3.0 star property
Bass River
9.2 out of 10, Wonderful, (174)
"The staff was very helpful and upgraded us to a room with a view. The amenities were perfect. We definitely would go back there."
United States
John
Riverview Resort

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Eastham
9.6 out of 10, Exceptional, (4)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
United States
Kim S.
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

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 2026
Cozy Large Home in Harwich with Patio near Wequassett Resort

The Nantucket Room Unit - #2

The Nantucket Room Unit - #2
Harwich port
9.8 out of 10, Exceptional, (49)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is NZ$775
includes taxes & fees
31 Dec - 1 Jan 2026
The Nantucket Room Unit - #2

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$904
includes taxes & fees
1 Jan - 2 Jan 2026
The Alpine/Walk to Beach for 2 or more!

Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (23)
"Lovely time!"
United States
Joan W.
The price is NZ$826
includes taxes & fees
5 Jan - 6 Jan 2026
Sand Bar-Dog Friendly on Cooks Brook Beach

1 Bedroom / Beach Access & Sun Deck

1 Bedroom / Beach Access & Sun Deck
Provincetown
10.0 out of 10, Exceptional, (5)
"Great stay - love the access to the beach and it is right in town. "
United States
Vivek H.
The price is NZ$703
includes taxes & fees
2 Jan - 3 Jan 2026
1 Bedroom / Beach Access & Sun Deck
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 Wellfleet Hotel Reviews

Find out more about Wellfleet

Everything you need to know about 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 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 Wellfleet holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Wellfleet holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in 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 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 Wellfleet holiday rentals we have selected for you start as low as NZ$536 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wellfleet rentals

At Expedia, we put the best 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 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 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 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 a holiday rental in Wellfleet?

Yes, there are holiday rentals close to the most popular sights in Wellfleet, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Wellfleet speak positively about the beaches and seafood restaurants in this destination. Make sure you have time to check out the entertainment choices and waterfront during your trip.

What are some of the best holiday rentals that Wellfleet has to offer?

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!: This holiday home rental outside of Wellfleet is located in the city centre, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Wellfleet?

Expedia has 247 holiday rentals for your stay in Wellfleet.

What’s there to see and do in Wellfleet?

Enjoy the outdoors at Cahoon Hollow Beach and Wellfleet Bay Wildlife Sanctuary, or simply take in cultural attractions like Wellfleet Harbor Actors Theater and Wellfleet Historical Society Museum. Other places in town to visit include Cape Cod National Seashore and Marconi Beach.

What’s a holiday rental in Wellfleet like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wellfleet. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the enjoyment of 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 a great choice for small groups.