Wellfleet Holiday Rentals

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Holiday Rentals in Wellfleet

Charming Waterview Victorian w/Cottages near beach, harbor & town

Wellfleet
9.8 out of 10, Exceptional, (53)
"The Moors was the perfect place for our family of 17 & 2 additional babysitters. We were celebrating a 4th July birthday, a 45th wedding anniversary, and the many summer memories of our grown children spent working as Truro & Wellfleet camp counselors, BJ’s & Beachcomber waitresses, and Wellfleet pond & ocean lifeguards. The owner was fantastic and quickly responded to all forms of communications and requests. The location was ideal for viewing the 4th July Wellfleet Parade, and every local...
United States
Kevin T.
Charming Waterview Victorian w/Cottages near beach, harbor & town

Expansive, dog-friendly home with private hot tub, sauna, decks & great location

Wellfleet
7.6 out of 10, Good, (14)
"Lovely home with plenty of room for families."
United States
Jessica D.
Expansive, dog-friendly home with private hot tub, sauna, decks & great location

Waterfront Cottage Steps to Private Beach! (2052)

Wellfleet
9.2 out of 10, Wonderful, (51)
"Such a sweet stay in pictoresque Wellfleet! This cottage was just perfect for our family vacation. The location is excellent - on the beach and very close to our favorite Wellfleet shops and restaurants. Our basketball players enjoyed the nearby court and running the Great Island Trail in the morning was such a bliss. The small kitchen was very well equipped for the occasional cooking we did, and everything was just as described in the listing. At every point of our booking process we were...
United States
Anna H.
Waterfront Cottage Steps to Private Beach! (2052)

Holly Tree Resort

3.0 star property
West Yarmouth
9.0 out of 10, Wonderful, (363)
"Yearly trip that makes it all worth it with our stay at the Holly Tree!"
United States
Angel
Holly Tree Resort

Edgewater Beach Resort, a VRI resort

3.5 star property
Dennis Port
8.8 out of 10, Excellent, (291)
"All around a great place to stay!"
United States
Samantha
Edgewater Beach Resort, a VRI resort

Sandcastle Resort and Club

3.0 star property
Provincetown
7.4 out of 10, Good, (1142)
"Very nice place in front of the beach, beautiful view whole year round ☀️🌊"
United States
Maria
The price is NZ$199
includes taxes & fees
16 Nov - 17 Nov
Sandcastle Resort and Club

Brewster Green Resort

3.5 star property
Brewster
9.4 out of 10, Exceptional, (119)
"The room was very clean and large. It was perfect for two people. The unit we stayed in was about .25 miles from clubhouse. So since it was cold, we didn't use the indoor pool. Staff was friendly. They have a game room where you can play table tennis and air hockey among other games. For the money, it was well worth staying there."
United States
Harry
The price is NZ$312
includes taxes & fees
15 Nov - 16 Nov
Brewster Green Resort

Modern Beachfront Condo, Gorgeous Views and Centrally Located

Provincetown
10.0 out of 10, Exceptional, (57)
"Everything about this rental is perfect. Beautiful, clean, well equipped, views, views views!!!!!! Hosts were amazing!!!!! We cannot wait to revisit this special place again!!!!!!!"
United States
Joseph S.
Modern Beachfront Condo, Gorgeous Views and Centrally Located

The Cove at Yarmouth by VRI Americas

3.5 star property
West Yarmouth
9.2 out of 10, Wonderful, (326)
"First time staying here and i was impressed"
United States
Wayne
The Cove at Yarmouth by VRI Americas

Riverview Resort

3.0 star property
Bass River
9.2 out of 10, Wonderful, (168)
"The room was big and very clean. The hotel is quaint and quiet. It does not have an elevator which could be an issue for some but we made it work. Overall a great place to stay. Very comfortable and inviting and we loved the amenities."
United States
Kathleen
Riverview Resort

Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

Eastham
10.0 out of 10, Exceptional, (27)
"From the moment we arrived we were overtaken by the stunning views and private location. The accommodations and amenities went far beyond our high expectations. David is the ultimate host. He truly assisted us with all aspects of our stay. From changing our dates, to restaurant recommendations his guidance is genuine and compassionate. Thank you David, we appreciate all that you have done for us, and until the next time, may your visits to the Cape give you sunny days, and warm water!"
United States
Don H.
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

Oceana Cottages

2.5 star property
North Truro
8.4 out of 10, Very good, (67)
"The location was great, literally right on the water. Check in was easy and the cottage was clean. While the property is older, it was a very pleasant place and the owner was so friendly and helpful."
United States
David
Oceana Cottages

Immerse yourself in Ptown's vibrant heart at the center of Commercial Street

Provincetown
9.4 out of 10, Exceptional, (87)
"Thank you for such an amazing stay. The property was perfectly located in the heart of town. Made for easy travel around Ptown. The accommodate was exactly how it was pictured and clean. "
United States
Josh H.
The price is NZ$666
includes taxes & fees
16 Nov - 17 Nov
Immerse yourself in Ptown's vibrant heart at the center of Commercial Street

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Chatham
10.0 out of 10, Exceptional, (39)
"The house and property was simply amazing and such a perfect spot for our company team retreat of 12"
United States
Jennifer S.
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts

Eastham
10.0 out of 10, Exceptional, (222)
"Always a great place to stay!!!!"
United States
Christine J.
Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts

beachfront cottage at Chases Ocean Grove

Dennis Port
9.6 out of 10, Exceptional, (33)
"This was the perfect spot for our family get away. Plenty of room for myself, my husband, and son. The home was clean and a stones throw from the beach where you could sit out and hear the waves as you have your morning coffee. Will definitely be booking with them again next summer!"
United States
Domenique W.
beachfront cottage at Chases Ocean Grove

Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown

Dennis
10.0 out of 10, Exceptional, (15)
"My family had a great stay. Convenient location "
United States
Craig G.
The price is NZ$1,271
includes taxes & fees
16 Nov - 17 Nov
Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Chatham
8.2 out of 10, Very good, (71)
"Beautiful house great views of the river. Peaceful weekend away"
United States
Anthony G.
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Beautiful Free-Standing Cottage, In The Heart of Provincetown.

Provincetown
9.8 out of 10, Exceptional, (106)
"Great little spot near town with an awesome outdoor space. Would stay again"
United States
Timothy R.
Beautiful Free-Standing Cottage, In The Heart of Provincetown.

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

Chatham
10.0 out of 10, Exceptional, (114)
"Great great great location. Super charming home. It worked perfectly for our family. Walk to shops and restaurants! I highly recommend. Host was lovely & easy to reach. We would’ve loved to utilize the properties outdoor space more. Other than that - it was terrific! Rent it now!"
United States
Rachel S.
The price is NZ$869
includes taxes & fees
19 Nov - 20 Nov
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 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$199 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?

Charming Waterview Victorian w/Cottages near beach, harbor & town: This highly rated holiday home rental in Wellfleet is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a private garden.

How many holiday rentals will I find in Wellfleet?

Expedia has 261 holiday rentals for your stay in Wellfleet.

What’s there to see and do in Wellfleet?

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

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.