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)
"This property is amazing!! It is close to the center of town but also very quiet. We had 20 people stay for a birthday party and there was plenty of room for everyone. "
United States
Jessica M.
Charming Waterview Victorian w/Cottages near beach, harbor & town

Waterfront Cottage Steps to Private Beach! (2052)

Wellfleet
9.2 out of 10, Wonderful, (51)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Right on the beach, close to the pier and restaurants, quiet and relaxing."
United States
Jonathan G.
Waterfront Cottage Steps to Private Beach! (2052)

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

Classic Cape Cod Beach Cottage Steps to Private Beach or Stroll to Town! A/C !

Wellfleet
10.0 out of 10, Exceptional, (20)
"Fantastic beach property in really beautiful spot we had a brilliant time and would thoroughly recommend it. "
United Kingdom
Marc D.
Classic Cape Cod Beach Cottage Steps to Private Beach or Stroll to Town! A/C !

Holly Tree Resort

3.0 star property
West Yarmouth
9.0 out of 10, Wonderful, (367)
"We had a great stay!"
United States
Shelly
Holly Tree Resort

Edgewater Beach Resort, a VRI resort

3.5 star property
Dennis Port
8.8 out of 10, Excellent, (291)
"Room was clean and the staff was great"
United States
Linda
Edgewater Beach Resort, a VRI resort

Sandcastle Resort and Club

3.0 star property
Provincetown
7.4 out of 10, Good, (1142)
"Right on the beach, outstanding room/views"
United States
Kris
The price is AU$173
includes taxes & fees
23 Nov - 24 Nov
Sandcastle Resort and Club

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

Brewster Green Resort

3.5 star property
Brewster
9.4 out of 10, Exceptional, (119)
"Super clean and a really large space! "
United States
Linda
Brewster Green Resort

Riverview Resort

3.0 star property
Bass River
9.2 out of 10, Wonderful, (169)
"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)
"Heaven! Best spot on the end of cul de sac with stunning water views from all rooms, especially the outdoor deck. Clean, comfortable and nicely decorated. Great communication pre check-in and during stay. Did not want to leave! Look forward to future stay. "
United States
Kristin
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

The Cove at Yarmouth by VRI Americas

3.5 star property
West Yarmouth
9.2 out of 10, Wonderful, (327)
"First time staying here and i was impressed"
United States
Wayne
The Cove at Yarmouth by VRI Americas

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

Chatham
10.0 out of 10, Exceptional, (39)
"Gorgeous well stocked home accommodated our large family in style!! Plenty of Beach & Pool towels, beach chairs, and kitchen appliances for all of our meals! Loved the house and Chatham! Walkable to beach, restaurants and shops. So Fun!"
United States
Kim K.
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)
"Such a cool place! Just a few feet from the beach, we began and ended each day in the sand. The location is also great for traveling to all the cape cod hot spots. The cottage is really sweet and cozy— we hope to be back! "
United States
trisha d.
beachfront cottage at Chases Ocean Grove

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

Dennis
10.0 out of 10, Exceptional, (16)
"Perfect location for Mayflower and Corporation beach , lovely house and yard for small family gatherings . "
United States
Nancy R.
The price is AU$1,122
includes taxes & fees
23 Nov - 24 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, (72)
"Great stay at this bright, airy, cozy cottage. We enjoyed coffee and happy hour on the deck overlooking the river and boats each day. Hated to leave!"
United States
Cathy S.
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

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

Chatham
10.0 out of 10, Exceptional, (115)
"Comfortable and terrific location"
United States
Barry L.
The price is AU$768
includes taxes & fees
22 Nov - 23 Nov
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

LUXURIOUS DIRECT OCEANFRONT,PRIVATE BEACH,AC,2BD2BA,BONUS LOFT,END UNIT,KAYAK

North Truro
10.0 out of 10, Exceptional, (90)
"Highly recommend; beautiful large space (we were a group of 5); responsive host; quiet beachfront (beach chairs and toys include) ; convenient quick free bus to Provincetown; 10 minute drive to full size grocery store; you can fall asleep listening to the waves!"
Canada
Brett
LUXURIOUS DIRECT OCEANFRONT,PRIVATE BEACH,AC,2BD2BA,BONUS LOFT,END UNIT,KAYAK

Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!

East Orleans
10.0 out of 10, Exceptional, (63)
"We used this property for a family vacation of about 17 people. It was great for everyone to have space and room! Sean was excellent to work with with any questions or concerns. Will definitely recommend this property to anyone needing it! "
United States
Mary Jane G.
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
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 favourite 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 depend 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 AU$173 per night. Entering your travel dates in the search wizard might find you 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 263 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 Cape Cod National Seashore and Wellfleet Bay Wildlife Sanctuary.

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.