Wellfleet Holiday Rentals

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Holiday Rentals in Wellfleet

Cottages at the Even'tide Resort

2.5 star property
9.8 out of 10, Exceptional, (9)
"Great location & resort catering to all your needs to thoroughly enjoy yourself "
Cottages at the Even'tide Resort

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

9.8 out of 10, Exceptional, (53)
"Great walking location to shops, stores, galleries and restaurants. Lots of space for our three families of a total of nine people."
Charming Waterview Victorian w/Cottages near beach, harbor & town

Waterfront Cottage Steps to Private Beach! (2052)

9.0 out of 10, Wonderful, (48)
"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...
Waterfront Cottage Steps to Private Beach! (2052)

Sandcastle Resort and Club

3.0 star property
7.4 out of 10, Good, (1106)
"great beach!"
The price is NZ$195
includes taxes & fees
30 Sept - 1 Oct
Sandcastle Resort and Club

Holly Tree Resort

3.0 star property
9.0 out of 10, Wonderful, (355)
"Excellent place to stay, near great restaurants and shopping."
Holly Tree Resort

Modern Beachfront Condo, Gorgeous Views and Centrally Located

10.0 out of 10, Exceptional, (54)
"Great property have stayed multiple times. Had a concern and John handled it immediately. Great host and great location. Will book again soon. "
Modern Beachfront Condo, Gorgeous Views and Centrally Located

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (286)
"All around a great place to stay!"
The price is NZ$422
includes taxes & fees
23 Oct - 24 Oct
Edgewater Beach Resort, a VRI resort

The Cove at Yarmouth by VRI Americas

3.5 star property
9.2 out of 10, Wonderful, (318)
"Clean, friendly staff and enjoyed the Loft Shack which is perfectly located adjacent to the outdoor pool. "
The Cove at Yarmouth by VRI Americas

Brewster Green Resort

3.5 star property
9.4 out of 10, Exceptional, (111)
"I only stayed for a night, but I found the property comfortable and quiet and I enjoyed the hot tub."
The price is NZ$325
includes taxes & fees
2 Oct - 3 Oct
Brewster Green Resort

Oceana Cottages

2.5 star property
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."
Oceana Cottages

Riverview Resort

3.0 star property
9.2 out of 10, Wonderful, (163)
"Overall everything was great. Rooms are clean. Very quiet. The upper outside deck requires repair but my understanding is owners association is aware and addressing. I think its our fourth time there. Keep going back. Only thing is we wished there was an outdoor pool. Would be great on those warm sunny days."
The price is NZ$369
includes taxes & fees
22 Oct - 23 Oct
Riverview Resort

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

10.0 out of 10, Exceptional, (38)
"Great place for a family get together "
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

On The Beach! Relax and Unwind at your Private Waterfront Beach Bungalow

10.0 out of 10, Exceptional, (136)
"This was the perfect spot. I went with my boyfriend to celebrate his 30th bday. The property is right on the beach and only a short drive to Ptown. The vineyard is close by and a great way to spend the afternoon. Highly recommend! "
On The Beach! Relax and Unwind at your Private Waterfront Beach Bungalow

Cozy waterfront studio w/direct beach access - close to town

7.0 out of 10, Good, (45)
"Great location from downtown and bus access. Loved the private beach"
Cozy waterfront studio w/direct beach access - close to town

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

9.4 out of 10, Exceptional, (82)
"My friend and I really enjoyed our stay, perfect location for out short stay. We got to really explore PTown and loved the shopping and restaurants. Would stay there again for sure!TY"
The price is NZ$601
includes taxes & fees
30 Sept - 1 Oct
Immerse yourself in Ptown's vibrant heart at the center of Commercial Street

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

9.4 out of 10, Exceptional, (114)
"This property was as advertised. Right on a private beach, the views here are incredible. Make sure you plan to see a sunrise or sunset! Owner is very easy to work with and responsive. "
The price is NZ$2,061
includes taxes & fees
11 Oct - 12 Oct
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! [in Building A]

9.6 out of 10, Exceptional, (136)
"Great location by the beach. We loved staying here!"
The price is NZ$1,041
includes taxes & fees
13 Oct - 14 Oct
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! [in Building A]

Steps to a private beach in a classic Cape cottage. Pet-friendly!

8.8 out of 10, Excellent, (26)
"Quaint, quiet on the off season, great outdoor shower with plenty of hot water! Perfect beach getaway! "
Steps to a private beach in a classic Cape cottage. Pet-friendly!

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

10.0 out of 10, Exceptional, (86)
"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!"
LUXURIOUS DIRECT OCEANFRONT,PRIVATE BEACH,AC,2BD2BA,BONUS LOFT,END UNIT,KAYAK

Water View Cottage within Steps to Private Beach

10.0 out of 10, Exceptional, (59)
"Really enjoyed the stay. Had everything we needed and the location was perfect. Would absolutely do it there again."
Water View Cottage within Steps to Private Beach
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

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$195 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 268 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.