1. USA
  2. Massachusetts
  3. Wellfleet
  4. Cottage Rentals

Wellfleet Cottage Rentals & Holiday Homes

Find the best cottages in Wellfleet - We found 85 exact matches

About Wellfleet Cottage Rentals on SunSkiResorts

Searching for cottages to rent near Wellfleet? SunSki features more than 85 cottages that are perfect for your next trip. Escape the snow and slopes and discover luxury cottage rentals just a few miles away from the lake or beach. These cottage rentals in Wellfleet offer hot baths, are kid-friendly & family-friendly, and are situated near top local attraction spots, ensuring guests have the best travel experience possible. SunSki’s cottage listings come in all shapes and sizes, catering to large groups, friends, or couples in Wellfleet.

Planning to travel to the lakeside, beach, or mountain area? SunSki’s cottage rentals offer a wide selection, providing direct access to the owners of these cottage rentals and offering you the best opportunity to find a good price.

SunSki boasts of 85 holiday cottages and places to stay in Wellfleet. The site provides unique Airbnb, VRBO, ski-style cottages to fit your trip or getaway with your friends and family. Whether it's a weekend getaway, spring break, summer vacation, or annual holiday, all fit within your budget.

Show more
Show less

Cottage Rentals: Explore Top Destinations

Frequently Asked Questions About Wellfleet Rental Cottages

There are a lot of options in Wellfleet. If you plan on staying in the Wellfleet area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Wellfleet:

The average cost for a cottage rental in Wellfleet is $389 per night. SunSki has a wide list of great cottages near Wellfleet that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage rentals in Wellfleet that allow you to bring your pet:

See all pet-friendly vacation rentals in Wellfleet on SunSkiResorts

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Wellfleet to find one that works for you.
As of 2026, the data from SunSkiResorts shows that there are Over 85 private swimming pools or cottages with indoor pools in the Wellfleet area along with other great amenities.
About 85 cottages in Wellfleet boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Wellfleet on SunSkiResorts
Yes, there are luxury cottages in Wellfleet. Find more luxury, lakefront, winter, & last-minute cottage rentals near Wellfleet.