1. USA
  2. Massachusetts
  3. South Dennis
  4. Cottage Rentals

South Dennis Cottage Rentals & Holiday Homes

Find the best cottages in South Dennis - We found 20 exact matches

About South Dennis Cottage Rentals on SunSkiResorts

Searching for cottages to rent near South Dennis? SunSki features more than 20 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 South Dennis 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 South Dennis.

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 20 holiday cottages and places to stay in South Dennis. 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

Frequently Asked Questions About South Dennis Rental Cottages

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

The average cost for a cottage rental in South Dennis is $400 per night. SunSki has a wide list of great cottages near South Dennis 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 South Dennis that allow you to bring your pet:

See all pet-friendly vacation rentals in South Dennis on SunSkiResorts

Most of our listed cottages are suitable for families. Check out the complete list of cottages in South Dennis to find one that works for you.
As of 2025, the data from SunSkiResorts shows that there are Over 20 private swimming pools or cottages with indoor pools in the South Dennis area along with other great amenities.
About 20 cottages in South Dennis boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in South Dennis on SunSkiResorts
Yes, there are luxury cottages in South Dennis. Find more luxury, lakefront, winter, & last-minute cottage rentals near South Dennis.