South Side Cottage Rentals & Holiday Homes

Find the best cottages in South Side - We found 236 exact matches

About South Side Cottage Rentals on SunSkiResorts

Searching for cottages to rent near South Side? SunSki features more than 236 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 Side 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 Side.

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 236 holiday cottages and places to stay in South Side. 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.

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Frequently Asked Questions About South Side Rental Cottages

There are a lot of options in South Side. If you plan on staying in the South Side 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 Side:

The average cost for a cottage rental in South Side is $292 per night. SunSki has a wide list of great cottages near South Side 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 Side that allow you to bring your pet:

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

Most of our listed cottages are suitable for families. Check out the complete list of cottages in South Side to find one that works for you.
As of 2025, the data from SunSkiResorts shows that there are Over 236 private swimming pools or cottages with indoor pools in the South Side area along with other great amenities.
About 236 cottages in South Side boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in South Side on SunSkiResorts
Yes, there are luxury cottages in South Side. Find more luxury, lakefront, winter, & last-minute cottage rentals near South Side.