1. USA
  2. Florida
  3. Naples
  4. Pine Ridge
  5. Cottage Rentals

Pine Ridge Cottage Rentals & Holiday Homes

Find the best cottages in Pine Ridge - We found 36 exact matches

About Pine Ridge Cottage Rentals on SunSkiResorts

Searching for cottages to rent near Pine Ridge? SunSki features more than 36 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 Pine Ridge 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 Pine Ridge.

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 36 holiday cottages and places to stay in Pine Ridge. 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 Pine Ridge Rental Cottages

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

The average cost for a cottage rental in Pine Ridge is $342 per night. SunSki has a wide list of great cottages near Pine Ridge 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 Pine Ridge that allow you to bring your pet:

See all pet-friendly vacation rentals in Pine Ridge on SunSkiResorts

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Pine Ridge to find one that works for you.
As of 2025, the data from SunSkiResorts shows that there are Over 36 private swimming pools or cottages with indoor pools in the Pine Ridge area along with other great amenities.
About 36 cottages in Pine Ridge boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Pine Ridge on SunSkiResorts
Yes, there are luxury cottages in Pine Ridge. Find more luxury, lakefront, winter, & last-minute cottage rentals near Pine Ridge.