South Chicago Heights Cottage Rentals & Holiday Homes

Find the best cottages in South Chicago Heights - We found 174 exact matches

About South Chicago Heights Cottage Rentals on PickleTrip

Searching for cottages to rent near South Chicago Heights? PickleTrip™ features more than 174 cottages that are perfect for your next pickleball getaway. Plan your ultimate holiday and discover luxury cottage rentals that are a few miles away from the lake or beach and have access to private courts or nearby facilities. These cottage rentals in South Chicago Heights have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. PickleTrip™’s cottage listings come in all shapes and sizes for large groups, friends, or couples in South Chicago Heights.

Are you planning to travel to the lakeside, beach, or mountain area? PickleTrip™’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.

PickleTrip™ boasts of 174 holiday cottages and places to stay in South Chicago Heights. The site provides unique Airbnb, VRBO, pickleball-ready cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday — all fitting within your budget.

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Frequently Asked Questions About South Chicago Heights Rental Cottages

The average cost for a cottage rental in South Chicago Heights is $286 per night. PickleTrip has a wide list of great cottages near South Chicago Heights 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 Chicago Heights that allow you to bring your pet:

See all pet-friendly vacation rentals in South Chicago Heights on PickleTrip

Most of our listed cottages are suitable for families. Check out the complete list of cottages in South Chicago Heights to find one that works for you.
As of 2025, the data from PickleTrip shows that there are Over 174 private swimming pools or cottages with indoor pools in the South Chicago Heights area along with other great amenities.
About 174 cottages in South Chicago Heights boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in South Chicago Heights on PickleTrip
Yes, there are luxury cottages in South Chicago Heights. Find more luxury, lakefront, winter, & last-minute cottage rentals near South Chicago Heights.