1. USA
  2. Illinois
  3. Chicago
  4. Crestwood
  5. Summer Rental

Crestwood Summer Rentals, Cottages & Cabins

Book a Place to Stay in Crestwood for Your Summer Getaway

About Crestwood Summer Rental on Casai.co.za

With 49 summer rental in or near Crestwood? Look no further than Casai for your upcoming summer getaway. Whether you're traveling with family, friends, or a group, we offer a wide selection of holiday homes and villas designed for the perfect summer retreat.

Our holiday homes and villas in Crestwood come with a range of top amenities, including private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxurious bedrooms, bathtubs, and pet-friendly environments.

Searching for a relaxing retreat in Crestwood to make unforgettable summer memories? Casai has you covered with a variety of options, including unique condos, luxury resorts, bungalows, cozy cabins, RVs, and cottages in Crestwood.

Show more
Show less

Frequently Asked Questions About Crestwood Luxury Rentals

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

In 2025, Casai offers 49 summer rentals in or around Crestwood. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Crestwood is $250. Check the full list of summer accommodations in Crestwood.
There are 49 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Casai.co.za.

Yes, here are some popular summer holiday rentals in Crestwood that have a private or indoor pool:

Check all holiday rentals with a pool in Crestwood on Casai.co.za.

Yes, We have 49 summer rental homes in Crestwood and types of place to stay in Crestwood include:

  • Vacation Homes: 49 available for rent
  • Villas: 49 Rentals available for rent
  • Holiday Apartments: 49 Rentals available for rent
  • Hotels with Suites: 49 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Crestwood. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Crestwood.