What are the top rated Cottage Rentals in Crestwood?

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 Cottage Rentals in Crestwood: <a href="/property/new-modern-apartment-only-4-miles-away-from-midway-airport/HA-3211871203" class="class="static-page-link"">New&amp;Modern Apartment only 4 miles away from Midway Airport.</a> <a href="/property/executive-family-home-in-quiet-culdesac/BC-8976935" class="class="static-page-link"">Executive Family Home in quiet Culdesac</a> <a href="/property/relax-unwind-in-this-comfortable-3br-unitn/HA-3214589713" class="class="static-page-link"">Relax &amp; Unwind in This Comfortable 3BR Unitn</a> <a href="/property/charming-3-bedroom-apartment-in-superb-chicago-with-wifi/HA-3213891299" class="class="static-page-link"">Charming 3-bedroom apartment in superb Chicago with WiFi</a> <a href="/property/thirty-day-minimum-condo-in-chicago-sw-suburbs-of-orland-park-illinois/HA-3212524019" class="class="static-page-link"">Thirty Day Minimum Condo in Chicago SW Suburbs of Orland Park Illinois</a> <a href="/property/the-country-life-house/HA-3211802971" class="class="static-page-link"">The Country Life - house</a> <a href="/property/large-space-with-garage/HA-3213635676" class="class="static-page-link"">Large Space With Garage</a> <a href="/property/oak-lawn-big-2nd-floor-condo-for-8-ppl-3-bedroom-2-bath-sofa-bed-garage-parking/HA-3213791709" class="class="static-page-link"">Oak Lawn big 2nd floor Condo for 8 ppl 3 bedroom 2 bath Sofa bed Garage Parking.</a> <a href="/property/days-inn-by-wyndham-calumet-park/BC-449002" class="class="static-page-link"">Days Inn by Wyndham Calumet Park</a> <a href="/property/quiet-cul-de-sac-with-huge-fenced-in-backyard/HA-3213905264" class="class="static-page-link"">Quiet cul-de-sac with huge fenced in backyard</a>

How much does it cost to rent a cottage in Crestwood?

The average cost for a cottage rental in Crestwood is $178 per night. Execstays has a wide list of great cottages near Crestwood that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Crestwood that allow pets?

Yes, here are the top cottage rentals in Crestwood that allow you to bring your pet: “The cottage” 2 bedrooms cozy and private home Relax & Unwind in This Comfortable 3BR Unitn Executive Family Home in quiet Culdesac Holiday Inn Express & Suites Chicago - Oak Forest by IHG Charming 3-bedroom apartment in superb Chicago with WiFi <a href="/all/usa/illinois/crestwood" class="class="static-page-link"">See all pet-friendly vacation rentals in Crestwood on Execstays</a>

Do you have any rental cottages in Crestwood that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Crestwood to find one that works for you.

Are there quality cottages in Crestwood that have indoor swimming pools?

As of 2026, the data from Execstays shows that there are Over 1 private swimming pools or cottages with indoor pools in the Crestwood area along with other great amenities.