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/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/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/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/charming-2-bedroom-apt-king-bed-desk-fast-wifi-a-c-near-hospitals/HA-3214630297" class="class="static-page-link"">Charming 2-Bedroom Apt. King Bed, Desk, Fast WiFi, A/C, Near Hospitals</a> <a href="/property/days-inn-by-wyndham-calumet-park/BC-449002" class="class="static-page-link"">Days Inn by Wyndham Calumet Park</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. Ownerdirect 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 Comfortable & Relaxing Charming 3BR unit Ranch Single Level Home near downtown Tinley Park Holiday Inn Express & Suites Chicago - Oak Forest by IHG Oak Lawn Apartment about 2 Mi to Ford City Mall! <a href="/all/usa/illinois/crestwood" class="class="static-page-link"">See all pet-friendly vacation rentals in Crestwood on Ownerdirect</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 Ownerdirect shows that there are Over 1 private swimming pools or cottages with indoor pools in the Crestwood area along with other great amenities.

Crestwood Cottage Rentals By Owner

“The cottage” 2 bedrooms cozy and private home

From US $178

9.0 (9 Reviews)

Cottage

“The cottage” 2 bedrooms cozy and private home

Parking
TV
Balcony/Terrace

Owner Direct Cottages in Crestwood

The Best Cottages Crestwood - Plan Your Next Vacation to Crestwood Today!

When do you want to travel?