What are the top rated Villa Rentals in South Chicago?

There are a lot of options in South Chicago. If you plan on staying in the South Chicago area, consider making a reservation for a few nights at one of these properties as these have been rated the top Villa Rentals in South Chicago: <a href="/property/come-experience-the-lake-shore/HA-3214625547" class="class="static-page-link"">Come experience The Lake Shore!</a> <a href="/property/modern-3-bedroom-2-5-bathroom-house-with-garage-parking-and-experienced-host/HA-3214683907" class="class="static-page-link"">Modern 3-bedroom 2.5 Bathroom house with Garage Parking and experienced host.</a> <a href="/property/modern-bungalow-near-the-beach-20-minutes-to-downtown/HA-3213997225" class="class="static-page-link"">Modern Bungalow near the beach! 20 minutes to downtown!</a> <a href="/property/a-charming-spacious-paxton-condo-clean-2000-sq-ft/HA-1217159834" class="class="static-page-link"">A Charming spacious Paxton Condo clean 2000 sq. ft.</a> <a href="/property/peaceful-place-great-location-food-markets-transportation-downtown-lake-michigan/HA-3213278239" class="class="static-page-link"">Peaceful place Great location food markets transportation downtown lake Michigan</a> <a href="/property/spacious-one-level-condo-next-to-jackson-park/HA-3214179805" class="class="static-page-link"">Spacious, one-level condo next to Jackson Park</a> <a href="/property/new-luxurious-5bd-2ba-duplex-free-wine-2car-parking/BC-13496925" class="class="static-page-link"">New Luxurious 5BD-2BA Duplex-FREE WINE-2CAR Parking</a> <a href="/property/beautiful-big-3-bedroom-quiet-apt-near-downtown/BC-13391879" class="class="static-page-link"">Beautiful Big 3 bedroom Quiet Apt near downtown</a> <a href="/property/beautiful-4-bedroom-2-bathroom-apartment-near-everything/BC-14204158" class="class="static-page-link"">Beautiful 4 bedroom 2 bathroom apartment near everything</a> <a href="/property/the-chic-urban-oasis-near-the-lake/BC-11238763" class="class="static-page-link"">The Chic Urban Oasis Near the Lake!</a>

What is the rate per night for renting a villa near South Chicago?

At Wintersvacationsrentals, the average rental fee for standard villas in South Chicago is $330 per night. Wintersvacationsrentals has a large database of quality villas near South Chicago that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.

Do you have a villa in South Chicago that allows pets?

Yes, here are the top villas rentals in South Chicago that are pet friendly: Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront Luxe Loft vibe with King Suite - 4BR 3Ba Admiral Motel By Oyo Chicago I-94 South Shore Chicago Condo-1 Block to Lake-WiFi-AC-Elevator-420 Friendly See all pet-friendly vacation rentals in South Chicago on Wintersvacationsrentals

Are there any rental villas in South Chicago that are suitable for families?

Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in South Chicago to find what works for you.

Do your rental villas in South Chicago have indoor swimming pools?

Based on the 2026 data from our Wintersvacationsrentals site, there are more than 121 private swimming pools or villas with indoor pools in or near South Chicago.

South Chicago Villa Rentals【 LUXURY 】

Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront

From US $324

10.0 (8 Reviews)

Condo

Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront

Air Conditioner
TV
Security/Safety

South Chicago Villa Rentals & Homes

Find villas near South Chicago - We found 121 exact matches

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