Southwest Side Vacation Rentals
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Browse Select Southwest Side Vacation Homes
Top Southwest Side Hotel Reviews

The Royal Sonesta Chicago Downtown
10/10 Excellent
Find out more about Southwest Side
Find out more about Southwest Side
Southwest Side Vacation Homes information
Number of reviews | 482 |
---|---|
Accommodation | 437 Vacation Homes |
Lowest Price | CA $154 |
Highest Price | CA $241 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
Top Vacation Homes in Other Destinations
More Accommodation Types in Southwest Side
- Apartments in Southwest Side
- Condo Rentals in Southwest Side
- Motels in Southwest Side
- Aparthotels in Southwest Side
- B&B in Southwest Side
- Cottages in Southwest Side
- Guest Houses in Southwest Side
- Hostels in Southwest Side
- Resorts in Southwest Side
- Villas in Southwest Side
- Farmstay in Southwest Side
- Cabin Rentals in Southwest Side
- Hotels
All Accommodation Types
Be inspired: Top Vacation Homes destinations in 2025
- Orlando Vacation Homes
- Florida Vacation Homes
- Kissimmee Vacation Homes
- Hawaii Vacation Homes
- Costa Rica Vacation Homes
- Walt Disney World® Vacation Homes
- Palm Springs Vacation Homes
- Naples Vacation Homes
- Victoria Vacation Homes
- Kelowna Vacation Homes
- Toronto Vacation Homes
- Las Vegas Vacation Homes
- Vancouver Vacation Homes
- Mexico Vacation Homes
- Phoenix Vacation Homes
- Fort Lauderdale Vacation Homes
- Davenport Vacation Homes
- Myrtle Beach Vacation Homes
- Los Angeles Vacation Homes
- Cape Coral Vacation Homes
More ways to book
Expedia's Latest Trends
Hotels
- Motels Edmonton
- Barcelona Cheap Hotels
- Soldier Field hotels
- Hilton Grand Vacations Club on the Las Vegas Strip
- United Center hotels
- All Inclusive Resorts and Hotels in Rio de Janeiro State
- McCormick Place hotels
- Bahia Principe Luxury Ambar - Adults Only - All Inclusive
- Wrigley Field hotels
- Lollapalooza hotels
- Times Square hotels
- Beach Hotel in Ontario
- Michigan Avenue hotels
- Art Institute of Chicago hotels
- Hotels in Barbados
- Millennium Park hotels
- Chicago Riverwalk hotels
- Catalonia Punta Cana - All Inclusive
Flights