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Vacation Homes in Chicago South Shore Station

LakeHouse

9.2 out of 10, Wonderful, (20)
"Everything was perfect with the property and the host even came to help right away when we had one issue with the lights."
LakeHouse

South Shore Retreat 5 bedrooms/entertainment

8.0 out of 10, Very Good, (3)
"Three weeks later tries to say we didn't pay when we have emails/proof saying otherwise. We checked in at the time, and some guy just comes in the backdoor with towels. Upon checkout, says we didn't leave the key & they had to get a locksmith - we literally saw someone come in with a key (man with towels at check in). Scary neighborhood, misleading advertising, terrible communication. "
South Shore Retreat 5 bedrooms/entertainment

Delightful 5-bedroom house with AC in vibrant Chicago

Delightful 5-bedroom house with AC in vibrant Chicago

Charming house in amazing Chicago with WiFi and AC. Close to many restaurants.

10.0 out of 10, Exceptional, (3)
"The home was set up perfectly for our family. Everyone had a comfy bedroom and there were multiple family living spaces to spread out. We enjoyed our stay. Cozy home!"
Charming house in amazing Chicago with WiFi and AC. Close to many restaurants.

Woodlawn Oasis...10 Minutes to Dining & Downtown

9.6 out of 10, Exceptional, (12)
"I would book the house again"
Woodlawn Oasis...10 Minutes to Dining & Downtown

Cozy & Near Downtown, Hyde Park & the Metra

10.0 out of 10, Exceptional, (1)
Cozy & Near Downtown, Hyde Park & the Metra

Charming 5 bedrooms 2 bath near Downtown Loop and Mc cormick Place, Museum

6.0 out of 10, (1)
Charming 5 bedrooms 2 bath near Downtown Loop and Mc cormick Place, Museum

Beautiful newly renovated townhome, very quite, safe, centralized location.

Beautiful newly renovated townhome, very quite, safe, centralized location.

Charming 2-bedroom space with AC, WiFi in amazing Chicago

Charming 2-bedroom space with AC, WiFi in amazing Chicago

South Shore Home Near Lake for long-term stays, corporate travelers, and nurses

South Shore Home Near Lake for long-term stays, corporate travelers, and nurses

Chic 3-bedroom building with fitness room and AC in wonderful Chicago

Chic 3-bedroom building with fitness room and AC in wonderful Chicago

Spacious 4-bedroom house in cool Chicago with AC, WiFi

Spacious 4-bedroom house in cool Chicago with AC, WiFi

Charming 4-bedroom house with AC and WiFi in fabulous Chicago

Charming 4-bedroom house with AC and WiFi in fabulous Chicago

Remote Worker Special: 2-bedroom townhome in Jackson Park Highlands neighborhood

Remote Worker Special: 2-bedroom townhome in Jackson Park Highlands neighborhood

Large Home, Full in-home Gym, washer/dryer, flat Screen TVs, WiFi, and MORE!

Large Home, Full in-home Gym, washer/dryer, flat Screen TVs, WiFi, and MORE!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chicago South Shore Station Hotel Reviews

Find out more about Chicago South Shore Station

Find out more about Chicago South Shore Station

What types of Vacation Homes can I find in Chicago South Shore Station?

At Expedia, you’ll find great Chicago South Shore Station Vacation Homes for your family vacation, business trip, romantic weekend break, and more. If you’re planning a vacation with kids, try using the traveler experience filter to select “Family-friendly” Chicago South Shore Station Vacation Homes. Or, if you’re traveling for work, you can check the “Business-friendly” box to find business-oriented places to stay in Chicago South Shore Station. While you’re making your decision, you can use our map facility to view your shortlisted properties and their distance from Chicago South Shore Station, or nearby places of interest. There are great places to stay for every budget, so if you need cheap Vacation Homes in Chicago South Shore Station, use our simple search function to help you secure a great deal.

How much do Vacation Homes cost in Chicago South Shore Station?

The price per night for Chicago South Shore Station Vacation Homes in 2025 can start from as low as *. The cost of Vacation Homes varies depending on a number of factors: the dates of your stay, the exact location of the accommodation, and whether there are any special events taking place near Chicago South Shore Station, to name just three. When there’s a high demand for rooms in Chicago South Shore Station, this can cause prices to increase, whereas traveling during a quieter time of the year can mean lower prices. Booking through Expedia can help you find some of the best deals for cheap Vacation Homes in Chicago South Shore Station, so you can sleep easy without going over your budget.

How to find the best deals on Chicago South Shore Station Vacation Homes?

Expedia’s search function can help you find some of the best deals on Chicago South Shore Station Vacation Homes. You can select a minimum and maximum price per night according to your budget, and filter by guest ratings and star ratings to ensure you find the right Vacation Homes for your needs. Changing the sort order according to price can also help you to view cheap Vacation Homes in Chicago South Shore Station at a glance, and you can combine this with our own picks to highlight some of the best available offers. Don’t forget, if you’re an Expedia Rewards member, you can use the “Member Prices” filter to make extra savings on your booking.

Why should I choose Expedia to book Chicago South Shore Station Vacation Homes?

Booking with Expedia allows you to browse a wide selection of places to stay in Chicago South Shore Station, complete with search filters that make it easy to locate Vacation Homes that best meet your specific requirements. Our clear and easy-to-use search function makes it effortless to compare amenities, prices, property types, neighborhoods, and much more. At Expedia, you can also find flights, car rental, and activities, and you can combine your bookings for greater savings. Plus, Expedia Rewards members accrue points on all eligible purchases. Build your points total to gain discounts on subsequent bookings in the future. Membership is free, so go ahead and join.

What is the cancellation policy on booking Chicago South Shore Station Vacation Homes?

At Expedia, we understand that plans change, and the good news is you can cancel many bookings for Chicago South Shore Station Vacation Homes with a full refund, depending on the rules and restrictions. For example, some Vacation Homes may not give refunds if you cancel your booking within 24 or 48 hours of your arrival date, and some bookings are non-refundable. Be sure to view the policies provided by the Chicago South Shore Station Vacation Homes, and confirm the exact cancellation window on your selected location’s details page. If free cancellation is important to you, you can filter for the “Fully refundable” payment type when you search for your Vacation Homes.

*Prices and availability are subject to change. Additional terms may apply 

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