South Shore vacation rentals
Find the best place to stay - South Shore
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
Photo gallery for New 3BR Residence Adjacent to Wrigley Field - Outdoor Patio - BBQ Grill
New 3BR Residence Adjacent to Wrigley Field - Outdoor Patio - BBQ Grill
Photo gallery for Unique And Amazing Gigantic Sunlit Loft ~ One Of A Kind ~ Excellent Location!
Unique And Amazing Gigantic Sunlit Loft ~ One Of A Kind ~ Excellent Location!
Photo gallery for Home away from home. Perfect for remote workers.
Home away from home. Perfect for remote workers.
Photo gallery for Elevate Your Experience: PH#1, A Penthouse Above the Rest in Chicago
Elevate Your Experience: PH#1, A Penthouse Above the Rest in Chicago
Photo gallery for Luxurious Duplex Penthouse in the Heart of Chicago ~ Outstanding Location!
Luxurious Duplex Penthouse in the Heart of Chicago ~ Outstanding Location!
Find spaces that suit your style
Top rated rentals - South Shore
Photo gallery for Spacious two bedroom condo with a cozy feel!
Fantastic Condo
Photo gallery for Luxurious 3 Bedroom Getaway
Chicago visit
Photo gallery for LakeHouse
Classic Piano
Photo gallery for Woodlawn Oasis...10 Minutes to Dining & Downtown
Excellent!
Photo gallery for Beautiful home with Arcade and Movie Theater for you and your family to enjoy.
Good
Frequently asked questions
What is the most popular type of vacation rental accommodation in South Shore?
The most in-demand types of vacation rentals in South Shore are apartments. Ready for more choices? Vrbo has numerous options to match our guests' unique requirements, so you'll see vacation properties in all sizes, and for all budgets. The ideal fit is waiting for you — discover yours today.
How much does it cost to rent a vacation rental in South Shore?
Property type, season and length of stay are some of the conditions that can influence the price of a vacation home. Simply enter your travel dates to find your ideal escape. From homey country cottages to expansive luxury villas, all Vrbo vacation rentals offer terrific value.
How much does it cost to rent a beach house in South Shore?
When you travel and the size and style of the property will determine the cost of your beachside stay. Enter your South Shore travel dates to view your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use the filters to pick the amenities and features you want in your beach house.
Are there pet-friendly vacation rentals in South Shore?
Happily, yes. Take your pick of six vacation rentals that welcome pets in South Shore on Vrbo. Our furry best friends also need a break, so simply use our search function for pet-friendly vacation rentals to find a pad where Fido can share in the good times.
What are popular rental amenities in South Shore?
A nearby river, a lake view and a firepit head the list of most popular rental amenities in South Shore. Whether you're taking to the road on your own, with your other half or a group of friends, Vrbo will help you find a vacation home that matches your tastes with all the extras you're looking for.
Are there large group vacation rentals in South Shore?
Yes, you'll find two vacation properties in South Shore that can accommodate five or more guests. From family trips to events like a friend's birthday, these stays have ample space to gather with the people that matter the most.
Are there vacation rentals in South Shore that welcome kids?
With six family-friendly vacation properties available in South Shore, now is a great time to introduce your children to the joys of travel. Just check our "Properties good for families" filter box to browse stays that come with amenities ideal for vacationing families, like living rooms, patios, bunk beds and hot tubs.
What are the top attractions for families in South Shore?
Keeping the kiddos entertained during your South Shore vacation is a cinch with these exciting family-friendly attractions:
- Navy Pier
- Chicago Riverwalk
- Shedd Aquarium
Can I find two-bedroom vacation rentals in South Shore?
South Shore has two two-bedroom vacation rentals for you to pick from. Enjoy a vacation home with all the space and comfort you're looking for at a price that won't break the bank on Vrbo.
Are there vacation rentals with WiFi in South Shore?
South Shore has five vacation rentals with WiFi, so you'll be able to stay connected while you're traveling. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to sending emails, these Vrbo homes make it a breeze to go online.
How can I find vacation rentals with air conditioning in South Shore?
South Shore has six vacation rentals where you can relax in air-conditioned comfort. To find a stay on Vrbo that provides this amenity, choose your travel dates and use the handy filters to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in South Shore?
You'll have to check with the South Shore vacation home you're looking at on Vrbo as the age limit differs. However, it's normally 16, 18 or 21.