Search Holiday Rentals in South Side
Top Holiday Rentals in South Side
LakeHouse
Cheerful 4 bedroom smart home w/ indoor fireplace
cozy home in Bridgeport Chicago. walking to park and river front
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
Sentral Michigan Avenue
Kasa Magnificent Mile Chicago
Sonder Market Hall
Sonder South Wabash
Sonder The Burnham
Found Chicago powered by Sonder
Level Chicago – Old Town
The Neighborhood Hotel-Little Italy
WoodSpring Suites Chicago Addison
Sonder Jewelers Row
Kasa River North Chicago
Kasa South Loop Chicago
Sonder The Plymouth
Your Home Away From Home
Luxury Home Away From Your Home
Walking distance to restaurants, shops and Lake Michigan,
Other types of properties in South Side you may be interested in
Congress Plaza Hotel
Warwick Allerton - Chicago
River Hotel
Everything you need to know about South Side holiday rentals
Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Side holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Side holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
South Side holiday rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in South Side. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .
Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Side holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of South Side holiday rentals we have selected for you start as low as £60 per night. Entering your travel dates in the search wizard you might find even better deals!
How to find incredible deals on South Side rentals
At Expedia, we put the best South Side holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top South Side rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Side holiday.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Side. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
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