A waterfall cascading over a rocky ledge surrounded by autumn foliage.

South Suburbs Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for South Suburbs vacation rentals

A modern kitchen with white cabinets, a stainless steel refrigerator, a dishwasher, and a gas stove.

1. Charming & Cozy Getaway - A Heroic Stay Awaits!

Charming & Cozy Getaway - A Heroic Stay Awaits!
Homewood
10.0 out of 10, Exceptional, (20 reviews)
"We had such a lovely stay. It was cute, quaint, and the perfect place to spend Mother’s Day with my mother. The space was cozy, clean, and had such a peaceful charm to it. We truly enjoyed our time here and would absolutely stay again!"
United States
Nikki B.
$411 nightly
The price is $457
Aug 26 - Aug 27
Total with taxes and fees
Charming & Cozy Getaway - A Heroic Stay Awaits!
A living room with a blue sectional sofa, a glass coffee table, and yellow curtains.

2. Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax

Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
Calumet Park
9.2 out of 10, Wonderful, (11 reviews)
"Cozy home, perfect for our stay. Highly recommend."
United States
Alisa G.
$238 nightly
The price is $255
Sep 8 - Sep 9
Total with taxes and fees
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
A dining area with a wooden table and chairs, a ceiling fan, and a couch.

3. Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Charming 2-bedroom apartment in marvelous Blue Island with WiFi
Blue Island
7.0 out of 10, Good, (9 reviews)
"Town was quite walkable which was fun. Teddy is very nice. "
United States
India L.
$323 nightly
The price is $345
Aug 25 - Aug 26
Total with taxes and fees
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
A living room with a brown sofa, a coffee table, and a patterned rug. There is a staircase leading to another room.

4. Spacious 3br home near Chicago, fenced yard for pets

Spacious 3br home near Chicago, fenced yard for pets
Richton Park
9.0 out of 10, Wonderful, (27 reviews)
"Very spacious accommodations in a very nice neighborhood. Convenient to food and shopping. Great value for the cost. "
United States
Greg S.
$442 nightly
The price is $473
Sep 7 - Sep 8
Total with taxes and fees
Spacious 3br home near Chicago, fenced yard for pets
A dining area with a black table set for four, surrounded by chairs. A vase with dried flowers and a candle holder are on the table.

5. 3-bedroom house in lovely Matteson with cool AC breeze

3-bedroom house in lovely Matteson with cool AC breeze
Matteson
10.0 out of 10, Exceptional, (1 review)
"clean, comfortable, hosts very responsive to communications, neighborhood felt safe, perfect location for our stay to attend sectionals NTRP tennis tournament at HF Racquet and Fitness Club"
United States
Susan H.
$621 nightly
The price is $664
Sep 7 - Sep 8
Total with taxes and fees
3-bedroom house in lovely Matteson with cool AC breeze

6. Sleeps 17 | Free Parking | Spacious 5BR | Chicago

Sleeps 17 | Free Parking | Spacious 5BR | Chicago
Tinley Park
$868 nightly
The price is $972
Sep 23 - Sep 24
Total with taxes and fees
Sleeps 17 | Free Parking | Spacious 5BR | Chicago

7. Spacious 5-bedroom house in charming Orland Park with AC

Spacious 5-bedroom house in charming Orland Park with AC
Orland Park
$1,337 nightly
The price is $1,430
Aug 25 - Aug 26
Total with taxes and fees
Spacious 5-bedroom house in charming Orland Park with AC
A modern kitchen with a dining area, wooden chairs, a central island, and a chandelier.

8. Charming Farmhouse 0.6 Miles from Ingall's University of Chicago Hospital

Charming Farmhouse 0.6 Miles from Ingall's University of Chicago Hospital
Harvey
10.0 out of 10, Exceptional, (1 review)
"Great bones!! Superhost in the making!!!! I was her first guest. There were issues that arose but she clearly communicated and resolved all concerns !! This place is soooo private, quiet surrounded by a large church yard, an empty lot and faces a playground park!! It's sooo close to Ingalls Hospital, so conveniently located to Chicago Southland, close to 57/80/294. Close to several bike paths and close to shopping, Swap O Rama etc..so much to do!! Hop and skip to Indiana for cheaper gas and...
United States
Susan G.
Charming Farmhouse 0.6 Miles from Ingall's University of Chicago Hospital
A modern building with the name 'SENIORAL' prominently displayed on the facade.

9. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,282 reviews)
"Nice stay"
United States
Heather
$176 nightly
The price is $207
Sep 7 - Sep 8
Total with taxes and fees
Sentral Michigan Avenue

10. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (18 reviews)
"Great location and super clean!"
United States
Erica
$232 nightly
The price is $276
Sep 9 - Sep 10
Total with taxes and fees
Kasa Lake Shore Chicago
A modern kitchen with a large island, bar stools, and a city view.

11. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (520 reviews)
"We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure."
United States
Martha
$290 nightly
The price is $340
Aug 31 - Sep 1
Total with taxes and fees
Level Chicago – Old Town
A modern living room with a dining area, a large window, a flat-screen TV, and a piece of abstract art on the wall.

12. LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
$229 nightly
The price is $271
Aug 31 - Sep 1
Total with taxes and fees
LIVN Millennium Park Downtown Chicago 2BR
A modern kitchen with a dining area, large windows, and a city view.

13. Modern 2BR Retreat Near Old Town & Lincoln Park

Modern 2BR Retreat Near Old Town & Lincoln Park
Near North Side
9.2 out of 10, Wonderful, (22 reviews)
"Such a great apartment! Perfect size for 2 couples and the location was excellent. I’d highly recommend staying here- we’ll definitely stay again when we return to Chicago!"
United States
Josephine P.
Modern 2BR Retreat Near Old Town & Lincoln Park
A modern bar area with high stools, a counter, and a flat-screen TV.

14. Downtown Chicago Stay with Free In & Out Parking-2

Downtown Chicago Stay with Free In & Out Parking-2
Downtown Chicago
$633 nightly
The price is $728
Sep 10 - Sep 11
Total with taxes and fees
Downtown Chicago Stay with Free In & Out Parking-2
A modern bedroom with a brick wall, a large bed, a sofa, a nightstand, and a mirror.

15. LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
$304 nightly
The price is $359
Aug 31 - Sep 1
Total with taxes and fees
LIVN West Loop Chicago King Studio
A modern building with a glass facade, surrounded by a parking area and greenery.

16. Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (30 reviews)
"An incredible experience and wonderful place to stay. A perfect location, quiet, and my twin boys loved having their own spaces. Thank you so much!"
United States
Miriam B.
$358 nightly
The price is $442
Aug 31 - Sep 1
Total with taxes and fees
Spacious 4BR Central Apartment w/ Skyline Views
A modern building with a glass facade, surrounded by a courtyard with benches and greenery.

17. Envitae Hotel, 4BR Modern Sleek Apartment

Envitae Hotel, 4BR Modern Sleek Apartment
Near North Side
10.0 out of 10, Exceptional, (2 reviews)
"From booking to leaving, the experience here was amazing and easy to navigate. Great building and I have never had a more communicative host situation. Would gladly book again."
United States
Erin G.
$712 nightly
The price is $878
Aug 27 - Aug 28
Total with taxes and fees
Envitae Hotel, 4BR Modern Sleek Apartment
A kitchen with white cabinets, a microwave, a kettle, and a toaster.

18. Plymouth Collection: 3BD 2BA High Floor with Gym

Plymouth Collection: 3BD 2BA High Floor with Gym
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"The suite was excellent. Clean and very well furnished. The building is located within walking distance to many of the things that we did. We would stay in this place again in a heartbeat. Very pleased with our experience"
United States
Derek M.
$390 nightly
The price is $436
Sep 2 - Sep 3
Total with taxes and fees
Plymouth Collection: 3BD 2BA High Floor with Gym
A modern kitchen with a large island, a built-in refrigerator, and a view of the city through large windows.

19. River North Private Balcony With In and Out Parking

River North Private Balcony With In and Out Parking
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Place was easily accessible- very clean and an amazing alternative to hotel living for 2 colleagues. Coffee was available and all the basics of a hotel. "
United States
Rae M.
$363 nightly
The price is $413
Aug 30 - Aug 31
Total with taxes and fees
River North Private Balcony With In and Out Parking

20. South Loop Rooftop With In and Out Parking 2

South Loop Rooftop With In and Out Parking 2
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay! Parking was easy and secure. The building was super clean and had lots of amenities. Host was very responsive to messages and very accommodating to our last minute schedule changes. "
United States
Kara V.
$551 nightly
The price is $633
Sep 3 - Sep 4
Total with taxes and fees
South Loop Rooftop With In and Out Parking 2
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Suburbs Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"The location is very convenient and parking was easy."
Jennifer 1-night trip
Posted less than an hour ago
Congress Plaza Hotel

Find out more about South Suburbs

Everything you need to know about South Suburbs vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Suburbs vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Suburbs vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Suburbs vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Suburbs. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit South Suburbs in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $207 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Suburbs rentals

At Expedia, we put the best South Suburbs vacation 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 Suburbs 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 Suburbs vacation.

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 Suburbs. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia