South Suburbs Vacation Rentals from ￥11,871: Search Short-Term Rentals

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Our top choices for South Suburbs vacation rentals

A building with a covered entrance, a parking lot, and a tree.

1. 1 Queen Bed | Smoking

Harvey

Anonymous traveler

￥11,826 total

includes taxes & fees

Oct 4 - Oct 5

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

Calumet Park

David M.

￥41,409 total

includes taxes & fees

Sep 30 - Oct 1

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

Blue Island

India L.

￥50,959 total

includes taxes & fees

Sep 30 - Oct 1

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

Richton Park

Greg S.

￥71,654 total

includes taxes & fees

Sep 30 - Oct 1

A bedroom with a bed, a nightstand, a wall-mounted lamp, and a plant.

5. Romantic Escape - Adult Playhouse with Exotic Dungeon

South Holland

Anonymous traveler

￥69,885 total

includes taxes & fees

Sep 30 - Oct 1

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.

6. 3-bedroom house in lovely Matteson with cool AC breeze

Matteson

Susan H.

￥100,028 total

includes taxes & fees

Sep 30 - Oct 1

A hotel entrance with a covered walkway, a parking lot, and a building with multiple windows.

7. 1 Queen Bed|Mobility|Tub|Nsmk

Harvey

Anonymous traveler

￥11,345 total

includes taxes & fees

Oct 2 - Oct 3

8. 1 Queen Bed | Non-Smoking

Harvey

Anonymous traveler

￥11,345 total

includes taxes & fees

Oct 4 - Oct 5

A hotel lobby with a reception desk, a staircase, and a small seating area.

9. 2 Full Beds | Non-Smoking

Harvey

Anonymous traveler

￥12,147 total

includes taxes & fees

Oct 4 - Oct 5

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

10. 2 Full Beds | Smoking

Harvey

Anonymous traveler

￥12,628 total

includes taxes & fees

Oct 3 - Oct 4

A modern kitchen with a stainless steel refrigerator, a wooden floor, and a beige chair with a cushion.

11. 2MI to Obama Center - Pet-Friendly near UOC!

Woodlawn

Kali P.

￥54,579 total

includes taxes & fees

Oct 1 - Oct 2

A wooden deck with a railing, a staircase, and a window with a wreath.

12. Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Robertsdale

Jusu K.

￥32,281 total

includes taxes & fees

Oct 4 - Oct 5

A compact kitchen with a sink, a microwave, a refrigerator, a small table with stools, and a ceiling fan.

13. Beautiful Rustic Cabin for Two!

Griffith

David F.

￥18,159 total

includes taxes & fees

Oct 4 - Oct 5

14. Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

Berwyn

Garrett C.

￥26,555 total

includes taxes & fees

Sep 30 - Oct 1

15. Kasa Lake Shore Chicago

Downtown Chicago

Mary

￥43,003 total

includes taxes & fees

Oct 1 - Oct 2

A modern building with the name 'SENIORAL' prominently displayed on the facade.

16. Sentral Michigan Avenue

Downtown Chicago

Arthur Noel

￥36,993 total

includes taxes & fees

Oct 26 - Oct 27

A dining area with a table set for two, a black leather sofa, and a ceiling fan.

17. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

Berwyn

Cynthia M.

￥28,404 total

includes taxes & fees

Oct 13 - Oct 14

A hotel room with a bed, a TV mounted on the wall, a desk with a chair, and a door.

18. Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

Hickory Hills

Ralph

￥30,566 total

includes taxes & fees

Oct 5 - Oct 6

A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

19. Cozy, Comfortable and Convenient apartment. Close to everything!

Oak Park

Alicia K.

￥47,788 total

includes taxes & fees

Sep 30 - Oct 1

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Top South Suburbs Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Muy bueno todo . Excelente ubicación"

L7 Chicago by LOTTE

8/10 Good

"Nice bed in our king room. Location was perfect for us for all we had planned and coming in the CTA from midway . Disappointed no bar just the one next door at the restaurant that wasn’t open late at all . We flew in very early in morning hoped to get into a room early even if we had to pay extra but the check in person was no help at all in regards to check in early or any of our questions . Our family came in the next morning same time and this time a different check in person actually offered them to check in early ! We had nowhere to go so we walked a lot of the city waiting to check in . I think we walked 13 miles . Our room ,once we got it ,was nice tho we didn’t get the city view just the view across to a building and parking . Location was definitely the highlight of this hotel ."

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Check prices for these dates

Our top choices for South Suburbs vacation rentals

1. 1 Queen Bed | Smoking

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

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

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

5. Romantic Escape - Adult Playhouse with Exotic Dungeon

6. 3-bedroom house in lovely Matteson with cool AC breeze

7. 1 Queen Bed|Mobility|Tub|Nsmk

8. 1 Queen Bed | Non-Smoking

9. 2 Full Beds | Non-Smoking

10. 2 Full Beds | Smoking

11. 2MI to Obama Center - Pet-Friendly near UOC!

12. Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

13. Beautiful Rustic Cabin for Two!

14. Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

15. Kasa Lake Shore Chicago

16. Sentral Michigan Avenue

17. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

18. Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

19. Cozy, Comfortable and Convenient apartment. Close to everything!

Find vacation rentals that suit your style

Top South Suburbs Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

River Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

L7 Chicago by LOTTE

The Royal Sonesta Chicago Downtown

Central Loop Hotel

Club Quarters Hotel, Central Loop, Chicago

Hilton Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

Find out more about South Suburbs

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