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South Suburbs Vacation Rentals

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Our top choices for South Suburbs vacation rentals

1. 2 Full Beds | Non-Smoking

2 Full Beds | Non-Smoking
Harvey
10.0 out of 10, Exceptional, (4 reviews)
"Would tell anyone passing through to stop here. Nothing flashy but all essentials met our needs with no fuss. Clean bathroom, working TV, and decent parking spot included."
United States
Anonymous traveller
The price is CA $95
CA $107 total
includes taxes & fees
Nov 8 - Nov 9
2 Full Beds | Non-Smoking

2. 1 Queen Bed | Smoking

1 Queen Bed | Smoking
Harvey
10.0 out of 10, Exceptional, (2 reviews)
"Exceeded expectations considering proximity to key sites like Museum of Science and Industry, rooms featured clean bathrooms with choice between tub or shower facilities uncommon in similar motels we have tried before."
United States
Anonymous traveller
The price is CA $93
CA $105 total
includes taxes & fees
Nov 8 - Nov 9
1 Queen Bed | Smoking

3. Romantic Escape - Adult Playhouse with Exotic Dungeon

Romantic Escape - Adult Playhouse with Exotic Dungeon
South Holland
8.8 out of 10, Excellent, (15 reviews)
"enjoyed my stay cant wait to book again "
United States
Anonymous traveller
The price is CA $545
CA $634 total
includes taxes & fees
Nov 16 - Nov 17
Romantic Escape - Adult Playhouse with Exotic Dungeon

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

Charming 2-bedroom apartment in marvelous Blue Island with WiFi
Blue Island
6.4 out of 10, (11 reviews)
"Town was quite walkable which was fun. Teddy is very nice. "
United States
India L.
The price is CA $206
CA $457 total
includes taxes & fees
Nov 6 - Nov 7
Charming 2-bedroom apartment in marvelous Blue Island with WiFi

5. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Harvey
10.0 out of 10, Exceptional, (4 reviews)
"Loved how relaxed the atmosphere felt here!"
United States
Anonymous traveller
The price is CA $89
CA $101 total
includes taxes & fees
Nov 8 - Nov 9
1 Queen Bed | Non-Smoking

6. 1 Queen Bed|Mobility|Tub|Nsmk

1 Queen Bed|Mobility|Tub|Nsmk
Harvey
10.0 out of 10, Exceptional, (4 reviews)
"Shower pressure was better than expected, hot water always ready when needed."
United States
Anonymous traveller
The price is CA $89
CA $101 total
includes taxes & fees
Nov 9 - Nov 10
1 Queen Bed|Mobility|Tub|Nsmk

7. 2 Full Beds | Smoking

2 Full Beds | Smoking
Harvey
10.0 out of 10, Exceptional, (4 reviews)
"Simple spot, no fuss here."
United States
Anonymous traveller
The price is CA $98
CA $111 total
includes taxes & fees
Nov 9 - Nov 10
2 Full Beds | Smoking

8. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (83 reviews)
"The bathroom was really clean. The beds were really comfortable"
United States
Jair
The price is CA $225
CA $351 total
includes taxes & fees
Nov 23 - Nov 24
Kasa Lake Shore Chicago

9. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,404 reviews)
"10/10 2nd time staying here!"
United States
Rosa
The price is CA $189
CA $222 total
includes taxes & fees
Nov 22 - Nov 23
Sentral Michigan Avenue

10. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (558 reviews)
"Super clean and friendly staff! Would definitely stay here again"
United States
Robert Edward
The price is CA $239
CA $316 total
includes taxes & fees
Nov 23 - Nov 24
Level Chicago – Old Town

11. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (75 reviews)
"We had a very nice stay, the place was comfortable and clean, beautifully decorated. We only wish we would’ve had more time! And bonus it came with a parking spot. We hope to come back again!"
United States
Rachael
The price is CA $142
CA $606 total
includes taxes & fees
Nov 11 - Nov 12
Chic Urban Retreat Near Wrigley Field w/Parking

12. Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park Trendy Studio Apartment in Good Spot
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"Such a cozy stay! Definitely recommend!"
United States
Angelina
The price is CA $91
CA $211 total
includes taxes & fees
Nov 12 - Nov 13
Hyde Park Trendy Studio Apartment in Good Spot

13. 3BR Complete and Spacious Apartment in Ideal Spot

3BR Complete and Spacious Apartment in Ideal Spot
West Town
8.4 out of 10, Very good, (24 reviews)
"My wife and I stayed here when we came to town for a concert at the united center. We actually walked to the venue and it was about 45 mins, a lovely walk. It was a very convenient location, lovely apartment, and the host communicated very well. Check in and out was easy. Great neighborhood. Would definitely stay here again."
United States
Francis
The price is CA $120
CA $293 total
includes taxes & fees
Nov 9 - Nov 10
3BR Complete and Spacious Apartment in Ideal Spot

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

Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Robertsdale
9.8 out of 10, Exceptional, (37 reviews)
"I had a fun stay "
United States
Jusu K.
The price is CA $200
CA $274 total
includes taxes & fees
Nov 10 - Nov 11
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

15. King Bed | Non-Smoking

King Bed | Non-Smoking
Portage
10.0 out of 10, Exceptional, (68 reviews)
"The place is not clean and it smells really bad. It did not look anything like the pictures."
United States
Luis
The price is CA $128
CA $159 total
includes taxes & fees
Nov 8 - Nov 9
King Bed | Non-Smoking

16. ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
Kenwood
10.0 out of 10, Exceptional, (6 reviews)
"Exactly as described, would recommend"
United States
Anonymous traveller
The price is CA $259
CA $817 total
includes taxes & fees
Nov 16 - Nov 17
ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

17. Great Area Logan Square Apt Games Pets - Sleeps 5

Great Area Logan Square Apt Games Pets - Sleeps 5
Avondale
10.0 out of 10, Exceptional, (2 reviews)
"Place was nice and clean. Great communication from the host! Would stay here again!"
United States
Deborah J.
The price is CA $84
CA $258 total
includes taxes & fees
Nov 9 - Nov 10
Great Area Logan Square Apt Games Pets - Sleeps 5

18. LIVN Millennium Park Downtown Chicago 1 BR

LIVN Millennium Park Downtown Chicago 1 BR
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great location to sights, shops, and food."
United States
Adrianna W.
The price is CA $217
CA $275 total
includes taxes & fees
Nov 8 - Nov 9
LIVN Millennium Park Downtown Chicago 1 BR

19. Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade

Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade
Brighton Park
9.4 out of 10, Exceptional, (13 reviews)
"It was great it had the basic amenities for a family to enjoy the stay"
United States
Damary T.
Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade

20. Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
8.4 out of 10, Very good, (35 reviews)
"It was a very nice property and was near many great places like Toast and Jam"
United States
jaco C.
The price is CA $116
CA $149 total
includes taxes & fees
Dec 5 - Dec 6
Beautiful Rustic Cabin for Two!
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 South Suburbs Hotel Reviews

Find out more about South Suburbs

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with South Suburbs. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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