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Far Southeast Side Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Far Southeast Side holiday rentals

Indoor pool

1. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,237 reviews)
"Great property and location."
United States
Michael
The price is HK$1,260
HK$1,709 total
includes taxes & fees
31 Aug - 1 Sept
Sentral Michigan Avenue
Lake

2. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (9 reviews)
"Great location and super clean!"
United States
Erica
The price is HK$2,455
HK$3,384 total
includes taxes & fees
2 Sept - 3 Sept
Kasa Lake Shore Chicago
Full-sized fridge, microwave, oven, stovetop

3. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (512 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
The price is HK$2,285
HK$2,876 total
includes taxes & fees
1 Sept - 2 Sept
Level Chicago – Old Town
Exterior

4. Historic Oak Park Residence

Historic Oak Park Residence
2.0 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"The house is in an amazing neighborhood, easy access to subway, extremely clean and great follow-up and follow through communication with owner!"
United States
Ann-Marie
The price is HK$3,484
HK$4,859 total
includes taxes & fees
9 Aug - 10 Aug
Historic Oak Park Residence
Exterior

5. Ground Floor Studios in Chicago by 747 Lofts

Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
West Town
8.6 out of 10, Excellent, (25 reviews)
"It’s a really nice place. Its quite a distance from downtown Chicago. But it’s like 3 minutes from Chicago Blue line and a minute away from the bus station. Food is not a problem since there is a Korean grocery nearby. There is also a nearby Catholic church. The ameneties in this loft hotel is complete so if you are looking for a budget style trip and accommodation, I highly recommend this place."
United States
Joel
The price is HK$1,334
HK$1,783 total
includes taxes & fees
16 Aug - 17 Aug
Ground Floor Studios in Chicago by 747 Lofts
Living area

6. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
8.8 out of 10, Excellent, (46 reviews)
"would not recommend"
United States
heidi
The price is HK$1,870
HK$2,196 total
includes taxes & fees
11 Aug - 12 Aug
Wrigleyville Suites
Lounge

7. Historic Oak Park Home

Historic Oak Park Home
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
The price is HK$1,834
HK$2,970 total
includes taxes & fees
18 Aug - 19 Aug
Historic Oak Park Home
Lounge

8. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (11 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is HK$1,569
HK$2,667 total
includes taxes & fees
23 Aug - 24 Aug
At Home in Oak Park
Interior

9. Cabin 105 by 747 Lofts

Cabin 105 by 747 Lofts
2.0 star property
West Town
6.0 out of 10, (2 reviews)
"The code that was provided was incorrect. I was so anxious waiting outside the building until I was lucky that other guests were out and helped me get in. I tried reaching the “24/7” line but no response until a while and they had to reset everything before I was able to get in. First and last time I will be staying here. The bed is so small for even one person and the bathroom lights felt like a ghost was there. Do not book here, your anxiety will be through the roof !"
United States
Jamila
The price is HK$840
HK$1,264 total
includes taxes & fees
11 Aug - 12 Aug
Cabin 105 by 747 Lofts
Dining

10. Cedar Lake 4br Home For 8 W/ Lake Views 4 Bedroom Home

Cedar Lake 4br Home For 8 W/ Lake Views 4 Bedroom Home
3.0 star property
Cedar Lake
The price is HK$1,957
HK$4,990 total
includes taxes & fees
5 Aug - 6 Aug
Cedar Lake 4br Home For 8 W/ Lake Views 4 Bedroom Home
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 Far Southeast Side Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Great Chicago hotel. I would definitely stay there again. Location was good. The mattress and pillows were comfortable. The building is clean and nice looking. The staff was helpful. I love that they provide decent complimentary coffee in the morning and also teatime was complimentary; scones and tea were served at 2pm. Only two things stood out as slightly negative. The walls are not very soundproof. I could hear a couple having an argument in one room and in another, people laughing. It didn't keep me from falling asleep and my husband didn't wake up from it so I found it minor. The other thing that was a minor inconvenience was their restaurant hours didn't work out for me. But in Chicago there's so many restaurant options. So again minor."
Ana 3-night trip
Posted 2 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop

Find out more about Far Southeast Side

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