Photo by Marc Jacobs

Holiday Rentals in Far Southeast Side

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Holiday Rentals in Far Southeast Side

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (592)
"Staff is friendly and very helpful!"
The price is €149
includes taxes & fees
8 Dec - 9 Dec
Sentral Michigan Avenue

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (208)
"Easiest check in and check out process "
The price is €77
includes taxes & fees
22 Dec - 23 Dec
Sonder Market Hall

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (395)
"This property was in a good location - walked to Shedd Aquarium, Soldier Field, and good restaurants on South Michigan. Asked a few questions via text with prompt responses. No complaints with this clean property exactly as advertised."
The price is €136
includes taxes & fees
19 Dec - 20 Dec
Sonder South Wabash

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (332)
"Very nice and spacious room. Comfortable bed. Great location. Very clean. Easy to check in/out."
Kasa Magnificent Mile Chicago

The Neighborhood Hotel-Little Italy

3.5 star property
9.6 out of 10, Exceptional, (101)
"Comfortably accommodated all in our party. In suite laundry was very helpful. Kitchen had all supplies needed for our stay. I would highly recommend. "
The Neighborhood Hotel-Little Italy

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (269)
"Beautiful place with amazing amenities. Perfect stay for adults or families alike! Highly recommend!"
The price is €239
includes taxes & fees
8 Dec - 9 Dec
Level Chicago – Old Town

Found Chicago powered by Sonder

3.5 star property
7.6 out of 10, Good, (176)
"Excellent location, amazing price. No nonsense stay, you only get the basics here but very clean and simple. Pros: no carpet in rooms, no extra frilly pillows or curtains, all surfaces look like they can be easily wiped down and disinfected. You can actually open the windows. Self serve toiletry station. Coded locks instead of keys. Great location close to restaurants and bus stops. THE PRICE!!! Cons: non responsive staff in person and online, sometimes no staff at all. No view, stuffy room...
The price is €130
includes taxes & fees
18 Dec - 19 Dec
Found Chicago powered by Sonder

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (114)
"Great place to stay, really clean and quiet. Beautiful space to sleep . Great aesthetic!"
The price is €154
includes taxes & fees
23 Dec - 24 Dec
Sonder The Burnham Apartments

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (233)
"This was a great place and deserves the exceptional rating. The first night our oven didn’t work and they had it fixed first thing in the morning! All communication was quick and it had all we needed."
Kasa South Loop Chicago

Sonder Jewelers Row

3.5 star property
8.2 out of 10, Very good, (132)
"I so enjoyed staying on jewelers row at the Sonder property In Chicago. It was very close to the places I was visiting so I could walk everywhere. It was noisy because of the L train, yes, but when you’re inside, you Barely hear the train. I felt very safe getting into the building and getting up to my room. It was so well appointed. You thought of everything! I just wish I had longer than three days in Chicago and I hope to come back. I would rent the same apartment again without a doubt!"
The price is €156
includes taxes & fees
23 Dec - 24 Dec
Sonder Jewelers Row

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (100)
"Had a great time and Kosa was awesome! Staff was excellent and the communication along the way was very organized."
The price is €101
includes taxes & fees
8 Dec - 9 Dec
Kasa River North Chicago

Sonder The Plymouth

3.5 star property
8.2 out of 10, Very good, (83)
"Perfect for a girls' weekend get-away. Close to CTA station and walkable to many attractions and restaurants. Comfortable and well-stocked with basic necessaries (dishes, cutlery, glassware). Added plus was the roof top terrace we enjoyed on the unseasonably balmy October evening! Our only complaint was not being able to stay longer. We hope to be back."
The price is €124
includes taxes & fees
23 Dec - 24 Dec
Sonder The Plymouth

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (116)
"Had a great time at Ms. Linnie’s place! She was incredibly responsive and helpful. The house was clean and comfortable, and I loved that there were 2 full bathrooms! I was a little nervous about the neighborhood as we were definitely looked at as outsiders, but no one bothered us and we walked to Maxwell Street Polish and back just fine (which is fantastic, btw). I did love the gated yard in back with two parking spots, so we had our own space. Would definitely stay again!"
Luxury Home Away From Your Home

Walking distance to restaurants, shops and Lake Michigan,

9.6 out of 10, Exceptional, (173)
"Good location clean"
Walking distance to restaurants, shops and Lake Michigan,

Sonder The Opal

3.5 star property
8.4 out of 10, Very good, (25)
"Stayed here twice - great place to stay when visiting. Easily walkable to shops, attractions and dining! "
The price is €147
includes taxes & fees
18 Dec - 19 Dec
Sonder The Opal

LakeHouse

10.0 out of 10, Exceptional, (13)
"Overall great experience! Great home, I love the decor of the entire home. And I will definitely recommend to others and will book again "
LakeHouse

51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi

10.0 out of 10, Exceptional, (212)
"Excited about our trip to Chicago and was not disappointed. Communication was very good from the homeowner location is perfect we had a fantastic time would recommend this for anyone wanting to enjoy downtown Chicago"
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi

Experience Chicago living near United Center

9.4 out of 10, Exceptional, (12)
"Our family stayed for a corporate training and we had a great experience. The neighborhood wasn't the best but we felt very secure with having a garage to use. Very thankful for the quick communication! from the p "
Experience Chicago living near United Center

Wrigley/Southport Corridor Garden Oasis +parking!

9.8 out of 10, Exceptional, (66)
"This little apartment is close to my cousin in Wrigleyville and a perfect location to get downtown and to see a Bears game (they are terrible right now). Entry instructions were easy and apartment was very clean."
Wrigley/Southport Corridor Garden Oasis +parking!

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (33)
"Everything was Excellent! The property was beautiful and most of all very CLEAN!!! The way everything was set up on site , to check-in and check-out was a very seamless process. The property was also very spacious, the beds were very big in size, super comfy, and having the three bathrooms in each bedroom was a such a plus. Greek neighborhood was a wonderful and smart location, everything is walking distance: for any coffee connoisseurs: Ground up Coffee is superb, Target is only a couple blocks...
The price is €181
includes taxes & fees
17 Dec - 18 Dec
Sonder Greektown
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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Other types of properties in Far Southeast Side you may be interested in

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8332)
"Overall we liked the room we stayed at the only complaint was that the hallway leading to the room had an awful smell like lake dead fish or something when we arrived on 11/23 this morning the smell was less but it still smelled "
The price is €112
includes taxes & fees
8 Dec - 9 Dec
Congress Plaza Hotel

River Hotel

4.0 star property
8.8 out of 10, Excellent, (3609)
"The Hotel needs to get its iwn parking for sure it never stayed we had to walk 2 blocks that was terrible "
The price is €122
includes taxes & fees
8 Dec - 9 Dec
River Hotel

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3380)
"The staff are very accommodating in allowing for early luggage drop off before check in and after checking out. Super convenient to local transit and Amtrak Chicago Union Station."
The price is €115
includes taxes & fees
28 Nov - 29 Nov
Club Quarters Hotel, Central Loop, Chicago
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.