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Browse Select Far Southeast Side Holiday Homes

Amazing 3-bedroom house with WiFi and AC in awesome Chicago

Amazing 3-bedroom house with WiFi and AC in awesome Chicago

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

7.8 out of 10, Good, (6)
"The house was immaculate and very spacious. Beautifully decorated. The neighborhood was easy to get in and out of and close enough to downtown. Would highly recommend."
The price is £181
includes taxes & fees
26 Aug - 27 Aug
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

6.0 out of 10, (2)
"Great space for large groups. Park across the street is a great "feature"."
The price is £717
includes taxes & fees
22 Sept - 23 Sept
Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

4BR Retreat w/ Theater, Game Room & Backyard

8.8 out of 10, Excellent, (6)
The price is £458
includes taxes & fees
8 Sept - 9 Sept
4BR Retreat w/ Theater, Game Room & Backyard

Great 3 bedroom rental unit near Logan Square

9.6 out of 10, Exceptional, (53)
"Cozy place to stay with a VERY QUICK response from host. Great location in quiet neighborhood. I would stay here again in a heartbeat. "
Great 3 bedroom rental unit near Logan Square

Belmont House, Classy & Chic/walk to Wrigley Field

9.4 out of 10, Exceptional, (50)
"Great bang for your buck. Great area and great communication "
Belmont House, Classy & Chic/walk to Wrigley Field

Chic and Spacious Bi-level 3BD in Bucktown!

2.0 star property
9.8 out of 10, Exceptional, (8)
"Property was comfortable, clean, and in a great location."
Chic and Spacious Bi-level 3BD in Bucktown!

New home w/view & party deck - 2nd Floor

3.0 star property
10.0 out of 10, Exceptional, (23)
"Great location. Host was accessible and prompt to respond. "
New home w/view & party deck - 2nd Floor

A Home Away From Home!

9.6 out of 10, Exceptional, (7)
"Great place to stay. Host responded quickly to questions. Location was good and neighbor was quite. "
A Home Away From Home!

Lincoln Park Living - Suite 1

9.6 out of 10, Exceptional, (31)
"Ideal location and plenty of beds. Communication was easy. My friends and I kept saying how lucky we were to find this place. Highly recommend! "
Lincoln Park Living - Suite 1

Clarendon Hills Top Floor

6.8 out of 10, (10)
"The house was nice, in a quiet area. The bedrooms were great. It was a little nerve wracking when the lower unit was rented, as we didn't want to disturb them. "
Clarendon Hills Top Floor

Walk to the Beach! Theater-Coffee Bar-Games-Gym

2.0 star property
9.8 out of 10, Exceptional, (14)
"This duplex in Old Town was very tastefully refurbished and decorated. The kitchen is outfitted with the best appliances, including an electric kettle. (Note to hosts: ALWAYS provide a tea kettle of some kind and you'll get an automatic five-star rating from me!) The house is quite roomy and comfortable and the four of us settled in nicely. It's a bit of a walk to the train, but the neighborhood is nice, so you don't mind. I highly recommend."
Walk to the Beach! Theater-Coffee Bar-Games-Gym

Wrigley Field/Lakeview -Entire Home- Large Groups!

10.0 out of 10, Exceptional, (83)
"This was the perfect stay for our family while we were in town for our daughter's graduation. The house was plenty big to accommodate our group, and the location is excellent. The host was very accommodating and easy to get in touch with. It was one of our best VRBO experiences yet."
Wrigley Field/Lakeview -Entire Home- Large Groups!

Cozy 3-bedroom house in family-oriented Melrose Park.

10.0 out of 10, Exceptional, (21)
"Comfortable beds and room for everyone. Nice quiet neighborhood and a great home away from home. Would stay there again. Host was very easy to work with and responded quickly to questions. "
Cozy 3-bedroom house in family-oriented Melrose Park.

Miller Beach Blue Door By The Shore #2

7.0 out of 10, Good, (10)
"Perfect!"
Miller Beach Blue Door By The Shore #2

Luxury duplex home in Roscoe Village/Wrigley Field with Free Steet Parking

10.0 out of 10, Exceptional, (17)
"This was such a nice place in a great location. Really clean, comfortable, everything we needed. I would stay here again. Thank you!"
Luxury duplex home in Roscoe Village/Wrigley Field with Free Steet Parking

The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence

9.6 out of 10, Exceptional, (170)
"Great place to stay to experience Wrigley."
The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence

The Greenleaf House—Whole House

9.8 out of 10, Exceptional, (32)
"As advertised. "
The Greenleaf House—Whole House

Family Home in Chicago-O'Hare

10.0 out of 10, Exceptional, (10)
"Nice place to stay. "
Family Home in Chicago-O'Hare

Luxury House in the heart of Old Town with Parking

10.0 out of 10, Exceptional, (50)
"We stayed for a number of weeks at the property - it was an excellent stay! The property is exactly as advertised and the owner was extremely helpful, communicative, and responsive throughout. The house is modern, in good condition, and is an excellent location."
Luxury House in the heart of Old Town with Parking
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