North Side Holiday Rentals

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Check prices for these dates

Tonight
29 Oct - 30 Oct
Tomorrow
30 Oct - 31 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Holiday Rentals in North Side

Living area
Wrigleyville Suites
Wrigleyville Suites
2.0 star property
9.6 out of 10, Exceptional, (25)
"The entirety of my experience was excellent. Thank you!"
United States
Julian
The price is HK$776
HK$911 total
includes taxes & fees
30 Oct - 31 Oct
Wrigleyville Suites
Fridge, microwave, oven, stovetop
1BR Fully Equipped & Central
1BR Fully Equipped & Central
2.0 star property
The price is HK$637
HK$1,491 total
includes taxes & fees
4 Nov - 5 Nov
1BR Fully Equipped & Central
TV, offices
Lovely 1BR Apt in Lakeview
Lovely 1BR Apt in Lakeview
9.6 out of 10, Exceptional, (5)
"Great apartment, great location, and excellent host."
United States
Benjamin N.
The price is HK$637
HK$1,491 total
includes taxes & fees
2 Nov - 3 Nov
Lovely 1BR Apt in Lakeview
2 bedrooms, iron/ironing board, travel cot, WiFi
Charming 2BR in Vibrant Lakeview
Charming 2BR in Vibrant Lakeview
9.4 out of 10, Exceptional, (23)
"Great stay. Place was spic and span on arrival and host very easy to communicate with. "
United States
Lukas H O.
The price is HK$652
HK$1,655 total
includes taxes & fees
2 Nov - 3 Nov
Charming 2BR in Vibrant Lakeview
1 bedroom, iron/ironing board, travel cot, WiFi
1BR Apartment in Chicago
1BR Apartment in Chicago
8.8 out of 10, Excellent, (9)
"Awesome "
United States
Robert
The price is HK$583
HK$1,418 total
includes taxes & fees
2 Nov - 3 Nov
1BR Apartment in Chicago
Fridge, oven, stovetop, coffee/tea maker
1BR Unit w/ 2 Comfy Beds
1BR Unit w/ 2 Comfy Beds
10.0 out of 10, Exceptional, (1)
"Property was great. Stayed for 2 nights and you have everything you need within walking distance. Great communication and easy to navigate. "
United States
Ethan S.
The price is HK$637
HK$1,482 total
includes taxes & fees
11 Nov - 12 Nov
1BR Unit w/ 2 Comfy Beds
1 bedroom, iron/ironing board, WiFi, bed sheets
Clean & Equipped 1BR Apt
Clean & Equipped 1BR Apt
9.2 out of 10, Wonderful, (29)
"Amazing location and even nicer place inside. Enjoyed my time there a lot!"
United States
Camron K.
The price is HK$637
HK$1,482 total
includes taxes & fees
3 Nov - 4 Nov
Clean & Equipped 1BR Apt
Iron/ironing board, travel cot, WiFi, bed sheets
Lush Studio Apartment
Lush Studio Apartment
8.0 out of 10, Very good, (4)
"Small cozy studio in a very quite building. Perfect for one person a couple. The host is very attentive and the place has everything you would need from towels to kitchen amenities. Definitely recommend!"
United States
Gabriel M.
The price is HK$637
HK$1,404 total
includes taxes & fees
2 Nov - 3 Nov
Lush Studio Apartment
Exterior
2-bedroom apartment just 2 minutes drive to Wrigley Field
2-bedroom apartment just 2 minutes drive to Wrigley Field
2.0 star property
9.6 out of 10, Exceptional, (48)
"Great place to stay when you’re in town for the Cubbies! "
United States
Eric
The price is HK$1,251
HK$2,848 total
includes taxes & fees
2 Nov - 3 Nov
2-bedroom apartment just 2 minutes drive to Wrigley Field
2 bedrooms, WiFi, bed sheets
Chic & Fully Furnished 2BR Apt!
Chic & Fully Furnished 2BR Apt!
10.0 out of 10, Exceptional, (2)
"Our stay was great! The apartment is very clean and comfortable. Nicely furnished. On a residential street in a lovely neighborhood. Wifi and A/C units worked well (we were there in August). We found street parking pretty easily. And Kristine was a really responsive host. Would absolutely stay again!"
United States
Stephanie D.
The price is HK$660
HK$1,673 total
includes taxes & fees
17 Nov - 18 Nov
Chic & Fully Furnished 2BR Apt!
2 bedrooms, iron/ironing board, travel cot, WiFi
Boystown Chic 2BR Escape
Boystown Chic 2BR Escape
10.0 out of 10, Exceptional, (10)
"Great place in an ideal location—walking distance to tons of restaurants, bars, and close to our concert venue. The space was clean, comfortable, and just as pictured. Check-in was easy, and Kristine was super helpful. Perfect for a fun getaway in the city—would definitely stay again!"
United States
jonathan l.
The price is HK$637
HK$1,627 total
includes taxes & fees
5 Nov - 6 Nov
Boystown Chic 2BR Escape
2 bedrooms, iron/ironing board, WiFi, bed sheets
2BR Apt Beautifully Furnished
2BR Apt Beautifully Furnished
10.0 out of 10, Exceptional, (9)
"We loved the place. The feeling of home away from home."
United States
Sataish
The price is HK$653
HK$1,626 total
includes taxes & fees
4 Nov - 5 Nov
2BR Apt Beautifully Furnished
2 bedrooms, iron/ironing board, travel cot, WiFi
Prime Location! 2BR Near Wrigley
Prime Location! 2BR Near Wrigley
9.4 out of 10, Exceptional, (6)
"Great location! Parking not included is a bummer."
United States
Gary
The price is HK$652
HK$1,635 total
includes taxes & fees
12 Nov - 13 Nov
Prime Location! 2BR Near Wrigley
Iron/ironing board, travel cot, WiFi, bed sheets
Chic & Stylish Studio w/ Modern Kitchen
Chic & Stylish Studio w/ Modern Kitchen
10.0 out of 10, Exceptional, (4)
" Thanks - I had a great stay"
United States
Amy K.
The price is HK$637
HK$1,414 total
includes taxes & fees
17 Nov - 18 Nov
Chic & Stylish Studio w/ Modern Kitchen
Interior
Urban Studio Hideaway
Urban Studio Hideaway
The price is HK$637
HK$1,404 total
includes taxes & fees
2 Nov - 3 Nov
Urban Studio Hideaway
Fridge, microwave, oven, stovetop
Beautifully Set Up 2BR Space
Beautifully Set Up 2BR Space
9.6 out of 10, Exceptional, (15)
"Great apartment, plenty of room for 4 after a Cubs game, right by Wrigley. Would definitely stay here again for a ballgame."
United States
J.T.
The price is HK$653
HK$1,636 total
includes taxes & fees
10 Nov - 11 Nov
Beautifully Set Up 2BR Space
2 bedrooms, iron/ironing board, travel cot, WiFi
Modern 2BR with Reliable Wi-Fi
Modern 2BR with Reliable Wi-Fi
9.0 out of 10, Wonderful, (6)
"Very nice little apartment. Area was quiet and clean. Will need to pay for parking and few options at reasonable price, but thats Chicago. Would stay again."
United States
Shawn H.
The price is HK$652
HK$1,635 total
includes taxes & fees
12 Nov - 13 Nov
Modern 2BR with Reliable Wi-Fi
2 bedrooms, iron/ironing board, travel cot, WiFi
2BR on N Halsted St: Lakeview Living
2BR on N Halsted St: Lakeview Living
9.2 out of 10, Wonderful, (7)
"Nice play and visit. A bit noisy at night with the neighborhood bars, but it added to the ambience. "
United States
Jim B.
The price is HK$653
HK$1,636 total
includes taxes & fees
11 Nov - 12 Nov
2BR on N Halsted St: Lakeview Living
Fridge, microwave, oven, stovetop
Comfy 3BR/2BA Retreat
Comfy 3BR/2BA Retreat
8.6 out of 10, Excellent, (4)
"We stayed one night for a work trip. It was just what we needed. Host communication was frequent and helpful."
United States
Jayme R.
The price is HK$722
HK$1,853 total
includes taxes & fees
2 Nov - 3 Nov
Comfy 3BR/2BA Retreat
Fridge, microwave, oven, stovetop
Lakeview 2BR Apartment
Lakeview 2BR Apartment
9.6 out of 10, Exceptional, (19)
"The apartment was as described and the customer service was amazing! "
United States
Michael M.
The price is HK$637
HK$1,627 total
includes taxes & fees
2 Nov - 3 Nov
Lakeview 2BR Apartment
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 North Side Hotel Reviews

The Willows Hotel

The Willows Hotel

10/10 Excellent
"The hotel is a bit older, but the room was very nice and clean! In the BEST location. It was very convenient to walk around -- many food places and stores (CVS, target). "
Chloe 1-night trip
Posted 4 days ago
The Willows Hotel

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