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Far North Side Holiday Rentals

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Our top choices for Far North Side holiday rentals

Apartment in Edgewater

Relaxing Chicago Studio
9.8 out of 10, Exceptional, (38)
"Had a great stay. Great location. "
United States
Justin
The price is HK$545
HK$1,296 total
includes taxes & fees
16 Dec - 17 Dec
Relaxing Chicago Studio

Apartment in Lincoln Square

Nice 1BR Spot, Unwind & Relax
9.6 out of 10, Exceptional, (25)
"Great stay"
United States
Kayla K.
The price is HK$490
HK$1,311 total
includes taxes & fees
1 Jan - 2 Jan 2026
Nice 1BR Spot, Unwind & Relax
10.0 out of 10, Exceptional, (5)
"This spot was perfect for our Chicago visit where we mostly needed a place to sleep, not hang out. It seemed to have been refinished recently, so beds were comfy, bathroom lovely, and sitting area big enough for the two of us. "
United States
Deb B.
The price is HK$813
HK$1,954 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Clean Chicago Apartment Free Street Parking Near Downtown Washer & Dryer

Apartment in Uptown

Uptown Studio Gem Sum
7.4 out of 10, Good, (6)
"This studio is very clean and is located in a neighborhood with access to anything you would want to do or see. The stairway and halls are not pristine, but studio is good. Neighbors were quiet and seldom seen during my stay. Excellent restaurant right across the street and grocery nearby. Wrigley Field is easy walk. Check in was confusing for me, but it worked out. "
United States
Leah W.
The price is HK$467
HK$1,206 total
includes taxes & fees
15 Dec - 16 Dec
Uptown Studio Gem Sum
10.0 out of 10, Exceptional, (10)
"This apartment was amazing! It was spacious, quiet, comfortable, and well stocked with all the amenities. The gated parking space that goes with the apartment was a plus! We would definitely stay here again!"
United States
Sarah D.
The price is HK$991
HK$1,997 total
includes taxes & fees
8 Jan - 9 Jan 2026
Bright & Modern Apt | Steps to Lake, Train, Food
9.6 out of 10, Exceptional, (12)
"Very, very clean. Peaceful. I slept well. "
United States
Kathryn P.
The price is HK$392
HK$1,829 total
includes taxes & fees
15 Dec - 16 Dec
Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake

Apartment in Lincoln Square

Homey 1BR Space Apartment
9.8 out of 10, Exceptional, (12)
"Great location. Very walkable to restaurants and bars. Awesome park nearby. Host was easy to communicate with. "
United States
Kayla K.
The price is HK$506
HK$1,329 total
includes taxes & fees
15 Dec - 16 Dec
Homey 1BR Space Apartment
9.4 out of 10, Exceptional, (6)
"It was a great stay if you want to experience a diverse, fun, authentic Chicago neigborhood. We really enjoyed it. "
United States
Amer
The price is HK$420
HK$1,151 total
includes taxes & fees
17 Dec - 18 Dec
Sunny Studio in Heart of Ravenswood

Apartment in Lincoln Square

The Lincoln Square Hideaway
10.0 out of 10, Exceptional, (12)
"Great location. Close to the square and lots of games to play for the kids"
United States
Mishawna B.
The price is HK$1,190
HK$3,465 total
includes taxes & fees
28 Dec - 29 Dec
The Lincoln Square Hideaway
9.0 out of 10, Wonderful, (6)
"clean and comfortable "
United States
Joseph S.
The price is HK$467
HK$1,968 total
includes taxes & fees
14 Dec - 15 Dec
Cozy apartment with AC and WiFi in awesome Chicago

Apartment in Albany Park

Comfortable 2BR Chicago Apt
9.6 out of 10, Exceptional, (4)
"Perfect location for our trip. Very functional and comfortable. "
United States
Michael
The price is HK$560
HK$1,529 total
includes taxes & fees
14 Dec - 15 Dec
Comfortable 2BR Chicago Apt

Apartment in Rogers Park

Spacious 2BR Near Dining & Shops
8.4 out of 10, Very good, (7)
"Loved this sweet space tucked into a special neighborhood in the city. Space was clean & comfortable, wonderful shower & a nice respite from city life. "
United States
Ever
The price is HK$467
HK$1,400 total
includes taxes & fees
16 Dec - 17 Dec
Spacious 2BR Near Dining & Shops
9.4 out of 10, Exceptional, (51)
"Small, but perfect for an overnight stay"
United States
Meagen E.
The price is HK$545
HK$1,152 total
includes taxes & fees
15 Dec - 16 Dec
Cozy studio in Andersonville Chicago
2.0 star property
The price is HK$436
HK$2,630 total
includes taxes & fees
6 Jan - 7 Jan 2026
2BR • Newly Furnished Modern Apt • Near O'Hare

Apartment in Lincoln Square

1BR/1BA City Comfort
8.4 out of 10, Very good, (5)
"Great location, very clean. Easy check in and check out. Great communication."
United States
Thomas L.
The price is HK$490
HK$1,311 total
includes taxes & fees
1 Jan - 2 Jan 2026
1BR/1BA City Comfort

Apartment in Lincoln Square

Cozy & Furnished 2BR Unit
9.0 out of 10, Wonderful, (13)
"Our star was short but good! Clean and comfortable beds!!"
United States
Melissa E.
The price is HK$451
HK$1,382 total
includes taxes & fees
17 Dec - 18 Dec
Cozy & Furnished 2BR Unit

Apartment in Albany Park

Warm & Stylish 2BR Apt
10.0 out of 10, Exceptional, (1)
"Met my expectations. Nice comfortable unit located in a great part of Chicago. Host was very responsive."
United States
Maureen B.
The price is HK$560
HK$1,529 total
includes taxes & fees
14 Dec - 15 Dec
Warm & Stylish 2BR Apt

Apartment in Rogers Park

Sunlit Studio with City Charm
8.4 out of 10, Very good, (7)
"very nice room and clean. great one night stay!"
United States
Christian B.
The price is HK$467
HK$1,206 total
includes taxes & fees
15 Dec - 16 Dec
Sunlit Studio with City Charm

Apartment in Edgewater

Stylish and Roomy 2BR in Chicago
9.0 out of 10, Wonderful, (10)
"It was a awesome location and clean and spacious for what we needed."
United States
porschea t.
The price is HK$451
HK$1,382 total
includes taxes & fees
14 Dec - 15 Dec
Stylish and Roomy 2BR in Chicago

Apartment in Albany Park

Cozy & Inviting 2BR Apartment
10.0 out of 10, Exceptional, (1)
The price is HK$607
HK$1,565 total
includes taxes & fees
12 Jan - 13 Jan 2026
Cozy & Inviting 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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