A busy indoor space with a high, curved ceiling and a large circular light fixture.

Far North Side Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Far North Side holiday rentals

A modern bedroom with a bed, a sofa, and a hanging plant.

1. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (101 reviews)
"Great location and amazing space! Perfect for visiting the city to apartment search for an upcoming move."
United States
Audrey A.
The price is HK$494
HK$1,094 total
includes taxes & fees
26 Oct - 27 Oct
Cozy studio in Andersonville Chicago
A rooftop terrace with a brick wall, large windows, and a metal railing.

2. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (59 reviews)
"Clean, efficient, and conveniently located to plenty of transportation and culture."
United States
Michael S.
The price is HK$1,026
HK$2,729 total
includes taxes & fees
12 Oct - 13 Oct
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
A rooftop terrace with a brick wall, large windows, and a metal railing.

3. Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Uptown
9.2 out of 10, Wonderful, (29 reviews)
"Was a great and clean place to stay.. "
United States
Ashly B.
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
A kitchen with a white refrigerator, a stove, a sink, wooden cabinets, and a window with blinds.

4. Cozy 1BR in Walkable Area

Cozy 1BR in Walkable Area
Lincoln Square
10.0 out of 10, Exceptional, (1 review)
"Exactly as described. Classic Chicago walkup in a quiet building and neighborhood!"
United States
Craig R.
The price is HK$753
HK$1,664 total
includes taxes & fees
26 Oct - 27 Oct
Cozy 1BR in Walkable Area
A hotel room with a bed, a desk, a chair, a radiator, a ceiling fan, and a window with curtains.

5. Sunny Studio in Heart of Ravenswood

Sunny Studio in Heart of Ravenswood
Uptown
The price is HK$541
HK$1,720 total
includes taxes & fees
26 Oct - 27 Oct
Sunny Studio in Heart of Ravenswood
Living area

6. Deluxe 1BR Near Shops & Cafés

Deluxe 1BR Near Shops & Cafés
Edgewater
The price is HK$683
HK$2,032 total
includes taxes & fees
21 Oct - 22 Oct
Deluxe 1BR Near Shops & Cafés
A compact kitchen with a gas stove, microwave, and a coffee maker on a small table.

7. Sunlit Studio with City Charm

Sunlit Studio with City Charm
Rogers Park
The price is HK$510
HK$1,703 total
includes taxes & fees
27 Oct - 28 Oct
Sunlit Studio with City Charm
A compact kitchen with wooden cabinets, a stainless steel refrigerator, a wooden dining table with a black chair, and a wall-mounted round mirror.

8. 1BR Pad with Homey Feel

1BR Pad with Homey Feel
Lincoln Square
The price is HK$753
HK$2,095 total
includes taxes & fees
26 Oct - 27 Oct
1BR Pad with Homey Feel
A modern living room with a dark grey sofa, a white coffee table, and a floor lamp. A kitchen with dark wooden cabinets, stainless steel appliances, and a white countertop is visible in the background.

9. Delightful 1BR Apt in Ravenswood

Delightful 1BR Apt in Ravenswood
Uptown
The price is HK$785
HK$2,171 total
includes taxes & fees
7 Oct - 8 Oct
Delightful 1BR Apt in Ravenswood
A modern kitchen with white cabinetry, a central island, and a microwave above the stove.

10. Luxury King Bed • Remodeled Safe Chicago Condo

Luxury King Bed • Remodeled Safe Chicago Condo
O'Hare
10.0 out of 10, Exceptional, (1 review)
"great place and location!"
United States
Lauren
Luxury King Bed • Remodeled Safe Chicago Condo
Room

11. 1BR Serene and Cozy Chicago Apt!

1BR Serene and Cozy Chicago Apt!
Albany Park
8.0 out of 10, Very good, (1 review)
"The room and apartment were clean"
United States
Maximilian W.
The price is HK$667
HK$1,544 total
includes taxes & fees
29 Oct - 30 Oct
1BR Serene and Cozy Chicago Apt!
A modern living room with a sectional sofa, a round coffee table, and a floor lamp.

12. 2BR • Newly Furnished Modern Apt • Near O'Hare

2BR • Newly Furnished Modern Apt • Near O'Hare
O'Hare
The price is HK$587
HK$3,013 total
includes taxes & fees
14 Oct - 15 Oct
2BR • Newly Furnished Modern Apt • Near O'Hare
A hotel room with a large bed, two bedside tables with lamps, a painting on the wall, and a textured blanket.

13. Bright & Cozy Chicago 1BR | Near Dining & Transit

Bright & Cozy Chicago 1BR | Near Dining & Transit
West Ridge
The price is HK$777
HK$2,161 total
includes taxes & fees
7 Oct - 8 Oct
Bright & Cozy Chicago 1BR | Near Dining & Transit
A round white table with two brown leather chairs, a glass vase with a plant, and a piece of abstract art on the wall.

14. Nice 1BR Spot, Unwind & Relax

Nice 1BR Spot, Unwind & Relax
Lincoln Square
The price is HK$565
HK$1,875 total
includes taxes & fees
3 Nov - 4 Nov
Nice 1BR Spot, Unwind & Relax
A bedroom with a bed, a radiator, a window with curtains, a ceiling fan, and a wall-mounted artwork.

15. Homey 1BR Space Apartment

Homey 1BR Space Apartment
Lincoln Square
The price is HK$769
HK$2,143 total
includes taxes & fees
26 Oct - 27 Oct
Homey 1BR Space Apartment
A modern living room with a sofa, a coffee table, a TV, and a dining area with chairs and a table.

16. Sleep In, Step Out | 1BR Cozy Apt Near Food, Shops

Sleep In, Step Out | 1BR Cozy Apt Near Food, Shops
North Park
The price is HK$848
HK$1,794 total
includes taxes & fees
12 Oct - 13 Oct
Sleep In, Step Out | 1BR Cozy Apt Near Food, Shops
A dining area with a wooden table and chairs, a bowl of fruit, and hanging plants on the wall.

17. Warm & Stylish 2BR Apt

Warm & Stylish 2BR Apt
Albany Park
The price is HK$1,114
HK$2,292 total
includes taxes & fees
12 Oct - 13 Oct
Warm & Stylish 2BR Apt
A wooden board with cheese, strawberries, and olives on a table. A bottle of wine and a glass are also on the table.

18. Modern Condo • Safe Chicago Stay Near O’Hare

Modern Condo • Safe Chicago Stay Near O’Hare
O'Hare
8.0 out of 10, Very good, (3 reviews)
"This VRBO was in great condition. Communication was excellent throughout our stay. Thanks"
United States
David P.
Modern Condo • Safe Chicago Stay Near O’Hare
Room

19. Modern City Vibes | 1BR Stay

Modern City Vibes | 1BR Stay
Rogers Park
The price is HK$808
HK$2,198 total
includes taxes & fees
26 Oct - 27 Oct
Modern City Vibes | 1BR Stay
A kitchen with a microwave, stove, and oven, equipped with various utensils and appliances.

20. Cozy & Furnished 2BR Unit

Cozy & Furnished 2BR Unit
Lincoln Square
The price is HK$1,169
HK$2,327 total
includes taxes & fees
19 Oct - 20 Oct
Cozy & Furnished 2BR Unit
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 North Side Hotel Reviews

River Hotel

River Hotel

10/10 Excellent
"Wonderful experience. So close to the river walk and activities. Staff was so helpful and attentive and property was clean and comfy! Highly recommend!"
Susan 4-night trip
Posted 5 hours ago
River Hotel

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