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Far North Side Vacation Rentals

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Our top choices for Far North Side vacation rentals

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 ¥9,826
¥26,278 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Nice 1BR Spot, Unwind & Relax

Apartment in Edgewater

Relaxing Chicago Studio
10.0 out of 10, Exceptional, (43)
"Had a great stay. Great location. "
United States
Justin
The price is ¥9,383
¥24,122 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Relaxing Chicago Studio
9.6 out of 10, Exceptional, (14)
"The property was close to a venue I was attending, so that was convenient; however, the parking was inconvenient. The recommended parking was a ten minute walk. The deposit that was held was higher than a typical hotel reservation and that was on top of the fees and rules that were provided for the overnight stay. Which is fine, if the room was exceptional, which it was not. The furnishings were the most inexpensive that could be purchased and at the end of its use. Not a comfortable stay...
United States
Janet
The price is ¥8,422
¥38,315 total
includes taxes & fees
Jan 1 - Jan 2, 2026
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 ¥9,852
¥26,347 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Homey 1BR Space Apartment
9.0 out of 10, Wonderful, (19)
"Had a great stay! Perfect for our needs. Great location. It was an easy walk to the lake and lots of great restaurants nearby!"
United States
Rodney S.
The price is ¥11,822
¥42,660 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
9.4 out of 10, Exceptional, (6)
"Great neighborhood, easy check in/out. "
United States
Leah B.
The price is ¥8,914
¥23,684 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Sunny Studio in Heart of Ravenswood

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 ¥9,826
¥24,718 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Uptown Studio Gem Sum

Apartment in Edgewater

Stylish and Roomy 2BR in Chicago
9.0 out of 10, Wonderful, (12)
"It was a awesome location and clean and spacious for what we needed."
United States
porschea t.
The price is ¥10,762
¥29,714 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Stylish and Roomy 2BR in Chicago

Apartment in Lincoln Square

Cozy & Furnished 2BR Unit
9.0 out of 10, Wonderful, (14)
"Nice location "
United States
tom b.
The price is ¥10,762
¥29,714 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Cozy & Furnished 2BR Unit
9.0 out of 10, Wonderful, (6)
"clean and comfortable "
United States
Joseph S.
The price is ¥12,510
¥43,608 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Cozy apartment with AC and WiFi in awesome Chicago

Apartment in Rogers Park

Great Layout – Spacious 2BR Apt
10.0 out of 10, Exceptional, (5)
"Clean, comfortable, and would definitely stay again!"
United States
KM W.
The price is ¥10,790
¥29,792 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Great Layout – Spacious 2BR Apt
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 ¥16,045
¥47,393 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer

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 ¥11,386
¥30,444 total
includes taxes & fees
Jan 6 - Jan 7, 2026
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 ¥10,790
¥29,792 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Spacious 2BR Near Dining & Shops

Apartment in Lincoln Square

1BR/1BA City Comfort
7.4 out of 10, Good, (6)
"Great location, very clean. Easy check in and check out. Great communication."
United States
Thomas L.
The price is ¥9,852
¥26,347 total
includes taxes & fees
Jan 4 - Jan 5, 2026
1BR/1BA City Comfort

Apartment in Lincoln Square

The Lincoln Square Hideaway
10.0 out of 10, Exceptional, (15)
"Clean, good location, easy check in, very nice place, provided extras, coffee, chocolate etc."
United States
Carol H.
The price is ¥19,391
¥62,729 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Lincoln Square Hideaway

Apartment in Rogers Park

Sunlit Studio with City Charm
7.8 out of 10, Good, (8)
"very nice room and clean. great one night stay!"
United States
Christian B.
The price is ¥8,914
¥23,684 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sunlit Studio with City Charm

Apartment in Albany Park

Well-Furnished 3-Bedroom Apt
8.8 out of 10, Excellent, (3)
"Actual apartment was as good or better than the pics and description on vrbo"
United States
brad k.
The price is ¥12,790
¥34,428 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Well-Furnished 3-Bedroom Apt
8.6 out of 10, Excellent, (12)
"The was a great place to stay! Would totally recommend and stay again!! "
United States
Lindsey P.
The price is ¥10,947
¥29,975 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Elegant 2BR Apartment w/ In-Unit Laundry

Apartment in Edgewater

Deluxe 1BR Near Shops & Cafés
10.0 out of 10, Exceptional, (11)
"Excellent stay at an excellent location. I’ve found my ideal location for my visits to Chicago. Thank you!"
United States
Brittney C.
Deluxe 1BR Near Shops & Cafés
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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