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Holiday Homes in Far North Side

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Featured Holiday Homes in Far North Side

Fridge, microwave, oven, stovetop
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

Holiday Home in Worth

9.6 out of 10, Exceptional, (54)
"Perfect place for an 8 person golf trip! "
United States
Griffin P.
The price is AU$485
includes taxes & fees
9 Dec - 10 Dec
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Exterior detail
Master qtr close to nature & easy urban facilities

Holiday Home in Riverwoods

9.8 out of 10, Exceptional, (73)
"It was a great respite."
United States
VIncent L.
The price is AU$281
includes taxes & fees
15 Dec - 16 Dec
Master qtr close to nature & easy urban facilities
Smart TV
Getaway Near ORD With Great Local Amenities

Holiday Home in Des Plaines

9.0 out of 10, Wonderful, (4)
"Very nice and clean place to stay at. Great communication from property manager. I would absolutely stay here again!"
United States
Stephanie G.
The price is AU$424
includes taxes & fees
9 Dec - 10 Dec
Getaway Near ORD With Great Local Amenities
Terrace/patio
Riverfront rental

Holiday Home in South Elgin

9.8 out of 10, Exceptional, (34)
"Luci was an excellent host and our stay was great!"
United States
Michelle C.
The price is AU$314
includes taxes & fees
9 Dec - 10 Dec
Riverfront rental
Fitness facility
Theater • Game Room • Gym • Firepit • 4BR Home

Holiday Home in Belmont Cragin

2.0 star property
The price is AU$829
includes taxes & fees
5 Jan - 6 Jan 2026
Theater • Game Room • Gym • Firepit • 4BR Home
Exterior detail
Vintage Urban Retreat

Holiday Home in Oak Park

10.0 out of 10, Exceptional, (13)
"This location was very convenient, and in close proximity to both downtown Oak Park, and the greater Chicago area."
United States
Thomas P.
The price is AU$777
includes taxes & fees
11 Dec - 12 Dec
Vintage Urban Retreat
Exterior
Coziest estate home 20 minutes to downtown

Holiday Home in Willow Springs

8.8 out of 10, Excellent, (15)
"We liked the home, it had everything we needed. We loved having the pool table to play on, that was a hit! The backyard was clean and large, with lots of room! We had the privacy that we needed!"
United States
Gabriela N.
The price is AU$606
includes taxes & fees
9 Dec - 10 Dec
Coziest estate home 20 minutes to downtown
Private kitchen
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking

Holiday Home in La Grange Highlands

10.0 out of 10, Exceptional, (2)
"Good communication from beginning to the end. Will definitely stay at this property again on my next Chicago vacation."
United States
Arnie B.
The price is AU$392
includes taxes & fees
11 Dec - 12 Dec
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking
Private kitchen
Cozy Home in Suburbs near Chicago - pet friendly

Holiday Home in Bridgeview

2.0 star property
The price is AU$490
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Home in Suburbs near Chicago - pet friendly
Outdoor dining
✽ Charming Cottage ✽ close to College/Town/Station

Holiday Home in Wheaton

10.0 out of 10, Exceptional, (54)
"Great place for a family visit to Wheaton! Thanks!"
United States
Lisa
The price is AU$469
includes taxes & fees
10 Dec - 11 Dec
✽ Charming Cottage ✽ close to College/Town/Station
Outdoor dining
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

Holiday Home in Lisle

9.6 out of 10, Exceptional, (19)
"Convenient location to family that lives in the area"
United States
Andrea G.
The price is AU$369
includes taxes & fees
9 Dec - 10 Dec
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Holiday Home in Maywood

8.0 out of 10, Very good, (19)
"Very nice place "
United States
Elliot H.
The price is AU$369
includes taxes & fees
9 Dec - 10 Dec
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Private kitchen
LUXE 3 BR, 2 BA + Hot Tub

Holiday Home in Elmhurst

8.8 out of 10, Excellent, (38)
"A really nice house, clean and well kept. Neighborhood is older but nice and quiet. Close to highway and lots of restaurants. The owner was very responsive and great to work with. I plan on using this VRBO again in future. Backyard was fenced in and I might bring my pets next time. "
United States
Scott C.
The price is AU$533
includes taxes & fees
12 Dec - 13 Dec
LUXE 3 BR, 2 BA + Hot Tub
Smart TV
Enamored in Elmhurst

Holiday Home in Elmhurst

2.0 star property
10.0 out of 10, Exceptional, (13)
"Great stay"
United States
Aaron B.
The price is AU$751
includes taxes & fees
11 Dec - 12 Dec
Enamored in Elmhurst
Fridge, microwave, oven, stovetop
Cozy Home by O'Hare + EV Plug

Holiday Home in Des Plaines

9.0 out of 10, Wonderful, (4)
"Charming property in a quiet neighborhood. Host were exceptionally accommodating and replied promptly with questions. Would happily stay in this home again."
United States
Michael H.
The price is AU$432
includes taxes & fees
15 Dec - 16 Dec
Cozy Home by O'Hare + EV Plug
Terrace/patio
Modern Victorian Vibes ❤️ | Character & Charm

Holiday Home in Oak Park

10.0 out of 10, Exceptional, (26)
"Great location and walkable to restaurants. "
United States
Laura B.
The price is AU$768
includes taxes & fees
11 Dec - 12 Dec
Modern Victorian Vibes ❤️ | Character & Charm
Fridge, microwave, oven, stovetop
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS

Holiday Home in Skokie

10.0 out of 10, Exceptional, (34)
"Great place to congregate with family and a pet. Lots of room to gather."
United States
Leone W.
The price is AU$1,068
includes taxes & fees
5 Jan - 6 Jan 2026
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Fridge, microwave, oven, stovetop
Wonderful in Wood Dale, right by O’Hare airport!

Holiday Home in Wood Dale

10.0 out of 10, Exceptional, (17)
"Great property and great host!"
United States
Darin H.
The price is AU$599
includes taxes & fees
9 Dec - 10 Dec
Wonderful in Wood Dale, right by O’Hare airport!
TV
Modern 4BR Retreat Near MDW | LCP Collection

Holiday Home in Burbank

9.4 out of 10, Exceptional, (6)
"Check in was easy and house was in safe neighborhood. It was a quick stay really a place to sleep for a few hours on our way through. "
United States
Stephanie S.
The price is AU$706
includes taxes & fees
17 Dec - 18 Dec
Modern 4BR Retreat Near MDW | LCP Collection
Fridge, microwave, oven, stovetop
Two Kings Chicago A unique royal environment, kingly comfort!

Holiday Home in Villa Park

10.0 out of 10, Exceptional, (1)
"Art & Milda were fantastic hosts! Very responsive to all inquiries and requests. The home was beautiful. Very comfy beds and recliners! So many perks you never knew you wanted. Will definitely stay again. Thank you Art & Milda!"
United States
Lisa V.
The price is AU$637
includes taxes & fees
10 Dec - 11 Dec
Two Kings Chicago A unique royal environment, kingly comfort!
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

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"I always love staying at this place when I visit"
William 1-night trip
Posted 5 hours ago
Hyatt Regency Chicago

Find out more about Far North Side

Far North Side Holiday Homes information

Number of reviews
414
Accommodation
348 Holiday Homes
Lowest Price
AU$281
Highest Price
AU$1,068

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