Holiday Homes in Northwest Chicago

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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Featured Holiday Homes in Northwest Chicago and around

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 €186
includes taxes & fees
30 Nov - 1 Dec
Riverfront rental
Fridge, microwave, oven, stovetop
Chicago&O’Hare! King Bed+WiFi+Deck&Fence. New Bathroom

Holiday Home in Schaumburg

9.8 out of 10, Exceptional, (31)
"What a wonderful property! Roomy, clean, nicely decorated, and in a quiet and pleasant neighborhood. The back yard was awesome, large and fenced in but also lined with mature trees which provide privacy. The host was quickly responsive when messaged with questions."
United States
Jennifer S.
Chicago&O’Hare! King Bed+WiFi+Deck&Fence. New Bathroom
Paper towels, dining tables
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

Holiday Home in streamwood

10.0 out of 10, Exceptional, (2)
"Was nice would recommend staying with you folks"
United States
Richard W.
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
Fridge, microwave, oven, stovetop
4BR Near Woodfield Mall & Metra | LCP Collection

Holiday Home in Schaumburg

8.4 out of 10, Very good, (5)
"Had a wonderful relaxing & enjoyable stay; would definitely book again!"
United States
Chenae J.
The price is €481
includes taxes & fees
9 Dec - 10 Dec
4BR Near Woodfield Mall & Metra | LCP Collection
Smart TV, books
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups

Holiday Home in Schaumburg

2.0 star property
10.0 out of 10, Exceptional, (2)
"Super comfy for families and the nicest host. "
United States
Anonymous traveller
The price is €440
includes taxes & fees
1 Dec - 2 Dec
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
2 bedrooms, iron/ironing board, WiFi, bed sheets
Basement Suite, Separate-entrance in Prime Location

Holiday Home in Schaumburg

6.8 out of 10, (6)
"The property was clean and what we needed for our trip. I would suggest adding some hand towels in the bathroom and dish towels or paper towels in the kitchen since it does provide an opportunity to cook. One bed was a little high for the vertically challenged! "
United States
Amy W.
Basement Suite, Separate-entrance in Prime Location
Exterior
A quiet stay while you are away

Holiday Home in Oak Park

9.8 out of 10, Exceptional, (32)
"great stay"
United States
matt R.
The price is €188
includes taxes & fees
17 Dec - 18 Dec
A quiet stay while you are away
Dining
Quaint Bungalow, near Great Lakes Naval Base

Holiday Home in Mundelein

9.8 out of 10, Exceptional, (66)
"Great place and great price. Lots of restaurants around. Minutes from the highway for city access."
United States
Joseph B.
The price is €292
includes taxes & fees
24 Nov - 25 Nov
Quaint Bungalow, near Great Lakes Naval Base
Exterior
This is a VACATION spot with a million dollar view!

Holiday Home in fox lake

9.8 out of 10, Exceptional, (19)
"So easy to get to, right in the water. Has a dock for your boat. Sonja is very welcoming. "
United States
Kristina H.
The price is €227
includes taxes & fees
1 Dec - 2 Dec
This is a VACATION spot with a million dollar view!
Outdoor dining
Hot Tub Retreats

Holiday Home in Lake Villa

2.0 star property
The price is €211
includes taxes & fees
3 Dec - 4 Dec
Hot Tub Retreats
Exterior detail
Master qtr close to nature & easy urban facilities

Holiday Home in Riverwoods

9.8 out of 10, Exceptional, (73)
"Perfect secluded neighborhood. Very quiet which is what we needed to just get away from everything. Shopping and restaurants are all within 10 minutes. Owner always answered my questions right away. Would stay there again for a little retreat."
United States
Timothy
The price is €173
includes taxes & fees
3 Dec - 4 Dec
Master qtr close to nature & easy urban facilities
House
King bed Crystal Lake Mchenry Cary Cozy

Holiday Home in Cary

2.0 star property
King bed Crystal Lake Mchenry Cary Cozy
Microwave, oven, stovetop, dishwasher
Value Stay: Home - 2 Bedrooms

Holiday Home in Waukegan

2.0 star property
10.0 out of 10, Exceptional, (2)
"The host was so amazing! Made many accommodations to make my stay very enjoyable! The host was very responsive and available. I would recommend this home on Vrbo to anyone having to go to Great Lakes Illinois. I was able to attend my son’s Navy graduation which wasn’t far from this location. Great stay! "
United States
You Tha Truth B.
The price is €216
includes taxes & fees
9 Dec - 10 Dec
Value Stay: Home - 2 Bedrooms
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 €227
includes taxes & fees
23 Nov - 24 Nov
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking
Exterior
Coziest estate home 20 minutes to downtown

Holiday Home in Willow Springs

8.8 out of 10, Excellent, (14)
"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 €352
includes taxes & fees
23 Nov - 24 Nov
Coziest estate home 20 minutes to downtown
Exterior
The Tailor House

Holiday Home in Woodstock

9.8 out of 10, Exceptional, (48)
"I really enjoyed the place "
United States
Ahmed A.
The price is €262
includes taxes & fees
3 Dec - 4 Dec
The Tailor House
Fitness facility
Theater • Game Room • Gym • Firepit • 4BR Home

Holiday Home in Belmont Cragin

2.0 star property
The price is €488
includes taxes & fees
2 Dec - 3 Dec
Theater • Game Room • Gym • Firepit • 4BR Home
Exterior detail
Vintage Urban Retreat

Holiday Home in Oak Park

10.0 out of 10, Exceptional, (11)
"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 €415
includes taxes & fees
2 Dec - 3 Dec
Vintage Urban Retreat
TV, books
Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi

Holiday Home in Aurora

9.6 out of 10, Exceptional, (10)
"Excellent just what we needed for our group."
United States
Christopher B.
The price is €170
includes taxes & fees
20 Dec - 21 Dec
Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi
Games room
Game Room • Fire-pit • Playground • Gym • Billiard

Holiday Home in Belmont Cragin

2.0 star property
Game Room • Fire-pit • Playground • Gym • Billiard
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 Northwest Chicago Hotel Reviews

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Clean and comfortable room, good eats and nice employees "
Eugene L 1-night trip
Posted 1 day ago
Hyatt Regency O'Hare Chicago

Find out more about Northwest Chicago

Northwest Chicago Holiday Homes information

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