Holiday Homes in Northwest Chicago

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Northwest Chicago and around

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Microwave, oven, stovetop, dishwasher

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

6.0 out of 10, (3)
"Very nice place "
The price is €205
includes taxes & fees
11 Aug - 12 Aug
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar
Property grounds

North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar

10.0 out of 10, Exceptional, (1)
"Very nice and newly remodeled property. Would definitely recommend. Property owner was pleasant and attended to maintenance issues promptly. Pool table and air hockey tables were fun to play on. There is even a sauna on the property but we did not use it. Great location for being near the Naval base."
North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Interior

Riverfront Libertyville Retreat w/ Outdoor Kitchen

8.6 out of 10, Excellent, (30)
"Amazing property!! Great location communication with owners throughout our stay. This made our stay with our sailor perfect."
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Charming 4 Bedroom home in the heart of Elgin
Fridge, microwave, oven, stovetop

Charming 4 Bedroom home in the heart of Elgin

9.6 out of 10, Exceptional, (35)
"Perfect for traveling as a family. Would definitely visit again "
Charming 4 Bedroom home in the heart of Elgin
Great 3 bedroom rental unit near Logan Square
Fridge, microwave, oven, stovetop

Great 3 bedroom rental unit near Logan Square

9.6 out of 10, Exceptional, (51)
"This is a really cute property close to a lot of neighborhood restaurants and bars. The host is really nice and even moved his car for us so we could have his spot when we arrived. We would definitely stay here again. "
Great 3 bedroom rental unit near Logan Square
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi
Fridge, microwave, oven, stovetop

Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi

8.0 out of 10, Very good, (3)
"Only complaint was the fact that the yard was not cut and the grass needed to maintained"
The price is €400
includes taxes & fees
8 Sept - 9 Sept
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi
Vintage Urban Retreat
Exterior detail

Vintage Urban Retreat

10.0 out of 10, Exceptional, (8)
"Great house,great location,close to a lot of attractions and bars. Owners was egged to help and responded quickly to all our questions "
The price is €477
includes taxes & fees
12 Aug - 13 Aug
Vintage Urban Retreat
Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater
8 bedrooms, desk, iron/ironing board, travel cot

Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

The price is €822
includes taxes & fees
12 Aug - 13 Aug
Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater
Charming 3-bedroom house in Grayslake
Fridge, microwave, oven, stovetop

Charming 3-bedroom house in Grayslake

9.8 out of 10, Exceptional, (13)
"The house, yard and location were all perfect. "
The price is €331
includes taxes & fees
11 Aug - 12 Aug
Charming 3-bedroom house in Grayslake
Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi
TV, books

Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi

10.0 out of 10, Exceptional, (3)
"Visiting Chicago and this was a nice stay. Very quiet neighborhood. Very charming and very enjoyable."
Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi
Cozy 3-bedroom house in family-oriented Melrose Park.
Property grounds

Cozy 3-bedroom house in family-oriented Melrose Park.

10.0 out of 10, Exceptional, (20)
"Comfortable beds and room for everyone. Nice quiet neighborhood and a great home away from home. Would stay there again. Host was very easy to work with and responded quickly to questions. "
Cozy 3-bedroom house in family-oriented Melrose Park.
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Smart TV, music library, video library, stereo

Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

9.0 out of 10, Wonderful, (32)
"Had fun"
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Clarendon Hills Top Floor
Fridge, microwave, oven, stovetop

Clarendon Hills Top Floor

7.2 out of 10, Good, (7)
"The house was nice, in a quiet area. The bedrooms were great. It was a little nerve wracking when the lower unit was rented, as we didn't want to disturb them. "
Clarendon Hills Top Floor
Cheerful 3 bedroom. Feels like home.
Fridge, microwave, oven, stovetop

Cheerful 3 bedroom. Feels like home.

3.5 star property
10.0 out of 10, Exceptional, (9)
"It’s a beautiful home, it had everything we needed. It was nice and comfortable!!! Me and my family enjoyed our stay!!!"
Cheerful 3 bedroom. Feels like home.
Roxan Corner
Fridge, microwave, oven, stovetop

Roxan Corner

8.6 out of 10, Excellent, (37)
"Close to our family and friends. "
Roxan Corner
Urban Farmhouse near O’Hare Airport
Exterior

Urban Farmhouse near O’Hare Airport

9.4 out of 10, Exceptional, (45)
"We enjoyed this old house! It was clean & furnished well. Owner very accessible & easy to work with. Would definitely stay here again!"
Urban Farmhouse near O’Hare Airport
Family frndly TwnHm by navy base
Fridge, microwave, oven, stovetop

Family frndly TwnHm by navy base

2.0 star property
9.6 out of 10, Exceptional, (17)
"Great little place to stay near the base. "
Family frndly TwnHm by navy base
Adorable 2-bedroom home near downtown Grayslake!
Exterior

Adorable 2-bedroom home near downtown Grayslake!

10.0 out of 10, Exceptional, (33)
"Great location, close enough to shop, eat and visit family."
Adorable 2-bedroom home near downtown Grayslake!
Home Sweet Home Spacious 4bed house with WiFi & Parking in fantastic Skokie
Fridge, microwave, oven, stovetop

Home Sweet Home Spacious 4bed house with WiFi & Parking in fantastic Skokie

8.0 out of 10, Very good, (4)
"The house was in a nice neighborhood and was very roomy and comfortable. Will be back."
Home Sweet Home Spacious 4bed house with WiFi & Parking in fantastic Skokie
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
A heated pool

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

9.4 out of 10, Exceptional, (38)
"The house was very clean and spacious. A lot of activities to do "
The price is €1,338
includes taxes & fees
18 Aug - 19 Aug
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
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
"Everything was awesome except the airplanes flying over the hotel, kept waking me up…I will bring earplugs next time :)"
Violet 1-night trip
Posted 2 days ago
Hyatt Regency O'Hare Chicago