Search Holiday Rentals in Bolingbrook

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Bolingbrook holiday rentals

Front of property – evening/night
Level Chicago – Old Town

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (402)
"Great location, clean room and friendly staff!"
United States
Scott
Level Chicago – Old Town
Indoor pool
Sentral Michigan Avenue

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1014)
"This place made a great landing spot for a holiday weekend w family. Clean, great location, loved the holiday decorations and indoor pool / outside hot tub. Will stay again! "
United States
Deidre
The price is 3.109.117 ₫
4.422.072 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Sentral Michigan Avenue
Business centre
Kasa River North Chicago

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (182)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Design Apartment, Private Bathroom (The Oak Park Loft) | View from property
The Oak Park Loft

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is 5.115.636 ₫
8.778.421 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Oak Park Loft
Studio | Exterior
River West, Second Floor Chicago by 747 Lofts

River West, Second Floor Chicago by 747 Lofts

River West, Second Floor Chicago by 747 Lofts
2.0 star property
West Town
9.6 out of 10, Exceptional, (4)
"I need to somewhere to stay for a night in Chicago and found this place. It had a varying level of reviews but found the property more the suitable for what I paid. Easy to follow instructions to get in, clean, and convienent. They even provide ear plugs to drown out the sounds of the city."
United States
Anonymous traveller
The price is 1.532.586 ₫
5.718.250 ₫ total
includes taxes & fees
23 Dec - 24 Dec
River West, Second Floor Chicago by 747 Lofts
House (3 Bedrooms) | Interior
Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
Forest Park
The price is 4.157.770 ₫
10.854.674 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Classic Forest Park Foursquare < 1 Mi to Blue Line
Comfort Double Room | Desk, laptop workspace, blackout curtains, free WiFi
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Comfort Inn Chicago Southland I-80 & I-294 Near Casino
3.0 star property
Harvey
4.0 out of 10, (68)
"Good "
United States
Abel
The price is 2.002.440 ₫
2.262.356 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Family House, 4 Bedrooms | Terrace/patio
Modern 4 Bedroom Private Vacation Home

Modern 4 Bedroom Private Vacation Home

Modern 4 Bedroom Private Vacation Home
2.5 star property
Shorewood
The price is 13.025.925 ₫
16.423.218 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Modern 4 Bedroom Private Vacation Home
Exclusive Room, Private Bathroom, Garden View (2nd Floor) | Exterior
Historic Oak Park Residence

Historic Oak Park Residence

Historic Oak Park Residence
2.0 star property
Oak Park
9.6 out of 10, Exceptional, (12)
"Absolutely awesome "
United States
Erik
The price is 5.762.985 ₫
9.519.714 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Historic Oak Park Residence
Studio | Exterior
Cabin 105 by 747 Lofts

Cabin 105 by 747 Lofts

Cabin 105 by 747 Lofts
2.0 star property
West Town
10.0 out of 10, Exceptional, (1)
The price is 1.559.164 ₫
3.527.526 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Cabin 105 by 747 Lofts
Studio | Exterior
Chicago Third Floor Studio by 747 Lofts

Chicago Third Floor Studio by 747 Lofts

Chicago Third Floor Studio by 747 Lofts
2.0 star property
West Town
9.8 out of 10, Exceptional, (6)
"Cute little studio that was clean. There was a nice size kitchen and was close to our activities in the West loop of Chicago. There was also assistance with parking located in the lofts."
United States
Jennifer
The price is 1.559.164 ₫
5.753.775 ₫ total
includes taxes & fees
21 Jan - 22 Jan 2026
Chicago Third Floor Studio by 747 Lofts
Studio | Private kitchen | Fridge, oven, coffee/tea maker, toaster
Chicago Second Floor Studio by 747 Lofts

Chicago Second Floor Studio by 747 Lofts

Chicago Second Floor Studio by 747 Lofts
2.0 star property
West Town
8.8 out of 10, Excellent, (13)
"Great location, convenient to downtown and blue line to airport. Everything necessary in unit, comfortable temperature and full kitchen with unique grocery store nearby."
United States
Barbara
The price is 1.718.896 ₫
3.740.677 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Chicago Second Floor Studio by 747 Lofts
House (3 Bedrooms) | Interior
Fire Pit & Grill: Family Home on Fox River Trail!

Fire Pit & Grill: Family Home on Fox River Trail!

Fire Pit & Grill: Family Home on Fox River Trail!
3.0 star property
St. Charles
The price is 4.815.645 ₫
14.227.205 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Fire Pit & Grill: Family Home on Fox River Trail!
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 Bolingbrook Hotel Reviews

Hyatt Place Chicago/River North

Hyatt Place Chicago/River North

10/10 Excellent
"Really enjoy the location and the breakfast was the best! "
Kimberly 1-night trip
Posted 1 day ago
Hyatt Place Chicago/River North

Frequently asked questions

Can I find a holiday rental in Bolingbrook?

Yes, there are holiday rentals in Bolingbrook close to Rocket Ice Arena, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Bolingbrook. Make sure you have time to check out the hockey games and lake views during your trip.

How many holiday rentals will I find in Bolingbrook?

Expedia has 10 holiday rentals for your stay in Bolingbrook.

What’s there to see and do in Bolingbrook?

Family-friendly attractions include Rocket Ice Arena, whereas Hidden Lakes Park is a spot to enjoy the outdoors. Promenade Bolingbrook and Bolingbrook Golf Club are other places to visit while you're in town.

What’s a holiday rental in Bolingbrook like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bolingbrook. Holiday rentals feature extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for families.