Bolingbrook Holiday Rentals

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Holiday Rentals in Bolingbrook

Sentral Michigan Avenue

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (997)
"Loved my stay! Staff was amazing and the apartment had everything to make you feel like home. "
United States
Nicole
The price is AU$225
includes taxes & fees
7 Dec - 8 Dec
Sentral Michigan Avenue

Level Chicago – Old Town

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (389)
"Property was clean, centrally located with wonderful staff. Will definitely stay again."
United States
Michelle
Level Chicago – Old Town

Kasa South Loop Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (377)
"An excellent place to stay in Chicago downtown."
United States
ABDULHAFEEZ
Kasa South Loop Chicago

The Neighborhood Hotel-Little Italy

4.0 star property
Near West Side
9.6 out of 10, Exceptional, (221)
"Staff was courteous. Great location."
United States
Pamela
The Neighborhood Hotel-Little Italy

Kasa River North Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (180)
"Awesome stay "
United States
Sally
Kasa River North Chicago

Clean & Equipped 1BR Apt

Lakeview
9.2 out of 10, Wonderful, (36)
"Perfect for our needs, clean, convenient and great value. "
United States
Lisa B.
The price is AU$246
includes taxes & fees
30 Nov - 1 Dec
Clean & Equipped 1BR Apt

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

3.0 star property
Harvey
3.8 out of 10, (67)
"Good "
United States
Abel
The price is AU$125
includes taxes & fees
30 Nov - 1 Dec
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

NEW LUXURY PENTHOUSE CONDO

West Town
10.0 out of 10, Exceptional, (200)
"Great house with a great rooftop. "
United States
Francisco
NEW LUXURY PENTHOUSE CONDO

Lakeview 2BR Apartment

Lakeview
9.2 out of 10, Wonderful, (27)
"The apartment was as described and the customer service was amazing! "
United States
Michael M.
The price is AU$278
includes taxes & fees
8 Dec - 9 Dec
Lakeview 2BR Apartment

3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

Near West Side
10.0 out of 10, Exceptional, (269)
"Beautiful property fully loaded with amenities."
United States
Allie P.
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

Stylish 1BR in West Loop

Downtown Chicago
10.0 out of 10, Exceptional, (10)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
United States
Jacob D.
The price is AU$278
includes taxes & fees
8 Dec - 9 Dec
Stylish 1BR in West Loop

Stylish Apartment near Chicago Downtown

2.0 star property
Bridgeport
The price is AU$593
includes taxes & fees
2 Dec - 3 Dec
Stylish Apartment near Chicago Downtown

Twice as Nice: Chic 2BR Stay with Style & Space

Downtown Chicago
9.6 out of 10, Exceptional, (14)
"Host was easy to communicate with and very thoughtful. We were in town for a concert and they gifted us with ear protection for us all. Location was great too "
United States
Tiffany N.
The price is AU$283
includes taxes & fees
7 Dec - 8 Dec
Twice as Nice: Chic 2BR Stay with Style & Space

Modern West Loop Gem-City Views & Prime Location 6

2.0 star property
Downtown Chicago
Modern West Loop Gem-City Views & Prime Location 6

Art Villa

5.0 star property
West Town
10.0 out of 10, Exceptional, (2)
" "
United States
tomonobu
Art Villa

Charming 2BR in Vibrant Lakeview

Lakeview
9.0 out of 10, Wonderful, (30)
"Great stay. Place was spic and span on arrival and host very easy to communicate with. "
United States
Lukas H O.
The price is AU$281
includes taxes & fees
1 Dec - 2 Dec
Charming 2BR in Vibrant Lakeview

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

Near North Side
9.4 out of 10, Exceptional, (105)
"Awesome space for our large group! Location couldn’t have been better - on a very nice street with tons of bars and restaurants near by."
United States
Elias P.
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

Experience Chicago living near United Center

Austin
9.2 out of 10, Wonderful, (28)
"We were in town with our rowing team for a regatta, and this was a perfect spot to stay! Amenities were perfect for our needs, the living room is super spacious for some morning yoga, and the owners were responsive to any questions we had. Will definitely be saving this location for our trip here next year?"
United States
McKenzie J.
Experience Chicago living near United Center

Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field

Lakeview
10.0 out of 10, Exceptional, (111)
"This was a great house, location, host....made our weekend easy and enjoyable!!"
United States
Cindy K.
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field

Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Blue Island
7.6 out of 10, Good, (4)
"Only issue was the water pressure in the bathroom was very very low. "
United States
Derrick M.
The price is AU$535
includes taxes & fees
1 Dec - 2 Dec
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
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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Find out more about Bolingbrook

Everything you need to know about Bolingbrook holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bolingbrook holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bolingbrook holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Bolingbrook holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bolingbrook. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bolingbrook holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bolingbrook holiday rentals we have selected for you start as low as AU$125 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Bolingbrook rentals

At Expedia, we put the best Bolingbrook holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Bolingbrook rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bolingbrook holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bolingbrook. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

What are some of the best holiday rentals that Bolingbrook has to offer?

NEW to the market! Relax with family in a super Lux Custom SFH. West town.: This holiday home rental outside of Bolingbrook offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

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.