Bolingbrook Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Bolingbrook

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Downers Grove
9.6 out of 10, Exceptional, (30)
"Nice downstairs apartment in a great neighborhood. We enjoyed our stay! Thank you Denise!"
United States
Sylvia U.
The price is AU$163
includes taxes & fees
10 Dec - 11 Dec
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Townhome with Game Zone, Big Beds, & Smart TVs

Westmont
The price is AU$667
includes taxes & fees
1 Dec - 2 Dec
Townhome with Game Zone, Big Beds, & Smart TVs

Great Location! Beautiful Home Near Downtown Westmont

Westmont
9.8 out of 10, Exceptional, (11)
"Great property. Great host. Would stay again."
United States
Aliasger S.
The price is AU$511
includes taxes & fees
19 Dec - 20 Dec
Great Location! Beautiful Home Near Downtown Westmont

Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts

Lombard
9.2 out of 10, Wonderful, (22)
"We stayed from just before Thanksgiving to just after Christmas. The location was perfect for us - it was almost an exact central point in relation to our families scattered around the suburbs."
United States
Michael F.
The price is AU$561
includes taxes & fees
9 Dec - 10 Dec
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts

4BR Corporate Suite Central and Modern

2.0 star property
Near North Side
10.0 out of 10, Exceptional, (8)
"We loved at our stay at this property. It was one of the best stays we have had on vacation."
United States
Javeria
The price is AU$2,024
includes taxes & fees
30 Nov - 1 Dec
4BR Corporate Suite Central and Modern

Less is more! Pet friendly Tiny Home near Chicago!

Burr Ridge
10.0 out of 10, Exceptional, (33)
"Nice stay. Dog friendly. Great location. Helpful and communicative owners. Well laid out tiny home. "
United States
Laura P.
The price is AU$283
includes taxes & fees
2 Dec - 3 Dec
Less is more! Pet friendly Tiny Home near Chicago!

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

West Loop Living – Bright 1BR

Downtown Chicago
10.0 out of 10, Exceptional, (2)
"Pretty cool place to stay for a short trip ! Everything was close to where we were which made traveling a lot easier. Apartment is a pretty decent size I would recommend just 2-3 people. You can easily contact the host about anything and they’ll respond within a timely manner. The only down side of this place was the shower cleanliness itself. Overall, cool place not bad at all definitely a quick trip kind of thing!"
United States
Majanique M.
The price is AU$246
includes taxes & fees
1 Dec - 2 Dec
West Loop Living – Bright 1BR

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$281
includes taxes & fees
30 Nov - 1 Dec
Twice as Nice: Chic 2BR Stay with Style & Space

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

The One: A 1BR Stay That Feels Like Home

Downtown Chicago
9.6 out of 10, Exceptional, (4)
"Convenient location and clean place"
United States
David S.
The price is AU$246
includes taxes & fees
3 Dec - 4 Dec
The One: A 1BR Stay That Feels Like Home

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$246
includes taxes & fees
30 Nov - 1 Dec
Stylish 1BR in West Loop

1BR Modern Luxe Apt with In-Unit Laundry

Downtown Chicago
10.0 out of 10, Exceptional, (1)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is AU$246
includes taxes & fees
7 Dec - 8 Dec
1BR Modern Luxe Apt with In-Unit Laundry

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

River North Rooftop With In and Out Parking 1

Downtown Chicago
9.0 out of 10, Wonderful, (2)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
The price is AU$488
includes taxes & fees
7 Dec - 8 Dec
River North Rooftop With In and Out Parking 1

Modern West Loop Gem-City Views & Prime Location 5

2.0 star property
Downtown Chicago
The price is AU$248
includes taxes & fees
17 Dec - 18 Dec
Modern West Loop Gem-City Views & Prime Location 5

Your Chicago get Away

Downtown Chicago
8.4 out of 10, Very good, (8)
"Clean, fun space and responsive host! Loved the views from our room!"
United States
Tyler C.
The price is AU$645
includes taxes & fees
1 Dec - 2 Dec
Your Chicago get Away

South Loop Rooftop With In and Out Parking 2

Downtown Chicago
The price is AU$479
includes taxes & fees
7 Dec - 8 Dec
South Loop Rooftop With In and Out Parking 2

Sleek 1BR Apt w/ Laundry

Downtown Chicago
10.0 out of 10, Exceptional, (1)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveller
The price is AU$246
includes taxes & fees
2 Dec - 3 Dec
Sleek 1BR Apt w/ Laundry

Complete 1BR Home Sum

Downtown Chicago
The price is AU$280
includes taxes & fees
11 Dec - 12 Dec
Complete 1BR Home Sum
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.

Black Friday Sale

Save up to 40% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Bolingbrook Hotel Reviews

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.