Bolingbrook Vacation Rentals

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Our top choices for Bolingbrook vacation rentals

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

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Downers Grove
9.6 out of 10, Exceptional, (30)
"The place was super cute and in a great neighborhood. Denise was a great host and was really good with communication. Would recommend!"
United States
Ally W.
$99 nightly
The price is $105
Dec 15 - Dec 16
Total with taxes and fees
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.6 out of 10, Exceptional, (19)
"Convenient location to family that lives in the area"
United States
Andrea G.
$279 nightly
The price is $295
Dec 15 - Dec 16
Total with taxes and fees
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

Townhome with Game Zone, Big Beds, & Smart TVs

Townhome with Game Zone, Big Beds, & Smart TVs
Westmont
$433 nightly
The price is $459
Dec 14 - Dec 15
Total with taxes and fees
Townhome with Game Zone, Big Beds, & Smart TVs

Charming 4-bedroom house near expressways and trains

Charming 4-bedroom house near expressways and trains
2.0 star property
Woodridge
$426 nightly
The price is $452
Jan 5 - Jan 6, 2026
Total with taxes and fees
Charming 4-bedroom house near expressways and trains

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

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.
$328 nightly
The price is $348
Jan 1 - Jan 2, 2026
Total with taxes and fees
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts

ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments
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
$1,050 nightly
The price is $1,233
Dec 18 - Dec 19
Total with taxes and fees
ENVITAE Hotel 4 Bedroom Luxury Apartments

Less is more! Pet friendly Tiny Home near Chicago!

Less is more! Pet friendly Tiny Home near Chicago!
Burr Ridge
9.8 out of 10, Exceptional, (34)
"Nice stay. Dog friendly. Great location. Helpful and communicative owners. Well laid out tiny home. "
United States
Laura P.
$199 nightly
The price is $212
Dec 21 - Dec 22
Total with taxes and fees
Less is more! Pet friendly Tiny Home near Chicago!

Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
2.0 star property
Humboldt Park
$243 nightly
The price is $248
Dec 16 - Dec 17
Total with taxes and fees
Pristine Apartment with Free Street Parking

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1006)
"Beautiful view, and a very nice condo. "
United States
Tiffanie
$143 nightly
The price is $168
Dec 21 - Dec 22
Total with taxes and fees
Sentral Michigan Avenue

Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment
Downtown Chicago
10.0 out of 10, Exceptional, (2)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
$153 nightly
The price is $168
Jan 6 - Jan 7, 2026
Total with taxes and fees
Sun-Drenched 1BR Apartment

Stylish 1BR in West Loop

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.
$153 nightly
The price is $168
Jan 1 - Jan 2, 2026
Total with taxes and fees
Stylish 1BR in West Loop

Sleek 1BR Apt w/ Laundry

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 traveler
$153 nightly
The price is $168
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sleek 1BR Apt w/ Laundry

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (4)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
$153 nightly
The price is $168
Jan 4 - Jan 5, 2026
Total with taxes and fees
West Loop Living – Bright 1BR

The One: A 1BR Stay That Feels Like Home

The One: A 1BR Stay That Feels Like Home
Downtown Chicago
8.4 out of 10, Very Good, (5)
"Very nice condo in a quiet neighborhood"
Canada
Patrick
$153 nightly
The price is $168
Jan 1 - Jan 2, 2026
Total with taxes and fees
The One: A 1BR Stay That Feels Like Home

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (397)
"Clean room cool staff enjoyed my stay will come stay again. "
United States
Donald
$191 nightly
The price is $224
Dec 15 - Dec 16
Total with taxes and fees
Level Chicago – Old Town

1BR Modern Luxe Apt with In-Unit Laundry

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
$153 nightly
The price is $168
Jan 1 - Jan 2, 2026
Total with taxes and fees
1BR Modern Luxe Apt with In-Unit Laundry

Modern West Loop Gem-City Views & Prime Location 5

Modern West Loop Gem-City Views & Prime Location 5
2.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (1)
"Great location, plenty of space and clean home. "
United States
Brittany T.
$286 nightly
The price is $318
Dec 17 - Dec 18
Total with taxes and fees
Modern West Loop Gem-City Views & Prime Location 5

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
$262 nightly
The price is $308
Dec 17 - Dec 18
Total with taxes and fees
Kasa River North Chicago

Downtown Chicago Stay with Free In & Out Parking 3

Downtown Chicago Stay with Free In & Out Parking 3
2.0 star property
Downtown Chicago
$332 nightly
The price is $375
Dec 23 - Dec 24
Total with taxes and fees
Downtown Chicago Stay with Free In & Out Parking 3

South Loop Rooftop With In & Out Parking 1

South Loop Rooftop With In & Out Parking 1
Downtown Chicago
9.0 out of 10, Wonderful, (2)
"We loved the property! It was well kept, clean, with a seamless check in and check out process! I wish the parking garage would have been closer but otherwise everything was great! Shout out to the host for his promptness with all my questions! I would recommend this place if they are looking for a place to stay! "
United States
Bridney K.
$288 nightly
The price is $320
Jan 8 - Jan 9, 2026
Total with taxes and fees
South Loop Rooftop With In & Out Parking 1
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

Find out more about Bolingbrook

Everything you need to know about Bolingbrook vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bolingbrook vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bolingbrook vacation 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 low season months. For more hustle and bustle, you may prefer to visit Bolingbrook in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $106 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Bolingbrook rentals

At Expedia, we put the best Bolingbrook vacation 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 vacation.

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 vacation rental in Bolingbrook?

Yes, you can find vacation rentals in Bolingbrook close to Rocket Ice Arena, or you can go with a more remote 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 vacation home rentals that Bolingbrook has to offer?

Modern 4 Bedroom Private Vacation Home : You might like this vacation home rental near Bolingbrook. It offers a barbecue grill and free WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Bolingbrook?

Expedia has 10 vacation 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 vacation rental in Bolingbrook like?

Vacation rentals are private properties you can book for a couple of days or more in Bolingbrook. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a small group gathering.