Vacation rentals in Bolingbrook

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Top-rated vacation rentals in Bolingbrook

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite

Guesthouse in Batavia

4.91 out of 5 average rating, 252 reviews

Quaint Batavia Coach House

I am creating an airbnb account for my two lovely parents, who are empty nesters for the first time in thirty-two years. We, myself and my five siblings, were blessed to be raised in the quaint city of Batavia, IL, which boasts river paths, close proximity to a train station that will take you into Chicago, and historic neighborhoods such as our own. Our property consists of two homes, our own and a coach house, which we would love for you to stay in! Both are situated on a family-friendly old-fashioned alley with mature maple trees. We thank you and wish you a pleasant stay regardless of where you choose to stay the night. All our best.

Dec. 6 – 13

$129 CAD per night

Guest favourite

Condo in Lisle

4.95 out of 5 average rating, 41 reviews

Peaceful Condo in Lisle, Illinois

Quiet condo with balcony overlocking the forest located in Lisle. Minutes from I-88, I-355, Commuter train goes directly to Chicago, Benedictine University , North Central College , Wheaton College. Shopping, movie, restaurant are walking distance. Access to pool , Lake , fishing, disc golf, canoes, tennis court, volleyball, walking paths, ski and snowboard hill, Restaurant/ pub with live music and entertainment, Convenience store. Discounts for weekly bookings longer stays over 28 days.

Feb. 4 – 11

$114 CAD per night

Guest favourite

Home in Montgomery

4.85 out of 5 average rating, 105 reviews

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Jul. 16 – 23

$223 CAD per night

Guest favourite

Guest suite in Bolingbrook

4.95 out of 5 average rating, 20 reviews

The Valley View 2 Bdrm Suite w/ Kit. & Pvt Entry

Unwind, shop, and dine while taking time to relax in our spacious 2 bedroom guest suite. The suite has its own private entrance, and is surrounded by peaceful valley views, shopping, restaurants, and local grocery stores, if you decide to use the included kitchen and dine in while visiting. All of the comforts of home are here; King and Queen sized beds, huge living room, full sized kitchen and bathroom. Enjoy the fresh air and clear your mind of worries while making lasting memories.

Aug. 29 – Sep. 5

$232 CAD per night

Guest favourite

Guest suite in St. Charles

4.99 out of 5 average rating, 108 reviews

The Cozy Den

Welcome to our cozy little corner of the world! We are located just a few blocks east of downtown St. Charles & the gorgeous Fox River and about an hour's drive/train ride to downtown Chicago. You’ll be staying in a renovated studio basement space (which doesn’t feel like a basement at all). It’s a completely separate space with its own entrance & electronic keypad. It is our priority to create an experience for you that is cozy, comfortable, and relaxing! Hope to see you soon!

Sep. 30 – Oct. 7

$112 CAD per night

Guest favourite

Home in Joliet

4.83 out of 5 average rating, 157 reviews

Cozy Private Cottage in the Cathedral District

Our cozy, 1920's home is located in the Cathedral district in Joliet. 3 minutes away from the Haley Mansion and 6 minutes away from the Jacob Henry Mansion. You get the whole main floor for yourself and your guest(s) with your own entrance through the front door that has a keypad door lock. I along with my two mini dachshund puppies stay in the basement. We have our own entrance through the back. You can park right outside on the street. So there is plenty of parking.

Dec. 22 – 29

$216 CAD per night

Guest favourite

Guest suite in Carol Stream

4.94 out of 5 average rating, 282 reviews

Hot Tub, Pool Table, Bar, fishing & Kayak on Lake!

Very large entire basement w/3 separate areas. Great for friends traveling together! (entrance thru main part of house Fenced-in yard, hot tub, large patio, bbq, firepit, enjoy fishing or sitting watching the beautiful sunsets. Stocked lake, walking path, 3 parks! *entrance thru the main part of house. This is just for the basement apartment but you have complete privacy down there. Read through entire listing & look through pictures to see all our home has to offer!

Guest favourite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 290 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Jan. 2 – 9

$150 CAD per night

Superhost

Home in Bolingbrook

4.92 out of 5 average rating, 97 reviews

The Sunshine Spot

Relax with the whole family at this peaceful place to stay. Centrally located off I-355 and I-55 major highways . Within walking distance from Promenade Mall ( over 30 plus stores , bars , restaurants ) . Also only about 30 minutes from Chicago. This 3 bedroom ranch has a two car attached garage with private entry ( very safe ) and a huge backyard with Grill . Very spacious and clean ! Thanks and look forward to seeing you at the Sunshine Spot !

Sep. 9 – 16

$301 CAD per night

Guest favourite

Tiny homes in Burr Ridge

4.92 out of 5 average rating, 237 reviews

Less is more! Pet friendly Tiny Home near Chicago!

Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

Nov. 19 – 26

$177 CAD per night

Guest favourite

Apartment in Naperville

4.87 out of 5 average rating, 145 reviews

Comforts of home in downtown Naperville

Cozy 1 bedroom garden level apartment located in downtown Naperville. Short walking distance to great shopping and many fine restaurants. Also short walking distance to train which goes directly to Chicago. Parking is available for 1 car in driveway. Professionally cleaned after every guest visit, as well as free cleaning offered for stays of two weeks or longer.

Jun. 18 – 25

$196 CAD per night

Superhost

Home in Aurora

4.83 out of 5 average rating, 254 reviews

Albor Homes #1

We welcome you to our recently renovated home! Our house features 3 bedrooms w/ all new queen beds, master bedroom includes a half bath, a cozy living room and small work desk. You'll enjoy the natural light that comes in through the kitchen and dining room. Our home is your home, we look forward to hosting you!

Mar. 10 – 17

$243 CAD per night