A sunset over a calm lake with reflections, surrounded by vegetation and power lines.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Bolingbrook vacation homes

A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

1. Back Unit Patio, Balcony, Yard, Smart TVs, W/D

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
The price is AED 517
AED 1,143 total
includes taxes & fees
26 Oct - 27 Oct
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

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

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.4 out of 10, Exceptional, (36 reviews)
"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "
United States
Ella A.
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

3. Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Westmont
9.4 out of 10, Exceptional, (3 reviews)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
The price is AED 477
AED 814 total
includes taxes & fees
27 Oct - 28 Oct
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
A wooden interior hallway with a staircase, a wooden wardrobe, and a cabinet with glass doors.

4. River Park Paradise w/ Fire Pit & Chef's Kitchen

River Park Paradise w/ Fire Pit & Chef's Kitchen
Bolingbrook
10.0 out of 10, Exceptional, (15 reviews)
"Excellent just what we were looking for"
United States
Sue B.
The price is AED 1,892
AED 3,492 total
includes taxes & fees
4 Oct - 5 Oct
River Park Paradise w/ Fire Pit & Chef's Kitchen
A modern kitchen with stainless steel appliances, a marble countertop, and grey cabinetry.

5. Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly

Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
Westmont
10.0 out of 10, Exceptional, (3 reviews)
"Clean, Family friendly yes"
United States
ronald M.
The price is AED 1,130
AED 2,314 total
includes taxes & fees
14 Oct - 15 Oct
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
Dining

6. 4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Naperville
5.0 out of 10, (2 reviews)
"It was a great functional atmosphere. I would definitely stay again. "
United States
colin m.
The price is AED 1,256
AED 2,176 total
includes taxes & fees
3 Oct - 4 Oct
4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
A living room with a leather sofa, a coffee table, a flat-screen TV mounted on the wall, and a ping pong table.

7. Townhome with Game Zone, Big Beds, & Smart TVs

Townhome with Game Zone, Big Beds, & Smart TVs
Westmont
10.0 out of 10, Exceptional, (3 reviews)
"Great property. Perfect for our family attending a wedding at nearby Oak Brook Manor"
United States
Chad C.
The price is AED 744
AED 1,848 total
includes taxes & fees
6 Oct - 7 Oct
Townhome with Game Zone, Big Beds, & Smart TVs
A modern living room with a grey sofa, a black coffee table, and a large window with a view of a house and greenery.

8. Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
Lockport
8.8 out of 10, Excellent, (5 reviews)
"The house is very clean. The host was very kind and responsive. "
United States
Susan B.
The price is AED 756
AED 1,607 total
includes taxes & fees
4 Oct - 5 Oct
Entire home in Lockport, Illinois
A spacious living room with a fireplace, a large sofa, a coffee table, and a TV.

9. 4BR Tudor • Wooded Lot • 10 Min to Downtown

4BR Tudor • Wooded Lot • 10 Min to Downtown
Naperville
10.0 out of 10, Exceptional, (4 reviews)
"This was a great stay and reccomend again in the future. From the outside and the picture don’t do this place justice, it is humongous when you enter the place and the rooms are bigger than what they seem online. Overall great and easy experience"
United States
Meiko S.
4BR Tudor • Wooded Lot • 10 Min to Downtown
A bedroom with a bed, white pillows, a blue bench, and two white doors.

10. Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6

Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6
Crest Hill
Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6
(OUTDOOR SPACE) Where comfort and charm come together. Unwind in the outdoor lounge set under an inviting gazebo with twinkling lights. Stay fresh with a gentle breeze from the fan as you relax.

11. 30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious

30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
Plainfield
9.4 out of 10, Exceptional, (18 reviews)
"Great place to stay."
United States
Taylor E.
The price is AED 845
AED 2,437 total
includes taxes & fees
5 Oct - 6 Oct
30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
A two-story house with a covered porch, a stone pathway, and a well-maintained garden.

12. Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower

Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
Joliet
9.8 out of 10, Exceptional, (7 reviews)
Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with seating.

13. PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV

PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
Naperville
9.4 out of 10, Exceptional, (32 reviews)
"It was a great stay. You will not be disappointed all our needs for a meet"
United States
Kathy R.
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
A building with a sign reading 'Hale Street Cantina' and a brick facade.

14. ✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (74 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
✽ Charming Cottage ✽ close to College/Town/Station
A modern kitchen with dark wood cabinets, stainless steel appliances, a granite countertop, and a small island with stools.

15. Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Lockport
10.0 out of 10, Exceptional, (15 reviews)
"Amazing property had everything we need! "
United States
Rachel
The price is AED 678
AED 1,729 total
includes taxes & fees
4 Oct - 5 Oct
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

16. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (63 reviews)
"We had a wonderful stay"
United States
Anonymous traveler
The price is AED 661
AED 1,352 total
includes taxes & fees
5 Oct - 6 Oct
LUXE 3 BR, 2 BA + Hot Tub
A living room with a gray sofa, a blue chair, a fireplace, and a ceiling fan.

17. PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!

PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
Aurora
9.2 out of 10, Wonderful, (15 reviews)
"The beds were super comfortable and the location for Naperville/Aurora/Wheaton activities was ideal--about 10 minutes or so for everything."
United States
Scott D.
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
A two-story house with a garage, solar panels, and a red car parked in front.

18. Lombard 1BR & 1BH Suite Close to freeway & Mall

Lombard 1BR & 1BH Suite Close to freeway & Mall
Lombard
The price is AED 456
AED 1,414 total
includes taxes & fees
5 Oct - 6 Oct
Lombard 1BR & 1BH Suite Close to freeway & Mall
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

19. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
7.8 out of 10, Good, (34 reviews)
"Was a very nice stay and the host was very helpful and got very quick responses "
United States
Eduardo
The price is AED 545
AED 1,083 total
includes taxes & fees
12 Oct - 13 Oct
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
A living room with a sofa, two armchairs, a coffee table, and a painting on the wall.

20. Lombard Retreat - Modern Lux 4Br & 1.5B Home - Near Hwy, Shops & Restaurants

Lombard Retreat - Modern Lux 4Br & 1.5B Home - Near Hwy, Shops & Restaurants
Lombard
Lombard Retreat - Modern Lux 4Br & 1.5B Home - Near Hwy, Shops & Restaurants
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

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"Everything was awesome love this place"
Jared 2-night trip
Posted 6 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel