Search Vacation Homes in Bolingbrook

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Compare 635 Vacation Homes in Bolingbrook with updated reviews, rates, and availability.

Cozy Midway Home
2.0 star property
9.8 out of 10, Exceptional, (10)
"Place was nice, neighborhood was nice, and it was close to the airport. "
Cozy Midway Home
Fox River Retreat
9.8 out of 10, Exceptional, (19)
"The perfect house in a neat neighborhood to relax and enjoy fall break. Owner is very responsive to messages. "
Fox River Retreat
Lincoln Park Living - Suite 2!
10.0 out of 10, Exceptional, (15)
"Quiet and safe area with an L lline station only a few blocks away that made it very easy to get around the city. Lots of food options in the area."
Lincoln Park Living - Suite 2!
Great 3 bedroom rental unit near Logan Square
9.4 out of 10, Exceptional, (20)
"David was a great host and responded super fast to our questions! The property is gorgeous and is super close to the blue line. The neighborhood is beautiful and had everything we needed within a 3-10 minute walk!"
Great 3 bedroom rental unit near Logan Square
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Elegant Mayor's Manor in Central Chicago - 9 Beds + Futons, Close to Downtown!
9.8 out of 10, Exceptional, (12)
"Before and throughout the trip the hosts were very responsive and helpful. We fully booked the house and there was plenty of room for us in the common areas and backyard. The neighborhood around also has an excellent coffee shop, bar, and food areas within walking distance. Next time I bring a group to the Bridgeport area I’ll definitely try to book this property again "
Elegant Mayor's Manor in Central Chicago - 9 Beds + Futons, Close to Downtown!
Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design
10.0 out of 10, Exceptional, (2)
"As good as advertised. Plenty of room for our group. Definitely recommend. "
Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design
Charming 3-bedroom house with AC and WiFi in serene Des Plaines near O’Hare
2.0 star property
6.8 out of 10, (3)
"Quick stat to check on an aging family member."
The price is SAR 789
SAR 1,233 total
includes taxes & fees
19 Nov - 20 Nov
Charming 3-bedroom house with AC and WiFi in serene Des Plaines near O’Hare
Furnished Private home in Aurora sleeps 9 guests
9.4 out of 10, Exceptional, (69)
"We had a nice stay along with our 2 dogs. The home had everything we needed. Highly recommend! Dori was an excellent host! "
Furnished Private home in Aurora sleeps 9 guests
⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐
9.8 out of 10, Exceptional, (6)
"This is a very nice property. The only thing I caution is that it’s a 3rd floor walk up (actually on the 4th floor because there is nothing on the ground floor). "
⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐
Wicker Park Entire House, Private Yard and Parking!
10.0 out of 10, Exceptional, (6)
"A Lovely, comfortable home, well-situated off of Division. Only a few minutes walk to coffee houses, restaurants, bars, and shops, and the L. The beds are comfortable, the bedrooms and closets spacious. The layout of the home is fun with its spiral staircase. The backyard is an added treat with nice sized grill, seating areas and lights. The kitchen is stocked well with anything needed to bake or cook. Yet it is missing the basics food stuffs; sugar, olive oil or spices. Lastly, the...
Wicker Park Entire House, Private Yard and Parking!
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
9.4 out of 10, Exceptional, (80)
"Was perfect for our needs. Isn’t high end home- but is decorated nicely, inside was clean and housed our large party. Close walking distance to many great spots. Cute backyard add porch. Near the train, but we enjoyed seeing it pass by and the noise didn’t bother us much. "
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
9.6 out of 10, Exceptional, (79)
"This Old Town property was an excellent base for walking exploration of Lincoln Park (Saturday Farmer's Market was fantastic!) and Old Town itself (lively, with very good food, residential neighborhoods, shops, and entertainment), and had easy access to CTA trains to the Loop, Riverwalk, Millennium Park, and much more, had we had time. 7 adults (seniors) spent four nights, and found the four bedrooms, four bathrooms, large fully-equipped kitchen, and living/dining room/patio provided plenty of...
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Spacious 5 BR / King Size Beds + Private Parking!
9.6 out of 10, Exceptional, (8)
"My coworkers and I came to Chicago for a conference and this was the perfect place to stay for it. The rooms were well separated so noise didn't travel between them, and the house was clean and comfortable. The host was extremely accommodating, and it was only a short distance from downtown Chicago."
Spacious 5 BR / King Size Beds + Private Parking!
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover
9.2 out of 10, Wonderful, (7)
"The house was good, plenty of space. The steps were hard to get up and down but the upstairs was a nice space. House had a bit of a musty odor and the windows could use a cleaning. One night while watching a movie, we received a text stating we were had a loud party and to keep it down. They must have big brother watching us as the only party going on that night was in the movie. Overall the house was close to the city but in a nice Neiborhood. Having a fenced yard with off street parking...
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover
Pet-Friendly Bartlett Farmhouse w/ Deck!
9.6 out of 10, Exceptional, (5)
"My mother and aunt LOVED the decor."
Pet-Friendly Bartlett Farmhouse w/ Deck!
Cozy Home Sweet Homewood.
10.0 out of 10, Exceptional, (13)
"My mom and I live in Huntsville Alabama and came to visit family and friends in the area and the Homewood house was the perfect location to stay. I miss home so much. It was very comfortable and cute. I will definitely make reservations for next year. Forget staying in a hotel. 😉😅"
Cozy Home Sweet Homewood.
Breathtaking home close to Schaumburg, Chicago
9.8 out of 10, Exceptional, (42)
"Great house in a great locations. Beautiful backyard with ample room and swing set for the kids. The rooms are big with very comfortable beds. Love the house. "
Breathtaking home close to Schaumburg, Chicago
King Bed, DIsney+, Spacious, Family-Friendly House
10.0 out of 10, Exceptional, (18)
"My daughter goes to school in Chicago and needed surgery but we live in Holland, MI. This house was perfect for us to all stay together during this time and we could take care of her as a family. We got to bring the dog which helped ease anxieties and stress! The neighbor was lovely and I enjoyed my breaks from nursing by walking the dog. Thank you so much!!!! 😊 "
The price is SAR 687
SAR 1,380 total
includes taxes & fees
18 Nov - 19 Nov
King Bed, DIsney+, Spacious, Family-Friendly House
Chicago-burb -Medinah -1 King and 1 Queen beds
9.4 out of 10, Exceptional, (14)
"Everything was exactly as it was described. Super clean, easy to find, great neighborhood. "
Chicago-burb -Medinah -1 King and 1 Queen beds
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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Other property types in Bolingbrook

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (580)
"Love the location and the amenities "
The price is SAR 522
SAR 723 total
includes taxes & fees
12 Nov - 13 Nov
Sentral Michigan Avenue
Sonder Market Hall
3.5 star property
8.6 out of 10, Excellent, (197)
"Amazing and cant wait to stay here again!!"
The price is SAR 272
SAR 319 total
includes taxes & fees
3 Dec - 4 Dec
Sonder Market Hall
Sonder South Wabash
3.5 star property
9.0 out of 10, Wonderful, (387)
"Clean and well located. We had access to the green and red line trains a few stops away from the loop. Entering the building was easy and convenient. Apartment was clean and spacious!! "
The price is SAR 531
SAR 623 total
includes taxes & fees
25 Nov - 26 Nov
Sonder South Wabash
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.