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Compare 623 Vacation Homes in Bolingbrook with updated reviews, rates, and availability.

Cozy, Beautiful Downtown Unit CHI in Prime River North Location near Mag Mile -
10.0 out of 10, Exceptional, (11)
"The listing did not disappoint for our group of frienda reunighring for a 2 night event. It's just as described & more! Great location, the patio is such a bonus, Dan the host was amazing at communicating before & after, and that patio 😍 Thak you- we hope to he back soon! soon!"
Cozy, Beautiful Downtown Unit CHI in Prime River North Location near Mag Mile -
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
9.8 out of 10, Exceptional, (77)
"Property was clean, manager was very easy to communicate with, lots of spacious beds / bathrooms, parking was easy and kitchen and living space included everything we needed. Location near Wells Street, North Avenue, Lakefront and Brown Line was perfect. Everything was easily walkable. This was a great house in the middle of a nice neighborhood for a large group."
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Cozy, Beautiful Downtown Unit CHI in Prime River North Location near Mag Mile -
9.0 out of 10, Wonderful, (7)
"Great place to stay for a work conference at Sheraton. For three people it was much cheaper than the hotel."
Cozy, Beautiful Downtown Unit CHI in Prime River North Location near Mag Mile -
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (114)
"Definitely gently used but was comfortable. Ms. Linnie, the host, is very responsive and accommodating. Was missing hair dryers and flat sheets on beds but did not negatively affect our visit."
Luxury Home Away From Your Home
Furnished Private home in Aurora
9.4 out of 10, Exceptional, (66)
"We stayed at this house for a few days in Aurora visiting family. The house was exactly as listed! Lots of rooms for sleeping and “spreading out”. Excellent place to stay and will rebook in future! I definitely recommend this listing!!"
Furnished Private home in Aurora
Fox River Retreat
9.8 out of 10, Exceptional, (16)
"Very nice, clean roomy home. Would be great for family stay. Convenient to downtown St Charles and S. Elgin. Family that came over were very impressed."
Fox River Retreat
Breathtaking home close to Schaumburg, Chicago
9.8 out of 10, Exceptional, (39)
"Great yard. Good area."
Breathtaking home close to Schaumburg, Chicago
Des Plaines Vacation Rental w/ Spacious Backyard!
8.4 out of 10, Very Good, (5)
"The house was small, but perfect for us 3 girls for a weekend. The back deck was excellent! The driveway was a bit difficult to find…you have to go around the corner and down an alley, but it was nice to have off-street parking. Overall, the house was great, the neighborhood was quiet, and we had a fantastic weekend!"
Des Plaines Vacation Rental w/ Spacious Backyard!
Your Next Vacation Home
9.8 out of 10, Exceptional, (23)
"Good location to Rosemont. "
The price is AED 680
AED 1,195 total
includes taxes & fees
20 Oct - 21 Oct
Your Next Vacation Home
Oak Park, IL, entire house, short walk to train.
9.4 out of 10, Exceptional, (19)
"Great host communicates well if you need him. Helped with all my concerns. Check in was was easy and smooth. Property inside and out was also clean and in a nice neighborhood with access to ALOT. Thank you"
Oak Park, IL, entire house, short walk to train.
Cozy Home Sweet Homewood.
10.0 out of 10, Exceptional, (11)
"Great and quiet location. Comfortable very clean neat enough space for us . We greatly recommend hopefully we able to stay next year. Nice backyard "
Cozy Home Sweet Homewood.
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
9.2 out of 10, Wonderful, (10)
"The property was nicely furnished and had all of the basic necessities. It was clean and smelled fresh. There was a welcome sign on the kitchen island but not very many details/rules so we weren't sure where to leave the used linens upon .Overall, the house was very nice.departure."
The price is AED 808
AED 1,591 total
includes taxes & fees
30 Sep - 1 Oct
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
Stunning Condo #2 - Downtown River North!!!
9.4 out of 10, Exceptional, (10)
"Looks just like the pictures, the house was very clean and decorated so cute! The host was very easy to get in touch with if needed. Amazing stay!! "
Stunning Condo #2 - Downtown River North!!!
5 BR / 3.5 BA Newly Built Home in Logan Square!
7.6 out of 10, Good, (7)
"We had a minor hiccup in the beginning and Sandy got it taken care of within an Hour. Overall great stay"
5 BR / 3.5 BA Newly Built Home in Logan Square!
- Fully-Equipped Condo - King Bed - Massive yard -
10.0 out of 10, Exceptional, (16)
"As good as the pictures on VRBO are of this site, they don't quite capture the charming character of this house. And it is a house (the lower floor), an absolute classic from the late 1800s. Beautifully and thoughtfully appointed in all regards. Main living areas, kitchen, bathrooms - all excellent. The bedding is top notch (love those pillows). The deck is a great place for coffee in the AM, or wine in the afternoon. The owner is super responsive and helpful. Location is super...
The price is AED 643
AED 1,282 total
includes taxes & fees
20 Oct - 21 Oct
- Fully-Equipped Condo - King Bed - Massive yard -
Stunning Duplex Condo #1 - Downtown River North
9.8 out of 10, Exceptional, (9)
"Great location. Took train from O’Hare, Transferred and took brown line 2 short blocks to condo. Place was very nice. Rooms very big with modern bathrooms. Enjoyed all Chicago had to offer. Would stay here again. "
Stunning Duplex Condo #1 - Downtown River North
Wonderful in Wood Dale, right by O’Hare airport!
10.0 out of 10, Exceptional, (11)
"Just what we needed for a time with family. Only downside, and it's a small downside, is the hair dryer didn't work."
The price is AED 735
AED 1,565 total
includes taxes & fees
8 Oct - 9 Oct
Wonderful in Wood Dale, right by O’Hare airport!
Cozy, Beautiful Downtown Unit CHI in Prime River North Location near Mag Mile -
9.6 out of 10, Exceptional, (9)
"This place has plenty of space, a wonderful kitchen and 2 bathrooms. Perfect for big families or friend groups. We loved visiting Chicago, and this place had free parking, and amazing access to public transportation. It also very close to a couple convenience stores, places to eat, and Trader Joe’s and Whole Foods. Next time we probably wound NOT rent a car because the public transportation is incredibly close and easy to navigate, we hardly used our car. We went to 2 concerts at Wrigley Field,...
The price is AED 588
AED 1,434 total
includes taxes & fees
10 Oct - 11 Oct
Cozy, Beautiful Downtown Unit CHI in Prime River North Location near Mag Mile -
Cozy Midway Home
2.0 star property
9.6 out of 10, Exceptional, (5)
"I enjoyed my stay. The home was very clean and nice. Nice quiet location. A few things I would suggest to the host is maybe have black out curtains in the bedroom because I hated being woken up at 6am with the bright sun in the room. The curtains were see through. Also maybe have blinds in the kitchen because I felt exposed with no curtains or blinds and anyone can see in the house. And last I would have washcloths for the guest because not everyone travels with towels and washcloths. Other than...
Cozy Midway Home
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Other property types in Bolingbrook

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (543)
"Wonderful place "
The price is AED 559
AED 764 total
includes taxes & fees
30 Sep - 1 Oct
Sentral Michigan Avenue
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (370)
"Great place to stay in the South Loop area. Super nice. Super clean. Super quiet."
The price is AED 728
AED 855 total
includes taxes & fees
21 Oct - 22 Oct
Sonder South Wabash
Sonder Market Hall
3.5 star property
8.8 out of 10, Excellent, (160)
"The apartment was very nice and modern with great amenities. The walls, ceilings and/or floors were not very sound proof. If that could be improved i woule have given 5 atard across the board."
The price is AED 434
AED 510 total
includes taxes & fees
22 Oct - 23 Oct
Sonder Market Hall
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.