Vacation Homes in Illinois

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Top Cities in Illinois

Compare 2174 Vacation Homes in Illinois with updated reviews, rates, and availability.

* On the Wine Trail * Hot Tub * Wi-Fi *

9.8 out of 10, Exceptional, (210)
"2 of if stayed here on an extended stay. Comfortable and clean place to stay! and easy access to hiking, wineries, etc. was able to work from here with the wifi available. Enjoyed having the private patio with gas grill and gas fireplace.and hot tub! Would stay here again when back in the area if we can!"
* On the Wine Trail * Hot Tub * Wi-Fi *

Notting Hill Cottage

9.6 out of 10, Exceptional, (296)
"The cabin is excellent! It is clean and roomy. The location is perfect for our needs. This is the second time we have stayed there, and hope to stay again."
Notting Hill Cottage

1842 Bavarian Brew House

10.0 out of 10, Exceptional, (148)
"Beautiful home! While there, we enjoyed the comfortable beds, awesome shower, and great location close to everything we wanted to do. Already planning our next trip!"
1842 Bavarian Brew House

Newly remodeled historic house just steps from the WASHINGTON SQUARE! Sleeps 10!

10.0 out of 10, Exceptional, (63)
"This house had absolutely everything we needed for our 2-day stay to visit family in Washington. Within walking distance to unique shops and cafes. Immaculately clean, very well-stocked with kitchen and bathroom supplies. Plenty of parking space in a safe environment. We plan to stay here for future visits to Washington if it's available. Highly recommend this beautiful cozy home!"
Newly remodeled historic house just steps from the WASHINGTON SQUARE! Sleeps 10!

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

BIG 5BR/5.5BA all ensuite baths, Hot Tub, Screen Porch.

9.6 out of 10, Exceptional, (141)
"A great place to spend the holiday with our kids, grandkids and their dogs. Rooms were comfortable. Hot tub was great. A special touch was wood was provided for the fireplace on this ultra cold holiday weekend."
BIG 5BR/5.5BA all ensuite baths, Hot Tub, Screen Porch.

Stunning / Spacious 6BD Home + garage - Bucktown!

9.2 out of 10, Wonderful, (27)
"I invited 5 guest to join me in Chicago for a birthday trip. This home is perfectly located between MDW and ORD. We had no trouble getting to our activities, great restaurants, downtown, or quick stores (Target, CVS, etc). The layout of the home is perfect with rooms and bathrooms on each level. The homeowner is also a wonderful communicator, great at responding. We had no trouble getting a hold of them prior to the trip or during the trip. Highly recommend! "
Stunning / Spacious 6BD Home + garage - Bucktown!

Private 3BR/2BA near golf, historic Galena, lake, owner's club, hiking, skiing

9.8 out of 10, Exceptional, (81)
"Very clean, spacious accommodations in a nice location! "
The price is SAR 695
SAR 1,387 total
includes taxes & fees
6 Jan - 7 January 2025
Private 3BR/2BA near golf, historic Galena, lake, owner's club, hiking, skiing

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (71)
"Plenty of space. Great location. We enjoyed our stay very much. My only suggestion would be go in the day before guest check in and make sure everything smells and looks clean. "
Furnished Private home in Aurora sleeps 9 guests

Wine Trail, Cozy Cabin plus hot tub

10.0 out of 10, Exceptional, (83)
"This was a great place. It was impeccably clean. We had plenty of space for our family of 5. The hot tub was a wonderful reward after all day hiking in Shawnee National Forest. "
Wine Trail, Cozy Cabin plus hot tub

Apple Canyon Lake, Game Room, Hot Tub

9.0 out of 10, Wonderful, (54)
"Great place"
Apple Canyon Lake, Game Room, Hot Tub

Great 3 bedroom rental unit near Logan Square

9.4 out of 10, Exceptional, (21)
"The property was perfect for me and my buddies for a football weekend!"
Great 3 bedroom rental unit near Logan Square

Standard Suite - Bungalow overlooking the River

9.8 out of 10, Exceptional, (9)
"We're absolutely loved "
The price is SAR 225
SAR 476 total
includes taxes & fees
23 Dec - 24 Dec
Standard Suite - Bungalow overlooking the River

The Love Shack close to U of I

The Love Shack close to U of I

New Your Home Away From Home! - Near Great Lakes Naval Base!!

9.4 out of 10, Exceptional, (17)
"Great stay for our Navy Sailor’s graduation, minutes away from the base."
New Your Home Away From Home! - Near Great Lakes Naval Base!!

Belmont House, Classy & Chic/walk to Wrigley Field

9.4 out of 10, Exceptional, (41)
"Perfect location. Home was very comfortable and inviting. Beds and mattresses were heavenly. We thoroughly enjoyed our stay. "
Belmont House, Classy & Chic/walk to Wrigley Field

Chicago Riverhouse with private fenced in oasis

9.8 out of 10, Exceptional, (18)
"Great location for needing to be around the north park area, my grandmother easily maneuvered (87 y/o), and our 4 y/o loved watching TV on the projector. Easy parking, easy access to downtown. If you need to be in the area I’d definitely recommend staying here!"
Chicago Riverhouse with private fenced in oasis

Beautiful 4 bedroom 2 full bathroom close to everything!

9.8 out of 10, Exceptional, (48)
"House was perfect for our family group, came in for a U of I football game. "
Beautiful 4 bedroom 2 full bathroom close to everything!

Winter and Holiday Escape at The Green | 4 Bed/4 Bath | Hot Tub & Fire Pit

10.0 out of 10, Exceptional, (277)
"Probably the nicest VRBO we’ve stayed at."
Winter and Holiday Escape at The Green | 4 Bed/4 Bath | Hot Tub & Fire Pit

Peaceful 2Bedroom Townhome Sanctuary w/Soaking Tub

10.0 out of 10, Exceptional, (51)
"Communication was great and place was just as pictured."
Peaceful 2Bedroom Townhome Sanctuary w/Soaking Tub
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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