Vacation Homes in Illinois

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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec
In four months
16 Jan - 18 Jan

Top Cities in Illinois

Chicago which includes a city and a high rise building as well as a family
Vacation HomesVacation Homes

Chicago

Chicago

Vacation Homes in Illinois

Our top choices for Illinois vacation homes

Two Bedroom + LOFT, Cozy Golf View Villa, Fast WiFi
Exterior

Two Bedroom + LOFT, Cozy Golf View Villa, Fast WiFi

9.2 out of 10, Wonderful, (65)
"This property was perfect for a short family getaway. The area was safe and the condo is situated close to Galena and the surrounding area. I would definitely stay here again. "
Two Bedroom + LOFT, Cozy Golf View Villa, Fast WiFi
4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.
Fridge, microwave, oven, stovetop

4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.

10.0 out of 10, Exceptional, (25)
"Great house, great neighborhood, host was amazing!"
4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.
Charming Escape in Grafton!
Smart TV

Charming Escape in Grafton!

10.0 out of 10, Exceptional, (12)
"Great location, very nice, clean, with everything you need. I wish the weather would have been a little better. We would definitely stay again. "
Charming Escape in Grafton!
Deluxe Suite w/ Full Kitchen in the Shawnee National Forest
Exterior

Deluxe Suite w/ Full Kitchen in the Shawnee National Forest

2.0 star property
9.4 out of 10, Exceptional, (23)
"Close proximity to Shawnee National Forest is fabulous Watching thunderstorms on the river was spectacular Very relaxing location Clean and fairly well equipped"
The price is AED 367
AED 591 total
includes taxes & fees
29 Sep - 30 Sep
Deluxe Suite w/ Full Kitchen in the Shawnee National Forest
Superior Suite w/ Full Kitchen on the Bluff
Exterior

Superior Suite w/ Full Kitchen on the Bluff

9.8 out of 10, Exceptional, (6)
"So quiet and peaceful! Enjoyed our stay! "
The price is AED 404
AED 631 total
includes taxes & fees
29 Sep - 30 Sep
Superior Suite w/ Full Kitchen on the Bluff
Belmont House, Classy & Chic/walk to Wrigley Field
Interior

Belmont House, Classy & Chic/walk to Wrigley Field

9.4 out of 10, Exceptional, (53)
"Great bang for your buck. Great area and great communication "
Belmont House, Classy & Chic/walk to Wrigley Field
HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony
Property grounds

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony

9.2 out of 10, Wonderful, (53)
"The building is from the 19th century which made it a really unique experience. The hosts were amazing and quick to respond. We went to check out the Linkin Park concert in the United Center and it was a 5min walk from the property. "
HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony
LUXE 3 BR, 2 BA + Hot Tub
Private kitchen

LUXE 3 BR, 2 BA + Hot Tub

8.8 out of 10, Excellent, (33)
"The house had a lot of gnats and we were bit up"
The price is AED 496
AED 1,155 total
includes taxes & fees
29 Sep - 30 Sep
LUXE 3 BR, 2 BA + Hot Tub
Bella Villa familiar. WIFI. Close to Starved Rock Park Hiking trails. Relaxing!
Exterior

Bella Villa familiar. WIFI. Close to Starved Rock Park Hiking trails. Relaxing!

9.8 out of 10, Exceptional, (119)
"Great and easy stay! Planned it for my wife’s birthday and would stay again!"
Bella Villa familiar. WIFI. Close to Starved Rock Park Hiking trails. Relaxing!
Charming Vintage Hideaway with Finished Attic
Private kitchen

Charming Vintage Hideaway with Finished Attic

9.0 out of 10, Wonderful, (21)
"Great location. Worked well for our 2 night stay."
The price is AED 248
AED 613 total
includes taxes & fees
29 Sep - 30 Sep
Charming Vintage Hideaway with Finished Attic
New Owners- 3 BR 3 BA Getaway - Galena Territory & Owners' Club Privileges
Indoor pool, outdoor pool

New Owners- 3 BR 3 BA Getaway - Galena Territory & Owners' Club Privileges

10.0 out of 10, Exceptional, (172)
"Very enjoyable place to stay! We had a nice time and was very comfortable at the VBRO. "
New Owners- 3 BR 3 BA Getaway - Galena Territory & Owners' Club Privileges
Escape! Hot Tub, Fire Pit, 3 Decks, WiFi, Pool Table
Exterior

Escape! Hot Tub, Fire Pit, 3 Decks, WiFi, Pool Table

10.0 out of 10, Exceptional, (356)
"This was perfect for our family! Was impressed with the kitchen, it was well stocked with all necessary cooking supplies.My children want us to book it again"
Escape! Hot Tub, Fire Pit, 3 Decks, WiFi, Pool Table
Theater • Game Room • Gym • Firepit • 4BR Home
Dining

Theater • Game Room • Gym • Firepit • 4BR Home

7.6 out of 10, Good, (10)
"Comfy beds and a great house for kids and adults."
The price is AED 301
AED 1,939 total
includes taxes & fees
6 Oct - 7 Oct
Theater • Game Room • Gym • Firepit • 4BR Home
A Home Away From Home!
Interior

A Home Away From Home!

9.6 out of 10, Exceptional, (11)
"Great place to stay. Host responded quickly to questions. Location was good and neighbor was quite. "
A Home Away From Home!
Cozy 1 Bedroom, 2 Bath Townhome in the Galena Territory
TV, fireplace

Cozy 1 Bedroom, 2 Bath Townhome in the Galena Territory

9.8 out of 10, Exceptional, (125)
"Best place to stay for our 15th anniversary "
Cozy 1 Bedroom, 2 Bath Townhome in the Galena Territory
Charming 3-bedroom house in Grayslake
Fridge, microwave, oven, stovetop

Charming 3-bedroom house in Grayslake

9.8 out of 10, Exceptional, (17)
"Fells like home very cozy calm area definitely a get away relaxing place "
The price is AED 643
AED 1,584 total
includes taxes & fees
29 Sep - 30 Sep
Charming 3-bedroom house in Grayslake
1 Bedroom, 2 bath townhouse in The Galena Territory.
Pool

1 Bedroom, 2 bath townhouse in The Galena Territory.

9.6 out of 10, Exceptional, (95)
"Clean, well maintained villa close to amenities and tucked away in the country. Very enjoyable stay, well furnished and well maintained."
1 Bedroom, 2 bath townhouse in The Galena Territory.
COZY BUNGALO
Fridge, microwave, oven, stovetop

COZY BUNGALO

9.4 out of 10, Exceptional, (68)
"Clean, well stocked. Close to fair. "
COZY BUNGALO
Vintage Charmer on Main Street
Interior

Vintage Charmer on Main Street

10.0 out of 10, Exceptional, (49)
"Place was well located for where we wanted to visit towns around, especially Casey to look at large objects of the town very nice."
The price is AED 314
AED 508 total
includes taxes & fees
26 Sep - 27 Sep
Vintage Charmer on Main Street
Full entire cozy home + Free Wi-Fi + Free parking + Central area
Microwave, oven, stovetop, dishwasher

Full entire cozy home + Free Wi-Fi + Free parking + Central area

6.0 out of 10, (1)
"The pictures are accurate as seen on the website . However, the amenities left a lot to be desired. The six bath towels were good and the 7 washcloths were horrible as some had bleach stains on them and they were very thin. No hand towels were provided to dry your hands on in the bathroom. Nor were there paper towels in the bathroom for that purpose. The other rooms were clean but the bathroom needs a deep cleaning . No cleaning products were provided either. "
Full entire cozy home + Free Wi-Fi + Free parking + Central area
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 Illinois Hotel Reviews

Freehand Chicago

Freehand Chicago

10/10 Excellent
"It felt cozy and comfortable. The room was a little bit dusty and the night light was not working. "
Enrique 1-night trip
Posted 15 hours ago
Freehand Chicago