Vacation Homes in Illinois

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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Top Cities in Illinois

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

Chicago

Chicago

Compare 2163 Vacation Homes in Illinois with updated reviews, rates, and availability.

Notting Hill Cottage
Exterior

Notting Hill Cottage

9.6 out of 10, Exceptional, (299)
"Got away with wife and kids (10 and 8). Perfect stay!"
Notting Hill Cottage
~Snug Wooded Spot w/Outdoor Hot Tub, Game Room, Fire Pit ~ Dog Friendly ~

~Snug Wooded Spot w/Outdoor Hot Tub, Game Room, Fire Pit ~ Dog Friendly ~

9.8 out of 10, Exceptional, (105)
"Fun time"
~Snug Wooded Spot w/Outdoor Hot Tub, Game Room, Fire Pit ~ Dog Friendly ~
Close 2 Town ~ Dog Friendly ~ Private ~ Wildlife all around ~ EV Car Charger

Close 2 Town ~ Dog Friendly ~ Private ~ Wildlife all around ~ EV Car Charger

9.8 out of 10, Exceptional, (142)
"We want to go back this summer. House has a great view. We saw deer every day. House had everything we needed. It was too cold to walk but in warmer weather it would be a pretty walk to town. We will be back! "
Close 2 Town ~ Dog Friendly ~ Private ~ Wildlife all around ~ EV Car Charger
* On the Wine Trail * Hot Tub * Wi-Fi *
Living area

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

9.8 out of 10, Exceptional, (214)
"Alto Pass Loft is a great property located perfectly close to wineries and other amenities, yet far enough away from the hustle and bustle we were looking to get away from. From booking to check-in, through our stay and check-out, was convenient and hassle free. The property is ADORABLE and exactly as shown in the pictures. Everything we needed was already there (kitchen items/spices/coffee, extra towels/toiletries). The hot tub was such an added perk and made our stay even more relaxing and...
* On the Wine Trail * Hot Tub * Wi-Fi *
Newly renovated upscale home on the U of I golf course exclusively on VRBO
Exterior

Newly renovated upscale home on the U of I golf course exclusively on VRBO

10.0 out of 10, Exceptional, (14)
"Loved everything about this property! Close to university, updated and clean home with tons of sleeping and entertaining space! Beautiful views made it seem like a vacation spot instead of a neighborhood of houses! Would definitely recommend and rent again!"
The price is AED 1,286
AED 2,213 total
includes taxes & fees
2 Feb - 3 Feb
Newly renovated upscale home on the U of I golf course exclusively on VRBO
Cozy Home secluded in the Wildlife Preserves
Family Room

Cozy Home secluded in the Wildlife Preserves

10.0 out of 10, Exceptional, (40)
"Everything about the place was perfect. There was a slight hiccup with getting in initially but the property handled everything very quickly. The place was very clean and decorated with cute winter decor. There was even a hot chocolate bar with cocoa and cookies provided. We had a great time playing games in the basement and there were also board games provided. The loft has a cute little reading area that I didn't get to take advantage of but they even provide books for you. We made all of our...
Cozy Home secluded in the Wildlife Preserves
3-bedroom house WiFi in lovely Waukegan Near Gurnee
Private kitchen

3-bedroom house WiFi in lovely Waukegan Near Gurnee

2.0 star property
4.4 out of 10, (13)
"Cute little house at all the necessities convenient to Naval base where we spent most of our time"
3-bedroom house WiFi in lovely Waukegan Near Gurnee
10 Min Walk to Main St., Updated 1840s Historic Home, Stocked Kitchen, W/D,
Terrace/patio

10 Min Walk to Main St., Updated 1840s Historic Home, Stocked Kitchen, W/D,

10.0 out of 10, Exceptional, (24)
"Great location, comfortable beds and plenty of needs provided for. Nice spaces for us to all hang out together: either in one of the 2 living rooms or around the table playing games. Modern updates and fun decorative details. "
10 Min Walk to Main St., Updated 1840s Historic Home, Stocked Kitchen, W/D,
Bella Villa familiar. NO CLEANING FEE. Close to Starved Rock Park Hiking trails.
Exterior

Bella Villa familiar. NO CLEANING FEE. Close to Starved Rock Park Hiking trails.

9.8 out of 10, Exceptional, (87)
"Very clean, very cozy, and was very easy to contact the management. I would stay again and recommend others staying here as well."
Bella Villa familiar. NO CLEANING FEE. Close to Starved Rock Park Hiking trails.
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Interior

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

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Living area

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

9.4 out of 10, Exceptional, (86)
"We rented this house so that two families could stay for the weekend in Chicago to celebrate our kids engagement. The house is great, it's pet friendly, it's in a great location, the garage is very useful for parking cars, etc. However, you really, really need to read the owner's rules. If you read the listing's first part "great place for your friends and family gathering", "
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Spacious 3br home near Chicago, fenced yard for pets
Exterior

Spacious 3br home near Chicago, fenced yard for pets

2.0 star property
10.0 out of 10, Exceptional, (2)
"Awesome stay!"
The price is AED 441
AED 1,128 total
includes taxes & fees
2 Feb - 3 Feb
Spacious 3br home near Chicago, fenced yard for pets
Eddy House, Roscoe Village Hideaway
Living area

Eddy House, Roscoe Village Hideaway

10.0 out of 10, Exceptional, (5)
"Great house . "
Eddy House, Roscoe Village Hideaway
Apple Canyon Lake Home, Life At The Lake
Only thing between you and the lake is the trail, access to public dock as well

Apple Canyon Lake Home, Life At The Lake

10.0 out of 10, Exceptional, (74)
"Spent time here for New Year’s Eve! The house had everything we needed. Would stay again!"
Apple Canyon Lake Home, Life At The Lake
Charming 3-bedroom house in Calumet City with WiFi and AC
Living area

Charming 3-bedroom house in Calumet City with WiFi and AC

10.0 out of 10, Exceptional, (3)
"Tammara is a perfect host! She is nice and accommodating. The check in process was very smooth. The house was spotless and so nice! I will definitely be booking again. "
The price is AED 551
AED 1,057 total
includes taxes & fees
2 Feb - 3 Feb
Charming 3-bedroom house in Calumet City with WiFi and AC
Prime Peoria Retreat w/ Deck & Fireplace!
Peoria Vacation Rental | 5BR | 3.5BA | 3,600 Sq Ft | Stairs Required

Prime Peoria Retreat w/ Deck & Fireplace!

10.0 out of 10, Exceptional, (15)
"The house was very clean and the instructions were perfect. There was plenty of room to spread out. We enjoyed the quiet neighborhood. The gas log fireplace was perfect since it was cold and rainy. "
Prime Peoria Retreat w/ Deck & Fireplace!
Standard Suite - Bungalow overlooking the River
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Standard Suite - Bungalow overlooking the River

9.8 out of 10, Exceptional, (9)
"We're absolutely loved "
The price is AED 220
AED 465 total
includes taxes & fees
2 Feb - 3 Feb
Standard Suite - Bungalow overlooking the River
The Landing Zone. Comfortable and cozy three bedroom with two car garage.
Room

The Landing Zone. Comfortable and cozy three bedroom with two car garage.

10.0 out of 10, Exceptional, (11)
"The host is amazing and the home is so cozy!!"
The Landing Zone. Comfortable and cozy three bedroom with two car garage.
Hidden Gem SLEEPS 10+! Ask about Mon-Thurs SPECIAL! Stay 2 nights, get one free
Beautiful Spanish style Villa

Hidden Gem SLEEPS 10+! Ask about Mon-Thurs SPECIAL! Stay 2 nights, get one free

10.0 out of 10, Exceptional, (142)
"Wonderful. "
The price is AED 1,062
AED 1,653 total
includes taxes & fees
3 Feb - 4 Feb
Hidden Gem SLEEPS 10+! Ask about Mon-Thurs SPECIAL! Stay 2 nights, get one free
New Your Home Away From Home! - Near Great Lakes Naval Base!!
Room

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

9.4 out of 10, Exceptional, (19)
"Was a little worried at first! Little minor things that could get fixed or be better, but grows on you after a day of being there.I loved how it was so close to the Navy Base! Big bonus if you have a a recruit "
New Your Home Away From Home! - Near Great Lakes Naval Base!!
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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