A city skyline with a river, green spaces, and a baseball field.

Vacation Homes in Illinois

Compare and save

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Top Cities in Illinois

A city skyline with modern skyscrapers and a river with boats and people in the foreground.
Vacation HomesVacation Homes

Chicago

Chicago

Our top choices for Illinois vacation homes

Interior

1. 4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
Near North Side
9.2 out of 10, Wonderful, (19 reviews)
"Very clean, very quite loved having 3 bathrooms, had everything you’d need for your stay"
Canada
LM
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
Coffee/tea maker, fridge, microwave, oven

2. Cozy well-appointed Guest Suite on a grass airstrip

Cozy well-appointed Guest Suite on a grass airstrip
Hanover
10.0 out of 10, Exceptional, (14 reviews)
"Both myself and Winston really enjoyed our recent stay. I got to experience "fancy toilet" :) and Winston could roam around the property. Condo was super clean and very nicely decorated. I wish we stayed 2 nights as originally planned..."
United States
Don
The price is AED 790
AED 997 total
includes taxes & fees
20 Aug - 21 Aug
Cozy well-appointed Guest Suite on a grass airstrip
Exterior

3. Cozy 1 Bedroom, 2 Bath Townhome in the Galena Territory

Cozy 1 Bedroom, 2 Bath Townhome in the Galena Territory
The Galena Territory
9.8 out of 10, Exceptional, (158 reviews)
"Great location and a very comfortable stay."
United States
Mary A.
Cozy 1 Bedroom, 2 Bath Townhome in the Galena Territory
Property grounds

4. Riverfront cabin on Rock River

Riverfront cabin on Rock River
Rockford
10.0 out of 10, Exceptional, (225 reviews)
"Recommend for quiet relaxing vacation"
United States
m d.
The price is AED 643
AED 1,047 total
includes taxes & fees
9 Sep - 10 Sep
Riverfront cabin on Rock River
Property grounds

5. ENVITAE Hotel, 4BR Luxury Modern Apartments

ENVITAE Hotel, 4BR Luxury Modern Apartments
Near North Side
9.6 out of 10, Exceptional, (25 reviews)
"Beautiful place and location! Had a great time with my family here"
United States
Pedro C.
ENVITAE Hotel, 4BR Luxury Modern Apartments
Smart TV, fireplace, table tennis, books

6. Shallowbrook Farm: Where World-Record History Meets Private Luxury

Shallowbrook Farm: Where World-Record History Meets Private Luxury
Bradford
9.8 out of 10, Exceptional, (6 reviews)
"The games in the basement were great. The check in and check out was easy. Great communication. Would stay again! "
United States
Derek S.
The price is AED 3,673
AED 5,337 total
includes taxes & fees
20 Aug - 21 Aug
Shallowbrook Farm: Where World-Record History Meets Private Luxury
Interior

7. Charming Home in Portage Park

Charming Home in Portage Park
Portage Park
8.2 out of 10, Very Good, (11 reviews)
"Plenty of lovely little restaurants and places near by! I think the best part is having a 3 minute *walk* to a full on grocery store. Great little VRBO, no complaints!"
United States
Dwayne M.
Charming Home in Portage Park
Property grounds

8. Vintage Escape 1BR Two Blocks Away From Beach

Vintage Escape 1BR Two Blocks Away From Beach
Rogers Park
9.6 out of 10, Exceptional, (21 reviews)
"Very clean and great communication with the host."
United States
Lynda S.
Vintage Escape 1BR Two Blocks Away From Beach
Smart TV

9. Modern 2-Bedroom House with Free Parking and Convenient Location,

Modern 2-Bedroom House with Free Parking and Convenient Location,
Skokie
6.6 out of 10, (4 reviews)
"Conveniently located to good retail and restaurants!Mir was a great host and provided excellent communication. Would definitely stay again."
United States
Damario J.
Modern 2-Bedroom House with Free Parking and Convenient Location,
Dining

10. Peaceful, Country Cottage with Open Floor Plan

Peaceful, Country Cottage with Open Floor Plan
Quincy
9.8 out of 10, Exceptional, (221 reviews)
"Only there for a one night stay, but very beautiful and comfortable!"
United States
Vicki W.
The price is AED 477
AED 915 total
includes taxes & fees
1 Sep - 2 Sep
Peaceful, Country Cottage with Open Floor Plan
TV, fireplace, DVD player

11. 6 Bedroom w/ Fireplace, Hot Tub, Pool Table, Foosball, and fire pit

6 Bedroom w/ Fireplace, Hot Tub, Pool Table, Foosball, and fire pit
The Galena Territory
9.8 out of 10, Exceptional, (186 reviews)
"Kitchen was well equipped for a large group. Beds were very comfortable. Overall great for a large group!"
United States
Carrie F.
6 Bedroom w/ Fireplace, Hot Tub, Pool Table, Foosball, and fire pit
Interior

12. Cozy 3-bedroom house in family-oriented Melrose Park.

Cozy 3-bedroom house in family-oriented Melrose Park.
Melrose Park
9.6 out of 10, Exceptional, (44 reviews)
"Wonderful place "
United States
Ben C.
Cozy 3-bedroom house in family-oriented Melrose Park.
Interior

13. Arch View Luxury Home:Private Pool,Hot-tub,Sauna.Free Wine&Brkfst.5 min from STL

Arch View Luxury Home:Private Pool,Hot-tub,Sauna.Free Wine&Brkfst.5 min from STL
Caseyville
9.6 out of 10, Exceptional, (26 reviews)
"Fantastic stay! The host was so lovely to communicate with and answered any of my questions quickly. The welcome basket was so sweet and the hot tub was amazing!"
United States
Marcie Q.
Arch View Luxury Home:Private Pool,Hot-tub,Sauna.Free Wine&Brkfst.5 min from STL
Indoor pool, outdoor pool

14. Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View

Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
The Galena Territory
10.0 out of 10, Exceptional, (53 reviews)
"Very nice place to stay. We enjoyed being there. "
United States
Ruth D.
The price is AED 418
AED 1,039 total
includes taxes & fees
23 Aug - 24 Aug
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
Living area

15. Charming 3-bedroom house in amazing Chicago

Charming 3-bedroom house in amazing Chicago
Dunning
9.6 out of 10, Exceptional, (12 reviews)
"Easy access to the convention center and clean property. We enjoyed our stay. "
United States
Kellie B.
Charming 3-bedroom house in amazing Chicago
Interior

16. Dog Friendly, Fire Pit, Game Room - Daily Deer Sightings!

Dog Friendly, Fire Pit, Game Room - Daily Deer Sightings!
Galena
10.0 out of 10, Exceptional, (190 reviews)
"Check-in was extremely easy. Very comfortable and relaxing would definitely stay there again."
United States
Deannie H.
Dog Friendly, Fire Pit, Game Room - Daily Deer Sightings!
Exterior

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

Bella Villa familiar. WIFI. Close to Starved Rock Park Hiking trails. Relaxing!
North Utica
9.8 out of 10, Exceptional, (149 reviews)
"Great location to state parks! Very roomy and perfect for a family vaca!"
United States
Lindsey
Bella Villa familiar. WIFI. Close to Starved Rock Park Hiking trails. Relaxing!
Smart TV, books

18. Charming dog-friendly bungalow near Starved Rock

Charming dog-friendly bungalow near Starved Rock
La Salle
9.8 out of 10, Exceptional, (27 reviews)
"The cleanliness of the home was the best and making guests feel comfortable in every room of the home."
United States
Martita
The price is AED 397
AED 751 total
includes taxes & fees
24 Aug - 25 Aug
Charming dog-friendly bungalow near Starved Rock
Smart TV, video games

19. Furnished Private home in Aurora sleeps 9 guests

Furnished Private home in Aurora sleeps 9 guests
Aurora
9.2 out of 10, Wonderful, (119 reviews)
"The host was very prompt at responding to all our needs. The location was perfect. Very roomy. Would definitely stay again"
United States
Tracie E.
Furnished Private home in Aurora sleeps 9 guests
2 bedrooms, desk, iron/ironing board, travel crib

20. Awesome getaway! Two King beds three smart large screen TVs

Awesome getaway! Two King beds three smart large screen TVs
Manteno
9.8 out of 10, Exceptional, (49 reviews)
"This home was perfect for our needs! Great place to stay. "
United States
Shawn W.
The price is AED 566
AED 977 total
includes taxes & fees
7 Sep - 8 Sep
Awesome getaway! Two King beds three smart large screen TVs
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Illinois Hotel Reviews

Eurostars Magnificent Mile

Eurostars Magnificent Mile

8/10 Good
"Fantastic location. Staff was friendly, efficient & helpful. Nice room. Hotel is near lots of restaurants & shops. Really enjoyed our stay."
Debra 4-night trip
Posted less than an hour ago
Eurostars Magnificent Mile

Explore a world of travel with Expedia