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Vacation Homes in Illinois

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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
A historic downtown street with vintage buildings, a church steeple, and a prominent clock tower.
Vacation HomesVacation Homes

Galena

Galena

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
9.4 out of 10, Exceptional, (26 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
Smart TV, fireplace, DVD player

2. Private 3BR/2BA Territory Home Nestled in the Trees - Stonecrest

Private 3BR/2BA Territory Home Nestled in the Trees - Stonecrest
The Galena Territory
10.0 out of 10, Exceptional, (161 reviews)
"The host and their home were extremely wonderful! I cannot stress enough what a memorable stay we had!! "
United States
Laura A.
The price is AED 382
AED 1,024 total
includes taxes & fees
27 Sep - 28 Sep
Private 3BR/2BA Territory Home Nestled in the Trees - Stonecrest
Dining

3. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (62 reviews)
"We had a wonderful stay"
United States
Anonymous traveler
The price is AED 661
AED 1,364 total
includes taxes & fees
28 Sep - 29 Sep
LUXE 3 BR, 2 BA + Hot Tub
Smart TV, fireplace, table tennis, books

4. 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, (7 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 3,677
AED 5,321 total
includes taxes & fees
28 Sep - 29 Sep
Shallowbrook Farm: Where World-Record History Meets Private Luxury
Smart TV, fireplace, table tennis, stereo

5. New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena

New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
The Galena Territory
10.0 out of 10, Exceptional, (77 reviews)
"Wonderful stay! The place was very clean, comfortable and a great location. It had everything we needed and more. We would definitely stay here again and hope to be back next fall! Highly recommend!"
United States
Brooke
The price is AED 418
AED 1,027 total
includes taxes & fees
29 Sep - 30 Sep
New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
Exterior

6. 2 Bedroom Townhouse w/Soaking Tub + Rain Shower

2 Bedroom Townhouse w/Soaking Tub + Rain Shower
The Galena Territory
9.8 out of 10, Exceptional, (83 reviews)
"Very clean, comfortable property - great location as well!"
United States
Betsy L.
2 Bedroom Townhouse w/Soaking Tub + Rain Shower
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
Interior

8. 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, (49 reviews)
"Wonderful place "
United States
Ben C.
Cozy 3-bedroom house in family-oriented Melrose Park.
Outdoor dining

9. Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.

Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.
Galena
10.0 out of 10, Exceptional, (107 reviews)
"We enjoyed the hot tub and thought it was a great place to stay."
United States
janet d.
The price is AED 1,286
AED 2,068 total
includes taxes & fees
6 Oct - 7 Oct
Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.
Interior

10. 1-bedroom CHARMING house - 2beds - in delightful Hanover with WiFi, AC

1-bedroom CHARMING house - 2beds - in delightful Hanover with WiFi, AC
Hanover
8.6 out of 10, Excellent, (14 reviews)
"The property is small but it has really everything you should need for a get away. Very well decorated, cute little hang out spot. "
United States
Taylor K.
The price is AED 390
AED 569 total
includes taxes & fees
30 Sep - 1 Oct
1-bedroom CHARMING house - 2beds - in delightful Hanover with WiFi, AC
Smart TV

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

Modern 2-Bedroom House with Free Parking and Convenient Location,
Skokie
5.6 out of 10, (5 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,
Smart TV, fireplace, books

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

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Near North Side
9.4 out of 10, Exceptional, (126 reviews)
"Was perfect size for the group we had staying. Was easy to walk to anywhere we needed to go."
United States
Rheann H.
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Indoor pool, outdoor pool

13. 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, (55 reviews)
"Very nice place to stay. We enjoyed being there. "
United States
Ruth D.
The price is AED 303
AED 975 total
includes taxes & fees
29 Sep - 30 Sep
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
Coffee/tea maker, fridge, microwave, oven

14. 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, (21 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
27 Sep - 28 Sep
Cozy well-appointed Guest Suite on a grass airstrip
Microwave, oven, stovetop

15. Your Home Away From Home in Sauk Village

Your Home Away From Home in Sauk Village
Sauk Village
7.4 out of 10, Good, (10 reviews)
"It was a great place to stay while visiting my family for the weekend. They j"
United States
Johanna G.
Your Home Away From Home in Sauk Village
Exterior

16. 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, (164 reviews)
"Great location and a very comfortable stay."
United States
Mary A.
Cozy 1 Bedroom, 2 Bath Townhome in the Galena Territory
Dining

17. Stylish Great Lakes Getaway • 4 Min to Navy Base • Family-Friendly 2BR

Stylish Great Lakes Getaway • 4 Min to Navy Base • Family-Friendly 2BR
North Chicago
8.6 out of 10, Excellent, (44 reviews)
"Just wish there was a washer and dryer Other than that great for a short stay !"
United States
Sarah
Stylish Great Lakes Getaway • 4 Min to Navy Base • Family-Friendly 2BR
TV

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

* On the Wine Trail * Hot Tub * Wi-Fi *
Alto Pass
9.8 out of 10, Exceptional, (255 reviews)
"we have been staying at this property for years, through different owners"
United States
Kendra P.
* On the Wine Trail * Hot Tub * Wi-Fi *
Dining

19. Private House - Sleeps 8 - 13 Min to Downtown STL

Private House - Sleeps 8 - 13 Min to Downtown STL
Caseyville
9.4 out of 10, Exceptional, (27 reviews)
"Great stay for long getaway weekend with friends. House was clean and very comfortable and great location for going to the International Horseradish Festival"
United States
Ginger S.
Private House - Sleeps 8 - 13 Min to Downtown STL
Dining

20. Lake Front, Family fun- Sleeps 8, Newly modern remodeled 3bed/2bath private dock

Lake Front, Family fun- Sleeps 8, Newly modern remodeled 3bed/2bath private dock
Creal Springs
9.2 out of 10, Wonderful, (79 reviews)
"Great spot quiet cove with dock for your boat"
United States
Benjamin W.
Lake Front, Family fun- Sleeps 8, Newly modern remodeled 3bed/2bath private dock
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

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Great price, very convenient, walkable to downtown/river area. Staff was very helpful with directions and pleasant at all times. Bathroom was very small, but fine for a solo traveler."
Richard 2-night trip
Posted less than an hour ago
Hotel Saint Clair- Magnificent Mile

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