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Vacation Homes in Illinois

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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 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
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
9.6 out of 10, Exceptional, (20 reviews)
"Very clean, very quite loved having 3 bathrooms, had everything you’d need for your stay"
Canada
LM
The price is AED 1,572
AED 3,105 total
includes taxes & fees
13 Sep - 14 Sep
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
Dining

2. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (57 reviews)
"Hot tub was very nice!"
United States
Jeff
The price is AED 661
AED 1,352 total
includes taxes & fees
7 Sep - 8 Sep
LUXE 3 BR, 2 BA + Hot Tub
Exterior

3. Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower

Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
Joliet
10.0 out of 10, Exceptional, (3 reviews)
"Such a clean, quiet, comfortable, roomy place to stay. The host, Ben, is great. I will definitely try to stay here next time, provided it’s not already booked."
United States
Max L.
The price is AED 317
AED 570 total
includes taxes & fees
15 Sep - 16 Sep
Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
Exterior

4. 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, (161 reviews)
"Great location and a very comfortable stay."
United States
Mary A.
Cozy 1 Bedroom, 2 Bath Townhome in the Galena Territory
Interior

5. 1-bedroom CHARMING house - 2beds - in delightful Hanover with WiFi, AC

1-bedroom CHARMING house - 2beds - in delightful Hanover with WiFi, AC
Hanover
8.4 out of 10, Very Good, (10 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 383
AED 562 total
includes taxes & fees
15 Sep - 16 Sep
1-bedroom CHARMING house - 2beds - in delightful Hanover with WiFi, AC
Property grounds

6. 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.
The price is AED 1,892
AED 3,558 total
includes taxes & fees
16 Sep - 17 Sep
ENVITAE Hotel, 4BR Luxury Modern Apartments
Interior

7. 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, (45 reviews)
"Wonderful place "
United States
Ben C.
Cozy 3-bedroom house in family-oriented Melrose Park.
Property grounds

8. Galena modern retreat/ 6 Bedrooms/king beds/ Sauna/HotTub/Resort pool/ game room

Galena modern retreat/ 6 Bedrooms/king beds/ Sauna/HotTub/Resort pool/ game room
The Galena Territory
10.0 out of 10, Exceptional, (4 reviews)
"Host was very responsive and easy to work with. House has everything you need and the ability to adjust the hottub temperature to super hot. "
United States
Farzana V.
The price is AED 1,179
AED 2,850 total
includes taxes & fees
20 Sep - 21 Sep
Galena modern retreat/ 6 Bedrooms/king beds/ Sauna/HotTub/Resort pool/ game room
Smart TV, fireplace, DVD player

9. 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, (158 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 437
AED 1,090 total
includes taxes & fees
21 Sep - 22 Sep
Private 3BR/2BA Territory Home Nestled in the Trees - Stonecrest
Interior

10. 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
Coffee/tea maker, fridge, microwave, oven

11. Townhome 3 bedroom 2 bath with Parking - near McCormick Place , Chinatown Sox

Townhome 3 bedroom 2 bath with Parking - near McCormick Place , Chinatown Sox
Chinatown
10.0 out of 10, Exceptional, (4 reviews)
"Very nice property, just need TVs in all bedrooms, very comfortable atmosphere"
United States
Edward S.
Townhome 3 bedroom 2 bath with Parking - near McCormick Place , Chinatown Sox
Smart TV

12. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
7.8 out of 10, Good, (33 reviews)
"Pros: Quiet neighborhood, felt safe going in and out of the house. Upstairs bathroom shower was amazing. Cons: warmer in living room, stained pillows, couches and floors felt like dust mites all over( simple fix) All in all it was a good stay."
United States
Amal
The price is AED 545
AED 1,106 total
includes taxes & fees
7 Sep - 8 Sep
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
TV

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

* On the Wine Trail * Hot Tub * Wi-Fi *
Alto Pass
9.8 out of 10, Exceptional, (253 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 *
Smart TV

14. 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,
Coffee/tea maker, microwave, dishwasher, toaster

15. Spacious open concept home w/ game room + firepit

Spacious open concept home w/ game room + firepit
Winfield
9.8 out of 10, Exceptional, (99 reviews)
"Great location"
United States
Ross S.
Spacious open concept home w/ game room + firepit
Exterior

16. 2 Bedroom Townhouse w/Soaking Tub + Rain Shower

2 Bedroom Townhouse w/Soaking Tub + Rain Shower
The Galena Territory
10.0 out of 10, Exceptional, (76 reviews)
"It was a very nice place ."
United States
Scott b.
2 Bedroom Townhouse w/Soaking Tub + Rain Shower
Terrace/patio

17. 10 Min Walk to Main St., Updated 1840s Historic Home, Stocked Kitchen, W/D,

10 Min Walk to Main St., Updated 1840s Historic Home, Stocked Kitchen, W/D,
Galena
10.0 out of 10, Exceptional, (71 reviews)
"House was very clean and in a great location for walking downtown. "
United States
Carrie
10 Min Walk to Main St., Updated 1840s Historic Home, Stocked Kitchen, W/D,
Coffee/tea maker, fridge, microwave, oven

18. 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, (18 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
15 Sep - 16 Sep
Cozy well-appointed Guest Suite on a grass airstrip
Smart TV, fireplace, table tennis, stereo

19. 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, (75 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 873
AED 1,584 total
includes taxes & fees
4 Oct - 5 Oct
New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
Coffee/tea maker, fridge, microwave, oven

20. Modern New Construction ~ Private Hot Tub, Fire Pit, Gas Grill

Modern New Construction ~ Private Hot Tub, Fire Pit, Gas Grill
The Galena Territory
10.0 out of 10, Exceptional, (5 reviews)
Modern New Construction ~ Private Hot Tub, Fire Pit, Gas Grill
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

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Na"
Bylley 3-night trip
Posted 2 hours ago
Hilton Chicago

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