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Vacation Homes in Illinois

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 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

Communal Lounge

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, (28 reviews)
"This was a great property. It was easy to access, easy transportation near by, Whole Foods is right around the corner and the neighborhood is very pleasant. Will definitely stay here again."
United States
Josh
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
A spacious living room with a fireplace, a sofa, a coffee table, and a lamp.

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, (162 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 444
AED 1,113 total
includes taxes & fees
1 Nov - 2 Nov
Private 3BR/2BA Territory Home Nestled in the Trees - Stonecrest
A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

3. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (63 reviews)
"We had a wonderful stay"
United States
Anonymous traveler
The price is AED 661
AED 1,352 total
includes taxes & fees
5 Oct - 6 Oct
LUXE 3 BR, 2 BA + Hot Tub
A two-story house with a covered porch, a stone pathway, and a well-maintained garden.

4. 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
9.6 out of 10, Exceptional, (8 reviews)
"The bed was very comfortable and everything was clean and maintained. The host was friendly. Areas of the main house (like the dining room and downstairs game room) were also offered."
United States
Lynnette
Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
A living room with a wooden ceiling, a dining area with a piano, and a large window with a view of greenery.

5. 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 3,754
AED 5,434 total
includes taxes & fees
13 Oct - 14 Oct
Shallowbrook Farm: Where World-Record History Meets Private Luxury
A living room with a stone fireplace, a television mounted above it, and a large window offering a view of the outdoors.

6. 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 495
AED 1,135 total
includes taxes & fees
5 Oct - 6 Oct
New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
A television on a wooden cabinet displaying a streaming service interface with various app icons and a search bar.

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
A staircase with wooden steps leading to a kitchen area.

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, (50 reviews)
"Great time overall"
United States
Lucus
Cozy 3-bedroom house in family-oriented Melrose Park.
A modern two-story house with large windows, a hot tub, and outdoor seating.

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, (108 reviews)
"We enjoyed the hot tub and thought it was a great place to stay."
United States
janet d.
The price is AED 1,653
AED 2,549 total
includes taxes & fees
12 Oct - 13 Oct
Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.
A living room with a fireplace, a television, and a dining area with a table and chairs.

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 403
AED 583 total
includes taxes & fees
7 Oct - 8 Oct
1-bedroom CHARMING house - 2beds - in delightful Hanover with WiFi, AC
A living room with a beige sofa, a coffee table, a patterned rug, and a wall art piece.

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

Modern 2-Bedroom House with Free Parking and Convenient Location,
Skokie
5.4 out of 10, (6 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,
A living room with a dark blue sofa, a dining table with chairs, and a large window with curtains.

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, (127 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
A large indoor swimming pool with a high ceiling and wooden beams, surrounded by large windows and a view of the outdoors.

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, (56 reviews)
"Very nice place to stay. We enjoyed being there. "
United States
Ruth D.
The price is AED 422
AED 1,136 total
includes taxes & fees
2 Nov - 3 Nov
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
A kitchen with green cabinets, a microwave, a stove, and a fruit bowl with apples.

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, (23 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
5 Oct - 6 Oct
Cozy well-appointed Guest Suite on a grass airstrip
A two-story house with a deck, large windows, and a chimney.

15. 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, (165 reviews)
"Very nice quiet location after a busy day in downtown Galena!"
United States
CHRISTINE T.
Cozy 1 Bedroom, 2 Bath Townhome in the Galena Territory
A modern kitchen with blue cabinets, stainless steel appliances, and a wooden floor.

16. 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
A spacious living room with a brick wall, wooden beams, a black leather sofa, a wooden coffee table, and a dining area with a table and chairs.

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

* On the Wine Trail * Hot Tub * Wi-Fi *
Alto Pass
9.8 out of 10, Exceptional, (256 reviews)
"I really could not say a bad thing about this place. I felt comfortable and welcomed immediately when I walked in. They have a cabin log journal that everyone writes down the experiences they had and it was such a lovely touch to see how others had a great time, and to learn other spots to check out. Snack basket was a great perk too! If in the area again, I would choose the wine loft a thousand times."
United States
Courtney
* On the Wine Trail * Hot Tub * Wi-Fi *
A dining area with a dark wooden table, white chairs, and a cabinet with glass doors.

18. 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, (28 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
A covered outdoor seating area with a ceiling fan, wooden furniture, and a view of trees.

19. 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
9.8 out of 10, Exceptional, (6 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 1,219
AED 3,029 total
includes taxes & fees
25 Oct - 26 Oct
Galena modern retreat/ 6 Bedrooms/king beds/ Sauna/HotTub/Resort pool/ game room
A modern kitchen with a marble island, wooden chairs, and a dining table.

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

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Nice rooms, decor and well placed for city experiences"
Trevor 4-night trip
Posted 4 hours ago
L7 Chicago by LOTTE

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