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Vacation Homes in Illinois

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Top Cities in Illinois

Our top choices for Illinois vacation homes

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

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
Near North Side
9.8 out of 10, Exceptional, (6 reviews)
"Excellent, clean, modern, fully furnished apartment in downtown Chicago that is a short car ride or walk to anything you need or want to visit. The neighborhood and building are very safe and the covered parking is well worth the extra expense. We loved the extra space to spread out and the skyline views were beautiful at night. The staff responded right away to any questions we had and even helped to accommodate us an extra night when an event kept us in town longer. The beds were comfortable...
United States
Kathryn
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

2-BR central Oak Park flat+near FLW homes+near trains to Chicago+pets ok+parking

2-BR central Oak Park flat+near FLW homes+near trains to Chicago+pets ok+parking
Oak Park
10.0 out of 10, Exceptional, (3 reviews)
"Jayne had a lovely home in a very nice, quiet neighborhood. Plenty of space for our family, with a small gated yard perfect for our pups. The area is nice and the parking spot was a plus when it is so hard to find free parking around Chicago. We felt welcome and enjoyed our stay. Lots of restaurants and a great coffee shop around the corner from the house. Roughly 20/30 mins into downtown Chicago give or take with traffic."
United States
Amanda C.
2-BR central Oak Park flat+near FLW homes+near trains to Chicago+pets ok+parking

Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!

Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
Greater Grand Crossing
7.8 out of 10, Good, (27 reviews)
"Awesome place to stay "
United States
Tasha H.
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!

ENVITAE Hotel, 4BR Luxury Modern Apartments

ENVITAE Hotel, 4BR Luxury Modern Apartments
Near North Side
9.6 out of 10, Exceptional, (14 reviews)
"The property was clean and the location was great."
United States
Steven C.
The price is AED 926
AED 2,212 total
includes taxes & fees
8 Jul - 9 Jul
ENVITAE Hotel, 4BR Luxury Modern Apartments

Lake view, newly renovated home

Lake view, newly renovated home
The Galena Territory
9.6 out of 10, Exceptional, (74 reviews)
"This Galena home is the perfect stay for a couple or family! Great views and surrounded by wildlife. Very clean and nicely decorated, well equipped home. Will definitely stay again and recommend to others!"
United States
Lisa T.
Lake view, newly renovated home

Peaceful Galena Retreat with Scenic Views + Private Deck

Peaceful Galena Retreat with Scenic Views + Private Deck
The Galena Territory
9.8 out of 10, Exceptional, (82 reviews)
"Awesome place, close to everything that’s near and nice amen"
United States
Genaro
The price is AED 609
AED 1,249 total
includes taxes & fees
14 Jul - 15 Jul
Peaceful Galena Retreat with Scenic Views + Private Deck

Notting Hill Cottage

Notting Hill Cottage
Alto Pass
9.6 out of 10, Exceptional, (334 reviews)
"Was a great place to stay, with perfect location to many attractions."
United States
Jennifer S.
Notting Hill Cottage

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

Cozy and Updated Farmhouse with King Suite

Cozy and Updated Farmhouse with King Suite
Anna
9.8 out of 10, Exceptional, (20 reviews)
"Nice little house that was perfect for our family of five plus our dog. We would stay here again if we found ourselves out this way again."
United States
Kyle
The price is AED 327
AED 580 total
includes taxes & fees
6 Jul - 7 Jul
Cozy and Updated Farmhouse with King Suite

Small House in Pope County Eddyville, IL surrounded by Shawnee National Forest .

Small House in Pope County Eddyville, IL surrounded by Shawnee National Forest .
Eddyville
10.0 out of 10, Exceptional, (27 reviews)
"The place was a great base to explore the Shawnee national forest and garden of the gods. The accommodations were clean and had everything we needed. The outdoor space, large yard and deck, and a fire pit, was real nice. "
United States
Benjamin W.
The price is AED 569
AED 693 total
includes taxes & fees
6 Jul - 7 Jul
Small House in Pope County Eddyville, IL surrounded by Shawnee National Forest .

Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton

Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
Grafton
10.0 out of 10, Exceptional, (141 reviews)
"Beautiful & relaxing setting"
United States
Randy/Bev H.
The price is AED 579
AED 1,089 total
includes taxes & fees
9 Jul - 10 Jul
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony
Downtown Chicago
9.4 out of 10, Exceptional, (70 reviews)
"Perfect location for our activities."
United States
Robbie S.
HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony

1 #23 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

1 #23 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
Chinatown
9.8 out of 10, Exceptional, (10 reviews)
"Great location for a large group to stay. Host quickly responded to any issues that we had. Tons of good food and bars nearby in Chinatown. Would definitely stay again."
United States
Joey M.
1 #23 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

Your Next Vacation Home

Your Next Vacation Home
Oakton
9.4 out of 10, Exceptional, (75 reviews)
"Spacious, clean, well appointed kitchen with air fryer, good location and communication, we would rent again. "
United States
Ann T.
The price is AED 777
AED 1,381 total
includes taxes & fees
6 Jul - 7 Jul
Your Next Vacation Home

Cabin #1 w/ Private Beach 1 mi from Carbondale, IL and SIU

Cabin #1 w/ Private Beach 1 mi from Carbondale, IL and SIU
Carbondale
8.8 out of 10, Excellent, (132 reviews)
"Tom was super nice and accommodating. The cabin was beautiful with an equally nice setting"
United States
Matt T.
The price is AED 1,283
AED 1,686 total
includes taxes & fees
9 Jul - 10 Jul
Cabin #1 w/ Private Beach 1 mi from Carbondale, IL and SIU

King Comfort apartment, Quiet, Clean, AC & WiFi

King Comfort apartment, Quiet, Clean, AC & WiFi
Austin
10.0 out of 10, Exceptional, (10 reviews)
"The stay was wonderful. The host Claudia was soo attentive and helpful."
United States
Prasanna C.
King Comfort apartment, Quiet, Clean, AC & WiFi

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, (116 reviews)
"Parking is very secure"
United States
James
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

Pet-Friendly Wooded Villa w/ Fireplace, Pool & Club Access — Oak Haven Galena

Pet-Friendly Wooded Villa w/ Fireplace, Pool & Club Access — Oak Haven Galena
The Galena Territory
9.8 out of 10, Exceptional, (34 reviews)
"My family and I enjoyed our stay in this property. It was as advertised."
United States
Erman
The price is AED 444
AED 1,136 total
includes taxes & fees
6 Jul - 7 Jul
Pet-Friendly Wooded Villa w/ Fireplace, Pool & Club Access — Oak Haven Galena

Your Home Away From Home in Sauk Village

Your Home Away From Home in Sauk Village
Sauk Village
10.0 out of 10, Exceptional, (5 reviews)
"Amazing hostess!!! The team she has is also amazing! This place provides cleaning service too! Can’t say enough great things about our experience! 10/10 recommend"
United States
Chantal R.
Your Home Away From Home in Sauk Village

View from Quality Hill overlooking historic district, quick walk to downtown

View from Quality Hill overlooking historic district, quick walk to downtown
Galena
9.8 out of 10, Exceptional, (177 reviews)
"Definitely a Historical atmosphere. Attentive host who answered our questions quickly. Beautiful views from our front door. Downtown Galena is spectacular!! "
United States
Connie Z.
View from Quality Hill overlooking historic district, quick walk to downtown
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