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Compare 490 Vacation Homes in Wheeling with updated reviews, rates, and availability.

Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

10.0 out of 10, Exceptional, (118)
"We were a group of 20 family members coming from all over the country for a wedding just a few blocks away. There was room for everyone, plus hairdryers, ironing board, iron, etc. needed to prepare for the big day. Target and Aldi, train station, and several coffee shops and restaurants, and parks within close walking distance made this the perfect location. Everyone loved staying here. We had good weather for porch sitting, and gathering outside after dark. Very helpful and available hosts too ...
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

Lincoln Park Living - Suite 2!

10.0 out of 10, Exceptional, (17)
"Very convenient. Spacious and comfortable condo."
Lincoln Park Living - Suite 2!

Great 3 bedroom rental unit near Logan Square

9.4 out of 10, Exceptional, (21)
"The property was perfect for me and my buddies for a football weekend!"
Great 3 bedroom rental unit near Logan Square

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

New Humble Home! - Near Six Flags & Naval Base!!

8.8 out of 10, Excellent, (22)
"The home is very close to base and was clean. The stairs to the second floor are old and not straight which can be a hazard. It worked for what we needed."
New Humble Home! - Near Six Flags & Naval Base!!

Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design

7.4 out of 10, Good, (3)
"As good as advertised. Plenty of room for our group. Definitely recommend. "
Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design

Charming, luxe, modern home near Naval base, Six flags, Casino, Gurnee Mills

9.8 out of 10, Exceptional, (9)
"It was a quiet and cozy home near Great Lakes RTC. Great location. "
Charming, luxe, modern home near Naval base, Six flags, Casino, Gurnee Mills

Chicago Bootlegger House Sleeps 11-22 with 3 parking spots

10.0 out of 10, Exceptional, (32)
"We had a great time staying here for a family trip. Plenty of space for games, cooking, sleeping, talking. We only used a fraction of what was available. When we had trouble figuring out heating system, host was very responsive. "
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots

New Your Home Away From Home! - Near Great Lakes Naval Base!!

9.2 out of 10, Wonderful, (15)
"Close to everything for My Son Graduation . We where less then 5 Miles from the Navy Station. I like that We had 6 Beds for everyone could sleep. The Kitchen was perfect for cooking meals. "
New Your Home Away From Home! - Near Great Lakes Naval Base!!

⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐

9.8 out of 10, Exceptional, (6)
"This is a very nice property. The only thing I caution is that it’s a 3rd floor walk up (actually on the 4th floor because there is nothing on the ground floor). "
⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐

Entire Beautiful Grove Home

10.0 out of 10, Exceptional, (5)
"The house was perfect. Family was content with location to base which allowed our soldier to spend more time with us and not have to worry about leaving us too soon to be back on base on time. "
Entire Beautiful Grove Home

Wicker Park Entire House, Private Yard and Parking!

10.0 out of 10, Exceptional, (7)
"Walking distance to the best pastries you will ever eat (Mindys) and the best Ramen you will ever eat (Oii Star). Walking distance to the best line (Blue Line). Place was great, location was great! "
Wicker Park Entire House, Private Yard and Parking!

Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

9.0 out of 10, Wonderful, (20)
"The home is exactly as described…VERY comfortable beds and living room. Bed linens and towels are a great quality. Clean all around. I can tell great effort has been made to make our stay comfortable. Great location, as the home is just minutes away from the Great Lakes Navy Base where we attended Bootcamp Graduation for my daughter, as well as taking her back and forth from Base for her Liberty time. Close to shopping and dining.Only 35 minutes to O’Hare Airport, which was an easy commute. The...
The price is AED 588
AED 1,014 total
includes taxes & fees
7 Dec - 8 Dec
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

Roxan Corner

8.4 out of 10, Very Good, (28)
"Just what I needed. The property was clean and the neighborhood is quiet. I would definitely stay again."
Roxan Corner

Spacious 5 BR / King Size Beds + Private Parking!

9.6 out of 10, Exceptional, (8)
"My coworkers and I came to Chicago for a conference and this was the perfect place to stay for it. The rooms were well separated so noise didn't travel between them, and the house was clean and comfortable. The host was extremely accommodating, and it was only a short distance from downtown Chicago."
Spacious 5 BR / King Size Beds + Private Parking!

Pet-Friendly Bartlett Farmhouse w/ Deck!

9.6 out of 10, Exceptional, (5)
"My mother and aunt LOVED the decor."
Pet-Friendly Bartlett Farmhouse w/ Deck!

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (43)
"Great house in a great locations. Beautiful backyard with ample room and swing set for the kids. The rooms are big with very comfortable beds. Love the house. "
Breathtaking home close to Schaumburg, Chicago

Chicago-burb -Medinah -1 King and 1 Queen beds

9.4 out of 10, Exceptional, (15)
"Nice and quiet neighborhood. Host was great! Highly recommended!!"
Chicago-burb -Medinah -1 King and 1 Queen beds

Great location-King beds-Kids playroom

10.0 out of 10, Exceptional, (17)
"We did enjoy our stay in this beautiful home. We had everything we needed to be comfortable. The location was perfect fou our needs."
Great location-King beds-Kids playroom

"Charming 3-Bedroom Home

10.0 out of 10, Exceptional, (2)
"Just beautiful!"
"Charming 3-Bedroom Home
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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Other property types in Wheeling

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (151)
"Another wonderful Friendsgiving in a beautiful condo. Perfect kitchen for this. "
NEW LUXURY CONDO WITH PATIO DECK

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (79)
"Great communication with owner/manager. Two train stations within walking distance. Used the garage for the extra fee, worth it since we took the train everywhere. "
Stunning 3 BR in prime Chicago location

Roxan Corner

8.4 out of 10, Very Good, (28)
"Just what I needed. The property was clean and the neighborhood is quiet. I would definitely stay again."
Roxan Corner
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.