Recent Reviews
“Great location not very close from train station but still accessible to everywhere by bus and trains! Only a few mins walk to lake Michigan and beautiful lake sides & Navy Pier. The kitchen was fully equipped like we could enjoy cooking in there.”
“The apartment was clean and had everything I needed.”
“Quiet neighborhood”
“Good location. It's convenient to travel to downtown.”
“Great location and a roomy and modern apartment. 15 minute walk to the river and surrounded by well known sites of Chicago - portillos is literally just around the corner and a target and walgreens are both within a 5 minute walk!”
“The location was excellent and a safe location. Great value for money”
“The appartement was very cleaned and very well designed. Owners were very kind for us, so I recommend this place.”
“The place was easy to find and the host was super helpful. Really appreciated his assistance at check-out. The location was convenient, close to public transport and not far from the city center. Plenty of restaurants and shops nearby. Well appointed apartment with an artistic touch.”
“Great, well maintained luxury apartment, very clean and in perfect location. Also very nice host. Perfect.”
“The necessary things you expect are there.”
The 30 Best Vacation Rentals in Illinois
Based on 7,513 Vacation Rental Reviews on Booking.com
Guests' Choice
1F Cozy Home in Little Italy near Downtown West Loop United Center
Ranked
1
out of
639 in the Illinois region, as well as being
1 of
183 for vacation rentals in Chicago .
Last review posted 17 days ago
“Great property and well worth the value, so much room and...”
“I love this place! Great location, friendly hosts, lovely decor, and a dedicated parking spot. 10/10”
“The best reasonable mansion near Chicago downton”
See more reviews of 1F Cozy Home in Little Italy near Downtown West Loop United Center
Chicago Charm
Ranked
2
out of
639 in the Illinois region, as well as being
2 of
183 for vacation rentals in Chicago .
Last review posted 6 days ago
“Excellent Chicago Choice”
“Harika”
“Perfect townhome in the lakeshore community area of Chicago. Convenient to everything!”
See more reviews of Chicago Charm
Wrigley Oasis! Steps from the Field! - 3BD 1BA
Ranked
3
out of
639 in the Illinois region, as well as being
3 of
183 for vacation rentals in Chicago .
Last review posted 9 days ago
“This was the perfect place to relax after a long day exploring Chicago.”
“Great option for multiple guests very close to Wrigley Field.”
“Great location.”
See more reviews of Wrigley Oasis! Steps from the Field! - 3BD 1BA
2F Chicago's Little Italy near West Loop & Downtown
Ranked
4
out of
639 in the Illinois region, as well as being
4 of
183 for vacation rentals in Chicago .
Last review posted 2 days ago
“Fantastic place to stay. 100% satisfied”
“Perfect short stay”
“I highly recommend this place for a tourist visit to Chicago”
See more reviews of 2F Chicago's Little Italy near West Loop & Downtown
Derinda House
Ranked
5
out of
639 in the Illinois region, as well as being
1 of
1 for vacation rentals in Elizabeth .
Last review posted 220 days ago
“An experience to be recommended and repeated...”
“Wonderful!”
“place was nice the food was good and the host was very nice”
See more reviews of Derinda House
The Avondale Guesthouse
Ranked
6
out of
639 in the Illinois region, as well as being
5 of
183 for vacation rentals in Chicago .
Last review posted 6 days ago
“Wonderful stay”
“The size of the apartment was large.”
“Very quiet and comfortable. Loved the decor! Comfortable beds.”
See more reviews of The Avondale Guesthouse
Forrestville Ave Large Suite
Ranked
7
out of
639 in the Illinois region, as well as being
6 of
183 for vacation rentals in Chicago .
Last review posted 7 days ago
“Great Stay!”
“A quiet, clean, comfortable stay!”
“Heart of Bronzeville”
See more reviews of Forrestville Ave Large Suite
Mon Chateau
Ranked
8
out of
639 in the Illinois region, as well as being
2 of
35 for vacation rentals in Peoria .
Last review posted 37 days ago
“Convenient.”
“I like it has fridge, oven, coffee maker and toaster.”
“Excellent”
See more reviews of Mon Chateau
The Penthouse at Grand Plaza
Ranked
9
out of
639 in the Illinois region, as well as being
7 of
183 for vacation rentals in Chicago .
Last review posted 61 days ago
“The view is amazing and the fireplace”
“Excellent place to stay when visiting Chicago.”
“A high scale apartment in the best location with best views”
See more reviews of The Penthouse at Grand Plaza
Northside FAMLYNEST Lincoln Sq 4BR 2BA 2P Rare find
Ranked
10
out of
639 in the Illinois region, as well as being
8 of
183 for vacation rentals in Chicago .
Last review posted 41 days ago
“Again it was a delight! I would recommend this property to anyone looking for a nice comfortable reasonable place to sta”
“Ivan kept great communication with us during our whole stay and always made sure we had everything we needed. Wonderful!”
“This unit was clean and in a safe quiet neighborhood. Although we had our own vehicle, the metro was very close. Good ch”
See more reviews of Northside FAMLYNEST Lincoln Sq 4BR 2BA 2P Rare find
Sentral Michigan Avenue
Ranked
11
out of
639 in the Illinois region, as well as being
9 of
183 for vacation rentals in Chicago .
Last review posted 2 days ago
“The accommodation suited our needs.”
“Friendly staff, clean space and great location”
“Great time with my family. We used the spa before bed and in the morning.”
See more reviews of Sentral Michigan Avenue
Perfect place to enjoy the city or just relax
Ranked
12
out of
639 in the Illinois region, as well as being
10 of
183 for vacation rentals in Chicago .
Last review posted 9 days ago
“I will return , excellent experience”
“Pretty apartment”
“Almost a perfect place!”
See more reviews of Perfect place to enjoy the city or just relax
Trendy West Town Flat - 2 bed / 1.5 bath w parking
Ranked
13
out of
639 in the Illinois region, as well as being
11 of
183 for vacation rentals in Chicago .
Last review posted 206 days ago
“Had a short, but lovely, stay in the apartment.”
“Home away from home”
“As nice as advertised!”
See more reviews of Trendy West Town Flat - 2 bed / 1.5 bath w parking
Richmond No. 267
Ranked
14
out of
639 in the Illinois region, as well as being
1 of
2 for vacation rentals in Richmond .
Last review posted 2 days ago
“Awesome high quality getaway in a quaint town. Bonus charging station for EV owners!”
“Location couldn't have been better, walk to excellent...”
“Perfect location for a fall weekend getaway!”
See more reviews of Richmond No. 267
Kasa South Loop Chicago
Ranked
15
out of
639 in the Illinois region, as well as being
12 of
183 for vacation rentals in Chicago .
Last review posted 2 days ago
“Good location.”
“Loved Chicago”
“first time on a Kass property and will look for more”
See more reviews of Kasa South Loop Chicago
2 Bed Apt w/ Office, Free Parking, Near Wrigley
Ranked
16
out of
639 in the Illinois region, as well as being
13 of
183 for vacation rentals in Chicago .
Last review posted 8 days ago
“10 star apartment”
“Great and nice apartment in Chicago”
“It was amazing stay very good in comincate very nice location”
See more reviews of 2 Bed Apt w/ Office, Free Parking, Near Wrigley
Sonder The Opal
Ranked
17
out of
639 in the Illinois region, as well as being
14 of
183 for vacation rentals in Chicago .
Last review posted 4 days ago
“👍”
“Location / layout”
“A very worthwhile accommodation for a great break”
See more reviews of Sonder The Opal
Luxéry Stay Chicago - Across from McCormick Place & Wintrust Arena
Ranked
18
out of
639 in the Illinois region, as well as being
15 of
183 for vacation rentals in Chicago .
Last review posted 4 days ago
“The unit was clean, well-decorated, convenient, and perfectly peaceful.”
“Not recommended”
“Good base to explore Chicago”
See more reviews of Luxéry Stay Chicago - Across from McCormick Place & Wintrust Arena
✪ Cozy 1 Bedroom close to Downtown Chicago ✪
Ranked
19
out of
639 in the Illinois region, as well as being
16 of
183 for vacation rentals in Chicago .
Last review posted 21 days ago
“Really nice & cozy appartement, top Location and a...”
“We absolutely loved the location.”
“Peaceful apartment great for couples”
See more reviews of ✪ Cozy 1 Bedroom close to Downtown Chicago ✪
The Blue Golden Luxury Modern 3- Bedroom Apartment in Chicago
Ranked
20
out of
639 in the Illinois region, as well as being
17 of
183 for vacation rentals in Chicago .
Last review posted 9 days ago
“Beautiful, quiet apartment with easy access to Downtown.”
“Great location, went to a Cubs game.”
“The host was very helpful and communicative and the space was well kept and accommodating.”
See more reviews of The Blue Golden Luxury Modern 3- Bedroom Apartment in Chicago
Adorable 2 bedroom with free street parking
Ranked
21
out of
639 in the Illinois region, as well as being
18 of
183 for vacation rentals in Chicago .
Last review posted 15 days ago
“Lovely apartment for family ,”
“Thank you for hosting my stay!”
“Nice stay”
See more reviews of Adorable 2 bedroom with free street parking
Hip Urban Loft-Small Town Charm-124 LOFTS #2
Ranked
22
out of
639 in the Illinois region, as well as being
1 of
5 for vacation rentals in West Dundee .
Last review posted 46 days ago
“The space was excellent for our stay.”
“Relaxing and very cute place in a charming town.”
“The photos caught our eyes before we booked, and seeing it with our own eyes didn’t disappoint!”
See more reviews of Hip Urban Loft-Small Town Charm-124 LOFTS #2
1549 North Maplewood Avenue
Ranked
23
out of
639 in the Illinois region, as well as being
19 of
183 for vacation rentals in Chicago .
Last review posted 3 days ago
“The building is not new, but a very clean and well-kept...”
“'L' Of A Time In Chicago”
“Great location with plenty of amenities for a long or short stay.”
See more reviews of 1549 North Maplewood Avenue
Sonder South Wabash
Ranked
24
out of
639 in the Illinois region, as well as being
20 of
183 for vacation rentals in Chicago .
Last review posted 2 days ago
“Modern clean comfortable apartment”
“It was peaceful and quiet. Very close to soldier field. Will definitely stay there again.”
“My stay was awesome.”
See more reviews of Sonder South Wabash
Galena Penthouse overlooking Main Street with FREE off street parking
Ranked
25
out of
639 in the Illinois region, as well as being
1 of
9 for vacation rentals in Galena .
Last review posted 58 days ago
“Even though this place had the perfect amount of Galena charm, it didn’t matter how dated the home was, I do expect for”
“The three of us just went for a day getaway and overnight...”
“Short”
See more reviews of Galena Penthouse overlooking Main Street with FREE off street parking
Lincoln Park Aparment with Backyard!
Ranked
26
out of
639 in the Illinois region, as well as being
21 of
183 for vacation rentals in Chicago .
Last review posted 10 days ago
“We loved Chicago.”
“Very pleased with the location and professionalism”
“A great place to stay and free street parking. Would definitely stay here again!”
See more reviews of Lincoln Park Aparment with Backyard!
Spacious 5-BR Apt next to transit Free Parking
Ranked
27
out of
639 in the Illinois region, as well as being
22 of
183 for vacation rentals in Chicago .
Last review posted 22 days ago
“Amazing experience! Will definitely rent from again!”
“Very communicative and site in quiet neighborhood”
“This was probably the best stay I had!”
See more reviews of Spacious 5-BR Apt next to transit Free Parking
Fully Furnished Apt Near Millenium Park- 29
Ranked
28
out of
639 in the Illinois region, as well as being
23 of
183 for vacation rentals in Chicago .
Last review posted 9 days ago
“This property is at a great location.”
“Location, roof top pool and patio.”
“Modern comfort in the middle of the Windy City”
See more reviews of Fully Furnished Apt Near Millenium Park- 29
Winter Wonderland Retreat and Your Chicago Chill Getaway
Ranked
29
out of
639 in the Illinois region, as well as being
24 of
183 for vacation rentals in Chicago .
Last review posted 219 days ago
“Great place in a nice area. Awesome amenities and comfy.”
“The space of the place the cleanineas of the place how it...”
“I paid half the price for double the amenaties.”
See more reviews of Winter Wonderland Retreat and Your Chicago Chill Getaway
ENVITAE 3BR Luxury Corner Loft with Navy Pier Views
Ranked
30
out of
639 in the Illinois region, as well as being
25 of
183 for vacation rentals in Chicago .
Last review posted 28 days ago
“Location, upper floor, view”
“Service from host is excellent.”
“Stunning views, beautiful apartment”
See more reviews of ENVITAE 3BR Luxury Corner Loft with Navy Pier Views
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