Recent Reviews
“Clean, comfortable, spacious. Great location. Quiet.”
“Fantastic property very close to the downtown area of Chicago, near the metro and the bus stop. Beautifully done up interiors, Very spacious and can easily accommodate 12-14 people . Ample amount of coffee milk and sugar at disposal. Prompt replies from the owner for everything we needed.”
“Everything was super clean and the place just close to the red line wilson station. Just took 25 min to downtown (City Center). Except from roof party everything was better than we expect. Sometimes somebody makes very loud sounds on roof (common area) by giving parties. No worries they stop about 11.00 pm. Long story short we highly recommmended ;)”
“Well equipped kitchen dishwasher and washing machine with built in dryer.
Good bathroom facilities.. With shampoo and conditioner and soap dispenser.”
“Excellent location very near all necessary amenities and Blue Line L station. Upmarket, safe area.”
“Great location, apartment perfect”
“A great getaway within easy reach of all the downtown sights, via the "L' subway system. Considering we let ourselves into the wrong apartment, we were very comfortable and found our host Safa charming and helpful.”
“The size of the apartment was large. Parking was free.”
“Perfect location, gives you the feeling of being a resident”
“I had a wonderful stay here. Everything about the place was as described. It was clean, comfortable, spacious, and had lots of amenities. The location is perfect, very close to coffee shops and restaurants. A comfortable place if you want to rest after a long day of walking around town. Checkin/ checkout were a breeze. Would definitely stay here next time!”
The 30 Best Vacation Rentals in Illinois
Based on 7,220 Vacation Rental Reviews on Booking.com
Guests' Choice
1F Cozy Home in Little Italy near Downtown West Loop United Center
Ranked
1
out of
616 in the Illinois region, as well as being
1 of
172 for vacation rentals in Chicago .
Last review posted 43 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
Wrigley Oasis! Steps from the Field! - 3BD 1BA
Ranked
2
out of
616 in the Illinois region, as well as being
2 of
172 for vacation rentals in Chicago .
Last review posted 13 days ago
“Great option for multiple guests very close to Wrigley Field.”
“Great location.”
“Very attentive hosts.”
See more reviews of Wrigley Oasis! Steps from the Field! - 3BD 1BA
Derinda House
Ranked
3
out of
616 in the Illinois region, as well as being
1 of
1 for vacation rentals in Elizabeth .
Last review posted 200 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
Chicago Charm
Ranked
4
out of
616 in the Illinois region, as well as being
3 of
172 for vacation rentals in Chicago .
Last review posted 3 days ago
“Harika”
“Perfect townhome in the lakeshore community area of Chicago. Convenient to everything!”
“My family stayed for the week of Christmas. The apartment was filled with items that were very useful to make our stay e”
See more reviews of Chicago Charm
2F Chicago's Little Italy near West Loop & Downtown
Ranked
5
out of
616 in the Illinois region, as well as being
4 of
172 for vacation rentals in Chicago .
Last review posted 13 days ago
“The host's behavior was extremely disappointing.”
“Superb accommodation.”
“Most comfortable Chicago stay!”
See more reviews of 2F Chicago's Little Italy near West Loop & Downtown
The Avondale Guesthouse
Ranked
6
out of
616 in the Illinois region, as well as being
5 of
172 for vacation rentals in Chicago .
Last review posted 3 days ago
“Very quiet and comfortable. Loved the decor! Comfortable beds.”
“It was perfect for our family.”
“Excellent space for a family with a dog, great location!”
See more reviews of The Avondale Guesthouse
Forrestville Ave Large Suite
Ranked
7
out of
616 in the Illinois region, as well as being
6 of
172 for vacation rentals in Chicago .
Last review posted 10 days ago
“A quiet, clean, comfortable stay!”
“Heart of Bronzeville”
“Amazing experience. Would like to introduce to anyone that would want to visit Chicago.”
See more reviews of Forrestville Ave Large Suite
Mon Chateau
Ranked
8
out of
616 in the Illinois region, as well as being
2 of
36 for vacation rentals in Peoria .
Last review posted 17 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
616 in the Illinois region, as well as being
7 of
172 for vacation rentals in Chicago .
Last review posted 41 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
616 in the Illinois region, as well as being
8 of
172 for vacation rentals in Chicago .
Last review posted 21 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
616 in the Illinois region, as well as being
9 of
172 for vacation rentals in Chicago .
Last review posted yesterday
“Excellent location for visiting Chicago!”
“Spotlessly clean.”
“Very nice, comfortable, and affordable stay. Perfect location. Sandra at the front desk was great — friendly and very he”
See more reviews of Sentral Michigan Avenue
Perfect place to enjoy the city or just relax
Ranked
12
out of
616 in the Illinois region, as well as being
10 of
172 for vacation rentals in Chicago .
Last review posted 16 days ago
“Pretty apartment”
“Almost a perfect place!”
“Clean & nice inside. Maybe check Google street view if concerned about the area.”
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
616 in the Illinois region, as well as being
11 of
172 for vacation rentals in Chicago .
Last review posted 186 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
Kasa South Loop Chicago
Ranked
14
out of
616 in the Illinois region, as well as being
12 of
172 for vacation rentals in Chicago .
Last review posted 3 days ago
“first time on a Kass property and will look for more”
“Great location and amazing apartment!”
“Great views, plenty of room, felt safe”
See more reviews of Kasa South Loop Chicago
Richmond No. 267
Ranked
15
out of
616 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
Sonder The Opal
Ranked
16
out of
616 in the Illinois region, as well as being
13 of
172 for vacation rentals in Chicago .
Last review posted 2 days ago
“Great concept with the short term rentals, location was...”
“My stay for the first time in Chicago was beyond amazing”
“Perfect”
See more reviews of Sonder The Opal
2 Bed Apt w/ Office, Free Parking, Near Wrigley
Ranked
17
out of
616 in the Illinois region, as well as being
14 of
172 for vacation rentals in Chicago .
Last review posted 5 days ago
“Great and nice apartment in Chicago”
“It was amazing stay very good in comincate very nice location”
“Perfect”
See more reviews of 2 Bed Apt w/ Office, Free Parking, Near Wrigley
Luxéry Stay Chicago - Across from McCormick Place & Wintrust Arena
Ranked
18
out of
616 in the Illinois region, as well as being
15 of
172 for vacation rentals in Chicago .
Last review posted 9 days ago
“Not recommended”
“Good base to explore Chicago”
“A really good option for business trip”
See more reviews of Luxéry Stay Chicago - Across from McCormick Place & Wintrust Arena
✪ Cozy 1 Bedroom close to Downtown Chicago ✪
Ranked
19
out of
616 in the Illinois region, as well as being
16 of
172 for vacation rentals in Chicago .
Last review posted yesterday
“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
616 in the Illinois region, as well as being
17 of
172 for vacation rentals in Chicago .
Last review posted 30 days ago
“The host was very helpful and communicative and the space was well kept and accommodating.”
“Comfortable place to enjoy touring the city from.”
“Spacious, safe location”
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
616 in the Illinois region, as well as being
18 of
172 for vacation rentals in Chicago .
Last review posted 4 days ago
“Thank you for hosting my stay!”
“Nice stay”
“The apartment was very clean and comfortable.”
See more reviews of Adorable 2 bedroom with free street parking
1549 North Maplewood Avenue
Ranked
22
out of
616 in the Illinois region, as well as being
19 of
172 for vacation rentals in Chicago .
Last review posted 3 days ago
“'L' Of A Time In Chicago”
“Great location with plenty of amenities for a long or short stay.”
“Short break in Chicago.”
See more reviews of 1549 North Maplewood Avenue
Hip Urban Loft-Small Town Charm-124 LOFTS #2
Ranked
23
out of
616 in the Illinois region, as well as being
1 of
5 for vacation rentals in West Dundee .
Last review posted 26 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
Sonder South Wabash
Ranked
24
out of
616 in the Illinois region, as well as being
20 of
172 for vacation rentals in Chicago .
“My stay was awesome.”
“A delightful stay in a calm area of Chicago, with everything you need for a short stay.”
“awesome”
See more reviews of Sonder South Wabash
Galena Penthouse overlooking Main Street with FREE off street parking
Ranked
25
out of
616 in the Illinois region, as well as being
1 of
9 for vacation rentals in Galena .
Last review posted 38 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
616 in the Illinois region, as well as being
21 of
172 for vacation rentals in Chicago .
Last review posted 183 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!
Winter Wonderland Retreat and Your Chicago Chill Getaway
Ranked
27
out of
616 in the Illinois region, as well as being
22 of
172 for vacation rentals in Chicago .
Last review posted 199 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
28
out of
616 in the Illinois region, as well as being
23 of
172 for vacation rentals in Chicago .
Last review posted 8 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
Spacious 5-BR Apt next to transit Free Parking
Ranked
29
out of
616 in the Illinois region, as well as being
24 of
172 for vacation rentals in Chicago .
Last review posted 2 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
Cozy Studio near Wrigley field and Boystown
Ranked
30
out of
616 in the Illinois region, as well as being
25 of
172 for vacation rentals in Chicago .
Last review posted yesterday
“Very disappointing; I would never stay at this place again.”
“Great location, great studio”
“Good value”
See more reviews of Cozy Studio near Wrigley field and Boystown
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