Chicago holiday rentals
Hotels on map
Search Hotels
Filter Results
Filter
Most popular first
Sorting
- Most popular first
- Highest rating first
- Lowest price first
- Distance - low to high
Specify your search:
All
Lowest price
City centre
5-star hotels
Highest rating
Free Wi-Fi
2973 North Elston Avenue, Chicago, United States
(Show map)
This property boasts excellent location. It has a score 9.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Cycling
Paid shuttle service
Air conditioning
No pets allowed
Suitable for 6 guests, The Avondale Guesthouse Chicago villa offers a location a 5-minute walk from Algonquin Park and features a terrace and a picnic area.
More
2713 West Balmoral Avenue, Chicago, United States
(Show map)
This property boasts excellent location. It has a score 9.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
Beach access
Tennis court
Cycling
Darts
Badminton
Cots
Children's play area
Game room
Air conditioning
The 4-bedroom Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa Chicago offers quick access to such tourist spots as Korean Presbyterian Church of Chicago, situated just a 6-minute walk away.…
More
2501 North Southport Avenue, Chicago, United States
(Show map)
This property boasts excellent location. It has a score 9.4 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms
Wi-Fi
Staying at Suite 2 On Southport 4 Queen Beds Chicago villa, guests can easily reach The Theatre School at DePaul University, located just 7 minutes' walk away.
More
2019 North Bingham Street, Chicago, United States
(Show map)
This property boasts superb location. It has a score 8.9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Fitness centre
Golf course
Cycling
Cots
Game room
Air conditioning
No pets allowed
Ensuring a relaxing stay with a sauna, the 4-bedroom Magnificent New Home W/8 Beds & Free Parking Chicago is situated 900 metres from Holstein Park and can accommodate 16 guests. Located 4.4 km from…
More
611 East 41St Street, Chicago, United States
(Show map)
This property boasts superb location. It has a score 8.1 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed
Staying at the 4-bedroom The Black And White Suite Chicago villa, guests can easily reach Evening Star Baptist Church, located just 0.7 km away.
More
329 West Schiller Street Back, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 9.9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Cots
Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa, located a 5-minute walk from Eva's Cafe, can host up to 14 guests.
More
3133 West Fulton Street, Chicago, United States
(Show map)
This property boasts superb location. It has a score 8.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed
Overlooking the garden, Spacious Row Home Next Transit Near Downtown W Parking Chicago enjoys a convenient setting a 5-minute walk from 345 Art Gallery. The 4-bedroom villa hosts up to 16 guests and…
More
1868 South Millard Avenue, Chicago, United States
(Show map)
This property boasts superb location. It has a score 8.2 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
Air conditioning
Pets allowed
Spacious 5-Br House Near Transit W Parking Chicago villa, located within 500 metres of Blessed Sacrament Catholic Youth Center, can host up to 16 guests.
More
71 East Bellevue Place The Townhouse, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Cots
Air conditioning
Pets allowed
Located in Downtown Chicago, which is exploding with culture, art, cuisine, architecture and fashion, 6 minutes' walk from Fourth Presbyterian Church, Historic Luxury Townhouse In Downtown Chicago…
More
5923 South Indiana Avenue, Chicago, United States
(Show map)
This property boasts excellent location. It has a score 9.4 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms
Romantic 3 Bed Home In The Heart Of The Park Chicago offers quick access to such tourist spots as Greater Metropolitan MB Church, situated just a 6-minute walk away.
More
813 S Bell Ave #3, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
Pets allowed
Hosting a maximum of 3 guests, the 2-bedroom Chicago Condo W/ Balcony: Walk To Cta Stations! villa is 2.7 km from such educational sites as the public research University of Illinois at Chicago.
More
602 South Western Avenue, Chicago, United States
(Show map)
This property boasts superb location. It has a score 8.8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms
Wi-Fi
Staying at Chic Green L Near Downtown & Il Medical District Chicago villa, guests can visit the Oak Magnificent Mile Street, which is about a 15-minute drive away.
More
4244 South Prairie Avenue, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 9.6 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
Beach access
Water slides
Baby pushchair
Children's pool
Children's play area
Game room
Air conditioning
Featuring a car park, the 6-bedroom Beautifully Renovated House 10 Mins From Downtown Villa Chicago is located in the Bronzeville district of Chicago and within 6 km of such cultural tourist…
More
811 N Sedgwick St, Chicago, United States
(Show map)
This property boasts excellent location. It has a score 9.2 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms
Wi-Fi
Breathtaking Downtown Penthouse A - Sleeps 11 Villa Chicago is located 3.9 km from the 5 million US gal Shedd Aquarium, giving access to various tourist spots nearby.
More
3742 N. Keeler Avenue, Chicago,, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Jacuzzi
Children's play area
Air conditioning
No pets allowed
The 3-bedroom Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub Chicago is situated approximately 5 minutes on foot from Irving Park United Methodist Church and provides a…
More
2111 North Kenmore Avenue Unit 1, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in rooms
Air conditioning
Pets allowed
Staying at the 3-bedroom The Village Inn By Dakota Gal Digs Chicago villa, guests can visit the premier natural-history Field Museum, which is around 7 km away. With a maximum capacity of 8 guests…
More
2331 West Harrison Street Unit 3, Chicago, United States
(Show map)
This property boasts superb location. It has a score 8.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Cots
Children's play area
Air conditioning
No pets allowed
The 2-bedroom The Upscale Getaway Near Downtown Villa Chicago can host up to 6 guests, boasting a prime location around a 15-minute ride from iconic cultural attractions such as the public Cloud Gate…
More
West Washington Boulevard, Chicago, United States
(Show map)
This property boasts excellent location. It has a score 9.1 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Jacuzzi
Cots
Playpen
Game room
Video games
Air conditioning
No pets allowed
Situated just 8 minutes' stroll from the indoor United Center Arena, the 4-bedroom Chicago Mid-Century Gem By United Center Villa can welcome up to 18 guests and boasts a sauna for a relaxing retreat…
More
2630 South Throop Street, Chicago, United States
(Show map)
This property boasts superb location. It has a score 8.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Jacuzzi
Cots
Playpen
Game room
Air conditioning
No pets allowed
Offering a sauna for a relaxing experience, Spacious Luxury Retreat 8 Bed Oasis With 6 Baths Chicago villa is located 4 km from the premier natural-history Field Museum. With space for up to 16…
More
1307 North Bell Avenue, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Jacuzzi
Playpen
Game room
Air conditioning
No pets allowed
The 5-bedroom Stunning 5Br Home In Heart Of Chicago With 2 Rooftops is located 3.5 km from the 184 - acre Garfield Park Conservatory and provides a sauna. This accommodation sleeps up to 16 guests…
More
712 North Willard Court, Chicago, United States
(Show map)
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms
Free Wi-Fi in public areas
Situated only 6 minutes' walk from Lush Wine & Spirits, Chicago Treasure 4 Bed Getaway Villa offers easy access to numerous tourist spots in the area.
More
7928 South Ada Street, Chicago, United States
(Show map)
This property boasts superb location. It has a score 8.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Fitness centre
Billiard tables
Table tennis
Game room
Video games
Air conditioning
Pets allowed
Gorgeous 5 Bedroom Gem With Games Chicago villa, located a 6-minute walk from Saint Sabina Roman Catholic Church, can host up to 16 guests. Located 3.6 km from 50-Acre Park, the 5-bedroom holiday…
More
1856 North Fairfield Avenue, Chicago, United States
(Show map)
This property boasts superb location. It has a score 8.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Fitness centre
Golf course
Table tennis
Jacuzzi
Cots
Game room
Air conditioning
The 5-bedroom 5Br 5Ba Architectural Estate-Theatre Gym Rooftop Chicago villa is nestled approximately 300 metres from Katherine Anne Confections and entices guests with a hot tub and a sauna.
More
6242 N Kenmore Ave Unit D, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
Beach access
Cots
Pets allowed
Stylish Chicago Retreat: Walk To Loyola University villa, located merely a 5-minute walk from Mundelein College, can host up to 10 guests. Located 2.3 km from Foster Beach, the 4-bedroom holiday home…
More
3461 W Adams St, Chicago, United States
(Show map)
This property boasts very good location. It has a score 7.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
No pets allowed
The 3-bedroom Victorian Mansion In Garfield Park Villa Chicago is situated only 6 minutes' stroll from Chicago Community Mennonite Church, featuring such comforts as Wi-Fi and parking.
More
7131 South Michigan Avenue, Chicago, United States
(Show map)
This property boasts very good location. It has a score 7.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
The 5-bedroom Boutique Garden House Chicago 3-Story Sleeps 12 Villa is situated nearly a 5-minute stroll from First Progressive Church of Christ, featuring such comforts as Wi-Fi and parking.
More
1426 North North Park Avenue, Chicago, United States
(Show map)
This property boasts superb location. It has a score 8.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
Beach access
Tennis court
Golf course
Fishing
Cycling
Hiking
Business centre
Cots
Children's play area
Guests may enjoy a walk to Lake Michigan, situated nearly a 20-minute walk away, while the 5-bedroom 5 Bedroom Huge House In Best Location Parking Fireplace Back Yard Chicago villa offers garden…
More
Charming & Bright Multilevel Townhome With Parking
Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms
Wi-Fi
Offering a location 4 km from The Art Institute of Chicago, Charming & Bright Multilevel Townhome With Parking Chicago villa gives access to various tourist spots in the area.
More
244 North Hamlin Avenue, Chicago, United States
(Show map)
This property boasts pleasant location. It has a score 6.6 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed
The 5-bedroom Perfect Location Across From Park & Train Station Villa Chicago accommodates up to 13 guests and offers proximity to the 184-acre Garfield Park Conservatory, located a mere 0.6 km away.
More
Downtown Penthouse - Mich Ave 2Bd Gym And Views
820 South Michigan Avenue 1212, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
24-hour reception
Fitness centre
Cots
Air conditioning
Pets allowed
The 2-bedroom Downtown Penthouse - Mich Ave 2Bd Gym And Views #12 Villa Chicago provides easy access to various city attractions, such as the American Museum of Contemporary Photography, situated…
More
1811 West Eddy Street, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Cots
Children's play area
Air conditioning
No pets allowed
Nestled 18 minutes' walk from the baseball stadium "Wrigley Field", Roscoe Village Family Hideaway Chicago villa entices guests to explore various tourist destinations nearby. Offering parking as…
More
2550 South Wabash Avenue, Chicago, United States
(Show map)
This property boasts superb location. It has a score 8.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms
Fitness centre
Cycling
Wheelchair access
Air conditioning
Pets allowed
Modern 3Br Near Mccormick & South Loop Villa Chicago entices active guests with access to a fitness centre and is located approximately a 25-minute stroll from the premier natural-history Field…
More
Theater • Game Room • Gym • Firepit • 4Br Home
2816 N Mobile Ave, Chicago, Il 60634, Usa, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
24-hour reception
Fitness centre
Game room
Air conditioning
Pets allowed
The 4-bedroom Theater • Game Room • Gym • Firepit • 4Br Home Chicago offers quick access to such city attractions as Saint Nicholas Albanian Orthodox Church, located nearly 5 minutes' walk away.
More
Game Room • Fire-Pit • Playground • Gym • Billiard
2146 N Kilpatrick Ave, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms
24-hour reception
Game room
Air conditioning
Pets allowed
Located about 10 minutes' drive from the 184 - acre Garfield Park Conservatory, the 4-bedroom Game Room • Fire-Pit • Playground • Gym • Billiard Chicago villa offers a games room for guests'…
More
Stylish 3Br Gem In Prime Location
2550 South Wabash Avenue, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms
Fitness centre
Cycling
Game room
Wheelchair access
Air conditioning
During the stay at Stylish 3Br Gem In Prime Location Villa Chicago, guests can indulge in cycling or visit Guaranteed Rate Field, located 2.3 km away. Offering fitness classes, as well as a fitness…
More
Spacious Chicago Group Home! Walk To Train & Eats
4454 N Hermitage Ave, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Game room
Pets allowed
The 3-bedroom Spacious Chicago Group Home! Walk To Train & Eats offers proximity to such city sites as All Saints Episcopal Church, located just a 5-minute walk away. This Chicago holiday home…
More
Skyline Views River West Townhouse; 2 Parking Incl Townhouse
659 N Carpenter, Chicago, United States
(Show map)
This property boasts very good location. It has a score 7.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed
Situated approximately 5 minutes' walk from the historic Saint John Cantius Roman Catholic Church, Skyline Views River West Townhouse; 2 Parking Incl Townhouse Chicago villa offers easy access to…
More
4Br Modern Urban Escape Walk To Zoo Lakefront & Red Line
853 West Blackhawk Street, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Fitness centre
Aqua park
Cycling
Air conditioning
No pets allowed
The 4-bedroom 4Br Modern Urban Escape Walk To Zoo Lakefront & Red Line Chicago villa offers quick access to such tourist spots as REI Camping Store, situated only a 5-minute walk away. Offering…
More
6433 South Minerva Avenue, Chicago, United States
(Show map)
This property boasts superb location. It has a score 8.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Cots
Air conditioning
No pets allowed
The 3-bedroom Woodlawn Oasis Villa Chicago offers quick access to such tourist spots as Woodlawn Baptist Church, situated just 400 metres away. The Chicago villa is suitable for up to 12 guests and…
More
4 Bedroom • Theater Room • Gym • Walk To Lincoln Park!
210 W St Paul Ave, Chicago, Il 60614, Usa, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
24-hour reception
Fitness centre
Cots
Game room
Air conditioning
Pets allowed
4 Bedroom • Theater Room • Gym • Walk To Lincoln Park! Chicago villa is situated merely a 5-minute walk from Green City Market Lincoln Park, featuring such comforts as Wi-Fi and private car parking.
More
Newly Updated Vintage 6 Bedroom Single Family Home Home
825 S Claremont, Chicago, United States
(Show map)
This property boasts very good location. It has a score 7.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
Staying at the 6-bedroom Newly Updated Vintage 6 Bedroom Single Family Home Home Chicago, guests can visit The Art Institute of Chicago, which is around 6 km away. The accommodation is suitable for…
More
Near Lake & Museum • Modern • Game Area
2714 E 76Th Pl, Chicago, Il 60649, Usa, Chicago, United States
(Show map)
This property boasts excellent location. It has a score 9.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms
24-hour reception
Beach access
Aqua park
Golf course
Canoeing
Hiking
Cots
Air conditioning
The 5-bedroom Near Lake & Museum • Modern • Game Area Chicago villa is located just 6 minutes' walk from New Spiritual Light M.B. Church and provides guests with an aqua park and a golf course to…
More
3-Story Townhome Free Parking Private Patio Washer-Dryer
344 West Dickens Avenue, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms
Golf course
Fishing
Cycling
Air conditioning
Pets allowed
Along with proximity to the 35-acre Lincoln Park Zoo, merely 0.6 km away, the 2-bedroom 3-Story Townhome Free Parking Private Patio Washer-Dryer Chicago villa offers opportunities for cycling and…
More
Envitae Hotel 4Br Luxury Modern Apartments
853 West Blackhawk Street, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
Fitness centre
Aqua park
Horseback riding
Fishing
Cycling
Cots
Air conditioning
The 4-bedroom Envitae Hotel 4Br Luxury Modern Apartments Chicago entices active guests with access to a fitness area and is located around a 25-minute stroll from Peggy Notebaert Nature Environmental…
More
467 North Armour Street, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
Darts
Jacuzzi
Cots
Children's play area
Game room
Air conditioning
Suitable for 12 guests, Art Downtown Fulton Market Entire 3 Bedroom Home Sleep10 Private Garage Roof Ev Tesla Chicago offers a location a 7-minute walk from Santa Maria Addolorata Parish and features…
More
Downtown Lake Views, Mich Ave, Museums 2Bd- 2Ba
1212 South Michigan Avenue 1002, Chicago, United States
(Show map)
Wi-Fi
24-hour reception
Fitness centre
Air conditioning
Pets allowed
Nestled about 20 minutes' walk from the large LED sculpture "Crown Fountain", the 2-bedroom Downtown Lake Views, Mich Ave, Museums 2Bd- 2Ba #10 Chicago villa is boasting a sunbathing terrace and a…
More
Downtown Park11 - Mich Ave Ph Gym Plus Rooftop
820 South Michigan Avenue 1211, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
24-hour reception
Fitness centre
Cots
Air conditioning
Pets allowed
Nestled 12 minutes' walk from Grant Skateboard Park, Downtown Park11 - Mich Ave Ph Gym Plus Rooftop Chicago villa entices guests to explore various tourist destinations nearby. Offering parking as…
More
Windy City Getaway - 3Br 2Ba Chicago Townhouse Home
3721 North Milwaukee Avenue, Chicago, United States
(Show map)
This property boasts very good location. It has a score 7.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
Staying at the 3-bedroom Windy City Getaway - 3Br 2Ba Chicago Townhouse Home, guests can easily reach the baseball stadium "Wrigley Field", located approximately 7 km away. This Chicago holiday home…
More
King Bed L Cta L United Center L Near Kasama L Patio
924 North Wolcott Avenue G, Chicago, United States
(Show map)
Wi-Fi
Cots
Air conditioning
No pets allowed
King Bed L Cta L United Center L Near Kasama L Patio Villa Chicago can host up to 5 guests, boasting a prime location 6 km from iconic cultural attractions such as the premier natural-history Field…
More
Mich Ave Downtown Penthouse - Rooftop Plus Gym 8
820 South Michigan Avenue 1208, Chicago, United States
(Show map)
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
24-hour reception
Fitness centre
Cots
Air conditioning
Pets allowed
Along with Wi-Fi and parking, Mich Ave Downtown Penthouse - Rooftop Plus Gym #8 Chicago villa offers proximity to the neo-Gothic skyscraper "Tribune Tower", located 2.1 km away.
More
All hotels in Chicago are booked for your dates. Try other dates