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Holiday Homes in Chicago

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Choose yourself a nice and cozy rental house, and enjoy it as if it was your own home for the duration of your stay

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The Avondale Guesthouse

Excellent location
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!

8 km to the city centre

Excellent

127 reviews

9.4/10
Wi-Fi
Cycling
Paid shuttle service
Cots
Air conditioning
No pets allowed

Situated approximately a 5-minute walk from the Algonquin Park, the 1-bedroom The Avondale Guesthouse Chicago villa offers easy access to numerous tourist spots in the area.

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Lincoln Park Living - 3 Queen Beds - Sleeps 6

Excellent location
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!

6.5 km to the city centre

Excellent

41 reviews

9/10
Wi-Fi
Air conditioning
No pets allowed

Staying at the 1-bedroom Lincoln Park Living - 3 Queen Beds - Sleeps 6 Chicago villa, guests can visit the petite South Lakeview Playground Park, which is merely 450 metres away.

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Lincoln Park Living - Suite 1

Exceptional location
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!

6.5 km to the city centre

Excellent

37 reviews

8.6/10
Wi-Fi
Free parking
Air conditioning
No pets allowed

Staying at the 2-bedroom Lincoln Park Living - Suite 1 Chicago villa, guests can easily reach Weisman Park, located nearly a 15-minute walk away.

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Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

Superb location
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!

12.5 km to the city centre

Excellent

42 reviews

9.6/10
Wi-Fi
Express check-in/ -out
Beach access
Tennis court
Cots
Air conditioning

Nestled about a 25-minute walk from the Andersonville neighborhood, the 2-bedroom Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa Chicago entices guests to explore various tourist…

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Stunning Condo #2 - Downtown River North

Exceptional location
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!

2.4 km to the city centre

Excellent

31 reviews

9.2/10
Wi-Fi
Air conditioning
No pets allowed

The 2-bedroom Stunning Condo #2 - Downtown River North Chicago villa offers easy access to such tourist spots as the long-standing Carl Hammer Gallery, located just a 6-minute walk away. This Chicago…

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The Black And White Suite

Superb location
This property boasts superb location. It has a score 8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

6.1 km to the city centre

Good

20 reviews

7/10
Wi-Fi
Free parking
Air conditioning
Pets allowed

Situated about 7 km from the Art Institute of Chicago, the 4-bedroom The Black And White Suite Chicago villa entices guests to explore various tourist attractions in the area.

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Suite 2 On Southport 4 Queen Beds

Excellent location
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!

6 km to the city centre

Wi-Fi in rooms

Suite 2 On Southport 4 Queen Beds Chicago villa offers quick access to such tourist spots as Saint Josaphat Catholic Church, situated just 500 metres away.

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Lincoln Park Living - Suite 2

Exceptional location
This property boasts exceptional location. It has a score 9.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

6.5 km to the city centre

Excellent

20 reviews

8.8/10
Wi-Fi
Air conditioning
No pets allowed

Staying at the 2-bedroom Lincoln Park Living - Suite 2 Chicago villa, guests can visit Oz Public Park, which is only 1.8 km away.

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Stunning Duplex Condo #1 - Downtown River North

Excellent location
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!

2.4 km to the city centre

Excellent

26 reviews

9.2/10
Wi-Fi
Air conditioning
No pets allowed

Offering a patio overlooking the city, Stunning Duplex Condo #1 - Downtown River North Chicago villa is located within 500 metres of the long-standing Carl Hammer Gallery.

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Spacious 5-Br House Near Transit W Parking

Excellent location
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!

3.5 km to the city centre

Excellent

18 reviews

8.6/10
Wi-Fi
Express check-in/ -out
Air conditioning
Pets allowed

Nestled 3.5 km from the 184-acre Garfield Park Conservatory, the 3-bedroom Spacious 5-Br House Near Transit W Parking Chicago villa entices guests to explore various tourist destinations nearby.

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Spacious Row Home Next Transit Near Downtown W Parking

Excellent location
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!

5.5 km to the city centre

Excellent

19 reviews

9.6/10
Wi-Fi
Air conditioning
Pets allowed

The 3-bedroom Spacious Row Home Next Transit Near Downtown W Parking Chicago provides easy access to various city attractions, such as Central Memorial M.B. Church, situated approximately a 5-minute…

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Romantic 3 Bed Home In The Heart Of The Park

Excellent location
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!

7.8 km to the city centre

Wi-Fi in rooms

Situated 2.1 km from the private research University of Chicago, Romantic 3 Bed Home In The Heart Of The Park Chicago provides access to numerous tourist attractions in the area.

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Historic Luxury Townhouse In Downtown Chicago

Exceptional location
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!

3.1 km to the city centre

Excellent

12 reviews

9.8/10
Free Wi-Fi in public areas
Cots
Air conditioning
Pets allowed

Offering garden views, the 3-bedroom Historic Luxury Townhouse In Downtown Chicago Villa is situated only 6 minutes' walk from the skyscraper 360 Chicago Observation Deck.

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Magnificent New Home W/8 Beds & Free Parking

Superb location
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!

6.4 km to the city centre

Excellent

15 reviews

9.4/10
Wi-Fi
Air conditioning
No pets allowed

Situated nearly 5 minutes' walk from the Moksha Yoga Center, the 3-bedroom Magnificent New Home W/8 Beds & Free Parking Chicago offers easy access to numerous tourist spots in the area.

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Beautifully Renovated House 10 Mins From Downtown

Excellent location
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!

5.6 km to the city centre

Excellent

12 reviews

8.2/10
Wi-Fi
Express check-in/ -out
Beach access
Water slides
Baby pushchair
Air conditioning

Featuring complimentary private parking, Beautifully Renovated House 10 Mins From Downtown Villa Chicago is located in the Bronzeville district and 4.2 km from such cultural tourist attractions as…

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Breathtaking Downtown Penthouse B - Sleeps 11

Excellent location
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!

2.4 km to the city centre

Excellent

15 reviews

9.6/10
Wi-Fi
Air conditioning
No pets allowed

The 3-bedroom Breathtaking Downtown Penthouse B - Sleeps 11 Villa Chicago offers easy access to such tourist spots as the long-standing Carl Hammer Gallery, located only a 6-minute walk away. This…

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Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub

Exceptional location
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!

11.3 km to the city centre

Excellent

8 reviews

9.4/10
Wi-Fi
Jacuzzi
Children's play area
Air conditioning
No pets allowed

The 2-bedroom Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub Chicago provides easy access to various city attractions, such as Irving Park United Methodist Church…

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Beautiful Remodeled Penthouse Unit In Old Town

Superb location
This property boasts superb location. It has a score 8.6 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

3.9 km to the city centre

Excellent

12 reviews

8.8/10
Wi-Fi
Air conditioning
No pets allowed

The 2-bedroom Beautiful Remodeled Penthouse Unit In Old Town Villa Chicago offers easy access to such tourist spots as Old Town Ale House, located approximately a 5-minute walk away.

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The Village Inn By Dakota Gal Digs

Exceptional location
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!

5.1 km to the city centre

Excellent

3 reviews

10/10
Free Wi-Fi in rooms
Air conditioning
Pets allowed

Located 12 minutes' stroll from Oz Public Park, The Village Inn By Dakota Gal Digs Chicago villa gives access to various tourist sites in the vicinity.

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Situated just a 9-minute walk from Southlawn United Methodist Church, Cozy 4Bd House Fireplace And Pond Chicago villa provides access to numerous tourist attractions in the area.

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The Logandale: Huge Mid-Century Home, Sleeps 15

Exceptional location
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!

9.2 km to the city centre

Wi-Fi

The Logandale: Huge Mid-Century Home, Sleeps 15 Chicago provides easy access to various city attractions, such as Elastic Arts, situated nearly a 5-minute walk away.

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Chicago Home Near Navy Pier And Shedd Aquarium!

Very good location
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!

14 km to the city centre

Wi-Fi in rooms

Chicago Home Near Navy Pier And Shedd Aquarium! provides easy access to various city attractions, such as Burnside Baptist Church, situated around 5 minutes' walk away.

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Wi-Fi

Modern Wrigley Oasis With Parking! Villa Chicago offers swift access to various city sites, such as Masjid-e-Abubakr, situated about a 5-minute walk away.

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5 Bedroom Huge House In Best Location Parking Fireplace Back Yard

Superb location
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!

3.6 km to the city centre

Excellent

3 reviews

8.2/10
Wi-Fi
Express check-in/ -out
Beach access
Tennis court
Business centre
Cots

The 4-bedroom 5 Bedroom Huge House In Best Location Parking Fireplace Back Yard Chicago villa is located around a 20-minute walk from the 35-acre beautifully landscaped Lincoln Park Zoo and invites…

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Boutique Garden House Chicago 3-Story Sleeps 12

Excellent location
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!

9.8 km to the city centre

Excellent

6 reviews

9.6/10
Wi-Fi
Free parking
Air conditioning
No pets allowed

Offering a location around a 5-minute walk from First Progressive Church of Christ, the 3-bedroom Boutique Garden House Chicago 3-Story Sleeps 12 Villa gives access to various tourist spots in the…

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Stunning 5Br Home In Heart Of Chicago With 2 Rooftops

Exceptional location
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!

4.9 km to the city centre

Excellent

2 reviews

10/10
Wi-Fi
Free parking
Game room
Air conditioning
No pets allowed

Situated approximately a 10-minute ride from the free Lincoln Park Zoo, the 4-bedroom Stunning 5Br Home In Heart Of Chicago With 2 Rooftops features a patio with views of the city.

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Wi-Fi

Staying at Logan Square Oasis Villa Chicago, guests can visit the baseball stadium "Wrigley Field", which is nearly a 15-minute ride away.

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River North Hideaway With Amazing Views And Parking

Exceptional location
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!

2.3 km to the city centre

Wi-Fi

Situated a mere 5 minutes' stroll from The Richard H. Driehaus Decorative Arts Museum, River North Hideaway With Amazing Views And Parking Villa Chicago offers quick access to numerous city landmarks…

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Chicago Treasure 4 Bed Getaway

Excellent location
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!

2.7 km to the city centre

Wi-Fi in rooms

Chicago Treasure 4 Bed Getaway Villa is located 3.9 km from the Buckingham Fountain, giving access to various tourist spots nearby.

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Free Wi-Fi
Air conditioning
Pets allowed

Charming Home In Portage Park Chicago offers proximity to nearby tourist spots, such as the Frank Lloyd Wright Home and Studio, situated about 7 km away.

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Wi-Fi in rooms

Staying at Chicago New 2Br Home W 3 Beds And Highspeed Internet, guests can easily reach Millennium Public Park, located 4.7 km away.

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Art Downtown Fulton Market Entire 3 Bedroom Home Sleep10 Private Garage Roof Ev Tesla

Exceptional location
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!

2.7 km to the city centre

Excellent

3 reviews

9.6/10
Wi-Fi
Free parking
Express check-in/ -out
Darts
Cots
Air conditioning

Situated a mere 7 minutes' walk from Santa Maria Addolorata Parish, the 3-bedroom Art Downtown Fulton Market Entire 3 Bedroom Home Sleep10 Private Garage Roof Ev Tesla Chicago offers easy access to…

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Stylish Chicago Retreat: Walk To Loyola University

Exceptional location
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!

13.4 km to the city centre

Excellent

2 reviews

9.4/10
Wi-Fi
Beach access
Cots
Pets allowed

Staying at the 4-bedroom Stylish Chicago Retreat Walk To Loyola University villa, guests can visit the Emil Bach House by Frank Lloyd Wright, which is about a 25-minute walk away.

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Windy City Getaway - 3Br 2Ba Chicago Townhouse Home

Very good location
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!

11.6 km to the city centre

Excellent

2 reviews

9.4/10
Wi-Fi
Free parking
Air conditioning
No pets allowed

Offering a location 7 km from the baseball stadium "Wrigley Field", the 3-bedroom Windy City Getaway - 3Br 2Ba Chicago Townhouse Home gives access to various tourist spots in the area.

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Woodlawn Oasis

Very good location
This property boasts very good location. It has a score 7.8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

9.8 km to the city centre

Excellent

9 reviews

8.8/10
Wi-Fi
Free parking
Cots
Air conditioning
No pets allowed

The 3-bedroom Woodlawn Oasis Villa Chicago offers swift access to various city sites, such as Woodlawn Baptist Church, situated approximately 5 minutes' walk away. Located 1.4 km from the leading…

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Modern 3Br Near Mccormick & South Loop

Exceptional location
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!

3.6 km to the city centre

Excellent

1 review

10/10
Wi-Fi in rooms
Fitness centre
Cycling
Wheelchair access
Air conditioning
Pets allowed

Situated nearly a 25-minute walk from the premier natural-history Field Museum, Modern 3Br Near Mccormick & South Loop Villa Chicago entices guests to explore various tourist attractions in the area.…

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Envitae Hotel 4Br Luxury Modern Apartments

Exceptional location
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!

3.7 km to the city centre

Excellent

1 review

10/10
Wi-Fi
Express check-in/ -out
Fitness centre
Aqua park
Cots
Air conditioning

The 6-room Envitae Hotel 4Br Luxury Modern Apartments Chicago villa offers proximity to such city sites as the Newcity, located about a 5-minute walk away.

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Near Lake & Museum • Modern • Game Area

Exceptional location
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!

13.8 km to the city centre

Excellent

2 reviews

10/10
Wi-Fi
24-hour reception
Beach access
Aqua park
Cots
Air conditioning

Located a 6-minute walk from New Spiritual Light M.B. Church, Near Lake & Museum • Modern • Game Area Chicago villa gives access to various tourist sites in the vicinity.

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5Br 5Ba Architectural Estate-Theatre Gym Rooftop

Superb location
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!

6.5 km to the city centre

Excellent

3 reviews

8.6/10
Wi-Fi
Fitness centre
Golf course
Game room
Air conditioning
No pets allowed

5Br 5Ba Architectural Estate-Theatre Gym Rooftop Chicago villa provides easy access to various city attractions, such as Katherine Anne Confections, situated around 5 minutes' walk away. The holiday…

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Entire Building-Walk To Lincoln Park Or The Beach

Exceptional location
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!

6.5 km to the city centre

Excellent

1 review

10/10
Wi-Fi
Air conditioning
No pets allowed

The 5-bedroom Entire Building-Walk To Lincoln Park Or The Beach Chicago villa offers quick access to such city attractions as Holy Covenant United Methodist Church, located only 6 minutes' walk away.

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2 Mi To South Shore Beach Urban Retreat With Yard

Superb location
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!

11.4 km to the city centre

Excellent

2 reviews

9.4/10
Wi-Fi
No pets allowed

Situated 2.6 km from the Sprawling hands-on Museum of Science and Industry, 2 Mi To South Shore Beach Urban Retreat With Yard Chicago villa entices guests to explore various tourist attractions in…

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4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome

Exceptional location
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!

3.5 km to the city centre

Excellent

4 reviews

9.4/10
Wi-Fi
Express check-in/ -out
Beach access
Fitness centre
Tennis court
Spa lounge

Staying at the 4-bedroom 4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome Chicago, guests can easily reach the botanical garden "Lincoln Park Conservatory", located about a 25…

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Stylish 3Br Gem In Prime Location

Exceptional location
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!

3.6 km to the city centre

Excellent

2 reviews

10/10
Wi-Fi in rooms
Fitness centre
Cycling
Game room
Wheelchair access
Air conditioning

Stylish 3Br Gem In Prime Location Villa Chicago offers quick access to such tourist spots as Trinity Episcopal Church, situated just a 6-minute walk away. This Chicago holiday home is located in the…

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New Modern 3Br, Gym, Workspace, Quiet Location

Very good location
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!

17 km to the city centre

Excellent

3 reviews

9.2/10
Wi-Fi
24-hour reception
Fitness centre
Jacuzzi
Air conditioning
Pets allowed

Situated nearly a 25-minute walk from the large Norridge Park District, the 2-bedroom New Modern 3Br, Gym, Workspace, Quiet Location Chicago villa provides access to numerous tourist attractions in…

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Gorgeous 5 Bedroom Gem With Games

Superb location
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!

10.3 km to the city centre

Excellent

2 reviews

10/10
Wi-Fi
Fitness centre
Billiard tables
Game room
Air conditioning
Pets allowed

Offering a location only 450 m from Saint Sabina Roman Catholic Church, the 2-bedroom Gorgeous 5 Bedroom Gem With Games Chicago villa gives access to various tourist spots in the area.

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Perfect Location Across From Park & Train Station

Superb location
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!

6 km to the city centre

Excellent

8 reviews

9.6/10
Wi-Fi
Free parking
Air conditioning
Pets allowed

Offering garden views, Perfect Location Across From Park & Train Station Villa Chicago is situated only an 8-minute walk from the 184-acre Garfield Park Conservatory.

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Personal Gym Luxury Balcony Condo

Exceptional location
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!

20.1 km to the city centre

Excellent

2 reviews

10/10
Wi-Fi
24-hour reception
Air conditioning
Pets allowed

Situated 4.4 km from the Park District of Franklin Park, the 1-bedroom Personal Gym Luxury Balcony Condo Chicago villa provides access to numerous tourist attractions in the area.

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Newly Updated Vintage 6 Bedroom Single Family Home Home

Very good location
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!

Excellent

1 review

9/10
Wi-Fi
Free parking
Air conditioning
No pets allowed

Offering a location 2.6 km from the National Museum of Mexican Art, Newly Updated Vintage 6 Bedroom Single Family Home Home Chicago gives access to various tourist spots in the area.

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2 Newly Built Luxury Condos With Private Roofdeck

Exceptional location
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!

2.4 km to the city centre

Excellent

1 review

9/10
Wi-Fi
Air conditioning
No pets allowed

Located approximately a 25-minute stroll from the Skydeck Chicago, the 6-bedroom 2 Newly Built Luxury Condos With Private Roofdeck Chicago villa offers a patio with views of the city. Staying at the…

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Designer Themed 4 Bedroom In Best Location With Patio And Fireplace

Exceptional location
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!

3.5 km to the city centre

Excellent

26 reviews

9.6/10
Wi-Fi
Express check-in/ -out
Beach access
Golf course
Business centre
Cots

The 3-bedroom Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa offers easy access to such tourist spots as Plum Market Old Town, located just 6 minutes' walk away.

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