Holidays home Chicago
Chicago
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2

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0

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Chicago

Apr 20 - Apr 21 ·
2 guests

Holiday homes in Chicago

Chicago
2 guests

Adults:

2

Children:

0

Child’s age:

Over 1,030 stays assessed to highlight the standout picks
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Navigation

1. Lakefront Rooftop Parking

2. Hamaline Luxury Guest House

3. Luxurious Gold Coast 4Br 4-Story Villa With Parking Sleeps 12 Guests

4. A Home Away From Home!

5. Luxury 9 Bedroom Villa Mins From Downtown And The Lake

6. Emmanuel Haven

7. Heavenly Abode

8. Modern 3Bed 2Bath Cozy Ranch With Diy Art Porch

9. Modern 4Br Near Six Flags & Naval Base

10. Urban Oasis In Chicago'S Best Suburb

  • Beach access
Hotel Image Hotel Image

Lakefront Rooftop Parking

7346 South South Shore Drive
14.2 km (8.8 mi) from city center
204
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Mini-bar
  • Terrace

Situated a 5-minute walk from The Isreal of God, the beachfront Lakefront Rooftop Parking Chicago villa entices guests with views of the lake.

7.6
10 reviews
~ US$301 / night

Lakefront Rooftop Parking

14.2 km (8.8 mi) from city center
204
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Mini-bar
  • Terrace

Lakefront Rooftop Parking

Situated a 5-minute walk from The Isreal of God, the beachfront Lakefront Rooftop Parking Chicago villa entices guests with views of the lake.

7.6
10 reviews
Average price US$ 301 / night
  • Beach access
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Hamaline Luxury Guest House

76 East 37Th Street
5.6 km (3.5 mi) from city center
1200
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Garden area

Situated nearly 5 minutes' walk from the South Side Community Art Center, Hamaline Luxury Guest House Chicago villa offers quick access to numerous city landmarks nearby. Located merely 1.8 km from Oakland Park, this Chicago villa provides Wi-Fi and a car park.

8.3
6 reviews
~ US$336 / night

Hamaline Luxury Guest House

5.6 km (3.5 mi) from city center
1200
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Garden area

Hamaline Luxury Guest House

Situated nearly 5 minutes' walk from the South Side Community Art Center, Hamaline Luxury Guest House Chicago villa offers quick access to numerous city landmarks nearby. Located merely 1.8 km from Oakland Park, this Chicago villa provides Wi-Fi and a car park.

8.3
6 reviews
Average price US$ 336 / night
Popular Holiday homes destinations
  • Guest favorite
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Luxurious Gold Coast 4Br 4-Story Villa With Parking Sleeps 12 Guests

111 West Elm Street
3.0 km (1.9 mi) from city center
274
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Terrace
  • Garden area

Luxurious Gold Coast 4Br 4-Story Villa With Parking Sleeps 12 Guests Chicago offers quick access to such tourist spots as the plain-looking Washington Square Park, situated only a 6-minute walk away.

9.2
8 reviews
~ US$764 / night

Luxurious Gold Coast 4Br 4-Story Villa With Parking Sleeps 12 Guests

3.0 km (1.9 mi) from city center
274
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Terrace
  • Garden area

Luxurious Gold Coast 4Br 4-Story Villa With Parking Sleeps 12 Guests

Luxurious Gold Coast 4Br 4-Story Villa With Parking Sleeps 12 Guests Chicago offers quick access to such tourist spots as the plain-looking Washington Square Park, situated only a 6-minute walk away.

9.2
8 reviews
Average price US$ 764 / night
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A Home Away From Home!

8858 South Constance Avenue
16.6 km (10.3 mi) from city center
161
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

A Home Away From Home! Chicago is located merely 8 minutes' walk from Bethany Lutheran Church, giving access to various tourist spots nearby.

7.4
7 reviews

A Home Away From Home!

16.6 km (10.3 mi) from city center
161
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

A Home Away From Home!

A Home Away From Home! Chicago is located merely 8 minutes' walk from Bethany Lutheran Church, giving access to various tourist spots nearby.

7.4
7 reviews
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Luxury 9 Bedroom Villa Mins From Downtown And The Lake

6417 North Magnolia Avenue
13.7 km (8.5 mi) from city center
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Heating

Staying at Luxury 9 Bedroom Villa Mins From Downtown And The Lake Chicago, guests can easily reach Madonna Della Strada Chapel, located only 9 minutes' walk away.

9
1 reviews

Luxury 9 Bedroom Villa Mins From Downtown And The Lake

13.7 km (8.5 mi) from city center
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Heating

Luxury 9 Bedroom Villa Mins From Downtown And The Lake

Staying at Luxury 9 Bedroom Villa Mins From Downtown And The Lake Chicago, guests can easily reach Madonna Della Strada Chapel, located only 9 minutes' walk away.

9
1 reviews
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Emmanuel Haven

8139 South Blackstone Avenue
15.0 km (9.3 mi) from city center
279
  • Cookware/ Kitchen utensils
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Patio

Emmanuel Haven Villa Chicago provides easy access to various city attractions, such as Faith Tabernacle M.B. Church, situated approximately 5 minutes' walk away.

5.5
2 reviews

Emmanuel Haven

15.0 km (9.3 mi) from city center
279
  • Cookware/ Kitchen utensils
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Patio

Emmanuel Haven

Emmanuel Haven Villa Chicago provides easy access to various city attractions, such as Faith Tabernacle M.B. Church, situated approximately 5 minutes' walk away.

5.5
2 reviews
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Heavenly Abode

8157 South Dorchester Avenue
15.0 km (9.3 mi) from city center
279
  • Cookware/ Kitchen utensils
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Jacuzzi

Heavenly Abode Villa Chicago is located around 300 metres from Messiah and Saint Bartholomew Episcopal Church and offers a hot tub for guests' relaxation. Offering Wi-Fi, the Chicago villa is located within a 6-km distance of the Sprawling hands-on Museum of Science and Industry.

Heavenly Abode

15.0 km (9.3 mi) from city center
279
  • Cookware/ Kitchen utensils
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Jacuzzi

Heavenly Abode

Heavenly Abode Villa Chicago is located around 300 metres from Messiah and Saint Bartholomew Episcopal Church and offers a hot tub for guests' relaxation. Offering Wi-Fi, the Chicago villa is located within a 6-km distance of the Sprawling hands-on Museum of Science and Industry.

Holiday homes near Chicago

These options match your search but are within a one-hour drive of the city (up to 80 km / 50 mi).

  • Popular choice
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Modern 3Bed 2Bath Cozy Ranch With Diy Art Porch

1313 Gordon Avenue
32.2 km (20.0 mi) from Chicago
93
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Ironing facilities
  • Patio

Modern 3Bed 2Bath Cozy Ranch With Diy Art Porch Villa Calumet City is located just 8 minutes' walk from Our Lady of Knock Parish, giving access to various tourist spots nearby.

8.4
26 reviews

Modern 3Bed 2Bath Cozy Ranch With Diy Art Porch

32.2 km (20.0 mi) from Chicago
93
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Ironing facilities
  • Patio

Modern 3Bed 2Bath Cozy Ranch With Diy Art Porch

Modern 3Bed 2Bath Cozy Ranch With Diy Art Porch Villa Calumet City is located just 8 minutes' walk from Our Lady of Knock Parish, giving access to various tourist spots nearby.

8.4
26 reviews
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Modern 4Br Near Six Flags & Naval Base

4226 Bennett Avenue
58.2 km (36.2 mi) from Chicago
2400
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Patio

Located nearly 25 minutes' walk from the 20 - acre water park "Six Flags Great America", Modern 4Br Near Six Flags & Naval Base Villa Gurnee provides access to various tourist attractions in the vicinity.

9.7
4 reviews
~ US$361 / night

Modern 4Br Near Six Flags & Naval Base

58.2 km (36.2 mi) from Chicago
2400
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Patio

Modern 4Br Near Six Flags & Naval Base

Located nearly 25 minutes' walk from the 20 - acre water park "Six Flags Great America", Modern 4Br Near Six Flags & Naval Base Villa Gurnee provides access to various tourist attractions in the vicinity.

9.7
4 reviews
Average price US$ 361 / night
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Urban Oasis In Chicago'S Best Suburb

905 Bradford Drive
48.1 km (29.9 mi) from Chicago
167
  • Cookware/ Kitchen utensils
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Luggage storage

Situated 2.6 km from the McDowell Grove Forest Preserve, Urban Oasis In Chicago'S Best Suburb Naperville villa entices guests to explore various tourist attractions in the area.

9.2
7 reviews

Urban Oasis In Chicago'S Best Suburb

48.1 km (29.9 mi) from Chicago
167
  • Cookware/ Kitchen utensils
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Luggage storage

Urban Oasis In Chicago'S Best Suburb

Situated 2.6 km from the McDowell Grove Forest Preserve, Urban Oasis In Chicago'S Best Suburb Naperville villa entices guests to explore various tourist attractions in the area.

9.2
7 reviews
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5 Star Luxury Stay Near Chicago O'Hare

320 Bellaire Avenue
26.8 km (16.7 mi) from Chicago
186
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Garden area

5 Star Luxury Stay Near Chicago O'Hare Des Plaines villa is located nearly 25 minutes on foot from the seasonal outdoor Mystic Waters Family Aquatic Center, giving access to various tourist spots nearby.

10
1 reviews

5 Star Luxury Stay Near Chicago O'Hare

26.8 km (16.7 mi) from Chicago
186
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Garden area

5 Star Luxury Stay Near Chicago O'Hare

5 Star Luxury Stay Near Chicago O'Hare Des Plaines villa is located nearly 25 minutes on foot from the seasonal outdoor Mystic Waters Family Aquatic Center, giving access to various tourist spots nearby.

10
1 reviews
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Luxury 4Br Near Six Flags & Naval Base

1417 North Mcaree Road
59.0 km (36.7 mi) from Chicago
162
  • Cookware/ Kitchen utensils
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Terrace

Situated approximately 5 minutes' walk from Clearview Park, Luxury 4Br Near Six Flags & Naval Base Villa Waukegan offers easy access to numerous tourist spots in the area.

10
1 reviews

Luxury 4Br Near Six Flags & Naval Base

59.0 km (36.7 mi) from Chicago
162
  • Cookware/ Kitchen utensils
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Terrace

Luxury 4Br Near Six Flags & Naval Base

Situated approximately 5 minutes' walk from Clearview Park, Luxury 4Br Near Six Flags & Naval Base Villa Waukegan offers easy access to numerous tourist spots in the area.

10
1 reviews
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Wolfsbane - Upscale 2 Bedroom Villa At Petite Acres

1109 East Buffalo Street
75.7 km (47.0 mi) from Chicago
49
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Sauna
  • Garden area

Located nearly a 25-minute stroll from the full - service Oselka's Snug Harbor Marina, Wolfsbane - Upscale 2 Bedroom Villa At Petite Acres New Buffalo offers a casino for guests' entertainment.

A sauna are available on-site. If you would like stay in shape, try cycling and fishing at the New Buffalo villa.

Wolfsbane - Upscale 2 Bedroom Villa At Petite Acres

75.7 km (47.0 mi) from Chicago
49
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Sauna
  • Garden area

Wolfsbane - Upscale 2 Bedroom Villa At Petite Acres

Located nearly a 25-minute stroll from the full - service Oselka's Snug Harbor Marina, Wolfsbane - Upscale 2 Bedroom Villa At Petite Acres New Buffalo offers a casino for guests' entertainment.

A sauna are available on-site. If you would like stay in shape, try cycling and fishing at the New Buffalo villa.

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Dogwood - Upscale 2 Bedroom Villa At Petite Acres

1109 East Buffalo Street
75.7 km (47.0 mi) from Chicago
49
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Sauna
  • Garden area

Dogwood - Upscale 2 Bedroom Villa At Petite Acres New Buffalo is located a 14-minute walk from the Barney's and invites guests to join cycling and fishing. This villa offers guests a relaxing experience with a sauna.

Dogwood - Upscale 2 Bedroom Villa At Petite Acres

75.7 km (47.0 mi) from Chicago
49
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Sauna
  • Garden area

Dogwood - Upscale 2 Bedroom Villa At Petite Acres

Dogwood - Upscale 2 Bedroom Villa At Petite Acres New Buffalo is located a 14-minute walk from the Barney's and invites guests to join cycling and fishing. This villa offers guests a relaxing experience with a sauna.

Hotel Image Hotel Image

Goldenrod - Upscale 2-Bedroom Villa At Petite Acres

1109 East Buffalo Street
75.7 km (47.0 mi) from Chicago
49
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Sauna
  • Garden area

Located 25 minutes' stroll from the New Buffalo Railroad Museum, Goldenrod - Upscale 2-Bedroom Villa At Petite Acres New Buffalo offers a casino for guests' leisure. Featuring a sauna, this villa is 2.2 km from Galien River County Nature Park.

An array of activities, such as cycling and fishing are offered in the area.

Goldenrod - Upscale 2-Bedroom Villa At Petite Acres

75.7 km (47.0 mi) from Chicago
49
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Sauna
  • Garden area

Goldenrod - Upscale 2-Bedroom Villa At Petite Acres

Located 25 minutes' stroll from the New Buffalo Railroad Museum, Goldenrod - Upscale 2-Bedroom Villa At Petite Acres New Buffalo offers a casino for guests' leisure. Featuring a sauna, this villa is 2.2 km from Galien River County Nature Park.

An array of activities, such as cycling and fishing are offered in the area.

Are you in a hurry?

Here is a quick list of hotels in Chicago, selected based on their rating

Name of hotel Accommodation Rating Price, $
Lakefront Rooftop Parking

7.6 / 10

(10 Reviews)

From 301$
Hamaline Luxury Guest House

8.3 / 10

(6 Reviews)

From 336$
Luxurious Gold Coast 4Br 4-Story Villa With Parking Sleeps 12 Guests

9.2 / 10

(8 Reviews)

From 764$
Modern 4Br Near Six Flags & Naval Base

9.7 / 10

(4 Reviews)

From 361$

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~ US$ 63 / night
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170 reviews
~ US$ 147 / night
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8.3
165 reviews
~ US$ 228 / night
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~ US$ 457 / night

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