Chicago
2 guests

Adults:

2

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0

Child’s age:

Chicago

Apr 18 - Apr 19 ·
2 guests

Vacation homes in Chicago

Chicago
2 guests

Adults:

2

Children:

0

Child’s age:

Over 1,040 stays assessed to highlight the standout picks
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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

Located just a 6-minute stroll from Windsor Park Lutheran Church, the 3-bedroom Lakefront Rooftop Parking Chicago villa gives easy access to various tourist attractions in the area. Providing guests with Wi-Fi and complimentary private parking, this Chicago villa is within a few blocks of New Spiritual Light M.B. Church.

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

Located just a 6-minute stroll from Windsor Park Lutheran Church, the 3-bedroom Lakefront Rooftop Parking Chicago villa gives easy access to various tourist attractions in the area. Providing guests with Wi-Fi and complimentary private parking, this Chicago villa is within a few blocks of New Spiritual Light M.B. Church.

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

The 1-bedroom Hamaline Luxury Guest House Chicago villa is located merely 7 minutes' walk from the 1930s Supreme Life Building and offers temporary art galleries to make your visit more entertaining. Offering Wi-Fi, the accommodation is within reach of 35th-Bronzeville-IIT underground station.

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

The 1-bedroom Hamaline Luxury Guest House Chicago villa is located merely 7 minutes' walk from the 1930s Supreme Life Building and offers temporary art galleries to make your visit more entertaining. Offering Wi-Fi, the accommodation is within reach of 35th-Bronzeville-IIT underground station.

8.3
6 reviews
Average price US$ 336 / night
Popular Vacation 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

The 4-bedroom Luxurious Gold Coast 4Br 4-Story Villa With Parking Sleeps 12 Guests Chicago offers quick access to such city attractions as the Mariano Plaza|Mariano Plaza, located just 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

The 4-bedroom Luxurious Gold Coast 4Br 4-Story Villa With Parking Sleeps 12 Guests Chicago offers quick access to such city attractions as the Mariano Plaza|Mariano Plaza, located just 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

The 3-bedroom A Home Away From Home! Chicago offers proximity to nearby tourist spots, such as Nat King Cole Park, situated about 3 km away.

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!

The 3-bedroom A Home Away From Home! Chicago offers proximity to nearby tourist spots, such as Nat King Cole Park, situated about 3 km away.

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

Situated nearly a 20-minute walk from the Leone Beach Fieldhouse, Luxury 9 Bedroom Villa Mins From Downtown And The Lake Chicago provides access to numerous tourist attractions in the area.

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

Situated nearly a 20-minute walk from the Leone Beach Fieldhouse, Luxury 9 Bedroom Villa Mins From Downtown And The Lake Chicago provides access to numerous tourist attractions in the area.

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

The 3-bedroom Emmanuel Haven Villa Chicago is located 7 km from the Historic Pullman Foundation Exhibit Hall and invites guests to enjoy a patio.

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

The 3-bedroom Emmanuel Haven Villa Chicago is located 7 km from the Historic Pullman Foundation Exhibit Hall and invites guests to enjoy a patio.

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 approximately 10 minutes by car from the Museum of Science and Industry, giving access to various tourist spots nearby. This Chicago villa offers guests a relaxing experience with a hot tub.

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 approximately 10 minutes by car from the Museum of Science and Industry, giving access to various tourist spots nearby. This Chicago villa offers guests a relaxing experience with a hot tub.

Vacation 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

Located 4.7 km from the Burnham Prairie Nature Preserve, the 1-bedroom Modern 3Bed 2Bath Cozy Ranch With Diy Art Porch Villa Calumet City offers live performances, cooking classes, and temporary art galleries for guests' entertainment. Featuring a patio, the villa is situated nearly a 25-minute walk from the Green Lake.

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

Located 4.7 km from the Burnham Prairie Nature Preserve, the 1-bedroom Modern 3Bed 2Bath Cozy Ranch With Diy Art Porch Villa Calumet City offers live performances, cooking classes, and temporary art galleries for guests' entertainment. Featuring a patio, the villa is situated nearly a 25-minute walk from the Green Lake.

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

The 2-bedroom Modern 4Br Near Six Flags & Naval Base Villa Gurnee offers proximity to nearby tourist spots, such as the Great Wolf Lodge|Great Wolf Lodge, situated about 10 minutes' drive away.

9.8
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

The 2-bedroom Modern 4Br Near Six Flags & Naval Base Villa Gurnee offers proximity to nearby tourist spots, such as the Great Wolf Lodge|Great Wolf Lodge, situated about 10 minutes' drive away.

9.8
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

Nestled 6 km from the DuPage Children's Museum, Urban Oasis In Chicago'S Best Suburb Naperville villa entices guests to explore various tourist destinations nearby.

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

Nestled 6 km from the DuPage Children's Museum, Urban Oasis In Chicago'S Best Suburb Naperville villa entices guests to explore various tourist destinations nearby.

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

Staying at the 2-bedroom 5 Star Luxury Stay Near Chicago O'Hare Des Plaines villa, guests can easily reach the Kohl Children's Museum, located approximately 7 km away.

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

Staying at the 2-bedroom 5 Star Luxury Stay Near Chicago O'Hare Des Plaines villa, guests can easily reach the Kohl Children's Museum, located approximately 7 km away.

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

Located about 5 minutes' walk from Clearview Park, Luxury 4Br Near Six Flags & Naval Base Villa Waukegan offers quick access to various city attractions in the vicinity.

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

Located about 5 minutes' walk from Clearview Park, Luxury 4Br Near Six Flags & Naval Base Villa Waukegan offers quick access to various city attractions in the vicinity.

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

Staying at Wolfsbane - Upscale 2 Bedroom Villa At Petite Acres New Buffalo, guests can visit New Buffalo Public Beach, which is nearly a 25-minute walk away.

A sauna are available on-site.

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

Staying at Wolfsbane - Upscale 2 Bedroom Villa At Petite Acres New Buffalo, guests can visit New Buffalo Public Beach, which is nearly a 25-minute walk away.

A sauna are available on-site.

Hotel Image Hotel Image

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

Situated nearly a 10-minute drive from Four Winds Casino, Dogwood - Upscale 2 Bedroom Villa At Petite Acres New Buffalo entices guests with a sauna, ensuring a more relaxing stay. Featuring lake views, the accommodation invites guests to visit the New Buffalo Railroad Museum, located approximately 2 km away.

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

Situated nearly a 10-minute drive from Four Winds Casino, Dogwood - Upscale 2 Bedroom Villa At Petite Acres New Buffalo entices guests with a sauna, ensuring a more relaxing stay. Featuring lake views, the accommodation invites guests to visit the New Buffalo Railroad Museum, located approximately 2 km away.

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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

Offering a sauna for a relaxing experience, Goldenrod - Upscale 2-Bedroom Villa At Petite Acres New Buffalo is located a 25-minute walk from Oselka's Snug Harbor Marina.

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

Offering a sauna for a relaxing experience, Goldenrod - Upscale 2-Bedroom Villa At Petite Acres New Buffalo is located a 25-minute walk from Oselka's Snug Harbor Marina.

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Larkspur - 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

During the stay at Larkspur - Upscale 2 Bedroom Villa At Petite Acres New Buffalo, guests can indulge in a sauna or visit the full - service Oselka's Snug Harbor Marina, located 25 minutes' walk away.

Larkspur - 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

Larkspur - Upscale 2 Bedroom Villa At Petite Acres

During the stay at Larkspur - Upscale 2 Bedroom Villa At Petite Acres New Buffalo, guests can indulge in a sauna or visit the full - service Oselka's Snug Harbor Marina, located 25 minutes' walk away.

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

9.8 / 10

(4 Reviews)

From 361$

Location