Chicago
2 guests

Adults:

2

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0

Child’s age:

Chicago

Jun 03 - Jun 04 ·
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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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
  • Luggage storage
  • Terrace
  • Garden area

The 3-bedroom Lakefront Rooftop Parking Chicago villa is situated just a 6-minute stroll from Saint Luke's Missionary Baptist Church, featuring such comforts as Wi-Fi and a free private car park.

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
  • Luggage storage
  • Terrace
  • Garden area

Lakefront Rooftop Parking

The 3-bedroom Lakefront Rooftop Parking Chicago villa is situated just a 6-minute stroll from Saint Luke's Missionary Baptist Church, featuring such comforts as Wi-Fi and a free private car park.

7.6
10 reviews
From 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
1400
  • Picnic area/ Tables
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Garden area

Situated only 7 minutes' walk from Ida B Wells House, the 1-bedroom Hamaline Luxury Guest House Chicago villa provides access to numerous tourist attractions in the area.

8.5
7 reviews
~ US$336 / night

Hamaline Luxury Guest House

5.6 km (3.5 mi) from city center
1400
  • Picnic area/ Tables
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Garden area

Hamaline Luxury Guest House

Situated only 7 minutes' walk from Ida B Wells House, the 1-bedroom Hamaline Luxury Guest House Chicago villa provides access to numerous tourist attractions in the area.

8.5
7 reviews
From 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
  • Free parking
  • Air conditioning
  • 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
  • Free parking
  • Air conditioning
  • 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
From 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 the Sprawling hands-on Museum of Science and Industry, situated about 7 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 the Sprawling hands-on Museum of Science and Industry, situated about 7 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
  • Heating

Located nearly a 25-minute walk from the Emil Bach House by Frank Lloyd Wright, Luxury 9 Bedroom Villa Mins From Downtown And The Lake Chicago provides access to various tourist attractions in the vicinity.

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
  • Heating

Luxury 9 Bedroom Villa Mins From Downtown And The Lake

Located nearly a 25-minute walk from the Emil Bach House by Frank Lloyd Wright, Luxury 9 Bedroom Villa Mins From Downtown And The Lake Chicago provides access to various tourist attractions in the vicinity.

9
1 reviews
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Emmanuel Haven

8139 South Blackstone Avenue
15.0 km (9.3 mi) from city center
279
  • Free parking
  • Security
  • Air conditioning

Located 4.9 km from the Sprawling hands-on Museum of Science and Industry, the 3-bedroom Emmanuel Haven Villa Chicago gives access to various tourist sites in the vicinity.

5.5
2 reviews

Emmanuel Haven

15.0 km (9.3 mi) from city center
279
  • Free parking
  • Security
  • Air conditioning

Emmanuel Haven

Located 4.9 km from the Sprawling hands-on Museum of Science and Industry, the 3-bedroom Emmanuel Haven Villa Chicago gives access to various tourist sites in the vicinity.

5.5
2 reviews
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Heavenly Abode

8157 South Dorchester Avenue
15.0 km (9.3 mi) from city center
279
  • Free parking
  • Security
  • Air conditioning
  • Heating
  • Jacuzzi

Heavenly Abode Villa Chicago offers quick access to such tourist spots as Faith Tabernacle M.B. Church, situated merely a 6-minute walk away.

A hot tub are available on-site.

Heavenly Abode

15.0 km (9.3 mi) from city center
279
  • Free parking
  • Security
  • Air conditioning
  • Heating
  • Jacuzzi

Heavenly Abode

Heavenly Abode Villa Chicago offers quick access to such tourist spots as Faith Tabernacle M.B. Church, situated merely a 6-minute walk away.

A hot tub are available on-site.

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

Situated about 25 minutes' walk from the Monon Trail, Modern 3Bed 2Bath Cozy Ranch With Diy Art Porch Villa Calumet City provides access to numerous tourist attractions in the area.

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

Situated about 25 minutes' walk from the Monon Trail, Modern 3Bed 2Bath Cozy Ranch With Diy Art Porch Villa Calumet City provides access to numerous tourist attractions in the area.

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
  • Free parking
  • Air conditioning

Offering guests to enjoy a patio, the 2-bedroom Modern 4Br Near Six Flags & Naval Base Villa Gurnee is situated about 10 minutes by car from the Lake Carina Forest Preserve.

9.8
4 reviews
~ US$361 / night

Modern 4Br Near Six Flags & Naval Base

58.2 km (36.2 mi) from Chicago
2400
  • Free parking
  • Air conditioning

Modern 4Br Near Six Flags & Naval Base

Offering guests to enjoy a patio, the 2-bedroom Modern 4Br Near Six Flags & Naval Base Villa Gurnee is situated about 10 minutes by car from the Lake Carina Forest Preserve.

9.8
4 reviews
From 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 a 10-minute drive from the Summer Lakes Park, 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 a 10-minute drive from the Summer Lakes Park, 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
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Heating
  • Garden area

Staying at the 2-bedroom 5 Star Luxury Stay Near Chicago O'Hare Des Plaines villa, guests can easily reach the Grove, located about a 10-minute ride away.

10
1 reviews

5 Star Luxury Stay Near Chicago O'Hare

26.8 km (16.7 mi) from Chicago
186
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Heating
  • 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 Grove, located about a 10-minute ride 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
  • Free parking
  • Security
  • Air conditioning
  • Terrace

Located about 5 minutes' walk from Clearview Park, Luxury 4Br Near Six Flags & Naval Base Villa Waukegan gives easy access to various tourist attractions in the area.

10
1 reviews

Luxury 4Br Near Six Flags & Naval Base

59.0 km (36.7 mi) from Chicago
162
  • Free parking
  • Security
  • Air conditioning
  • 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 gives easy access to various tourist attractions 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
  • Free parking
  • Air conditioning
  • Heating
  • Sauna
  • Fitness centre
  • Garden area

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

Guests can enjoy cycling and fishing, or relax in a sauna.

Wolfsbane - Upscale 2 Bedroom Villa At Petite Acres

75.7 km (47.0 mi) from Chicago
49
  • Free parking
  • Air conditioning
  • Heating
  • Sauna
  • Fitness centre
  • 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 the New Buffalo Railroad Museum, which is nearly a 25-minute walk away.

Guests can enjoy cycling and fishing, or relax in a sauna.

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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
  • Free parking
  • Air conditioning
  • Heating
  • Sauna
  • Fitness centre
  • Garden area

Dogwood - Upscale 2 Bedroom Villa At Petite Acres New Buffalo is located nearly a 10-minute drive from Galien River County Nature Park and allows guests to enjoy cycling and fishing.

Guests can relax in a sauna, as well as enjoy a casino provided for their entertainment.

Dogwood - Upscale 2 Bedroom Villa At Petite Acres

75.7 km (47.0 mi) from Chicago
49
  • Free parking
  • Air conditioning
  • Heating
  • Sauna
  • Fitness centre
  • Garden area

Dogwood - Upscale 2 Bedroom Villa At Petite Acres

Dogwood - Upscale 2 Bedroom Villa At Petite Acres New Buffalo is located nearly a 10-minute drive from Galien River County Nature Park and allows guests to enjoy cycling and fishing.

Guests can relax in a sauna, as well as enjoy a casino provided for their entertainment.

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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
  • Free parking
  • Air conditioning
  • Heating
  • Sauna
  • Fitness centre
  • Garden area

Goldenrod - Upscale 2-Bedroom Villa At Petite Acres New Buffalo is located a 14-minute walk from the Barney's, giving access to various tourist spots nearby.

You might indulge in a sauna to recuperate from a busy day.

Goldenrod - Upscale 2-Bedroom Villa At Petite Acres

75.7 km (47.0 mi) from Chicago
49
  • Free parking
  • Air conditioning
  • Heating
  • Sauna
  • Fitness centre
  • Garden area

Goldenrod - Upscale 2-Bedroom Villa At Petite Acres

Goldenrod - Upscale 2-Bedroom Villa At Petite Acres New Buffalo is located a 14-minute walk from the Barney's, giving access to various tourist spots nearby.

You might indulge in a sauna to recuperate from a busy day.

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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
  • Free parking
  • Air conditioning
  • Heating
  • Sauna
  • Fitness centre
  • Garden area

Situated 2.2 km from Galien River County Nature Park, Larkspur - Upscale 2 Bedroom Villa At Petite Acres New Buffalo offers a sauna for additional relaxation.

Various activities including cycling and fishing are offered to guests.

Larkspur - Upscale 2 Bedroom Villa At Petite Acres

75.7 km (47.0 mi) from Chicago
49
  • Free parking
  • Air conditioning
  • Heating
  • Sauna
  • Fitness centre
  • Garden area

Larkspur - Upscale 2 Bedroom Villa At Petite Acres

Situated 2.2 km from Galien River County Nature Park, Larkspur - Upscale 2 Bedroom Villa At Petite Acres New Buffalo offers a sauna for additional relaxation.

Various activities including cycling and fishing are offered to guests.

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

8.5 / 10

(7 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