Resorts Space Chicago
Chicago
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Chicago

Nov 03 - Nov 04 ·
2 guests

Vacation homes in Chicago

Chicago
2 guests

Adults:

2

Children:

0

Child’s age:

Over 1,050 stays assessed to highlight the standout picks
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1. Lakefront Rooftop Parking

2. Hamaline Luxury Guest House

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

4. A Home Away From Home!

Vacation Homes in Chicago

5. Emmanuel Haven

6. Heavenly Abode

7. Modern 4Br Near Six Flags & Naval Base

Vacation Homes in Chicago,Illinois with Private Pool

8. Urban Oasis In Chicago'S Best Suburb

9. 5 Star Luxury Stay Near Chicago O'Hare

10. Luxury 4Br Near Six Flags & Naval Base

  • Beach access
Lakefront Rooftop Parking Lakefront Rooftop Parking

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 only a 6-minute stroll from Saint Luke's Missionary Baptist Church, the 3-bedroom Lakefront Rooftop Parking Chicago villa gives easy access to various tourist attractions in the area.

7.4
11 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 only a 6-minute stroll from Saint Luke's Missionary Baptist Church, the 3-bedroom Lakefront Rooftop Parking Chicago villa gives easy access to various tourist attractions in the area.

7.4
11 reviews
From US$ 301 / night
  • Popular choice
  • Beach access
Hamaline Luxury Guest House Hamaline Luxury Guest House

Hamaline Luxury Guest House

76 East 37Th Street
5.6 km (3.5 mi) from city center
1400
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Garden area

The 3-bedroom Hamaline Luxury Guest House Chicago villa offers easy access to such tourist spots as South Side Community Art Center, located a mere 5 minutes' walk away. Offering a car park as well as Wi-Fi, the accommodation is situated in the Bronzeville district of Chicago.

7.1
14 reviews
~ US$336 / night

Hamaline Luxury Guest House

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

Hamaline Luxury Guest House

The 3-bedroom Hamaline Luxury Guest House Chicago villa offers easy access to such tourist spots as South Side Community Art Center, located a mere 5 minutes' walk away. Offering a car park as well as Wi-Fi, the accommodation is situated in the Bronzeville district of Chicago.

7.1
14 reviews
From US$ 336 / night
Luxury 9 Bedroom Villa Mins From Downtown And The Lake Luxury 9 Bedroom Villa Mins From Downtown And The Lake

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

Luxury 9 Bedroom Villa Mins From Downtown And The Lake Chicago provides easy access to various city attractions, such as Roman Susan, situated merely 6 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

Luxury 9 Bedroom Villa Mins From Downtown And The Lake Chicago provides easy access to various city attractions, such as Roman Susan, situated merely 6 minutes' walk away.

9
1 reviews

Vacation Homes in Chicago

  • Great deal
A Home Away From Home! A Home Away From Home!

A Home Away From Home!

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

The 1-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
  • Flat-screen TV
  • Tea and coffee facilities

A Home Away From Home!

The 1-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
Emmanuel Haven Emmanuel Haven

Emmanuel Haven

8139 South Blackstone Avenue
15.0 km (9.3 mi) from city center
279
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Ironing facilities
  • Patio

The 5-bedroom Emmanuel Haven Villa Chicago offers proximity to nearby tourist spots, such as the Sprawling hands-on Museum of Science and Industry, situated 4.9 km away.

5.5
2 reviews

Emmanuel Haven

15.0 km (9.3 mi) from city center
279
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Ironing facilities
  • Patio

Emmanuel Haven

The 5-bedroom Emmanuel Haven Villa Chicago offers proximity to nearby tourist spots, such as the Sprawling hands-on Museum of Science and Industry, situated 4.9 km away.

5.5
2 reviews
Heavenly Abode Heavenly Abode

Heavenly Abode

8157 South Dorchester Avenue
15.0 km (9.3 mi) from city center
279
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities

The 1-bedroom Heavenly Abode Villa Chicago offers proximity to such city sites as Faith Tabernacle M.B. Church, located just a 6-minute walk away.

A Jacuzzi are available on-site.

Heavenly Abode

15.0 km (9.3 mi) from city center
279
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities

Heavenly Abode

The 1-bedroom Heavenly Abode Villa Chicago offers proximity to such city sites as Faith Tabernacle M.B. Church, located just a 6-minute walk away.

A Jacuzzi are available on-site.

Vacation homes near Chicago

Vacation Homes in Chicago,Illinois with Private Pool

Modern 4Br Near Six Flags & Naval Base Modern 4Br Near Six Flags & Naval Base

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

Hosting up to 10 guests, the 5-bedroom Modern 4Br Near Six Flags & Naval Base Villa Gurnee offers a convenient location about 10 minutes by car from sports attractions such as Howard Ganster Pool. Located 2.4 km from the sprawling amusement park "Six Flags Great America", the property provides Wi-Fi and a car park.

10
6 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

Hosting up to 10 guests, the 5-bedroom Modern 4Br Near Six Flags & Naval Base Villa Gurnee offers a convenient location about 10 minutes by car from sports attractions such as Howard Ganster Pool. Located 2.4 km from the sprawling amusement park "Six Flags Great America", the property provides Wi-Fi and a car park.

10
6 reviews
From US$ 361 / night
  • Guest favorite
Urban Oasis In Chicago'S Best Suburb Urban Oasis In Chicago'S Best Suburb

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

Located a 10-minute drive from Summer Lakes Park, Urban Oasis In Chicago'S Best Suburb Naperville villa gives access to various tourist sites in the vicinity.

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

Located a 10-minute drive from Summer Lakes Park, Urban Oasis In Chicago'S Best Suburb Naperville villa gives access to various tourist sites in the vicinity.

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

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

Accommodating up to 10 guests, the 3-bedroom 5 Star Luxury Stay Near Chicago O'Hare Des Plaines villa is situated about a 15-minute drive from renowned cultural sites such as Kohl Children's Museum.

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

Accommodating up to 10 guests, the 3-bedroom 5 Star Luxury Stay Near Chicago O'Hare Des Plaines villa is situated about a 15-minute drive from renowned cultural sites such as Kohl Children's Museum.

10
1 reviews

Luxury Vacation Homes in Chicago

Luxury 4Br Near Six Flags & Naval Base Luxury 4Br Near Six Flags & Naval Base

Luxury 4Br Near Six Flags & Naval Base

1417 North Mcaree Road
59.0 km (36.7 mi) from Chicago
162
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Air conditioning
  • Flat-screen TV
  • Terrace

The 4-bedroom Luxury 4Br Near Six Flags & Naval Base Villa Waukegan offers easy access to such tourist spots as Clearview Park, located nearly a 5-minute walk away.

10
2 reviews

Luxury 4Br Near Six Flags & Naval Base

59.0 km (36.7 mi) from Chicago
162
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Air conditioning
  • Flat-screen TV
  • Terrace

Luxury 4Br Near Six Flags & Naval Base

The 4-bedroom Luxury 4Br Near Six Flags & Naval Base Villa Waukegan offers easy access to such tourist spots as Clearview Park, located nearly a 5-minute walk away.

10
2 reviews
Elegant Executive Residence Hot Tub Pool Parties! Elegant Executive Residence Hot Tub Pool Parties!

Elegant Executive Residence Hot Tub Pool Parties!

230 Gingerbrook Lane
45.8 km (28.5 mi) from Chicago
2388
  • Free parking
  • Air conditioning
  • Flat-screen TV

Elegant Executive Residence Hot Tub Pool Parties! Bartlett villa is located a 10-minute drive from Hawk Hollow and provides a swimming pool, ensuring a relaxing stay.

Elegant Executive Residence Hot Tub Pool Parties!

45.8 km (28.5 mi) from Chicago
2388
  • Free parking
  • Air conditioning
  • Flat-screen TV

Elegant Executive Residence Hot Tub Pool Parties!

Elegant Executive Residence Hot Tub Pool Parties! Bartlett villa is located a 10-minute drive from Hawk Hollow and provides a swimming pool, ensuring a relaxing stay.

Wolfsbane - Upscale 2 Bedroom Villa At Petite Acres Wolfsbane - Upscale 2 Bedroom Villa At Petite Acres

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 5-minute drive from the full - service Oselka's Snug Harbor Marina, the 2-bedroom Wolfsbane - Upscale 2 Bedroom Villa At Petite Acres New Buffalo offers fitness classes, as well as a fitness room for active guests.

You can enjoy a sauna in the New Buffalo accommodation, and the area is popular for cycling and fisheries.

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 5-minute drive from the full - service Oselka's Snug Harbor Marina, the 2-bedroom Wolfsbane - Upscale 2 Bedroom Villa At Petite Acres New Buffalo offers fitness classes, as well as a fitness room for active guests.

You can enjoy a sauna in the New Buffalo accommodation, and the area is popular for cycling and fisheries.

Cheap Vacation Homes in Chicago,Illinois

Dogwood - Upscale 2 Bedroom Villa At Petite Acres Dogwood - Upscale 2 Bedroom Villa At Petite Acres

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

During the stay at the 2-bedroom Dogwood - Upscale 2 Bedroom Villa At Petite Acres New Buffalo, guests can indulge in cycling and fisheries or visit New Buffalo Railroad Museum, located approximately a 25-minute stroll away. Featuring a sauna, the New Buffalo villa is 2.2 km from Galien River County Nature Park.

The availability of fitness classes, along with a fitness room, ensures guests an active stay.

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

During the stay at the 2-bedroom Dogwood - Upscale 2 Bedroom Villa At Petite Acres New Buffalo, guests can indulge in cycling and fisheries or visit New Buffalo Railroad Museum, located approximately a 25-minute stroll away. Featuring a sauna, the New Buffalo villa is 2.2 km from Galien River County Nature Park.

The availability of fitness classes, along with a fitness room, ensures guests an active stay.

Goldenrod - Upscale 2-Bedroom Villa At Petite Acres Goldenrod - Upscale 2-Bedroom Villa At Petite Acres

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, the luxurious Goldenrod - Upscale 2-Bedroom Villa At Petite Acres New Buffalo is located a 25-minute walk from the full - service Oselka's Snug Harbor Marina. The 2-bedroom villa accommodates up to 4 guests and provides a casino for their entertainment.

You can indulge in cycling and fisheries.

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, the luxurious Goldenrod - Upscale 2-Bedroom Villa At Petite Acres New Buffalo is located a 25-minute walk from the full - service Oselka's Snug Harbor Marina. The 2-bedroom villa accommodates up to 4 guests and provides a casino for their entertainment.

You can indulge in cycling and fisheries.

Larkspur - Upscale 2 Bedroom Villa At Petite Acres Larkspur - Upscale 2 Bedroom Villa At Petite Acres

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

Overlooking the lake, the 3-star Larkspur - Upscale 2 Bedroom Villa At Petite Acres New Buffalo hotel is located 14 minutes' walk from Barney's. The inn also offers Wi-Fi in public areas.

At this property, guests can also benefit from fitness classes provided at a fitness area. The hotel offers several sport activities such as cycling and fisheries.

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

Overlooking the lake, the 3-star Larkspur - Upscale 2 Bedroom Villa At Petite Acres New Buffalo hotel is located 14 minutes' walk from Barney's. The inn also offers Wi-Fi in public areas.

At this property, guests can also benefit from fitness classes provided at a fitness area. The hotel offers several sport activities such as cycling and fisheries.

Pet Friendly Vacation Homes in Chicago

Wild Indigo - Upscale 2 Bedroom Villa At Petite Acres Wild Indigo - Upscale 2 Bedroom Villa At Petite Acres

Wild Indigo - 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

With the capacity to host 4 guests, the luxurious Wild Indigo - Upscale 2 Bedroom Villa At Petite Acres New Buffalo is located 2 km from such significant cultural landmarks as New Buffalo Railroad Museum. Pampering guests with a sauna, this 2-bedroom villa features views of the lake and is nestled in proximity to Barney's.

This property offers a casino for entertainment, as well as cycling and fisheries for sport lovers.

Wild Indigo - 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

Wild Indigo - Upscale 2 Bedroom Villa At Petite Acres

With the capacity to host 4 guests, the luxurious Wild Indigo - Upscale 2 Bedroom Villa At Petite Acres New Buffalo is located 2 km from such significant cultural landmarks as New Buffalo Railroad Museum. Pampering guests with a sauna, this 2-bedroom villa features views of the lake and is nestled in proximity to Barney's.

This property offers a casino for entertainment, as well as cycling and fisheries for sport lovers.

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

7.4 / 10

(11 Reviews)

From 301$
Hamaline Luxury Guest House

7.1 / 10

(14 Reviews)

From 336$
Modern 4Br Near Six Flags & Naval Base

10.0 / 10

(6 Reviews)

From 361$

Chicago and related destinations

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