Chicago Luxury Vacation Rentals
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Popular choice
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Beach access
Lakefront Rooftop Parking
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Mini-bar
- Terrace
The beachfront Lakefront Rooftop Parking Chicago villa offers proximity to nearby tourist spots, such as Saint Luke's Missionary Baptist Church, situated a 6-minute walk away.
Lakefront Rooftop Parking
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Mini-bar
- Terrace
Lakefront Rooftop Parking
The beachfront Lakefront Rooftop Parking Chicago villa offers proximity to nearby tourist spots, such as Saint Luke's Missionary Baptist Church, situated a 6-minute walk away.
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Top location
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Beach access
Hamaline Luxury Guest House
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Massage
- Garden area
Located a mere 0.6 km from Apostolic Faith Church, the 1-bedroom Hamaline Luxury Guest House Chicago villa offers temporary art galleries for guests' entertainment. Offering Wi-Fi, this Chicago villa is a short way from 35th-Bronzeville-IIT underground station.
Hamaline Luxury Guest House
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Massage
- Garden area
Hamaline Luxury Guest House
Located a mere 0.6 km from Apostolic Faith Church, the 1-bedroom Hamaline Luxury Guest House Chicago villa offers temporary art galleries for guests' entertainment. Offering Wi-Fi, this Chicago villa is a short way from 35th-Bronzeville-IIT underground station.
Luxury 9 Bedroom Villa Mins From Downtown And The Lake
- Free parking
- Air conditioning
- Flat-screen TV
- Heating
Luxury 9 Bedroom Villa Mins From Downtown And The Lake Chicago offers proximity to such city sites as Roman Susan, located just 6 minutes' walk away.
Luxury 9 Bedroom Villa Mins From Downtown And The Lake
- 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 offers proximity to such city sites as Roman Susan, located just 6 minutes' walk away.
Cheap Chicago Vacation Rentals
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Great deal
A Home Away From Home!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Garden area
Located only 1.3 km from the Bronzeville Children's Museum, the 3-bedroom A Home Away From Home! Chicago provides access to various tourist attractions in the vicinity.
A Home Away From Home!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Garden area
A Home Away From Home!
Located only 1.3 km from the Bronzeville Children's Museum, the 3-bedroom A Home Away From Home! Chicago provides access to various tourist attractions in the vicinity.
Emmanuel Haven
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Patio
The 3-bedroom Emmanuel Haven Villa Chicago offers swift access to various city sites, such as Messiah and Saint Bartholomew Episcopal Church, situated approximately 5 minutes' walk away.
Emmanuel Haven
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Patio
Emmanuel Haven
The 3-bedroom Emmanuel Haven Villa Chicago offers swift access to various city sites, such as Messiah and Saint Bartholomew Episcopal Church, situated approximately 5 minutes' walk away.
Heavenly Abode
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Jacuzzi
Heavenly Abode Villa Chicago is nestled within 5 minutes' walk of Messiah and Saint Bartholomew Episcopal Church and entices guests with a hot tub. Offering Wi-Fi, this Chicago villa is located within 6 km of the Sprawling hands-on Museum of Science and Industry.
Heavenly Abode
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Jacuzzi
Heavenly Abode
Heavenly Abode Villa Chicago is nestled within 5 minutes' walk of Messiah and Saint Bartholomew Episcopal Church and entices guests with a hot tub. Offering Wi-Fi, this Chicago villa is located within 6 km of the Sprawling hands-on Museum of Science and Industry.
Pet Friendly Vacation Rentals Chicago
Modern 4Br Near Six Flags & Naval Base
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Patio
Located about 10 minutes' drive from the Landscaped Hinkston Public Park, the 2-bedroom Modern 4Br Near Six Flags & Naval Base Villa Gurnee provides access to various tourist attractions in the vicinity.
Modern 4Br Near Six Flags & Naval Base
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Patio
Modern 4Br Near Six Flags & Naval Base
Located about 10 minutes' drive from the Landscaped Hinkston Public Park, the 2-bedroom Modern 4Br Near Six Flags & Naval Base Villa Gurnee provides access to various tourist attractions in the vicinity.
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Guest favorite
Urban Oasis In Chicago'S Best Suburb
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Luggage storage
Located 10 minutes by car from the DuPage Children's Museum, Urban Oasis In Chicago'S Best Suburb Naperville villa gives access to various tourist sites in the vicinity.
Urban Oasis In Chicago'S Best Suburb
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Luggage storage
Urban Oasis In Chicago'S Best Suburb
Located 10 minutes by car from the DuPage Children's Museum, Urban Oasis In Chicago'S Best Suburb Naperville villa gives access to various tourist sites in the vicinity.
5 Star Luxury Stay Near Chicago O'Hare
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Located within a 7-km distance of the Kohl Children's Museum, the 2-bedroom 5 Star Luxury Stay Near Chicago O'Hare Des Plaines villa provides access to various tourist attractions in the vicinity.
5 Star Luxury Stay Near Chicago O'Hare
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
5 Star Luxury Stay Near Chicago O'Hare
Located within a 7-km distance of the Kohl Children's Museum, the 2-bedroom 5 Star Luxury Stay Near Chicago O'Hare Des Plaines villa provides access to various tourist attractions in the vicinity.
Chicago Vacation Rentals Oceanfront
Luxury 4Br Near Six Flags & Naval Base
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Terrace
Situated around 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.
Luxury 4Br Near Six Flags & Naval Base
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Terrace
Luxury 4Br Near Six Flags & Naval Base
Situated around 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.
Elegant Executive Residence Hot Tub Pool Parties!
- Free parking
- Air conditioning
Nestled 10 minutes by car from the Pratts Wayne Woods County Forest Preserve, Elegant Executive Residence Hot Tub Pool Parties! Bartlett villa entices guests to explore various tourist destinations nearby.
Elegant Executive Residence Hot Tub Pool Parties!
- Free parking
- Air conditioning
Elegant Executive Residence Hot Tub Pool Parties!
Nestled 10 minutes by car from the Pratts Wayne Woods County Forest Preserve, Elegant Executive Residence Hot Tub Pool Parties! Bartlett villa entices guests to explore various tourist destinations nearby.
Wolfsbane - Upscale 2 Bedroom Villa At Petite Acres
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Sauna
- Garden area
Located nearly 25 minutes on foot 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. Cycling and fishing can be arranged upon request at the New Buffalo accommodation.
Wolfsbane - Upscale 2 Bedroom Villa At Petite Acres
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Sauna
- Garden area
Wolfsbane - Upscale 2 Bedroom Villa At Petite Acres
Located nearly 25 minutes on foot 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. Cycling and fishing can be arranged upon request at the New Buffalo accommodation.
Chicago Vacation Rentals with Private Pool
Dogwood - Upscale 2 Bedroom Villa At Petite Acres
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Sauna
- Garden area
Located a 25-minute walk from the New Buffalo Railroad Museum, Dogwood - Upscale 2 Bedroom Villa At Petite Acres New Buffalo offers a casino for guests' leisure. Featuring a sauna, this villa is a short way from the Barney's.
Cycling and fishing are offered for active rest.
Dogwood - Upscale 2 Bedroom Villa At Petite Acres
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Sauna
- Garden area
Dogwood - Upscale 2 Bedroom Villa At Petite Acres
Located a 25-minute walk from the New Buffalo Railroad Museum, Dogwood - Upscale 2 Bedroom Villa At Petite Acres New Buffalo offers a casino for guests' leisure. Featuring a sauna, this villa is a short way from the Barney's.
Cycling and fishing are offered for active rest.
Goldenrod - Upscale 2-Bedroom Villa At Petite Acres
- 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 25 minutes' walk from the New Buffalo Railroad Museum.
Goldenrod - Upscale 2-Bedroom Villa At Petite Acres
- 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 25 minutes' walk from the New Buffalo Railroad Museum.
Larkspur - Upscale 2 Bedroom Villa At Petite Acres
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Sauna
- Garden area
Located 14 minutes' walk from the Barney's, Larkspur - Upscale 2 Bedroom Villa At Petite Acres New Buffalo offers a casino for guests' leisure. Pampering guests with a sauna, the villa features views of the lake and is nestled 2.2 km from Galien River County Nature Park.
Cycling and fishing are offered on-site.
Larkspur - Upscale 2 Bedroom Villa At Petite Acres
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Sauna
- Garden area
Larkspur - Upscale 2 Bedroom Villa At Petite Acres
Located 14 minutes' walk from the Barney's, Larkspur - Upscale 2 Bedroom Villa At Petite Acres New Buffalo offers a casino for guests' leisure. Pampering guests with a sauna, the villa features views of the lake and is nestled 2.2 km from Galien River County Nature Park.
Cycling and fishing are offered on-site.
Wild Indigo - Upscale 2 Bedroom Villa At Petite Acres
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Sauna
- Garden area
During the stay at Wild Indigo - 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 about 2 km away.
There is a casino, along with cycling and fishing to diversify guests' leisure.
Wild Indigo - Upscale 2 Bedroom Villa At Petite Acres
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Sauna
- Garden area
Wild Indigo - Upscale 2 Bedroom Villa At Petite Acres
During the stay at Wild Indigo - 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 about 2 km away.
There is a casino, along with cycling and fishing to diversify guests' leisure.
Windflower - Upscale 2 Bedroom Villa At Petite Acres
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Sauna
- Garden area
During the stay at Windflower - Upscale 2 Bedroom Villa At Petite Acres New Buffalo, guests can indulge in a sauna or visit the Barney's, located 14 minutes' stroll away.
Windflower - Upscale 2 Bedroom Villa At Petite Acres
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Sauna
- Garden area
Windflower - Upscale 2 Bedroom Villa At Petite Acres
During the stay at Windflower - Upscale 2 Bedroom Villa At Petite Acres New Buffalo, guests can indulge in a sauna or visit the Barney's, located 14 minutes' stroll away.
Are you in a hurry?
Here is a quick list of Vacation Rentals 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 |
7.6 / 10 (8 Reviews) |
From 336$ | |
| Modern 4Br Near Six Flags & Naval Base |
9.7 / 10 (4 Reviews) |
From 361$ |
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