Best Private Villas in Chicago
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Best-rated
The Avondale Guesthouse
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Terrace
Situated 3.4 km from the baseball stadium "Wrigley Field", the 6-room The Avondale Guesthouse Chicago villa invites guests to relax at a terrace.
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Terrace
Situated 3.4 km from the baseball stadium "Wrigley Field", the 6-room The Avondale Guesthouse Chicago villa invites guests to relax at a terrace.
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Great deal
Stunning Condo #2 - Downtown River North
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
The 3-bedroom Stunning Condo #2 - Downtown River North Chicago villa can host up to 14 guests, boasting a prime location nearly 25 minutes' walk from iconic cultural attractions such as the Art Institute of Chicago.
Stunning Condo #2 - Downtown River North
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Stunning Condo #2 - Downtown River North
The 3-bedroom Stunning Condo #2 - Downtown River North Chicago villa can host up to 14 guests, boasting a prime location nearly 25 minutes' walk from iconic cultural attractions such as the Art Institute of Chicago.
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Beach access
Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Terrace
Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa Chicago is located 18 minutes' walk from Gross Park and welcomes its guests to enjoy badminton and darts. This 4-bedroom holiday home accommodates up to 9 guests and provides a games room for their entertainment.
Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Terrace
Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find
Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa Chicago is located 18 minutes' walk from Gross Park and welcomes its guests to enjoy badminton and darts. This 4-bedroom holiday home accommodates up to 9 guests and provides a games room for their entertainment.
Lincoln Park Living - 3 Queen Beds - Sleeps 6
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
The 1-bedroom Lincoln Park Living - 3 Queen Beds - Sleeps 6 Chicago villa offers quick access to such tourist spots as Rosa's Lounge, situated just a 5-minute walk away.
Lincoln Park Living - 3 Queen Beds - Sleeps 6
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Lincoln Park Living - 3 Queen Beds - Sleeps 6
The 1-bedroom Lincoln Park Living - 3 Queen Beds - Sleeps 6 Chicago villa offers quick access to such tourist spots as Rosa's Lounge, situated just a 5-minute walk away.
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Beach access
Designer Themed 4 Bedroom In Best Location With Patio And Fireplace
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Terrace
The 4-bedroom Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa offers easy access to such tourist spots as Plum Market Old Town, located just 6 minutes' walk away.
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Terrace
The 4-bedroom Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa offers easy access to such tourist spots as Plum Market Old Town, located just 6 minutes' walk away.
Personal Gym Luxury Balcony Condo
- Cookware/ Kitchen utensils
- Tea and coffee facilities
MB Financial Park at Rosemont Recreation Center is approximately 25 minutes' walk from the spacious 1-bedroom Near O'Hare • Personal Gym & Balcony • Safe Area Chicago apartment, while St. Joseph the Betrothed Ukranian Catholic Church is situated nearby.
Personal Gym Luxury Balcony Condo
- Cookware/ Kitchen utensils
- Tea and coffee facilities
Personal Gym Luxury Balcony Condo
MB Financial Park at Rosemont Recreation Center is approximately 25 minutes' walk from the spacious 1-bedroom Near O'Hare • Personal Gym & Balcony • Safe Area Chicago apartment, while St. Joseph the Betrothed Ukranian Catholic Church is situated nearby.
Victorian Mansion In Garfield Park
- Cookware/ Kitchen utensils
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Car park
Charges may apply
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Terrace
Offering Wi-Fi, the 3-bedroom Victorian Mansion In Garfield Park Villa Chicago is located around 7 km from the tall skyscraper "Willis Tower".
Victorian Mansion In Garfield Park
- Cookware/ Kitchen utensils
-
Car park
Charges may apply
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Terrace
Victorian Mansion In Garfield Park
Offering Wi-Fi, the 3-bedroom Victorian Mansion In Garfield Park Villa Chicago is located around 7 km from the tall skyscraper "Willis Tower".
The Village Inn By Dakota Gal Digs
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Patio
Offering a location 6 km from the half-mile-long Navy Pier, The Village Inn By Dakota Gal Digs Chicago villa gives access to various tourist spots in the area.
The Village Inn By Dakota Gal Digs
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Patio
The Village Inn By Dakota Gal Digs
Offering a location 6 km from the half-mile-long Navy Pier, The Village Inn By Dakota Gal Digs Chicago villa gives access to various tourist spots in the area.
Stunning Duplex Condo #1 - Downtown River North
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Boasting a location nearly a 25-minute stroll from the 20-acre public Maggie Daley Park, Stunning Duplex Condo #1 - Downtown River North Chicago villa provides a patio with city views. Offering Wi-Fi, the Chicago holiday home is located within a 2-km distance of the public art Cloud Gate Sculpture.
Stunning Duplex Condo #1 - Downtown River North
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Stunning Duplex Condo #1 - Downtown River North
Boasting a location nearly a 25-minute stroll from the 20-acre public Maggie Daley Park, Stunning Duplex Condo #1 - Downtown River North Chicago villa provides a patio with city views. Offering Wi-Fi, the Chicago holiday home is located within a 2-km distance of the public art Cloud Gate Sculpture.
Lincoln Park Living - Suite 2
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Hosting up to 10 guests, the 2-bedroom Lincoln Park Living - Suite 2 Chicago villa offers a convenient location around 25 minutes on foot from sports attractions such as the baseball stadium "Wrigley Field".
Lincoln Park Living - Suite 2
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Lincoln Park Living - Suite 2
Hosting up to 10 guests, the 2-bedroom Lincoln Park Living - Suite 2 Chicago villa offers a convenient location around 25 minutes on foot from sports attractions such as the baseball stadium "Wrigley Field".
Spacious Row Home Next Transit Near Downtown W Parking
- Picnic area/ Tables
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Garden area
Located about a 5-minute walk from Central Memorial M.B. Church, the 4-bedroom Spacious Row Home Next Transit Near Downtown W Parking Chicago offers quick access to various city attractions in the vicinity.
Spacious Row Home Next Transit Near Downtown W Parking
- Picnic area/ Tables
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Garden area
Spacious Row Home Next Transit Near Downtown W Parking
Located about a 5-minute walk from Central Memorial M.B. Church, the 4-bedroom Spacious Row Home Next Transit Near Downtown W Parking Chicago offers quick access to various city attractions in the vicinity.
Stunning 5Br Home In Heart Of Chicago With 2 Rooftops
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Laundry
- Sauna
- Garden area
Situated within a 6-km distance of the Art Institute of Chicago, Stunning 5Br Home In Heart Of Chicago With 2 Rooftops entices guests with a sauna, ensuring a more relaxing stay. Featuring a casino to make your visit more entertaining, the Chicago holiday home is nestled in Wicker Park which makes for a thriving nightlife scene.
Stunning 5Br Home In Heart Of Chicago With 2 Rooftops
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Laundry
- Sauna
- Garden area
Stunning 5Br Home In Heart Of Chicago With 2 Rooftops
Situated within a 6-km distance of the Art Institute of Chicago, Stunning 5Br Home In Heart Of Chicago With 2 Rooftops entices guests with a sauna, ensuring a more relaxing stay. Featuring a casino to make your visit more entertaining, the Chicago holiday home is nestled in Wicker Park which makes for a thriving nightlife scene.
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Beach access
Near Lake & Museum • Modern • Game Area
- Cookware/ Kitchen utensils
- 24-hour reception
- Air conditioning
- Ironing facilities
- Golf centre
- Garden area
Near Lake & Museum • Modern • Game Area Chicago villa, located 5 minutes' walk from Windsor Park Lutheran Church, can host up to 12 guests.
The surrounding area offers canoeing and hiking.
Near Lake & Museum • Modern • Game Area
- Cookware/ Kitchen utensils
- 24-hour reception
- Air conditioning
- Ironing facilities
- Golf centre
- Garden area
Near Lake & Museum • Modern • Game Area
Near Lake & Museum • Modern • Game Area Chicago villa, located 5 minutes' walk from Windsor Park Lutheran Church, can host up to 12 guests.
The surrounding area offers canoeing and hiking.
Boutique Garden House Chicago 3-Story Sleeps 12
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
The 5-bedroom Boutique Garden House Chicago 3-Story Sleeps 12 Villa offers proximity to nearby tourist spots, such as the Frederick C. Frank Lloyd Wright's Robie House, situated 3.5 km away.
Boutique Garden House Chicago 3-Story Sleeps 12
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
Boutique Garden House Chicago 3-Story Sleeps 12
The 5-bedroom Boutique Garden House Chicago 3-Story Sleeps 12 Villa offers proximity to nearby tourist spots, such as the Frederick C. Frank Lloyd Wright's Robie House, situated 3.5 km away.
Lincoln Park Living - Suite 1
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Situated around 5 minutes' walk from the petite South Lakeview Playground Park, the 2-bedroom Lincoln Park Living - Suite 1 Chicago villa offers easy access to numerous tourist spots in the area.
Lincoln Park Living - Suite 1
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Lincoln Park Living - Suite 1
Situated around 5 minutes' walk from the petite South Lakeview Playground Park, the 2-bedroom Lincoln Park Living - Suite 1 Chicago villa offers easy access to numerous tourist spots in the area.
Are you in a hurry?
Here is a quick list of Private Villas in Chicago, selected based on their rating
| Name of hotel | Accommodation Rating | Facilities | Price, $ | |
| Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find |
9.8 / 10 (37 Reviews) |
|
From 270$ | |
| Designer Themed 4 Bedroom In Best Location With Patio And Fireplace |
9.8 / 10 (19 Reviews) |
|
From 529$ | |
| Victorian Mansion In Garfield Park |
9.2 / 10 (5 Reviews) |
|
From 162$ | |
| Spacious Row Home Next Transit Near Downtown W Parking |
8.2 / 10 (18 Reviews) |
|
From 452$ | |
| Stunning 5Br Home In Heart Of Chicago With 2 Rooftops |
10.0 / 10 (3 Reviews) |
|
From 1501$ |
More accommodations in Chicago
Frequently Asked Questions
Which private villas in Chicago are ideal for central locations?
The Designer Themed 4 Bedroom and the Stunning Duplex Condo #1 are perfect for staying in the city center. Their locations allow easy access to attractions like Millennium Park and the Art Institute.
Book your stay during the weekdays to find better rates at these centrally located villas.
What private villas in Chicago are family-friendly?
The Northside Famlynest Lincoln Sq and Lincoln Park Living options are great for families. They offer multiple bedrooms and home-like amenities to keep everyone comfortable.
Look for villas that provide kitchen facilities, as cooking can be more economical for families with children.
Which private villas in Chicago offer outdoor spaces?
The Designer Themed 4 Bedroom features a patio, and the Stunning 5Br Home has two rooftops for outdoor enjoyment. These spaces are perfect for relaxing or gathering with friends.
Choose a villa with outdoor areas to enjoy nice weather; sitting out at dawn can be refreshing.
Where can I find affordable private villas near downtown Chicago?
The Victorian Mansion In Garfield Park and Lincoln Park Living offers budget-friendly options. They are a short distance from downtown attractions and provide comfortable accommodations.
Use public transport for easy access to downtown; take the Pink Line from Kedzie Station for a quick route.
Which private villas in Chicago are good for group stays?
The Boutique Garden House Chicago and Stunning Condo #2 are spacious choices for groups. They both accommodate larger parties comfortably and come equipped with essential amenities.
Plan group meals and split food costs; larger kitchens make meal prep much easier.
Which private villas in Chicago are ideal for a romantic getaway?
The Boutique Garden House Chicago provides a charming setting, while the Lincoln Park Living can offer a cozy atmosphere. Both options have unique features perfect for couples.
For romance, book one of the villas with a balcony and enjoy sunset views together.
Where can I find private villas in Chicago that allow pets?
The Northside Famlynest Lincoln Sq is a pet-friendly option. It allows you to travel with your furry friends while enjoying the comforts of home.
Notify the villa in advance about your pet; it ensures everything is ready for your furry family member.
What unique events can I experience in Chicago throughout the year?
Chicago hosts many unique events, like the Chicago Air and Water Show in August, which attracts visitors from all over. The show features thrilling aircraft performances above the city skyline.
Book accommodations early for events; places near the waterfront offer the best views of the show.
How can I get to downtown Chicago from the airport?
You can take the Blue Line from O'Hare Airport directly to downtown. The journey takes about 45 minutes, making it a convenient option.
Train fares are approximately $5; get an Ventra Card for easy subway access during your stay.
What areas in Chicago are best for viewing the skyline?
For stunning skyline views, visit places like Navy Pier and the Riverwalk. Both areas provide iconic backdrops for your photos.
Plan your visit to Navy Pier near sunset; the golden hour provides the best lighting for photos.
Chicago and related destinations