The Best Private
Villas in Chicago

Set in Chicago, 5.5 km from Loyola University Chicago and 5.8 km from Wrigley Field, Northside FAMLYNEST Lincoln Sq 4BR 2BA 2P Rare find offers a garden and air conditioning. Featuring a concierge service, this property also provides guests with a picnic area. There is an outdoor fireplace and guests can make use of free WiFi, free private parking and an electric vehicle charging station. The spacious holiday home is fitted with 4 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a patio with garden views. A private entrance leads guests into the holiday home, where they can enjoy some fruits and chocolates or cookies. The property has an outdoor dining area. For those times when you'd rather not dine out, you can choose to have groceries delivered and cook on the barbecue. For guests with children, the holiday home offers indoor and outdoor play areas. Guests at Northside FAMLYNEST Lincoln Sq 4BR 2BA 2P Rare find can enjoy darts on-site, or cycling in the surroundings. Lincoln Park Zoo is 10 km from the accommodation, while Water Tower Chicago is 12 km from the property. Chicago O'Hare International Airport is 19 km away, and the property offers a paid airport shuttle service. Show full description

Located in Chicago, 4.5 km from Wrigley Field and 5.8 km from Lincoln Park Zoo, The Avondale Guesthouse provides air-conditioned accommodation with a patio and free WiFi. Featuring luggage storage space, this property also provides guests with a picnic area. The property is non-smoking and is set 8.1 km from United Center. The spacious holiday home with a terrace and quiet street views features 3 bedrooms, a living room, a flat-screen TV, an equipped kitchen with an oven and a microwave, and 1 bathroom with a bath. Towels and bed linen are featured in the holiday home. The property has an outdoor dining area. Guests can take advantage of the warm weather with the property's barbecue facilities. Guests at the holiday home can enjoy cycling nearby, or make the most of the garden. Water Tower Chicago is 8.2 km from The Avondale Guesthouse, while 360 Chicago is 8.3 km away. Midway International Airport is 19 km from the property. Show full description

In the Old Town district of Chicago, close to 360 Chicago, Designer Themed 4 Bedroom in Best Location with Patio and Fireplace features a garden and a washing machine. The air-conditioned accommodation is 1.6 km from Oak Street Beach, and guests can benefit from private parking available on site and free WiFi. The property is non-smoking and is located 2.2 km from Water Tower Chicago. The spacious holiday home is equipped with 4 bedrooms, 3 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with garden views. Guests can take in the views of the inner courtyard from the patio, which also has outdoor furniture. There is also a seating area and a fireplace. The holiday home has a picnic area and a barbecue. Chicago Museum of Contemporary Art is 2.4 km from Designer Themed 4 Bedroom in Best Location with Patio and Fireplace, while Shops at Northbridge is 3 km away. Midway International Airport is 20 km from the property. Show full description

Right in the centre of Chicago, situated within a short distance of Oak Street Beach and 360 Chicago, Historic luxury Townhouse in Downtown Chicago offers free WiFi, air conditioning and household amenities such as an oven and coffee machine. With free private parking, the property is 700 metres from Water Tower Chicago and less than 1 km from Chicago Museum of Contemporary Art. The property is non-smoking and is located 1.3 km from Shops at Northbridge. The spacious holiday home has 5 separate bedrooms, 3 bathrooms, a fully equipped kitchen with a dining area and dishwasher, and 2 living rooms with a flat-screen TV. Towels and bed linen are offered in the holiday home. For added privacy, the accommodation features a private entrance. Millennium Station is 2.2 km from the holiday home, while Millennium Park is 2.3 km from the property. Midway International Airport is 20 km away. Show full description

Located in Chicago in the Illinois region, Spacious Row Home next Transit near Downtown w Parking features a patio. The air-conditioned accommodation is 3.5 km from United Center, and guests can benefit from private parking available on site and free WiFi. The property is non-smoking and is situated 6.2 km from Union Station. The spacious holiday home with a balcony and garden views has 4 bedrooms, 3 living rooms, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 3 bathrooms with a bath. Towels and bed linen are available in the holiday home. The property has an outdoor dining area. The holiday home has a picnic area where you can spend a day out in the open. CIBC Theatre is 7.1 km from the holiday home, while Shops at Northbridge is 7.6 km from the property. Midway International Airport is 13 km away. Show full description

In the centre of Chicago, located within a short distance of Oak Street Beach and Water Tower Chicago, Gold coast villa with free parking garage sleeps 10 offers free WiFi, air conditioning and household amenities such as a dishwasher and coffee machine. Guests staying at this villa have access to a balcony. The property is non-smoking and is situated 1 km from 360 Chicago. The spacious villa is equipped with 4 bedrooms, 4 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with inner courtyard views. For added privacy, the accommodation has a private entrance and is protected by full-day security. Guests can also relax in the garden. Chicago Museum of Contemporary Art is 1.4 km from the villa, while Shops at Northbridge is 1.6 km away. Guests can take in the ambience of the surroundings from an outdoor dining area or keep themselves warm by the fireplace on colder days. Midway International Airport is 20 km from the property. Show full description

Opened December 2023. Featuring air-conditioned accommodation with a patio, The Village Inn by Dakota Gal Digs is set in Chicago. Both free WiFi and parking on-site are available at the holiday home free of charge. The holiday home offers bed linen, towels and laundry service. Lincoln Park Zoo is 2.7 km from The Village Inn by Dakota Gal Digs, while Wrigley Field is 3.1 km away. The property is non-smoking and is situated 2.9 km from North Avenue Beach. The holiday home features 3 bedrooms, a flat-screen TV with streaming services, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a bath. Midway International Airport is 21 km from the property. Show full description

Newly opened, May 2025. Offering a garden and garden view, Perfect Location Across from Park & Train Station is located in Chicago, 8.3 km from CIBC Theatre and 8.8 km from Shops at Northbridge. The air-conditioned accommodation is 4.6 km from United Center, and guests can benefit from on-site private parking and complimentary WiFi. The property is non-smoking and is situated 7.4 km from Union Station. The spacious holiday home features 5 separate bedrooms, 4 bathrooms, a fully equipped kitchen with a dining area and dishwasher, and 2 living rooms with a flat-screen TV. For added convenience, the property can provide towels and linens for a supplement. Water Tower Chicago is 8.8 km from the holiday home, while Cloud Gate - The Bean is 8.9 km from the property. Midway International Airport is 12 km away. Show full description

Boasting air-conditioned accommodation with a balcony, Gorgeous 5 BR Gem with Games is set in Chicago. It is located 10 km from Museum of Science and Industry - Chicago and offers luggage storage space. Offering free WiFi throughout the property, the non-smoking holiday home features a fitness centre. The spacious holiday home has 5 bedrooms, a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a bath. The holiday home offers bed linen, towels and laundry service. You can play billiards and table tennis at the holiday home. Guests can relax in the garden at the property. Guaranteed Rate Field is 12 km from Gorgeous 5 BR Gem with Games, while United Center is 16 km from the property. Midway International Airport is 11 km away. Show full description

Situated in Chicago, 19 km from Wrigley Field and 19 km from Loyola University Chicago, Personal Gym Luxury Balcony Condo features air-conditioned accommodation with a balcony and free WiFi. It is set 24 km from United Center and provides a 24-hour front desk. The property is non-smoking and is located 23 km from Lincoln Park Zoo. The spacious holiday home has 1 bedroom, a TV with cable channels, a fully equipped kitchen with an oven and a microwave, and 1 bathroom with a bath. The holiday home offers bed linen, towels and laundry service. 360 Chicago is 24 km from the holiday home, while Union Station is 24 km from the property. Chicago O'Hare International Airport is 6 km away. Show full description

Opened December 2024. Located in Chicago, 14 km from Guaranteed Rate Field and 15 km from Field Museum Of Natural History, Emmanuel Haven offers air conditioning. The property is situated 16 km from Adler Planetarium & Astronomy Museum, 16 km from Grant Park and 17 km from Buckingham Memorial Fountain. Free WiFi is available throughout the property and Museum of Science and Industry - Chicago is 5.8 km away. The spacious villa with a patio and inner courtyard views features 5 bedrooms, 2 living rooms, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 3 bathrooms with a walk-in shower. Towels and bed linen are provided in the villa. The property has an outdoor dining area. Depaul University is 19 km from the villa, while Willis Tower is 19 km away. Midway International Airport is 16 km from the property. Show full description

Boasting quiet street views, Amazing Penthouse Skyline Views! offers accommodation with a bar and a patio, around 3.9 km from United Center. This property offers access to a balcony, free private parking and free WiFi. On clear days, guests can head outside to enjoy the holiday home's outdoor fireplace or simply kick back and relax. The spacious holiday home with a terrace and city views has 3 bedrooms, 2 living rooms, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 3 bathrooms with a walk-in shower. Featuring air conditioning, this unit has a dressing room and a fireplace. For added privacy, the accommodation features a private entrance. Guests can take advantage of the warm weather with the property's barbecue facilities. Dining options are available close to the holiday home. A car rental service is available at Amazing Penthouse Skyline Views!. Water Tower Chicago is 5.4 km from the accommodation, while 360 Chicago is 5.5 km from the property. Midway International Airport is 18 km away. Show full description

Located in Chicago in the Illinois region, Spacious 5-BR House near Transit w Parking features a balcony. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is set 6.2 km from United Center. The spacious holiday home has 5 bedrooms, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a walk-in shower. Featuring air conditioning, this unit has a dressing room and a fireplace. The property has an outdoor dining area. The holiday home has a picnic area where you can spend a day out in the open. Willis Tower is 10 km from the holiday home, while Union Station is 10 km from the property. Midway International Airport is 10 km away. Show full description

Boasting a patio with city views, a garden and barbecue facilities, 4 Bedroom Home in Best Location Parking Fireplace Back Yard Pets Welcome can be found in Chicago, close to Oak Street Beach and 2.2 km from Water Tower Chicago. This property offers access to a balcony, free private parking and free WiFi. The property is non-smoking and is situated 1.9 km from 360 Chicago. The spacious holiday home with a terrace and garden views has 4 bedrooms, 2 living rooms, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 4 bathrooms with a bath. Featuring air conditioning, this unit has a dressing room and a fireplace. The holiday home offers bed linen, towels and laundry service. Outdoor play equipment is also available for guests at the holiday home. Chicago Museum of Contemporary Art is 2.4 km from 4 Bedroom Home in Best Location Parking Fireplace Back Yard Pets Welcome, while Shops at Northbridge is 3 km from the property. Midway International Airport is 20 km away. Show full description

Situated in Chicago, 6.4 km from Museum of Science and Industry - Chicago and 8.1 km from Guaranteed Rate Field, BOUTIQUE GARDEN HOUSE CHICAGO 3-STORY sleeps 12 features air-conditioned accommodation with a balcony and free WiFi. The property is set 13 km from Depaul University, 14 km from Grant Park and 14 km from Willis Tower. The property is non-smoking and is located 13 km from Field Museum Of Natural History. The spacious holiday home has 5 bedrooms, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a bath. Towels and bed linen are available in the holiday home. At the holiday home, there is a dressing room for guests to change in. Adler Planetarium & Astronomy Museum is 14 km from BOUTIQUE GARDEN HOUSE CHICAGO 3-STORY sleeps 12, while Chicago Symphony Orchestra is 14 km from the property. Midway International Airport is 12 km away. Show full description

A recently renovated holiday home situated in Chicago, Historic Home with Outdoor Hot Tub Near Downtown in Public Transportation Hub features a garden. Guests can benefit from a balcony and an outdoor fireplace. Featuring free WiFi throughout the property, the non-smoking holiday home has a hot tub. The spacious holiday home features 3 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with garden views. The comfortable, air-conditioned accommodation also comes with soundproofing and a fireplace. The property has an outdoor dining area. For guests with children, the holiday home features outdoor play equipment. The holiday home has a picnic area where you can spend a day out in the open. Wrigley Field is 7.2 km from Historic Home with Outdoor Hot Tub Near Downtown in Public Transportation Hub, while Lincoln Park Zoo is 10 km from the property. Chicago O'Hare International Airport is 16 km away. Show full description

Featuring air-conditioned accommodation with a patio, Beautifully Renovated House 10 mins from Downtown is located in Chicago. This property offers access to a balcony, free private parking and free WiFi. The property is non-smoking and is set 2.5 km from Oakwood Beach. The spacious holiday home is equipped with 6 bedrooms, 5 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a fully equipped kitchen, and a terrace with garden views. The property has an outdoor dining area. For guests with children, the holiday home provides kids pool, an indoor play area and outdoor play equipment. A bicycle rental service is available at Beautifully Renovated House 10 mins from Downtown. Guaranteed Rate Field is 2.8 km from the accommodation, while Museum of Science and Industry - Chicago is 5.5 km away. Midway International Airport is 12 km from the property. Show full description

Located in Chicago, 3 km from Water Tower Chicago and 3.3 km from 360 Chicago, Chicago Treasure 4 Bed Getaway offers air conditioning. The property is situated 3.3 km from Chicago Museum of Contemporary Art, 3.5 km from Union Station and 3.9 km from Shops at Northbridge. Free WiFi is available throughout the property and United Center is 2.7 km away. The spacious holiday home features 4 bedrooms, a TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a bath. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance. Willis Tower is 4.1 km from the holiday home, while Millennium Station is 4.2 km away. Midway International Airport is 16 km from the property. Show full description

Opened March 2024. Located in Chicago, 700 metres from Loyola University Chicago and 5.8 km from Wrigley Field, Stylish Chicago Retreat Walk to Loyola University offers air conditioning. The property is around 9.1 km from Lincoln Park Zoo, 12 km from 360 Chicago and 12 km from Water Tower Chicago. Free WiFi is available throughout the property and Foster Beach is 2.2 km away. The spacious holiday home features 4 bedrooms, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 4 bathrooms with a bath. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance. Chicago Museum of Contemporary Art is 12 km from the holiday home, while Shops at Northbridge is 13 km away. Chicago O'Hare International Airport is 22 km from the property. Show full description

Opened September 2024. Set in Chicago, 15 km from Wrigley Field and 19 km from Lincoln Park Zoo, New Modern 3BR, Gym, Workspace, Quiet Location offers a fitness centre and air conditioning. It is situated 19 km from United Center and offers a 24-hour front desk. Offering free WiFi throughout the property, the non-smoking holiday home has a hot tub. The spacious holiday home features 3 bedrooms, a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a hot tub. The holiday home offers bed linen, towels and laundry service. Loyola University Chicago is 19 km from the holiday home, while 360 Chicago is 21 km away. Chicago O'Hare International Airport is 6 km from the property. Show full description