Special offers and Exclusive deals

Search Hotels

2026-11-09
2026-11-10
Guests

Filter Results

Hotels by class

Enter name

Price per night

Accommodation type

Districts

Attractions

Thematic hotels

Review rating

Hotel facilities

Room facilities

Apply Filters
Clear Filters

Private Villas in Chicago

The Avondale Guesthouse

2973 North Elston Avenue, Chicago, United States Show map

The 3-bedroom The Avondale Guesthouse Chicago villa offers swift access to various city sites, such as Algonquin Park, situated nearly 5 minutes' walk away. This accommodation boasts a terrace and a… More

From US$ 313 Book Now

Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

2713 West Balmoral Avenue, Chicago, United States Show map

Overlooking the garden, Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa Chicago enjoys a convenient setting a 6-minute walk from North Shore 7th Day Adventist Church. Located just around… More

From US$ 270 Book Now

Magnificent New Home W/8 Beds & Free Parking

2019 North Bingham Street, Chicago, United States Show map

The 4-bedroom Magnificent New Home W/8 Beds & Free Parking Chicago offers quick access to such tourist spots as the live music venue "Congress Theater", situated merely 5 minutes' walk away. Offering… More

From US$ 301 Book Now

The Black And White Suite

611 East 41St Street, Chicago, United States Show map

The Black And White Suite Chicago villa offers proximity to nearby tourist spots, such as Lakefront Trail, situated 2.6 km away. More

From US$ 313 Book Now

Spacious Row Home Next Transit Near Downtown W Parking

3133 West Fulton Street, Chicago, United States Show map

Situated only 5 minutes' walk from 345 Art Gallery, the 4-bedroom Spacious Row Home Next Transit Near Downtown W Parking Chicago entices guests with views of the garden. Located around 7 km from The… More

From US$ 452 Book Now

Spacious 5-Br House Near Transit W Parking

1868 South Millard Avenue, Chicago, United States Show map

Nestled 4.5 km from the indoor United Center Arena, the 5-bedroom Spacious 5-Br House Near Transit W Parking Chicago villa is boasting a sun deck and a picnic area for guests' enjoyment. Located… More

From US$ 262 Book Now

The Twin Lions: Bespoke Travel Lodge W/ Speakeasy*

1919 North Wolcott Avenue, Chicago, United States Show map

Up to 19 guests can stay at the 8-bedroom The Twin Lions: Bespoke Travel Lodge W/ Speakeasy* Chicago and enjoy Saint Mary of the Angels Convent, located a mere 6 minutes' walk away. This villa… More

From US$ 237 Book Now

Lakefront Rooftop Parking

7346 South South Shore Drive, Chicago, United States Show map

Overlooking the lake, Lakefront Rooftop Parking Chicago villa enjoys a beachfront setting merely a 5-minute walk from The Isreal of God. Providing guests with Wi-Fi and parking, the 3-bedroom villa… More

From US$ 301 Book Now

Chicago Condo W/ Balcony: Walk To Cta Stations!

813 S Bell Ave #3, Chicago, United States Show map

Offering access to entertainment venues such as the skyscraper 360 Chicago Observation Deck, situated approximately 6 km away, the 2-bedroom Chicago Condo W/ Balcony: Walk To Cta Stations! villa can… More

From US$ 138 Book Now

Historic Luxury Townhouse In Downtown Chicago

71 East Bellevue Place The Townhouse, Chicago, United States Show map

Situated just 6 minutes' walk from the skyscraper 360 Chicago Observation Deck, the 5-bedroom Historic Luxury Townhouse In Downtown Chicago Villa is ideal for up to 10 guests. Providing guests with… More

From US$ 1165 Book Now

Beautifully Renovated House 10 Mins From Downtown

4244 South Prairie Avenue, Chicago, United States Show map

Located 10 minutes' drive from Guaranteed Rate Field, Beautifully Renovated House 10 Mins From Downtown Villa Chicago offers karaoke for guests' leisure. The 6-bedroom villa boasts a sun deck, water… More

From US$ 779 Book Now

Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub

3742 N. Keeler Avenue, Chicago,, Chicago, United States Show map

Offering a sunbathing terrace and a picnic area for guests' leisure, the 3-bedroom Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub Chicago is situated around a 25-minute… More

From US$ 585 Book Now

The Village Inn By Dakota Gal Digs

2111 North Kenmore Avenue Unit 1, Chicago, United States Show map

Featuring parking, The Village Inn By Dakota Gal Digs Chicago villa is located in Lincoln Park with plenty of places within the neighborhood to help stretch your legs and a 25-minute walk from such… More

From US$ 488 Book Now

The Upscale Getaway Near Downtown

2331 West Harrison Street Unit 3, Chicago, United States Show map

Hosting up to 6 guests, the 2-bedroom The Upscale Getaway Near Downtown Villa Chicago is nestled in a residential area, 2.4 km from the municipal Union Park. Situated in the Illinois Medical district… More

From US$ 479 Book Now

Stunning 5Br Home In Heart Of Chicago With 2 Rooftops

1307 North Bell Avenue, Chicago, United States Show map

Located within a 6-km distance of the skyscraper 360 Chicago Observation Deck, the 5-bedroom Stunning 5Br Home In Heart Of Chicago With 2 Rooftops offers a casino for guests' entertainment. Offering… More

From US$ 1501 Book Now

Spacious Luxury Retreat 8 Bed Oasis With 6 Baths

2630 South Throop Street, Chicago, United States Show map

Ensuring a relaxing stay with a sauna, the 7-bedroom Spacious Luxury Retreat 8 Bed Oasis With 6 Baths Chicago villa is situated 4.2 km from the 57-acre park "Museum Campus" and can accommodate 16… More

From US$ 1322 Book Now

Chicago Mid-Century Gem By United Center

West Washington Boulevard, Chicago, United States Show map

Situated a mere 8 minutes' walk from the indoor United Center Arena, the 4-bedroom Chicago Mid-Century Gem By United Center Villa offers a sauna and can accommodate up to 18 guests. Located not far… More

From US$ 964 Book Now

The Logandale: Huge Mid-Century Home, Sleeps 15

2920 North Gresham Avenue, Chicago, United States Show map

The Logandale: Huge Mid-Century Home, Sleeps 15 Chicago offers quick access to such city attractions as Saint Hyacinth Roman Catholic Church, located about a 5-minute walk away. More

From US$ 698 Book Now

Gorgeous 5 Bedroom Gem With Games

7928 South Ada Street, Chicago, United States Show map

Up to 16 guests can stay at the 5-bedroom Gorgeous 5 Bedroom Gem With Games Chicago villa and enjoy Saint Sabina Roman Catholic Church, located a mere 6 minutes' walk away. This property features… More

From US$ 2793 Book Now

Stylish Chicago Retreat: Walk To Loyola University

6242 N Kenmore Ave Unit D, Chicago, United States Show map

The 4-bedroom Stylish Chicago Retreat: Walk To Loyola University villa offers swift access to various city sites, such as Mundelein College, situated nearly a 5-minute walk away. Providing guests… More

From US$ 687 Book Now

5Br 5Ba Architectural Estate-Theatre Gym Rooftop

1856 North Fairfield Avenue, Chicago, United States Show map

Located in Logan Square with plenty of bars and restaurants at an affordable price, just a 5-minute walk from Katherine Anne Confections, 5Br 5Ba Architectural Estate-Theatre Gym Rooftop Chicago… More

Book Now

5 Bedroom Huge House In Best Location Parking Fireplace Back Yard

1426 North North Park Avenue, Chicago, United States Show map

Nestled about a 25-minute walk from the skyscraper 360 Chicago Observation Deck, 5 Bedroom Huge House In Best Location Parking Fireplace Back Yard Chicago villa is boasting a sunbathing terrace and a… More

From US$ 754 Book Now

Roscoe Village Family Hideaway

1811 West Eddy Street, Chicago, United States Show map

Up to 14 guests can stay at the 4-bedroom Roscoe Village Family Hideaway Chicago villa and enjoy Juniper Playlot Park, located nearly a 5-minute walk away. Located just 1.4 km from the baseball… More

From US$ 790 Book Now

Boutique Garden House Chicago 3-Story Sleeps 12

7131 South Michigan Avenue, Chicago, United States Show map

Up to 12 guests can stay at the 5-bedroom Boutique Garden House Chicago 3-Story Sleeps 12 Villa and enjoy First Progressive Church of Christ, located approximately 5 minutes' walk away. Located 4.3… More

From US$ 629 Book Now

Charming Home In Portage Park

4109 North Narragansett Avenue, Chicago, United States Show map

Offering a location 2.9 km from the large Norridge Park District, Charming Home In Portage Park Chicago gives access to various tourist spots in the area. More

From US$ 107 Book Now

Chicago New 2Br Home W 3 Beds And Highspeed Internet

West Potomac Avenue 1731, Chicago, United States Show map

Nestled a 9-minute walk from Buffalo Exchange, Chicago New 2Br Home W 3 Beds And Highspeed Internet entices guests to explore various tourist destinations nearby. More

From US$ 139 Book Now

4Br Modern Urban Escape Walk To Zoo Lakefront & Red Line

853 West Blackhawk Street, Chicago, United States Show map

The 10-room 4Br Modern Urban Escape Walk To Zoo Lakefront & Red Line Chicago villa is located about 4 km from the half-mile-long Navy Pier and welcomes its guests to enjoy cycling. Offering a prime… More

From US$ 1314 Book Now

Luxury 9 Bedroom Villa Mins From Downtown And The Lake

6417 North Magnolia Avenue, Chicago, United States Show map

Located just 6 minutes' walk from Roman Susan, Luxury 9 Bedroom Villa Mins From Downtown And The Lake Chicago offers quick access to various city attractions in the vicinity. Providing guests with Wi… More

Book Now

Theater • Game Room • Gym • Firepit • 4Br Home

2816 N Mobile Ave, Chicago, Il 60634, Usa, Chicago, United States Show map

The 4-bedroom Theater • Game Room • Gym • Firepit • 4Br Home Chicago is situated nearly 5 minutes' walk from Saint Nicholas Albanian Orthodox Church, featuring such comforts as Wi-Fi and a private… More

Book Now

Modern 3Br Near Mccormick & South Loop

2550 South Wabash Avenue, Chicago, United States Show map

Located in the Bronzeville district, merely a 6-minute walk from Trinity Episcopal Church, Modern 3Br Near Mccormick & South Loop Villa Chicago offers city views. This holiday home features… More

From US$ 384 Book Now

Victorian Mansion In Garfield Park

3461 W Adams St, Chicago, United States Show map

The 3-bedroom Victorian Mansion In Garfield Park Villa Chicago, located merely a 6-minute walk from Chicago Community Mennonite Church, can host up to 5 guests. Located around 7 km from the tall… More

From US$ 162 Book Now

Skyline Views River West Townhouse; 2 Parking Incl Townhouse

659 N Carpenter, Chicago, United States Show map

Skyline Views River West Townhouse; 2 Parking Incl Townhouse Chicago villa is situated a 5-minute walk from the historic Saint John Cantius Roman Catholic Church, featuring such comforts as Wi-Fi and… More

Book Now

Perfect Location Across From Park & Train Station

244 North Hamlin Avenue, Chicago, United States Show map

Overlooking the garden, Perfect Location Across From Park & Train Station Villa Chicago enjoys a prime setting 6 minutes' walk from Midwest Athletic Club. Located 2.7 km from Komoda Gift Shop, the 5… More

From US$ 485 Book Now

4 Bedroom • Theater Room • Gym • Walk To Lincoln Park!

210 W St Paul Ave, Chicago, Il 60614, Usa, Chicago, United States Show map

The 4-bedroom 4 Bedroom • Theater Room • Gym • Walk To Lincoln Park! Chicago villa offers swift access to various city sites, such as the non - denominational Moody Church, situated only 6 minutes'… More

From US$ 490 Book Now

Newly Updated Vintage 6 Bedroom Single Family Home Home

825 S Claremont, Chicago, United States Show map

Along with Wi-Fi and private car parking, Newly Updated Vintage 6 Bedroom Single Family Home Home Chicago offers proximity to the super-tall skyscraper "Willis Tower", located 4.2 km away. More

From US$ 512 Book Now

Stunning Home, Epic Game Room, Prime Location

1820 North Sheffield Avenue, Chicago, United States Show map

Hosting a maximum of 14 guests, the 6-bedroom Stunning Home, Epic Game Room, Prime Location Chicago is merely 1.1 km from such educational sites as the private DePaul Catholic University. Located… More

Book Now

Spacious Chicago Group Home! Walk To Train & Eats

4454 N Hermitage Ave, Chicago, United States Show map

Featuring a terrace and barbecue for a delightful experience, Spacious Chicago Group Home! Walk To Train & Eats offers a prime location 6 minutes' walk from Architectural Artifacts. Located steps… More

Book Now

Downtown Lake Views, Mich Ave, Museums 2Bd- 2Ba

1212 South Michigan Avenue 1002, Chicago, United States Show map

The 2-bedroom Downtown Lake Views, Mich Ave, Museums 2Bd- 2Ba #10 Chicago villa offers easy access to such tourist spots as General John Logan Memorial, located only a 6-minute walk away. The Chicago… More

Book Now

King Bed L Cta L United Center L Near Kasama L Patio

924 North Wolcott Avenue G, Chicago, United States Show map

Hosting up to 5 guests, the 2-bedroom King Bed L Cta L United Center L Near Kasama L Patio Villa Chicago offers a prime location 2.3 km from sports attractions such as the indoor United Center Arena. More

From US$ 367 Book Now

Downtown Penthouse - Mich Ave 2Bd Gym And Views

820 South Michigan Avenue 1212, Chicago, United States Show map

The 2-bedroom Downtown Penthouse - Mich Ave 2Bd Gym And Views #12 Villa Chicago offers proximity to such city sites as General John Logan Memorial, located only a 5-minute walk away. The Chicago… More

Book Now

Woodlawn Oasis

6433 South Minerva Avenue, Chicago, United States Show map

Up to 12 guests can stay at the 3-bedroom Woodlawn Oasis Villa Chicago and enjoy Woodlawn Baptist Church, located about 5 minutes' walk away. Located 2.8 km from the Sprawling hands-on Museum of… More

From US$ 526 Book Now

Art Downtown Fulton Market Entire 3 Bedroom Home Sleep10 Private Garage Roof Ev Tesla

467 North Armour Street, Chicago, United States Show map

Boasting a sundeck and a play area, the 3-bedroom Art Downtown Fulton Market Entire 3 Bedroom Home Sleep10 Private Garage Roof Ev Tesla Chicago is suitable for up to 12 guests and is located in West… More

Book Now

3-Story Townhome Free Parking Private Patio Washer-Dryer

344 West Dickens Avenue, Chicago, United States Show map

Offering a casino for a delightful experience, 3-Story Townhome Free Parking Private Patio Washer-Dryer Chicago villa is located merely an 8-minute walk from the botanical garden "Lincoln Park… More

From US$ 447 Book Now

Stylish 3Br Gem In Prime Location

2550 South Wabash Avenue, Chicago, United States Show map

Stylish 3Br Gem In Prime Location Villa Chicago offers quick access to such tourist spots as Trinity Episcopal Church, situated merely a 6-minute walk away. Providing guests with high-speed Internet… More

Book Now

Windy City Getaway - 3Br 2Ba Chicago Townhouse Home

3721 North Milwaukee Avenue, Chicago, United States Show map

Located 7 km from the baseball stadium "Wrigley Field", Windy City Getaway - 3Br 2Ba Chicago Townhouse Home gives access to various tourist sites in the vicinity. The 3-bedroom holiday home hosts up… More

From US$ 511 Book Now

Game Room • Fire-Pit • Playground • Gym • Billiard

2146 N Kilpatrick Ave, Chicago, United States Show map

Game Room • Fire-Pit • Playground • Gym • Billiard Chicago villa is located in the vicinity of Grant Park and provides a games room to make your visit more entertaining. The 4-bedroom holiday home… More

From US$ 863 Book Now

Downtown Park11 - Mich Ave Ph Gym Plus Rooftop

820 South Michigan Avenue 1211, Chicago, United States Show map

The 1-bedroom Downtown Park11 - Mich Ave Ph Gym Plus Rooftop Chicago villa is situated nearly a 5-minute walk from the American Museum of Contemporary Photography, featuring such comforts as Wi-Fi… More

Book Now

Near Lake & Museum • Modern • Game Area

2714 E 76Th Pl, Chicago, Il 60649, Usa, Chicago, United States Show map

Suitable for 12 guests, Near Lake & Museum • Modern • Game Area Chicago villa offers a location within 400 metres of Windsor Park Lutheran Church and features an aqua park and a golf course. The 5… More

From US$ 277 Book Now

Envitae Hotel 4Br Luxury Modern Apartments

853 West Blackhawk Street, Chicago, United States Show map

Up to 10 guests can stay at the 6-room Envitae Hotel 4Br Luxury Modern Apartments Chicago and enjoy REI Camping Store, located approximately 5 minutes' walk away. The 4-bedroom and 3-bathroom villa… More

From US$ 417 Book Now

Spectacular Gilded Age 6 Bedroom Gold Coast Mansion With Deck

67 East Cedar Street, Chicago, United States Show map

Up to 26 guests can stay at the 6-bedroom Spectacular Gilded Age 6 Bedroom Gold Coast Mansion With Deck Chicago villa and enjoy Ruth Page Center for the Arts Dance School, located approximately a 5… More

From US$ 999 Book Now