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2026-04-19
2026-04-20
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Private Villas in Chicago

2 Newly Built Luxury Condos With Private Roofdeck

811 N Sedgwick St, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the spacious 6-bedroom 2 Newly Built Luxury Condos With Private Roofdeck Chicago, which is at a distance of 2.4 km from Lincoln Park Zoo and nearly 25… More

From US$ 607 Book Now

Envitae Hotel 4Br Luxury Modern Apartments

853 West Blackhawk Street, Chicago, United States View map

Envitae Hotel 4Br Luxury Modern Apartments Chicago villa is located just 1.9 km from Oz Public Park and welcomes its guests to enjoy horseback riding, cycling, and fishing. More

From US$ 309 Book Now

Spectacular Gilded Age 6 Bedroom Gold Coast Mansion With Deck

67 East Cedar Street, Chicago, United States View map

The 5-bedroom Spectacular Gilded Age 6 Bedroom Gold Coast Mansion With Deck Chicago villa offers proximity to nearby tourist spots, such as DuSable Bridge, situated around 20 minutes' walk away. More

From US$ 999 Book Now

Immaculate Brand New Penthouse Chicago

1630 West Warren Boulevard, Chicago, United States View map

Discover the allure of the Immaculate Brand New Penthouse Chicago, an exquisite oasis nestled in the vibrant West Loop. This luxurious retreat seamlessly combines modern sophistication with the… More

From US$ 799 Book Now

Luxe 4Br With Hot Tub & Game Room

1654 West Ohio Street, Chicago, United States View map

Set in the vibrant West Town neighborhood, the Luxe 4Br With Hot Tub & Game Room is the quintessential urban retreat, perfectly combining modern amenities with a lively culinary scene. Just moments… More

From US$ 967 Book Now

5Br 5Ba Architectural Estate-Theatre Gym Rooftop

1856 North Fairfield Avenue, Chicago, United States View map

Situated within a 500-metre distance of Foodsmart, 5Br 5Ba Architectural Estate-Theatre Gym Rooftop Chicago villa entices guests with views of the patio. Located 10 minutes' drive from Margaret… More

Book Now

Zen Escape-Chicago'S Urban Oasis

841 North Mozart Street, Chicago, United States View map

Welcome to Zen Escape-Chicago's Urban Oasis, your serene retreat nestled in the vibrant West Town neighborhood. This gem is ideally situated along the bustling stretch of West Chicago Avenue… More

From US$ 79 Book Now

Breathtaking Downtown Penthouse A - Sleeps 11

811 N Sedgwick St, Chicago, United States View map

**Experience Luxury at the Breathtaking Downtown Penthouse A - Sleeps 11 Villa** Nestled in the vibrant Near North Side of Chicago, the Breathtaking Downtown Penthouse A - Sleeps 11 Villa offers a… More

From US$ 329 Book Now

Chic 4-Bedroom Haven: Designer'S Dream Home

2655 West Huron Street, Chicago, United States View map

**Chic 4-Bedroom Haven: Designer's Dream Home** is a splendid escape nestled in the vibrant West Town neighborhood of Chicago. This stylish sanctuary is situated along a lively stretch of West… More

From US$ 1155 Book Now

Chic Green L Near Downtown & Il Medical District

602 South Western Avenue, Chicago, United States View map

Located 6 km from Buckingham Fountain, Chic Green L Near Downtown & Il Medical District Chicago villa gives access to various tourist sites in the vicinity. More

From US$ 118 Book Now

Luxurious Gold Coast 4Br 4-Story Villa With Parking Sleeps 12 Guests

111 West Elm Street, Chicago, United States View map

The 4-bedroom Luxurious Gold Coast 4Br 4-Story Villa With Parking Sleeps 12 Guests Chicago offers quick access to such city attractions as Moody Bible Institute, located only a 6-minute walk away. More

From US$ 764 Book Now

White Sox Best House

3801 South Calumet Avenue, Chicago, United States View map

White Sox Best House Chicago villa offers proximity to such city sites as South Park Baptist Church, located approximately a 5-minute walk away. More

From US$ 162 Book Now

Beautifully Remodeled Flat Downtown #3N

858 North Orleans Street #3N, Chicago, United States View map

Welcome to the Beautifully Remodeled Flat Downtown #3N, a chic urban retreat nestled in the vibrant Near North Side of Chicago. This incredible location grants guests immediate access to iconic… More

From US$ 239 Book Now

Chicago Home With Spacious Yard 14 Mi To Dtwn

Chicago, United States View map

Welcome to the enchanting retreat of Chicago Home, a serene escape conveniently located just 22 km from the bustling Ogilvie Transportation Center and 25 km from Midway International Airport. This… More

From US$ 112 Book Now

Goose Island Central Downtown Prime Location With Access To Patio Chi - 1

West Augusta Boulevard 1220, Chicago, United States View map

Welcome to Goose Island Central Downtown, where urban vibrancy meets comfortable elegance. Nestled within West Town, this exquisite retreat offers easy access to the lively stretch of West Chicago… More

From US$ 179 Book Now