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2026-11-08
2026-11-09
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Chicago villas

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

Luxurious Classic Gold Coast Villa For 12 Guests

109 West Elm Street, Chicago, United States Show map

Staying at Luxurious Classic Gold Coast Villa For 12 Guests Chicago, guests can visit The Chicago Theatre, which is 2.3 km away. More

From US$ 565 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

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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

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A Home Away From Home!

8858 South Constance Avenue, Chicago, United States Show map

The 1-bedroom A Home Away From Home! Chicago is located within 7 km of the Sprawling hands-on Museum of Science and Industry, giving access to various tourist spots nearby. More

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Hamaline Luxury Guest House

76 East 37Th Street, Chicago, United States Show map

The 3-bedroom Hamaline Luxury Guest House Chicago villa offers proximity to such city sites as Indiana Avenue Pentecostal Church of God, located only a 5-minute walk away. Providing guests with Wi-Fi… More

From US$ 336 Book Now

Lincoln Park - Amazing Game Room - Best Location

1814 North Sheffield Avenue, Chicago, United States Show map

Offering a location 4.2 km from the super - tall skyscraper "Willis Tower", the 1-bedroom Lincoln Park - Amazing Game Room - Best Location Chicago villa gives access to various tourist spots in the… More

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Cornerstone House

8928 South Bennett Avenue, Chicago, United States Show map

Located 7 km from the Sprawling hands-on Museum of Science and Industry, Cornerstone House Villa Chicago gives access to various tourist sites in the vicinity. More

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

111 West Elm Street, Chicago, United States Show map

Staying at Luxurious Gold Coast 4Br 4-Story Villa With Parking Sleeps 12 Guests Chicago, guests can visit the plain - looking Washington Square Park, which is merely 6 minutes' stroll away. More

From US$ 764 Book Now

Heavenly Abode

8157 South Dorchester Avenue, Chicago, United States Show map

The 1-bedroom Heavenly Abode Villa Chicago is located about a 5-minute stroll from Messiah and Saint Bartholomew Episcopal Church and offers a Jacuzzi for guests' relaxation. Offering Wi-Fi, the… More

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