Holiday Homes in Chicago

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

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

Situated around 500 metres from Saint Josaphat Catholic Church, Suite 2 On Southport 4 Queen Beds Chicago villa offers easy access to numerous tourist spots in the area. More

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

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

The 4-bedroom Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa offers quick access to such city attractions as The Noble Horse Theatre, located about a 5-minute walk… More

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

Romantic 3 Bed Home In The Heart Of The Park Chicago provides easy access to various city attractions, such as Greater Metropolitan MB Church, situated 6 minutes' walk away. More

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

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

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

Located about 6 km from the premier natural-history Field Museum, Chic Green L Near Downtown & Il Medical District Chicago villa gives access to various tourist sites in the vicinity. More

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

Breathtaking Downtown Penthouse A - Sleeps 11 Villa Chicago offers quick access to such city attractions as the long-standing Carl Hammer Gallery, located merely a 6-minute walk away. More

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

Staying at Zen Escape-Chicago'S Urban Oasis Villa, guests can visit the skyscraper 360 Chicago Observation Deck, which is 15 minutes away by car. More

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

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

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

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

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

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

Located a 10-minute ride from the skyscraper 360 Chicago Observation Deck, Chicago Treasure 4 Bed Getaway Villa provides access to various tourist attractions in the vicinity. More

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

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

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

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

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

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

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

Located approximately 5 minutes on foot from Holy Name Cathedral, River North Hideaway With Amazing Views And Parking Chicago villa offers quick access to various city attractions in the vicinity. More

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

Situated nearly 5 minutes' walk from Komoda Gift Shop, Chic 4-Bedroom Haven: Designer'S Dream Home Chicago offers easy access to numerous tourist spots in the area. More

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

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

Staying at Charming & Bright Multilevel Townhome With Parking Chicago villa, guests can easily reach Saint Michael Roman Catholic Church, located nearly a 5-minute walk away. More

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

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

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

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

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

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

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

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

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

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

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

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

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

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