Chicago holiday rentals

**Welcome to The Avondale Guesthouse Chicago**, a charming retreat that seamlessly blends comfort with modern amenities in an inviting garden setting. This delightful haven, located only 20 km from… More

**Welcome to Stunning Condo #2 - Downtown River North**, a remarkable residence nestled in the vibrant Near North Side of Chicago. This spacious retreat, featuring three elegantly appointed bedrooms,… More

Immerse yourself in the timeless elegance of The Black, where sophistication meets comfort in an ideal urban setting. This luxurious retreat caters to both leisure and business travelers… More

The 3-bedroom Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa offers swift access to various city sites, such as The Noble Horse Theatre, situated around 5 minutes'… More

Nestled within the vibrant Near North Side of Chicago, the Breathtaking Downtown Penthouse B - Sleeps 11 offers an exceptional urban escape infused with modern elegance. This airy and spacious… More

**Experience Chicago's Charm at Chicago Home Near Navy Pier and Shedd Aquarium** Nestled in the vibrant heart of the Windy City, Chicago Home Near Navy Pier and Shedd Aquarium offers a perfect blend… More

The 3-bedroom The Logandale: Huge Mid-Century Home, Sleeps 15 Chicago provides easy access to various city attractions, such as Saint Wenceslaus Roman Catholic Church, situated approximately 5… More

Welcome to the Modern Wrigley Oasis With Parking!, A captivating retreat nestled in the vibrant Lakeview neighborhood of Chicago. Conveniently situated near West Diversey Parkway and the shores of… More

Welcome to the Cozy 4Bd House Fireplace And Pond, a charming retreat that seamlessly blends comfort and tranquility. Situated just 20 km from both Ogilvie Transportation Center and Midway… More

Situated 950 metres from the Catholic church "Our Lady of Sorrows Basilica", Victorian Mansion In Garfield Park Villa Chicago invites guests to relax at a patio. More

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**Welcome to the River North Hideaway, your exquisite sanctuary nestled in the heart of the Magnificent Mile.** This chic retreat allows guests to fully immerse themselves in Chicago's vibrant… More

**Experience Urban Elegance at Chicago New 2Br Home W 3 Beds and Highspeed Internet** Conveniently located just 17 kilometers from Midway International Airport and 4 kilometers from Ogilvie… More

Located merely 6 minutes on foot from Santa Maria Addolorata Parish, the 3-bedroom Chicago Treasure 4 Bed Getaway Villa gives easy access to various tourist attractions in the area. More

Welcome to the Logan Square Oasis, an enchanting haven nestled in one of Chicago's most vibrant neighborhoods. This remarkable oasis stands at the crossroads of art and culture, showcasing the… More

Experience the charm and elegance of the Beautifully Renovated House 10 Mins From Downtown, an exquisite retreat just moments away from the vibrant heart of the city. This thoughtfully designed haven… More

Offering a location just an 8-minute walk from Bryn Mawr Community Church, 2 Mi To South Shore Beach: Urban Retreat W/ Yard Chicago villa gives access to various tourist spots in the area. More

Offering a patio overlooking the city, Modern 3Br Near Mccormick & South Loop Villa Chicago is located 6 minutes' stroll from Trinity Episcopal Church. The villa features opportunities for cycling in… More

Nestled in an enviable position, the Perfect Location Across From Park & Train Station Villa offers a luxurious retreat in the heart of the city, just 400 meters from the scenic Conservatory-Central… More

**Welcome to Gorgeous 5 Bedroom Gem With Games, where modern luxury meets a vibrant Chicago ambiance. Nestled about 15 kilometers from Midway International Airport and just 17 kilometers from Ogilvie… More

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The 4-bedroom Stunning 5Br Home In Heart Of Chicago With 2 Rooftops is situated merely 6 minutes' walk from Buzz Killer Espresso, featuring such comforts as Wi-Fi and parking. Located 4.4 km from… More

Welcome to the Magnificent New Home W/8 Beds & Free Parking, an exquisite haven nestled in the vibrant Logan Square neighborhood of Chicago. This elegantly designed residence is a part of the… More

The 4-bedroom Stylish Chicago Retreat Walk To Loyola University villa provides easy access to various city attractions, such as Mundelein College, situated nearly 5 minutes' walk away. More

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

To enjoy your vacation in Chicago, stay at the spacious 167 m^2 Stunning Duplex Condo #1 - Downtown River North Chicago, which is nearly 25 minutes' walk from Millennium Park and approximately 500… More

**Welcome to Northside Famlynest Lincoln Sq, a Cozy Family Gem in Chicago** Exploring the vibrant neighborhood is a breeze, with the Lincoln Park Zoo just 9 km away, allowing you to immerse yourself… More

During the stay at 5 Bedroom Huge House In Best Location Parking Fireplace Back Yard Chicago villa, guests can indulge in tennis or visit the Navy Pier, located a 10-minute ride away. More

Nestled in the heart of Chicago, the Spacious 5-Br House Near Transit W Parking offers a unique blend of comfort and convenience, ideal for both families and groups traveling together. Just 10… More

**Experience Comfort and Convenience at the Spacious Row Home Next Transit Near Downtown W Parking** More

The 5-bedroom Entire Building-Walk To Lincoln Park Or The Beach Chicago villa provides easy access to various city attractions, such as the petite South Lakeview Playground Park, situated… More

Staying at the 3-bedroom Roscoe Village Family Hideaway Chicago villa, guests can visit Merryman Playlot Park, which is about a 5-minute walk away. More

**Discover the Charm of Lincoln Park Living - Suite 1** Positioned conveniently within reach of public transportation, this suite serves as a perfect hub for exploring all that Chicago has to offer. More

**Discover Woodlawn Oasis Villa, a serene escape ideally situated just 15 kilometers from both Midway International Airport and the bustling Ogilvie Transportation Center. Nestled amid the charm of… More

Situated in the vibrant Lincoln Park area of Chicago, The Village Inn By Dakota Gal Digs serves as an oasis amidst the bustling cityscape. This charming establishment is surrounded by an array of… More

Boasting the location within 5 minutes' stroll of Oak Street Beach, the 5-bedroom Historic Luxury Townhouse In Downtown Chicago Villa is also 1.1 km from Shops at Northbridge. Located in the Downtown… More

Boasting a location 4.3 km from Maggie Daley Park, the 3-bedroom Art Downtown Fulton Market Entire 3 Bedroom Home Sleep10 Private Garage Roof Ev Tesla Chicago provides a terrace with garden views. More

Set in a vibrant neighborhood, the Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub offers a unique blend of charm and accessibility. This thoughtfully restored residence… More

**Welcome to the Vibrant Heart of Chicago** Beyond the comforts of your accommodations, the holiday home offers exceptional services designed to enhance your stay. More

Stylish 3Br Gem In Prime Location Villa Chicago is located only 1.5 km from the McCormick Place and welcomes its guests to enjoy cycling. More

Located approximately 5 minutes' walk from Rosa's Lounge, the 2-bedroom Lincoln Park Living - Suite 2 Chicago villa gives easy access to various tourist attractions in the area. More

Nestled a 10-minute drive from North Park Village Nature Center, Windy City Getaway - 3Br 2Ba Chicago Townhouse Home entices guests to explore various tourist destinations nearby. More

Near Lake & Museum • Modern • Game Area Chicago villa offers quick access to such tourist spots as New Spiritual Light M.B. Church, situated only a 6-minute walk away. More

Boutique Garden House Chicago 3-Story Sleeps 12 Villa offers proximity to nearby tourist spots, such as Museum of Science and Industry, situated 4.6 km away. More

The 4-bedroom 4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome Chicago is situated about a 5-minute walk from Saint Michael, featuring such comforts as Wi-Fi and complimentary… More

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

The 2-bedroom Beautiful Remodeled Penthouse Unit In Old Town Villa Chicago provides easy access to various city attractions, such as the non - denominational Moody Church, situated around 5 minutes'… More

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

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

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