The widest selection of unusual accommodations in Chicago

About: This 2-bedroom South Shore bungalow is a 5-minute walk from the South Shore Train, providing easy access to downtown Chicago and its attractions. The bungalow has excellent user and location ratings.

The bungalow has 2 bedrooms and 1 bathroom and can accommodate up to 3 guests. It has a kitchen with a fridge and microwave oven, air conditioning, a garden, parking for 3 cars, and free internet.

About: This charming 1929 bungalow is located in Chicago's Mayfair neighborhood, just steps from the Blue Line and surrounded by shopping options. With excellent user, location, and cleanliness ratings, this family-friendly bungalow offers a comfortable stay for up to 4 guests in its 2 bedrooms and 1 bathroom.

The bungalow features a fully equipped kitchen, air conditioning, a garden, and parking. Guests can enjoy the vintage charm, tasteful decor, and comfortable amenities of this unique property. The independent basement unit provides additional privacy, while the shared laundry room offers convenience for longer stays.

About: This cozy and charming bungalow is located on a cobblestone street in the peaceful Forest Park district. Just 5 minutes from Loyola Hospital and 20 minutes from Chicago Loop, this bungalow is ideally located to explore both Forest Park and Chicago. Previous guests have rated this bungalow as excellent for its location and cleanliness.

The bungalow offers a perfect balance between retro charm and modern amenities. With 2 bedrooms, 2 bathrooms, and a guest capacity of 4, this bungalow is perfect for families and small groups. It features an equipped kitchen, a flat-screen TV, a deck, a garden, a parking spot, a jacuzzi, air conditioning and much more.

About: This charming bungalow is located in a peaceful neighborhood, just 6 miles from O'Hare Airport and within easy reach of downtown Chicago and popular entertainment venues. It has received excellent ratings for its location, cleanliness, and user experience.

The bungalow offers a cozy and spacious home environment with 3 bedrooms and 1 bathroom, accommodating up to 7 guests. It features a fully equipped kitchen, private bathroom, fast Wi-Fi, concierge services, and streaming entertainment options, making it an ideal choice for families or couples seeking a comfortable and convenient stay in Chicago.

About: This Chicago-style bungalow, located in a historic district, offers a unique and charming stay just minutes from Logan Square, Wicker Park, and Lakeview. With excellent user, location, and cleanliness ratings, this apartment is a top choice for travelers.

The spacious layout boasts three bedrooms, two bathrooms, two living rooms, a dining room, and a huge walk-in closet, spread across 2400 square feet. Amenities include high-speed Wi-Fi, cable TV, a desk for business travelers, pack and play, stroller, and highchair for families, as well as a private backyard with a deck, patio table, and grill.

About: This studio apartment is located in the heart of the West Loop, steps away from the Blue Line L and Randolph Street restaurant row. It offers a prime location with proximity to attractions like the United Center, the Willis Tower, and the Art Institute of Chicago. The studio has received excellent ratings for its location, cleanliness, and user experience.

With a spacious layout and a separate bedroom and living area, the studio can accommodate up to 3 guests. It features modern amenities such as a fully equipped kitchen, in-unit laundry, and spa baths. The studio is also pet-friendly with prior approval and a pet fee.

About: This studio apartment is located in Chicago's West Loop, a trendy neighborhood with many restaurants, bars, and shops. It is also close to the United Center, Willis Tower, and the Art Institute of Chicago. The studio has received excellent ratings for its location, cleanliness, and user experience.

The studio is designed for one guest and has one bathroom. It features a modern décor, an open space layout, and a full kitchen with a fridge and microwave. The studio also has air conditioning, internet, parking, and a washer and dryer. Guests will appreciate the convenient location, modern amenities, and comfortable accommodations.

About: This West Loop studio is in a prime location, just a short stroll from the Blue Line L station and a stone's throw from downtown Chicago. With excellent user, location, and cleanliness ratings, this studio is a top choice for travelers seeking a comfortable and convenient stay in the Windy City.

The studio features a modern kitchen, in-unit laundry, and a spa-like bathroom, accommodating up to one guest. Guests can enjoy amenities such as air conditioning, free Wi-Fi, and parking. The studio is also pet-friendly with prior approval, making it an excellent option for pet owners.

About: This ADA-accessible studio apartment is conveniently situated in Chicago's West Loop, within walking distance of the Blue Line L, trendy restaurants, and shops. It has excellent user, location, and cleanliness ratings.

The studio has a modern and comfortable layout, with a full kitchen and spa bath. It can accommodate up to 2 guests and offers amenities such as in-unit laundry, air conditioning, and free WiFi.

About: This train is located in Lincoln Park, a family-friendly neighborhood in Chicago, just a 10-minute ride from downtown Millennium Park. It has excellent user ratings and offers 3 bedrooms and 2 bathrooms, accommodating up to six guests.

The train features a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a Jacuzzi, a terrace, a balcony, a garden, and parking. Pets are allowed, and the train is family-friendly. It also has internet access.

About: This historic bungalow in Chicago's Lakeview neighborhood offers a unique stay for travelers seeking a spacious and entertaining vacation rental. With excellent user and location ratings, this 6-bedroom, 2-bathroom property can accommodate up to 16 guests.

The bungalow features a private rooftop deck, a foosball table, a vintage slot machine, multiple 85-inch TVs, and a fully equipped kitchen. It also has a large dining area, comfortable furnishings, and a working fireplace, making it a perfect place for families and groups to relax and enjoy their stay in Chicago.

About: This train is situated in Oak Park, close to Chicago's downtown, Frank Lloyd Wright's home and studio, and other historical sites, offering a serene and welcoming ambiance for relaxation. It has received excellent user ratings for its comfort and convenience.

The train features a spacious layout with 1210 square feet of floor area, three bedrooms, one bathroom, and a guest capacity of eight. It is equipped with modern amenities such as a kitchen with a fridge and microwave oven, air conditioning, high-speed internet, and a garden. Additional amenities include a private bathroom, living room, dining area, new washer and dryer, and designated smoking and vaping areas.

About: This historic manor house on the University of Chicago campus offers a unique stay in a serene and academic ambiance, within walking distance of landmarks like the Museum of Science and Industry and Field Museum. The mansion features 5 bedrooms, 5 bathrooms, and a fully equipped kitchen, accommodating up to 7 guests. Guests can enjoy amenities such as air conditioning, a Jacuzzi, and access to the University of Chicago's campus.

About: This vacation home is situated in the family-friendly Jefferson Park neighborhood, just steps away from the CTA Blue Line and a short drive from downtown Chicago. The 5-bedroom, 4-bathroom home is perfect for large families or groups, and it comes with a 2-car garage for convenient parking.

The home is fully equipped with a kitchen, washer and dryer, and it has a private outdoor space with a grill and seating area. Guests can also enjoy the sun-drenched home with plenty of natural light and the close proximity to public transportation, making it easy to explore Chicago without a car.

About: This car is conveniently situated in Chicago's Belmont Cragin neighborhood, just steps from shopping, dining, and public transportation. It has received excellent user ratings.

The expansive layout features 6 bedrooms and 4 bathrooms, accommodating up to 2 guests in its 2000 square feet of space. Amenities include multiple kitchens, patios, a balcony, gas fireplace, free garage parking, and air conditioning.

About: Farm with a good rating of 80% based on 54 reviews. You will stay in Rosemont.

Services and facilities: an elevator, a fitness center and free parking. This accommodation in Rosemont is ideal for families.

About: This spacious bungalow is conveniently located in a desirable neighborhood in Chicago. With excellent user, location and cleanliness ratings, this bungalow is a great choice for families or groups.

The bungalow has 5 bedrooms, 2 bathrooms, and can accommodate up to 5 guests. It features a spacious layout with 4,500 square feet of living space, a home theater room, a fully equipped office, and LED-lighted bedrooms. Guests can also enjoy the private patio, Blink security system, and stainless steel appliances in the kitchen.

About: This vacation home in the Logan Square neighborhood is 2 miles from Millennium Park and 2.5 miles from the Art Institute of Chicago. It offers a private rooftop deck with panoramic city views, a well-equipped kitchen, and high-speed internet.

This 3,000-square-foot home has 5 bedrooms, 4 bathrooms, and can accommodate up to 12 guests. It features premium mattresses, a range and wall oven, and a 400 mbps internet connection.

About: This tower is a great choice for travelers looking for a luxurious and convenient stay in Chicago. Located in the heart of Downtown Chicago, the tower is within walking distance of many of the city's most popular attractions, including Millennium Park, the Art Institute of Chicago, and the Magnificent Mile. It features modern and spacious guest rooms, a luxurious custom linens, and a dedicated sitting area.

The tower offers a range of amenities and activities to make your stay more enjoyable, including a 24-hour front desk and security, a tour or class about local culture, a fitness center, a business center, and an ATM/cash machine on site.

About: This cabin is conveniently located in Chicago's West Town neighborhood, a short walk from the Blue Line L station for easy access to Downtown and the trendy West Loop. It's also within walking distance of the renowned United Center and Wrigley Field. With an excellent user rating, the cabin offers a comfortable and convenient stay for up to 2 guests, featuring a full modern kitchen, spa baths, and in-unit laundry. It also provides modern amenities such as a flat-screen TV, free Wi-Fi, and a fully equipped kitchen for self-catering.

About: Situated in the heart of downtown Chicago, this tower offers easy access to major attractions and landmarks, including Millennium Park, which is just a short walk away. The tower features modern amenities, extensive on-site amenities, and pet-friendly accommodations.

The tower's 550-square-foot, one-bedroom, one-bathroom units can accommodate up to three guests. Amenities include plush bedding, work desks, mini-fridges, flat-screen TVs, a 24-hour fitness center, a full-service concierge, a sophisticated restaurant, and 24-hour room service.

About: Situated in the heart of downtown Chicago, this modern tower offers stunning views of the beach and sea, and is within walking distance of Michigan Avenue (0.2 miles) and Navy Pier (0.5 miles). The tower features a fitness center, pool, restaurant and bar, business center, mini market, limo/town car service, library, and laundry facilities.

The Premium Junior Suite King offers 400 square feet of space, a king bed, daily housekeeping, and a flat-screen TV. Modern amenities include air conditioning, coffee maker, mini fridge, microwave, safe, desk, and all linens, towels, and bathroom essentials.

About: This tower is a unique and appealing accommodation for guests visiting Chicago. It is situated in the heart of the city, within walking distance of Michigan Avenue and Navy Pier. The tower offers spacious rooms with comfortable mattresses, flat-screen TVs, refrigerators, coffee makers, and stunning views. Guests can enjoy a variety of amenities, including a fitness center, pool, restaurant, bar, business center, mini market, library, laundry facilities, and ballroom.

The tower has 300 square feet of floor area and can accommodate up to 2 guests. It has 1 bedroom and 1 bathroom. The tower also offers a variety of amenities, such as a fitness center, pool, restaurant, bar, business center, mini market, library, laundry facilities, and ballroom.

About: Overlooking the beach and sea, this tower is conveniently located in Chicago’s downtown, within walking distance of Michigan Avenue and Navy Pier. Its spacious junior suites offer stunning views and feature comfortable beds, flat-screen TVs, and modern amenities such as air conditioning, coffee makers, mini fridges, and microwaves.

With a floor area of 800 square feet and a capacity of 10 guests, it is suitable for families and groups. The tower has a fitness center, a pool, a restaurant, a bar, and a business center. It also contributes to the preservation of Chicago's architectural heritage.

About: This Chicago tower is located on the edge of a beautiful beach, offering breathtaking views of the beach and sea. It is within walking distance of Michigan Avenue and Navy Pier. The tower has 2 bedrooms, 2 bathrooms, and a floor area of 600 square feet. It can accommodate up to 8 guests.

Amenities include air conditioning, concierge, fitness center, pool, on-site restaurant and bar, mini market, limo/town car service, library, laundry facilities, ballroom, happy hour, safe, desk, all linens, towels, and bathroom essentials.

About: The Premium Junior Suite Double is located in the heart of Chicago, steps away from Michigan Avenue and Navy Pier, offering breathtaking views of the beach and sea. The 1190-square-foot suite accommodates up to 15 guests and features 3 bedrooms and 3 bathrooms.

Guests enjoy access to various amenities, including a fitness center, pool, restaurant, bar, business center, mini market, limo/town car service, library, laundry facilities, and ballroom. The suite also includes comfortable mattresses, a flat-screen TV, refrigerator, coffee maker, air conditioning, safe, desk, and all necessary linens and towels.