Hotel vacation rentals in North Side

Find and book unique hotel rentals on Airbnb

Top-rated hotel rentals in North Side

Guests agree: these hotel rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Hotel room in Chicago

Sonder at Found Chicago | Double Bunk Room

Welcome to Found Chicago — your stylish space behind the midnight black-brick exterior and expansive bow windows. Inside, each room includes a Roku TV and eco-friendly shower essentials. Let this be your base to explore River North. Enjoy the city's history through its remarkable greystone architecture and classic Chicago bites. The Magnificent Mile is a few minutes away and has everything from upscale shopping to historic landmarks. Experience the best of The Windy City at Found Chicago.

Superhost

Hotel room in Chicago

Hotel Quality Meets Local Living Deluxe Studio 3B

Quaint, cozy and 100% private, our overnight Guest Rooms offer honest to goodness pillow top mattresses with 500 thread count linens. Comfortable, simple and clean, additional features include: Private glass and marble showers, comfy chair, desk, custom woodworking and molding abound. Carpeted floors, oriental rug, natural light, modern and vintage décor/furnishings, high speed internet access, soft comforters and thirsty towels. Note there are no TV's in rooms and no elevator.

Superhost

Hotel room in Chicago

Gritty Chic River North + ACME Hotel

If you've never been one for convention, ACME is the right choice for you. Located 2 ½ blocks from the Magnificent Mile in the River North neighborhood, ACME is downtown Chicago's lifestyle boutique hotel alternative for the tragically hip. If you appreciate an eye for design and dig a high-tech vibe, you'll feel right at home in this trendy, but inviting hotel. We want your experience at ACME to blow your mind, not your budget, book a room, and be prepared to fall in love.

Hotel room in Chicago

Spacious Hotel Room in The Loop

Just steps away from the famed shopping on State Street, this boutique hotel is located inside the Nederlander Theater building in the Chicago Loop Theater District. The hotel features on-site dining, state-of-the-art business services and modern guest rooms with free WiFi. Every room at Cambria Hotel Chicago Loop/Theater District provides a 49-inch flat-screen HDTV and a large work space with a desk and ergonomic chair. Select rooms also offer plush lounge seating.

Hotel room in Chicago

Traveler's Dream - 1 bed in a shared bedroom

Join us at Freehand Chicago Hotel for your travels in Chicago. Perfect for travelers here too long for a traditional hotel or for just 1 night; make us your home away from home. This listing is for one bunk for one person in a shared mixed/co-ed room with 4 bunks (up to 3 roommates). We have many options such as private standard rooms and private quad rooms. Please send us a message with any questions. $5 nightly resort fee plus tax paid at the property

Superhost

Private room in Chicago

$N-PrivateRoom+Safe North Area+Free Street Parking

Relax by yourself or with a friend or partner by staying at this peaceful place. A modern and classic art decorated apartment. You can rent this one or even the whole apartment if available. There is an extra sofabed in the living room or extra twin bed available for you to use if your party is larger than 3 people and if you reserve both rooms. In this unit you share the living room, kitchen and bathroom when renting only one private bedroom.

Hotel room in Chicago

Lincoln Park gem with storied jazz & rock history

Launch your Chicago getaway from Hotel Versey, a boutique hotel with European-style charm just three miles north of downtown Chicago in the Lincoln Park/Lake View neighborhood. We are minutes from DePaul University, Chicago Loop, Magnificent Mile, Navy Pier, Museum Campus, and McCormick Place. With comfortable, convenient amenities, our hotel is the perfect choice for business and leisure travelers alike.

Superhost

Hotel room in Chicago

Classic luxury on iconic Michigan Ave

Resort fee of $23.48 per night collected by hotel. The Millennium Knickerbocker Hotel Chicago, located near the famous Magnificent Mile, is a blend of classic Chicago style and rich history. Established in 1927, it has served as a Penthouse casino and speakeasy, with traces of its iconic past still evident. The hotel is committed to providing 4-star service throughout your stay.

Superhost

Hotel room in Chicago

A polished, modern affair on iconic Michigan Ave.

Resort fee of $15.00 per night collected by hotel. Experience an upgraded stay at Le Méridien Essex Chicago, located on Michigan Ave in the city's heart. Our luxury hotel, surrounded by iconic attractions, offers modern rooms with stunning views of Grant Park, Lake Michigan, Buckingham Fountain, and the Museum Campus. We're committed to making your stay in the Loop unforgettable.

Guest favorite

Hotel room in Chicago

King Room in Boutique Wicker Park B&B

Modern guest room located on the main floor just a block away from great dining, vintage and boutique shopping, art galleries, cool cafes and vibrant nightlife. The Ellen King guest room is one of 9 rooms within the Wicker Park Inn, a newly renovated, boutique Bed and Breakfast offering high quality yet affordable accommodations in a hip & trendy neighborhood.

Guest favorite

Casa particular in Chicago

Aparthouse for 2 people maximum, comfortable and clean, very central with multiple access roads, urban transport and proximity to the train station, variety of restaurants and shops.

Enjoy the simplicity of this accommodation located in a very central and quiet area, with easy access and very nice people. In addition to this, it has a variety of shops and restaurants nearby. We are very interested in the cleanliness for the greatest comfort. Vehicles are parked on the street at no cost.