Hotel vacation rentals in Northwest Side

A rooftop terrace is presented with a stylish arrangement of outdoor seating. Comfortable sofas and wooden chairs are positioned around a sleek bar, with greenery enhancing the space. City skyline views provide a vibrant backdrop, highlighting the urban atmosphere.

4.89 out of 5 average rating, 9 reviews

Art-inspired design and Malin+Goetz bath products

Welcome to The Emily Hotel - a boutique hotel experience in the heart of Chicago’s Futon Market inspired by the belief that art changes the way we look at the world. With comfortable, modernist rooms and design forward spaces featuring a curated collection of art from near and far. We’re home to 8,000 sq ft of unique event space and a collection of culinary and experiential destinations including Fora. A blend of functionality and style. Just 2.5 miles from Grant Park/Lollapalooza 2025!

A striking view of the Swissotel Chicago showcases its all-glass façade illuminated against the evening sky. The building is surrounded by other high-rise structures and reflects the city lights on the calm waters of the Chicago River.

4.81 out of 5 average rating, 175 reviews

All-glass gem by Chicago architect Harry Weese

Designed by renowned Chicago architect Harry Weese, Swissotel Chicago is an award-winning luxury hotel overlooking the Chicago River and Lake Michigan, and just steps from the Magnificent Mile. The distinctive 4-diamond, all-glass hotel offers spectacular wrap-around views from Navy Pier to Millennium Park, 662 guest rooms and suites, five premier ballrooms, state-of-the-art penthouse fitness center, and spotless European-style service. Pet Friendly, $50USD/night, $250 refundable deposit.

A modern bathroom is equipped with a glass-enclosed shower featuring rainfall and handheld showerheads. Warm stone tiles create a soothing environment. White fluffy towels are neatly hung, and plush spa robes are visible, complementing the elegant design.

4.79 out of 5 average rating, 238 reviews

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.

A recreational room features a green foosball table and a wooden pool table, surrounded by comfortable seating areas with tables. Soft lighting hangs from the ceiling, creating a relaxed atmosphere for socializing and leisure activities.

4.8 out of 5 average rating, 195 reviews

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.

4.71 out of 5 average rating, 75 reviews

A hallway is viewed, showcasing smooth hardwood flooring and light-colored walls. A bedroom entrance is visible on the left, with a glimpse of a bed covered in a green throw. The hallway leads towards a kitchen area, featuring stainless steel appliances.

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.

The communal lounge area features a plush green sofa and light-colored chairs arranged around a round table. A unique wall with geometric shelving displays books and greenery. Decorative elements include pendant lighting and wall art, enhancing the modern and inviting space.

4.8 out of 5 average rating, 10 reviews

Modern design and smart amenities

The city’s hottest new hotel, formerly Hotel Julian, puts you at the heart of downtown Chicago, steps from iconic Millennium Park. Our guest rooms feature modern design and smart amenities, with a new take on the old soul of the landmark 1916 Atlantic Bank building. Come and experience Chicago’s then and now and make us your home base for today’s urban adventures. Just one mile from Grant Park where Lollapalooza 2025 will be held!

A chic bedroom features a spacious bed with a green upholstered headboard and a patterned duvet. A lamp stands beside the bed, and large windows provide a view of the city skyline. Floor-to-ceiling curtains frame the windows, allowing for natural light to fill the room.

4.92 out of 5 average rating, 79 reviews

Light-flooded rooms and city views

The Hoxton, Chicago feels like a home away from home, with its comfy hotel rooms, great food and a rooftop to soak up some rays in the heart of Fulton Market District, one of Chicago's most creative neighborhoods. All rooms come with mid-century furnishings, modern bathrooms, and warehouse-style floor-to-ceiling windows to show off Chicago in full. Just 2.2 miles from Grant Park where Lollapalooza 2025 will be held!

4.92 out of 5 average rating, 272 reviews

A spacious lobby area features comfortable seating arrangements with brown leather chairs and a coffee table. Light-colored walls and floors enhance the open atmosphere, while pendant lighting adds a modern touch. A dining area is visible in the background, equipped with bar stools and tables.

Hotel room in Rosemont

Relaxing Standard Room l Free Airport Shuttle

Explore the charming neighborhood of Rosemont just outside our doors. Attractions await you: ✔ Offers a 24-hour front desk, airport transfers, an ATM and free WiFi throughout the property. ✔ Enjoy indoor pool or use the business centre that offers printing, copying and fax services. ✔ Breakfast included. Monday to Friday from 6:30AM to 9:30AM, and on Saturday and Sunday from 7:30AM to 10:30AM.

A modern kitchen features light blue cabinetry and white subway tile backsplash. An island with a decorative patterned design is complemented by four orange bar stools. Stainless steel appliances, including a refrigerator and oven, complete the space, with a chrome range hood mounted above the stove.

4.91 out of 5 average rating, 75 reviews

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.

Casa particular in Chicago

A cozy lounge area is furnished with a dark sofa adorned with bright yellow cushions. A wooden table sits in front, complemented by decorative plants. The wall is accented with a large mirror, and a staircase leads to the upper level, illuminated by soft overhead lighting.

4.86 out of 5 average rating, 154 reviews

Apartaestudio para 2 personas máximo, cómodo y limpio, muy central con múltiples vías de acceso, transporte urbano y cercanía a la estación del tren, variedad de restaurantes y tiendas.

Disfruta de la sencillez de este alojamiento ubicado en una Zona muy central y tranquila, con facilidad de acceso y personas muy agradables. Adicional a esto cuenta con variedad de tiendas y restaurantes a sus alrededores. Nos interesa mucho la limpieza para una mayor comodidad. Los vehículos se parquean en la calle sin costo alguno.

A spacious outdoor terrace features several wooden dining tables with accompanying chairs. The area is bordered by a glass railing, providing unobstructed views of the surrounding cityscape, while planters with greenery add a touch of nature to the urban environment.

4.82 out of 5 average rating, 90 reviews

Sweeping skyline views from the 40th floor

The moment you step into your spacious ‘home away from home’ on our 40th floor, you’re sure to envelope yourself in a view that takes your breath away. Our Deluxe King room offers lofty ceilings, an oversized marble tub, and wet bar- for your enjoyment. Just 5 blocks from Grant Park where Lollapalooza will be held!