
Hotels in Near North Side
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Quick stats about hotels in Near North Side

Total holiday rentals
Explore 300 holiday rentals in Near North Side

Nightly prices starting at
Near North Side holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 7,530 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 150 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wifi availability
300 of Near North Side holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Near North Side rentals

Nearby attractions
Near North Side’s top spots include 875 North Michigan Avenue, Chicago Riverwalk and Museum of Contemporary Art Chicago
Top-rated hotels in Near North Side
Guests agree: these hotels are highly rated for location, cleanliness and more.

Near O’Hare Airport + Breakfast. Shuttle. Pool.
Steps from the Allstate Arena and minutes from O'Hare International Airport, Staybridge Suites Chicago O'Hare offers the perfect extended-stay experience in Rosemont. Relax in spacious suites featuring full kitchens and living areas. Enjoy a complimentary hot breakfast daily and evening socials on select nights. Amenities include a heated indoor pool, fitness center, and free airport shuttle. Close to the Fashion Outlets of Chicago and the Blue Line for easy city access.

Arlo Chicago
Step into the city king room where inspiring views of downtown and a spacious cozy king bed invite you to relax in style. Enjoy smart amenities like a Nespresso coffee machine, a 55 inch flat screen TV, a smart fridge and a work desk. Contemporary luxury design and thoughtful details like a hand held steamer hair dryer and laptop sized safe make this a perfect home base whether you are exploring the city or enjoying a quiet night in.

2 Queen Bed Room
Our hotel, located conveniently close to some of Chicago's top attractions, is ideal for both business travel and vacations. Make the most of your stay with our top-notch services and on-site restaurant that offers classic American cuisine. Unwind and relax in our comfortable guest rooms with Chicago-inspired décor. Whether you are traveling alone or with family, our hotel will give you a once in a lifetime experience.

The Robey Hotel Urban King Room
Experience the vibrant heart of Chicago at The Robey, where historic architecture meets modern design in the bustling Wicker Park and Bucktown neighborhoods. With 89 elegantly appointed rooms and a variety of dining options including Cafe Robey for all-day brunch and The Up Room for rooftop cocktails with panoramic city views, The Robey offers a unique blend of comfort, style, and culinary delights for every traveler.

Close to Navy Pier + Restaurant. Bar. Gym.
Tucked just off the Magnificent Mile, Hotel Saint Clair gives you front-row access to Chicago’s must-sees—think Navy Pier, Millennium Park, and late-night eats around the corner. Sip your morning coffee, grab your camera, and hit the lakefront in minutes. The rooms are pet-friendly, WiFi’s on the house, and everything you want to see is walkable. It’s your laid-back launchpad for big city adventures.

Millennium Knickerbocker Hotel Chicago, Standard...
Standard room offers a tastefully decorated space with a plush king bed designed for your comfort and relaxation. Enjoy modern amenities like WiFi, smart TV and an in room safe along with coffee and tea making facilities. Thoughtful touches create a welcoming atmosphere for both work and leisure making it an ideal choice for any traveller. Unwind and recharge in style during your stay.

Hotel Felix
One queen bed non smoking features a queen bed, air conditioning, private bathroom with separate shower and bathtub, bathrobes, hair dryer, toiletries, free wifi and LAN, flat-screen TV with satellite/cable, iPod dock, coffee/tea maker, blackout curtains, desk, and daily housekeeping. Accessible features include close-caption TV, TTY/TTD compatibility, and visual alarm.

Riu Plaza Chicago
Deluxe king rooms are the perfect choice for a relaxing break in the exciting city of Chicago. Each room includes a shower, hairdryer, central heating, air conditioning, and an in room safe for your convenience. Enjoy added comforts like a small fridge, coffee maker, and a cozy sofa to unwind. An iron is also provided to keep you looking your best during your stay.

The Hoxton, Chicago
Slightly more spacious than our snug rooms, the cosy room features a perfectly arranged king-size bed for ultimate comfort. Soft lighting and plush duvets make you feel at home the moment you arrive. Enjoy a walk-in rain shower and thoughtfully designed details throughout. It's the ideal retreat for relaxing and unwinding in style.

A polished, modern affair on iconic Michigan Ave.
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.

The Chicago Hotel, Upscale Deluxe Double Queen
Live like a true Chicago local during your next trip, with an incredible Mag Mile location granting walking access to high-end shopping, galleries, theaters, parks, museums, and the dazzling lakefront. Transportation is effortless — with easy subway and bus connections right outside your door.

Chicago Hotel Collection Ambassador Gold Coast
Standard queen features a queen bed and crib, blackout curtain, safe, coffee and tea maker, climate control, and signature bath amenities with walk-in shower. Enjoy workspace and easy access to the gym, bar, restaurant, and rooftop terrace for a comfortable, memorable stay.
Popular amenities for Near North Side hotels
Family-friendly hotels

2 Queen Bed Room in Theatre Dst

Quintessential Home Away From Home Feeling*

McCormick Suites by Slumber Stay | 2BR

Close to O’Hare Airport + Free Breakfast & Shuttle

Private Room in Theatre District

King Room in heart of Downtown

Chicago's Magnificent Mile Stay + Dining & Gym

Hearing accessible Deluxe 2-Queen room
Hotels with a pool

Viceroy Chicago

Comfort and Relaxation! Parking, Near Navy Pier

Suite 501 | Stay One Chicago

Modern design with VU Skyward rooftop bar

Close to Oakbrook Center + On-site Dining & Pool

LEVEL Chicago - Old Town

Level Chicago - River North

River North Stay | 1 Unit | Near Chicago Loop
Other hotel holiday rentals

Chicago Hotel Collection Ambassador Gold Coast

Millennium Knickerbocker Hotel Chicago, Superior...

Chicago Hotel Collection Ambassador Gold Coast

Riu Plaza Chicago

The Royal Sonesta Chicago Downtown

Arlo Chicago

Riu Plaza Chicago

The Royal Sonesta Chicago Downtown
Destinations to explore
- Fitness-friendly rentals Near North Side
- Rentals with a firepit Near North Side
- Rentals with a sauna Near North Side
- Rentals with a patio Near North Side
- Family-friendly rentals Near North Side
- Townhouse rentals Near North Side
- Rentals with lake access Near North Side
- Rentals with an accessible-height bed Near North Side
- Flat rentals Near North Side
- Waterfront rentals Near North Side
- Rentals with beach access Near North Side
- Apartment rentals Near North Side
- Rentals with a hot tub Near North Side
- Rentals with a washing machine and dryer Near North Side
- Rentals with breakfast Near North Side
- Rentals with a cinema Near North Side
- Rentals with a fireplace Near North Side
- Rentals with outdoor seating Near North Side
- Rentals with pools Near North Side
- House rentals Near North Side
- Loft rentals Near North Side
- Rentals with an EV charger Near North Side
- Serviced apartment rentals Near North Side
- Pet-friendly rentals Near North Side
- Hotel rooms Chicago
- Hotel rooms Cook County
- Hotel rooms Illinois
- Hotel rooms United States
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Washington Park Zoo
- Museum of Science and Industry
- Oak Street Beach
- Illinois Beach State Park
- Indiana Dunes State Park
- Willis Tower




