Hotel vacation rentals near Navy Pier

Warwick Allerton Hotel Chicago

The beautifully rejuvenated Warwick Allerton - Chicago offers charming accommodations at a storied Michigan Avenue address. Experience boutique ambience in one of The Windy City’s grandest hotels. From its inception in the early 1920’s, this timeless classic has been the standard bearer of Jazz Age style and sophistication and remains a noteworthy landmark in the Chicago skyline. Our stylishly designed rooms, renowned Warwick hospitality, and convenient location make it perfect for your stay.

Modern design with VU Skyward rooftop bar

Refundable Incidental hold of $75/day required at check in. Must be 21+ to book/stay. We are connected to McCormick Place Convention Center and Wintrust Arena via sky-bridge. The nearby subway train brings guests to Millennium Park and downtown attractions. Soldier Field and the Museum Campus are within a mile are within a mile. Guests can enjoy a view of Chicago and Lake Michigan at our VU Skyward rooftop bar. We also have a Starbucks in our lobby. Self Parking is available for $52/night.

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.

Club Quarters Hotel Central Loop, Chicago

Our standard room is designed for flexibility and comfort, featuring a comfortable bed with premium bedding, an ergonomic workspace, and ultra-fast free Wi-Fi. Enjoy convenient amenities like a Nespresso coffeemaker, smart TV, and multiple charging outlets for easy work or relaxation. The room is non-smoking, dog friendly, and includes C.O. Bigelow bathroom amenities. Yoga mats and resistance bands are available upon request for a well-rounded stay.

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.

Riu Plaza Chicago

Deluxe two queen bedrooms are spacious and cozy rooms are ideal for your stay in vibrant Chicago. Enjoy modern comforts like a shower, hairdryer, central heating, and air conditioning. Additional amenities include an in-room safe, small fridge, coffee maker, and iron. Settle in and relax, everything you need for a comfortable visit awaits.

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 Royal Sonesta Chicago Downtown

King city view offers a relaxing retreat with a king bed, plush bedding, and modern decor. Major amenities include air conditioning, mini fridge, flat screen TV, laptop size safe, coffee maker, armchair, table, and wifi. Enjoy city views and all essentials for a comfortable stay.