
Places to stay near Chicago Riverwalk
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Top-rated holiday rentals near Chicago Riverwalk
Guests agree: these stays are highly rated for location, cleanliness and more.

West Town 1-Bedroom Full Remodel
Located in the heart of West Town, this 1-bedroom, 1-bath comes equipped with a queen sofa bed and comfortably sleeps 4, plus an in-unit washer/dryer for your convenience. Remodeled in 2023, this stunning unit with 9ft ceilings in a Victorian building is footsteps away from all the amazing bars and restaurants Chicago Ave has to offer. Known for its array of multicultural cuisines, this strip offers everything from Korean fine dining to New Mexican brunch, and is near Chicago’s best attractions!
4.98 out of 5 average rating, 123 reviews
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
Discover Metra Haven, a luxury thoughtfully designed 4BR near Hyde Park, this home is ideal for bachelorette weekends, girls trips, family gatherings, professionals or large groups seeking cozy comfort Unwind in the spa-style bath tub, gather in the private backyard patio, with fire place for cozy evenings accommodating your group Steps from Metra station with a direct train to Downtown, 4mins away from the Obama presidential center in Jackson pack, museum of science & industry and the lake
4.92 out of 5 average rating, 36 reviews
Fulton House #1 (2bd/ 1ba)
Unique & stylishly designed by Chicago's own Outline Interiors, this highly sought after location is for those that want to stay on a calm side street around the corner from city's best, award-winning restaurants and trendiest shopping. The fully-serviced apartment has the business-travel amenities you want: ultra speed wifi, work stations, top tier dining options within steps of the front door, Nespresso coffee, bottled water, washer/dryer. First-come parking next door: $20/nt or $200/mo.
4.94 out of 5 average rating, 121 reviews
Luxury Loft Collection 01 - Terrace - River North
BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious building in bustling River North-the city's center of main nightlife and restaurants. This ultra high-end apartment features a private elevator, private terrace, free secured parking, 24 hour doorman, 3 bedrooms/3 bathrooms, and is perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between. The cityscape views are unbeatable!
4.9 out of 5 average rating, 126 reviews
Kasa | Views from your Private Balcony | Chicago
When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.
4.81 out of 5 average rating, 1052 reviews
Explore Lincoln Park from a Polished Apartment
A bright, cozy, large studio in the heart of Lincoln Park! You enter with a keypad code which we give you a few days prior to your stay. You are steps away from Armitage Ave. and Halsted St. for walkable grocery stores, shops, restaurants and cafes, plus Red and Brown line train stations that access Downtown and other parts of the city. Street parking is relatively easy around the apartment with free residential parking stickers or an onsite garage space for $25/night.
5.0 out of 5 average rating, 325 reviews
Modern Corner 2BR in Streeterville | Roof Deck | L
Stunning 1,200 square foot apartment with oversize windows, an open layout, and city/lake views in multiple directions. This bright and modern two bedroom, one bathroom corner unit is perfect for travelers looking for a stylish escape in the sky in downtown Chicago just off the Magnificent Mile and the lakefront. The building has great amenities including an amazing rooftop terrace with 360 degree views of the skyline and the lake. This is the best location in the city!
4.77 out of 5 average rating, 217 reviews
Spacious Downtown 3BR with Free Parking
A beautiful, modern, three bedroom two bath apartment located in the heart of Fulton Market in downtown Chicago. You'll have the whole space to yourself with easy access to some of the best restaurants in the city, a free parking space on premise, and nearby access to public transportation to quickly get around the city. The interior is recently renovated with new furnishings, and provides a beautiful space to relax and recharge between outings.
4.92 out of 5 average rating, 171 reviews
Fulton Market Loft | Rooftop Fire Pit | Parking
Featured in Condé Nast Traveler and Architectural Digest. Rated top 1% of all Airbnb listings nationwide. Two-level loft in the heart of Fulton Market. Soaring ceilings, floor-to-ceiling windows, gourmet kitchen with exposed brick, 3 bedrooms, 2.5 baths, in-unit laundry, and dedicated parking. Step outside to a private rooftop terrace with fire pit and panoramic skyline views. Steps from MICHELIN-recognized Taquería Chingón and Restaurant Row.
4.96 out of 5 average rating, 291 reviews
Pilsen Modern Chic Retreat
Welcome to your perfect getaway! This stunning 2-bedroom home is the epitome of modern chic; offering an unforgettable blend of style and comfort. Designed for up to 6 guests, the space is crafted with thoughtful architectural details and an eye for eclectic decor. Located in the heart of Pilsen, known for its vibrant art scene, trendy restaurants, & local culture, you'll be perfectly situated to explore everything Chicago has to offer.
4.95 out of 5 average rating, 135 reviews
LIVN West Loop Chicago Classic Studio Apartment
Experience modern city living at LIVN West Loop Chicago, a stylish loft-style apartment studio at 555 W Jackson Blvd in one of the city’s most connected neighborhoods. This newly renovated studio features a full kitchen, in-unit washer and dryer, and clean, modern interiors. Walk to Union Station and Willis Tower. You are minutes from top dining, offices, and transit, ideal for business trips, weekend stays, or longer visits.
4.86 out of 5 average rating, 110 reviews
50th Floor Mag Mile Views, Balcony, Pool, Gym
The Penthouses at Grand Plaza PH#12: Towering 50 stories above Downtown Chicago, this luxury unit features floor-to-ceiling windows and breathtaking skyline views. Enjoy sunsets, unmatched location, and true urban living. Walk Score of 100 with a grocery store in the building. Amenities include a fitness center, outdoor pool, kitchens, and business center. The city is at your feet—experience Chicago in style.
4.9 out of 5 average rating, 143 reviewsPopular amenities for holiday rentals near Chicago Riverwalk
Apartment rentals with wifi

South Loop Studio Hotel (303)
4.84 out of 5 average rating, 105 reviews
Modern Izakaya Studio in Wicker Park
4.96 out of 5 average rating, 159 reviews
Private hot tub - King bed suite - Free parking
4.92 out of 5 average rating, 283 reviews
Welcoming 2BR in Chicago's Best Neighborhood!
4.85 out of 5 average rating, 365 reviews
Your perfect place looks like?
4.93 out of 5 average rating, 181 reviews
NEW luxury Old Town 1-Bedroom condo
4.95 out of 5 average rating, 149 reviews
Spacious 4 Bedroom Condo
4.95 out of 5 average rating, 218 reviews
GLORIOUS GOLD COAST GETAWAY
4.96 out of 5 average rating, 158 reviewsFamily-friendly house rentals

Charming 3-BED in Lincoln Park/ Old Town & Parking
4.95 out of 5 average rating, 198 reviews
Large Home | Free Parking | Near Downtown
4.89 out of 5 average rating, 128 reviews
Architect's Urban Oasis | 4bd/3ba I Luxe
5.0 out of 5 average rating, 132 reviews
Private Downtown Retreat with Rooftop Oasis
4.95 out of 5 average rating, 128 reviews
Gorgeous 5 BR Gem Sleeps 18 with Tons of Games!
4.91 out of 5 average rating, 136 reviews
Wicker Park : Stylish Comfort Meets Urban Ease
4.78 out of 5 average rating, 116 reviews
Cozy, Quiet, Riverwalk Sanctuary
4.93 out of 5 average rating, 184 reviews
Cool Quiet Coach House, Private Access + Patio
4.92 out of 5 average rating, 320 reviewsApartment rentals with air conditioning

Modern 1BR in Little Italy, Near West Loop
4.9 out of 5 average rating, 176 reviews
Great Location!!-12
4.81 out of 5 average rating, 673 reviews
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
4.99 out of 5 average rating, 118 reviews
Urban Chic Apartment by the Magnificent Mile
4.95 out of 5 average rating, 300 reviews
Fully Furnished Apartment Wicker Park Free Parking
4.97 out of 5 average rating, 635 reviews
Comfy River West, Free Parking
4.97 out of 5 average rating, 269 reviewsExplore the City from an Elegant, Urban Retreat
4.85 out of 5 average rating, 455 reviews
Beautiful 2BR Apartment in Old Town
4.89 out of 5 average rating, 307 reviewsOther great holiday rentals near Chicago Riverwalk

Private rooftop | Breathtaking skyline view
5.0 out of 5 average rating, 71 reviews
Pilsen Stay | Primary King | Mins to downtown
5.0 out of 5 average rating, 3 reviews
Chicago Row House Garden Apartmt
4.92 out of 5 average rating, 76 reviews
The Huron Haven
4.87 out of 5 average rating, 232 reviews
Kasa | 2BD Near McCormick Place | South Loop
4.81 out of 5 average rating, 579 reviews
1BR Modern Luxe Apt with In-Unit Laundry
4.62 out of 5 average rating, 126 reviews
Charming Historic Row Home | Lincoln Park
5.0 out of 5 average rating, 5 reviews
Luxury penthouse with city views
5.0 out of 5 average rating, 3 reviewsDestinations to explore
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- Indiana Dunes State Park
- 875 North Michigan Avenue
- University of Chicago
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Byline Bank Aragon Ballroom
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Beachwalk Vacation Rentals
- Washington Park Zoo





