
Places to stay near Chicago Riverwalk
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Top-rated holiday rentals near Chicago Riverwalk
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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
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
Private hot tub - King bed suite - Free parking
Welcome to this urban retreat in the heart of Chicago's Little Italy neighborhood. Conveniently located adjacent to Chicago's downtown Loop and West Loop neighborhoods, you will find endless opportunities to experience the best of Chicago. At the end of your day, enjoy a relaxing soak in your private outdoor hot tub (open year-round) before sinking in to your Tempur-Pedic king bed for a restful night's sleep. Complimentary off-street parking provides rare convenience near the city center.
4.92 out of 5 average rating, 283 reviews
Luxury Loft Collection 901 - 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!
4.91 out of 5 average rating, 109 reviews
Fully Furnished Apartment Wicker Park Free Parking
Hello and welcome to all seeking a comfortable and convenient place to stay in Chicago! Please enjoy your time away from home in our fully furnished apartment located in the trendy neighborhood of Wicker Park! Please view the list below of all the wonderful amenities we offer to every guest staying out apartment. Again if you have any questions or comments please do not hesitate to ask. I look forward to seeing you and having your apartment ready soon! Thank you! One night available
4.97 out of 5 average rating, 636 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, 1054 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
Spacious 4 Bedroom Condo
Located in West Town in the heart of Noble Square, just north of West Loop with access to all the best restaurants and only minutes away from River North and Old town, enjoy this 4 bedroom, 3.5 bath condo with private parking, 2 living spaces, heated floors throughout the entire lower level and steam showers. A gourmet kitchen stocked with everything you will need including an espresso maker. This home is perfect for families, couples, friends or traveling for business.
4.95 out of 5 average rating, 218 reviews
Spectacular Pilsen Studio for 2!
This chic studio in the heart of Pilsen is the perfect space to kick back and relax during your visit to the Windy City! The vibrant neighborhood always has something to offer to any type of traveler, and it's a quick trip to see most of the iconic Chicago sights. Easily walk to historic Thalia Hall, or drive to the Loop in just 5 minutes! You'll love the thoughtful touches and modern decor in the apartment, as well as the bright and welcoming main space.
4.88 out of 5 average rating, 336 reviews
The Huron Haven
A beautiful, one-of-a-kind, hidden gem in the heart of River West. Private entry. Front & Back Patios. Full office space. Large Living Room. Exposed brick walls, 11.5’ tall ceilings. Large barn doors lead from the living room / office to a large master bedroom with large modern bathroom. The bedroom has French doors which open to private balcony with a beautiful back patio, dining space, and thriving garden. On Property Parking
4.87 out of 5 average rating, 233 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 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
Welcoming 2BR in Chicago's Best Neighborhood!
4.85 out of 5 average rating, 365 reviews
Modern Chicago Movie Themed Apt
4.88 out of 5 average rating, 229 reviews
Your perfect place looks like?
4.93 out of 5 average rating, 181 reviews
Two Bedroom w Porch in Wicker Park
4.96 out of 5 average rating, 123 reviews
Modern Izakaya Studio in Wicker Park
4.96 out of 5 average rating, 159 reviews
NEW luxury Old Town 1-Bedroom condo
4.95 out of 5 average rating, 149 reviews
Brilliant Downtown Chicago 3-Bedroom Condominium
4.9 out of 5 average rating, 206 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, 129 reviews
Architect's Urban Oasis | 4bd/3ba I Luxe
5.0 out of 5 average rating, 132 reviews
Peaceful Modern Full House in Trendy Bridgeport
4.95 out of 5 average rating, 318 reviews
Private Downtown Retreat with Rooftop Oasis
4.95 out of 5 average rating, 131 reviews
Cool Quiet Coach House, Private Access + Patio
4.92 out of 5 average rating, 320 reviews
Gorgeous 5 BR Gem Sleeps 18 with Tons of Games!
4.91 out of 5 average rating, 136 reviews
Pro Cleaned & Isolated West Loop Coach House
4.87 out of 5 average rating, 509 reviewsApartment rentals with air conditioning

Modern 1BR in Little Italy, Near West Loop
4.9 out of 5 average rating, 176 reviews
Stunning Corner 2BR in the Loop | City & Lake View
4.84 out of 5 average rating, 225 reviews
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
4.99 out of 5 average rating, 118 reviews
Peaceful River West, free parking
4.97 out of 5 average rating, 463 reviews
Urban Chic Apartment by the Magnificent Mile
4.95 out of 5 average rating, 300 reviewsExplore the City from an Elegant, Urban Retreat
4.85 out of 5 average rating, 455 reviews
50th Floor Mag Mile Views, Balcony, Pool, Gym
4.9 out of 5 average rating, 143 reviews
Urban Oasis in Vibrant Gold Coast
4.95 out of 5 average rating, 156 reviewsOther great holiday rentals near Chicago Riverwalk

Level One Bedroom Suite | Fulton Market
4.69 out of 5 average rating, 36 reviews
South Loop Studio Hotel (304)
4.83 out of 5 average rating, 72 reviews
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4.92 out of 5 average rating, 36 reviews
West Loop Loft|Sleeps 4, Parking, Pool, & Rooftops
5.0 out of 5 average rating, 5 reviews
Chicago Row House Garden Apartmt
4.92 out of 5 average rating, 76 reviews
Pilsen Stay | Primary King | Mins to downtown
5.0 out of 5 average rating, 4 reviews
Stylish Hyde Park/Kenwood Brownstone Garden Apt
5.0 out of 5 average rating, 33 reviews
Beautifully Renovated Loft-Style Coach House
5.0 out of 5 average rating, 36 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





