
Places to stay near Chicago River Walk
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Top-rated vacation rentals near Chicago River Walk
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Andersonville Luxury Pool Escape
Welcome to the only chic, two-story pool house just steps from the heart of Andersonville. Enjoy a full kitchen, queen bed, spa-style bath, washer/dryer, and high-speed Wi-Fi. Outside, unwind in your private heated pool and spa in a tranquil, secure setting shared with the owner. Perfectly located near vibrant shops, dining, and a pleasant walk to the beach, this stylish retreat blends comfort, privacy, and convenience for the ideal city escape. The pool and spa are heated heated through 12/31.

The Picasso: #1 Chicago Location
Welcome to The Picasso on Lincoln Park… Chicago’s BEST location! Steps away from the beach, zoo, cafes, nightlife, and easy Uber access for short 5-min rides to Michigan Ave & Wrigley Field! Recent rehab with charming art house decor. Professionally managed and sanitized. Historic landmark building, with a hotel-junior-suite feel 500 sq’, lofted open-air bedroom, 3rd floor. Wifi, common laundry room (coin operated), excellent heat/ AC, free street parking or paid parking lot 2 blocks away.

River North | Private Balcony With In&Out Parking
Enjoy a stylish experience at this centrally-located place ✨. Stunning 1,000 square foot modern two-bedroom, one-bathroom unit is perfect for corporate travelers and/or families looking for a stylish escape in downtown Chicago 🌆. 🌇 Rooftop Patio W/ BBQ 🍖 🚗 Free In/Out Parking - 5 Mins Walk To Garage 🌅 Private Balcony W/ Breathtaking Views 🛏️ 2 Bedroom | 1 Bathroom 👑 2 Queen Beds 🛏️ 1 Inflatable Airbed 👶 Portable Crib 📺 Netflix, Hulu, Disney Plus, and Prime subscription Included

Spectacular 2BR Penthouse in the Loop | Roof Deck
This top floor corner penthouse is in a perfect location with panoramic city views in multiple directions. With over 1,200 square feet of space, 13 foot tall ceilings and oversized windows, this spacious penthouse is a true escape in the sky in the heart of Chicago. It's a two bedroom, two bathroom apartment with an additional sofa bed. The building has a pool and an amazing outdoor rooftop terrace with 360 degree views of the skyline and lake. This is the best location in the city!

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.

Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations steps from world-class shopping and restaurants, Oak St. beach, and public transportation (L trains, express bus). Includes A/C, washer-dryer, super-fast wi-fi, smart TV, and workspace. Hourly rate garage parking next door. Note: Guests must walk up one flight of stairs. Light sleepers should bring earplugs as there are noises typical of a big city.

Urban Chic Apartment by the Magnificent Mile
Ideally located just half a block from Michigan Avenue, this bright and open 3rd floor apartment boasts thoughtfully appointed rooms for your comfort so will have everything you need to enjoy your stay in style! PLEASE NOTE: 3rd floor walk up (NO ELEVATOR) There is a small neighborhood bar on the second floor of the building. They are respectful of our neighbors, however they do play music which can be heard in the living room but rarely, if ever, in the bedrooms.

Division St Designer Home In Heart of Wicker Park
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

Level Studio | Fulton Market
Our Level Suite, approximately 500 sqft, features an open concept studio layout with fully equipped kitchen with gas cooktop, comfortable living area, king or queen bed, storage closet, and private balcony. Many of the suites also feature designated workspaces and sofa beds. Designed for comfort and convenience, all suites boast in-suite laundry, premium appliances, smart TV with access to your favorite streaming apps, complimentary Wi-Fi and local calling.

Loop Loft-Subway & Art Institute
Urban Elegance Meets Prime Location! Welcome to our chic hard loft in the heart of the Chicago Loop. Experience city living at its finest, where industrial charm marries modern luxury. Features: - Authentic loft with polished concrete floors - Soaring high ceilings - Elegantly furnished Location: - Right in Chicago's vibrant Loop district - Walk to Millennium Park, Art Institute of Chicago, Mag Mile, Riverwalk, and more

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.

Elegant Suite in Gold Coast
Steps away from the Magnificent Mile, and the high-end boutiques of Oak and Rush Street, this generous one-bedroom apartment is perfectly situated in the middle of the action for your Chicago adventure. ***Please note that from March until the end of May 2026, there will be construction on the upper floors of the building that may cause noise during the daytime hours***
Popular amenities for vacation rentals near Chicago River Walk
Condo rentals with wifi

Lovely top floor 2BR/2BA, steps from everything!

Modern Izakaya Studio in Wicker Park

Your perfect place looks like?

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)

Welcome to the Chi! Close to Downtown

Unique Lincoln Park Duplex Apt

Cabin 303 at 747 Lofts

Designer Loft in Fulton Market with Parking
Family-friendly house rentals

Spacious Two Story Luxurious Home w/Outdoor Deck!

*King bed *Outdoor Living *Sought-After Area

Private 3rd Floor Apartment

Entire first floor in Lincoln Square!

Wrigleyville Southport Studio

RetroModern Bungalow | free parking | pet friendly

My Cozy Casa in Pilsen

Charming 3-BED in Lincoln Park/ Old Town & Parking
Apartment rentals with air conditioning

Wicker Park Walk-Up Condo

Modern 3BR with Private Rooftop & Free Parking

Upscale High-Rise Apt · Rooftop Pool + Views

Chic River North 2BD Condo with Parking & Balcony

Hancock Lookout|Steps to Beach&Transit, CHI Views

Sentral Premium 2BR Apt South Loop Chicago

An elegant Chicago Northside Getaway

Cozy 2BR-2BA | Steps from The Bean & Michigan Ave
Other great vacation rentals near Chicago River Walk

Close to Navy Pier + Restaurant. Bar. Gym.

Level ◆ Brand New Luxe One Bedroom

Mag Mile Penthouse + Lake Views! (+Rooftop/Gym)

Chic River North Retreat

South Loop Studio Hotel (301)

The Buckingham Hotel

Gold Coast Chicago Condo | Prime Downtown Location

Modern Comfort: 1BR Unit w/ Laundry
Destinations to explore
- Pet-friendly rentals Chicago River Walk
- Rentals with beach access Chicago River Walk
- Family-friendly rentals Chicago River Walk
- Rentals with a home theater Chicago River Walk
- Rentals with a fire pit Chicago River Walk
- Rentals with a hot tub Chicago River Walk
- Condo rentals Chicago River Walk
- Rentals with an EV charger Chicago River Walk
- Fitness-friendly rentals Chicago River Walk
- Rentals with a fireplace Chicago River Walk
- Rentals with an accessible height bed Chicago River Walk
- Hotel rooms Chicago River Walk
- Rentals with outdoor seating Chicago River Walk
- Rentals with a washer and dryer Chicago River Walk
- Rentals with lake access Chicago River Walk
- Rentals with a patio Chicago River Walk
- Apartment rentals Chicago River Walk
- Rentals with a sauna Chicago River Walk
- Rentals with pools Chicago River Walk
- Serviced apartment rentals Chicago River Walk
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Brookfield Zoo
- Museum of Science and Industry
- University of Chicago
- Willis Tower
- Illinois Beach State Park
- Washington Park Zoo
- Loyola University Chicago




