Vacation rentals with a patio in Chicago River

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Top-rated patio rentals in Chicago River

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Guest favorite

Apartment in Forest Park

4.99 out of 5 average rating, 89 reviews

Sunny 1 bedroom apartment 1 block from restaurants

This sunny second floor apartment perched in an 1890’s farmhouse offers traditional charm with many contemporary touches. It showcases a variety of original art. Located on a quiet street but just steps away from restaurants, bars and shops, off-street parking is included. Two nearby trains provide easy access to downtown Chicago and O’Hare Airport. An enclosed porch directly off the kitchen overlooks a beautiful prairie garden. You can relax on the backyard patio with gas grill and fire pit.

Jan 24 – 31

R2,279 ZAR per night

Guest favorite

Apartment in Oak Park

4.91 out of 5 average rating, 103 reviews

Lovely, spacious 2bd, 1bath home w/free parking

Bring the whole family to enjoy this great place with lots of comforts and space. Beautifully decorated with reclaimed barn wood throughout the home and a completely remodeled kitchen with cute bistro table to enjoy your coffee. Wonder around this beautiful, quiet Frank Lloyd Wright neighborhood to see beautiful Victorian homes and architect or take a brisk walk to downtown Oak Park before taking in the sites in Downtown Chicago. Whether you stay for a while or a few days, welcome home!

Oct 1 – 8

R2,400 ZAR per night

Guest favorite

Apartment in Chicago

5.0 out of 5 average rating, 25 reviews

Wicker Park Walk-Up Condo

Enjoy the best of what Chicago has to offer. Located in the West Town/Wicker Park Neighborhood, steps away from the exciting Division St. and Milwaukee Ave. lined with great neighborhood bars, restaurants, boutiques, etc. Centrally located steps from public transit (The "L" Train/Bus), the expressway, Goose Island, Lincoln Park, & More. Experience one of Chicago's best and most interesting neighborhoods! This apartment is fully furnished with modern touches, a private rear deck & front patio.

Feb 5 – 12

R3,580 ZAR per night

Guest favorite

Apartment in Chicago

4.89 out of 5 average rating, 18 reviews

Funky Logan Lair

This gem is located in West Logan in the heart of everything Logan has to offer. The space is the basement unit of an owner-occupied single-family home with private entrance. One bedroom unit with a queen-size bed and living room with connecting kitchenette & bathroom with stand-up shower. The space includes a full size washer and dryer. Located next to the 606 Trail. Private entrance, Easy access to CTA and Divvy Bike Rentals, Free Wi-Fi, Fridge, microwave, toaster & Nespresso(with pods)

Jan 9 – 16

R2,237 ZAR per night

Guest favorite

Apartment in Chicago

4.97 out of 5 average rating, 34 reviews

Fulton House #1 - Studio Only

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 studio has the business-travel amenities you want: ultra speed wifi, work station, top tier dining options within steps, Nespresso coffee maker, bottled water and more. Paid parking next door $20/day, subject to avail - inquire in advance.

Jun 26 – Jul 3

R4,071 ZAR per night

Guest favorite

Apartment in Chicago

5.0 out of 5 average rating, 10 reviews

Lake, City, & River View Condo

Enjoy a delightful stay in my bright, stylish, centrally-located studio apartment for your Chicago trip. The unit is equipped with an indoor hot tub (open year-round), an outdoor pool (open during summer), and a dedicated workspace to make your stay comfortable. You can always enjoy using the gym, terrace, rooftop space, game room, and more. Our apartment is less than 10 min away from restaurants, The River Walk, Navy Pier, cafes, bars, nightclubs, and more. We look forward to hosting you!

Jul 9 – 16

R6,145 ZAR per night

Guest favorite

Condo in Chicago

4.96 out of 5 average rating, 118 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.

Jul 30 – Aug 6

R8,037 ZAR per night

Guest favorite

Condo in Chicago

4.96 out of 5 average rating, 178 reviews

Updated Designer Duplex In Fulton Market W/parking

UPDATE: We just completed our luxury renovation March 2023! New kitchen, bathrooms, and patio with a firepit. We hope you enjoy! The first thing you notice stepping into my house are the sky-high ceilings! Enormous floor to ceiling windows allow light to stream into the the 2 floor home. The stylish and very large terrace are great for summer nights. Walk out the front door & you are in the heart of restaurant row with all the best bars and restaurant in the city. Parking included!

Mar 3 – 10

R15,268 ZAR per night

Guest favorite

Apartment in Chicago

4.93 out of 5 average rating, 60 reviews

50th Floor Mag Mile Studio

This Downtown Chicago unit is towering 50 stories above the city, with floor to ceiling windows in the living areas. This unit gives you the ultimate in Luxury urban living. It's all about the views and location. The city unfolds before you with amazing sunsets; nowhere in Chicago can you stay with views like these. The building provides the very best in amenities. A state of the art fitness center, Outdoor pool, Outdoor kitchens, business center, are available to our guests.

Apr 1 – 8

R6,532 ZAR per night

Guest favorite

Home in Chicago

4.96 out of 5 average rating, 200 reviews

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).

May 20 – 25

R5,443 ZAR per night

Guest favorite

Home in Chicago

4.91 out of 5 average rating, 44 reviews

Cozy Bright Quiet Boho-Chic House in Bridgeport

Kick back & relax in your home away from home in our modern, quaint, cozy & peaceful space in the heart of the Bridgeport neighborhood. Featuring incredible natural light, modern amenities & playful artwork, the coach house is impeccably clean and designed to ensure you have the best travel experience possible. Located near the popular Halsted Street, you're only blocks away from bakeries, farm-to-table restaurants, independent coffee shops and local breweries.

Dec 14 – 21

R2,187 ZAR per night

Guest favorite

Apartment in Chicago

5.0 out of 5 average rating, 5 reviews

Gold Coast Pristine Paradise 3BR/2BA. Free Parking

FREE GARAGE PARKING!! Step into luxury in this modern loft with 3 bedrooms, 2 bathrooms and a private patio. Experience the feeling of being at home in a bright and spacious haven amidst Chicago's most sought-after neighborhood "Gold Coast" This centrally located gem is situated within walking distance of much of Chicago Downtown's exquisite dining, upscale boutiques, popular tourist destinations, and just a stone's throw away from Oak Beach.

Jan 8 – 15

R11,739 ZAR per night