
Vacation rentals with a patio in The Loop
Find and book unique patio rentals on Airbnb
Quick stats about vacation rentals with a patio in The Loop

Total vacation rentals
Explore 290 vacation rentals in The Loop

Nightly prices starting at
The Loop vacation rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 9,670 verified reviews to help you choose

Family-friendly vacation rentals
150 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 150 rentals that welcome pets

Vacation rentals with a pool
210 properties feature pools

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wi-Fi availability
280 of The Loop vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across The Loop rentals

4.8 Average rating
The Loop stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
The Loop's top spots, include Millennium Park, Shedd Aquarium, and Willis Tower
Top-rated patio rentals in The Loop
Guests agree: these patio rentals are highly rated for location, cleanliness, and more.

The Metropolitan Retreat (Fitness Center • Sauna)
Located at the epicenter of Chicago's cultural, historical, and business attractions, this luxurious 2 bedroom apartment offers guests all the comforts of home, whether on the road for work or play. Within walking distance are world famous attractions including: Millennium Park, The Bean, Navy Pier, Riverwalk, Soldier Field, The Field Museum, and more. Additionally, guests are merely a couple blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city.

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home
Location! Location! Location! Prime Wicker Park Location on Milwaukee! This spacious, cool, vibrant, eclectic, fully equipped apartment is close to everything, making it easy to plan your visit. Bright top floor unit with a private patio to just chill and unwind or walk downstairs and your literally in the heart of Wicker Park. Super easy access to downtown nightlife/lake/museum all within 15 minutes and super easy commute to O'hare. CTA busses all around and a 2 minute walk to the Blue Line.

Modern MAG Mile 2BD/2BA (+Parking/Rooftop)
Welcome! Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - You're steps away from the famous Drake Hotel and Oak Street Beach. - Walk to every popular attraction that makes Chicago so great! - Newly remodeled interior with an open floor plan layout - Parking spot on-site in/out access!! - Tranquil rooftop overlooks Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows

Sun drenched 2 bedroom 1 bath with Kitchen & W/D
Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!

Stylish 2-bedroom flat in Vibrant Bucktown.
* Please be aware the city of Chicago is currently renovating its lead pipes. Construction is inevitable and noise. Its a city there will be noise. Hello and welcome to Bucktown! One of Chicago's most popular neighborhoods. Bucktown is centrally located, just a short commute to downtown and surrounded by the best dining and entertainment options Chicago has to offer. We are also half a mile from the expressway and 1 mile away from the Blue Line which directly connects to O'hare airport.

Fulton House #1 - Studio Only (Nightly)
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.

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.

Luxury Loft Collection 703 - 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!

Gold Coast Pristine 3BD|2BR| Patio |Parking| Beach
FREE GARAGE PARKING! Garage Clearance 6ft. Step into luxury in this modern loft with 3 bedrooms, 2 bathrooms and a private patio with breathtaking views. 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 throw away from Oak Beach.

Downtown Mich Ave #10 | gym+rooftop
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love staying with us because: -Central Location on Grant Park (no car needed!) -FAST WIFI -En-suite Laundry -Did we mention the Lake & Park are outside our front door? -Comfy Double bed -Loft style bedroom -Shared Rooftop Deck stunning views -Gym -3 blocks from Red "L" subway -Close to Grant Park, The Bean, Soldier Field, Museums If you are looking for a special place, you've found it!

Lovely top floor 2BR/2BA, steps from everything!
BEST LOCATION IN LOGAN SQUARE/AVONDALE! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Belmont Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops.

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).
Popular amenities for The Loop patio rentals
Apartment rentals with a patio

Wicker Park Walk-Up Condo

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

River North | Rooftop With In & Out Parking | 3

Cozy guest studio, great for couples!

Grand Champions Suite, West Town

Vibrant & Chic Apt On Quiet St in Andersonville

Chic 1 BR w Parking

Blue Brick Apartment in Bridgeport - Park for Free
House rentals with a patio

NEW! 3BR/2.5B Duplex in Noble Sq

Modern Getaway w/ Hot Tub, Lrg Yard, Parking

The Ashlin House.

Floresitas Oasis, your home in Chicago

BoHo House | Chic, 1903 Chicago Workers Cottage

Entire first floor in Lincoln Square!

Victorian House in Heart of Rogers Park

Boho Chic Coach House 30Min to downtown W/ Parking
Condo rentals with a patio

The Bagel Inn - Bright & Modern Wrigleyville 2 Bed

Renovated 3br Duplex In Logan Square W/parking

Welcome to the Chi! Close to Downtown

Chicago Oasis | Spa Bath, Patio & Fireplace

Wrigleyville Updated Condo with Free Parking

Spacious 4 Bedroom Condo

Fulton Market Loft | Rooftop Fire Pit | Parking

Chic Home! Walk to Nightlife-Comedy-Restaurants!
When is the best time to visit The Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €153 | €155 | €176 | €193 | €217 | €256 | €266 | €239 | €206 | €215 | €189 | €164 |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Destinations to explore
- Loft rentals Chicago Loop
- Rentals with lake access Chicago Loop
- Rentals with a fireplace Chicago Loop
- Boutique hotels Chicago Loop
- Rentals with beach access Chicago Loop
- Luxury rentals Chicago Loop
- Serviced apartment rentals Chicago Loop
- Family-friendly rentals Chicago Loop
- Rentals with a washer and dryer Chicago Loop
- Rentals with an EV charger Chicago Loop
- Rentals with outdoor seating Chicago Loop
- Rentals with an accessible height bed Chicago Loop
- Rentals with a home theater Chicago Loop
- Fitness-friendly rentals Chicago Loop
- Rentals with a sauna Chicago Loop
- Condo rentals Chicago Loop
- Rentals with a hot tub Chicago Loop
- Pet-friendly rentals Chicago Loop
- Rentals with pools Chicago Loop
- Waterfront rentals Chicago Loop
- Hotel rooms Chicago Loop
- Apartment rentals Chicago Loop
- Rentals with a fire pit Chicago Loop
- Rentals with breakfast Chicago Loop
- Rentals with a patio Chicago
- Rentals with a patio Cook County
- Rentals with a patio Illinois
- Rentals with a patio United States
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Chicago River Walk
- Humboldt Park
- University of Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Donald E Stephens Convention Center
- Union Park
- Frank Lloyd Wright Home and Studio
- Washington Park Zoo
- Garfield Park Conservatory
- Things to do Chicago Loop
- Things to do Chicago
- Food and drink Chicago
- Sightseeing Chicago
- Sports activities Chicago
- Nature and outdoors Chicago
- Tours Chicago
- Art and culture Chicago
- Things to do Cook County
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- Food and drink Cook County
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- Things to do Illinois
- Sports activities Illinois
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- Tours Illinois
- Entertainment Illinois
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- Food and drink Illinois
- Nature and outdoors Illinois
- Things to do United States
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