
Holiday rentals with a patio in The Loop
Find and book unique rentals with patio on Airbnb
Top-rated rentals with patio in The Loop
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

English garden apt. in the heart of Lincoln Park
Welcome to this new, totally furnished apartment in the heart of East Lincoln Park…only a 3 minute walk to the Lincoln Park Zoo! Apartment has been completely renovated with high finishes throughout. Living room boasts a 50” television with Dish TV, internet and a queen sleeper sofa! Gourmet kitchen with granite counter tops with an eat-in bar height counter top. Truly gourmet kitchen! Bedroom with en-suite European styled bathroom. Wall mounted television in the bedroom. In unit laundry.

Walk to Foster Beach! 3 Bed Andersonville Duplex
Our charming three-bedroom duplex in trendy Andersonville is steps to Foster beach, antique shopping and so many food options. With a billiards table and wet bar in the lower level and two outdoor spaces, you may not want to leave! There are two bedrooms upstairs, one downstairs and two full bathrooms making it an ideal space for those traveling as a group or families. We're about a half-hour from the Loop on public transit and it's just a couple stops south to get to Wrigley Field-book today!

WONDERFUL WICKER PARK 2BD/2BA w/ patios +parking
Escape into this spacious condo in a bustling top-notch, Chicago neighborhood! Guests love this home because: - Surrounded by top-notch restaurants/retail - Close to all popular attractions that make Chicago so great - Luxurious, newly-renovated interior filled with natural light - Open-floor plan for entertaining! - 2 private walk-out patios! - Fast WiFi (600 mbps) - Master en-suite w/ separate walk-out patio - Designated parking spot! - Steps away from blue line Damen station (800 feet)

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.

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!

3-bedroom exposed brick in Chicago's Wicker Park
Welcome to Wicker Park - one of Chicago's coolest walkable neighborhoods with endless restaurants, bars & shops. 2 blocks from the famous "L" train with access to the city & O'Hare airport. This 1893 vintage apartment has been freshly renovated and professionally designed blending historic details with a clean and modern aesthetic. The instagrammable one of a kind space has beautiful hardwood floors, soaring 10ft ceilings, exposed brick in all rooms, curated decor and a cozy private deck.

Grace House | Cozy, contemporary + convenient 2-BR
Make yourself at home in our newly renovated, spacious and immaculately clean 2-bedroom, 1-bath condo — perfect for your next family, work or friends' trip. Located on a tree-lined street in a family-friendly neighborhood and walkable to shops, restaurants, cafes, bars and more. A stone's throw to Southport Corridor/Wrigleyville/Lakeview, Lincoln Square, Roscoe Village and everything the Northside has to offer. Gigabit internet w/ WiFi and everything you need to live and thrive in Chicago.

Pristine Chicago Home | 3BD |2BA |Free Parking (2)
Free Parking!! Step into luxury in this modern loft with 3 bedrooms, and 2 bathrooms & experience the feeling of being at home in a bright and spacious haven amidst the bustling city. This sophisticated loft is situated at the heart of Chicago's most iconic landmarks. 7-minutes drive to Downtown attractions. Relax in this neat loft and get a taste of authentic Chicago living. Take advantage of all the city has to offer, creating memories that last a lifetime! 1 king bed 2 queen beds

Downtown Park #11 - Mich Ave PH | 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 Queen 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.

Loft8 - Unique Design in Prime Location
Welcome to your dream Chicago getaway! This stylish, two-story loft is perfectly located in Wicker Park. One of the city’s most vibrant and iconic neighborhoods. Whether you're here to explore buzzing restaurants, indie shops, or nightlife just steps away, or you’re kicking back in a beautifully designed space, this is the kind of stay that makes you never want to leave. ✨ Superhost hospitality 🛏️ Designed for comfort 📍 Walk to everything 💫 5-star guest-approved

Beverly Cottage Loft
Whether you're looking to stay near family or be close to downtown, our place has it all. This tranquil cottage is located in Beverly which is one of the safest neighborhoods in the city of Chicago. Downtown is a quick 20 minute drive and there are also many restaurants and bars in this area. This cottage has been renovated and have all the essentials you need. All you need to do is unpack your bags and enjoy your vacation. The space is modern, clean, and cozy.
Popular amenities for rentals with patio in The Loop
Flat rentals with a patio

Lovely 2-bedroom apartment in Pilsen

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

Chic River North 2BD Condo with Parking & Balcony

Cozy Lincoln Park Studio - Steps to Zoo!

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt

Bright & Modern Apt | Steps to Lake, Train, Food

Blue Brick Apartment in Bridgeport - Park for Free

Bosworth Living in Wicker Park
House rentals with a patio

Division St Designer Home In Heart of Wicker Park

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

Unique porcelain-enamel paneled "Lustron" home

Victorian House in Heart of Rogers Park

Boho Chic Coach House 30Min to downtown W/ Parking

3 bed/2 bath by United Center w/ private parking

Beautiful Chicago Greystone

Kid friendly 2 bedroom w/ private office
Apartment rentals with a patio

Convenient & Spacious 3BR Condo w/Free Parking

Welcome to the Chi! Close to Downtown

Logan Square Beauty with 2 Bedrooms W/parking

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

Modern Chicago Movie Themed Apt

Spacious 4 Bedroom Condo

Large Remodeled Home in Lincoln Park, Sleeps 12!

Private hot tub - King bed suite - Free parking
When is the best time to visit The Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $202 SGD | $203 SGD | $225 SGD | $281 SGD | $316 SGD | $373 SGD | $387 SGD | $349 SGD | $300 SGD | $313 SGD | $276 SGD | $239 SGD |
| 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 |
Quick stats about holiday rentals with a patio in The Loop

Total holiday rentals
Explore 280 holiday rentals in The Loop

Nightly prices starting at
The Loop holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 9,270 verified reviews to help you choose

Family-friendly holiday rentals
140 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 170 rentals that welcome pets

Holiday rentals with a pool
220 properties feature pools

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wifi availability
280 of The Loop holiday rentals include wifi 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
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Illinois Beach State Park
- Willis Tower
- Washington Park Zoo
- University of Chicago
- Things to do Chicago Loop
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- Art and culture Chicago
- Nature and outdoors Chicago
- Food and drink Chicago
- Tours Chicago
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