
Vacation rentals with a patio in The Loop
Find and book unique patio rentals on Airbnb
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 1BR + Futon • Deck • Laundry • Private Entry
Located at the geographic center of Chicago with plenty of FREE street parking. The area is very safe and about a 10-min walk to the 35th/Archer Orange Line and just 3 blocks from the Archer bus—both take you downtown within minutes. This lower-level 1BR has a private entrance, spacious queen bedroom, living room with full futon, full kitchen, and private bath. Perfect for solo stays, couples, small families, or work trips. Enjoy your own space with access to a back patio, grill, and laundry.

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!

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt
Centrally located in the heart of Lincoln Park this meticulous 2 bedroom apartment is just a short walk to downtown Chicago, the Lincoln Park Zoo, lakefront, shops, restaurants and nightlife. This luxury designer 2,000 SF 1st & 2nd floor apt is bright and spacious and features everything needed to live in Chicago like a local. The apartment features two bedrooms with king & queen beds, 3 full baths, pullout couch, gourmet kitchen, central HVAC and washer/dryer. Recently completely renovated.

Colorful Bucktown Garden Apartment
Enjoy a stylish experience at this centrally-located apartment. Close to all of the neighborhood amenities including the 606 trail, shopping district, highly reviewed restaurants, blue line "el" train, neighborhood parks, and more. Walk to everything you need or jump on the blue line to get downtown quickly. Our colorful space is perfect for your city stay. Enjoy comfortable spaces including an oversized bedroom, cozy living room, fully appointed bathroom, dining area, and a kitchenette.

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.

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.

CHIC DOWNTOWN PENTHOUSE w/ private roof +parking
Escape into this spacious, Chicago Penthouse! 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! - Private, spacious roof deck viewing the entire Chicago skyline! - Fast WiFi (600 mbps) - Master en-suite w/ separate walk-out - Designated parking spot! - Steps away from blue line Damen station (800 feet)

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.

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!

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).

Cozy guest studio, great for couples!
This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.
Popular amenities for The Loop patio rentals
Apartment rentals with a patio

Wicker Park Walk-Up Condo

Sunny 1 bedroom apartment 1 block from restaurants

Grand Champions Suite, West Town

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

Small and Cozy 2BR Apartment Pilsen NoCleaning Fee

Luxury Designer Penthouse 3804 | Pool | Gold Coast

Blue Brick Apartment in Bridgeport - Park for Free

Charming Lincoln Park apartment
House rentals with a patio

3BD Home Mins from Airport | Free Wi-Fi + Parking

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

BoHo House - A 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

Cozy/Spacious WFH Family Friendly w Permit Parking

Chicago getaway for two!
Condo rentals with a patio

The Urban Oasis | Outdoor Lounge • Sleeps 10+

Welcome to the Chi! Close to Downtown

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

Logan Square Beauty with 2 Bedrooms W/parking

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

Spacious 4 Bedroom Condo

2-story condo / 3-Minute walk to Wrigley Field

Wicker Park/Bucktown condo with outdoor patio
When is the best time to visit The Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,054 GYD | G$33,263 GYD | G$36,820 GYD | G$46,025 GYD | G$51,673 GYD | G$61,087 GYD | G$63,388 GYD | G$57,112 GYD | G$49,163 GYD | G$50,836 GYD | G$45,188 GYD | G$37,447 GYD |
| 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 vacation rentals with a patio in The Loop

Total vacation rentals
Explore 280 vacation rentals in The Loop

Nightly prices starting at
The Loop vacation rentals start at G$8,368 GYD per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 170 rentals that welcome pets

Vacation rentals with a pool
220 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
Destinations to explore
- Hotel rooms Chicago Loop
- Loft rentals Chicago Loop
- Rentals with a fire pit Chicago Loop
- Rentals with a sauna Chicago Loop
- Rentals with a fireplace Chicago Loop
- Boutique hotels Chicago Loop
- Rentals with outdoor seating Chicago Loop
- Rentals with a home theater Chicago Loop
- Rentals with a hot tub Chicago Loop
- Rentals with breakfast Chicago Loop
- Rentals with lake access Chicago Loop
- Apartment rentals Chicago Loop
- Rentals with an EV charger Chicago Loop
- Condo rentals Chicago Loop
- Rentals with pools Chicago Loop
- Rentals with beach access Chicago Loop
- Serviced apartment rentals Chicago Loop
- Waterfront rentals Chicago Loop
- Rentals with an accessible height bed Chicago Loop
- Pet-friendly rentals Chicago Loop
- Family-friendly rentals Chicago Loop
- Rentals with a washer and dryer Chicago Loop
- Fitness-friendly rentals Chicago Loop
- Rentals with a patio Chicago
- Rentals with a patio Cook County
- Rentals with a patio Illinois
- Rentals with a patio United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Soldier Field
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Oak Street Beach
- Garfield Park Conservatory
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Brookfield Zoo
- Illinois Beach State Park
- Willis Tower
- Washington Park Zoo
- The 606
- Things to do Chicago Loop
- Things to do Chicago
- Tours Chicago
- Art and culture Chicago
- Sightseeing Chicago
- Sports activities Chicago
- Nature and outdoors Chicago
- Food and drink Chicago
- Things to do Cook County
- Sightseeing Cook County
- Nature and outdoors Cook County
- Sports activities Cook County
- Food and drink Cook County
- Tours Cook County
- Art and culture Cook County
- Things to do Illinois
- Sports activities Illinois
- Tours Illinois
- Food and drink Illinois
- Nature and outdoors Illinois
- Sightseeing Illinois
- Art and culture Illinois
- Things to do United States
- Sports activities United States
- Nature and outdoors United States
- Art and culture United States
- Entertainment United States
- Food and drink United States
- Sightseeing United States
- Wellness United States
- Tours United States




