
Holiday rentals with a patio in West Loop
Find and book unique rentals with patio on Airbnb
Quick stats about holiday rentals with a patio in West Loop

Total holiday rentals
Explore 240 holiday rentals in West Loop

Nightly prices starting at
West Loop holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 12,560 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Holiday rentals with a pool
120 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wifi availability
240 of West Loop holiday rentals include wifi access

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

4.8 Average rating
West Loop stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with patio in West Loop
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

NEW! 3BR/2.5B Duplex in Noble Sq
Welcome to our stunning 3 bedroom, 2.5 bath duplexed condo with free parking and ample outdoor space in the heart of the vibrant Noble Square neighborhood. This open, bright and spacious unit is a true urban oasis that will make you feel right at home in the epicenter of Chicago. Our condo is close to some of the city's best restaurants, cafes, and bars, as well as several beautiful parks. With its unbeatable location, modern design, luxurious amenities, and SuperHost service - look no further!

Welcome to the Chi! Close to Downtown
Welcome to this contemporary, urban retreat in the bustling heart of River West. This entire unit is thoughtfully designed with modern convenience, catering to those seeking stylish and comfortable accommodation. This trendy unit is in a prime location, just a short walk to the Blue Line and minutes away from 90/94. With an array of restaurants, grocery markets, coffee shops, and stores within walking distance, you'll have the best of Chicago at your doorstep. 5 minute drive to United Center.

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!

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.

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 01 - 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!

River North | Rooftop With In & Out Parking | 3
Enjoy a stylish experience at this centrally-located place! ✨🏙️ Stunning 1,000 sq. ft. modern 2-bedroom, 2-bathroom unit—perfect for corporate travelers & families looking for a stylish escape in downtown Chicago. 🔥 Rooftop Patio w/ BBQ 🚗 Free In/Out Parking (5-min walk to garage) 🏠 2 Bedroom | 2 Bathroom 🛏️ 2 Queen Beds & Sleeper Sofa (Sofa Bed - Sleeps 1) 🛌 2 Inflatable Airbeds 👶 Portable Crib (For Mini Travel Companion) 🎬 Netflix, Hulu, Disney+, & Prime Included

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.

Spacious 4 Bedroom Condo
Located in West Town in the heart of Noble Square, just north of West Loop with access to all the best restaurants and only minutes away from River North and Old town, enjoy this 4 bedroom, 3.5 bath condo with private parking, 2 living spaces, heated floors throughout the entire lower level and steam showers. A gourmet kitchen stocked with everything you will need including an espresso maker. This home is perfect for families, couples, friends or traveling for business.

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 rentals with patio in West Loop
Flat rentals with a patio

Sunny 1 bedroom apartment 1 block from restaurants

The Metropolitan Retreat (Fitness Center • Sauna)

Grand Champions Suite, West Town

Vibrant & Chic Apt On Quiet St in Andersonville

Urban Oasis with Skylights and Cozy Queen Beds

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

Large 3BR/2BA Wicker Park Apt +Free Garage Parking

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

Serene Urban House next to Transit w Garage

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

BoHo House | Chic, 1903 Chicago Workers Cottage

Entire first floor in Lincoln Square!

Victorian House in Heart of Rogers Park

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

Cozy/Spacious WFH Family Friendly w Permit Parking

Beautiful Chicago Greystone
Apartment rentals with a patio

Int. Designer’s Lakeview Duplex w/private backyard

The Urban Oasis | Outdoor Lounge • Sleeps 10+

The Bagel Inn - Bright & Modern Wrigleyville 2 Bed

Logan Square Beauty with 2 Bedrooms W/parking

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

Wrigleyville Inn. Historic Greystone, Free Parking

Large Remodeled Home in Lincoln Park, Sleeps 12!

Chic Home! Walk to Nightlife-Comedy-Restaurants!
When is the best time to visit West Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $270 SGD | $255 SGD | $267 SGD | $334 SGD | $382 SGD | $402 SGD | $419 SGD | $401 SGD | $374 SGD | $362 SGD | $311 SGD | $276 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 |
Destinations to explore
- Rentals with an EV charger West Loop
- Rentals with a firepit West Loop
- Hotel rooms West Loop
- Rentals with a sauna West Loop
- Rentals with outdoor seating West Loop
- Rentals with a hot tub West Loop
- Rentals with a fireplace West Loop
- Apartment rentals West Loop
- Rentals with a washing machine and dryer West Loop
- Pet-friendly rentals West Loop
- Flat rentals West Loop
- Serviced apartment rentals West Loop
- Fitness-friendly rentals West Loop
- Rentals with pools West Loop
- Family-friendly rentals West 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
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- University of Chicago
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower
- Loyola University Chicago





