
Vacation rentals with outdoor seating in West Loop
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in West Loop
Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

Stylish First Flr. Studio. Best Location Division+Hermitage.
Clean! Private! Studio located in the popular Ukrainian Village. This quiet unit is located in a charming 19th century pink brick Victorian cottage. It is a great retreat from work or play when visiting Chicago. This welcoming space features modern amenities, stylish decor with unique artwork, tall ceilings and an inviting color palette. Hermitage House Studio a perfect home away from home with in unit laundry, cable with On Demand and green filled backyard patio perfect for sipping your morning coffee or tea. Need 2nd space same building? Check out airbnb.com/h/chicago-hermitage-loft2 This private –very hip studio apartment - completely renovated and newly decorated is set up like a posh hotel suite with all the amenities of home!! Used for guests only this cozy and modern first floor apartment is set in an 1892 vintage brick cottage with a beautiful outdoor rear patio on a quiet tree lined street! This richly colored designer decorated space with all original artwork has comfort in mind. It has plenty of seating including a comfortable leather sofa, a cool desk area and raised bar. Hardwood floors throughout living space, 9’ ceilings, washer/ dryer, central air and heating, hotel like bathroom with soaking tub and an in unit stacking washer/dryer. Modern white kitchen has granite countertops, quartz sink, gas stove-oven, dishwasher, garbage disposal , microwave. The kitchen has many fun gadgets like French press coffee maker, electric tea pot and more. Everything is available for you to use. The high counter with barstools separates the kitchen from the living/sleeping space. The relaxing bedroom area accommodates 2 with a queen pillow top Serta mattress, great lighting, beautiful Mediterranean blue curtains and storage end tables filled with additional blankets. A full aero bed can accommodate a third person if needed. There is a custom closet system with great storage for personals, shoes and folded clothing. Perfect for a couple or an Airbnb business user! Flat screen TV with cable and movie channels Fast Wi-Fi This unit is located in the quiet first floor rear of this building. The first floor rear patio is yours to enjoy! The upper level deck is private. This unit features a digital locks. You will be able to pick your own code before check-in. I am readily available but will respect your privacy unless you need me. I live in the building (Sometimes out of town) but always accessible by phone or internet if anything is needed but the place is yours to enjoy! Located just steps off bustling Division Street this neighborhood has it all without the fuss of downtown. Within walking distance there are restaurants with cuisines from around the world as well as comfort food. Nightlife options including live music and sports venues. There is boutique shopping, art galleries, a local gym and even a mini Target. This cozy Studio is quick walk from the Division St. Blue-Line train that will get you downtown or to O'hare Airport in minutes. Just two blocks to the Division Blue line running from O’Hare and downtown at the intersection of Division/Ashland/Milwaukee This is a great walking neighborhood but it is easily accessible to many buses, cabs, trains and even the new shared Divvy bike station just a block from the studio. If you choose to drive there is zoned parking permits available- 1 per day. I will happily provide directions to attractions, neighborhoods, great food, groceries, coffee and nightlife
Explore the City from an Elegant, Urban Retreat
- Queen Size bed in the private bedroom for two guests. - Sofa Bed with Full Size mattress for the 3rd and 4th guests (light weight and easy to setup). - Additional portable twin size cot can be set up per request. - Private Bathroom has a ceiling speaker and night light. - Living Room has an HD cinema projector with 100" screen. - A private garden with a gas grill and patio dining table/chairs. - Entry gate and door are Keyless/ Secured Key-coded. - Attached Private Parking space is available per request (subject to availability). - Easy Street Parking: Street parking is zoned (Chicago Residential Zone Parking) and we provide daily zone permits for parking on the street in front of the apartment. - Garden Space offers gas grill for Summer/Fall cookout (Share with two other apartments in the building). Text or phone call for quick reply The apartment is near the popular West Loop and West Town neighborhoods and close to public transit. Downtown parks, museums, and shops are less than two miles away. There's a Divvy Bikes station and a Starbucks across the street. Short walk to public transit ("L", bus, or Divvy bikes) 1 min drive to I-90/94. Less than 2 miles to downtown parks, museums, and shopping destinations. Less than 10 min drive to Lincoln Park, Old Town, and 5 min drive to Wicker Park, and Bucktown.

Cozy Studio in Perfect Location
Recently remodeled English garden studio apartment in the perfect location! Exposed brick with skylights added to this lower level apartment in a great neighborhood! Steps away from the CTA Blue Line train in an area featuring great cafes, bars and restaurants! The apartment was recently renovated and the bed is a Bob-O-Pedic memory foam mattress. If you're coming to Chicago for concerts, sporting events, restaurants, museums or other cultural activities, this location is ideal and pretty chill!

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.

Clean & Best Location 2BR+2BA | Mapletree Suites
Welcome to Mapletree Suites! Our stylish, clean, and contemporary 2 bed+2 bath suites are located in a boutique building in Chicago’s booming West Loop neighborhood. Keyless entry, blazing fast WiFi, bright white linens, in-unit laundry, 10ft ceilings, balconies, Italian cafe, host on-site, plus much more! Steps from Target store, parks/athletic field, CTA, and close to United Center, world-class restaurants, loop/lakefront, Med District, UIC, corporate offices and highway network. Book today!

Walk to UC, No Stairs, Free Parking
Modern 2BR/2BA with chef’s kitchen, King suite with private bath, Easy no-stairs access, park next to the unit and walk in within steps + dedicated garage parking, level 1 - EV charging, rooftop city views. Easy access: - Private street-level entrance, no stairs. - Park right next to the unit and be inside within steps. - Ideal for seniors, guests with disabilities, and families with strollers. - Near the United Center - 10 min to McCormick Place - 12 min Downtown Chicago - Sleeps up to 8

Spacious 4-Level/4-Bedroom Townhouse in West Loop
Spacious Townhouse in Chicago's Hip Foodie Neighborhood: West Loop/Fulton Market. This is a Private, 4-Story Townhouse on a Tree-Lined Street just Steps from the Action...while still quiet enough for a good night's sleep. Walk to some of the Nation's Top Restaurants (near Restaurant Row), Clubs, Pubs, Groceries, Parks, Coffee Shops. Easy Train Transit to O'Hare, Navy Pier, Mag Mile, McCormick Place, etc...Terrace w/Skyline Views & Attached Garage Parking for 1 Regular-Sized Vehicle Included!

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.

✨Spacious Centrally Located West Loop Loft✨
✔ FREE Fitness classes at The Barre Code included ✔ FREE STREET PARKING - Msg for more info ✔ PETS ok w/ prior approval ✔ HUGE 1300 sq ft loft style, but walls go to the ceiling ✔ CLEAN & sanitized ✔ Cozy & bright ✔ FAMED, historic Chicago pink brick ✔ Soap & other toiletries included ✔ Bedrooms are in back & quiet ✔ Central Location: -Close to trains & bus -6-10 mins to popular neighborhoods & hot restaurants ⚠️Construction noted in older reviews was completed in Nov '24

Peaceful River West, free parking
This Apt can be rented separately or together with Comfy River West Apt. https://abnb.me/aoJ0F64vDY This one on the the 2nd floor and one directly above on the 3rd floor. Together they will sleep 8 guest. This beautiful 2BR, 1 BA has all new furniture, all new appliances, counter tops, vanity, mirrors. Free parking in a gated lot, Level 2 EV charging available for electric cars. Shared patio/gardens and grill. Fully stocked kitchen, private washer & dryer.

Spacious Downtown 3BR with Free Parking
A beautiful, modern, three bedroom two bath apartment located in the heart of Fulton Market in downtown Chicago. You'll have the whole space to yourself with easy access to some of the best restaurants in the city, a free parking space on premise, and nearby access to public transportation to quickly get around the city. The interior is recently renovated with new furnishings, and provides a beautiful space to relax and recharge between outings.

The Huron Haven
A beautiful, one-of-a-kind, hidden gem in the heart of River West. Private entry. Front & Back Patios. Full office space. Large Living Room. Exposed brick walls, 11.5’ tall ceilings. Large barn doors lead from the living room / office to a large master bedroom with large modern bathroom. The bedroom has French doors which open to private balcony with a beautiful back patio, dining space, and thriving garden. On Property Parking
Popular amenities for West Loop outdoor seating rentals
House rentals with outdoor seating

Flat in Lincoln Park 2-Flat Central to Everything

Historic Old Town, Fabulous 4 Bedroom Home

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

Cool Quiet Coach House, Private Access + Patio

Victorian House in Heart of Rogers Park

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

Private Roofdeck! Location! Parking! Amazing home!

Beautiful Chicago Greystone
Apartment rentals with outdoor seating

Evanston 2BR 2Bth 1 Blk to Beach

The Banksy-United Center Firepit Free Parking

Bright & Spacious Victorian-FREE PKG walk to train

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

A Vintage Pink House in the Heart of Chicago

Hip Chicago Condo in fun shopping and dining area

Spacious 2 Bedroom in the heart of Lakeview!

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt
Condo rentals with outdoor seating

Studio flat in the heart of Chicago's Gold Coast

NEW luxury Old Town 1-Bedroom condo

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

Two Bedroom w Porch in Wicker Park

Bold Ukrainian Village 2 Bedroom w/Garage Parking

Wrigleyville Inn. Historic Greystone, Free Parking

Luxurious River North 3BR/2BA- Free Onsite Parking

Wicker Park/Bucktown condo with large balcony
When is the best time to visit West Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $254 CAD | $242 CAD | $268 CAD | $268 CAD | $364 CAD | $412 CAD | $392 CAD | $419 CAD | $335 CAD | $330 CAD | $284 CAD | $254 CAD |
| 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 outdoor seating in West Loop

Total vacation rentals
Explore 160 vacation rentals in West Loop

Nightly prices starting at
West Loop vacation rentals start at $82 CAD per night before taxes and fees

Verified guest reviews
Over 8,380 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 100 rentals that welcome pets

Vacation rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
160 of West Loop vacation 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!
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- Rentals with outdoor seating Chicago
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- Rentals with outdoor seating 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
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Washington Park Zoo
- Oak Street Beach
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower
- Indiana Dunes State Park





