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Vacation rentals with a patio in West Loop, Chicago

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Top-rated patio rentals in West Loop, Chicago

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Apartment in Chicago

5.0 out of 5 average rating, 10 reviews

Skyline Oasis: City & Lake Views

Welcome to our breathtaking one bedroom penthouse-like corner apartment! With stunning city, lake, and river views, this high-floor oasis offers an unforgettable stay. Stylish and luxurious designer furniture, spacious balcony, full kitchen stainless steel appliances, work area, fast wifi, immaculate cleanliness, rain shower, king-size bed, TVs, fan, AC. Building amenities: pool, jacuzzi, fitness room, plus more. Cleanliness is our top priority, ensuring an immaculate space for your stay. Enjoy!

Jun 18 – 25

Apartment in Oak Park

4.91 out of 5 average rating, 104 reviews

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

Bring the whole family to enjoy this great place with lots of comforts and space. Beautifully decorated with reclaimed barn wood throughout the home and a completely remodeled kitchen with cute bistro table to enjoy your coffee. Wonder around this beautiful, quiet Frank Lloyd Wright neighborhood to see beautiful Victorian homes and architect or take a brisk walk to downtown Oak Park before taking in the sites in Downtown Chicago. Whether you stay for a while or a few days, welcome home!

Sep 24 – Oct 1

Apartment in Chicago

5.0 out of 5 average rating, 26 reviews

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.

Nov 18 – 25

Apartment in Chicago

4.97 out of 5 average rating, 34 reviews

Fulton House #1 - Studio Only

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.

Jun 26 – Jul 3

Condo in Chicago

4.96 out of 5 average rating, 119 reviews

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.

Aug 25 – Sep 1

Apartment in Chicago

4.86 out of 5 average rating, 188 reviews

Perfect Lincoln Park Retreat - Walk to Depaul!

This perfectly located 2 BD/2 BA unit is waiting for you to call it home for your trip to gorgeous Lincoln Park! Make yourself comfortable in the sleek and modern interior of this newly renovated garden unit. Enjoy all of the comforts of home, as well as some cool features you don't see every day– such as LED-lit mirrors in both bathrooms! Walk to famous attractions like the historic Kingston Mines blues bar and the Lincoln Park Zoo, as well as the DePaul campus & 'El' train stop.

Jan 28 – Feb 4

Apartment in Illinois Medical District

4.93 out of 5 average rating, 14 reviews

Claremont Cottage Tri-Taylor/UIC/UnitedCenter

Beautifully furnished garden apartment in trendy Tri-Taylor neighborhood near United Center & UIC; 2 BR, 1 Full Bath, Fully-Equipped Kitchen, Living/Dining Room, Patio, Lovely Garden. Walk or bike to United Center, UIC, Little Italy, Illinois Med District; 7 min to West Loop, Pilsen, and Chinatown; 15 min to Downtown, Grant Park, our beautiful Lake Shore, and much more! Amenities: WiFi, 3 SmartTVs, Central Heat/Air, Touchscreen Smart Locks w/ personal/private passcode.

Sep 6 – 13

Home in Chicago

4.96 out of 5 average rating, 201 reviews

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).

May 20 – 25

Apartment in Chicago

4.82 out of 5 average rating, 118 reviews

2 Cozy Bedrooms In a Hidden Wicker Park Gem!

Classic and comfortable, my 2-bedroom garden apartment is in the ideal location for any traveler. Just steps from the Blue Line and all the action on Division St and Milwaukee Ave, you'll be in the heart of local favorite neighborhood Wicker Park, while still being able to quickly get downtown to visit the must-see sights. I provide all the essentials to make your stay easy and comfortable! Toilet paper, soaps, shampoos, towels, linens and even coffee and tea!

Dec 8 – 15

Guest suite in Chicago

4.86 out of 5 average rating, 43 reviews

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

Mar 10 – 17

Apartment in Cicero

4.98 out of 5 average rating, 202 reviews

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

Quiet city side street. Walking distance to dozens of restaurants and stores. Walking distance to Public Transportation including Metra train, CTA Pink line, Direct CTA Bus to Midway Airport. You will be a short 20-minute drive to Downtown Chicago, 15 minutes to United Center or Soldier Field. Perfect for the quick getaway, the night before your flight, or even the long work assignment. Relax on the Patio with a fire pit and grill.

Jan 15 – 22

Apartment in Chicago

4.87 out of 5 average rating, 271 reviews

Historic Old Town Flat - Minutes from Downtown!

Built in 1886, our "Boland House" offers guests a rare chance to stay in an architecturally significant residence on a beautiful tree-lined street in Historic Old Town district! The original owner was chief of plasterwork projects for the "White City's" 1893 World's Columbian Exposition - combined with modern day conveniences. If you've always wanted to stay in an authentic Chicago Victorian brownstone, you've found it!

Feb 26 – Mar 5

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Popular amenities for West Loop, Chicago patio rentals

Free parking on premises

Air conditioning

Apartment rentals with a patio

Apartment in Chicago

4.96 out of 5 average rating, 100 reviews

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

Jun 9 – 16

Apartment in Forest Park

4.85 out of 5 average rating, 112 reviews

Home away from home downstairs

Dec 21 – 28

Apartment in Berwyn

4.87 out of 5 average rating, 137 reviews

The Green Bungalow: Charming 1-BR apt. with patio

Jul 20 – 27

Apartment in Chicago

4.93 out of 5 average rating, 185 reviews

Spacious & Clean Ukrainian Village 2 Bedroom!

Aug 11 – 18

Apartment in Chicago

4.83 out of 5 average rating, 210 reviews

Cozy Lincoln Park Studio - Steps to Zoo!

Oct 31 – Nov 7

Apartment in Chicago

5.0 out of 5 average rating, 6 reviews

Casita Plzeň First Floor

Oct 20 – 27

Apartment in Chicago

4.88 out of 5 average rating, 56 reviews

Logan Square 2BR Garden Unit

Sep 18 – 25

Apartment in Logan Square

4.98 out of 5 average rating, 62 reviews

Colorful & Peaceful Boho-Chic Unit in Logan Square

Dec 5 – 12

House rentals with a patio

Home in Chicago

5.0 out of 5 average rating, 31 reviews

NEW! 3BR/2.5B Duplex in Noble Sq

Feb 8 – 15

Home in Chicago

4.93 out of 5 average rating, 14 reviews

jane's house - a boutique flat in west town -2b/1b

Jul 13 – 20

Home in Chicago

4.98 out of 5 average rating, 54 reviews

2BD/1 BA with summer patio in quiet Roscoe Village

Nov 10 – 17

Home in Chicago

4.91 out of 5 average rating, 87 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

Feb 27 – Mar 6

Home in Oak Park

4.96 out of 5 average rating, 73 reviews

Clean, Cozy Duplex with Kitchen & Free Parking

Aug 25 – Sep 1

Home in Chicago

4.87 out of 5 average rating, 63 reviews

Chicago getaway for two!

Apr 19 – 26

Home in Chicago Ridge

4.9 out of 5 average rating, 51 reviews

Quiet cul-de-sac with huge fenced in backyard

Nov 27 – Dec 4

Home in Chicago

4.93 out of 5 average rating, 71 reviews

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

Aug 15 – 22

Condo rentals with a patio

Condo in Chicago

4.82 out of 5 average rating, 187 reviews

Chicago River West 4 Bedroom / 3 Bathroom

Dec 31 – Jan 7

Condo in Chicago

4.95 out of 5 average rating, 110 reviews

CHIC DOWNTOWN PENTHOUSE w/ private roof +parking

Jul 17 – 24

Condo in Chicago

4.98 out of 5 average rating, 102 reviews

Interior designer duplex 2bd 2bath w/ prvt office

Nov 6 – 13

Condo in Chicago

4.96 out of 5 average rating, 101 reviews

Lincoln Park 2bed/2bath in Historic Neighborhood

Sep 16 – 23

Condo in Chicago

4.82 out of 5 average rating, 309 reviews

Lively Wicker Park 2br, Steps to Damen Blue Line

Mar 11 – 18

Condo in Chicago

4.95 out of 5 average rating, 129 reviews

The Grand Kimball Lodge, Logan Square, Sleeps 14

Jan 22 – 29

Condo in Chicago

4.82 out of 5 average rating, 177 reviews

Can't Beat This 2min Walk to Wrigley!

Apr 10 – 17

Condo in Chicago

5.0 out of 5 average rating, 100 reviews

Spacious 4 Bedroom Condo

Feb 6 – 13

Quick stats about vacation rentals with a patio in West Loop, Chicago

Total rentals
200 properties
Rentals with dedicated workspaces
160 properties have a dedicated workspace
Rentals with a pool
100 properties have a pool
Pet-friendly rentals
110 properties allow pets
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
7.5K reviews

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