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Holiday rentals with a patio in South Side

Find and book unique Holiday Accommodation with Outdoor Verandahs on Airbnb

Top-rated Holiday Accommodation with Outdoor Verandahs in South Side

Guests agree: These Holiday Homes with Outdoor Verandahs are highly rated for location, cleanliness and more.

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Guest suite in Chicago

4.81 out of 5 average rating, 63 reviews

Comfortable and Cozy Suite in Quiet Neighborhood

Are you coming to town to visit family, friends or for business? This cozy, clean, comfortable & 420 friendly suite has all you need to escape your everyday. Look no further! This one-bedroom suite is perfect for 1-3 people, small families, or individuals. If you're visiting family or friends and want your personal space or are in town for business and need a comfy bed, wifi, and office space, then this place was designed for you. Kick back and relax in this calm, stylish, 420 friendly space.

Guest favourite

Apartment in Oak Park

4.92 out of 5 average rating, 108 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!

Guest favourite

Home in Chicago

4.91 out of 5 average rating, 92 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

Whether your looking to stay near family or be close to Downtown. This place has it ALL! This coach house is located in Mt greenwood which is one of the safest neighborhoods in the City of Chicago. It is home to many police, firefighters and teachers. Downtown is a quick 30 minute drive and there are also many bars and restaurants in walking distance. The home has been totally renovated and stocked with all the essentials. All you need to do now is pack your bags and enjoy your vacation.

Guest favourite

Condo in Chicago

4.96 out of 5 average rating, 126 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.

Guest favourite

Apartment in Chicago

4.83 out of 5 average rating, 6 reviews

Chic & Cozy, New Build 2beds, 15mins from The Bean

Enjoy an Art Deco experience at this centrally-located place, in the heart of historic Bronzeville, Chicago. This 2 bedroom with 2 queen beds unit is the perfect base for your Windy City adventures. With modern amenities, comfortable furnishings, and a prime location in one of Chicago's most historic neighborhoods, you'll feel right at home in this cozy and stylish retreat. 15 minutes away from downtown, 5 minutes away from Lake Michigan, amazing eateries, park and the interstate I90-94

Guest favourite

Apartment in Forest Park

4.88 out of 5 average rating, 102 reviews

Home in Forest Park upstairs.

In this cozy apartment you will have a small but functional kitchen, in unit laundry, fast WiFi connection and access to a back yard.. It’s an old building but conveniently located 30 minutes from O'Hara International Airport, 20 minutes from Downtown Chicago via I-290, and 40 minutes away from Midway Airport. Forest Park is a very safe, vibrant and diverse suburb of Chicago. You will be within walking distance of many different restaurants, boutiques, bars, parks, and public transit

Guest favourite

Apartment in Berwyn

4.87 out of 5 average rating, 147 reviews

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

Situated in a residential neighborhood just outside the city limits, this lovely 2nd floor apartment is blocks from the Blue Line train and highway. Our newly renovated vintage unit has a full kitchen, hardwood floors, plenty of natural light, a backyard patio and its own private entrance. Our bungalow is walking distance to cafes, restaurants, shopping, music and nightlife. Enjoy the charm of the suburbs while having easy access to all the attractions Chicago's downtown has to offer.

Guest favourite

Condo in Chicago

4.96 out of 5 average rating, 180 reviews

Updated Designer Duplex In Fulton Market W/parking

UPDATE: We just completed our luxury renovation March 2023! New kitchen, bathrooms, and patio with a firepit. We hope you enjoy! The first thing you notice stepping into my house are the sky-high ceilings! Enormous floor to ceiling windows allow light to stream into the the 2 floor home. The stylish and very large terrace are great for summer nights. Walk out the front door & you are in the heart of restaurant row with all the best bars and restaurant in the city. Parking included!

Guest favourite

Apartment in Chicago

4.83 out of 5 average rating, 215 reviews

Cozy Lincoln Park Studio - Steps to Zoo!

This cozy studio in the heart of Lincoln Park is just steps away from some of the best experiences that Chicago has to offer! Just a block from the Lincoln Park Zoo and near the great restaurants and bars of the neighborhood, there's something here for everyone. See a show at the world-famous Second City, take a quick ride up Clark St to see the Cubs play at historic Wrigley Field, or just stay in and relax, there's no wrong way to spend your time in the Windy City!

Guest favourite

Home in Chicago

4.87 out of 5 average rating, 53 reviews

Cozy Bright Quiet Boho-Chic House in Bridgeport

Kick back & relax in your home away from home in our modern, quaint, cozy & peaceful space in the heart of the Bridgeport neighborhood. Featuring incredible natural light, modern amenities & playful artwork, the coach house is impeccably clean and designed to ensure you have the best travel experience possible. Located near the popular Halsted Street, you're only blocks away from bakeries, farm-to-table restaurants, independent coffee shops and local breweries.

Guest favourite

Apartment in Chicago

4.86 out of 5 average rating, 14 reviews

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.

Guest favourite

Apartment in Cicero

4.98 out of 5 average rating, 208 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.

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Popular amenities for South Side Holiday Houses with Outdoor Verandahs

Free parking on premises

Air conditioning

Apartment rentals with a patio

Apartment in Chicago

4.87 out of 5 average rating, 110 reviews

Idyllic Lakefront Sanctuary W/ Unforgettable Vista

Apartment in Chicago

4.81 out of 5 average rating, 64 reviews

Luxurious 3 Bedroom Getaway

Apartment in Chicago

4.91 out of 5 average rating, 67 reviews

Eclipse: Apt. in Woodlawn | Near UChicago

Apartment in Chicago

4.81 out of 5 average rating, 80 reviews

Cozy 2 bdrm w/ patio mins from Midway Airport

Guest favourite

Apartment in Chicago

4.97 out of 5 average rating, 36 reviews

Serene Escape with King Sleep Number Bed, No Fees!

Guest favourite

Apartment in Chicago

4.98 out of 5 average rating, 64 reviews

CitySlickers Crash Pad /Free Parking /No Clean Fee

Apartment in Chicago

4.89 out of 5 average rating, 38 reviews

Bronzeville/ UofC Greystone Free parking, wifi

Guest favourite

Apartment in Chicago

4.92 out of 5 average rating, 60 reviews

Lovely 2-bedroom apartment in Pilsen

Holiday House Rentals with a Verandah

Guest favourite

Home in Chicago

4.96 out of 5 average rating, 206 reviews

Division St Designer Home In Heart of Wicker Park

Guest favourite

Home in Chicago

4.9 out of 5 average rating, 21 reviews

Spacius unit in historic gem

Guest favourite

Home in Chicago

4.93 out of 5 average rating, 75 reviews

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

Guest favourite

Home in Chicago

5.0 out of 5 average rating, 15 reviews

Modern Family Townhouse

Guest favourite

Home in Chicago Ridge

4.88 out of 5 average rating, 59 reviews

Quiet cul-de-sac with huge fenced in backyard

Guest favourite

Home in Chicago

5.0 out of 5 average rating, 19 reviews

Chicago Home by Midway near Downtown Attractions

Guest favourite

Home in Chicago

5.0 out of 5 average rating, 56 reviews

NEW! Lake & Skyline View on Kenwood Culdesac!

Guest favourite

Home in Chicago

5.0 out of 5 average rating, 20 reviews

Hyde Park Haven: Exquisite Airbnb

Holiday condos with a patio

Guest favourite

Condo in Chicago

5.0 out of 5 average rating, 106 reviews

Spacious 4 Bedroom Condo

Guest favourite

Condo in Chicago

4.96 out of 5 average rating, 112 reviews

CHIC DOWNTOWN PENTHOUSE w/ private roof +parking

Guest favourite

Condo in Chicago

4.98 out of 5 average rating, 109 reviews

Interior designer duplex 2bd 2bath w/ prvt backyd

Condo in Chicago

4.86 out of 5 average rating, 101 reviews

Tri-Taylor/Medical Dist. near West Loop

Guest favourite

Condo in Chicago

4.95 out of 5 average rating, 132 reviews

The Grand Kimball Lodge, Logan Square, Sleeps 14

Guest favourite

Condo in Chicago

4.96 out of 5 average rating, 106 reviews

Lincoln Park 2bed/2bath in Historic Neighborhood

Condo in Chicago

4.83 out of 5 average rating, 182 reviews

Can't Beat This 2min Walk to Wrigley!

Guest favourite

Condo in Chicago

5.0 out of 5 average rating, 17 reviews

University of Chicago Condo-Upgraded and Spacious

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