Vacation rentals with a patio in West Side

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Popular amenities for West Side patio rentals

Apartment rentals with a patio

Superhost
A living area features a dark sectional sofa paired with a cozy armchair, complemented by a decorative rug on tiled flooring. A wall-mounted TV is positioned above a sleek media stand. Light enters through an archway leading to the kitchen, which is partially visible.
Apartment in Chicago
4.88 out of 5 average rating, 112 reviews

Lovely 2-bedroom apartment in Pilsen

BarboraRating, 5 stars6 days ago
Very quiet neighborhood, the house is an easy 7min walk to the pink line. Quick ride to Chicago downtown. There is a cute bakery within walkable distance as well as a few grocery stores within a mile. The place itself looked exactly like pictures, very clean.
Guest favorite
A modern rooftop deck is presented, featuring contemporary seating with vibrant orange cushions arranged around a firepit. Panoramic views of the Chicago skyline are visible, showcasing a mix of architectural styles under a clear blue sky.
Apartment in Chicago
4.92 out of 5 average rating, 142 reviews

Modern 3BR with Private Rooftop & Free Parking

JillRating, 5 stars1 week ago
Song’s place was perfect for our family trip to Chicago!
Guest favorite
A spacious living room features a large sectional couch in green, accompanied by a round coffee table. A wooden console table supports a flat-screen TV. Light from several windows illuminates the space, complemented by decorative art and houseplants. A staircase leads to the upper floor.
Apartment in Chicago
4.96 out of 5 average rating, 26 reviews

Midcentury, comfy 2bed/2bath

MarkRating, 5 stars4 weeks ago
Diana was great. She was immediately responsive to any question or if I needed anything. She was also very friendly and just made staying at her place very comfortable. The place has a lot of space, which is really nice. The 608 walkway is 2 blocks away and is a great walk, and allows you to exit at various points and visit the Logan Park area, and get food, etc... Getting to Wrigley or thr Frank Lloyd Wright house is a quick drive (arnd 5/6 miles). I didnt want to leave and really enjoyed my stay at Diana's place.
Guest favorite
A modern living space is depicted, featuring a dark seating arrangement with patterned cushions and a wooden coffee table. A striped rug covers the floor, and a kitchenette is visible in the background, complemented by light cabinetry. Yellow accents add a lively touch.
Apartment in Chicago
4.89 out of 5 average rating, 103 reviews

Logan Square 2BR Garden Unit

BrandiRating, 5 stars2 weeks ago
Kimberly house was beyond clean and spotless. Exactly what I love when booking a Airbnb. She was very responsive and instructions were very clear. The neighborhood was quiet and peaceful. The crib look exactly like her pictures and super clean! I def would stay here again.
Top guest favorite
A bright living room features a cozy seating arrangement with a variety of armchairs and a sofa. Original art pieces adorn the walls, and a coffee table with a decorative table runner sits on a soft area rug. Light streams in through windows creating a lively atmosphere.
Apartment in Forest Park
4.99 out of 5 average rating, 156 reviews

Sunny 1 bedroom apartment 1 block from restaurants

EleanorRating, 5 stars2 days ago
Jim was a fantastic host. Very responsive and timely in his communications and support for our needs during our stay in their place. Their home was comfortable and well appointed with additional amenities you don't often see in AirBnB spaces, like N'espresso appliances and supplies. We would definitely consider repeat visits! Thank you, Jim!
Guest favorite
The living room features a spacious teal sofa paired with a simple black coffee table in front. A window with sheer curtains allows natural light to fill the area, complemented by a floor lamp and potted plants. Hardwood floors add warmth to the room.
Apartment in Berwyn
4.9 out of 5 average rating, 300 reviews

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

MykahRating, 5 starstoday
We decided to book this space for a last-minute birthday getaway. It was very clean, had a charming historic feel, and was conveniently located just a short drive from all the best spots. I would book again!
Guest favorite
A charming garden unit is situated within a light-colored, two-story building, framed by a white picket fence. The entrance is marked by a set of steps leading to a spacious porch, where seating may be present. Nearby trees and greenery accentuate the inviting exterior.
Apartment in Chicago
4.92 out of 5 average rating, 51 reviews

Montrose Gardens

AndrewRating, 5 stars1 week ago
Great location, walkable from Metra & CTA stations. Cozy space. Exactly what I needed
Superhost
A rustic wooden table with a live edge is paired with two minimalist stools. The light-filled space features a gray sofa in the background, complemented by soft furnishings and potted plants that add a touch of nature.
Apartment in Chicago
4.86 out of 5 average rating, 118 reviews

Private Garage+Laundry+Restaurant Row+93 Walkscore

EmmaRating, 5 stars2 weeks ago
We really enjoyed the location as its fairly close to the train, restaurants, and coffee shops. The space was great as it had all the amenities you need. We appreciated Ava reaching out to make sure check in went well. I would recommend this place to anyone.

House rentals with a patio

Top guest favorite
The living area features a cozy sofa and a patterned armchair, complemented by a glass coffee table. A television is positioned in one corner. Large windows invite natural light, while floor-to-ceiling curtains offer privacy. A potted plant adds a touch of greenery.
Home in Wilmette
4.97 out of 5 average rating, 152 reviews

Unique porcelain-enamel paneled "Lustron" home

MichelleRating, 5 stars1 week ago
We enjoyed our 2nd visit as much as the 1st. Great location! Wonderful hosts! Cool house! Comfortable beds! Beautiful serene backyard. (=
Guest favorite
A modern kitchen features dark wood cabinetry paired with light granite countertops. Stainless steel appliances, including a refrigerator and oven, are enhanced by a stylish backsplash. A dining area with a square table and tall chairs is complemented by bar seating at the island.
Home in Chicago
4.95 out of 5 average rating, 39 reviews

Floresitas Oasis, your home in Chicago

KevinRating, 5 stars2 weeks ago
Wonderful stay once again. Place is immaculate and very comfortable . Host is fast to respond with any messages as well. Would highly recommend
Top guest favorite
A welcoming living area is presented with a mix of plush seating, including a white chair and a vibrant orange sofa. A wooden shelving unit displays decorative items and books. Soft lighting enhances the wooden floor, while light streams through large windows dressed with sheer coverings.
Home in Chicago
4.98 out of 5 average rating, 113 reviews

Entire first floor in Lincoln Square!

MeganRating, 5 stars6 days ago
We loved Nora’s apartment! It was perfect for two adults and an infant. The pack n play plus high chair were huge helps to have on-site. The free laundry in building laundry was also fantastic. The apartment is charming, clean and close proximity to the park and main strip of restaurants and shops in Lincoln Square. We would definitely stay at Nora’s again.
Guest favorite
A modern kitchen features sleek white cabinetry and stainless steel appliances. A central island serves as a dining space, complemented by two navy blue stools with gold accents. Pendant lights provide illumination, enhancing the contemporary feel of the room.
Home in Chicago
4.86 out of 5 average rating, 136 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

LinaRating, 5 stars1 week ago
I loved the little cottage. Quiet neighborhood, felt safe. Restaurants were walkable. Reached out to Marilyn for a breakfast recommendation and checked out bacon and jam, amazing. House was easy to find. Clear instructions. Felt at home.
Guest favorite
A well-lit sleeping area is featuring two spacious beds with crisp white bedding. A dresser is positioned nearby, and a round mirror is mounted on the wall, reflecting natural light from a window. A bold blue accent wall adds a pop of color to the room.
Home in Oak Park
4.96 out of 5 average rating, 114 reviews

Garden Unit, King & Queen, Kitchenette & Parking

Anil BabuRating, 5 starstoday
Stayed at Lisa's Airbnb for a.3 day weekend with my family including a 2 year old. We had a great time, great neighborhood, good restaurants- 15 min drive to downtown Chicago and train access as well. The place matched description and my 2 year old played with the hens and chickens in their backyard. Very comfortable beds, clean bathrooms and very responsive host.
Top guest favorite
An outdoor seating area features a wooden deck surrounded by green plants. Comfortable gray sofas are arranged around a central fire table, offering a cozy gathering space. A pergola provides partial shade, and hanging flower baskets add a splash of color to the environment.
Home in Chicago
5 out of 5 average rating, 8 reviews

Exquisite Chicago Modern Rooftop, Sleeps 9

GloriaRating, 5 stars1 day ago
I love everything about this home and all the e amenities, and the private rooftop was the greatest touch of the property Vince was amazing and very easy to reach in very fast responding.Thanks so much .
Top guest favorite
The exterior of a historic two-story building is presented, featuring a contrasting mix of white and blue facades. A striking red door serves as the focal point, framed by elegant architectural details. A wrought iron fence surrounds the property, enhancing its charming curb appeal.
Home in Chicago
5 out of 5 average rating, 73 reviews

Windy City White House (3br/2ba) *New Listing*

SamanthaRating, 5 stars1 day ago
Beautiful place! Very clean! The host was very responsive. The kitchen was stocked with tea, coffee and extras. I love that they had a tea kettle. The rental had everything we needed, extra bedding and towels. We arrived to a basket of snacks and drinks 😊. Comfy beds and sofa in the sitting room. Lots of room for a family of 4. It is an upstairs unit so stairs to climb. Location was ok.
Guest favorite
Home in Chicago
4.95 out of 5 average rating, 151 reviews

The Grand Kimball Lodge, Logan Square, Sleeps 14

AndrewRating, 5 stars3 weeks ago
Our hosts were excellent - communicative, welcoming, friendly. We were greeted by Bob who was very laid back and accommodating. He offered good recommendations and amenities during our stay. The space is perfect for large groups and certainly impresses with its charm and personality. The neighborhood is walkable to the Blue Line and many bars/restaurants. Overall 10/10 a perfect stay and would absolutely book again in the future.

Condo rentals with a patio

Guest favorite
A bright living area features large windows allowing natural light to flow in. A comfortable gray sofa and matching armchairs are arranged around a coffee table on an area rug. A flat-screen TV is mounted on a white media console, enhancing the inviting space.
Condo in Chicago
4.81 out of 5 average rating, 285 reviews

Renovated 3br Duplex In Logan Square W/parking

LainieRating, 5 stars2 weeks ago
We had a great stay at Matt's house. The house is clean and as described. The neighborhood is fantastic with a lot of useful shops very close by. We were pleased with how much we could get to on foot, including a Walgreen's, coffee shop, pizza place, groceries, and much more.
Guest favorite
A spacious modern family room features a large sectional sofa adorned with decorative pillows. A 76” smart TV is mounted on the wall, displaying a beach scene. Natural light enters through multiple windows, illuminating the open layout that flows into a dining area with sleek furniture.
Condo in Chicago
4.94 out of 5 average rating, 124 reviews

Urban Oasis | Great for Families w/ Kids

RichardRating, 5 stars2 weeks ago
Place was great. Clean and well laid out with plenty of room. Enjoyed our stay. Location was further than we thought from our places we planned to visit. They were cutting down and grinding a tree first thing Saturday morning. Convenient cafe right around corner had good breakfast food and coffee. Ubers were fast getting us and to where we needed to go. Parked car and left all weekend. Neighborhood was a little rough with homeless and panhandlers but they left us alone. Great walks to Soldier field and Northern Island. Alex provided all the amenities you need plus some Heinkens to cool us down. We had no issues so we did not need to contact Alex at all but yoyu got to remember the location is on 17 Place not Street so we almost walked into the wrong house and when the dog started barking at us we knew something was up. LOL!!!
Superhost
A modern kitchen area features white cabinetry and a central island equipped with a sink and stools. Stainless steel appliances are visible alongside a decorative backsplash. Natural light fills the space through overhead lighting and a nearby entryway.
Condo in Chicago
4.87 out of 5 average rating, 119 reviews

Unique 2BR/2BA FREE Street Parking/WI-FI Near DT

AlfredoRating, 5 stars1 week ago
Everything went well. Place was very nice and the host was very responsive when I needed help and accommodative as well. Highly recommend if needed a place near downtown.
Guest favorite
The modern kitchen features sleek white cabinetry and stainless steel appliances, including a refrigerator and oven. A central island provides extra counter space with two black stools positioned nearby. The open layout allows a view of the adjoining living area through a doorway.
Condo in Chicago
4.91 out of 5 average rating, 109 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

JonathanRating, 5 stars1 week ago
This was a fabulous place to stay! My brother and I could easily walk to the "L" and head downtown. The pizza place right downstairs was delicious - we ate there twice in three days! The beds were comfortable, the couch and living room set up was cozy. I would absolutely stay there again!
Top guest favorite
A modern living area features a spacious couch with a textured throw, positioned near a wall-mounted TV above a sleek fireplace. Large sliding glass doors lead to an outdoor patio, revealing a view of the vibrant neighborhood.
Condo in Chicago
4.98 out of 5 average rating, 118 reviews

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

RebeccaRating, 5 stars1 week ago
One of my favorite Aibnbs of all time. The location is FUN - right in the center of the action in Northalsted. The space itself is beautiful and clean. The bedrooms are spacious, and the kitchen is well equipped. Allan was awesome and left us a bottle of prosecco to welcome us. Best part of the house is the huge covered front balcony - a front row seat to the joyous crowds, especially on the weekend. We saw a concert, walked to a Cubs game, spoiled the kids on Michigan Ave - and everyone agreed the balcony was our fave part of the trip. The rear deck is icing on the cake. We were in town so our kids could go to a concert and they also loved the area. If you're sensitive to noise, bring earplugs - all the action brings a bit of music - but really it's a steady din so super easy to tune out at bedtime. We love this place and can't wait to come back!
Superhost
A spacious living area is showcased, featuring a light-colored sectional sofa and a round coffee table. A ceiling fan is installed above, and natural light fills the room through large windows. The adjoining staircase leads to an upper level, complementing the open layout.
Condo in Chicago
4.86 out of 5 average rating, 152 reviews

Tri-Taylor/Medical Dist. near West Loop

JulioRating, 5 stars3 weeks ago
Great stay! The place was clean, comfortable, and in a convenient location. The host was friendly and helpful. I’d definitely stay here again!
Guest favorite
A modern living area features a large black leather couch accompanied by a sleek armchair. Artistic Chicago-themed decor adorns the walls, including a vibrant sign. Natural light fills the space through window coverings, with a stylish area rug enhancing the warm ambiance.
Condo in Chicago
4.93 out of 5 average rating, 138 reviews

Modern Chicago Movie Themed Apt

LechelleRating, 5 stars2 days ago
We had a fantastic stay at this Airbnb during our Chicago trip! The location was perfect — close to everything we wanted to see and do with our kids. The apartment was clean, well-equipped, and exactly as described. It felt like a home away from home. Check-in was smooth, and the host was responsive and helpful throughout our stay. Highly recommend for families or anyone visiting the city!
Top guest favorite
A modern living area showcases a coffered ceiling and stylish furnishings. Plush sofas and accent chairs are arranged around a coffee table, with a large wall-mounted television and a decorative painting enhancing the aesthetic. Natural light enters through multiple windows, illuminating the space.
Condo in Chicago
4.98 out of 5 average rating, 165 reviews

Spacious 4 Bedroom Condo

ScottRating, 5 stars2 weeks ago
We had a great stay for an extended wedding weekend with our entire family. Adrian's home was clean, modern, and well appointed. The beds were all very comfortable and linens were very soft. We felt very safe and the garage parking spot was a nice addition. I would highly recommend his home and would not hesitate to rebook there in the future.

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