Vacation rentals with a patio in Oak Park

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Popular amenities for Oak Park patio rentals

Apartment rentals with a patio

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 Humboldt Park
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.
Guest favorite
A spacious bed with patterned bedding rests against a geometric accent wall painted in dark blue and vibrant yellow. Two nightstands with lamps are positioned on either side, contributing to the cozy and modern aesthetic of the room.
Apartment in Maywood
4.92 out of 5 average rating, 97 reviews

Cozy guest studio, great for couples!

JulianRating, 5 stars1 week ago
Great place . Very nice and responsive host. Great for couples. Great location
Guest favorite
A welcoming living area features a plush gray sofa with decorative throw blankets. A patterned area rug lies beneath. Kitchen bar stools are positioned at a counter adjacent to a well-equipped kitchen visible in the background, along with a decorative console table and a television.
Apartment in Forest Park
4.92 out of 5 average rating, 25 reviews

Comfy Cozy 2BR Home Away from Home

VeronicaRating, 5 stars2 weeks ago
This place was great for our stay. It was right off the Blue line which brought us right into the city. The space was clean and spacious for Chicago! There were 4 of us with 2 being full teenagers/young adults and we went all on top of each other. If I had questions, she was prompt with response and solution. The neighborhood is nice and walkable with restaurants nearby. It was an easy stay and that is always great! Definitely earmarking this one for future Chicago stays.
Top guest favorite
A bright living room features hardwood flooring and a large, comfortable gray sectional sofa. Two unique yellow chairs are positioned nearby. A stylish TV unit and shelves display decor items, while light streams in through multiple windows, enhancing the open and inviting layout.
Apartment in Andersonville
4.99 out of 5 average rating, 155 reviews

Vibrant & Chic Apt On Quiet St in Andersonville

DianeRating, 5 stars1 week ago
Staying with Johana was a pleasure. The location was perfect, the house was cozy and clean. Highly recommend.
Superhost
A welcoming living area features a world map mural on a textured wall, complemented by two soft gray sofas and a wooden coffee table. Natural light filters through sheer curtains, illuminating the space. A dining table with chairs is positioned nearby, creating an inviting atmosphere.
Apartment in Berwyn
4.82 out of 5 average rating, 65 reviews

The Cosmopolitan Unit

BruceRating, 5 stars3 weeks ago
Very good house, we like it
Guest favorite
A comfortable living room is furnished with two reclining sofas, accented by red and gray cushions. A round glass table sits at the center, surrounded by natural light from large windows with white drapes. A decorative stand displays a small vase of flowers.
Apartment in Berwyn
4.88 out of 5 average rating, 25 reviews

La Casita Near Midway&Downtown

RavenRating, 5 stars3 weeks ago
Teresa's place was a nice, quiet and cozy place to stay for a quick trip to Chicago. Everything we wanted to do was within 25 minutes and it was nice to not have to deal with traffic all weekend. The place was even nicer than described! Teresa was flexible and understanding is a great communicator. All of her directions were clear and concise. I would definitely come and stay again!
Top guest favorite
The living area features a large gray sofa, a stylish armchair, and a modern media console with a television. Natural light filters through two large windows, providing a view of the surroundings. A small plant and decorative rug add subtle touches to the space.
Apartment in Near West Side
4.98 out of 5 average rating, 105 reviews

Millennium park 10 min Free P-Spot&Balcony Sleep 8

RomikaRating, 5 stars4 weeks ago
Great location, beautiful place.
Guest favorite
A spacious basement entertainment area features a comfortable sectional sofa and a large coffee table. A pool table is positioned in the center, while a wall-mounted TV and an electric fireplace create a relaxed atmosphere. Light-colored walls and flooring enhance the space's openness.
Apartment in Logan Square
4.86 out of 5 average rating, 109 reviews

Logan’s Cozy Inn.

SandraRating, 5 stars2 weeks ago
Great location with lots of nice bars and restaurants locally and easy access also to the CTA blue line to Downtown and O’Hare. Apartment was ideal and was just as described. Would recommend and if ever back in Chicago would look to stay here again.

House rentals with a patio

Superhost
The exterior of a multi-story brick home is presented, featuring a distinctive rounded entrance. The facade showcases elegant architectural details and decorative trim, while landscaped greenery surrounds the property. A pathway leads to the front door, flanked by well-maintained shrubs and seasonal foliage.
Home in Berwyn
4.91 out of 5 average rating, 32 reviews

European Custom Built Home

EmilyRating, 5 stars1 month ago
House is vast, clean, and absolutely beautiful inside and out. Easy to get with a car or local transit and a short walk. Pictures don't do the house justice it has lovely historical features and more room than it seems between the three floors (ground floor, basement and upstairs). With two usable balconies and a patio backyard there is more enough space to entertain a small group outside.
Guest favorite
A bright living area features a plush green sofa and a glass coffee table, set against light-colored walls. Near large windows, a small dining table is complemented by four chairs. Natural light fills the space, creating a welcoming and airy environment.
Home in Norwood Park
4.97 out of 5 average rating, 122 reviews

3BD Home Mins from Airport | Free Wi-Fi + Parking

TylerRating, 5 stars3 weeks ago
Karna was very helpful with check-in and responsive to all questions. The place was very well organized and well maintained.
Guest favorite
An outdoor space is showcased featuring a hot tub under a pergola with string lights, providing a relaxed ambiance. Comfortable seating is arranged around a firepit table, complemented by a gas grill visible in the background.
Home in Bridgeport
4.96 out of 5 average rating, 122 reviews

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

LuciaRating, 5 stars1 week ago
We were 4 adult and 1 dog and we stayed at Matthew's place, everything went smooth and easy to feel at home, parking spot and great location of the house make us everything easier, it was so fast to get to the downtonw in lees than 20 minutes. Matthew was always responsive to all our questions, I definitely will search for this place to sray on my next trip to chicago.
Guest favorite
An open concept living and dining area features a blue sectional sofa paired with a round coffee table on a patterned rug. A sleek TV stand displays a scenic image. A dining table with black chairs and a chandelier is visible in the background, enhancing the space.
Home in Brookfield
4.89 out of 5 average rating, 102 reviews

The Brookfield Breakaway w/ Game Room

MieshaRating, 5 stars2 weeks ago
Highly recommended.... House was a really nice spot to stay at.... If ever back in town I'll definitely book back with them....
Superhost
A modern kitchen is characterized by dark wood cabinetry and stainless steel appliances. A spacious dining table is surrounded by four chairs. Natural light enters through a door, which leads to the outside, creating a bright and functional cooking space.
Home in Maywood
4.74 out of 5 average rating, 124 reviews

Maywood Relaxation

MadiRating, 5 stars1 week ago
We came for The Weeknd concert in the city, so we got ready there, then spent the night and morning in the house. It was a beautiful house and felt super peaceful and safe! The beds were insanely comfy and we all slept so well! So much space! Everything was just so homey and comfortable.
Top guest favorite
A welcoming living room is highlighted by a comfortable sectional sofa with decorative pillows. A patterned area rug covers the hardwood floor, and a reading nook features a unique egg chair. Artwork adorns the walls, complemented by greenery from potted plants.
Home in Lombard
4.99 out of 5 average rating, 114 reviews

Modern Boho house in Lombard 7 min to Metra

GibranRating, 5 stars2 weeks ago
Excellent communication and immaculately clean space. One of the cleanest Air BnB’s we’ve ever stayed in. Highly recommend.
Guest favorite
A spacious sleeping area features a queen-size bed with layered white bedding and decorative pillows. Light fills the room from a nearby window, while a wooden dresser and nightstand provide storage. A textured stone wall adds visual interest to the overall decor.
Home in Humboldt Park
4.95 out of 5 average rating, 61 reviews

Private Logan Square Garden Apt

AthenaRating, 5 stars1 week ago
Had a lovely stay at Janice's place! It is located a short drive from Logan Square, which has restaurants, bars, and a blue line metro stop. There was also a bus stop just outside the neighborhood. Speaking of the neighborhood, it was very serene and private, with plenty of parking regardless of the time of day. The airbnb is a basement unit, so maybe something to keep in mind if you're on the taller side, but it was spacious, and there was minimal noise from the floor above. Shower had great water pressure! Bedroom was clean and comfortable. Janice was very communicative and clear instructions were given for checkin and checkout processes.
Guest favorite
A two-story brick home features a welcoming front porch with a stoop and entrance framed by tall windows. Lush greenery and vibrant flower beds add color to the exterior, enhancing the inviting presence of the residence.
Home in Chicago
4.95 out of 5 average rating, 19 reviews

Big house in the BEST Location!

AbhishekRating, 5 stars1 week ago
It was as pictured and suited our needs. Clean and well organized. When we reached out we were responded to promptly and thoroughly. The location is good and walkable. If planning to go to Navy Pier or the Miracle Mile to go shopping (or something in that general area of Chicago), expect about a 40 - 60 min drive.

Condo rentals with a patio

Superhost
A living area features a leather sofa and two upholstered chairs, arranged around a glass coffee table. A brick accent wall provides character, while a large television sits atop a wooden console. Artworks adorn the walls, accompanied by natural light from the windows.
Condo in Logan Square
4.78 out of 5 average rating, 256 reviews

Logan Square Beauty with 2 Bedrooms W/parking

CheenuRating, 5 stars1 week ago
Very nice place. Looked professionally cleaned. Matt was prompt with his replies and managed to accomodate a late check out, which was helpful. 10 mins walk to Logan Square station where you can catch blue line to downtown.
Top guest favorite
An outdoor patio is showcased, featuring a rectangular fire table surrounded by four cushioned chairs. The wooden decking contrasts with the subdued colors of the furniture. A partial cover is draped over one corner, providing shade from the sun.
Condo in West Town
4.96 out of 5 average rating, 141 reviews

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

EvanRating, 5 stars1 week ago
I was coming to Chicago to just have a quiet weekend away from work and the stresses of home. I wanted a few days to enjoy urban life peacefully doing a few things I enjoy. This spot checked off all the boxes for peaceful and private but also re adorably we'll located to hit all of the spots around Chicago. The place was exactly as pictured and clean. couldn't have been easier and I would stay here again. hosts were responsive. it was a great few days.
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 Lincoln Park
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 Lake View
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!
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 Ukrainian Village
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 West Town
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.
Guest favorite
A spacious living area showcases a light-colored sofa paired with dark green accent chairs. A glass coffee table sits atop a patterned rug, while decorative elements, including candles and potted plants, are arranged on a wall shelf. Natural light enters through large windows.
Condo in Logan Square
4.93 out of 5 average rating, 105 reviews

Wicker Park/Bucktown condo with large balcony

ErinRating, 5 stars1 month ago
We enjoyed our time at this apartment! Nestled in the Bucktown neighborhood of the city, which is peaceful and surrounded by beautiful homes. Nearby Wicker Park and Logan Square have a lot to offer, as well as Lincoln Park (the neighborhood) not being too far away either. While the bedroom and bathroom are on the smaller side, that’s just city life and it is a perfect retreat for 1-2 people. It’s very stylish yet cozy with the decor and all updated appliances and bathroom. I would take note of the stairs for this unit in particular, as it’s on the second level but they were fine and the patio deck was nice! We really appreciated Lauren being accommodating to our late booking. We would definitely stay here again!
Guest favorite
An aerial view captures the airy living area featuring large glass doors that invite natural light. A modern gray sofa is positioned beside a round coffee table. The wood dining table in the foreground is surrounded by colorful chairs, enhancing the open layout of the space.
Condo in West Loop
4.96 out of 5 average rating, 230 reviews

Updated Designer Duplex In Fulton Market W/parking

NicoleRating, 5 stars1 week ago
Supurb stay in Fulton Market! Seth was an outstanding host—responsive, welcoming, and accomidating. The apartment was spotless, well decorated, and thoughtfully stocked with everything we needed for a comfortable stay. The beds and linens were especially cozy, making it easy to relax and feel at home. The location is superb—just steps away from a variety of highly rated restaurants. The location is superb—just steps away from a variety of highly rated restaurants. We also felt completely safe throughout our stay. The neighborhood has a welcoming, upscale vibe, which added to our peace of mind. A quick heads-up: the unit is a second-floor walk-up accessed via a private entry. Inside, as you can see has the spiral staircase; a unique architectural feature, but if you’re traveling with heavy luggage, it’s something to keep in mind. Pack accordingly! 😉 Overall, we had a wonderful experience and would gladly stay here again and agai

Quick stats about vacation rentals with a patio in Oak Park

  • Total rentals

    120 properties

  • Nightly prices starting at

    G$8,393 GYD before taxes and fees

  • Total number of reviews

    10K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Oak Park
  6. Rentals with a patio