Apartment vacation rentals in Berwyn

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Popular amenities for Berwyn apartment rentals

Weekly apartment rentals

Guest favorite
The living area features a modern design with hardwood floors and a ceiling fan. A large TV is mounted on the wall, displaying vibrant imagery. Soft seating is arranged beside a small coffee table, with bright curtains framing two windows that allow natural light into the space.
Apartment in Oak Park
4.94 out of 5 average rating, 86 reviews

2QB Oak Park, 1 free parking CTA &Metra FLW studio

KathyRating, 5 stars3 weeks ago
This was my second time staying in Matt’s home. It is clean, comfortable, beautifully appointed and has many extras that make you feel ‘ at home’. I’ll be looking here 1st for my next trip to the Oak Park area. Thank you for another wonderful stay!
Superhost
The kitchen features wood cabinetry complemented by a dark marble dining table with chairs. A stainless steel sink and appliances are visible, along with a small floral arrangement on the table. The adjoining living space can be glimpsed in the background.
Apartment in Cicero
4.67 out of 5 average rating, 362 reviews

2 Bedroom PrivateAPT/Garage parking/Shops&Food

AlexisRating, 5 stars1 week ago
Daniel’s place was very cozy and just what we needed for me to go into the city for a few days. The garage parking was nice to have to not have to fret about dealing with street parking. A gigantic plus is the fenced in backyard that my girl loved, and being pet friendly in general, my furbaby is my everything and I never go anywhere without her! 🩷
Superhost
A bright living area is presented with a large window allowing natural light to fill the space. A leather sofa and a lounge chair offer comfortable seating. A modern coffee table sits at the center, complemented by a desk workspace and greenery.
Apartment in Berwyn
4.82 out of 5 average rating, 51 reviews

10 min from Midway/ Downtown Chicago apartment

WynterRating, 5 stars1 month ago
My family and I had a wonderful time at Alex's home. I was there to recover from my post operative surgery. Being from out of town, I was nervous about how my recovery was going to take place during the week I was in Chicago. But everything went smoothly. This was the best place to recover and relax. Everything you needed was in the house and it was extremely accessible. Thank you to Alex x 2, for both of your assistance and guidance. Next time I come to Chicago for play, I will look up your home. Take care. Wynter
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, 67 reviews

The Cosmopolitan Unit

JenniferRating, 5 stars2 weeks ago
The Apartment was clean and quiet. The tenants below do part take in smoking medicinally and you are able to smell it, but that is out of the host control. It was a great space and perfect for what we needed when seeing the sights all day.
Top guest favorite
Decorative elements are displayed on a mantel, featuring two sculptural figures crafted from textured metal. A collection of books about Oak Park is arranged alongside dried floral arrangements, adding to the aesthetic appeal of the space.
Apartment in Oak Park
4.98 out of 5 average rating, 54 reviews

Historic Hotspot: Downtown Oak Park w/parking spot

ElsaRating, 5 stars1 week ago
We thoroughly enjoyed our stay at this place! Very comfortable accommodations. Megan is an excellent host and curated her space carefully to make sure the guests feel right at home. The location was absolutely perfect.. walking distance to many things in the oak park neighborhood including the green line which is two blocks away. If you love historic architecture and preservation, then this is the neighborhood to be in. We would definitely stay here again!
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
4.89 out of 5 average rating, 28 reviews

La Casita Near Midway&Downtown

TianaRating, 5 stars1 week ago
Teresa and Alejandra EXCEEDED our expectations and requests. The place was so clean that it literally glowed. We did not want or need for anything. We couldn't have asked for a better experience. The place is even more beautiful in person. Their communication was prompt, and they gave us great recommendations for things to do and eat close by. The neighborhood was wonderful, and the location was beyond perfect. We will stay at their place every time we go if we can. Thank you again for making my husband's birthday one of the best memories we have had to date!
Guest favorite
A living room is presented with light-colored walls and hardwood flooring. Comfortable seating arrangements include two light armchairs and a grey sofa with decorative pillows. A round coffee table sits in the center, complemented by a chic area rug. Natural light enters through two windows, enhancing the bright atmosphere.
Apartment in Berwyn
4.83 out of 5 average rating, 54 reviews

House to Relax

NataliaRating, 5 stars1 week ago
The house was spotless and matched the photos perfectly. It was spacious and well stocked. Maria was very responsive and helpful. Would definitely stay again if we come back to Chicago!
Guest favorite
The living area is furnished with two dark leather sofas positioned around a coffee table. A patterned rug covers the hardwood floor, and natural light is provided by multiple windows. A large cityscape portrait is displayed on the wall.
Apartment in Berwyn
4.94 out of 5 average rating, 33 reviews

Sweet Home Chicago!

RohitRating, 5 stars3 weeks ago
House was as described. A Few points to consider 1. It’s a very good single family house but accommodating 4 Adults is just the adjustment. So it’s best suited for 2 adults and 2 kids. We booked it for 4 adults and 2 kids and it was a bit struggle to manage. Though Luis was helpful to guide to use the extra bed available. 2. The closed Subway station is around 1.4miles. So if you are looking to use public transport the it’s a good 30 mins walk. Rest Luis was helpful and made the stay comfortable.

Private apartment rentals

Top guest favorite
A spacious game room is illuminated by natural light through skylights. A red pool table is centered beneath bold black pendant lights. A cozy seating area with a red sofa is visible alongside a bar counter with seating. Wood accents add warmth to the modern design.
Apartment in Oak Park
4.98 out of 5 average rating, 115 reviews

The Chicago Game Room (Oak Park, IL)

TinaRating, 5 stars3 days ago
Nice neighborhood with a few parks within walking distance. We walked to get dinner the first night. We really liked the property. Keith and Valerie thought of everything.
A cozy living area features a black leather sectional sofa adorned with colorful pillows. On the walls, blue accents frame acoustic guitars, while a framed photo adds interest. A round light illuminates the space, complemented by a side table holding books and a decorative item.
Apartment in Berwyn
4.88 out of 5 average rating, 194 reviews

Friendly Rock ’n’ Roll Retreat

DikshaRating, 5 stars1 month ago
Had a great time staying at Friendly Rock N Roll! The location is excellent - close to everything - and the live music is impeccable. The hosts are responsive, and the staff is friendly and helpful. It's a great spot for a short visit!
An inviting living area features a light-colored sofa and two brown leather chairs arranged around a wooden coffee table on a patterned area rug. A dining table is visible in the background, alongside a modern kitchen, while large windows allow natural light to fill the room.
Apartment in Oak Park
4.89 out of 5 average rating, 188 reviews

Small But Mighty 700 Sqft Cottage Apt (1BR/1BA)

CourtneyRating, 5 stars2 weeks ago
Enjoyed the stay. Clean, tidy, and perfect for two travelers. The host was responsive at check in when we had questions. No complaints!
Guest favorite
The living area features a large television mounted against the wall, displaying a scene from a movie. A comfortable dark sofa with armrests is positioned in front, accompanied by a wooden coffee table. Stylish curtains frame the bright windows, enhancing the warm ambiance.
Apartment in Oak Park
4.79 out of 5 average rating, 33 reviews

2 bedroom apartment in Lovely Victorian house/Deck

KaitlinRating, 5 stars1 month ago
This was a great location for walkable access to downtown Oak Park and the El. Jeff was also an extremely helpful and responsive host! He accommodated an early check-in and was very quick to help us out when we had troubles initially getting into the unit. The space was perfect for our weekend visiting friends in the area!
Guest favorite
A bright living area features large windows adorned with patterned curtains, allowing natural light to fill the space. Comfortable seating is arranged around a circular table, complemented by an area rug with bold colors. A cozy accent chair and ottoman add to the inviting atmosphere.
Apartment in Oak Park
4.92 out of 5 average rating, 186 reviews

Large sunny 3BR apt. in downtown Oak Park

NicoleRating, 5 stars4 weeks ago
This is a great spot in Oak Park for a larger group. Would definitely stay here again when coming to Chicago!
Top guest favorite
A modern living space is shown with a relaxation area featuring dark leather seating arranged around a media console. A workspace with a desk and chair is positioned nearby. Soft lighting highlights the dark walls, and art adds a pop of color.
Apartment in Hickory Hills
4.96 out of 5 average rating, 47 reviews

Cozy Guest Suite. Private Entry+ Turo Rental

CalebRating, 5 starstoday
Cornell was very thoughtful as he made sure we were staying hydrated in the extreme heat he was very welcoming I felt straight at home and he was also very nice and friendly which made it easier to get along with and talk to him! He is a great host and if I find myself ever coming back to Chicago, I’ll make sure to go through Cornell if I need a place to stay for the trip!
Superhost
An open living area features a comfortable sofa adorned with patterned pillows, set on light hardwood flooring. A dining space with a table and four chairs is visible. Natural light fills the room, enhancing the modern decor and inviting atmosphere.
Apartment in Forest Park
4.92 out of 5 average rating, 66 reviews

Luxurious apartment in great central location!

TevinRating, 5 stars1 week ago
The airbnb was such a cozy environment and honestly I was a little sad to leave it. It really started to feel like home after staying for 2 weeks. Aldo was a wonderful host and answered any questions I had very quickly. He was very kind and accommodating with any questions that I had. I 100% recommend and hope this place is available the next time I visit!
Superhost
A modern living area is highlighted by a plush gray sofa adorned with decorative cushions featuring black and white patterns. Two abstract artworks in gold and black hang above the sofa. A round marble coffee table rests on a textured rug, complemented by a small potted plant and a tray.
Apartment in Oak Park
4.89 out of 5 average rating, 18 reviews

Cozy Hideaway Mins From Downtown Chicago/Suburbs

TerryRating, 5 stars6 months ago
Perfect location and squeaky clean and cute!!!

Apartment rentals with a hot tub

Superhost
An open-concept living and dining area is showcased with a gray sectional sofa and a wooden coffee table. A modern ceiling fan hangs above, and natural light fills the space. A dining table with six chairs is positioned nearby, adjacent to a sleek kitchen.
Apartment in West Rogers Park
4.85 out of 5 average rating, 79 reviews

Spacious Beautiful Condo

SophiaRating, 5 stars5 days ago
We came for our daughter’s graduation and stayed a few extra days to tour the city. This place was perfectly located for both occasions. It was much more spacious than we expected, and everything was very clean. We especially appreciated the fresh towels and beddings. Our only wish is that the beds were a bit larger, especially the double bed, which would be more comfortable for a couple if it were at least a queen size. That said, the beds were very comfortable. Overall, we had a wonderful stay - definitely one of our best Airbnb experiences!
Superhost
A private hot tub is set on a rooftop deck, featuring bubbling water and a city skyline backdrop. Plush seating with soft cushions is arranged nearby, creating a comfortable space for relaxation. The view includes various high-rise buildings against a colorful sky.
Apartment in Chicago
4.83 out of 5 average rating, 54 reviews

Rooftop HotTub As Seen On "Married At First Sight"

KimikoRating, 5 stars8 months ago
I booked this Air BNB for my girlfriend's birthday weekend and my surprise proposal! Ashlee was very responsive, super helpful, just an overall great host! She went out of her way to decorate the master bedroom for me with rose petals, tea lights, champagne and all! There were snacks in the kitchen, the place was clean and tidy, our group really felt at home! The vibes were everything, and so were the VIEWS from the rooftop!!!! Thank you Ashlee!!
Superhost
The living area features a light-filled open layout with floor-to-ceiling windows. A plush sectional sofa is complemented by two stylish lounge chairs. A low coffee table sits on a modern area rug, with a decorative plant adding a touch of greenery to the space.
Apartment in West Town
5 out of 5 average rating, 7 reviews

Luxurious 3BD Penthouse- Private Patio+Gym+Rooftop

RimpiRating, 5 stars1 month ago
We stayed with my family for 3 days n loved the place it's ambience, cleanliness, very well equipped with all the necessities.....this place definitely feels like home and the hosts are very kind and quick with there response. Wherever in future I am coming to chicago shall book this place.
Superhost
A living area features two sofas and a coffee table centered on a colorful area rug. Warm lighting emanates from two table lamps beside the sofas. Artwork adorns the wall, enhancing the cozy ambiance of the space.
Apartment in Chicago
4.88 out of 5 average rating, 16 reviews

Large Studio Apartment with no cleaning fee

Latrice Rating, 5 stars1 week ago
David and his co-host were excellent. Our family enjoyed our stay. We used to live in the Bronzeville area and love the new additions to the neighborhood. Everything met or exceeded our expectations.
Superhost
A modern living area features a green tufted sofa in the foreground, accompanied by a dining space with a round table and several chairs. Large windows offer expansive skyline views, allowing natural light to fill the space. Minimalist decor elements add a contemporary touch.
Apartment in West Loop
4.83 out of 5 average rating, 119 reviews

Penthouse Near Fulton: Skyline, Spacious

ValerieRating, 5 stars2 weeks ago
SPECTACULAR!! This space is how you should visit Chicago. Breath taking views from this 33rd floor luxury penthouse apartment lives up to the hype. Our family of six were extremely comfortable in this 3 bedroom/3 bath unit. And for a person that likes cooking, the kitchen is spacious. Don’t pass on seeing Chicago from the views in this beautiful apartment.
Superhost
The game room features a red-themed layout filled with arcade machines, a pool table, and foosball. A variety of classic games are showcased, providing a fun atmosphere for guests. Bright lighting illuminates the room, inviting enjoyable gaming experiences.
Apartment in Belmont Cragin
4.98 out of 5 average rating, 119 reviews

Belmont Pleasures - hot tub / arcade gaming room

AustinRating, 5 stars1 week ago
Stay was great and Mariam was a super host. The space was exactly as pictured and all the games were a blast. Miriam even checked in a couple times to make sure we had everything we need and that we were having a good time. For sure would stay here again.
Superhost
An indoor swimming pool stretches alongside large windows that allow natural light to filter in. Lounge chairs and potted plants are positioned adjacent to the pool, contributing to a serene atmosphere. The water is invitingly clear, and the pool lane markings are visible along the surface.
Apartment in The Loop
4.9 out of 5 average rating, 30 reviews

City Skyline Suite (2BD / 2BA)

NataliaRating, 5 stars6 days ago
We loved this apartment and our trip to Chicago. We felt safe when coming home late at night and we walked everywhere, even though train stations are pretty close. The views from 17th floor are spectacular in 3 directions, including Lake Michigan and Willis Tower. The place is very clean and comfortable. I wish we could stay longer.
Superhost
A private balcony features wooden decking and a wooden railing. Two black wicker chairs with cushions and a matching coffee table create a cozy seating area. Potted plants hang from the railing, and the surrounding neighborhood is visible in the background.
Apartment in Irving Park
4.92 out of 5 average rating, 36 reviews

2Bed 2Bath 15min to Wrigley with Parking& Balcony

AlexRating, 5 stars1 week ago
Clean and cozy home with a friendly host!

Quick stats about apartment rentals in Berwyn

  • Total rentals

    60 properties

  • Nightly prices starting at

    R178 ZAR before taxes and fees

  • Total number of reviews

    3.6K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

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  5. Berwyn
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