
Holiday rentals with outdoor seating in Berwyn
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Berwyn
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Popular amenities for Berwyn outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
Staying at Matt’s Air BnB was a fantastic experience. We stayed with our two kids and another couple and the space was perfect for our group. The spacious, fenced in yard made for a great hangout space for our toddler to safely run around. The house looks exactly like the pictures and was extremely clean. We will definitely stay here again! Thank you, Matt!

The Brookfield Breakaway w/ Game Room
This was a fantastic stay! The space was beautiful, spacious, clean, and well located. Definitely a great option if you're in the area and need a larger space.

Berwyn Bungalow
We really enjoyed staying at this amazing place. Neighborhood was quiet and safe and parking was not so hard to find. Also, really glad we had such a helpful host as well. Communication was always there along with a friendly vibe. Definitely a 10 out of 10 in our books.

Chicago River House -BBQ Oasis now open!
Even more spacious than in the photos! Well-kept place, with a fully stocked kitchen, projector, BOSE speaker, and great backyard. Double shower in the master bedroom, and strong water pressure. Entry is easy with a code. Finally, the host is VERY accommodating, flexible, and responsive. Recommended!

Modern Boho house in Lombard 7 min to Metra
Best Airbnb stay we have had to date. Incredibly comfortable, clean and quiet. Wonderful experience!

Unique porcelain-enamel paneled "Lustron" home
I enjoyed my stay here which enabled me to be close enough to Northwestern’s campus as I worked on a writing project. Being minutes from downtown Wilmette was a plus—be sure to check out Saint Roger’s Abbey bakery for wonderful French pastries! The house was neat, tidy, and matched the description. I also appreciated the record collection!

Grove House: Vintage/Antique 5 BR, 2.5 Bath
Traveling with four families for a volleyball tournament, the location was prime! The neighborhood felt safe. We loved everything about our stay. The neat antiques inside were really interesting, the beds were comfy, bathrooms clean and met our needs for so many (10 people), the outside was very nice, with the weather being so pleasant, we spent a lot of time out there. David was awesome, very responsive and looking for ways to improve his place, although we weren't able to come up with any suggestions, as he has a wonderful gem in the city. Thank you, David!

Boho Chic Coach House 30Min to downtown W/ Parking
It was a nice break from the hustle and bustle of the big city. A few great restaurants just a couple blocks away. And just a block away from bus stops.
Apartment rentals with outdoor seating

Modern Apt with style & comfort in Pilsen Chicago
A-MAZ-ING stay! My wife and I had such a blast in Chicago. GOGO was very kind and inviting, good energy! The place was exactly what we wanted with all the amenities. Sparking water in the fridge which was a treat after waking 18k everyday. As a runner, there was plenty of sidewalk and things to see. I recommend running up LEAVITT to 18th street and take 18th down for a nice 3 to 5 mile run. The L train “pink line “ was close and walking back at night we felt relatively safe. I would high recommend staying here in Pilsen area the next time you are in Chicago. Mahalo

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis
It was a perfect place to stay for a few days. The skylights and all the beautiful plants really stood out. We really enjoyed the coffee bar to start our mornings. Lots of indoor and out door space. The room had the ability to adjust temperatures for each room. Great communication on check in etc.

*A Happy (City) Glamping- walk to train FREE park
We had a nice 2 night stay in Chicago. Place was affordable, comfortable and clean. 10 minutes from downtown Chicago and short walk to train. Hosts were friendly and great at communication.

Designer Avondale Attic
Just wonderful. That was one of the most beautiful accommodations I've ever been to. The apartment is totally lovingly furnished. Everything was super clean and tidy. There are even toothbrushes, toothpaste and a sleeping mask, if you need them. The kitchen is also super equipped with everything you need. The short walk to the metro was also very convenient. We would definitely come back.

Large Renovated 1st FL Suite Forest Park/Oak Park
We’ve stayed here a few times and I’m sure we will again. Close to everything in forest park, pretty seamless for our family of 5.

Large sunny 3BR apt. in downtown Oak Park
This is a great spot in Oak Park for a larger group. Would definitely stay here again when coming to Chicago!

Logan’s Cozy Inn.
Joe’s place is exactly as described, and in a fantastic location. The unit is clean, easy to access and spacious. Proximity to the blue line is a major plus, and walkability to all the great things in the Logan Sq + adjacent neighborhoods is a major plus. Highly recommend.

Belmont Pleasures - hot tub / arcade gaming room
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.
Condo rentals with outdoor seating

3 BR Summer GetAway, 15mins to Loop+Gated Parking
Great accommodations for our family of 5. It's nice to have 3 bedrooms with all queen beds so everyone has ample room. Very clean. Responsive, attentive host. Would stay here again! Thanks!

Downtown Chicago - Spa Bath, Patio, 3 blocks to L
The condo was a couple’s dream. Made you want to just live there forever. Very clean and felt like home. Hosts were communicative and courteous. Will definitely book again in the future and would highly recommend!

Susie's Space. 2BR easy parking & pet friendly
Susan’s home was comfortable, clean, well-equipped, and aesthetically pleasing. The bed I slept in was one of the most comfortable of my entire life—I prefer a soft mattress. As far as location goes, the street was quiet, good for walking our dog, and close enough to public transport. Plenty of buses were available. We used street parking for our car and never had problems with finding a close spot to the house whenever we did take the car out. We enjoyed the stay greatly and will stay again. Thank you, Susan!

Modern Chicago Movie Themed Apt
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!

Spacious 4 Bedroom Condo
The condo was very spacious and had everything we needed to stay right at home. Adrian was responsive to our questions. It was a perfect distance from the city for exploring through the day but staying in a peaceful place at night. The staircase in the house was a little steep but otherwise it was perfect.

Wicker Park/Bucktown condo with large balcony
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!

East Garfield Park 2 Bedroom
Great place to stay close to train line. Helpful friendly host He even supplied snacks and water which was very thoughtful. Nice place as described.

Parking Terrace Near Universities Up to 20%OFF
Such an awesome place to stay, very safe neighborhood. Mark was very responsive in the chat and asked us if we needed anything else right after we checked in. The best part was that their is a dedicated parking space which is very convenient and easy access to the place. For sure will be checking in next time when going to Chicago.
Quick stats about holiday rentals with outdoor seating in Berwyn
Total rentals
30 properties
Nightly prices starting at
$66 NZD before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Six Flags Great America
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Museum of Science and Industry
- Lincoln Park Zoo
- Willis Tower
- Brookfield Zoo
- Illinois Beach State Park
- Wicker Park
- Washington Park Zoo
- The 606
- Raging Waves Waterpark
- Moraine Hills State Park