Vacation rentals with outdoor seating in Berwyn

Find and book unique accommodations with outdoor seating on Airbnb

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Popular amenities for Berwyn outdoor seating rentals

House rentals with outdoor seating

Guest favourite
Home in Brookfield
4.92 out of 5 average rating, 87 reviews

Remodeled | Game room | Fire Pit | 5 Min to Zoo

KateRating, 5 stars2 days ago
Best Airbnb we’ve stayed at yet! Thanks to Giovanni we were able to visit with our family for Easter. The previous Airbnb we booked cancelled on us at the last minute; hours before we were set to arrive in Chicago from Detroit. The space was just like the pictures. It was clean and we felt right at home. The backyard was spacious and is fenced.
Guest favourite
Home in Roscoe Village
4.92 out of 5 average rating, 280 reviews

Duplex Home RoscoeVillage/Wrigley Free St Parking

BrigidRating, 5 stars2 weeks ago
We enjoyed preparing pizzas from scratch in the perfectly sized kitchen with our adult kids who live in Chicago and their friends. There was plenty of space to sit around the spacious kitchen island and talk while cooking. The whole experience was made even better by using the Wolf stove top and Bosch wall-mount oven, which produced perfectly crisp crust and tasty toppings. The neighborhood felt safe and peaceful while providing everything we needed within walking distance. Parking was also easy. We had no trouble finding a space in front of the house all 4 days we were there. As a special bonus, a new chocolate cafe opened a few days ago (Hotel Chocolat Velvetiser Cafe) and is just a short walk away! We had a great time in this lovely home.
Superhost
Home in Bridgeport
4.71 out of 5 average rating, 51 reviews

Animal House near Sox stadium

AnneRating, 5 stars2 days ago
We had a great stay at Miranda's. The apartment was just as advertised and had lots of items to use in the kitchen. Miranda gave great restaurant recommendations. We loved the maple lattes at Blind Owl and had an excellent dinner at TLP (Three Little Pigs). Bridgeport is a quiet neighborhood with easy access to downtown Chicago. If you are traveling with a pet this is the place to stay, I felt guilty I left my fur baby at home.
Superhost
Home in Illinois Medical District
4.86 out of 5 average rating, 99 reviews

Casa PLZN Location | Entire Home | Garage Parking

CecilioRating, 5 stars3 weeks ago
Great place near restaurants and cafes. Garage access is a plus. Train noise is noticeable at first but you get used to it and it's only noise as the house doesn't rumble when the train passes.
Guest favourite
Home in Logan Square
4.95 out of 5 average rating, 38 reviews

Gorgeous and Luxurious 3 BR Home

SeanRating, 5 stars6 months ago
This is a great house to stay for a family or two couples. Out of several ABNBs, this one gets the award for most clean. There is a fairly new Italian restaurant, Il Girasole Trattoria, that is walk-able and delicious. You will not be disappointed with your stay.
Top guest favourite
Home in Worth
5 out of 5 average rating, 16 reviews

3 x Queen Beds + Pull Out Sofa Bed - No Stairs !

SawsanRating, 5 stars3 weeks ago
Amazing house and location. Great host. Highly recommend.
Guest favourite
Home in Avondale
4.94 out of 5 average rating, 139 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

KendraRating, 5 stars2 weeks ago
Amazing spot - love the home and backyard area, and such a good peice point!! Short ride on the L downtown, safe home, and LOVE having access to a garage!! Adam was responsive and helpful, and he was so understanding about one of our kids who accidentally broke part of the furniture there. 5/5, would go back next time we are in Chicago!!
Superhost
Home in Markham
4.73 out of 5 average rating, 124 reviews

The Country Life! Entire House.

DeniseRating, 5 stars1 month ago
Cathy was a great host, very responsive! House was great, it accommodated our family size perfect. The only thing in my opinion that was missing was washer and dryer access in the home. We were traveling with toddlers and couldn’t wash a load of clothes. But aside from that everything else was great.

Apartment rentals with outdoor seating

Guest favourite
Apartment in West Town
4.96 out of 5 average rating, 135 reviews

Bohemian Moto Inn

AllisonRating, 5 stars3 days ago
Great place to stay, just the right amount of space for two couples and really well located for exploring the neighborhood. We particularly enjoyed the large deck, very nice in good weather!
Superhost
Apartment in Lincoln Park
4.72 out of 5 average rating, 117 reviews

The Biddle House (#1)

SitaRating, 5 stars3 months ago
We really enjoyed staying at this place - it was clean and comfortable, and the location is fantastic. Elizabeth was very responsive and a great host. We would stay here again!
Guest favourite
Apartment in Near North Side
4.91 out of 5 average rating, 135 reviews

Modern 3BR with Private Rooftop & Free Parking

KatherineRating, 5 stars3 weeks ago
We loved our stay at Song’s place. The host was very responsive and accomodated all our needs. The moment we entered the house we felt right at home. The place looks even better than the pictures. Extremely clean and organized. Would definitely stay here again.
Guest favourite
Apartment in Avondale
4.97 out of 5 average rating, 106 reviews

Lovely 2bedroom 1bath Apt and outdoor seating.

JillRating, 5 stars1 month ago
Good location and had everything we needed. Handy to have nearby stores within walking distance. Great place and would definitely stay again.
Superhost
Apartment in East Rogers Park
4.89 out of 5 average rating, 166 reviews

Executive Apartment on Lake Michigan with parking

DebraRating, 5 stars1 month ago
This was a beautiful place with an excellent view of Lake Michigan. Both rooms had comfortable beds and setup with everything you need. Kitchen is well stocked, but we mostly ordered Grub Hub, lol. Loved spending time here and great place to hangout and chat with friends. It is right on the water and we really enjoyed watching the waves crash against the barrier. It is on the 2nd floor, but the stairs are not bad at all. Felt very safe and having the parking space is a great perk. Very commutative and checked in with us to make sure everything was fine. Would definitely stay here again!
Top guest favourite
Apartment in Lake View
5 out of 5 average rating, 112 reviews

Spacious 2 Bedroom in the heart of Lakeview!

AlanRating, 5 stars2 weeks ago
Great location. Plenty of space. Responsive host. We hope to return in the future.
Top guest favourite
Apartment in Roscoe Village
4.97 out of 5 average rating, 145 reviews

Inviting 2 Bedroom Apartment in Roscoe Village

GaryRating, 5 stars1 week ago
We really enjoyed our stay! We really like Roscoe Village and this apartment was perfectly located. Close to shops, coffee and restaurants. The check in process was easy and the apartment was well appointed with everything we needed. Parking was very easy as well. This was a great find for us and we will plan to visit again!
Guest favourite
Apartment in Lincoln Square
4.97 out of 5 average rating, 103 reviews

Paris in Chicago! Elegant vintage apartment.

AmyRating, 5 stars4 months ago
This airbnb is not just a place to stay… it is a beautiful and relaxing getaway. The bed, couches and dining area are all very comfortable, and we slept well. The interior design in every room is impressive… real artistry. The kitchen and the bathroom were equally as beautiful, well equipped and clean. Francesca is such a helpful, kind and respectful host. The brown line entrance is a five minute walk. We would absolutely stay at her airbnb again.

Condo rentals with outdoor seating

Guest favourite
Condo in Bridgeport
4.89 out of 5 average rating, 111 reviews

Convenient & Spacious 3BR Condo w/Free Parking

RachelRating, 5 stars1 week ago
Convenient stay right outside of the heart of downtown Chicago! Easy to drive into town for the day. Very comfortable beds and very clean as well. Would recommend
Guest favourite
Condo in West Town
4.92 out of 5 average rating, 113 reviews

Luxuriously bright 3-bedroom condo: The Treehouse

SearaRating, 5 stars1 week ago
Great place to stay! Quiet neighborhood and walkable distance from a few shops and food places. We enjoyed our stay very much!!
Guest favourite
Condo in Pilsen Historic District
4.93 out of 5 average rating, 117 reviews

Urban Oasis | Great for Families w/ Kids

ParkerRating, 5 stars1 week ago
We had a very good stay for a friends wedding a few blocks away in Chicago. As it is very modern, cozy, and clean. Alex's response time is very quick to whatever may arise. We would highly recommend staying there. Thanks for the stay!
Guest favourite
Condo in Lincoln Park
4.91 out of 5 average rating, 100 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

KendraRating, 5 stars3 months ago
John’s place was clean and cozy. The kitchen was immaculate and we appreciated the nespresso machine and pods. The location was excellent, many food and drink choices right outside the door. It was amazing to have our own parking spot! There are a lot of stairs but that is expected in the city. I would definitely recommend this spot to my friends.
Guest favourite
Condo in Wrigleyville
4.84 out of 5 average rating, 428 reviews

Authentic Condo steps from Wrigley Field!

SusanRating, 5 stars2 days ago
Great location. Accommodation just as described-fun decor. Comfortable beds.
Top guest favourite
Condo in Lake View
4.98 out of 5 average rating, 115 reviews

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

TylerRating, 5 stars2 weeks ago
This is my favorite place to stay in all of Chicago! I try to come up 1-2 times a year and checking to make sure this spot is available is the first thing I do when planning out my trip(s). The apartment is spacious, comfortable, and clean; central to a lot of fun neighborhoods, and right above (and across) from some of the best nightlife in the city. Allan is an awesome host, always available if something’s needed, and super communicative. I’m already looking forward to my next visit so I can stay here again!
Guest favourite
Condo in West Town
4.98 out of 5 average rating, 160 reviews

Spacious 4 Bedroom Condo

IzabelRating, 5 stars1 week ago
Had a great time with friends and we were all able to comfortably hang out in communal spaces, get around the city. The bathroom to room ratio was ideal for a group of girls to get ready and the neighborhood made us feel safe walking around at all times of the day. Would recommend
Guest favourite
Condo in River North
4.98 out of 5 average rating, 132 reviews

Luxurious River North 3BR/2BA- Free Onsite Parking

DavidRating, 5 stars1 week ago
One of the best airbnbs I’ve ever stayed at. Great condo, great location, and super responsive hosts. Highly recommend!

Quick stats about vacation rentals with outdoor seating in Berwyn

  • Total rentals

    30 properties

  • Nightly prices starting at

    $55 CAD 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

  • Wifi availability

    30 properties include access to wifi

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