Vacation rentals with outdoor seating in Rogers Park, Chicago

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Popular amenities for Rogers Park, Chicago outdoor seating rentals

House rentals with outdoor seating

Guest favorite
A historic Chicago Greystone building showcases elegant stonework and large windows. A blooming tree provides visual contrast outside the gated entrance, enhancing the charm of the facade. The entrance steps lead to intricately carved double doors, inviting guests to explore the unique interior.
Home in Near West Side
4.85 out of 5 average rating, 41 reviews

The Banksy-King Bed-Firepit-Rooftop-United Center

AllenRating, 5 stars1 month ago
Very nice place with ample room for our 11 guests. Robert was quick to respond to questions. The back patio and rooftop deck are an added bonus. Walkable to the United Center and a few blocks from the Blue Line. Great stay.
Guest favorite
The open living area is highlighted by a neutral color palette and modern furnishings. A coffee table sits in the center, and a flat-screen TV is mounted on the wall. Natural light is filtered through large windows, enhancing the spacious feel of the room.
Home in Elmhurst
4.87 out of 5 average rating, 23 reviews

Enamored in Elmhurst

EmilyRating, 5 stars4 days ago
We had a great stay. The house was perfect for our group - 4 adults and 1 baby. Very clean, with great facilities. The wireless chargers were so helpful as we were international visitors. Also, the provision of tooth brushes, mouthwash and razors in the bathroom was a great bonus. Plenty of towels, comfortable beds and lovely location near the Prairie path made it a wonderful stay.
Guest favorite
The spacious backyard features a covered dining area with a large table and chairs, adjacent to a comfortable seating area under a pergola. A grilling station is included, surrounded by decorative landscaping and privacy fencing.
Home in Brookfield
4.92 out of 5 average rating, 89 reviews

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

KateRating, 5 stars1 week 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 favorite
A well-lit entryway showcases a wooden staircase with elegant railing leading to upper levels. The dark front door contrasts with the light walls, while a stylish cabinet and framed photos add character to the space, inviting guests into the home.
Home in Roscoe Village
4.92 out of 5 average rating, 282 reviews

Duplex Home RoscoeVillage/Wrigley Free St Parking

MontiraRating, 5 stars4 days ago
2nd time staying at Sharleen’s place—wonderful experience! We like location, friendly and quiet neighborhood, walkable to restaurants. We would recommend to guests looking for a space in Roscoe. 🙂
Superhost
A bright living space features an orange sectional sofa adorned with decorative cushions. Colorful wall art creates visual interest, while a small kitchenette with a bar height table and stools is visible. Natural light filters in through large windows, complementing the warm wood floors.
Home in Bridgeport
4.72 out of 5 average rating, 53 reviews

Animal House near Sox stadium

ChristineRating, 5 stars6 days ago
Thanks so much for everything! I have a reactive dog that has never been left in a doggy daycare, and Miranda helped me experiment to find the right fit for him. I was able to attend my conference and I am very grateful. Great place and great host!! <3
Superhost
A small outdoor space features two blue chairs positioned on a light-colored area rug, surrounded by textured brick walls. Green vines adorn the wall on one side, adding a touch of nature. A white door provides access to the interior.
Home in Illinois Medical District
4.86 out of 5 average rating, 101 reviews

Casa PLZN Location | Entire Home | Garage Parking

RicardoRating, 5 stars2 weeks ago
Great place! I’ll definitely be coming back! The beds are amazing!
Guest favorite
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 favorite
A modern living area is equipped with a wall-mounted television and a neutral sofa. A decorative coffee table and warm-colored accent chairs are positioned around the space. The room includes lush potted plants and framed artwork on the walls, enhancing the aesthetic appeal.
Home in Worth
5 out of 5 average rating, 16 reviews

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

SawsanRating, 5 stars1 month ago
Amazing house and location. Great host. Highly recommend.

Apartment rentals with outdoor seating

Guest favorite
A private rooftop deck is illuminated by string lights, creating a warm ambiance. The wooden surface showcases a dining table surrounded by four chairs. The surrounding wooden railing offers a sense of privacy, while the nearby brick wall adds texture to the space.
Apartment in West Town
4.96 out of 5 average rating, 136 reviews

Bohemian Moto Inn

AllisonRating, 5 stars1 week 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!
Guest favorite
An inviting dining area features a simple wooden table accompanied by two benches and a chair. A cozy seating arrangement includes a sofa and coffee table, framed by large windows dressed in light curtains. A ceiling fan and decorative accents add to the space.
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 favorite
A private rooftop patio is displayed, featuring a seating area with bright orange cushions on a dark wicker couch. A glass table is centrally placed, surrounded by panoramic views of the Chicago skyline under a partly cloudy sky.
Apartment in Near North Side
4.91 out of 5 average rating, 137 reviews

Modern 3BR with Private Rooftop & Free Parking

ChunguangRating, 5 stars5 days ago
A great place to stay for a family to explore downtown Chicago. The location is convenient, with easy access to major attractions, and restaurants. The home was clean, cozy, and well-equipped — we truly felt like we were at our own home. The host was responsive and thoughtful, which made our stay even more comfortable. Highly recommended!
Guest favorite
A modern living space features a dark sofa adorned with colorful cushions. A round coffee table sits in front, accompanied by a small side table with a decorative vase. A large mirror reflects the cozy atmosphere, while a vibrant city skyline artwork adds visual interest to the wall.
Apartment in Avondale
4.97 out of 5 average rating, 107 reviews

Lovely 2bedroom 1bath Apt and outdoor seating.

DarenRating, 5 stars3 days ago
A very nice and welcoming place to stay!
Superhost
A spacious outdoor terrace is shown, featuring comfortable seating arrangements with orange cushions and a circular table. Potted greenery lines the space, and decorative string lights enhance the ambiance. A neutral rug adds warmth to the seating areas, inviting relaxation.
Apartment in East Rogers Park
4.89 out of 5 average rating, 167 reviews

Executive Apartment on Lake Michigan with parking

DevinRating, 5 starstoday
me and my fiance stayed just a few days and I didn’t want to leave! The space was even better than expected. Having almost everything you’d need to cook, plenty of towels, clean bedding. It was so clean and beautiful inside and the view from the balcony was gorgeous. Felt just like home. The neighborhood was very nice and peaceful as well. We will 100% be back!
Top guest favorite
A living area is highlighted by two leather sofas and a coffee table. A decorative fireplace features tiles in blue and yellow. A television is mounted above the fireplace, while a dining area is observed in the background, enhancing the spacious layout.
Apartment in Lake View
5 out of 5 average rating, 113 reviews

Spacious 2 Bedroom in the heart of Lakeview!

JimRating, 5 stars3 days ago
I was there with 2 friends for a guys weekend and a Saturday Cubs game. The stadium was walkable and Terry was great. We had a small hiccup when checking in but was completely my fault. Terry was home and helped us get in. For what we needed it was perfect.
Top guest favorite
A bright living room is highlighted by large windows that invite natural light. A comfortable brown leather sofa and a beige loveseat are positioned around a colorful area rug. A wooden coffee table and a wall-mounted TV complement the inviting space.
Apartment in Roscoe Village
4.97 out of 5 average rating, 145 reviews

Inviting 2 Bedroom Apartment in Roscoe Village

GaryRating, 5 stars2 weeks 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 favorite
The living area is characterized by a vintage fireplace and mid-century furniture. A large artwork hangs above the mantel, and a round dining table is partially visible in the adjacent area. Natural light brightens the space through windows draped with sheer curtains.
Apartment in Lincoln Park
4.93 out of 5 average rating, 505 reviews

Victorian Home in Old Town

AlexRating, 5 stars5 months ago
I really enjoyed my stay! I loved the art and decor of the space. I am a solo traveler and I felt safe being here. There are written instructions on the door and in the home that explain almost everything I needed. I felt safe in the neighborhood! I would get back late and felt safe doing so. There are multiple stores within walking distance so it was easy to grab food or any items I may have needed. I didn't have a car and found it very easy to get to everywhere I wanted to go. Shampoo/Conditioner/Body Wash was a pleasant surprise to have! Along with the teas and coffee items. The space was a great size and I had everything I needed. It was easy to come and go and check in was very easy. I would stay here again, Lynn was super responsive, helpful, and kind! The bedroom area doesn't get much light, but it wasn't an issue for me. Bed was comfy, home was beautiful, and I loved my stay. Thank you so much Lynn!

Condo rentals with outdoor seating

Guest favorite
A modern living area features a light-colored sectional sofa adorned with blue accent pillows. A round black coffee table is positioned in the center, resting on a decorative rug. Two lamps and a piece of coastal-themed artwork complement the bright, airy atmosphere.
Condo in Bridgeport
4.89 out of 5 average rating, 112 reviews

Convenient & Spacious 3BR Condo w/Free Parking

RachelRating, 5 stars2 weeks 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 favorite
A bright living area is illustrated with large windows allowing natural light to fill the space. A comfortable beige sectional sofa provides seating, while a wooden coffee table sits on an area rug. A desk with modern design and a chair are present, enhancing the workspace.
Condo in West Town
4.92 out of 5 average rating, 114 reviews

Luxuriously bright 3-bedroom condo: The Treehouse

KristinaRating, 5 stars3 days ago
This was a great place to stay while in town with friends for a weekend! Walkable to great restaurants and shops, and the place was extremely clean and filled with natural light. Comfy beds and good shower pressure. Would stay again!
Guest favorite
A modern kitchen features sleek white cabinetry and a spacious island with four orange bar stools. A stainless steel refrigerator and cooking range are visible, while soft overhead lighting enhances the contemporary design. A TV is mounted on the wall, providing entertainment options.
Condo in Pilsen Historic District
4.93 out of 5 average rating, 118 reviews

Urban Oasis | Great for Families w/ Kids

ParkerRating, 5 stars2 weeks 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 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, 102 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

KathleenRating, 5 stars1 week ago
It was exactly as it was pictured except the front door is adjacent to a beauty salon and a bit hidden at first. The place was immaculate - very clean and the kitchen in particular was excellently appointed. It is on the third floor in an older building so there are stairs. The building was quiet. With gated and lit parking provided nearby our vehicle was safe.
Guest favorite
Condo in Wrigleyville
4.84 out of 5 average rating, 428 reviews

Authentic Condo steps from Wrigley Field!

SusanRating, 5 stars1 week ago
Great location. Accommodation just as described-fun decor. Comfortable beds.
Top guest favorite
An expansive street view patio features a railing and several seating options, including black chairs and a glass-top table. The view encompasses vibrant neighborhood storefronts and greenery, offering a glimpse of city life.
Condo in Lake View
4.98 out of 5 average rating, 116 reviews

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

AndrewRating, 5 stars1 week ago
Under the category of actions speak louder than words, I have stayed at Allan's place about five times, and it remains my first choice when visiting Chicago.
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, 160 reviews

Spacious 4 Bedroom Condo

IzabelRating, 5 stars2 weeks 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 favorite
An outdoor patio space is showcased, featuring a large table surrounded by several chairs. String lights hang overhead, illuminating the area. A gas grill is positioned nearby against a backdrop of exposed brick and wood fencing, creating a secluded atmosphere.
Condo in River North
4.99 out of 5 average rating, 134 reviews

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

JoelRating, 5 stars6 days ago
Neel went above and beyond for my family and I during our stay. The unit was quiet, fun to hang out in, extremely clean, great layout for a family, very convenient parking, and quiet. I would highly recommend staying here! Thank you Neel!

Quick stats about vacation rentals with outdoor seating in Rogers Park, Chicago

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

  • Total number of reviews

    2.7K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

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