Vacation rentals with outdoor seating in Winthrop

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Winthrop outdoor seating rentals

House rentals with outdoor seating

Guest favorite
A modern dining area features a glass table surrounded by upholstered chairs. A small potted plant adds a touch of greenery. The kitchen is visible in the background, showcasing dark cabinetry and stainless steel appliances, along with a bar area with sleek stools.
Home in Everett
4.91 out of 5 average rating, 252 reviews

#9 Modern Home 15 min to Boston. Relax in Style!

RodRating, 5 stars2 weeks ago
Wally was a great host! He was responsive and accommodating. His place was exactly as listed. We were a larger group but everyone was comfortable during our stay. His home was relatively close to Boston's most popular points of interests without being in the hustle and bustle of the city. We will definitely be back and highly recommended.
Top guest favorite
A charming house is nestled among trees, featuring a light-colored exterior with dark accents. An American flag is displayed outside. The front yard is landscaped with a stone wall and greenery, creating a serene setting. A gravel path leads to the entrance.
Home in Dedham
5 out of 5 average rating, 213 reviews

The Gatehouse, Cheerful 3 bedroom 3 bathroom house

AmyRating, 5 stars2 weeks ago
Beautifully decorated, well-stocked home nestled among the trees. Attached to another home, but was quiet. Hosts were responsive and very friendly. Added extra touches to make our stay more comfortable.
Superhost
A cozy living room is presented with a light-colored sofa and a contrasting dark couch, each adorned with decorative pillows. A round glass coffee table sits centrally, topped with a small plant and a decorative bowl. Natural light filters through multiple windows.
Home in Malden
4.8 out of 5 average rating, 111 reviews

Lovely residential home with free parking

KirstinRating, 5 stars5 days ago
Very clean space walkable with lots of things around including the train station would definitely stay again
Guest favorite
A comfortable sleeping area is equipped with a spacious bed layered with plush bedding and decorative pillows. A cozy seating area features a light-colored couch beside a bedside table with a lamp. Soft natural light streams through windows dressed in sheer and dark curtains.
Home in Revere
4.85 out of 5 average rating, 248 reviews

Rio Stays

JoshuaRating, 5 stars4 days ago
The house was as listed, with many amenities, and overall was a great space. The hosts were very responsive & I would gladly book with them again
Guest favorite
A light blue, single-story home is depicted, featuring a neat front walkway bordered by well-maintained flowerbeds. The entrance includes a solid black door and several windows that allow natural light to fill the space. A manicured lawn complements the inviting exterior.
Home in Revere
4.91 out of 5 average rating, 104 reviews

Spacious New 3 bed 2 Bath home 15 min from Airport

EuniceRating, 5 stars1 week ago
Beautiful home! Super clean! Very comfortable beds. Loved the patio in the back.
Top guest favorite
An outdoor deck features two ornate chairs and a small table, overlooking a serene sunset. The horizon displays soft hues of orange and blue, with the silhouette of rooftops adding depth to the scene. Lush greenery can be observed nearby.
Home in Somerville
4.98 out of 5 average rating, 141 reviews

The Nest | A peaceful retreat in the city

MauraRating, 5 stars3 weeks ago
This is the second time that we have stayed in this Airbnb and it will not be the last. The location is perfect for visiting Somerville, Boston, Cambridge and any towns in this vicinity. There is so much to do in this area and almost everything is within walking distance. The place is clean and has all of the necessary amenities, plus a few extra! I highly recommend Pema’s place without hesitation.
Guest favorite
Home in Beachmont
4.89 out of 5 average rating, 9 reviews

Revere Beach House, Logan Airport, Bay Views

FallonRating, 5 stars3 weeks ago
We had a great stay at this house! Instructions for getting in were very clear and Alex was super responsive/helpful. The neighborhood is nice and a very short walk (or drive) to Revere Beach. There's also a lot to check out in surrounding areas and a short 20 min drive into Boston! Great spot for a family to stay. We would definitely go back and stay again!
Top guest favorite
The living area features a dark blue sofa facing a mounted flat-screen TV. A wooden coffee table is positioned in front, surrounded by natural light from nearby windows. The white walls and sleek countertops contribute to a modern, open space. A minisplit unit is visible for climate control.
Home in Lakeside Marblehead
5 out of 5 average rating, 126 reviews

Seaside Cottage

LoganRating, 5 stars1 week ago
The perfect place to rest after a long day exploring the area! (little harbor lobster rolls are even better the second time)

Apartment rentals with outdoor seating

Top guest favorite
A functional kitchen is equipped with wooden cabinets and modern appliances. A stove with an oven is positioned next to a microwave and kettle. Natural light enters through a window adorned with sheer curtains, pairing with decorative items on the countertop.
Apartment in Beverly
4.95 out of 5 average rating, 184 reviews

Entire 1st floor apt in charming seaside Beverly

LisaRating, 5 stars2 days ago
Karen and Brian were wondering hosts. Extremely accommodating and made us feel right at home. Highly recommend their apartment. It was so adorable and clean and had everything we could need and more! We would definitely come back again!
Guest favorite
A modern kitchen is presented, featuring white cabinetry, stainless steel appliances, and quartz countertops. A grey sofa with a blue throw pillow is positioned nearby. Natural light illuminates the space, contributing to a bright and well-organized area for cooking and dining.
Apartment in Salem
4.97 out of 5 average rating, 252 reviews

Modern Salem: Whole 2 Bed 2 Bath Unit

DanielleRating, 5 stars3 weeks ago
Graham’s Airbnb was fantastic! The location was very close to the tourist attractions in Salem. The apartment was modern, decorated nicely and had all the essentials for a perfect stay. I would highly recommend this place!
Guest favorite
The kitchen showcases dark wood cabinetry paired with granite countertops, featuring a stainless steel refrigerator and oven. A mosaic backsplash adds a touch of color, while a table with a floral tablecloth provides a casual dining space. Natural light floods the area through the window.
Apartment in Revere
4.88 out of 5 average rating, 494 reviews

-Traditional 3 BR/2 Bath/Prkng By Arprt/Bos

DennisRating, 5 stars6 days ago
Linda’s place is a rare find. It felt like home. It was super clean, with the amenities just as listed. There were enough towels and comfortable beddings. Her instructions were detailed and helpful . Check in was super easy! I highly recommend.
Superhost
A private wrap-around porch is shown, featuring a wooden dining table with matching chairs. Sunlight filters through, illuminating the surrounding neighborhood with cozy homes and greenery visible in the background. The space is complemented by a decorative plant on the table.
Apartment in Swampscott
4.86 out of 5 average rating, 114 reviews

Ocean views, Large Deck, Grill, Kid/Dog Friendly

JenniferRating, 5 stars5 days ago
This place is an amazing find in a lovely area of Swampscott. Their home is situated right across the street from the water, and it’s less than a five minute walk to many area restaurants and shops. Ryan was very accommodating with a last-minute booking, he sent clear instructions so check-in was easy. His home is beautiful and very spacious - and the listing photos are an exact representation of their home. Ryan was also extremely responsive to any questions, and checked in during our stay to ensure we had everything we needed and even provided recommendations for places to go. I do hope to return for another retreat stay as there were many places to walk and explore and we didn’t cover it all in our time there. This is also very close to Salem/Boston but is tucked away from busy city and everyone in the area was friendly. I highly recommend booking a stay in their home, and I look forward to staying there again in the future.
Top guest favorite
A private patio area features a wooden table with an umbrella, surrounded by vibrant flower beds with red and purple blooms. The space is enclosed by brick walls, creating a relaxing atmosphere with greenery and paved paths leading through the garden.
Apartment in East Cambridge
4.98 out of 5 average rating, 304 reviews

Garden apartment in the heart of Kendall Square

DavidRating, 5 stars2 weeks ago
In Boston where bargains are few this was one. The location just across the bridge to west end was perfect for us — our daughter lives there. Plenty of breakfast places nearby. The parking garage was 2 blocks away and very reasonable. The backyard garden was beautiful. It rained while we were there and couldn’t use it. But I could imagine it would be great for early coffee or before dinner glass of wine. The bed was very comfortable and the bathroom very modern. The kitchen was well equipped Would stay again and recommend to others
Guest favorite
A binder titled 'THE CHELSEA HOUSE' sits on a stone table, accompanied by a small potted plant. Exposed brick walls provide a rustic backdrop, enhancing the apartment's character. A glimpse of a doorway is visible in the background, contributing to the inviting ambiance.
Apartment in Chelsea
4.94 out of 5 average rating, 384 reviews

2 bedroom Charm Cozy Public Transit Close to all

ZackRating, 5 stars2 weeks ago
It was a perfect little place for our stay. Just 15 min drive into Boston. Private parking. And close to several great restaurants right in Chelsea. There is a gem of a Salvadorian place right across the street called Curlys and a cafe/lounge called Kushala one block away. And Lucia was very responsive and helpful if needed. Friendly and polite. We will stay here again the next time we come to Boston.
Guest favorite
A three-story house features a light-colored exterior with multiple windows and a welcoming front porch. The surrounding yard is neatly maintained, with grassy areas and a fire hydrant visible on the edge of the sidewalk. Neighboring houses can be seen in the background.
Apartment in Ipswich
4.87 out of 5 average rating, 291 reviews

Ipswich Apartment

WillyRating, 5 stars6 days ago
Molly’s place is a one of a kind, it felt like back home for me. The location is walking distance to many restaurants, coffee shops, gift shops etc. The house was clean, spacious and had everything we needed to complete our stay. Molly is a great host, always responsive and understanding. I had a great stay, couldn’t have asked for a better host!
Guest favorite
An outdoor patio area is illuminated with string lights, featuring a seating arrangement with a sectional sofa and a dining table surrounded by black chairs. A grill is located nearby, and a decorative border of gravel and plants enhances the space.
Apartment in Salem
4.93 out of 5 average rating, 100 reviews

Newly renovated apartment close to downtown.

MalloryRating, 5 stars1 week ago
Such a lovely place! The host provided plenty of suggestions for our stay. The common areas were great for relaxing. The rooms were cozy and spacious. The bathroom had everything we needed and more. The outdoor patio was quiet and private. The neighborhood was very cute! There was plenty of parking available. We were only a 20 min walk from downtown Salem. The host communicated very clearly regarding all necessary details. Check in and out were a breeze. We would definitely stay here again!

Condo rentals with outdoor seating

Guest favorite
The living area features two gray sofas positioned around a round wooden coffee table on a vibrant blue area rug. A cozy fireplace is situated against a striking red wall, complemented by a bookshelf filled with books. Natural light enters through a nearby window.
Condo in East Boston
4.95 out of 5 average rating, 202 reviews

Family Home + Near Downtown + Cool Backyard!

RogerRating, 5 stars3 months ago
We had a great stay! Quiet, safe neighborhood, easy to get to the city. Lots of space for the six of us to eat and relax together. Beautiful view of the Boston skyline just minutes walk from the place. Comfortable beds and soft sheets too! We also had no troubles parking nearby and leaving our car (for free) for our entire stay.
Top guest favorite
A cozy living room features a gray sofa and a black leather chair, centered on a light-colored area rug. Two windows illuminate the space, complemented by light curtains. A wooden coffee table holds decorative items and a lamp, while a woven wall hanging adds texture.
Condo in Salem
4.96 out of 5 average rating, 254 reviews

My Place - 2 Bedroom Condo with Parking

GenevieveRating, 5 stars1 week ago
We stayed over for a quick overnight trip in Salem and Kelly's place was exactly as described! Easy check-in, clear communication, good location. The place was spotless and the beds very comfortable. Thank you!
Guest favorite
A spacious living room features two armchairs and a glass coffee table atop a patterned rug. A wooden media console with books is positioned under a flat-screen TV. Natural light enters through large windows, and a decorative clock stands in one corner.
Condo in Dorchester
4.97 out of 5 average rating, 108 reviews

Spacious Dorchester Retreat | 2-bdrm condo

JosefRating, 5 stars1 week ago
The house was adorable and very clean. We weren't there much, but we had everything we needed when we were there. The hosts were very responsive and helpful when needed.
Superhost
A comfortable outdoor seating area is presented on a covered porch. The space features a sectional sofa and four wicker chairs arranged around a glass coffee table. Views of nearby buildings and a clear blue sky can be seen in the background, enhancing the serene environment.
Condo in Winter Hill
4.83 out of 5 average rating, 195 reviews

Spacious, cozy home near Boston!

KarenRating, 5 stars2 days ago
Beautifully appointed flat near downtown Boston and Logan airport! Three comfortable bedrooms and three full bathrooms were appreciated. Great kitchen with nice appliances. Upscale feel. Third floor walk-up, so you need to be comfortable with stairs — but worth the climb! Responsive and friendly host Ana made us feel supported and welcome. Parking was a plus. Recommended!
Top guest favorite
An open-concept living and dining area is showcased, featuring a wooden dining table with chairs, a comfortable sofa, and a flat-screen TV mounted on the wall. Natural light enters through multiple windows, enhancing the bright and airy feel of the space.
Condo in Lakeside Marblehead
4.99 out of 5 average rating, 108 reviews

Samuel Tucker House - Downtown Luxury 2 Bed Condo

LynneRating, 5 stars3 days ago
Had a wonderful one night stay at Bryan’s place while visiting family. Home was extremely clean and quiet and had everything we needed. The provided snack basket/water was a nice touch. Would definitely stay again.
Superhost
A studio space features a spacious bed with a memory foam mattress and a queen pull-out sofa. A modern kitchen is visible, complemented by a dining area with high stools. Natural light enters through a window, while artwork adds visual interest to the walls.
Condo in East Boston
4.83 out of 5 average rating, 260 reviews

Stylish garden level studio with a private patio

EmilyRating, 5 stars1 day ago
We had a great stay in Boston. We really appreciated being able to drop our luggage off in locked storage since our flight got in early. There are many great restaurants, coffee shops, and convenience stores just a short walk away. Additionally, it took us about 3 minutes to walk to the closest T station for easy access to the airport and downtown. The Airbnb was very well equipped, spotless, and thoughtfully laid out. Thank you Ali for a fantastic stay!
Guest favorite
The private rooftop deck features a shaded seating area with sectional sofas adorned with cushions. Potted plants add greenery, while views of neighboring buildings and trees are visible in the background under a partially cloudy sky.
Condo in Fort Hill
4.94 out of 5 average rating, 306 reviews

Boston Rooftop Retreat

KellyRating, 5 stars1 week ago
This place is so comfortable, clean, and convenient, this was our second stay there and we will stay there again any time we get a chance. We love the space and the rooftop! Chandra is a fantastic host. As a group of weary travelers we were so glad she was able to get us in a bit early on check-in day too!
Superhost
A modern kitchen features white cabinetry with a gray island and two black bar stools. Stainless steel appliances, including an oven and refrigerator, complement the light countertops. Pendant lights hang above the island, illuminating the space, while natural light streams through the window.
Condo in East Boston
4.89 out of 5 average rating, 146 reviews

Luxury Condo in Boston w/ backyard & parking

YanchaoRating, 5 stars2 weeks ago
This is the best u can find in Boston. The place is sooo clean and u can find everything u need. It is another level than a hotel with much better price. There’s a subway station with a few minutes of walk and a convenience store just across the street. I rate 100 stars out of 5!!!!!

Quick stats about vacation rentals with outdoor seating in Winthrop

  • Total rentals

    30 properties

  • Nightly prices starting at

    $70 before taxes and fees

  • Total number of reviews

    5K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

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