
Vacation rentals with outdoor seating in Winthrop
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Winthrop
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winthrop outdoor seating rentals
House rentals with outdoor seating

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

The Gatehouse, Cheerful 3 bedroom 3 bathroom house
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.

Lovely residential home with free parking
Very clean space walkable with lots of things around including the train station would definitely stay again

Rio Stays
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

Spacious New 3 bed 2 Bath home 15 min from Airport
Beautiful home! Super clean! Very comfortable beds. Loved the patio in the back.

The Nest | A peaceful retreat in the city
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.

Revere Beach House, Logan Airport, Bay Views
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!

Seaside Cottage
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

Entire 1st floor apt in charming seaside Beverly
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!

Modern Salem: Whole 2 Bed 2 Bath Unit
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!

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

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

Garden apartment in the heart of Kendall Square
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

2 bedroom Charm Cozy Public Transit Close to all
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.

Ipswich Apartment
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!

Newly renovated apartment close to downtown.
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

Family Home + Near Downtown + Cool Backyard!
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.

My Place - 2 Bedroom Condo with Parking
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!

Spacious Dorchester Retreat | 2-bdrm condo
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.

Spacious, cozy home near Boston!
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!

Samuel Tucker House - Downtown Luxury 2 Bed Condo
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.

Stylish garden level studio with a private patio
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!

Boston Rooftop Retreat
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!

Luxury Condo in Boston w/ backyard & parking
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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