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

Cozy Stylish 4br3ba 3mins to Somerville Subway
We really enjoyed this place. It gave us plenty of room to spread out. The absolute best part was also the location to the green line. So easy to get to and therefore we could easily get everywhere in the city. Would stay here again and recommend to others.

The Gatehouse, Cheerful 3 bedroom 3 bathroom house
We loved the house; very clean and modern. Great communication from the hosts and short distance to great local restaurants and family fun!

Lovely residential home with free parking
Oddays place was wonderful. They have plenty of amenities for guests. It’s an older house, but a very nice older New England home. We enjoyed the stay. The only recommendation we would give is for there to be a laminated card with the wifi name and password, as we didn’t locate it until the last evening of 3 nights there. It was on the Airbnb app but not very clear about how to get the password. That’s our only suggestion as there were older folks in the home as guests and they didn’t have access to the app. Thank you for hosting your Airbnb to us! We would stay again in any future trips to that area.

Rio Stays
Clean, spacious common area, privacy.

Residential home ▪ Billerica ▪ quiet, clean & cozy
This was by far one of the best AirBnb's that we have ever stayed in! The house was perfectly clean and we found absolutely everything we could think of. A well equipped kitchen with really all equipment to cook a good meal and also the rest of the house leaves no wishes open. Barry and Kellie were both extremely friendly and even got us some milk for breakfast (once again thank you). Response time to any question was extremely short. I can only recommend this nice little house to everyone. If we ever return to this area we will surely stay there again. Thank you Barry and Kellie... you made a difficult trip such a lot easier!

The Nest | A peaceful retreat in the city
Pema and Jonathan are wonderful hosts. This was our second stay at The Nest and we were able to really take advantage of the deck overlooking their beautiful garden and the city beyond, for morning coffee and afternoon snacks. Their place is very spacious and charming. It's walking distance to stores, restaurants and the Gilman Square T-stop. For trips further afield, it's great to have a designated, off-street parking spot right by the entrance to the unit, with motion sensor lights for nighttime arrivals. The kitchen is fully equipped and the bed is very comfortable, with reading lights on both sides of the bed. Highly recommend.

Heights House - 93 Walkscore|Halloween|Grill
My wife and I had the pleasure of staying at Darryl’s place for our honeymoon, and it was absolutely perfect. Darryl was incredibly kind, welcoming, and a fantastic communicator throughout our stay. He provided us with amazing recommendations for local sights and restaurants, which really helped make our trip special. The space was clean, comfortable, and had everything we needed for a relaxing getaway. We couldn’t have asked for a better host or a better experience. Highly recommend!

Upscale 5BR Family Home Near Boston
The home was in a very nice and quiet area of town with groceries, gas and restaurants a short walk or drive away even in during busy hours of Boston traffic. The home was actually larger than expected with two full bathrooms, one on each floor. Everything was clean and ready for us with a well equipped kitchen and filtered water. There was a nice booth area to eat as well as counter seating and a dining room. We only had three in our party, but you could comfortably house a much larger family in the rental. We have a few more trips planned to Boston this year and will book this first if it is available, would like to stay again.
Apartment rentals with outdoor seating

Light-Filled Luxury Apartment with View
Wonderful one of a kind studio in a very old beautiful house. Plenty of room, lots of light, modern appliances. I enjoyed every minute of it.

Waterfront Escape! In-town with onsite parking
My husband and I stayed here for 1 night and it was everything we hoped it would be! Carol was an excellent host and a great communicator. The place was very clean and quiet. The location was priceless with a beautiful view of the water. We were within walking distance of everything we needed: shops, restaurants, beaches, etc. We would highly recommend Carol’s place and look forward to coming back!

Amazing Ocean View In-Law Apt.
Beautiful views and very spacious, everything was perfect. Susan was a great host. We will definitely be back. Thank you!

Air "Bee-n-Bee"' Hive | Unique Themed Getaway
We really enjoyed our stay in the Air Bee and Bee. The accommodations were perfect and all our needs were met. The fresh eggs were an amazing bonus. This home is close to Boston and Salem and worked great for our stay.

🎖The Ashmont Suite | Close to Subway + Downtown🎖
Impeccably clean! Wonderful linens and towels. Roomie space inside, perfect for several people. Modern bathrooms and kitchen.

Garden apartment in the heart of Kendall Square
Hosts have thought of everything. No need to purchase tea, coffee, condiments nor soaps-all provided. The layout, beautiful and clean rooms, counters, shower and restroom all wonderful. Linens lovely. Bed and pillows comfy. A summer weight blanket would be nice. Garden as pictured. Directions to work the Nest climate control would be helpful but it worked great. Highly recommended.

5 minutes to downtown. Charming. Clean. Cozy.
Lucia was wonderful to work with. She was quick to give us tips for our trip - having never been to the Boston area. We were very intimidated about the public transportation but Lucia put our mind at ease. Her place felt very safe - even walking from the bus stop at 11pm after a baseball game. Only a few minutes from the bus stop that takes you right into Boston. We used the buses or subway to get all over Boston and it was very easy to navigate from Lucia’s place. The place was clean and quaint. It provided a nice place to relax at the end of a busy day.

Ipswich Apartment
Very convent location for train station and town centre. Molly was a wonderful host. We would certainly recommend this place to others
Apartment rentals with outdoor seating

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee
Everything about the stay was excellent! Very welcoming, clean and comfortable. Everything was as described and really appreciated the attention to comfort and hospitality including the snack basket, chocolate, various coffees, and waters in the fridge. Great, quiet location within walking distance to grocery stores, coffee shops, Mass Ave., and across the river from BU. Hoping it's available the next time I visit.

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
The house is very modern and comfortable and has everything you require . It’s a good and safe neighbourhood as well and we had a comfortable stay here. Thank you for hosting !

Harbor View Suite
Our stay at Kristen’s on our East Coast tour was incredible. The location and the views were incredible! Her home was pristine and we loved all of the personal touches. Would love to visit again!

Spacious, cozy home near Boston!
This was a fabulous stay and Ana is incredibly wonderful and communicative! We had a great time and the place was better than expected☺️

Stylish garden level studio with a private patio
We had a great stay at this lovely place in East Boston. Everything was spotless and just as pictured. The hosts were also super gracious to let us check in early and store our luggage while we did some more sightseeing our last day.

Boston Rooftop Retreat
Chandra is an amazing host; she was very responsive and helpful when we were looking for something to do on our rainy last day. She also supplied umbrellas, which we could not have done without! The place is even cuter in person; it's updated and has a cozy vibe and a nice record player with a good album selection and lots of cool art made by Chandra! My favorite is the Mr. T sculpture! The keypads on the inside and outside building doors are very convenient and simpler to use than having to carry a key. Nice newer shower and comfortable bed. Large kitchen, comfy couch, and just a cute, interestingly decorated apartment. The rooftop patio is so nice...it's got a grill and 360 views. I wish the weather had been nicer so we could have hung out there more. Not really close to many bars or restaurants, but an easy walk to the train station or the bike rentals and a 30-minute (ish) walk to the Fenway Park area. I would stay there again; it felt like home.

Luxury Condo in Boston w/ backyard & parking
Cusaj's place was a wonderful haven to return to after a busy day of sightseeing. The beds were very comfortable. Her place was very clean. Also, some nice restaurants in the area..
Quick stats about holiday rentals with outdoor seating in Winthrop
Total rentals
30 properties
Nightly prices starting at
₹6,018 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
Destinations to explore
- Boston Holiday rentals
- The Hamptons Holiday rentals
- Hudson Valley Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pet-friendly rentals Winthrop
- Rentals with a patio Winthrop
- Beachfront rentals Winthrop
- Rentals with a fireplace Winthrop
- Rentals with beach access Winthrop
- Fitness-friendly rentals Winthrop
- Rentals with a washing machine and dryer Winthrop
- Family-friendly rentals Winthrop
- House rentals Winthrop
- Flat rentals Winthrop
- Waterfront rentals Winthrop
- Rentals with outdoor seating Suffolk County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Hampton Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- Brown University
- Duxbury Beach
- North Hampton Beach
- New England Aquarium
- Sagamore Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Sandwich Glass Museum
- Good Harbor Beach
- Prudential Center
- Roger Williams Park Zoo
- MIT Museum
- Rye North Beach
- Museum of Fine Arts, Boston
- Quincy Market