
Holiday rentals with outdoor seating in South Boston
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Top-rated rentals with outdoor seating in South Boston
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Popular amenities for outdoor seating rentals in South Boston
House rentals with outdoor seating

All the comforts of home, quiet city neighborhood
Thank you so much for a fantastic stay! The home was warm, spotless, and ideally situated. Everything we needed was just a short distance away. It truly made our visit smooth and enjoyable. We are grateful for your generous hospitality and would absolutely choose to stay here again if we return to the area!

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!

Charming South End Farmhouse - Near Northeastern!
Holly’s home in Boston was lovely for our family in town for a wedding. The space has tons of charm and was very inviting and clean. Thoughtful touches throughout and really appreciated Holly’s prompt responses and flexibility with our travel itineraries. Neighborhood is super cute too. Highly recommended!

Stone Cottage with meadow view
Lauren was an excellent host! Cottage is absolutely beautiful! Felt right at home , she was very responsive and very helpful. This place has all the amenities, perfectly located for everything we had planned .

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.

Cozy, historic 3 bedroom home close to Boston!
We had a great stay—perfect for our quick family trip! The home was incredibly clean, cozy, and well-stocked with everything we needed, from a pack ’n play to extra towels, bed linens, and kitchen essentials. Marybeth was wonderful to communicate with and shared some great local dining recommendations. We were very happy with our accommodations and would absolutely stay again!

City Oasis |Yard |Walk To Harvard MIT Train
I had an amazing stay at Juan Carlos’s place. He responded immediately and was very helpful whenever I needed anything. The kitchen is brand new and fully equipped with all the utilities you could possibly need. The apartment is located in a quiet, nice neighborhood and everything was spotlessly clean. It’s within walking distance to Harvard Business School and probably also to MIT. There’s also a Whole Foods just a 5-minute walk away. The place was easy to access, very comfortable, and felt safe at all times. Juan Carlos is a super friendly host. I had a late flight and he kindly let me check out an hour later without any problem. I’d definitely recommend this place and would be happy to stay here again!
Apartment rentals with outdoor seating

3BR JFK/UMASS redline T+parking
Wonderful host and good space for a group 4 people

Hipster Basecamp | views • fireplace • parking
Christin was a top tier host! I was extremely fortunate to find a place last minute and Christin made sure to set our group up for a fun filled weekend. She was very quick to respond and made check in and out a breeze. If you find yourself in Boston, definitely worth it to stay at Christin's place.

Couples Retreat - Apt in Charming Colonial Home
This was without a doubt the best Airbnb I've ever stayed in (and I've stayed in a lot). The host Lisa was very communicative. The Airbnb was the most well stocked Airbnb I've ever seen: Full pantry of snacks, a well-stocked kitchen cabinet with every appliance you can think of, and even a full basket of toiletries just in case you forgot something. The apartment was tastefully decorated and the furniture high quality. The bathroom was simply stunning, with a bathtub complete with bath salts, and an electronic shower with jets on the walls too! The bed was comfortable and I had no issues sleeping. The neighborhood around the house is very peaceful and walkable. However, be warned that it is not well connected to Boston via public transit compared to other locations. I would recommend this place to someone with access to a car. Nevertheless, this was the best Airbnb I've ever stayed in. Highly recommended for a nice getaway!

Close to Harvard, MIT & Boston, Gym and Patio!
I came to attend Harvard’s graduation and we had a great stay at Melanie’s place! It was clean and comfortably fit myself and my mom and sister. We would book again in the future!

Oceanfront Pool. Close to Boston. Free Parking.
Both John and Carol were very inviting and friendly—- Carol even came out to bid us farewell when we checked out. The view is just breathtaking…. Could not ask for more… except warmer weather so we could have enjoyed the pool. :). The apartment had everything we needed and more. The fridge was stocked with breakfast snacks and milk and half and half for morning coffee…. Very nice touch. Great restaurant choices nearby as well. Highly recommend the Arms Hotel. Great food, HUGE portions. I would definitely stay again!

* NEW Listing * A True GEM in South End , Boston!!
Great spot for marathon weekend. Lovely quiet area with lots of food options. Apartment was ideal for me and only 15min stroll to bag drop on marathon morning. Santo was great, really responsive and helpful. In Boston terms the apartment was good value, just accommodation in Boston generally is really expensive. I hope I can visit again, Boston is a fantastic city and south end is beautiful

Newly renovated apartment close to downtown.
Nice, cozy spot located close to downtown Salem. There's a really nice outdoor patio that I wish we were able to use more during our stay.

Charming 1 BR private entrance apt commuters dream
Domingo was a fantastic host. I had a couple of requests and Domingo was extremely responsive and was always accessible. He also provided some excellent restaurant suggestions. As far as the location itself, it's in a nice quiet neighborhood but there's not really much around within walking distance. A car or an Uber is a must to get to some of the great restaurants that Domingo suggested. Other than that, it's a great place with a fantastic host. Since this was a work trip for me, I would definitely consider staying here again. Thank you Domingo!
Apartment rentals with outdoor seating

A Cozy 3 Bedroom Home Close To Boston & Parking
Shirley's place is as described. It is comfortable and generous in size. There is parking available both in the driveway and on the street(with a supplied parking pass) for two cars altogether. Fresh linens are plentiful and the kitchen is very practical for cooking and eating in. Outdoor furniture on the back porch allowed us to invite over friends and socialize in nice weather. It is simple, but comfortable.

Condo in downtown Boston
This was such a charming place in a wonderful location. Griffin and Carolyn were responsive and took really good care of us. They are great hosts who we highly recommend and would book with again!

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee
Appreciate Dan and his beautiful place! The roof deck was especially nice for an evening drink. And the snacks and spindrifts were such a lovely and unexpected touch. Thanks for a great stay!

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.

South End 1800sqft 2BR Audiophile Paradise
This was the perfect location to enjoy the South End, and an easy walk everywhere (Copley, Prudential, Newbury Street). The place was comfortable and had everything we needed especially the fireplace on very cold May days. Leslie was incredibly responsive even on her special celebration weekend!!

Spacious, cozy home near Boston!
What a gem!! Ana's appartement is amazing. The bedrooms are large with good mattresses and furniture. Kitchen is great too. There is a nice patio to sit on at the back. Ana's house is extrememy clean, cosy and very well maintained, we will definitely stay here again when we visit Boston!

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.

Luxury Condo in Boston w/ backyard & parking
Had a nice weekend visiting our son in Boston with his sisters. We spent less time in the Airbnb than we had expected (never got to check out the local beach but also it was a colder weekend than we'd hoped for anyway) but the kitchen was pristine, beds were comfy, shower and bathroom was well stocked and it was nice to know that there were extra chairs and towels if we had needed them. Thanks for hosting!
Quick stats about holiday rentals with outdoor seating in South Boston
Total rentals
60 properties
Nightly prices starting at
₹4,327 before taxes and fees
Total number of reviews
3.7K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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- Hampton Beach
- Boston Common
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- TD Garden
- Harvard University
- Lynn Beach
- Brown University
- Duxbury Beach
- North Hampton Beach
- New England Aquarium
- Sagamore Beach
- Faneuil Hall Marketplace
- Freedom Trail
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- Prudential Center
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- MIT Museum
- Rye North Beach
- Museum of Fine Arts, Boston
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