Holiday rentals with outdoor seating in South Boston

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.

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!

We loved the house; very clean and modern. Great communication from the hosts and short distance to great local restaurants and family fun!

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 .

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.

Beautiful home. Perfect for a couple days in Boston. The home had everything we needed. Hosts always responded quickly to questions. Easy walk to local transportation.

Great place to stay! very welcoming. The place was clean and had everything I needed. It reminded me of my own home! Nathan was very responsive. The only problem was the banging noises with kids jumping around a lot on the second floor. It becomes unbearable more so during my work from home (remote) days. Even during some late nights, you can still hear them. I completely understand as I also have a 6 y/o.. But, Nathan was very responsive when I reached out to him. Otherwise, I would definitely go there anytime!

Our trip to Boston was phenomenal. The Airbnb wasn’t hard to find from the subway station. The neighborhood was beautiful and felt very safe walking thru it. The Airbnb wasn’t hard to find, it felt very welcoming, it felt like I was staying a loved ones home, everything was very well thought out. The bed was very cozy and comfortable for sure something I looked forward to after a long day of sightseeing.

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!

Look no more! Winter Island Retreat is a seaside oasis that creates an atmosphere of tranquility and peace. From the moment I arrived I was struck by it's beauty captivated by the stunning sunrises to start each day The retreat is charming and a place of solace. The beautifully manicured lawn and gardens filled with lush floral designs adds to its magic. while the front porch with its rocking chairs, invite you to slow down and savor your morning coffee or lose yourself in a good book. Evenings are equally special walking the path to the beach and settling into the adriondack chair with a glass of wine It's a peaceful ritual that grounds you in gratitude. The home itself is cozy, comfortable and thoughtfully decorated with calming beachy touches that make you feel at ease. It's perfectly located just minutes from downtown Salem. I'm grateful to be one of the lucky guests to stay in David's home. He was a kind and gracious host. A truly memorable retreat I will be back

Great place to stay. Very clean. Lots of restaurants within walking distance. The coffee shop/bakery directly across the street is enough to come back for.

Everything was clean, comfortable, and quiet. It was great to be able to come back from a busy day and feel like we could unwind just like we would at home. The location was also easy for getting around either on foot or by car which was super handy.

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

The place is a small apartment in an old house but fully-furnished, clean, and well-kept. We didn't cook or used the kitchen much, but everything we needed worked fine. Kristina takes care of the place personally, which we liked, and she was very helpful with suggestions when we needed her advice. We also liked the area. Great for a short stay!

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!

We really enjoyed our stay with John and Oz and would love to come back sometime! It is a beautiful place in a quiet neighbourhood, which felt like our home for almost a week - also thanks to their hospitality and kindness.

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!

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.

Reda was so wonderful with us!! Extremely communicative and friendly, the apartment is exactly like the pictures and so much better in person. My family & I had a great time in Boston but the apartment was definitely a big highlight. I recommend this place 10/10🩵

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!

Lovely trip back to Marblehead for my granddaughter’s graduation. This home was comfortable and great care taken to provide more than the basics making it welcoming and like home!

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.

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!

Very comfortable place with deck where our dogs could be outside with us while we enjoyed the weather and a glass of wine. Kitchen well-equipped with everything we needed to cook and enjoy ourselves. The nespresso machine was wonderful. Also, Starbucks was just a short walk. The in-unit laundry was very convenient. The college was also a short walk where our pups could enjoy some green space. There is a park by the beach which is also a short walk, it was a little harder to get there because one must cross a busy street but, well worth it, once you got there. Downtown was a bit of a hike but, again well worth it once you were there and you did not have to worry about parking. We really enjoyed our stay and highly recommended this condo.