Holiday rentals with outdoor seating in South Boston

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!

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

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!

Great property! Everything looks just as advertised and was extremely clean and welcoming. The location was also great - 5 min walk to the train station and very easy to get around. Fully exceeded all of our expectations!

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.

Maggie is a gem! Not only was her lodging clean, spacious, and in a perfect location for touring Salem, Maggie added personal touches that really made the location stand out. From a guide book that she’s created with recommendations on things to see and places to eat, to cupcakes and goodies for the kids (and us!), it really was a perfect stay for a weekend getaway. If I’m ever up that way again, I would not hesitate to book with her again!

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!

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

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!

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.

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.

Susan's flat was exactly as advertised and perfect for my quick 2 night stay in Boston. The flat and neighborhood were very quiet, and everything I needed, including public transit links to the rest of the city, was less than a 10 minute walk away. I did not cook on this trip, but the kitchen was fully stocked, and the coffee and English muffins were nice!

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.

Dan's place is equidistant to Harvard and MIT, a short walk to great restaurants and cafes, and a wonderful base for exploring Cambridge. Would happily stay here again with my family.

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!

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!

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.

Perfect rental for a couple on a Boston visit. Pretty quiet neighborhood with no disturbances while we were there for our 4 night stay. Plenty of room and a very well stocked kitchen. Communication was clear, polite and prompt. Parking garage ($25 a day) was close and easy to find. Inexpensive ($8-$12) Lyft rides to many Boston attractions. Would definitely stay at Jennifer’s unit again, if we return to Boston.