Holiday rentals with beach access in South Boston Waterfront

We enjoyed our stay so much. What a comfortable home for our family vacation in the area. Karen was welcoming and we were so appreciative of the fresh baked goods. Everything was set for our stay with enough linens for everyone. We ran into Karen a couple of times during our stay and always was delightful and open to help with any suggestions. We found the town quaint and what we needed from a bookstore to places to eat. Nice quick walk to the water for sunsets. Easy drive into Boston as well as up to Rockport and Gloucester. We even found it smooth to attend the 250 of Lexington and Concord. We loved our days starting with coffee and quiet comfort and relaxing in the evening around the table with our family for some games. Highly recommend this home! Thankful for our hosts!

Great house and host. The hill to the house will test your calves...but the house was better than described.

Our first trip to the Boston area couldn’t have been better! This Airbnb was absolutely perfect for our family of four. The bedroom I stayed in had its own balcony with a beautiful ocean view—ideal for peaceful summer mornings or warm, relaxing nights. The open-concept living room and kitchen gave us plenty of space to unwind after a day of exploring. But what really sets this place apart are two unbeatable features: first, you won’t find easier access to public transportation—there’s a bus stop just a 30-second walk away that takes you right into Boston. Second, the hosts, Milan and Anna, were some of the kindest and most helpful we’ve ever met. Their local tips made our stay even better. Great amenities, smartTV, updated shower, dishwasher, laundry, grill available to use, etc. Right next to the house is a beautiful walkway that stretches down the beachfront of Winthrop. We’re already talking about coming back as the Boston area is second to none!

I needed a special place for a special weekend. I didn't want to propose in a loud, busy Boston location. I wanted private, quiet and intimate. Thats what the photos felt like and I'm happy to say that was the exact experience. April is a perfect time with sunny weather in the 50's. We had a pleasant conversation with Susan in the shared driveway on our way to dinner. She recommended Seaport Grill, specifically the Chilean Sea Bass. It did not disappoint. Plus the Hammond Castle. It was an unforgettable weekend. She said Yes!

Nice apartment in really good location. So easy to get into town - bus - T - ferry. Also so easy to get to from the Airport. Apartment was very spacious - clean and tidy. Bar with restaurant at end of the street which also did take away. 20 minute walk to large supermarket. There was the facility to leave bags on final day after checkout as flight was late evening which was very helpful. Overall would recommend. Thank you.

Felt at home. Very cozy place to stay near the city

This was a perfect location for a long weekend getaway! Proximity to public transportation makes this place an awesome option for Boston travels, the ocean is absolutely gorgeous! I ran the Boston marathon on my visit and the hot tub was incredible for recovery! The bed is so comfortable and even though we didn’t cook anything, we easily could have! Having a washer and dryer in the unit available meant that I don’t have piles of laundry to do when I get home!

Great place to stay! Highly recommend. Fantastic hosts and great location.

We loved our stay at this property. The house is much more historic and lived in, if you are after a pristine and modern stay, this might not be the place for you. But the house more than made up for it in character and cozy vibes, and it fit in perfectly in the charming historic neighborhood in Marblehead. The area has a lot of wonderful spots you can walk to, and the host provided historical information about the area and the house as well! We were so grateful for John’s proactive communication, we didn’t have any issues but I’m confident if we had he would have quickly resolved them! Overall my family had a wonderful weekend and we spent the drive home saying home much we’d love to make another trip in the summer to enjoy the ocean more!! Thanks John for a memorable weekend!

We had a lovely long weekend at Natasha's gorgeous home. Spotlessly clean, with modern upgrades and appliances. The layout is a bit unusual as the house has been renovated and split into at least 2 units. Located on main road into Swampscott, with a view of the ocean (across the road) out the front windows--very beautiful even in the middle of winter! We had snow 2 out of 3 nights, and on the first of these there was a gentleman outside shoveling the driveway and back steps around noon. But by our check out time (noon) on Monday, nobody had cleared the snow. Got our car out ok, and we cleared off the back steps so we could bring our luggage out. There was conflicting info between the listing and what we were told by the owner re check-in and check out times--we messaged owner (twice) to clarify check out time and never heard back from her, so called her on check out morning--she apologized and honored the original listing. Info in owner's instruction booklet at house needs updating.

My mom and her friend had a wonderful 2 1/2 weeks stay at Sharon’s place in Jan. The location was perfect as they could walk to the grocery store any time. When the weather was warm, we all enjoyed walking the beach (3 blocks away!). Our kids enjoyed playing with the toys in the closet. My mom enjoyed the full kitchen and cooked there often. Sharon was kind, communicative, and helpful!

I can not say enough about this place it was beautiful inside and out and Richard was super responsive and answered all my questions in a timely manner! I would definitely stay again. Thanks again for letting me and my wife stay in your beautiful home!

We had a wonderful stay at this peaceful cottage in a beautiful seaside town. House was very comfortable and clean. The whole town is walkable so you can easily get to restaurants, coffee, groceries etc. Having 2 joined suites worked wonderfully so that our teenagers could have their own space while still being connected to us. Our family had a wonderful time!

We had a great weekend in Boston with friends. The house was convenient to T and made it easy to get downtown. Plenty of sleeping space for our group of 7. Thank you for the coffee set up and the bottled water

My family enjoyed staying here. It had a beautiful view from the back. Gorgeous in the morning! I loved it here and we felt at home. There was plenty of room for our family and it felt so cozy.

We had a wonderful stay. Perfect place for families with children. So close to the beach with all the beach and home necessities you need while on vacation! Quaint town that was quiet but still has plenty of restaurants to visit. Overall, a great place!

The spot was super clean and had everything you needed, the location of it was great, and Griffin was a responsive and helpful host.

Great studio in fantastic location walkable to downtown and old town plus easy parking. Rachel was very flexible and responsive. Great amenities and really appreciated firm comfortable bed. Will definitely stay again.

I recently stayed at this Airbnb in the South Boston area with a group of four, and we had a great experience! The home was spacious, clean, and had everything we needed for a comfortable stay. The host was very welcoming—he greeted us upon arrival and took the time to go over the basic house rules and what to expect, which we really appreciated. The location was super convenient—just a 7–10 minute train ride to downtown Boston. The neighborhood was calm and quiet, perfect for relaxing after a day of exploring the city. Overall, we really enjoyed our stay and would definitely recommend this place to anyone visiting Boston!

Yangs place was great, very cozy and in a a beautiful area.

Our stay was very comfortable in this warmth, clean, beautiful home with a comfy bed with all the amenities given. Kristen’s hospitality is amazing from her gestures and extra special touches of food, drinks and yummy snacks. Inviting home away from home with a raining season we enjoy staying in too. Thank You. Kenneth & April Phillips Ranch , California

5 STAR+ rental. We loved this rental. It is exactly what we look for in rental space. Clean, updated (while retaining character), close to all sorts of activities and historical sites, washer/dryer, quiet, off street parking. Solid wood floors throughout, tile floor in bathrooms. Bathrooms (2 Full) had soap, shampoo and conditioner, towels TP. The kitchen has everything you could possibly need. Plenty of plates, cups, glasses, pots, baking sheets, pyrex. Solid surface counters. We ran the dishwasher once in the five days we were there. Kitchen table was comfortable for eating and playing games( look in the closet). Keurig for coffee, (pods provided). Snack basket had varieties of items we ate between meals. The living space was comfortable with couch and chair, with tables nearby. Bedrooms were comfortable. Beds were comfortable. there is a desk in the twin bedroom. Instruction book filled with recommendations and local information. Owner provided cell #. Would stay again 100%. 5 STAR

Edna thought of every little detail of what we would need to make our stay comfortable. Wished we could stay longer but definately will be back!

Bright and cheerful modern unit with a beautifully appointed kitchen. Convenient parking right behind the house. FYI-Bus 120 picks up around the corner to go to the T station or it's a 15 minute walk to the Wood Island T blue line subway.