Kid-friendly holiday rentals in South Boston

We had a fantastic stay at Johnny’s place. The house is great - comfortably enough space for a family of 4 and well configured, well-located 5 mins walk from great coffee shops and restaurants in Charlestown and only 20 mins walk from the North End and central Boston. Johnny was extremely accommodating. Highly recommend!

Beautiful home, allows for a stay in Boston without the hustle and crowd of Back Bay. Easy walk for breakfast or lunch, quick drive into town for dinner or activities.

nice place, easy access to central boston and cambridge area. the area itself was also nice with food places! yuan was very kind and helped when I needed

My husband and I had a lovely couple of nights at Siena's. The room was very clean, well equipped, and quiet. Martin and Siena were very accommodating, brought me an iron and ironing board when we asked. We were in Boston for just a couple of days for a wedding and this was a perfect location for us. We could easily walk to many places such local cafes and coffee shops, (highly recommend Mike's Donuts!) and to the Museum of Fine Arts and the Isabella Stuart Gardener Museum, as well as to two different T lines, the orange and the green. We took Martin up on his suggestion of walking up the hill to the top of the mission hill park and had a lovely view of Boston Harbour. Will definitely recommend to friends visiting Boston!

Excellent. The place is a rooming house with several bedrooms and two baths. Full kitchen and off street parking, but call ahead to reserve yourself a spot. There was ample street parking when I got there at 6:30. Super clean, comfortable bed in room 3, and surprisingly quiet for being so close to the pike. I will definitely stay here again.

Shirley and Ken’s place is so cute and clean. Loved the decor and the homey feel. The neighborhood is lovely and a short walk to local food, the marina and the train station. It was a great short stay for me and my young son. Thank you!

My family and I had a terrific time staying at this home! Holly was incredibly helpful and responsive to any requests/questions and made sure we felt right at home. The area is walkable and close to a nearby subway station for easy travel. If traveling by car, make sure to decide the parking situation before arriving. I would certainly recommend this home for its hospitality, appeal, and comfort!

Alys was one of the best hosts I've had and a wealth of support for my longest stay in Boston to date. She had plenty of helpful recommendations for shops nearby and tips for navigating the T and always asked how my day went whenever we crossed paths. Her home is truly curated with love and attention and it allows for an incredibly grounding return after a hectic (albeit joyful) day of running around a great city. Will definitely be looking to stay again if our schedules line up. Thank you Alys!

"Ewa has made our stay as guests in her home very comfortable. She has established a wonderful communication with us. The location of the house is perfect. Its proximity to the train station made our visit to Boston even more enjoyable. Ewa is a good host. I recommend it to everyone

We loved this apartment. It was well appointed with top of the line furnishings and appliances. But what stood out was the charecter and charm of an older home that was well preserved. It was amazing experience. The kids loved the little loft upstairs. We could watch the sunset from our room every day. The little park is right infront of the apparent with the tower which made it feel more spacious. They also had stuff for coffee and a light breakfast which was a nice touch. We would highly recommend

We had the best weekend. This Airbnb is a great size for 2 people. Clean, cozy and you have everything you need. Close to the city but you’re right by the ocean. Great restaurants nearby. We stayed to celebrate our engagement and attend a concert at Suffolks downs. We would definitely visit again. Easy to find and easy to get into. Nice and quiet neighborhood.

The area was quiet and safe, very walkable, and reasonably close to the Red Line downtown. Hosts were communicative, accommodating, and generous. The complimentary snacks left for us were welcome after our long day of travel and late check-in when most restaurants were already closed.

Very well located, clean, two bedrooms with their own bathroom. We had a perfect stay

This great little studio in Beacon Hill is in a perfect location and just as described! It's extremely clean and walkable to so many great tourist spots, as well as restaurants and coffee shops! It isn't called Beacon HILL for nothing - you are definitely walking uphill to get to the studio, and up a couple flights of stairs as well, so just something to be aware of. It was a great way to get our exercise though! I highly recommend Huanan's place!

We enjoyed our stay at Paige’s place for the weekend! It was the perfect space for two and close to many bars and restaurants.

Had a great stay at Paige’s place. Very clean, comfortable, and great location, close to everything!

Great location with good nearby access to Transit into Boston. Perfect a a few days stop.

We had a great stay at this South Boston condo! The location was perfect—just a short walk to the Convention Center, and the Seaport area, making getting around the city extremely simple. The space was spotless and clearly well cared for. Communication with the host was smooth and responsive throughout. The main bedroom was quiet and had a great work setup with a desk. The lower bunk bed is set directly on the floor, which actually worked out well—smaller adults in our group found it comfy and easy to sleep on. Parking was limited, but we found street parking without much trouble. Overall, a clean, convenient, and well-located spot—we’d definitely stay here again!

We very much liked staying there. It is a nice neighborhood and very close to South Bay shopping mall with many restaurants and easy and convenient shopping. It is also very close to all major attractions in Boston but much quieter environment. Our host, Marian was extremely helpful, proactive and super responsive, the best we have had so far in our trips. I strongly recommend this place to families.

This place is an absolute Gem! Great location and Phil was amazing, friendly and so very welcoming. Would stay here again and highly recommended!!! There was 4 of us and it was perfect. The amenities were great. Beautiful home in a fantastic neighborhood.

Our stay was wonderful, our hosts were communicative, and I would be more than happy to return. The unit was immaculately cleaned upon our arrival. The living room and kitchen are incredibly spacious - more so than I would have thought from the pictures. The outdoor spaces provide nice fresh air, and everything else is as advertised. But, sometimes, it's the little things that make an AirBnB. I took time each day to recover with a nice sauna. They have the things that hosts normally don't provide but everyone needs - aluminum foil, saran wrap, ziploc baggies, extra blankets, extra towels, and more. The shower that I used was great. Good water pressure. Good HVAC and water temp. Great natural light. Keyless entry, meaning no "who gets the keys" juggling. No ridiculous checkout expectations. So many "good AirBnB" boxes checked. :) The location is great to either explore East Boston (which has its own charm I wasn't aware of) or to get downtown. Thanks again for a wonderful stay!

Konrad ‘s place is simply unbeatable for the price location and the sheer size and comfort of this loft It’s walkable to almost everywhere. It’s extremely safe. It’s few steps down to Chinatown. And you could easily walk to Newbury Street For me the best part of Konrad ‘s loft was the space. Airy and bright. A wonderful kitchen. Konrad himself was extremely responsive to any queries I had. Don’t think twice this is where you need to stay in Boston. Was super sad to leave.

Amazing place and Kaitlyn was very helpful. The guide was very helpful and the location could not be more central. Felt at home and we would definitely recommend.

We absolutely loved our stay and Katherine was such an amazing host. So communicative and helpful from check-in to parking. She had great recommendations and was such a helpful host. The home was gorgeous. So homey! We cannot wait to come back. It’s in a perfect location. A beautiful neighborhood. and as somebody who grew up in Massachusetts even I was taken back as to how beautiful the experience was being there. Cannot wait to visit again, highly recommend booking a stay! you won’t regret it. Thank you so much for having us, Katherine!