
Vacation rentals with outdoor seating in South Boston
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in South Boston
Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for South Boston outdoor seating rentals
House rentals with outdoor seating

Beverly Beach House- Upper Deck
We stayed here for a week, and fell in love with it! The house has so much charm and character. We thoroughly enjoyed our stay, and want to stay there again. It was within walking distance to many places, including a beach. A definite charm in Beverly! The host was amazing! She was very responsive to our questions, and checked in a few times to see if we needed anything, which I appreciated. You are missing out if you don’t stay here!

Master Suite with magnificent views of the ocean
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.

the house of id; vintage shop, accessible space
This has to be the neatest little place on Airbnb in the Boston area, and that's something to be said. Paige and Dara described the place and the experience perfectly, were a dream to communicate with, and were overall humorous hosts. Their in-house shop was very entertaining for us. We will absolutely be staying here again in the future.

Charming Home in Reading with a Large Yard
I recently stayed at Peter's place, and it was exactly as described in the posting. The pictures were accurate, and I was pleased to find the space clean and well-maintained upon arrival. The location is fantastic, as I grew up in the area. I truly couldn't have asked for a better experience. I wouldn’t hesitate to book again in the future. Highly recommend!

Stone Cottage with meadow view
Lauren’s home was wonderful! Our family had a great time staying there. The abundant books and cozy fireplace make for such a lovely restful visit.

Residential home ▪ Billerica ▪ quiet, clean & cozy
This was a perfect place to stay while visiting with family in the area. The house was extremely clean and comfortable. Very well stocked with anything you would need while traveling. This has been one of our favorite Airbnb’s that we have stayed at. Highly recommend.

City vibes in the suburbs.
The home was cozy and comfortable. Regina was responsive despite my low level questions, (granddaughter accidentally unplugged WiFi), lol! Are was very quiet, suburb like for sure. Bathrooms and kitchen were very well stocked and immaculate. If available on the trip this is my go to. Thank you Regina!!!

LargeDuplex10Beds w/prkg near Downton
Fatima's place was welcoming, clean, and well-equipped. She was extremely accommodating and helpful. I enjoyed the amount of space we had for a large group. The transit nearby was down but they still had busses to accommodate. Definitely an amazing value for what we paid. I'd definitely recommend it for a bachelor party or any large group outing. We couldn't have had a better time!
Apartment rentals with outdoor seating

Stunning Union Square 2 bed/2 bath w/ shared patio
Great location for a quick trip in Boston!

Two bedroom Apt with a deck
Rhona’s place was in a great location with places nearby and not too far from all of the places we wanted to go. Her home was as described in the pictures and description. For two people it was fairly comfortable, but we weren’t able to get very comfortable in the living room as furniture was too small for us to hang out. There was also no outlet in one of the bedroom, but we were able to find an extension cord that reached the other bedroom. Besides that, the place was great for us to come and go. The owner made our reservation special by providing a gift for my friend’a birthday and breakfast which was very thoughtful!

Light-Filled Luxury Apartment with View
You will not find more responsive, kind, welcoming hosts than Devora, Mary, and Randy. Communication was exemplary, responses were always quick and helpful. The hosts provided a list of recommendations for restaurants and activities including a thoughtful planned historic walk. The accommodations were stellar! Modern kitchen with every conceivable amenity (including some breakfast items and unlimited Keurig coffee!) Very welcoming living room and super comfortable bed. Every evening after our exhausting day, we looked forward to coming "home" for some respite. It felt THAT comfortable. We took advantage of the washer/dryer, it was helpful having it available. And finally, having dedicated parking was important to us as we were only spending evenings at the accommodation. The area is gated and secure. It is the quietest, loveliest Airbnb that I have stayed in. Look no further!

Oceanfront Pool. Close to Boston. Free Parking.
Carol and John’s home is a hidden gem! It is located right on the beach and you can wake up every morning to the most beautiful sight. My husband and I wanted to go away from the weekend but not have to travel too far. This was the perfect place to allow us to relax and unwind for an extended weekend. The hot tub and fire place made everything even better! We’ll certainly be back! :)

2 BDR/2b- walk to Seaport & BCEC
This is by far one of the best Airbnb’s my family has visited. Very spacious and clean with the most comfortable beds. Had a great time relaxing after a day in exploring Boston. The hosts were very helpful with local recommendations and very quick to respond to any questions. Without a doubt we will be back to visit!

Cambridge Retreat - Sunny 2BR - Close to Harvard
The apartment is located in a nice, quiet neighborhood. It was clean and absolutely adorable! Shelley went above and beyond by picking up half and half & putting fresh flowers on the table. Her communication made our stay so seamless. She contacted us several times and answered questions I had. We were very impressed with the whole experience & will definitely stay again!

Executive Hotel Penthouse 1 Bedroom Residence
This airbnb was great. Clean, quiet and comfortable.

Stunning Oceanview-4 Train Stop Logan Airport
We enjoyed our stay in the AirBnB with close proximity to Boston. The apartment is close to the T-line which takes you downtown in less than 20 minutes. The apartment is cute and well equipped with all essentials you might need. The view is fantastic and the flight traffic is mentioned in the description. We loved the kitchen and the designated parking. Definitely recommend.
Condo rentals with outdoor seating

Luxury 2 Bed, 2 Bath, Plus Loft, Modern Condo
Our family really enjoyed our long weekend at Donald’s place. The location is great, right in the middle of Marblehead, walkable to old town and the various shops and restaurants that dot the area— a great base for visiting friends and family on the north shore. We’ll definitely look to stay here again if available the next time we’re in the area.

Boston Suburb Luxury condo
The condo was the perfect size for 3 of us in separate rooms and two bathrooms. Condo was very clean, simple with comfortable space and we had everything we needed for the stay. Finding the place in the dark was a little tricky as the numbers are faded but overall 5 stars and I would book again if in the area and listing is available.

My Place - 2 Bedroom Condo with Parking
A quaint home that makes you feel like you belong in the town. not to far from downtown Salem. Perfect for a witchy getaway.

South End 1800sqft 2BR Audiophile Paradise
Great spot, plenty of room and Leslie is very responsive. We had a great stay and would definitely go back.

Samuel Tucker House - Downtown Luxury 2 Bed Condo
Bryan's condo was everything he described and like the other reviews about the Samuel Tucker House noted, it was a pleasure to stay at from start to finish. We really enjoyed a great weekend visiting local sites and eating out at the local restaurants in the old town section of Marblehead. Despite some cold wet weather we had a great time. One especially nice amenity was the on premise and immediately adjacent parking spot.

Harbor Hideaway
What a find! I came to Kristen's because some plans fell through last minute. Having never heard of Marblehead but keen to visit somewhere by the sea and easily accessible from Boston, wow did I get a pleasant surprise. It is absolutely beautiful there, I had to pinch myself - it was like living in a film! The apartment was absolutely perfect. I'd been staying somewhere a bit grubby and disorganised beforehand and Kristen's place was absolutely sparkling clean, I felt incredibly welcome and cared for right away. Furthermore, checking in early with my monstrous suitcase was no problem at all and the apartment is generously stocked with coffee, tea, snacks, a bottle of wine, cold drinks, a folder of local recommendations, comfortable, quality furnishings and linens, great lighting and more. This is what true hosting is all about if you ask me - making your guests feel as comfortable and welcome as possible and Kristen most certainly does this in spades.

Spacious 5BR Condo w/parking near METRO
My friends and I had a wonderful time staying at Catlin and Ryan's place! The place was clean and spacious, and was conveniently located near a train stop which made visiting all the neighborhoods around Boston a breeze. Ryan was also kind enough to drop by and offer recommendations for local grocery, restaurants, and sightseeing. Check in and check out were easy and clearly detailed in the app, as well as physically in the house. Overall, Catlin and Ryan's AirBnb was the perfect place for my friends and I to stay for our group trip. The next time we come to Boston, we will definitely be looking to come right back here!

New Super Modern 2 bed in Waltham
This was our second stay in Sue’s place. It is perfect for our stays and is centrally located. We will definitely be staying again.
Quick stats about vacation rentals with outdoor seating in South Boston
Total rentals
60 properties
Nightly prices starting at
$69 CAD 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
Destinations to explore
- Condo rentals South Boston
- Pet-friendly rentals South Boston
- Rentals with a patio South Boston
- Rentals with a washer and dryer South Boston
- House rentals South Boston
- Family-friendly rentals South Boston
- Rentals with beach access South Boston
- Kid-friendly rentals South Boston
- Apartment rentals South Boston
- Rentals with pools South Boston
- Fitness-friendly rentals South Boston
- Rentals with a fireplace South Boston
- Rentals with outdoor seating Boston
- Rentals with outdoor seating Suffolk County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Hampton Beach
- Boston Common
- TD Garden
- Fenway Park
- Harvard University
- North Hampton Beach
- Brown University
- Sandwich Glass Museum
- New England Aquarium
- Sagamore Beach
- Faneuil Hall Marketplace
- Onset Beach
- Freedom Trail
- Symphony Hall
- Oakland Beach
- Scusset Beach
- Prudential Center
- Roger Williams Park Zoo
- Aaronap Cellars
- Boston Children's Museum
- Crane Beach
- Pinehills Golf Club
- Canobie Lake Park
- Douglas State Forest