Vacation rentals with outdoor seating in South Boston

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Popular amenities for South Boston outdoor seating rentals

House rentals with outdoor seating

Superhost
A well-maintained walkway leads to a charming entrance of a bungalow, adorned with a small porch and elegant details. Lush greenery lines the path, complemented by a white picket fence. The natural light enhances the inviting appearance of the home.

Home in Beverly

4.86 out of 5 average rating, 178 reviews

Beverly Beach House- Upper Deck

RachelRating, 5 stars2 months ago
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!
Guest favorite
A view from an open door frames a pathway leading toward a coastal scene. The ocean is visible in the background, with a picket fence adding charm. Sunlight illuminates the outdoor area, highlighting the natural beauty of the surroundings.

Home in Swampscott

4.96 out of 5 average rating, 25 reviews

Master Suite with magnificent views of the ocean

Marie-JoséeRating, 5 stars1 month ago
Very nice host of a spectacular house with everything you could expect and desire Very well decorated with taste Very cozy and confortable Beds and linen confortable Dream kitchen View of the ocean and sunrise and sunset wonderful We liked our stay very much Thank you Natasha for answering our questions in a minute and thank you for sharing your house
Guest favorite
A vibrant living area is highlighted by a plush brown sofa and an elegant coffee table. A whimsical rug with colorful patterns adds warmth to the space. A vintage record player is displayed on a decorative stand, while artistic wall decor and soft seating create an inviting atmosphere.

Home in Norwood

4.97 out of 5 average rating, 32 reviews

the house of id; vintage shop, accessible space

CarolynRating, 5 stars3 weeks ago
The house is very clean and I loved the decor. They went above and beyond to make our stay easy. I would definitely stay there again. Highly recommend!
Guest favorite
A modern two-story house is surrounded by a spacious yard, featuring a well-maintained lawn and trimmed evergreen shrubs. A gravel driveway leads to the property, while trees provide a natural backdrop. The clear blue sky and gentle cloud formations add to the outdoor atmosphere.

Home in Reading

4.95 out of 5 average rating, 56 reviews

Charming Home in Reading with a Large Yard

PeterRating, 5 stars1 month ago
Great house, lots of room, an en suite bathroom in the primary make this property a great location for families and multiple guests. We had four adults and two toddlers and this comfortable house with a great kitchen and roomy den with vaulted ceilings made it very comfortable. I recommend Peter and this charming home very highly.
Guest favorite

Home in Woburn

4.95 out of 5 average rating, 102 reviews

Stone Cottage with meadow view

StacyRating, 5 stars3 weeks ago
This is a delightful home - clean, cozy, well maintained, and clearly well loved by the owners. Perfect for a quiet winter evening by the fire with family and friends! Thank you for a very enjoyable stay ❤️
Guest favorite
A charming exterior view of the home showcases a well-kept front yard featuring lush green grass. The house is clad in light brown siding, with several windows framed in white. A stone pathway leads to the entrance, complemented by neatly planted shrubs.

Home in Billerica

4.98 out of 5 average rating, 200 reviews

Residential home ▪ Billerica ▪ quiet, clean & cozy

KennethRating, 5 stars1 month ago
Rented for a family trip to Boston, New York, and New Hampshire. Was a 30 minute drive to Boston, 4 hour drive to New York City and Mount Washington in New Hampshire. Place felt like being at home as opposed to being at a hotel. House was very clean and well stocked. Using the key pad was easy and worked very well! I have rented other airbnbs were the keypad did not work. Barry and Kellie were very responsive hosts, the house location was very peaceful and quiet. Overall we greatly enjoyed our stay and would recommend to everyone!
Guest favorite
A welcoming entrance is framed by stone steps leading up to a light gray home, complemented by white trim and railings. Potted plants add a touch of color to the outdoor space, while shrubs and flowers line the path, creating an inviting first impression.

Home in Swampscott

5 out of 5 average rating, 22 reviews

The House by the Sea

AngelicaRating, 5 stars3 months ago
This was the PERFECT place for my family’s girls trip to Salem. It was only a 12 minute drive into town. The house is breathtaking!!! The pictures do not do it any justice. Everything is spotless and very welcoming. The private beach is a 3 minute walk up the road. The neighborhood is very peaceful and the neighbors were also very friendly. Tracy was an amazing host!!! 10/10 recommendation.
Guest favorite
The two-story colonial home features a combination of gray siding and dark shutters. A covered entrance is surrounded by manicured bushes and a small set of front steps, inviting guests into a welcoming space. The yard is well-kept, adding to the neighborhood charm.

Home in Norwood

4.94 out of 5 average rating, 35 reviews

The Cozy Colonial - 4 BDRM house with parking

PhoebeRating, 5 stars2 weeks ago
We loved this house and highly recommend it! We stayed for 9 days and felt at home the entire time thanks to the thoughtfulness and care that Austin and Nina have put into this house. The kitchen has literally everything you could ask for, including great pots and pans, spices and oils, brand new appliances, coffees and teas, etc. The beds are so comfortable and all have great pillows and bedding. The whole house is spotless and has everything you need so you do not need to run out to the store the second you get there. The backyard is so nice for kids and for sitting on the patio (when it's warm out). The neighborhood is nice and very quiet and safe - we loved that we could walk into town (where there are little restaurants, a juice shop, coffee shops, an ice cream shop and a very nice library) and walk to a local high school as well. Austin was so responsive the few times we had a quick question. We will definitely return to this house in the future when we visit our son!

Apartment rentals with outdoor seating

Superhost
A comfortable living area is presented with a dark sofa adorned with patterned pillows. A textured coffee table sits on a striped rug, while a light chair complements the space. Natural light enters through large windows, highlighting a decorative plant and abstract artwork.

Apartment in Somerville

4.86 out of 5 average rating, 125 reviews

Stunning Union Square 2 bed/2 bath w/ shared patio

KristoferRating, 5 stars2 weeks ago
Jay's place was perfect for us. We picked it because we have a five-month-old and needed a place suitable for an infant. This place was perfect. It even came with a pack-n-play and white noise machine. The home is centrally located allowing us to easily access all our favorite places and friends in the "Camberville" area. Highly recommend!
Guest favorite
A welcoming deck area is presented, featuring a red umbrella providing shade over a white outdoor table surrounded by four lounge chairs. Lush greenery and trees create a natural backdrop, enhancing the space's tranquility. A glimpse of a garden area can be seen in the distance.

Apartment in Marblehead

4.94 out of 5 average rating, 190 reviews

Two bedroom Apt with a deck

JenniferRating, 5 stars1 month ago
Rhona could not have been a more gracious host! We were traveling back east for the holidays and needed a place to stay. In addition to the many treats she left for us, she bought a little Christmas tree! The apartment is perfect with everything you could ever need or want. We could walk to stores and restaurants. If we had questions she was very responsive. Marblehead is a beautiful town. I highly recommend a visit to Rhona’s AirBnB!!
Guest favorite
A scenic view captures a charming two-story white house overlooking the ocean, framed by a vibrant blue sky with scattered clouds. The foreground features a street with pedestrians, while vehicles are parked nearby. Greenery line the roadside, enhancing the coastal setting.

Apartment in Winthrop

4.94 out of 5 average rating, 130 reviews

Newly Renovated Ocean View 2 Bdrm Apt

ColetteRating, 5 stars2 months ago
Visiting a large family for Thanksgiving can always be hectic but staying at Anna's and Milan's house provided that 'calm base camp' it is always nice to come home too. Since the T stops literally at the front door you really don't need a car. But if you do have one there is parking spot in the driveway so what more can you ask for in Boston in regards to transportation. The view is beautiful from the second floor apartment and I literally only had to go across the street to gather my most important collectible on each trip, native beach stones. there's no better place to stay in Winthrop
Guest favorite
A spacious living area features a high wood-beamed ceiling and large windows overlooking greenery. A comfortable couch and plush chairs are arranged around a coffee table. A staircase leads to a loft area, and a flat-screen TV is visible in the background.

Apartment in Roxbury

4.97 out of 5 average rating, 330 reviews

Light-Filled Luxury Apartment with View

PhilippeRating, 5 stars2 weeks ago
Our stay was was special because of the cleanliness, beautiful decor, well furnished, well stocked, personal touches, great surroundings and practical. Great location for feeling at home in the Boston area and conveniently close to everything. Communication pleasant, friendly and reactive. We highly recommend this Airbnb.
Guest favorite
An open living space features a comfortable sofa and a glass coffee table. A modern kitchen is visible, equipped with appliances and counter space. Natural light enters through sliding glass doors that lead to a terrace, enhancing the airy atmosphere of the room.

Apartment in Winthrop

4.96 out of 5 average rating, 229 reviews

Oceanfront Pool. Close to Boston. Free Parking.

EmilyRating, 5 stars1 month ago
Carol and John were great hosts and very attentive. They have a beautiful view of the water as well!
Guest favorite

Apartment in Cambridge

4.99 out of 5 average rating, 106 reviews

Cambridge Retreat - Sunny 2BR - Close to Harvard

KarinRating, 5 stars1 week ago
This was our third week-long stay at Shelley and Danny's place and it was wonderful as before. The apartment is really comfortable, quiet, spacious, attractive and throughtfully equipped with everything you might need (my favorite little touch is the phone charging plugs on the bedside tables and other strategic locations). The location is super for walking to Harvard and for shopping at Whole Foods and other Fresh Ponds stores. Street parking is readily available if you have a car. Shelley and Danny are perfect hosts - very responsive and helpful. We highly recommend this place and look forward to our next chance to stay!
Guest favorite
A spacious living area features a comfortable sofa, flanked by modern accent chairs. Large floor-to-ceiling windows provide abundant natural light and showcase views of the surrounding landscape. A stylish rug sits beneath the furniture, enhancing the room's contemporary design.

Apartment in Peabody

4.88 out of 5 average rating, 130 reviews

Executive Hotel Penthouse 1 Bedroom Residence

ChadegeRating, 5 stars1 month ago
I had a fantastic experience! The space was exactly as described in the listing—clean, cozy, and with a beautiful view. The host was incredibly welcoming and responsive, ensuring I had everything I needed for a comfortable stay. The location was perfect, with easy access to local attractions and excellent restaurants nearby. Highly recommend!
Guest favorite
An elevated view captures the surrounding neighborhood with houses and greenery, revealing partial ocean views in the distance. A small table with a potted plant is positioned on the balcony, providing a cozy spot to enjoy the scenery.

Apartment in Beachmont

4.86 out of 5 average rating, 190 reviews

Stunning Oceanview-4 Train Stop Logan Airport

KimberlyRating, 5 stars1 month ago
We were sad that we had to cut our stay short once we saw the apartment! It was very comfortable and adorably decorated. Perfect for our work trip. The hosts were very accommodating to our changing schedules. Loved the interior design skills that were implemented, each room had its own theme.

Condo rentals with outdoor seating

Guest favorite
A spacious living area is featured, furnished with a large, cream-colored sectional sofa. A wooden coffee table sits in the center, surrounded by natural light filtering through multiple windows adorned with sheer curtains. Open beams and a modern ceiling fan are visible above.

Condo in Marblehead

4.95 out of 5 average rating, 122 reviews

Luxury 2 Bed, 2 Bath, Plus Loft, Modern Condo

JoshuaRating, 5 stars1 month ago
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.
Guest favorite
A well-maintained backyard features a spacious lawn enclosed by a white fence, providing privacy. A seating area under a beige umbrella includes comfortable chairs, surrounded by well-kept greenery and flowering plants. The property offers a gravel patch that can serve multiple outdoor purposes.

Condo in Salem

4.97 out of 5 average rating, 229 reviews

My Place - 2 Bedroom Condo with Parking

MichelleRating, 5 stars4 days ago
Kelly's place was perfect for myself and my husband and two year old daughter. It's a gorgeous and tastefully updated older home. Everything was very comfortable, very clean, and in a great location only a mile or so from downtown Salem and walkable to coffee and restaurants. Kelly was super responsive and helpful before, during, and after our visit.
Guest favorite
A spacious living area features tall ceilings and large bay windows allowing ample natural light. A comfortable sectional sofa is positioned around a glass coffee table, with two chairs nearby. A gas fireplace and modern entertainment system are highlighted, creating a welcoming environment.

Condo in South End

4.93 out of 5 average rating, 176 reviews

South End 1800sqft 2BR Audiophile Paradise

LauraRating, 5 stars1 month ago
My family had a fantastic time at Leslie’s place. It is conveniently located, many restaurants nearby within walking distance. Host is responsive and gives clear instructions to expedite the check in and out process. We have enjoyed our stay and will be happy to return in the future.
Guest favorite
A comfortable living room features a soft gray sofa flanked by two armchairs. A round coffee table sits in the center, adorned with a decorative bowl. Natural light enters through a window adorned with white shutters, and a cozy rug enhances the inviting ambiance.

Condo in Marblehead

4.99 out of 5 average rating, 171 reviews

Harbor Hideaway

MacyRating, 5 stars2 months ago
What a wonderful stay! The listing was extremely accurate, the space was actually even more spacious than the photos conveyed. The space was clean, cozy and well decorated. It was easy to find and get in. The host was responsive and friendly! The best aspect of this Airbnb was by far the location - convenient to Salem via Airbnb and walkable to so many great restaurants and scenic views in Marblehead. Would absolutely recommend and hope to come back someday!
Superhost
A studio space features a spacious bed with a memory foam mattress and a queen pull-out sofa. A modern kitchen is visible, complemented by a dining area with high stools. Natural light enters through a window, while artwork adds visual interest to the walls.

Condo in East Boston

4.83 out of 5 average rating, 239 reviews

Stylish garden level studio with a private patio

TulaRating, 5 stars1 week ago
This is my second time staying in this listing! I had such a good experience when staying here back in 2023 that I decided to rebook when returning to Boston for a concert. The listing matches the photos and is a clean, open space. There is plenty of room for 4 people, though I only stayed there in a group of 3. Check-in is a breeze and there is nothing to do for checking out, so the whole process is quite easy. Ali and Yuliya are extremely attentive hosts and always responded quickly to any of my questions. There is a T stop less than 5 minutes away, so it is also very easy to access the downtown area. I cannot recommend this listing enough and will definitely use it again if I return to Boston!
Guest favorite

Condo in Roslindale

4.92 out of 5 average rating, 218 reviews

Spacious 5BR Condo w/parking near METRO

UsmanRating, 5 stars2 months ago
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!
Superhost
An open living space features a modern gray sofa paired with a dark green accent chair. A round coffee table sits on a textured blue rug. Natural light enters through large windows, illuminating the dining area and kitchen with stainless steel appliances and wooden cabinets.

Condo in Waltham

4.92 out of 5 average rating, 167 reviews

New Super Modern 2 bed in Waltham

KerrieRating, 5 stars1 month ago
This Airbnb was absolutely perfect for my stay. The host was incredibly communicative and made everything seamless from start to finish. The space was well-equipped with everything I needed and exceeded my expectations in comfort and convenience. I highly recommend this place to anyone looking for a great stay!
Guest favorite
A private rooftop deck features a shaded seating area with black cushions, surrounded by wooden railings. Adjacent to the seating, a barbecue grill is positioned, while a dining table made of wood is visible. Clear blue skies enhance the inviting atmosphere.

Condo in Roxbury

4.93 out of 5 average rating, 291 reviews

Boston Rooftop Retreat

AlisonRating, 5 stars1 month ago
Absolutely charming apartment in a wonderful neighborhood. The bed and couch were super comfortable, and the shower was outstanding. Kitchen was thoughtfully stocked with coffee and creamers. We loved staying in this cozy spot in the city. It was only a 20 min easy walk to the art museums.

Quick stats about vacation rentals with outdoor seating in South Boston

  • Total rentals

    60 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    3.9K 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

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