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
Home in Beverly
4.86 out of 5 average rating, 178 reviews

Beverly Beach House- Upper Deck

RachelRating, 5 stars3 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!
Superhost
Home in Swampscott
4.96 out of 5 average rating, 27 reviews

Master Suite with magnificent views of the ocean

JaimeRating, 5 stars4 weeks ago
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.
Guest favourite
Home in Norwood
4.97 out of 5 average rating, 33 reviews

the house of id; vintage shop, accessible space

David AdamRating, 5 stars4 weeks ago
Such an amazing place, Dara and Paige do such an incredible job
Guest favourite
Home in Reading
4.95 out of 5 average rating, 58 reviews

Charming Home in Reading with a Large Yard

DianaRating, 5 stars1 month ago
We had a fantastic stay at Peter and Maria’s place! They were wonderful hosts—quick to respond to any questions and incredibly thoughtful in ensuring my stay was as comfortable as possible. The house itself is absolutely adorable, with a cozy and inviting feel. It’s fully stocked with everything you could need—kitchen appliances, coffee, a kettle, utensils, and even a well-stocked shower. Whether you’re cooking, relaxing, or just settling in, you’ll have everything you need to feel at home. The neighborhood is welcoming, surrounded by beautiful nature, making it a peaceful and enjoyable place to stay. I highly recommend this Airbnb and will definitely be returning in the future!
Guest favourite
Home in Woburn
4.95 out of 5 average rating, 107 reviews

Stone Cottage with meadow view

IvyRating, 5 stars1 week ago
We loved our stay at Lauren's home. it was beautiful and inviting. It was so well-stocked that I can't even begin to describe it. I think the best way to put it was like staying with a relative! Beautiful wooded views from every window gives an ambiance of tranquility within a suburban setting. Books everywhere! You can never get bored here. I would stay again in a heartbeat!
Guest favourite
Home in Swampscott
5 out of 5 average rating, 22 reviews

The House by the Sea

AngelicaRating, 5 stars4 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 favourite
Home in Norwood
4.94 out of 5 average rating, 35 reviews

The Cozy Colonial - 4 BDRM house with parking

PhoebeRating, 5 stars1 month 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!
Guest favourite
Home in Cohasset
5 out of 5 average rating, 13 reviews

Cohasset Light & Power Co.

BrittniRating, 5 stars5 months ago
My family and I needed to find a place to house us all to attend a family wedding and Andrea‘s house was just the spot! Conveniently located to the venue as well as close to town, we found a little oasis tucked away in Cohasset. We will definitely be back the next time we visit the area. The property is beautiful, unique, private, and very large. Can’t recommend this place enough!

Apartment rentals with outdoor seating

Superhost
Apartment in Somerville
4.86 out of 5 average rating, 126 reviews

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

ChristineRating, 5 stars4 weeks ago
The place was lovely, and we would definitely stay here again. The reviews we read before making our reservation that spoke of the noise from people living upstairs was definitely accurate. However, we knew it going in, and we were okay with it. It would be helpful if a loose leaf with instructions was provided on how to use appliances such as the TV, dishwasher and washer/dryer. Jay was readily available to help, but we felt badly having to contact him.
Guest favourite
Apartment in Marblehead
4.94 out of 5 average rating, 190 reviews

Two bedroom Apt with a deck

JenniferRating, 5 stars2 months 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 favourite
Apartment in Roxbury
4.97 out of 5 average rating, 334 reviews

Light-Filled Luxury Apartment with View

LizaRating, 5 stars5 days ago
Lovely stay in a historic home! Quiet, peaceful, clean and comfortable. Bedding, linens, bathroom, kitchen, everything was clean with amenities like milk for coffee and tissues (airbnbs never have tissues!) and everything available on the tv. Wonderful place to stay while in Boston, great views and super quiet for sleeping. Thank you for a great stay!
Guest favourite
Apartment in Winthrop
4.96 out of 5 average rating, 231 reviews

Oceanfront Pool. Close to Boston. Free Parking.

RoseRating, 5 stars1 week ago
Beach front view, hot tub & a fire pit, hearing the waves crashing outside & seeing starry night sky was so relaxing, and exactly what we needed for our weekend getaway. John & Carol were such an amazing host and so helpful to accommodate us if needed and there was open communication which made the experience even more comfortable. Their space felt so welcoming that we wished we had a longer weekend to be able to stay an extra day or 2. Highly recommend, honestly the view of the beach was amazing, local restaurants and marketplace within minutes away (no more than 8 min), everything we needed was all there. Thank you for having such a beautiful place for us to stay♡
Guest favourite
Apartment in South Boston
4.93 out of 5 average rating, 101 reviews

2 BDR/2b- walk to Seaport & BCEC

JonathanRating, 5 stars6 days ago
2 night stay for business. Lovely apartment that’s exactly as advertised. Hosts are friendly and responsive. Great walkable location.
Guest favourite
Apartment in Cambridge
4.99 out of 5 average rating, 107 reviews

Cambridge Retreat - Sunny 2BR - Close to Harvard

BethRating, 5 stars3 weeks ago
Shelley's unit was lovely and well appointed. Great location for our time in Boston. The apartment was decorated beautifully and had everything we needed. Shelly added several welcoming touches like snacks, fresh flowers and beverages. She had even asked us if we would like milk or creamer for hot drinks and provided that. We especially appreciated her letting us check in a little early on the day of our arrival. We can't say enough good things about our stay. We will definitely try to book again next time we were in town.
Guest favourite
Apartment in Peabody
4.88 out of 5 average rating, 134 reviews

Executive Hotel Penthouse 1 Bedroom Residence

JasmineRating, 5 stars2 weeks ago
Amazing place to seat back and relax for a winter getaway. love the view, especially when it was snowing. I got to enjoy the kitchen so much. It was spacious and enjoyed house cooked warm meals. I definitely recommend this place to anyone.
Guest favourite
Apartment in Beachmont
4.86 out of 5 average rating, 191 reviews

Stunning Oceanview-4 Train Stop Logan Airport

LexiRating, 5 stars1 month ago
This was one of the best vacations my partner and I have had in a long time! Beautiful apartment and scenery, very close to the T and you can even see the airplanes preparing to land at Logan Airport! So cool!! Would stay again!

Condo rentals with outdoor seating

Guest favourite
Condo in Marblehead
4.95 out of 5 average rating, 122 reviews

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

JoshuaRating, 5 stars2 months 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 favourite
Condo in Salem
4.97 out of 5 average rating, 230 reviews

My Place - 2 Bedroom Condo with Parking

MichelleRating, 5 stars4 weeks 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 favourite
Condo in South End
4.93 out of 5 average rating, 180 reviews

South End 1800sqft 2BR Audiophile Paradise

NawafRating, 5 stars5 days ago
Leslie’s place was absolutely fantastic and was better than the photos. Incredible location and place that enhanced my time in Boston. She was a great host with clear instructions and she provided some amazing recommendations for food and coffee. The electric fireplace was perfect for this time of year. I will be booking it again the next time I come to Boston and would look no further if you are looking for the perfect home away from home. 10 out of 10!
Guest favourite
Condo in Marblehead
4.99 out of 5 average rating, 172 reviews

Harbor Hideaway

CynthiaRating, 5 stars3 months ago
This is my absolute favorite place to stay in Marblehead! And there is parking!! (Which is a huge deal in Marblehead). Kristin is an incredible host and responds pretty much immediately. A wonderful place to stay!!
Superhost
Condo in East Boston
4.83 out of 5 average rating, 242 reviews

Stylish garden level studio with a private patio

HeatherRating, 5 stars2 weeks ago
It was an amazing stay! Perfect location for everything! 10/10
Guest favourite
Condo in Roslindale
4.92 out of 5 average rating, 218 reviews

Spacious 5BR Condo w/parking near METRO

UsmanRating, 5 stars3 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
Condo in Waltham
4.92 out of 5 average rating, 169 reviews

New Super Modern 2 bed in Waltham

PauloRating, 5 stars2 weeks ago
Very much enjoyed staying at Sue’s place. Great location, super responsive host. Will be using again when we travel up to Boston.
Guest favourite
Condo in Roxbury
4.93 out of 5 average rating, 292 reviews

Boston Rooftop Retreat

RyanRating, 5 stars3 weeks ago
Loved staying here, great walkable area right next to various bus stops and the orange line. Chandra was responsive and flexible the entire time - great host!

Quick stats about vacation rentals with outdoor seating in South Boston

  • Total rentals

    60 properties

  • Nightly prices starting at

    $72 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