Vacation rentals with outdoor seating in South Boston

Find and book unique outdoor seating rentals on Airbnb

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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 stars1 month 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

Home in Norwood

4.97 out of 5 average rating, 30 reviews

the house of id; vintage shop, accessible space

WilliamRating, 5 stars1 day ago
This place is a GEM! We kept calling it the retro Barbie dream house! Every space is perfectly curated and a wonder to explore. The space is interactive; they encourage you to play with the space in unique ways. Almost everything is for sale too, so when you fall in love with a trinket or piece of furniture- you can buy it! Such a fun idea! I appreciated the signs and labels which made everything easy to navigate. The beds were comfortable and towels and linens were soft and clean. We’ll be back in the summer for the pool!
Guest favorite

Home in Reading

4.95 out of 5 average rating, 55 reviews

Charming Home in Reading with a Large Yard

PeterRating, 5 stars1 week 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 Swampscott

5 out of 5 average rating, 22 reviews

The House by the Sea

AngelicaRating, 5 stars2 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

Home in Norwood

4.94 out of 5 average rating, 34 reviews

The Cozy Colonial - 4 BDRM house with parking

BevinRating, 5 stars1 month ago
Austin's place made traveling with two very small children feel possible and enjoyable. This was my first Airbnb experience in Boston and I have only good things to say.
Guest favorite

Home in Dorchester

4.92 out of 5 average rating, 51 reviews

Triple Decker Guesthouse for up to 24 guests!

EllenRating, 5 stars1 month ago
This worked beautifully for our 9-person conference team. Especially appreciated that each person had their own space. Fun restaurants nearby plus Walgreens! Very handy!
Guest favorite

Home in Dorchester

4.96 out of 5 average rating, 111 reviews

LargeDuplex10Beds w/prkg near Downton

NatalieRating, 5 stars2 months ago
We loved staying at Fatima’s place during our girls weekend. Entire place was clean and had everything we needed. Easy 15-20 minute ride to all our stops in Boston. Fatima was a great host, very responsive and accommodating. Definitely would recommend staying here!
Superhost

Home in Arlington

5 out of 5 average rating, 5 reviews

Spacious & bright house in Arlington

AnnRating, 5 stars5 days ago
This was the perfect place for our far flung family to spend the holidays together in Arlington, where one of our adult children lives. The house is spacious and well designed, with plenty of room to spread out. The amount of natural light was so cheerful, and the pellet stove made the family room warm and cozy. The kitchen is bright and modern with everything needed to prepare meals. Although we didn't have small children with us, there were many games and toys available for those that do. The house was very clean too. Overall, this was just a great experience!

Apartment rentals with outdoor seating

Superhost

Apartment in Somerville

4.86 out of 5 average rating, 119 reviews

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

MariRating, 5 stars1 month ago
We had a wonderful stay at Jay's apartment! The location was perfect for our visit to Harvard, with easy access to the campus. The apartment itself was clean, tastefully decorated, and comfortable. Despite a rainy weekend, the open living area and windows/garden door kept the space feeling bright and airy. We did notice some footsteps from the apartment above early in the mornings, but it was only for a short time and didn't bother us (plus, Jay had thoughtfully mentioned this in the listing). We would definitely stay here again on our next trip to Cambridge/Somerville! Thanks, Jay.
Guest favorite

Apartment in Marblehead

4.94 out of 5 average rating, 189 reviews

Two bedroom Apt with a deck

ShannonRating, 5 stars1 month ago
Rhona’s place was perfect for a visit to Salem. Far enough from the crowds but a 10 minute drive from everything. Very slight street noise didn’t bother us at all. Would be nice to have some instructions for all the remotes, but our host responded very quickly to our questions through the app! Homey and well decorated. Absolutely wonderful stay!
Guest favorite

Apartment in Winthrop

4.94 out of 5 average rating, 130 reviews

Newly Renovated Ocean View 2 Bdrm Apt

ColetteRating, 5 stars1 month 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

Apartment in Malden

4.9 out of 5 average rating, 105 reviews

PET FRIENDLY-Renovated 2BR-2BA w/ 2 Parking spots

EmilyRating, 5 stars1 month ago
Josh and Tracey were great hosts! A friend and I stayed here for a month while we worked remote. The place was perfect size for both of us. It was clean, they provided extra blankets and linens, and they even had extra items such as puzzles, chess, games, etc. Josh and Tracey were very responsive and even went above and beyond to provide K Cups, sugar, and snacks for when we arrived. I would hands down stay here again!
Guest favorite

Apartment in Roxbury

4.97 out of 5 average rating, 326 reviews

Light-Filled Luxury Apartment with View

GeovanieRating, 5 stars1 week ago
Beautiful home with an amazing view. Comfortable, clean, and historic! Would love to stay here again
Guest favorite

Apartment in Winthrop

4.96 out of 5 average rating, 227 reviews

Oceanfront Pool. Close to Boston. Free Parking.

ShawnRating, 5 stars1 day ago
What a great stay! The ocean view right out the door was phenomenal, we felt right at home for the time we were there
Guest favorite

Apartment in Cambridge

4.99 out of 5 average rating, 103 reviews

Cambridge Retreat - Sunny 2BR - Close to Harvard

MarieRating, 5 stars6 days ago
We loved the quite sunny atmosphere of this exceptional residence. Close to the best restaurant and the best bakery in Cambridge - quite a plus! Comfortable bed, lovely bathroom, plenty of space to spread out for the holidays.
Guest favorite

Apartment in Peabody

4.88 out of 5 average rating, 128 reviews

Executive Hotel Penthouse 1 Bedroom Residence

EmilyRating, 5 stars2 weeks ago
Daniella's space was beautiful and quiet. She was responsive and highly accommodating, allowing me to stay last-minute during a road trip I was on. Would recommend this space to anyone!

Condo rentals with outdoor seating

Guest favorite

Condo in Marblehead

4.96 out of 5 average rating, 121 reviews

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

JoshuaRating, 5 stars3 weeks 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

Condo in Salem

4.97 out of 5 average rating, 225 reviews

My Place - 2 Bedroom Condo with Parking

Sara Beth BolandRating, 5 stars2 days ago
Kelly's home was wonderful and the perfect place for hosting my family locally over the holidays. We would absolutely stay there again! Thanks for a great time.
Guest favorite

Condo in South End

4.92 out of 5 average rating, 172 reviews

South End 1800sqft 2BR Audiophile Paradise

CarynaRating, 5 stars2 weeks ago
Leslie’s place was the perfect spot for our week in Boston. There’s plenty of room inside and the location is in a great spot for coffee, food, bars, and the metro. Leslie was available and very responsive when we had a question. This was my first Air Bnb experience and it was easy to feel right at home in Leslie’s place. I will definitely be booking again when I return to Boston. :)
Guest favorite

Condo in Marblehead

4.99 out of 5 average rating, 171 reviews

Harbor Hideaway

MacyRating, 5 stars1 month 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

Condo in East Boston

4.82 out of 5 average rating, 233 reviews

Stylish garden level studio with a private patio

OliviaRating, 5 stars2 weeks ago
We absolutely loved our stay!! The space was beautiful and was in a fantastic location. All of the amenities were wonderful, the bed was super comfortable, and we felt right at home. A couple of things to note that were very helpful for us or are worth pointing out: - Parking in the 121 Liverpool St. lot through SpotHero if you have a car was perfect. It was about a 5 minute walk from the Airbnb and was very convenient. - This place is definitely not meant for tall people. The shower head is ideal for anyone 5’8” and below so if you’re tall, you will have to bend down to use the shower. - In case you’re noise sensitive and planning on spending a lot of time inside, just a heads up that you can hear your neighbors above you when they’re home, but such is city living! This Airbnb was in a perfect spot to explore the city while not being directly in the heart of it. Ali was an incredible host, super responsive and kind. Couldn’t have been happier!!
Guest favorite

Condo in Roslindale

4.92 out of 5 average rating, 218 reviews

Spacious 5BR Condo w/parking near METRO

UsmanRating, 5 stars1 month 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, 166 reviews

New Super Modern 2 bed in Waltham

KerrieRating, 5 stars2 weeks 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

Condo in Roxbury

4.93 out of 5 average rating, 290 reviews

Boston Rooftop Retreat

ShavaunRating, 5 stars1 month ago
Chandra's place is very centrally located. It's only a few stops from back bay Station. You won't want to miss the rooftop sunsets they're beautiful ✨️ the place looks just like the pics and is very homey. Everything we needed was already there, from sandwich baggies to extra shampoo. I especially enjoyed a cup of coffee up on the rooftop. Milkweed was great for breakfast and about an 8 min walk. We ventured into downtown Boston which was about 20 mins away on the orange line. I would definitely stay here again. Both the bed in bedroom and the pull out couch were extremely comfortable. Chandra is very responsive and overly accommodating which was much appreciated. We thoroughly enjoyed our stay here.

Quick stats about vacation rentals with outdoor seating in South Boston

  • Total rentals

    60 properties

  • Nightly prices starting at

    $60 before taxes and fees

  • Total number of reviews

    3.5K 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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