
Vacation rentals with outdoor seating in South Boston Waterfront
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Top-rated outdoor seating rentals in South Boston Waterfront
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Popular amenities for South Boston Waterfront outdoor seating rentals
House rentals with outdoor seating

All the comforts of home, quiet city neighborhood
Thank you so much for a fantastic stay! The home was warm, spotless, and ideally situated. Everything we needed was just a short distance away. It truly made our visit smooth and enjoyable. We are grateful for your generous hospitality and would absolutely choose to stay here again if we return to the area!

Cozy Stylish 4br3ba 3mins to Somerville Subway
We really enjoyed this place. It gave us plenty of room to spread out. The absolute best part was also the location to the green line. So easy to get to and therefore we could easily get everywhere in the city. Would stay here again and recommend to others.

Charming South End Farmhouse - Near Northeastern!
Holly’s home in Boston was lovely for our family in town for a wedding. The space has tons of charm and was very inviting and clean. Thoughtful touches throughout and really appreciated Holly’s prompt responses and flexibility with our travel itineraries. Neighborhood is super cute too. Highly recommended!

Harvard Square - free permitted on street parking
We loved our stay in Cambridge! The house was beautiful and the location was perfect. Anne was very responsive and helpful, and the check-in/check-out process was seamless.

Family Friendly City Oasis! Free Parking, King Bed
This house was as advertised! Jack/Heather were very responsive and generous hosts! If we make it back to Boston we would stay again. Beds were comfy, master shower was amazing after a ton of walking and it was tucked away off the street which made it quiet. We loved it!

Stone Cottage with meadow view
Lauren was an excellent host! Cottage is absolutely beautiful! Felt right at home , she was very responsive and very helpful. This place has all the amenities, perfectly located for everything we had planned .

The Nest | A peaceful retreat in the city
Pema and Jonathan are wonderful hosts. This was our second stay at The Nest and we were able to really take advantage of the deck overlooking their beautiful garden and the city beyond, for morning coffee and afternoon snacks. Their place is very spacious and charming. It's walking distance to stores, restaurants and the Gilman Square T-stop. For trips further afield, it's great to have a designated, off-street parking spot right by the entrance to the unit, with motion sensor lights for nighttime arrivals. The kitchen is fully equipped and the bed is very comfortable, with reading lights on both sides of the bed. Highly recommend.

Tribeca chic | 2 BR w/private patio
Beautiful home. Perfect for a couple days in Boston. The home had everything we needed. Hosts always responded quickly to questions. Easy walk to local transportation.
Apartment rentals with outdoor seating

Couples Retreat - Apt in Charming Colonial Home
This was without a doubt the best Airbnb I've ever stayed in (and I've stayed in a lot). The host Lisa was very communicative. The Airbnb was the most well stocked Airbnb I've ever seen: Full pantry of snacks, a well-stocked kitchen cabinet with every appliance you can think of, and even a full basket of toiletries just in case you forgot something. The apartment was tastefully decorated and the furniture high quality. The bathroom was simply stunning, with a bathtub complete with bath salts, and an electronic shower with jets on the walls too! The bed was comfortable and I had no issues sleeping. The neighborhood around the house is very peaceful and walkable. However, be warned that it is not well connected to Boston via public transit compared to other locations. I would recommend this place to someone with access to a car. Nevertheless, this was the best Airbnb I've ever stayed in. Highly recommended for a nice getaway!

Close to Harvard, MIT & Boston, Gym and Patio!
Melanie’s place was exactly as described and very clean. She was very helpful and clear with the instructions to check in and check out. The area was very nice and peaceful and you can access most of Boston very easily.

Quiet 1-bedroom garden apartment, near Harvard/MIT
Great place, great location, great host! Would strongly recommend to anyone visiting Cambridge or Boston

(N2R) Private Patio, New Kitchen, Back Bay!
Great place on Newbury St. Can't beat the location to get to the best restaurants and shopping in Boston. The unit is in back of the building, so it is quiet at night. Would definitely stay again.

Spacious, private apartment in perfect location
As mentioned in other reviews, this place was truly amazing! While other accommodations in Boston were quite expensive, this one was much more affordable without compromising on quality. There were many places within walking distance, which made it easy to enjoy shopping and great food. The neighborhood was quiet and peaceful, making it a perfect environment for studying. If I ever come back to Boston, I’d definitely stay here again. Highly recommend it!

Private, stylish, in central location
Great place and location, calm and quiet space but super closer to great restaurants and the T.

* NEW Listing * A True GEM in South End , Boston!!
Great spot for marathon weekend. Lovely quiet area with lots of food options. Apartment was ideal for me and only 15min stroll to bag drop on marathon morning. Santo was great, really responsive and helpful. In Boston terms the apartment was good value, just accommodation in Boston generally is really expensive. I hope I can visit again, Boston is a fantastic city and south end is beautiful

Harvard/MIT/BU Riverside Studio w/parking
Great spot in an awesome location! Very clean and easy check in/out. Close to restaurants and a quick drive to museums/galleries. Would definitely book again.
Condo rentals with outdoor seating

A Cozy 3 Bedroom Home Close To Boston & Parking
Shirley's place is as described. It is comfortable and generous in size. There is parking available both in the driveway and on the street(with a supplied parking pass) for two cars altogether. Fresh linens are plentiful and the kitchen is very practical for cooking and eating in. Outdoor furniture on the back porch allowed us to invite over friends and socialize in nice weather. It is simple, but comfortable.

Condo in downtown Boston
This place did great for our small group. The location is perfect, the house instructions were easy, and checkout was a breeze. The kitchen was well stocked with coffee and tea (nice touch!) and the bathroom was stocked with soap, shampoo, toilet paper, and other amenities. I would be happy to stay there again.

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee
Everything about the stay was excellent! Very welcoming, clean and comfortable. Everything was as described and really appreciated the attention to comfort and hospitality including the snack basket, chocolate, various coffees, and waters in the fridge. Great, quiet location within walking distance to grocery stores, coffee shops, Mass Ave., and across the river from BU. Hoping it's available the next time I visit.

Beautiful, spacious South Boston Condo, Near T
Great location with good nearby access to Transit into Boston. Perfect a a few days stop.

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA
Reda was so wonderful with us!! Extremely communicative and friendly, the apartment is exactly like the pictures and so much better in person. My family & I had a great time in Boston but the apartment was definitely a big highlight. I recommend this place 10/10🩵

South End 1800sqft 2BR Audiophile Paradise
This was the perfect location to enjoy the South End, and an easy walk everywhere (Copley, Prudential, Newbury Street). The place was comfortable and had everything we needed especially the fireplace on very cold May days. Leslie was incredibly responsive even on her special celebration weekend!!

Spacious Dorchester Retreat | 2-bdrm condo
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.

Harbor View Suite
Our stay at Kristen’s on our East Coast tour was incredible. The location and the views were incredible! Her home was pristine and we loved all of the personal touches. Would love to visit again!
Quick stats about vacation rentals with outdoor seating in South Boston Waterfront
Total rentals
30 properties
Nightly prices starting at
G$12,560 GYD before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
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- Hampton Beach
- Boston Common
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- New England Aquarium
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