
Vacation rentals with outdoor seating in Massachusetts
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Top-rated outdoor seating rentals in Massachusetts
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Popular amenities for Massachusetts outdoor seating rentals
House rentals with outdoor seating

The Berkshires Mountain Terrace LUX Home Sleeps 7
This was a beautiful and well kept home and was a delight to stay in. Natalia was also a lovely and communicative host. We had no issues and would happily stay there again.

Peaceful sunset retreat (bottom floor)
A lovely setting with beautiful marsh views. Close to good seafood restaurants & beach. Responsive friendly hosts. We had a great time!

Quaint Cape Beach House
The house was cozy, quaint, and spotless—perfect for our off-season weekend getaway! Adele was incredibly accommodating and flexible with us, and her communication was top-tier. We couldn’t have asked for a better experience and would happily stay again. Highly recommend!

Charming Historic Garden Duplex with Private Porch
The house was great and we were able to rent a both units of the duplex! Kitchen was well stocked for cooking large group meals and was close to town when we wanted to go out for food. Daniele was very responsive and friendly. Highly recommend!

Beach Home – Family Friendly - Solar Powered
This house was a perfect place for our annual family gathering. There were 9 people from 16 to 83. The open space, first floor bedroom and bunk room were perfect for our group! Ciara was a great host!!

Cheerful home- steps away from a beautiful pond.
We had a great time! We are familiar with the area. The pics were exactly as it looked. Very clean and bright. Quiet neighborhood and close to the beach for summer travelers! We would stay here again!

Seagull beach cape home
Just 5 min drive from the beach, was convenient and peaceful neighborhood

2 Bed Cottage- expansive outdoor space, renovated
Thank you Amy! The house was clean, the beds were delicious… I slept less than I would have liked, they were amazing, and I wish I had gotten more sleep! I broke Amy’s shower and coffee table, but her communication with me was great. I apologized, she sent the damages and everything was fine. She was very kind and easy to talk to =) I would definitely stay again and absolutely recommend it. If I can give you one tip: put curtains closed on the windows to make it really dark… I can only think of how perfect the rooms would be! I wouldn’t get up anymore! hahahaha Thanks Amy!
Apartment rentals with outdoor seating

Entire 1st floor apt in charming seaside Beverly
We enjoyed our stay so much. What a comfortable home for our family vacation in the area. Karen was welcoming and we were so appreciative of the fresh baked goods. Everything was set for our stay with enough linens for everyone. We ran into Karen a couple of times during our stay and always was delightful and open to help with any suggestions. We found the town quaint and what we needed from a bookstore to places to eat. Nice quick walk to the water for sunsets. Easy drive into Boston as well as up to Rockport and Gloucester. We even found it smooth to attend the 250 of Lexington and Concord. We loved our days starting with coffee and quiet comfort and relaxing in the evening around the table with our family for some games. Highly recommend this home! Thankful for our hosts!

Beautiful Creekside Apartment in Wellfleet Center
One of the most comfortable places we’ve rented on Airbnb. And the proximity to historic Duck Creek can’t be beat…so much more impressive than photos can do justice.

Suite 23 - Spacious Sunny 2-BR with Mountain view
We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!

River View Apt in Shelburne Falls Historic Village
Thanks Crystal It was a great spot for the weekend and very comfortable!

Ocean views, Large Deck, Grill, Kid/Dog Friendly
We absolutely loved our stay at Ryan’s place! The home was beautiful, spacious, and pristine—just like the photos. Ryan was a wonderful host from booking to check-out, making everything easy and welcoming. We especially loved the location, with the beach and great local restaurants just a short walk away. We would definitely stay here again!

2 BDR/2b- walk to Seaport & BCEC
Great place to stay! Highly recommend. Fantastic hosts and great location.

Quiet bright & sunny 2 bedroom apartment w/ porch
It was a great experience, very easy to get to.Super clean we enjoyed our stay!!

Tree Top Suite, cozy downtown apartment
Very clean and the detail and decor made our 1-week stay very comfortable, like being at home! Would definitely stay here again!
Condo rentals with outdoor seating

Condo in downtown Boston
The spot was super clean and had everything you needed, the location of it was great, and Griffin was a responsive and helpful host.

Casa Frappo - town center - 2 BR / 2 BA
Had a wonderful second stay at Steve’s lovely house! It was just as enjoyable this time around, plus a brand new renovated kitchen. Steve’s home is beautifully decorated and incredibly comfortable… it was really chilly in ptown while we were there, so we made great use of the fireplace. It’s a fantastic location, easy walking to everything. Steve is an excellent host, reaching out ahead of time with all the details and letting us check in early with our boys and our dog. Thanks again, Steve! Look forward to coming back soon.

Steps to Private Beach in Chatham
We absolutely loved our stay at Julia’s home! It was in amazing location close to the beautiful downtown but also very private. The private beach is hard to beat! The space was clean, exactly as pictured, and was stocked with anything you could need. Julia was an amazing host who provided clear instructions and responded quickly. We can’t wait to return for our next stay here. Thanks again Julia!!

Westend Waterfront Luxury Condo-Provincetown
Staying at Anil’s condo on the water was a little slice of heaven! It was just as depicted in the photos, but more charming in real life. We especially loved the art that adorned the walls and shelves, and being able to see the water from every vantage point (upstairs and downstairs) was magical. (And what a genius idea to make the kitchen backsplash a mirror, so even when you’re back is turned to the water, you can still see it :) Honestly being there off/pre-season made it even more special, as we felt like we had the neighborhood to ourselves, whilst there were still several great restaurants open for dining out. We’ve stayed in several Airbnb’s over the years, but this place topped the charts. We’ll be going back there in our minds for sure, and hopefully in real life, too!

Waterfront gem
terrific views, great location, well stocked kitchen, nice bathroom, comfortable living room, large deck, would stay again! perfect base for exploring all ptown has to offer

Luxury Condo in Boston w/ backyard & parking
Bright and cheerful modern unit with a beautifully appointed kitchen. Convenient parking right behind the house. FYI-Bus 120 picks up around the corner to go to the T station or it's a 15 minute walk to the Wood Island T blue line subway.

Bayshore 9 Waterfront Renovated Condo with Parking
I've been going to Provincetown my whole life, mostly for day trips. My husband and I took a little weekend away and it was GREAT. Coziest, sweetest, best designed and located place to stay.

Penthouse, waterviews, large deck,steps from beach
Perfect spot for a couple days of shopping and enjoying Commercial Street. Gorgeous views. Perfect location across from the new park. We loved it.
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