
Holiday rentals with outdoor seating in Milton
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Top-rated Holiday Houses with Outdoor Seating in Milton
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Popular amenities for Milton outdoor seating rentals
Holiday House Rentals with Outdoor Seating

the house of id; vintage shop, accessible space
Super fun and eclectic house! What really made the stay were the owners, they are thoughtful and very responsive, they clearly care a lot about their guests!

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.

Cozy house close to Boston
The place was in a great location. Karen was easy to communicate with our needs and concerns and any questions we had. The only request for the future would be to have two keys instead of one.

The Adelaide Guest House, Minutes from Boston
Perfect spot for our family for a weekend event at Gillette Stadium and a day in Boston. Convenient location, clean, lots of space and very comfortable.

Beautiful 3BR Home by the Water - Family Friendly
The house was great: clean, well furnished, comfortable and the spaces were all well proportioned. We had a great stay. Check -n and and check-out was super simple and very easy.

Clean, spacious In-Law Suite -Near Everything
We cannot praise Mimi and Manny highly enough. The place was beautiful, with every amenity needed to feel at home. Our hosts were friendly, responsive, and charming. They went out of their way to make us feel welcome and comfortable. The unit was spacious, clean, easy to find, easy to check in, and peaceful. We particularly enjoyed the front porch. We stayed for three nights, and our every need was met. Highly recommend both the place, and the hosts, for anyone needing to stay in the area.

Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt
Our trip to Boston was phenomenal. The Airbnb wasn’t hard to find from the subway station. The neighborhood was beautiful and felt very safe walking thru it. The Airbnb wasn’t hard to find, it felt very welcoming, it felt like I was staying a loved ones home, everything was very well thought out. The bed was very cozy and comfortable for sure something I looked forward to after a long day of sightseeing.
Apartment rentals with outdoor seating

Private and Comfy - whole building to yourself!
Absolutely love our stay here!! Felt right at home! What a treat it was to stay at his home 🥰🥰

Perfect & Practical Boston Rental (1,500+ sqft)
The accommodations were right on! 7 of us stayed for a week and were very comfortable. The place was very clean and updated. It has all amenities. Damon was very responsive and gave us great ideas of places to eat . Onsite parking was helpful . We would stay here again for sure . Check in and check out super easy.

Huge 1BR w/King Bed near BOS, Salem, Water &Nature
This was a perfect location for going to the US. This Place was beautiful looks exactly like the pictures,Peaceful and very relaxing made me feel right at home. Very responsive and helpful so I give this place a 10/10 everything was just good for me.

2 BDR/2b- walk to Seaport & BCEC
Beautiful place! Would definitely stay here again. Hosts communicated very well and replied back with any question I had within the hour. He recommended spot hero for parking that was so easy and worked out really well. We used uber to get into the city, was around 10-minute trip. Not bad at all! Will stay here again when coming to Boston!

Apartment Floris
This is a lovely, cozy, private attached apartment on a quiet street. We'll definitely try to stay here again on our return trips.

Sunny, private, comfortable 1 bedroom-convenient.
I felt very much at home in Chris’s place. It was clean and comfortable and a great base for visiting the Newton area

Cozy JP Studio-Great Location!
The place is a small apartment in an old house but fully-furnished, clean, and well-kept. We didn't cook or used the kitchen much, but everything we needed worked fine. Kristina takes care of the place personally, which we liked, and she was very helpful with suggestions when we needed her advice. We also liked the area. Great for a short stay!

Charming 1 BR private entrance apt commuters dream
Domingo was a fantastic host. I had a couple of requests and Domingo was extremely responsive and was always accessible. He also provided some excellent restaurant suggestions. As far as the location itself, it's in a nice quiet neighborhood but there's not really much around within walking distance. A car or an Uber is a must to get to some of the great restaurants that Domingo suggested. Other than that, it's a great place with a fantastic host. Since this was a work trip for me, I would definitely consider staying here again. Thank you Domingo!
Condo rentals with outdoor seating

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee
Appreciate Dan and his beautiful place! The roof deck was especially nice for an evening drink. And the snacks and spindrifts were such a lovely and unexpected touch. Thanks for a great stay!

Family Home + Near Downtown + Cool Backyard!
We had a great stay! Quiet, safe neighborhood, easy to get to the city. Lots of space for the six of us to eat and relax together. Beautiful view of the Boston skyline just minutes walk from the place. Comfortable beds and soft sheets too! We also had no troubles parking nearby and leaving our car (for free) for our entire stay.

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🩵

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.

🏡🏡🤩😍 Beautiful apartment perfect location.💎💜
Host was responsive and helpful, instructions were clear. The apartment was clean and very nice, we enjoyed eating dinner on the porch. It was easy to drive to downtown Providence and Gillette Stadium. It was easy to get to and a lot of space for parking (we all arrived mostly separately and there was space to park all 3 cars). Also, we were all very impressed by the shower and the water pressure lol. A great location and great Airbnb!! I would def recommend this spot and would come back! 😊

Spacious, cozy home near Boston!
What a gem!! Ana's appartement is amazing. The bedrooms are large with good mattresses and furniture. Kitchen is great too. There is a nice patio to sit on at the back. Ana's house is extrememy clean, cosy and very well maintained, we will definitely stay here again when we visit Boston!

Stunning South End 1BR - private roof deck
We stayed at Karina's condo for 4 days and loved it! It's close to Fenway Park, subway trains, restaurant's, & local markets. Behind the unit is a beautiful path/park (Southwest Corridor Path) that leads you toward city center. Highly recommend this route if you're exploring the city by foot. We also loved the bathroom shower! We would stay here again & highly recommend!
Quick stats about holiday rentals with outdoor seating in Milton
Total rentals
30 properties
Nightly prices starting at
$84 NZD before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Hampton Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- East Sandwich Beach
- Harvard University
- Lynn Beach
- Brown University
- Duxbury Beach
- New England Aquarium
- Sagamore Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Sandwich Glass Museum
- Good Harbor Beach
- Prudential Center
- Roger Williams Park Zoo
- MIT Museum
- Museum of Fine Arts, Boston
- Oakland Beach
- Quincy Market