
Vacation rentals with outdoor seating in Milton
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Top-rated outdoor seating rentals in Milton
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House rentals with outdoor seating

Leisure | Business| Getaway| Downtown Brockton
Immaculate home with everything provided and so easy to just arrive and feel at home. Sheets and towels were immaculate and clean so was the rest of the home!!!!!! Beautifully decorated!!!!

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.

2BR—Lovely 1900s Home—1200sqft—25 Min to Boston
Andrea’s place was amazing! We stayed for a week and it was so clean and wonderfully organized. All instructions were clear, and Andrea was very kind and responsive!

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.

Hidden Gem near Boston w/ Private lake access
This property was one of the best airbnbs we have stayed at. Clean and cozy and felt right at home. There was plenty for the kids to do so we didn’t have to limit screen time because they wanted to be enjoying the amenities available! Jody was quick to respond with any/all questions or concerns we had. We would highly recommend to everyone especially those with children!

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.

New modern cozy 3BR condo: free parking&near train
This is a great place in a quiet and extremely walkable neighborhood. We especially appreciated the private, off-street parking. I’d definitely stay here again!

Best Place To Rest
Maudrey. TOOK CARE OF US (Group of 7)! Maudrey filled the home with snacks and the simple amenities. But really - even without those things, Maudrey's place was awesome! We would definitely recommend to medium size group. We loved that the living room was able to fit all of us sitting comfortable. Made it a fun friend retreat. Thank you Maudrey!
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!

Light-Filled Luxury Apartment with View
Wonderful one of a kind studio in a very old beautiful house. Plenty of room, lots of light, modern appliances. I enjoyed every minute of it.

Warm home in Lexington, walk to town, nature trail
Had a great stay in Xunzhong's place. Good location, easy parking, tidy, well stocked with all the basics, simple check in/check out, quiet and quick and easy communication. Really appreciated that they had a pack n play, high chair and baby gate set up already for our 16 month old. They also accommodated our request for an hour later check out which really helped us out! Overall would stay again.

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.

1bd Boston apt - Convenient & quiet
Great to stay at for a weekend or week stay. Everything needed within walking distance, no rental car needed. Bus stop is very close and commuter rail is close also. Target and village market also within walking distance. Hosts responded to any questions very fast. Unit is accommodating for baby. Pack and play and high chair available. Would definitely stay here again.

Serene Studio in a Perfect Location
We loved staying here! Great home, great location, easy walk to the train station to get downtown. Lovely neighborhood loved looking at all the homes on our daily walk. We walked to Galway House in Jamaica Plain for dinner one night and the food was great, highly recommend. Kristina was so helpful and reached out to check in each day with us to see if we needed anything. Hoping to stay here again with my daughter next time as we are making plans for a Boston/Salem getaway. This is the place to stay! Thanks again!

2 Bdrm Apt w/ tower in JP Victorian
This is absolutely my favorite Airbnb I’ve ever stayed at. So much character while still being convenient in terms of location to Boston and in regard to amenities. Incredible natural light, lots of cozy shared places for friends to spend time and chat. I’d absolutely recommend this place to anyone traveling nearby!

Charming 1 BR private entrance apt commuters dream
What a gem of a spot. Cozy, thoughtfully put together, super-clean and comfortable. Great shower, comfortable bed, and well equipped. Domingo’s place is great and he is a warm, friendly host. Just book it.
Condo rentals with outdoor seating

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.

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee
Beautiful space in an idyllic location. Check-in was a breeze and Dan was very communicative. I’d stay here again in a heartbeat

Beautiful, spacious South Boston Condo, Near T
Very spacious and comfortable place, and as advertised. Excellent location for AndrewT station and therefore the rest of Boston. Very nice local park and beach within 5 mins walk.

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.

The Salem Porch House
The best place to stay in Salem and the best host I’ve encountered on Airbnb to date. Alex and David were friendly, thoughtful, communicative and accommodating. Their place is spacious, quaint and comfortable. We made great use of the great location across from the common, walking into the city center for all our outings. We couldn’t have had a better time and stay, thank you so much!

Stylish garden level studio with a private patio
We had a great stay at this lovely place in East Boston. Everything was spotless and just as pictured. The hosts were also super gracious to let us check in early and store our luggage while we did some more sightseeing our last day.

Boston Rooftop Retreat
Chandra is an amazing host; she was very responsive and helpful when we were looking for something to do on our rainy last day. She also supplied umbrellas, which we could not have done without! The place is even cuter in person; it's updated and has a cozy vibe and a nice record player with a good album selection and lots of cool art made by Chandra! My favorite is the Mr. T sculpture! The keypads on the inside and outside building doors are very convenient and simpler to use than having to carry a key. Nice newer shower and comfortable bed. Large kitchen, comfy couch, and just a cute, interestingly decorated apartment. The rooftop patio is so nice...it's got a grill and 360 views. I wish the weather had been nicer so we could have hung out there more. Not really close to many bars or restaurants, but an easy walk to the train station or the bike rentals and a 30-minute (ish) walk to the Fenway Park area. I would stay there again; it felt like home.
Quick stats about vacation rentals with outdoor seating in Milton
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ184 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
- Faneuil Hall Marketplace
- Freedom Trail
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- Sandwich Glass Museum
- Prudential Center
- Oakland Beach
- MIT Museum
- Roger Williams Park Zoo
- Museum of Fine Arts, Boston
- Onset Beach
- Isabella Stewart Gardner Museum