
Holiday rentals with outdoor seating in Middlesex County
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Top-rated rentals with outdoor seating in Middlesex County
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Popular amenities for outdoor seating rentals in Middlesex County
House rentals with outdoor seating

Tiny house experience steps from the water!
Dean's place was amazing! I felt at peace and felt like I was really in the middle of nature. Quiet and very cozy place! I will be back again! Dean is very friendly and communication is quick and easy!

Hopkinton Mass 3+ Bedrooms - Great location!
Brad was very friendly and helpful. Beautiful home!

Orchards retreat
“Expansive” is the word that describes Ala’s home, from the family room, dining room and kitchen, which are large enough to prepare a meal and entertain 20 people with ease. There are 2 master suites, the upper one with 2 balconies. It was a challenge to adequately enjoy the lower level attractions: pool table, gym, kitchen treats or tv lounge. Finally, we had breakfast on the side patio and evening cocktails on the front patio, both with views of the extensive grounds. The only downside, it was a struggle to leave the house for Boston sight-seeing and visiting with relatives. Sent from my iPhone

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace
We were in town for my daughter’s wedding and I was looking for a place that had outdoor space to enjoy and this house did not disappoint. Everything was spectacular! It was lovely to have the pool, we enjoyed our coffee in the morning and wine at night surrounded by peaceful lighting. The kitchen is beautiful (exactly) like the pictures and so many extras. The host who lives downstairs was very helpful and thoughtful. We appreciated all the special touches and look forward to finding a reason to return.

All New Private Country Setting (2 Level-No Share)
We had a great stay in this beautiful retreat in the woods in beautiful Holliston. We were 4 adults and 1 teenager and there was plenty of space. The home was furnished with comfortable furniture, there was a lovely patio and lawn area with a very functional gas grill. All shops are nearby and we had a blast at a nearby pub filled with sports memorabilia (we were going to a Red Sox game). The home was spotless with anything you could possibly need-including a small cooler for a pic ice. Communicating was almost instantaneous with the hosts. We highly recommend this home for a stay.

Luxury Living at its Best in X-Large 8 Beds Estate
This house was perfect for our family and friends. We were a group of 16 and the house meet our needs. We attended an event at Fenway and Gillette Stadium, the location was great. Tom and Marissa were great host and communication with them was easy. We would stay with them again if traveling to this area.

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.

Balsam Retreat
Grace was so easy to work with. Whenever I had a question, she responded quickly and she was eager to make our stay easy and stress- free. The place is immaculate! We were there for a relative's graduation from The Groton School and the drive was quick- and pretty!
Apartment rentals with outdoor seating

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.

Villa Ricci
I booked this for my mom who visited from abroad to see my daughter's graduation. My mom and daughter stayed there and they both liked it... so that is ALL the review you need :) If they are happy, I am happy!!! Thanks Kelly.

Charming Colonial Two BR Basement Apt with Parking
My daughters and their friends stayed in this Airbnb and absolutely loved it. Lisa communicated very well and was super helpful. She even provided them with a portable mattress just incase they needed it. Not to mention she had everything they needed there such as snacks, toiletry items, and even more stuff. They said it felt just like home and was very cozy! The neighborhood was also very beautiful and it was close by to many different places. Thank you Lisa for having and trusting them. I definitely recommend this place to anyone planning to visit Boston!

3rd FL Apt for 1-4 Guests 15 minutes from Boston
Dave was helpful and responsive as a host the entire time.

🎖The Ashmont Suite | Close to Subway + Downtown🎖
Impeccably clean! Wonderful linens and towels. Roomie space inside, perfect for several people. Modern bathrooms and kitchen.

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

Quirky studio in Jamaica Plain
Susan's flat was exactly as advertised and perfect for my quick 2 night stay in Boston. The flat and neighborhood were very quiet, and everything I needed, including public transit links to the rest of the city, was less than a 10 minute walk away. I did not cook on this trip, but the kitchen was fully stocked, and the coffee and English muffins were nice!

Garden Apartment for Vacation & Business Travelers
Mikkie is a gem and her place reflects that. Fantastic host and stay. Thank you!
Apartment rentals with outdoor seating

A Cozy 3 Bedroom Home Close To Boston & Parking
This place was absolutely lovely. All weekend my guests and I would find ourselves commenting on how clean, cozy, and cute the space was, and how responsive Shirley was in helping us navigate check in/out. Would absolutely stay here again!

Bright & Spacious Home in Davis Sq, Somerville
Wonderful, light-filled home! An easy subway ride to Boston. Our family of 6, including two small children, was very comfortable. Cayla was friendly and helpful.

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.

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.

Cozy Entire Unit Condo close to UMASS Lowell
This home was absolutely perfect for our stay! It was clean, spacious, and beautifully decorated. The open layout made it feel very comfortable, and everything was spotless upon arrival. We especially appreciated how well-stocked and organized everything was—from the kitchen to the bathrooms. The host was responsive and welcoming. We’d definitely love to stay here again!

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt
We greatly enjoyed our time staying at this Airbnb! Elena was very responsive, friendly, and accommodating. It was located in a beautiful residential neighborhood, and a short walk away from the Orange Line which was convenient to get around the city. The apartment itself was clean, modern, well stocked with towels, toiletries,ect, and spacious enough, while also feeling cozy. The washer and dryer in unit was a nice addition as well. I look forward to staying here again on our next visit to Boston!

Spacious, cozy home near Boston!
This was a fabulous stay and Ana is incredibly wonderful and communicative! We had a great time and the place was better than expected☺️
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- Hampton Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- Brown University
- Duxbury Beach
- North Hampton Beach
- New England Aquarium
- Monadnock State Park
- Faneuil Hall Marketplace
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Good Harbor Beach
- Prudential Center
- Roger Williams Park Zoo
- MIT Museum
- Rye North Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Bunker Hill Monument
- Things to do Middlesex County
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