Holiday rentals with outdoor seating in Middlesex County

Find and book unique rentals with outdoor seating on Airbnb

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Popular amenities for outdoor seating rentals in Middlesex County

House rentals with outdoor seating

Superhost
Home in Wayland
4.78 out of 5 average rating, 492 reviews

Tiny house experience steps from the water!

VerônicaRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Hopkinton
4.95 out of 5 average rating, 155 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

DeanneRating, 5 stars1 week ago
Brad was very friendly and helpful. Beautiful home!
Superhost
Home in Littleton
5 out of 5 average rating, 8 reviews

Orchards retreat

TonyRating, 5 stars10 months ago
“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
Guest favourite
Home in Worcester
4.96 out of 5 average rating, 102 reviews

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

ChristinaRating, 5 stars3 days ago
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.
Top guest favourite
Home in Holliston
4.97 out of 5 average rating, 88 reviews

All New Private Country Setting (2 Level-No Share)

SusanRating, 5 stars1 week ago
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.
Superhost
Home in Southborough
4.87 out of 5 average rating, 167 reviews

Luxury Living at its Best in X-Large 8 Beds Estate

PamelaRating, 5 stars1 month ago
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.
Top guest favourite
Home in Somerville
4.98 out of 5 average rating, 143 reviews

The Nest | A peaceful retreat in the city

SteveRating, 5 stars3 weeks ago
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.
Top guest favourite
Home in Groton
4.96 out of 5 average rating, 45 reviews

Balsam Retreat

Jen ReadRating, 5 stars3 weeks ago
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

Guest favourite
Flat in Boston
4.97 out of 5 average rating, 348 reviews

Light-Filled Luxury Apartment with View

NataliaRating, 5 stars1 week ago
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.
Superhost
Flat in Andover
4.93 out of 5 average rating, 149 reviews

Villa Ricci

DomRating, 5 stars3 weeks ago
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.
Top guest favourite
Flat in Medford
4.99 out of 5 average rating, 266 reviews

Charming Colonial Two BR Basement Apt with Parking

MdRating, 5 stars1 week ago
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!
Guest favourite
Flat in Newton
4.91 out of 5 average rating, 349 reviews

3rd FL Apt for 1-4 Guests 15 minutes from Boston

PeterRating, 5 stars1 week ago
Dave was helpful and responsive as a host the entire time.
Guest favourite
Flat in Boston
4.94 out of 5 average rating, 106 reviews

🎖The Ashmont Suite | Close to Subway + Downtown🎖

AlexandraRating, 5 stars5 days ago
Impeccably clean! Wonderful linens and towels. Roomie space inside, perfect for several people. Modern bathrooms and kitchen.
Top guest favourite
Flat in Newton
4.96 out of 5 average rating, 178 reviews

Sunny, private, comfortable 1 bedroom-convenient.

GrahamRating, 5 stars2 weeks ago
I felt very much at home in Chris’s place. It was clean and comfortable and a great base for visiting the Newton area
Guest favourite
Flat in Boston
4.95 out of 5 average rating, 143 reviews

Quirky studio in Jamaica Plain

Chris&CateRating, 5 stars2 weeks ago
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!
Top guest favourite
Flat in Medford
4.93 out of 5 average rating, 338 reviews

Garden Apartment for Vacation & Business Travelers

MikeRating, 5 stars6 days ago
Mikkie is a gem and her place reflects that. Fantastic host and stay. Thank you!

Apartment rentals with outdoor seating

Guest favourite
Apartment in Somerville
4.85 out of 5 average rating, 226 reviews

A Cozy 3 Bedroom Home Close To Boston & Parking

AlisonRating, 5 stars2 days ago
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!
Guest favourite
Apartment in Somerville
4.9 out of 5 average rating, 141 reviews

Bright & Spacious Home in Davis Sq, Somerville

KristinRating, 5 stars3 weeks ago
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.
Top guest favourite
Apartment in Cambridge
4.92 out of 5 average rating, 782 reviews

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

NikiRating, 5 stars1 week ago
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.
Superhost
Apartment in Boston
4.92 out of 5 average rating, 103 reviews

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

NayelyRating, 5 stars1 month ago
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🩵
Guest favourite
Apartment in Boston
4.97 out of 5 average rating, 110 reviews

Spacious Dorchester Retreat | 2-bdrm condo

EsfandiarRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Dracut
4.85 out of 5 average rating, 117 reviews

Cozy Entire Unit Condo close to UMASS Lowell

LucyRating, 5 stars1 month ago
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!
Guest favourite
Apartment in Jamaica Plain
4.91 out of 5 average rating, 264 reviews

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt

DanielRating, 5 stars1 week ago
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!
Superhost
Apartment in Somerville
4.83 out of 5 average rating, 199 reviews

Spacious, cozy home near Boston!

KhailahRating, 5 stars2 days ago
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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