
Holiday rentals with outdoor seating in Middlesex County
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Top-rated rentals with outdoor seating in Middlesex County
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
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Popular amenities for outdoor seating rentals in Middlesex County
House rentals with outdoor seating

Elegant Guest suite Wellesley
It was my second stay here and the whole experience was outstanding, once again. Such a great place and hosts.

Hopkinton Mass 3+ Bedrooms - Great location!
Six of us stayed over the weekend. We were very comfortable and Brad was very helpful and responsive. House had everything that we needed. Brad is a great host. Would 100% recommend a stay.

Historic Victorian Home - Family + Pet Friendly
Our stay at Matthew's place was fantastic. The house is so spacious and cozy, and Matthew was a great communicator. The 3rd floor bedroom is beautiful, with a really comfortable bed, and a lovely bathroom. Everyone found the beds comfortable, and there were plenty of extra pillows and blankets. The laundry room is especially well stocked and user-friendly. The outside spaces were nicely kept up and offered a range of outdoor seating. Everything was clean and uncluttered. We would definitely stay here again!

All New Private Country Setting (2 Level-No Share)
If you like spacious, spotless, quiet, and comfortable homes that are stocked with all the essentials and situated in a great location, then you'll love staying at this Airbnb. It was a bit too much space for my needs and preferences as I was traveling solo, and I don't need a formal dining room or two living rooms, but the location and comfort level couldn't be beat. The hosts are very responsive. Do make sure you ask them about the heat controls, I never could figure out how to maintain the right temperature for long, but my visit was pretty short and I managed just fine. Pro tip: Don't miss a chance to sample the savory turkey pot pies and many varieties of sweet pies at nearby Out Post Farm.

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.

A Charming Cozy Modern House
We were visiting the area for a high school graduation and this was the perfect house to accommodate our extended family. The 5 bedrooms and 4 full bathrooms allowed us to comfortably house 10 people. There are separate living spaces for smaller groups to hang out. Plus there is a beautiful fenced-in back yard. The house is one of the cleanest I have ever rented and looked exactly like the photos. It’s in a quiet, private neighborhood and definitely a gem. Nas made check-in and check-out super easy which was greatly appreciated with a larger group arriving and departing at different times.

Marlborough center 4 bedroom
Price was excellent for 5 of us. Plenty of room with a bed for each. Well equipped kitchen and walking distance to markets, trails and easy to find. We were in the area for a concert at Gillette and easy drive to the venue. Thank You Edward!

Modern 2BR with A/C for your Business and Pleasure
I would give Ann and her place 10 stars if that were possible!
Apartment rentals with outdoor seating

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
Great location, exceptionally clean and Lisa thoughtfully had snacks and an assortment of forgotten toiletries. The beds were comfortable and the place was well equipped. This was an excellent guest experience.

Lovely townhouse apartment minutes from Boston
If you are looking for a charming spot outside of Boston I recommend. Dedham is so beautiful and Broc’s place is cozy, and perfect for exploring. Super safe and central. Thank you for sharing your space .

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.

Sunny, private, comfortable 1 bedroom-convenient.
Loved Chris’ place. We were attending our daughter’s graduation and thud was, hand’s down, the best place we’ve stayed on our many trips to Boston over the years.

Brookline - Mod Apartment in Classic Neighborhood
John and Oz made us feel very welcome in their beautifully decorated home. We had the whole of the top floor to ourselves. It is very tastefully furnished and we felt right at home. They also gave us some great recommendations of places to eat at Coolidge Corner

Garden Apartment for Vacation & Business Travelers
Great place to stay. Clean, beautiful neighborhood, huge comfy bed. Mikkie communicated swiftly. The back yard is a little slice of heaven

Quiet country apartment in farmland setting.
Pristine and amazing stay again, such a beautiful and serene property
Apartment rentals with outdoor seating

A Cozy 3 Bedroom Home Close To Boston & Parking
Shirley's place is as described. It is comfortable and generous in size. There is parking available both in the driveway and on the street(with a supplied parking pass) for two cars altogether. Fresh linens are plentiful and the kitchen is very practical for cooking and eating in. Outdoor furniture on the back porch allowed us to invite over friends and socialize in nice weather. It is simple, but comfortable.

Bright & Spacious Home in Davis Sq, Somerville
We had a great stay at Cayla's home. Cayla was very responsive and flexible. We appreciated the availability of street parking (with permit provided) and laundry in the basement. Would definitely stay again!

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee
Location and home were beautiful and charming. Lots of space for family and stores just down the road. We felt like we were able to experience the history of Cambridge with the home’s architecture inside and out. We would stay here again.

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
Wonderful host and wonderful place!! Would definitely come back!

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!

Spacious, cozy home near Boston!
Beautifully appointed flat near downtown Boston and Logan airport! Three comfortable bedrooms and three full bathrooms were appreciated. Great kitchen with nice appliances. Upscale feel. Third floor walk-up, so you need to be comfortable with stairs — but worth the climb! Responsive and friendly host Ana made us feel supported and welcome. Parking was a plus. Recommended!

Stylish garden level studio with a private patio
We had a great stay in Boston. We really appreciated being able to drop our luggage off in locked storage since our flight got in early. There are many great restaurants, coffee shops, and convenience stores just a short walk away. Additionally, it took us about 3 minutes to walk to the closest T station for easy access to the airport and downtown. The Airbnb was very well equipped, spotless, and thoughtfully laid out. Thank you Ali for a fantastic stay!
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- Hampton Beach
- Boston Common
- Revere Beach
- Fenway Park
- TD Garden
- Harvard University
- Lynn Beach
- Duxbury Beach
- Brown University
- North Hampton Beach
- New England Aquarium
- Monadnock State Park
- Faneuil Hall Marketplace
- Freedom Trail
- Crane Beach
- Canobie Lake Park
- Roger Williams Park Zoo
- Prudential Center
- MIT Museum
- Good Harbor Beach
- Rye North Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Bunker Hill Monument
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