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

Top guest favourite
Home in Wellesley
5 out of 5 average rating, 40 reviews

Elegant Guest suite Wellesley

CesarRating, 5 stars1 week ago
It was my second stay here and the whole experience was outstanding, once again. Such a great place and hosts.
Guest favourite
Home in Hopkinton
4.95 out of 5 average rating, 154 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

RenaeRating, 5 stars1 month ago
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.
Guest favourite
Home in Sudbury
4.95 out of 5 average rating, 55 reviews

Historic Victorian Home - Family + Pet Friendly

CarolineRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Holliston
4.97 out of 5 average rating, 86 reviews

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

JenRating, 5 stars1 week ago
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.
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 Billerica
4.97 out of 5 average rating, 38 reviews

A Charming Cozy Modern House

LukeRating, 5 stars3 days ago
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.
Superhost
Home in Marlborough
4.79 out of 5 average rating, 28 reviews

Marlborough center 4 bedroom

AliciaRating, 5 stars1 week ago
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!
Guest favourite
Home in Bedford
4.91 out of 5 average rating, 147 reviews

Modern 2BR with A/C for your Business and Pleasure

EileenRating, 5 stars6 days ago
I would give Ann and her place 10 stars if that were possible!

Apartment rentals with outdoor seating

Guest favourite
Flat in Andover
4.93 out of 5 average rating, 148 reviews

Villa Ricci

DomRating, 5 stars1 week 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, 264 reviews

Charming Colonial Two BR Basement Apt with Parking

LisaRating, 5 stars3 days ago
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.
Superhost
Flat in Dedham
4.84 out of 5 average rating, 185 reviews

Lovely townhouse apartment minutes from Boston

SequoiaRating, 5 stars1 week ago
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 .
Superhost
Flat in Everett
4.88 out of 5 average rating, 267 reviews

Huge 1BR w/King Bed near BOS, Salem, Water &Nature

AbigaelleRating, 5 stars2 weeks ago
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.
Top guest favourite
Flat in Newton
4.95 out of 5 average rating, 177 reviews

Sunny, private, comfortable 1 bedroom-convenient.

JaneRating, 5 stars3 weeks ago
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.
Top guest favourite
Flat in Brookline
5 out of 5 average rating, 108 reviews

Brookline - Mod Apartment in Classic Neighborhood

TimRating, 5 stars1 month ago
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
Top guest favourite
Flat in Medford
4.93 out of 5 average rating, 335 reviews

Garden Apartment for Vacation & Business Travelers

PaulaRating, 5 stars1 week ago
Great place to stay. Clean, beautiful neighborhood, huge comfy bed. Mikkie communicated swiftly. The back yard is a little slice of heaven
Top guest favourite
Flat in New Ipswich
4.95 out of 5 average rating, 110 reviews

Quiet country apartment in farmland setting.

RudyRating, 5 stars1 week ago
Pristine and amazing stay again, such a beautiful and serene property

Apartment rentals with outdoor seating

Guest favourite
Apartment in Somerville
4.85 out of 5 average rating, 223 reviews

A Cozy 3 Bedroom Home Close To Boston & Parking

GaleRating, 5 starstoday
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.
Guest favourite
Apartment in Somerville
4.9 out of 5 average rating, 139 reviews

Bright & Spacious Home in Davis Sq, Somerville

JoyRating, 5 stars2 weeks ago
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!
Top guest favourite
Apartment in Cambridge
4.92 out of 5 average rating, 776 reviews

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

LaurelRating, 5 stars6 days ago
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.
Guest favourite
Apartment in Boston
4.93 out of 5 average rating, 102 reviews

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

NayelyRating, 5 stars3 weeks 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, 109 reviews

Spacious Dorchester Retreat | 2-bdrm condo

AnoushikaRating, 5 stars1 day ago
Wonderful host and wonderful place!! Would definitely come back!
Guest favourite
Apartment in Dracut
4.85 out of 5 average rating, 117 reviews

Cozy Entire Unit Condo close to UMASS Lowell

LucyRating, 5 stars2 weeks 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!
Superhost
Apartment in Somerville
4.83 out of 5 average rating, 195 reviews

Spacious, cozy home near Boston!

KarenRating, 5 stars1 week ago
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!
Superhost
Apartment in Boston
4.83 out of 5 average rating, 260 reviews

Stylish garden level studio with a private patio

EmilyRating, 5 stars6 days ago
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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