
Holiday rentals with outdoor seating in Middlesex County
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Middlesex County
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

All New Private Country Setting (2 Level-No Share)
We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

Peaceful Country Home, Dover, Ma: Private Entrance
Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stair climbing required to reach bedroom suite.) I welcome quiet, mature guests as this is a very peaceful (non-party)environment. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling. I have owned and loved this home for 35 years and take great joy in its charm and outdoor spaces.

Country Charm minutes from the Hub - 1st Floor Apt
Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

Cozy en suite w/ high ceilings
 Relax in this peaceful private en suite with breathtaking backyard views of the tall pine forest. Lots of natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. 25 min to Boston. 30 min. to Foxboro Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Safe walkable neighborhood.

*Ready for Check-In*—1200ft² 2BR—25 Min to Boston
CHECK IN TODAY 12/29 — ANYTIME AFTER 8AM ⚡️Last Minute Discount⚡️ ⭐️Children 12+ Welcome⭐️ Welcome to our 1900s house! 1200ft² Private Apartment @ our 3-Rental Property Granite Kitchen w/Dishwasher + Essentials & Cookware Tiled Bathroom w/Bath & Shower 2 Queen Bedrooms 2 Desks & Chairs Recliner Sofa & Glider Loveseat Dining for 6 Private Entrance Driveway Parking—2 Spots Laundry in Basement 25 Min Drive to Boston 15 Min Walk to Train 5 Min Walk to Jack's Abby Deep Cleaned & Sanitized

Entire Historic Carriage House with Fireplace & AC
Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

Water front cabin-like guest suite on a quiet pond
Our home is located on a wooded lot overlooking a pristine kettle pond. Access to our home requires ascending a long but gradual set of stairs followed by a second set of stairs to the entrance of the guest suite. The two room suite has a bedroom and a kitchenette with a microwave, toaster, electric kettle and mini frig. There is a French press, coffee bean grinder, tea, cups, dishes and flatware in the cupboards. It does not have a full kitchen ( no stove/ no kitchen sink)

Comfortable house w garden and parking, close to T
The house is conveniently located 15-20 mins from downtown and 25 mins from the airport by taxi. There is a train and bus stations close by and there are lots of restaurants and stores (whole foods has everything) in a walking distance. There is a driveway parking that fits 3 cars. The house offers 7 sleeping places which is perfect for families and groups however there is no living room. Great place to stay with dogs as there is a backyard and lots of walking options.

Historic Loft with bathroom & kitchenette
A beautiful 1840s barn loft steps away from miles of hiking trails. Fully separate and private entrance, bathroom, and kitchenette. Enjoy a serene, rustic cabin atmosphere with a historic brick hearth and exposed beams. Southeast facing windows overlook patio, garden and ruins. Off the beaten path but only 5 min. to Rte 2, Rte 495, and Boston commuter rail. Drive times w/o traffic: 45 min. Boston, 20 min. Lowell/ Rte 3, Burlington, Bedford, Nashua 30 min.

Farm stay in a Historic Ski Lodge turned Barn
Once a ski lodge, then a horse barn, the hayloft in this unique stone barn has been converted to a comfortable & peaceful getaway. Enjoy a tranquil farm stay on a working Lavender farm. Help feed (if you wish) the sheep and see the horses and chickens. Enjoy the serene views and take in a sunrise or sunset or the stunning evening stars and moon on the back patio, stroll around the farm and hike our 1 mile nature walk. Convenient to local skiing & golfing.

Modern Farmhouse Suite in Historic Lexington
Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests

Private guest house on beautiful country road
Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.
Popular amenities for Middlesex County outdoor seating rentals
Holiday House Rentals with Outdoor Seating

All the comforts of home, quiet city neighborhood

Wachusett Mountain Get-Away

Hopkinton Mass 3+ Bedrooms - Great location!

Bauhaus Retreat in Nature Preserve w/ Pool

Beaut private close univ+hospital

Cheerful 1-bedroom New England Ranch

The Nest | A peaceful retreat in the city

Residential home ▪ Billerica ▪ quiet, clean & cozy
Apartment rentals with outdoor seating

Couples Retreat - Apt in Charming Colonial Home

Warm home in Lexington, walk to town, nature trail

Beacon Hills Studio next to State house

Private, stylish, in central location

Cottage Suite "A" - Walk to Shops, Train, History

🎖The Ashmont Suite | Close to Subway + Downtown🎖

Apartment Floris

Cozy JP Studio-Great Location!
Condo rentals with outdoor seating

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

Family Home + Near Downtown + Cool Backyard!

Cozy Entire Unit Condo close to UMASS Lowell

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

Charming and Historic Apartment

Stunning South End 1BR - private roof deck

Sunny Somerville Apartment

New Super Modern 2 bed in Waltham
Destinations to explore
- Rentals with a hot tub Middlesex County
- Condo rentals Middlesex County
- Pet-friendly rentals Middlesex County
- Guesthouse rentals Middlesex County
- Loft rentals Middlesex County
- Hotel rooms Middlesex County
- Rentals with lake access Middlesex County
- House rentals Middlesex County
- Serviced apartment rentals Middlesex County
- Boutique hotels Middlesex County
- Waterfront rentals Middlesex County
- Smoking-friendly rentals Middlesex County
- Rentals with a fire pit Middlesex County
- Rentals with a home theatre Middlesex County
- Private suite rentals Middlesex County
- Bed and breakfasts Middlesex County
- Apartment rentals Middlesex County
- Cottage rentals Middlesex County
- Rentals with a washing machine and dryer Middlesex County
- Townhouse rentals Middlesex County
- Fitness-friendly rentals Middlesex County
- Rentals with breakfast Middlesex County
- Rentals with an EV charger Middlesex County
- Rentals with pools Middlesex County
- Rentals with a patio Middlesex County
- Beachfront rentals Middlesex County
- Rentals with an accessible height bed Middlesex County
- Rentals with beach access Middlesex County
- Rentals with a fireplace Middlesex County
- Rentals with a kayak Middlesex County
- Family-friendly rentals Middlesex County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating United States
- Hampton Beach
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- MIT Museum
- New England Aquarium
- Monadnock State Park
- Freedom Trail
- Good Harbor Beach
- Canobie Lake Park
- Duxbury Beach
- Crane Beach
- Museum of Fine Arts, Boston
- Jenness State Beach
- Quincy Market
- Rye North Beach
- Prudential Center
- North Hampton Beach
- Roger Williams Park Zoo
- Franklin Park Zoo
- Things to do Middlesex County
- Art and culture Middlesex County
- Food and drink Middlesex County
- Sightseeing Middlesex County
- Things to do Massachusetts
- Art and culture Massachusetts
- Nature and outdoors Massachusetts
- Sightseeing Massachusetts
- Food and drink Massachusetts
- Things to do United States
- Sightseeing United States
- Wellness United States
- Tours United States
- Entertainment United States
- Food and drink United States
- Art and culture United States
- Nature and outdoors United States
- Sports activities United States




