
Holiday rentals with outdoor seating in Franklin County
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Franklin County
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Cider House Cottage
Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

House Above the Hollow
A lovely peaceful spot set in the beautiful rolling hills of Conway Massachusetts, overlooking historic Pumpkin Hollow. In close proximity to Shelburne Falls, Deerfield, Greenfield, Amherst and Northampton along with the famed Tree House Brewery, just 10 min away. There are many sights, country roads, trails to explore, along with many varied restaurants to enjoy. "One of the most peaceful, scenic places I've ever stayed. You can really hear yourself think." Kathy Connolly Old Sabyrook CT.

Cozy Hilltown Cottage
Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

Happy Maples!
I am a custom builder and I decided to have some fun building out my own special guest space. Welcome to Happy Maples! The suite is a private 600 sq ft hand crafted studio with private entrance, bath w/shower, large deck w/Adirondack chairs and grill, views of the gardens and 100' from the historic Mill River right behind the house. There is a queen bed and an additional twin memory foam bed available. 12 mins to Northampton, 20 mins to Amherst, Bike trail in back yard. Come for a fun visit!

Suite 23 - Spacious Sunny 2-BR with Mountain view
Our happy place is a 5 minute walk to Berkshire East/Thunder Mountain . An 8 minute walk to the Deerfield River for guided fishing tours with Hilltown Anglers, kayaks, ,whitewater rafting. 10 minute walk to town and shuttle for tubing. A 5 minute drive to local wedding venues. We provide a full kitchen with all cooking essentials, a private picnic area with charcoal grill (charcoal provided). We reside at the single family home on property and we’re excited to share our Suite 23 !

In town, newly renovated studio with private deck
Come explore our unique area and stay in a renovated, light filled studio with private entrance, secluded deck , kitchenette and bath located in the quaint New England village of Shelburne Falls.We are within easy walking distance to numerous shops, candlepin bowling, Glacial potholes, tennis/basketball courts, Bridge of Flowers, eateries/restaurants, Pothole pictures, groceries, playgrounds, hiking & swimming areas, a natural food store and art galleries.Close to Berkshire East and Zoar!

Mountain Retreat close to Northampton & Amherst!
Come have this mountain top home situated on 150 secluded acres in beautiful historic Williamsburg all to yourselves!! If you want privacy within 10-20 minutes from Northampton, Hadley, and Amherst, then this cabin is perfect. Within walking distance, you will have access to trail systems for either your hiking or biking endeavors. You can stay and enjoy the peaceful nature of our home, sit on the massive deck while you gaze upon breathtaking views of the Pioneer Valley, or venture out.

Unique Private Studio w/Queen bed on second floor
Second floor studio with keyless entry and large eat in kitchen in quiet, rural, residential area. Outdoor yard space for guest use. 15 min. walk to country store, bakery, 2 pizza shops, gas station with Dunkins, library, and Post Office. Easy access to Rt 91 and Rt 2. Eight min drive to Greenfield, 15 to Brattleboro, 20 to Northampton. Close to Northfield Mt Hermon, Stoneleigh Burnham, Deerfield Academy and Thomas Aquinas College. Close to VT and NH and 30-90 minutes to many ski slopes.

Tiny House Farm Retreat: Mountain Views, Fire pit
The Tiny House at Milestone Farm is a cozy farm retreat loaded with modern conveniences. Designed as a romantic escape for couples to relax and enjoy the tranquility of the farmlands while viewing the beautiful Holyoke range. Take in the amazing views and watch the many facets of commercial farming during the growing season. Create your own menu using our fully stocked kitchen. Meat and seasonal produce available for purchase in our farmstand. Minutes from the center of Northampton.

Cozy, Private, Central 1 Bdrm, Large Yard
Half of an adorable bungalow in beautiful, private, picturesque setting. Minutes to 91, Northampton, Amherst, 5 colleges, Treehouse Brewery, Butterfly Conservatory, Historic Deerfield, Mohawk Trail… Oversized sunny bedroom with queen bed, pull-out double sofa. Living room has large sectional sofa, t.v. Full kitchen, with common appliances and cookware. Bathroom with shower/tub. Vaulted ceilings throughout. Slider to private deck and large yard, all separated from owners side of house

Cozy Haven: Convenience & Charm
Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.

The Writer's Retreat: A Sweetwater Stay
Located on the shore of Tully Pond, The Writers Retreat is a newly designed 325sqft lake side cottage with breathtaking views of Tully Mountain. This 4-season cottage is built with salvaged barn wood; up-cycled maple floors and custom built furniture and lighting. It's the little sister to The Fishing Cottage. You'll find this intimate home has everything you need to relax, write the next Great American Novel, connect with a lover, or just plain chill.
Popular amenities for outdoor seating rentals in Franklin County
House rentals with outdoor seating

Victorian house near Smith college and downtown

The 1770 House

Secluded Farmhouse Retreat - stunning views

Serene South Deerfield Retreat

An 18th century farmhouse

Lovely 2BR Home Close to Downtown

Buckland House - A World Apart

Magical, Rural Getaway in the Berkshires
Apartment rentals with outdoor seating

Sunny, light filled loft in 1873 Colonial

Light filled three bedroom apartment DT Florence!

Short walk to town, 1894 house.

Sunny Peaceful Home

Sunny carriage house apartment

Tree Top Suite, cozy downtown apartment

Sweet Retreat minutes from Northampton & Amherst

1880s bright sun+design in best downtown location
Other holiday rentals with outdoor seating

The View Guest Suite - Amherst

Tall Pines Rental | Pet Friendly | Fire Pit | Yard

Private -1000 sq ft, 2 bed, 1 bath, and kitchen

Ski, Raft & Relax | Lodge w/ Pool Table & Fire Pit

Spacious, Sunny* Woodland Retreat

Pristine Oasis with Private Bath

Hilltown Cabin Hideaway: A River Runs Through It!

Bright private suite mins. from Five College area
Destinations to explore
- Rentals with a hot tub Franklin County
- Guest house rentals Franklin County
- Rentals with breakfast Franklin County
- Rentals with a kayak Franklin County
- Waterfront rentals Franklin County
- Family-friendly rentals Franklin County
- Flat rentals Franklin County
- Rentals with beach access Franklin County
- Rentals with a firepit Franklin County
- Rentals with lake access Franklin County
- House rentals Franklin County
- Pet-friendly rentals Franklin County
- Bed and breakfasts Franklin County
- Rentals with a fireplace Franklin County
- Rentals with a patio Franklin County
- Rentals with pools Franklin County
- Rentals with an EV charger Franklin County
- Private suite rentals Franklin County
- Rentals with a washing machine and dryer Franklin County
- Smoking-friendly rentals Franklin County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating United States
- Stratton Mountain
- Six Flags New England
- Berkshire East Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Butternut Ski Area and Tubing Center
- Stratton Mountain Resort
- Jiminy Peak Mountain Resort
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Ski Sundown
- Dcu Center
- Bromley Mountain Ski Resort
- Naumkeag
- Norman Rockwell Museum
- Clark University
- Hancock Shaker Village
- Berkshire Botanical Garden
- Smith College
- University of Massachusetts Amherst
- Mount Monadnock
- Mount Holyoke College
- The Montague Bookmill





