
Smoking friendly vacation rentals in Western Massachusetts
Find and book unique smoking friendly rentals on Airbnb
Top-rated smoking friendly rentals in Western Massachusetts
Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

HideAway UConn Coventry RockFarm BnB Breakfast A+
Welcome to “The Hide Away” on Rock Farm with Superhosts Jon & Jeri. A private, family-friendly 1000+ sq ft wooded retreat featuring two bedrooms, 500 Mbps WiFi, Roku TV, private deck, full kitchen, laundry, and DIY breakfast. Just 15 minutes to UConn and 2 minutes to Bolton Lakes for fishing and hiking. See our VIP Guest Book for local favorites. Clean, cozy, no-shoe secluded BnB — 5⭐️ guest favorite. Ask about “The GetAway” too! It’s our King Studio Suite, a private space, perfect for couples.

1880s skylit design apt w balcony, best location
Elegant spacious sun-drenched 2-bdrm penthouse in 4-family Victorian on tree-lined street in downtown Northampton. Easy walk to Smith campus. Skylights; large tiled bathroom w/ shower, jacuzzi tub, washer/dryer; renovated kitchen with Italian-tiled floor; open floor plan with ample dining area; living area with large leather couch, handmade rustic wood coffee table, lg TV, Yamaha digital piano, cathedral ceiling, and glass doors onto a balcony. Home theatre in master bedroom. Off-street parking.

Water Forest Retreat- Tree House
Water Forest Retreat Tree House is a 168 sq ft. private heated and electrified tiny home with stained glass windows surrounding an oak tree nestled on 56 acres of forest. Enjoy your favorite drink out on the deck up in the trees while watching the birds. There are 2 1/2 miles of hiking trails with a brook, waterfall, marsh and pond. Come here to hike, fish or just relax in this beautiful forest. We also have an OCTAGON and HIKER’S HAVEN house. Please click on our profile picture to read more.

A Bedroom in the woods with lovely views!
Picturesque location on farmland with views of the mountains. We are a micro farm. Wake up and watch the sunrise and go for a short hike on the property, and get to know the animals. We are located 35 minutes from Saratoga Springs and Lake George, NY and 45 minutes from Dorset and Manchester, VT. Hike the Adirondack or Green Mountains, paddle the streams or go to a nearby small city for a play, a festival, or a concert. There is a long list of things to do and see within an hour of us!

Apple Blossom Cottage: A Tiny House
The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

The Tent on Beaver Pond
We are offering a beautiful, COMFORTABLE, option to camping. Our off grid tent comes with all the comforts of home including a wood stove and reading nook! It is nestled into a hemlock grove overlooking the active beaver pond. Walking trails and local activities at a stones throw. If you have a small boat or kayaks- BRING them! We have space in the yard and lots of local places to send you to get good use out of them. Please do not use on our pond. We have a boat available for use.

Cozy tent in the trees on organic flower farm
Tuck yourself into a mature oak forest on the field’s edge of our flower farm, Tapalou Guilds. All-weather canvas tent is pitched with a comfy king mattress inside. Three elevated decks with chairs and a hammock give you options for relaxing and steeping in the forest vibe. Fully equipped outdoor kitchen with propane gas range. We provide potable water from our well. Outdoor shower with on-demand hot water. Simple outhouse with sawdust composting system is clean and convenient.

Private loft apartment, peaceful and convenient
Entire private loft apartment above detached garage and spacious back yard with no neighbors in sight. Convenient, quiet, safe location that is just off I-87 Exit 13 -within 6 miles from SPAC, Track, Saratoga Lake, and downtown. The apartment is cozy, clean, and thoughtfully provisioned. As hosts, we prioritize your privacy and offer a hassle free experience with super easy check-in/check-out and no cleaning fee. Please be aware that the bathroom shower in this space is compact.

Off Grid Cottage view of stream sitting on boulder
The Cottage at Brookledge former girls summer camp -11 mi. from Sacandaga Lake -12 mi. from downtown Saratoga + SPAC -Pet friendly -60 acres gated property -Firepit -View of stream with wrap around deck -Heat -Vintage cooler, no fridge -Cooktop, grill, kettle, pots, pans, utensils, dishes -Private outhouse -Showers in bathhouse (open year-round) -Water canister in cabin -Jackery generator for electricity -Games, books, hammock -No Wifi in cottage -Wi-Fi available in Pavilion

Quiet country apartment in farmland setting.
Cozy studio located on 90 acres of private property that includes conservation woodland and fields, perfect for a challenging hike and wildlife viewing. Apartment has 1 queen bed with roll out cot and a full bathroom with shower and selection of towels. The fully equipped kitchen comes with a refrigerator, microwave, and the washer and dryer downstairs mean less packing. When not out and about exploring the countryside there is WiFi and a smart TV to keep you entertained.

Secluded Hilltop Cabin near Beacon & Cold Spring
3 private acres atop small mountain, next to massive forest preserve. 90 min from NYC but feels like you're way upstate. 130+ 5-star reviews! Cozy deck w grill overlooks Mt. Beacon sunsets. Loft w/queen and twin mattresses + twin-size mattress day bed on the porch. Fast WiFi. Fire pit and stacks of cut wood. Plus waterfall area with meditation pier (but waterfall only active Apr-Jun) 5 miles from Beacon restaurants & Cold Spring hiking trails.

Love Shack Yurt on Star Lake (100% off grid)
Glamping at its finest. Bring everything but the bed. Enjoy sunsets and star gazing lakeside. No running water or electricity. Clean & custom built outhouse for a toilet. You will need to bring bedding, size king. Please note: self cleaning policy. Leave it in great condition for your fellow travelers. Woodstove for heat, provide your own wood. One King Bed with mattresses and top sheet ONLY. IG@YURTlilyPAD
Popular amenities for Western Massachusetts smoking friendly rentals
Smoking friendly apartment rentals

Wallingford Getaway

Steele Brook Manor

Walk To Wilmington Village

Private 1BR Suite • Kitchen & Breakfast

Susie's Climax Creations

Quaint cozy vermont apartment

Burnt Knob Mountain Escape

NE Historical Mansion-pets and pet lovers welcome
Smoking friendly house rentals

The Stone Cottage: Close to HITS & Weekend Fun

Architect's Farmhouse in Woodstock

Hot Tub Getaway | Game Room + Fireplace

Hudson Escape W/ Hot Tub + Bridge View

Entire lake house to yourself. Great for groups

Quiet Waterfront Retreat

Serene Kingston home on 1 acre! Kid & Pet Friendly

Cow Barn Lodge
Other smoking friendly vacation rentals

Spacious King Spa Suite Weston Hills

Mountain View Camping - The Old Catskill Game Farm

The Hawk's Nest

The "Bird House" Cabin Retreat

Cozy Stay – King Bed, Soaking Tub & Fire Pit

Artist A-Frame at Gatherwild Ranch

Cold Brook Cottage

Harmony Valley Home, bright & inviting studio
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- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Mount Snow Ski Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- June Farms
- Taconic State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Kent Falls State Park
- University of Connecticut
- Ski Sundown
- Hudson Chatham Winery
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- Naumkeag
- University of Massachusetts Amherst
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- MVP Arena
- Norman Rockwell Museum
- Smith College
- Massachusetts Museum of Contemporary Art
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