
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.

GETaWAY BnB Suite UConn Storrs Coventry Sleeps 3
The Get Away Studio Suite on Rock Farm, quiet, safe, 600 sf open concept floor plan w/ 9ft ceilings. Peaceful, secluded, woods. A king bed guests love, add twin bed for adult, 2 children on sofa bed. kitchen, dining, living area & bath. Pillow choices. Sundries & amenities. WIFI 500 Mbps, TV ROKU, Play yard, DIY breakfast! Parking, shopping, groceries, lakes, 13 min UCONN, 20 min Hartford, trails & parks. WE ARE 5 ⭐️ clean w exc hospitality. See The Hide Away 2 bdrm www.airbnb.com/h/atrockfarm

The Mushroom Palace (Hot Tub, Sauna & Cold Plunge)
This isn't your typical bougie & hip upstate Airbnb, it's definitely not too modern and it definitely ain't the prettiest but it's got some soul and dope vibes. This was the first property I bought when I moved upstate and me, my dog and roommates lived here for years before I started renting it! It's a great space for an affordable getaway for a couple (with your pet!) or for a group of homies. Centrally located within 10 mins to Woodstock, Hunter, Saugerties, Kingston, etc - come relax <3

Hot Tub, Fire Pit, Fully-Fenced Yard, Wood Stove
Pet friendly, with a fully fenced in yard, The Hartwood House is the perfect upstate getaway. Located in beautiful West Saugerties, this 2 bedroom/1 bath home is designed to unwind and relax. Secluded and quiet, a central base to explore the Catskills. Just minutes to all the Woodstock/Saugerties destinations, HITS, Hunter Mountain, and more. This is a private oasis in the heart of the Catskills. Features include a hot tub, fire pit, BBQ, and more to make experience one you'll never forget!

Water Forest Retreat -Octagon
Water Forest retreat is a very private 122ft.² electrified and heated cedar octagon next to a brook on 56 acres of forest with a pond, waterfall, marsh and hiking trails. Cozy up in this quiet comfortable space while listening to Goldmine brook while you sleep. Fire pit, heated outhouse with composting toilet, outdoor dining area, brook, pond and trail head are just steps away. We also have a TREE HOUSE and HIKER’S HAVEN house by the brook. Please click on our profile picture to read more.

Secluded Hilltop Cabin near Beacon & Cold Spring
3 private acres atop small mountain. Feels like your way upstate - check out the reviews! Hi-speed WiFi. Next to forest preserve and hiking trails. Furnished deck w grill overlooks Mt. Beacon sunsets. Loft w/queen and twin mattresses + pull out couch & twin-size mattress day bed on the porch. Perfect for 2, comfortable for 3, but 4 is probably max comfort since it's a small space. Please note that the road heading up there is steep. A car with AWD is ideal but a sedan will make it up too!

1880s sun-bathed beauty in best downtown location
Sun-drenched, recently renovated 2nd floor apartment in gracious 4-family Victorian home, steps from Northampton's vibrant downtown. Wonderful open living/dining/kitchen space w wood floors, lots of comfy couch seating, 65" 4K TV, stainless-steel appliances, butcher block counters. Master BR with queen bed, 55" 4K TV, 2nd BR with double bed. Comfy queen blow-up mattress can be set up in LR. Updated bathroom with shower and tiled floor. Washer and dryer in basement (shared with another apt).

Walk To Wilmington Village
This charming apartment is on a quiet side road overlooking historic downtown Wilmington, Vermont. Hear the church bells nearby while enjoying a relaxing evening on the deck. Take a stroll downtown and visit restaurants, shops, bars, and giftshops. Easy access to Moover, free bus to Mount Snow. Washer/dryer Smart TV with premium streaming services The front porch, side porch, and the yard on that side is all private and for you to enjoy. Please note, I live next door, and I have a dog.

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

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.

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.

Harmony Valley Home, bright & inviting studio
You and your guests will be close to it all when you stay at our centrally-located home. The space is nestled perfectly between the Berkshire and Catskill Mountains, which provides countless opportunities for adventure! Whether a romantic getaway or a family vacation- you are an idea away from an unforgetable experience! Wineries & breweries Museums & art Hiking trails Empire State Rail Trail Conservation Areas Shopping
Popular amenities for Western Massachusetts smoking friendly rentals
Smoking friendly apartment rentals

A charming apartment.

studio apartment water forest retreat

Steele Brook Manor

Susie's Climax Creations

Quaint cozy vermont apartment

Burnt Knob Mountain Escape

NE Historical Mansion-pets and pet lovers welcome

Cozy 3bd Retreat Near Track & Spa. 3 miles from DT
Smoking friendly house rentals

The Stone Cottage Close to HITS

Architect's Farmhouse in Woodstock

Entire lake house to yourself. Great for groups

Quiet Waterfront Retreat

Serene Kingston home on 1 acre! Kid & Pet Friendly

Cow Barn Lodge

Fall foliage surrounded by 10,000 acres forest

Berkshire Lakefront Lighthouse Getaway
Other smoking friendly vacation rentals

Hidden gem, cozy canvas tents, ev charger, hot tub

Brookside Locust Grove Campsite

Mountain Creek Getaway

Cozy cabin 7-Acres & Pond!

Hudson Escape W/ Hot Tub + Bridge View

Cabin w/hot tub/fire pit/hiking/skiing!

Lake Front Campsite 🏕

Remodeled Historic Forestville Home w/fire pit
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- Rentals with a fireplace Western Massachusetts
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- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Bushnell Park
- Brimfield State Forest
- Taconic State Park
- Norman Rockwell Museum
- Bigelow Hollow State Park
- Wintonbury Hills Golf Course
- Mount Snow Ski Resort
- Mount Sugarloaf State Reservation
- Bright Nights at Forest Park
- Bousquet Mountain Ski Area
- Dinosaur State Park
- Hartford Golf Club
- Talcott Mountain State Park
- Mount Tom State Reservation
- Beartown State Forest
- Mohawk Mountain Ski Area
- Berkshire Botanical Garden




