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.

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Top guest favorite
A cozy living area is furnished with a burgundy leather sofa and two patterned armchairs. A round wooden table sits at the center, surrounded by a decorative area rug. Shelves filled with books and a side table with lamps enhance the inviting atmosphere, while natural light enters through the window.
Apartment in Coventry
5 out of 5 average rating, 152 reviews

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.

Guest favorite
A bright and airy living space features a vaulted ceiling with a mounted ceiling fan. Large glass doors open to a balcony, framed by orange curtains. A rustic wooden coffee table sits at the center, surrounded by a leather couch and armchair, with a TV and bookshelf visible.
Apartment in Northampton
4.99 out of 5 average rating, 269 reviews

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.

Top guest favorite
A cozy tree house is positioned on stilts amidst a forest setting. Wooden steps lead to the deck, surrounded by trees. Gravel covers the ground, with several outdoor chairs and tables arranged nearby, offering a serene spot to enjoy the natural surroundings.
Treehouse in Norwich
4.99 out of 5 average rating, 711 reviews

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.

Superhost
The image features a natural scene with a wooden table in the foreground, adorned with a planter filled with vibrant flowers. Beyond, rolling green fields and distant mountains are visible through a border of trees, showcasing a serene outdoor environment.
Tiny home in Cambridge
4.88 out of 5 average rating, 101 reviews

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!

Guest favorite
The tiny house exterior features a charming porch with colorful railings and vibrant green doors. Tall trees surround the cottage, and a light dusting of snow covers the ground, adding to the serene atmosphere of the setting.
Tiny home in Jamaica
4.94 out of 5 average rating, 1,354 reviews

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

Top guest favorite
A spacious sleeping area is featured within the tent, showcasing a comfortable bed adorned with soft blue linens and decorative pillows. A cozy armchair is positioned nearby, complemented by a side table and a vintage lantern, creating an inviting nook for relaxation.
Tent in Canterbury
4.95 out of 5 average rating, 144 reviews

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.

Top guest favorite
Treehouse in Guilford
4.99 out of 5 average rating, 185 reviews

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.

Top guest favorite
The exterior view showcases a detached garage beside a welcoming home set against a backdrop of green trees. Vibrant flowering trees bloom in shades of pink, complemented by a clear blue sky, creating a serene and inviting atmosphere in the spacious yard.
Loft in Ballston Spa
4.98 out of 5 average rating, 120 reviews

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.

Top guest favorite
A rustic cottage is surrounded by lush greenery, featuring a wraparound deck made of wooden planks. Stone pathways and natural boulders are present, leading to the entryway. Two outdoor chairs are situated on the deck for relaxation amidst the tranquil forest setting.
Cottage in Middle Grove
4.97 out of 5 average rating, 115 reviews

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

Top guest favorite
A warm kitchen area features wooden paneling and a round dining table set for two. A small, cozy electric stove is situated near the table. The space is complemented by a full-size refrigerator and a microwave, with decorative touches on the walls.
Apartment in New Ipswich
4.95 out of 5 average rating, 132 reviews

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.

Top guest favorite
A charming cabin is nestled among vibrant trees displaying autumn foliage. A wooden staircase leads to the entrance, flanked by natural stone walls. Outdoor seating arrangements are visible on the deck, offering a peaceful retreat in a wooded setting.
Cabin in Fishkill
4.96 out of 5 average rating, 136 reviews

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.

Top guest favorite
Yurt in Mount Holly
4.86 out of 5 average rating, 327 reviews

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

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