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Smoking-friendly holiday rentals in Western Massachusetts

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Top-Rated Smoke-Friendly Accommodation in Western Massachusetts

Guests agree: These smoking-friendly rentals are highly rated for location, cleanliness and more.

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Top Guest favourite
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, 242 reviews

Skylights, art + design in best downtown 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.

Guest favourite
A cozy living space features a sectional sofa and a wooden entertainment unit with a large TV. In the background, a kitchen area is visible, equipped with wooden cabinets and essential appliances. A round dining table with chairs is seen, illuminated by soft overhead lighting.
Apartment in Wilmington
4.92 out of 5 average rating, 130 reviews

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.

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
4.92 out of 5 average rating, 98 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 favourite
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, 1,298 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

Guest favourite
Icicles hang from a ledge, glistening in the sunlight. The backdrop features rolling mountains with patches of snow and a clear blue sky, creating a serene winter landscape visible through the ice formations.
Guest suite in Weston
4.97 out of 5 average rating, 229 reviews

Spacious King Spa Suite Weston Hills

Spacious 750 sqft guest suite king bed, table & chairs, kitchenette & sitting area & large, private spa bathroom featuring walk through mosaic shower area 4 shower heads, jets, wands & two person roman jacuzzi tub featuring aroma & chroma therapy & heated back rests. Ensuite bidet, elongated toilet & urinal. Pull-out sofa & comfy king bed with views from 5 glass doors to private deck. Xfinity high speed Internet and streaming TV with Peacock Premium. Private entrance from deck.

Guest favourite
An elevated wooden deck is surrounded by trees, featuring a canvas tent. Two red folding chairs are positioned nearby, alongside a hammock suspended between two posts. Sunlight streams through the leaves, highlighting the natural setting.
Treehouse in Guilford
4.99 out of 5 average rating, 169 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 favourite
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, 109 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.

Guest favourite
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, 105 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 favourite
The living room features a cozy arrangement with a large white sofa and striped chairs. A coffee table sits atop a textured rug. Natural light floods in through the windows, complementing the wooden beams and elegant chandelier. A piano and decorative elements add charm to the space.
Home in Saugerties
4.97 out of 5 average rating, 140 reviews

The Stone Cottage Close to HITS

In the 1700s Queen Anne of the Netherlands gifted a parcel of land to her Dutch subjects, the Schoonemakers. The family built a stone cottage, from which they cultivated acres of orchards in the Hudson Valley. Today, you can stay in this 275-year old stone cottage and enjoy its modern kitchen, European bath, wide-plank pine floors and sun lit bedrooms. Half a mile away, you'll find Falling Waters preserve with hiking trails through the woods and down to the Hudson River.

Top Guest favourite
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, 113 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 favourite
An entryway features a wooden sideboard with a marble top and a wine rack below. Metal vases with decorative grasses are placed on top, accompanied by a lamp providing soft illumination. A coat rack stands nearby, and a textured rug lays on the floor.
Place to stay in Coventry
4.99 out of 5 average rating, 120 reviews

Get Away Rock Farm Suite UConn Best Rated Clean

The Get Away Studio Suite on Rock Farm” is a quiet, safe, airy 600 sf open floor plan with 9ft ceilings. Peaceful secluded country setting 600ft in woods. Enjoy a comfy king bed, twin bed, kitchen, dining, living area & full bath. All Sundries & amenities. DIY breakfast! Near malls, groceries, lakes, 13 min UCONN, 20 min Hartford, trails & parks only mins away. WE ARE 5 ⭐️ RATED CLEAN with excellent hospitality. See The Hide Away https://www.airbnb.com/h/atrockfarm

Top Guest favourite
A well-lit studio space features a spacious bed dressed in white linens with decorative pillows. Light wooden cabinets and a dining table with four chairs are visible in the background, complemented by a full kitchen equipped with essential appliances.
Guest suite in Hudson
4.95 out of 5 average rating, 195 reviews

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 Musuems Hiking trails Empire State Rail Trail Conservation Areas

Popular amenities for Western Massachusetts Smoke-Friendly Accommodation

Kitchen
Wi-Fi
Pool
Free parking on premises
Air conditioning

Smoking-friendly apartment rentals

A comfortable seating area features a dark leather sofa positioned across from a wooden coffee table. A chair and a lamp are situated to the side, while patterned curtains frame two windows. A wall clock is mounted above the sofa.
Apartment in Albany
4.8 out of 5 average rating, 25 reviews

A charming apartment.

A well-equipped kitchen features wooden cabinetry and modern appliances, including a microwave and stainless-steel refrigerator. A round table with four black chairs occupies the center, providing a space for meals. Natural light enters through the window above the sink, creating a bright atmosphere.
Apartment in Mechanicville
4.33 out of 5 average rating, 3 reviews

Rose’s place

Superhost
The kitchen features modern cabinetry and appliances, including a microwave and a stove. A small dining table with two chairs sits in the center, topped with two placemats. Natural light filters through an adjacent area, creating an inviting cooking space.
Apartment in Watertown
4.91 out of 5 average rating, 35 reviews

Steele Brook Manor

Top Guest favourite
A friendly horse leans through an open window, with soft curtains framing its gentle face. The horse's striking black and white markings are visible, while light filters softly into the room, highlighting the welcoming ambiance.
Apartment in Coxsackie
4.97 out of 5 average rating, 165 reviews

Susie's Climax Creations

Guest favourite
The property entrance is framed by natural stone pillars, welcoming visitors to a spacious house set amidst vibrant autumn foliage. A gravel driveway leads towards the home, surrounded by trees displaying rich fall colors under a clear blue sky.
Apartment in Wilmington
4.91 out of 5 average rating, 185 reviews

Quaint cozy vermont apartment

Guest favourite
A clear, inviting pool is surrounded by lush greenery and mature trees, providing a serene and private atmosphere. The pool features a gently curving shape and is bordered by textured stone paving, with sunlight reflecting off the water's surface.
Apartment in Holyoke
4.8 out of 5 average rating, 254 reviews

NE Historical Mansion-pets and pet lovers welcome

The exterior of a two-story home is shown, surrounded by tall trees and a spacious gravel driveway. A large front porch is visible, with steps leading to the entrance. Well-maintained landscaping surrounds the property, which is set in a serene, wooded area.
Apartment in Saratoga Springs
4.8 out of 5 average rating, 5 reviews

Cozy 3bd Retreat Near Track & Spa. 3 miles from DT

Superhost
A modern living room features a sectional sofa adorned with yellow pillows, complemented by a minimalist wooden coffee table in front. Natural light fills the space through large windows, while a round mirror adds depth to the wall. A soft area rug enhances the cozy atmosphere.
Apartment in Bennington
4.82 out of 5 average rating, 39 reviews

Modern 2 bedroom in downtown - left apt

Smoke-Friendly Holiday Houses

Superhost
An entertainment area featuring a billiard table and foosball table welcomes guests to enjoy recreational activities. Large windows allow natural light to illuminate the space, while flat-screen TVs are mounted on the walls. A cozy seating area is set for relaxation, surrounded by wooden railings.
Home in Jamaica
4.79 out of 5 average rating, 29 reviews

The Mountain Escape

Superhost
A cozy seating area features two plush armchairs facing large glass doors that open to a private deck. Scenic views of the Hudson River and a nearby bridge are visible beyond the deck, framed by a light curtain drape.
Home in Highland
4.76 out of 5 average rating, 17 reviews

Hudson Escape W/ Hot Tub + Bridge View

Top Guest favourite
A serene lake reflects a clear blue sky, bordered by trees that line the shoreline. A sandy beach area is visible in the foreground, with two paddle boats resting on the edge of the water.
Home in Brookline
4.93 out of 5 average rating, 223 reviews

Quiet Waterfront Retreat

Guest favourite
A comfortable living room features a dark upholstered sofa and a light area rug on hardwood flooring. A wooden staircase is visible in the background, and natural light streams through two windows. A television is positioned on a wooden media console, complemented by decorative accents.
Home in Bristol
4.97 out of 5 average rating, 72 reviews

Remodeled Historic Forestville Home w/fire pit

Superhost
A charming house is surrounded by lush greenery and colorful flowerbeds. A gravel driveway leads up to the home, with a gazebo visible in the background. Comfortable seating areas on the porch invite relaxation amidst the tranquil landscape.
Home in Plainfield
4.74 out of 5 average rating, 165 reviews

Fall foliage surrounded by 10,000 acres forest

Guest favourite
The lighthouse rental is framed by lush greenery, featuring a multi-level design. A deck extends from the structure, providing direct access to the outdoor area. Views of the serene lake are visible in the background, offering a natural and calming setting.
Home in Otis
4.91 out of 5 average rating, 68 reviews

Berkshire Lakefront Lighthouse Getaway

Superhost
Home in New Boston
4.75 out of 5 average rating, 8 reviews

Woods n’ Wetlands Studio

Guest favourite
The exterior showcases a two-story house with warm lighting glowing from multiple windows. A spacious deck with outdoor seating overlooks a lush, green yard filled with flowers. Large trees outline the property, enhancing the tranquil setting during twilight.
Home in Stockbridge
4.87 out of 5 average rating, 71 reviews

Just a min from Downtown Stockbridge on 11 Acres

Other smoking-friendly holiday rentals

Guest favourite
A serene view of a lake is captured, with gentle ripples visible on the water's surface. Lush greenery lines the shore, and distant trees create a natural backdrop. A wooden post and wire fencing are situated in the foreground, framing the tranquil scene.
Island in Glocester
4.83 out of 5 average rating, 160 reviews

Rustic Private Island Cabin on Lake

A rural house is set among a field of wildflowers, featuring a porch with a red roof. The light-colored siding contrasts with the vibrant blooms. A line of trees borders the background, enhancing the natural setting.
Home in Whitingham
4.86 out of 5 average rating, 43 reviews

Rustic 1850s Barn. Updated and funky.

Superhost
A charming cabin with a sloped roof is surrounded by autumn foliage. Large windows allow natural light to filter in, and a well-maintained path leads to the entrance. Steps ascend to a balcony, enhancing accessibility and outdoor enjoyment.
Cabin in Andover
4.94 out of 5 average rating, 94 reviews

Cozy cabin 7-Acres & Pond!

Guest favourite
The cottage exterior is showcased with neatly landscaped greenery, including shrubs and flower pots. The light-colored siding complements the natural surroundings, while the gravel path leads to the entrance. Windows allow natural light to enter, creating a welcoming appearance in the peaceful setting.
Guesthouse in Cambridge
4.93 out of 5 average rating, 183 reviews

Quiet and Cozy Country Cottage

Top Guest favourite
A view of a modern home surrounded by vibrant autumn foliage, seen from a tranquil pond. The lush greenery and colorful leaves frame the property, creating a serene outdoor setting with a small animal by the water's edge.
Home in Ashfield
4.96 out of 5 average rating, 69 reviews

True Shangri-la, Country Retreat

Top Guest favourite
Two trees frame a vibrant sunset, their branches reaching out towards a colorful sky. The foreground offers a grassy area lush with greenery, while the distant hills are faintly visible through a light mist.
Campsite in Townshend
5 out of 5 average rating, 109 reviews

Camp on our farm (and gaze at the stars)

Guest favourite
The interior of the cabin features warm wooden walls and exposed beams. A spacious bed with soft linens is centered in the room. Natural light filters through a large window framed by light curtains, illuminating the cozy space adorned with simple decor and personal touches.
Campsite in Wardsboro
5 out of 5 average rating, 21 reviews

Vermont Foothills Cabin

Superhost
The exterior of a three-story house is shown, featuring white siding and dark green accents. Large windows reflect the afternoon light, while a deck is visible on the upper level. Surrounding grass is interspersed with fallen leaves, presenting a natural and inviting setting.
Home in Germantown
4.83 out of 5 average rating, 12 reviews

Unique Upstate NY Oasis!

Destinations to explore