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Smoking-friendly vacation rentals in Boys & Girls Club of the Berkshires Ice Rink

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Top-rated smoke-friendly accommodations in Boys & Girls Club of the Berkshires Ice Rink

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

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Top guest favourite
A spacious master suite features a wooden accent wall and vaulted ceiling. A large bed with decorative pillows is positioned centrally, flanked by nightstands. In the background, a private bathroom is visible with modern fixtures and a wooden sink. Natural light filters through nearby windows.
Guesthouse in Woodstock
5 out of 5 average rating, 426 reviews

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

PRIVATE Modern/Rustic Apt WALK TO TOWN 5 * Rating "PREMIER" NO EXTRA CHARGES! 1000 sq ft Pet Friendly n/c Park Master King Suite &I can put up 2cots /crib Full Kitchen Cathedral Living Room w/Mountainview. 1 1/2 Bath Deck for Outside Dining w/Mountainview WOOD FIREPLACE ondeck Wi-Fi Wash/Dryer Gas BBQ Steps to CTR of Town Green & NYC Bus-stop, THE COLONY, Yum Yum, Goodnight , Garden Cafe, Silvias, Bread Alone, Mud Club, Station Bar, shops . Cemetery's Bubbling Stream, PrivatePlayground

Top guest favourite
A spacious dining area is highlighted with wooden walls and a high ceiling, featuring large windows that invite natural light. A long table with chairs is positioned centrally, surrounded by plants and shelves filled with books and decor.
Cabin in Elka Park
4.98 out of 5 average rating, 106 reviews

The Paradise Cabin w/ Sauna - 10 min to Hunter Mnt

Great Natural Light + Fresh Air System + Freestanding bathtub w/ Rain Shower Head + Deck with Sun Sail & Charcoal BBQ + Wood burning Chiminea + Outdoor Shower + Sauna + Sunny Location Amazing Views Very Private The Paradise Cabin, an 1800s farmhouse renovated w/ passive house principles and modern design, features an unchanged exterior (except for the south-facing glass wall) and an open floor plan interior w/ natural materials. Enjoy amazing views, thermal comfort and a cozy at home feeling.

Top guest favourite
A traditional blue house with a green gabled roof is set against a backdrop of trees with autumn foliage. The driveway leads to a garage on the left, while a landscaped front yard features minimal plantings. Soft clouds are visible in the sky.
Home in Saugerties
4.98 out of 5 average rating, 205 reviews

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

Top guest favourite
A spacious living area is characterized by high beamed ceilings and large windows that allow natural light. Furnishings include a round dining table surrounded by six chairs and a comfortable seating arrangement, featuring a decorative rug. A large television is positioned on a wooden stand.
Apartment in Coventry
5 out of 5 average rating, 130 reviews

HideAway Storrs Coventry RockFarm BnB Breakfast A+

Enjoy your visit at “The Hide Away” on RockFarm with Super Hosts Jon & Jeri. The family friendly 1000+ sf 2 bdrm apt 600ft wooded, well lit, all amenities of home. WIFI 500 Mbps, TV ROKU. Enjoy the private deck, full kitchen, laundry, lvg rm & Dining. Drive UConn 15 min, Bolton Lakes 2 min fishing & hiking trails. View our VIP GUEST BOOK for activities and good eats! A private no-shoe, clean, comfy home. 5⭐️ 100% loved! 32 yrs no crime! See the Get Away too. https://www.airbnb.com/h/onrockfarm

Top guest favourite
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, 126 reviews

Secluded Hilltop Cabin near Beacon & Cold Spring

3 private acres atop small mountain. Feels like you're 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!

Top guest favourite
A spacious outdoor dining area features a long wooden table set with plates, wine glasses, and food, surrounded by nature. In the background, a wooden cottage is visible, framed by trees. A cozy fire pit with Adirondack chairs adds to the inviting atmosphere.
Home in Saugerties
4.91 out of 5 average rating, 439 reviews

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!

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 homes in Cambridge
4.88 out of 5 average rating, 100 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 homes in Jamaica
4.94 out of 5 average rating, 1,308 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 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, 178 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
A rustic Finnish cabin is seen nestled among trees, featuring a slanted wooden roof and a spacious deck. Adironack chairs are placed on the deck, complemented by a green umbrella. A stone garden borders the deck, enhancing the natural surroundings.
Cabin in Rochester
4.99 out of 5 average rating, 390 reviews

The Metsämökki - A Finnish Cabin in the Woods

The Metsämökki is a small Finnish cabin in the foothills of the Catskill Mountains. Originally a sauna that was shipped here from Finland. We renovated it to a tiny house that offers complete privacy. Enjoy the babbling brook while sitting on the deck and taking in the surrounding nature. We're not offering high-tech or glamour but this cabin is a beautiful retreat from the busy city. **Check out our new midweek discounted rates and enjoy a little extra time for a great price!!

Top guest favourite
An outdoor deck area features a hot tub surrounded by a wooden railing. Two comfortable chairs and a wooden table provide a relaxing spot to enjoy the scenery. Large windows reflect a serene natural setting, enhancing the peaceful atmosphere of the cabin.
Cabin in Windham
4.97 out of 5 average rating, 151 reviews

5 Min to Skiing | Hot Tub | Fire Pit | Pool Table

Escape to this newly renovated mountain cabin just 5 minutes from Windham Mountain ski resort! With a private fishing pond and a deck offering panoramic resort views, it's a perfect outdoor retreat. Inside, enjoy a pool table, Pac-Man arcade, and shuffleboard for endless fun. A 2-minute drive to town makes dining and shopping convenient. The cabin's modern amenities, cozy fireplace, outdoor firepit, and hot tub guarantee a comfortable and relaxing stay.

Guest favourite
A bright sunroom features a comfortable seating area adorned with patterned cushions. Large windows allow natural light to fill the space, complemented by a small lamp and a decorative rug with a floral design. A propane stove adds warmth, while potted plants bring a touch of nature inside.
Home in Woodstock
4.9 out of 5 average rating, 173 reviews

Architect's Farmhouse in Woodstock

This rustic and cozy farmhouse is the perfect retreat from the city. Just a few minutes from the heart of Woodstock, the property feels secluded, quiet, and deeply relaxing. It’s a great spot for anyone looking for a true country farmhouse experience. This is a magical Woodstock retreat filled with rustic charm, eclectic furnishings, and modern comforts. A perfect place for families, groups, and anyone looking for a peaceful country escape.

Popular amenities for Boys & Girls Club of the Berkshires Ice Rink smoke-friendly accommodations

KitchenWifiPoolFree parking on premisesAir conditioning

Smoking-friendly apartment rentals

Top guest favourite
Apartment in Stony Point
5 out of 5 average rating, 49 reviews

Gorgeous Suite w/ Private Entrance

Guest favourite
An open living space features a cozy sleeping area with a spacious bed and decorative bedding. A television is positioned on a wooden stand facing the bed. Exposed brick walls and industrial lighting create a warm ambiance. A lofted shelf with greenery adds a touch of nature.
Apartment in Stafford
4.94 out of 5 average rating, 163 reviews

Modern Industrial Apartment with rooftop access

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
4.9 out of 5 average rating, 135 reviews

Walk To Wilmington Village

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, 171 reviews

Susie's Climax Creations

Top 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, 266 reviews

NE Historical Mansion-pets and pet lovers welcome

Top guest favourite
A spacious bed adorned with white linens sits against a wall featuring a decorative tree of life design. Soft lighting is provided by wall sconces on either side. A decorative pillow adds a touch of comfort, with a bedside table displaying a clock and additional items.
Apartment in Cooperstown
5 out of 5 average rating, 172 reviews

The Carriage House at Arran Fell Farm

Guest favourite
A large multi-story house with a welcoming front porch is shown, featuring a combination of yellow siding and gray roofing. Lush green grass surrounds the property, and several trees provide shade, enhancing the residential setting. Nearby houses can be seen in the background.
Apartment in Gloversville
4.81 out of 5 average rating, 159 reviews

Just a Nice Place to Relax

Guest favourite
Apartment in Amherst
4.91 out of 5 average rating, 238 reviews

1840 restored beauty in the best downtown location

Smoke-friendly house rentals

Top guest favourite
A quaint green cottage is surrounded by lush greenery and colorful flowers. A flag is displayed on the porch, while stairs lead to the main entrance. Off to the side, a stone wall adds texture to the landscape, and a glimpse of the well-maintained yard is visible.
Home in Roxbury
4.91 out of 5 average rating, 94 reviews

Windswept Cottage close to skiing & wedding venues

Guest favourite
Home in Livingston Manor
5 out of 5 average rating, 6 reviews

Morningwood Manor - Luxury Retreat with Hot Tub

Guest favourite
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
4.83 out of 5 average rating, 24 reviews

Hudson Escape W/ Hot Tub + Bridge View

Superhost
The image captures a vibrant sunset reflected on the tranquil lake surface. Rich hues of orange, pink, and purple fill the sky, creating a striking contrast with the dark silhouettes of trees lining the shore. The calm waters mirror the colorful sky, enhancing the serene atmosphere.
Home in Ulster Park
4.87 out of 5 average rating, 248 reviews

Entire lake house to yourself. Great for groups

Guest favourite
The bedroom features two twin beds with light bedding and decorative pillows. A wooden bedside table stands between the beds, alongside a vase of flowers. A round mirror and shelf adorn the wall, with natural light filtering through a nearby window.
Home in Kingston
4.89 out of 5 average rating, 140 reviews

Serene Kingston home on 1 acre! Kid & Pet Friendly

Top 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, 76 reviews

Remodeled Historic Forestville Home w/fire pit

Guest favourite
The contemporary house is set against a backdrop of trees with autumn foliage. It features a spacious deck and large windows that invite natural light. A paved area is visible in front, with organized landscaping and clear access to the entrance.
Home in Margaretville
4.92 out of 5 average rating, 196 reviews

Belleayre GrandHouse 6 BRs w/Hot tub/Sauna/Game RM

Guest favourite
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, 167 reviews

Fall foliage surrounded by 10,000 acres forest

Other smoking-friendly vacation rentals

Guest favourite
A view from inside the tent reveals two yellow Adirondack chairs positioned outside on a gravel path. Lush green trees frame the landscape, with distant mountains visible under a partly cloudy sky, allowing for natural light to brighten the interior.
Tent in Catskill
4.96 out of 5 average rating, 49 reviews

Mountain View Camping - The Old Catskill Game Farm

Guest favourite
A spacious studio apartment features a cozy fireplace framed by two tall wooden bookcases. Bright light fills the open layout, revealing areas for dining and relaxing. A warm area rug adds contrast to the light hardwood floor. The kitchenette is equipped and adjacent to the sleeping area.
Guest suite in Dover
4.9 out of 5 average rating, 72 reviews

The Eagles Nest - Private Apartment

Top guest favourite
A vintage red bus, known as Big Red, is parked on a grassy area surrounded by trees. Sunlight filters through the leaves, casting dappled shadows on the ground. The bus features multiple windows and a classic design, showcasing a unique and inviting exterior.
Bus in Hopewell Junction
5 out of 5 average rating, 25 reviews

BIG RED the Bus at Menlo Pond

Superhost
A log cabin is set on a grassy area, featuring a green roof and wooden exterior. A gravel driveway leads to the entrance, while trees and rolling hills provide a natural backdrop. The sky is partly cloudy, with patches of blue visible.
Cabin in Berne
5 out of 5 average rating, 4 reviews

Upstate Cabin with Mountain View

Top guest favourite
A spacious log cabin is set against a backdrop of trees, featuring a well-kept lawn and a large front deck with seating. The structure includes multiple windows and a welcoming entryway, inviting guests to explore the tranquil surroundings and enjoy the natural light.
Cabin in Austerlitz
4.93 out of 5 average rating, 43 reviews

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

Top guest favourite
The cabin exterior is surrounded by lush greenery, featuring large front windows that offer expansive views. A welcoming deck is equipped with two comfortable chairs, inviting relaxation in the serene natural environment.
Place to stay in Schenevus
4.93 out of 5 average rating, 70 reviews

Scenic Mountainview Cabin

Top guest favourite
Canvas tents are nestled among tall trees, creating a serene camping environment. Sunlight filters through the branches, casting gentle shadows on the forest floor. Adirondack chairs are positioned nearby, inviting relaxation in the natural setting.
Tent in Dover Plains
4.96 out of 5 average rating, 49 reviews

Peaceful wooded site, hot tub, free EV charger

Top guest favourite
An airy loft space is highlighted by wood paneling and a sloped ceiling. A spacious bed with crisp white bedding is positioned alongside two accent chairs. Natural light enters through a small window, illuminating a pair of simple bedside tables with lamps.
Place to stay in Windham
4.96 out of 5 average rating, 24 reviews

Whispering Timbers Camp

Destinations to explore