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Cabin vacation rentals in Windham County

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Top-rated cabin rentals in Windham County

Guests agree: these cabins are highly rated for location, cleanliness, and more.

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Superhost
A rustic living space features wooden beams and warm, ambient lighting. An antique stove serves as a focal point, surrounded by comfortable seating and a wooden table. Shelves filled with various items add character to the cozy atmosphere.
Cabin in Londonderry
4.82 out of 5 average rating, 487 reviews

Stunning Rustic Apple Barn - hot tub & sauna

VT’s #1 dream cabin with an overall 5 star rating. Brand new 4 person private hot tub, sauna & outdoor shower! Clawfoot tubs inside & out! Originally a horse barn & tack room…We salvaged and restored to it's original beauty! The rustic charm is 100% intentional & every barn board and nail is back in place! This is upscale rustic:) Xcountry/snowshoe our groomed trails out your front door. Minutes to Magic, Bromley, Stratton, Okemo & Mnt Snow! FAST WIFI, & beautiful new appliances! @bentapplefarm

Top guest favorite
The rustic cabin features a red exterior with a metal roof, framed by lush greenery. Flower pots with colorful blooms adorn the porch, which includes a small table and chairs. Large windows allow natural light to illuminate the interior.
Cabin in Londonderry
4.94 out of 5 average rating, 363 reviews

Stone Fence Cabin

Cute, Cozy & Charming, our rustic, Studio Cabin is on 5 private acres near scenic Gale Meadows Pond. We are close to Stratton, Bromley & Manchester and you’ll enjoy beautiful scenery & hiking right outside your front door. The Cabin has an open floor plan with a full bath, galley kitchen & dining/living area with pullout futon couch that converts into a 2nd bed. The sleeping loft is accessible by ladder. Our place is a great fit for couples and solo adventurers looking to get away from it all!

Superhost
The custom home features warm wood siding and a welcoming porch with flower boxes. A spacious deck with rustic railings extends from the second floor, while a covered area includes seating. Surrounding greenery enhances the natural setting, creating a serene outdoor ambiance.
Cabin in Wardsboro
4.85 out of 5 average rating, 154 reviews

Mountain side acres

10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

Guest favorite
The inviting living room features a modern wood-burning stove against a backdrop of light wooden walls. A comfortable dark sofa is arranged around a round wooden coffee table, complemented by a decorative plant. Natural light filters through the windows, enhancing the cozy atmosphere.
Cabin in Londonderry
4.95 out of 5 average rating, 207 reviews

Summit View Cottage:Apres Ski| Hot tub|Fireplace

Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Guest favorite
A contemporary A-frame house is set against a backdrop of lush greenery. Large windows dominate the facade, reflecting the evening sky. The outdoor seating area is visible, offering a welcoming space for relaxation amidst nature.
Cabin in Jamaica
4.88 out of 5 average rating, 313 reviews

Green Mountain Modern House: iconic modern getaway

Our unique, contemporary home is in the heart of the Green Mountain National Forest, all while offering all the perks of modern luxury in a secluded setting. Our amenities include open concept living and dining room, sauna, wood burning fireplace, front deck, backyard with fire pit and Adirondack chairs, and contemporary design and decor throughout. Now with EV charger, mini-split AC and heat, on-demand backup generator and high speed Starlink wifi (200+ mbs)! Pets welcome with a $100 pet fee.

Top guest favorite
The exterior showcases a blue wooden cabin with large windows reflecting its natural surroundings. A spacious deck is visible in the foreground, providing a welcoming access point. Autumn foliage surrounds the property, indicating a peaceful, rural setting.
Cabin in Wilmington
4.96 out of 5 average rating, 103 reviews

Peaceful Cabin Perfect for All Seasons

A little blue gem hidden in hills of Southern Vermont. This 4-bedroom, 1.75-bath cabin places you just 7.4 miles from Mount Snow, 2.5 miles from the Haystack Mountain Trail, and 2 miles from the Wilmington Village Historic District. Whether you're discovering an assortment of hiking trails, enjoying a historic walk in Bennington, soaking up the summer sun on the Harriman Reservoir, hitting the winter slopes, or admiring the beauty of a vibrant New England autumn, you will love your stay here!

Top guest favorite
The cabin's exterior showcases a warm wooden facade with large, strategically placed windows. A spacious screened porch extends from the building, inviting natural light and outdoor enjoyment. A stone pathway leads to the entrance, surrounded by landscaped gravel and native vegetation.
Cabin in Jamaica
4.99 out of 5 average rating, 262 reviews

New Cabin in Jamaica

Recently constructed 500sq ft passive solar cabin, 10 minutes to Stratton Mtn., 20 minutes to Mt. Snow and Dover for skiing, shopping, food, or a beer at Snow Republic. Quiet road but very accessible. Perfect area for hiking, biking, relaxing walks along the Ball Mountain Brook or kayaking on Grout Pond or Gale Meadows. Enjoy a campfire in the side yard/former pony corral or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.

Top guest favorite
The cabin is situated among lush greenery, featuring a light green exterior that complements the natural surroundings. Large windows allow for ample light, while ferns frame the building at the front. The wooded area provides a sense of privacy and tranquility.
Cabin in Whitingham
4.97 out of 5 average rating, 119 reviews

The Hideaway Camp

The Hideaway Camp is a very private cabin on a 100 acre property. There are hiking/x country ski trails on the property and close access to the VAST trails. A scenic 20 acre pond for kayack and canoeing and a brook with a rustic cocktail deck overlooking it. the Jacksonville General store is 2 minutes away and it is warm and friendly with all the groceries you might need. The cabin is well stocked for cooking and with high speed internet you can WFH or stream favorite shows.

Top guest favorite
A bright living area is filled with natural light from large wooden windows framed by greenery outside. A cozy couch is adorned with decorative cushions. A round coffee table features a candle and a vase of sunflowers, inviting relaxation in a serene setting.
Cabin in Putney
4.98 out of 5 average rating, 435 reviews

Serene Retreat in Nature w/ Woodfired Tub

A romantic and private getaway on a peaceful six-acre farm with views of fields and forest. ☽ Featured in STAY; Gorgeous Cabins of the East Coast ☽ Outdoor wood-fired hottub, surrounded by nature (tub when below freezing) ☽ Elevated design; thoughtful lighting; deeply romantic ☽ Quiet & private; star-studded skies ☽ Woodstove, deck, reading nook, firepit ☽ Local's Area Guide with our favorite spots ☽ Strong wifi, no TV ☽ Scrupulously clean using unscented products

Top guest favorite
A welcoming porch features a decorative swing with two cushions and a small table, creating a serene space. Natural light filters through large windows, and colorful banners hang above, while a wooden structure nestles comfortably in the surrounding greenery.
Cabin in Guilford
4.99 out of 5 average rating, 149 reviews

Rustically Romantic Cabin Near Sweet Pond

COUPLES RETREAT, SOLO ESCAPES & WRITER'S DREAM in Southern Vermont - No Cleaning Fee Perfect for ENGAGEMENTS, HONEYMOONS & ANNIVERSARIES Authentic log cabin tucked into a private wooded cove outside of Brattleboro. A short tranquil walk to Sweet Pond State Park. Biking galore and Kayaking nearby. A variety of hikes to choose from. ROMANCE SPECIAL Stay 4-nights or more & receive hard cider, cheese & chocolate. Ask Me About ELOPEMENT & VOW RENEWAL CEREMONIES

Guest favorite
Cabin in Winhall
4.96 out of 5 average rating, 360 reviews

Dog Friendly A-Frame Retreat near Hiking, Skiing

The Vermont A-Frame is a dog friendly cabin conveniently located on the edge of the Green Mountain Forest. WFH using our fast WiFi + enjoy nature while doing so! Whether your plan is to ski, shop, hike or just relax, the Vermont A-Frame is the ideal place to experience it all. With room for 4 and plenty of amenities, our charming A-Frame is sure to provide you with the perfect home for your Vermont vacation. Find us on social media! @thevermontaframe

Top guest favorite
The exterior of a renovated log cabin is presented, featuring a red metal roof and a charming porch with steps leading up. The cabin is surrounded by lush greenery, with rolling hills visible in the background under a clear blue sky.
Cabin in Newfane
4.99 out of 5 average rating, 284 reviews

Log Cabin: Amazing Views, River Frontage, Hot Tub

A sparkling clean, recently renovated log cabin in the woods with beautiful views of river and mountains. Located by the charming villages of Williamsville and Newfane, 12 miles from Mount Snow, and right on the crystal clear Rock River. It's the perfect place for a romantic getaway, a family vacation and quality times with good friends. Now also with outdoor hot tub with views of mountains, river and the wide, open sky above.

Popular amenities for Windham County cabin rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Cabin rentals with a hot tub

Guest favorite
The rustic cabin sits amidst a lush green landscape, framed by towering trees. The stone chimney adds character, while the two separate structures showcase a combination of wood siding and modern roofing. Clear blue skies create a serene backdrop for the natural beauty.
Cabin in Landgrove
4.98 out of 5 average rating, 194 reviews

The Owl’s Nest in Landgrove

Superhost
An inviting interior showcases a comfortable sitting area with a cozy bench and decorative cushions. Natural light enters through large windows adorned with dark curtains. A vibrant area rug adds warmth to the wood floor, while a ladder leads to the lofted sleeping area.
Cabin in Brattleboro
4.9 out of 5 average rating, 41 reviews

“Dragonwood” Rustic Micro Cabin Retreat

Guest favorite
A welcoming entrance features wooden steps leading up to the A-frame cabin, surrounded by trees adorned with autumn foliage. The cabin’s exterior is clad in dark materials, and a large window allows natural light to brighten the entryway.
Cabin in Dover
5 out of 5 average rating, 26 reviews

A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST

Guest favorite
A cozy log cabin with a metal roof is nestled among trees, showcasing warm lights emanating from the windows at dusk. Snow blankets the ground, while a walkway leads to the inviting front porch, which features wooden railings and a relaxed ambiance.
Cabin in Wardsboro
5 out of 5 average rating, 12 reviews

Lucky Log Cabin- Hottub fireplace 12min to Mt Snow

Superhost
A rustic log cabin is set amidst lush greenery, framed by tall trees. A covered porch extends along the front, providing space for seating. Natural stone steps lead up to the entrance, and a small fire pit is visible in the foreground, surrounded by stones.
Cabin in Wardsboro
4.92 out of 5 average rating, 208 reviews

Leonard’s Log - Private Hot Tub, Fire Pit, A/C

Superhost
An A-frame cabin is framed by lush greenery, featuring a striking red and black exterior. A wooden deck hosts a small dining table and four chairs, while a stone fire pit surrounded by red Adirondack chairs invites relaxation. Stacked firewood rests nearby.
Cabin in Jamaica
4.9 out of 5 average rating, 164 reviews

Jamaica Mod A Frame

An outdoor deck overlooks a serene river, featuring a set of four metal chairs surrounding a circular table. A hot tub is positioned nearby, surrounded by trees that offer shade and enhance the natural setting.
Cabin in Jamaica
4.76 out of 5 average rating, 258 reviews

Rustic Cabin in between MountSnow & Stratton

Guest favorite
Cabin in Wilmington
5 out of 5 average rating, 5 reviews

Peakview Lodge: Hot Tub - Sauna - Fire Pit- Ski

Pet-friendly cabin rentals

Guest favorite
Cabin in Chester
4.94 out of 5 average rating, 51 reviews

Sage House at Camp Greenwood Vermont with Sauna

Top guest favorite
The cabin's rustic exterior is visible under a blanket of fresh snow, with warm light glowing from large windows. The angled roof and wooden structure blend harmoniously with the surrounding snow-covered trees, creating a serene winter scene.
Cabin in Wardsboro
5 out of 5 average rating, 74 reviews

VT Cabin | AC | Firepit | Hike | Swim | Explore

Guest favorite
The entrance to a rustic blue cottage is framed by a well-maintained lawn, lined with greenery. A short pathway leads to the front door. The deck area features a gas barbecue and is partially shaded by trees in the background.
Cabin in Brattleboro
4.89 out of 5 average rating, 509 reviews

Cottage

Superhost
A rustic cabin is surrounded by trees, featuring a green metal roof. Two hammocks are suspended on the porch, while a fire pit and several Adirondack chairs are arranged on the grassy ground. A wood storage area is visible to the left, enhancing the outdoor setting.
Cabin in Jamaica
4.88 out of 5 average rating, 420 reviews

Cabin-Swim-View-Fire Pit-7 min to Stratton-Dogs OK

Top guest favorite
Cabin in Stratton
5 out of 5 average rating, 170 reviews

Log Cabin, King Beds & AC Near Hike/Swim/Golf/Bike

Top guest favorite
A warm living area features high wooden ceilings and exposed beams. A cozy seating arrangement is set near a stone fireplace, adorned with holiday decorations. A television is mounted above the fireplace. Natural light filters through large windows, creating a welcoming atmosphere.
Cabin in Whitingham
4.99 out of 5 average rating, 112 reviews

Cozy Cabin ~16 Mi. to Slopes on 10 Acres of Woods!

Guest favorite
The A-Frame cabin is set amidst a lush forest, featuring a prominent triangular structure with a textured wood exterior. A spacious deck is adorned with red railings, and firewood is neatly stacked beside the entrance. Soft light filters through the trees, enhancing the serene atmosphere.
Cabin in Jamaica
4.95 out of 5 average rating, 79 reviews

The Woodland A-Frame

Top guest favorite
A metal sign displaying the name 'River Shack' is mounted on a wooden exterior. The wood paneling features a natural finish, while silhouettes of trees are incorporated into the design, emphasizing the cabin's rustic charm.
Cabin in Dummerston
4.96 out of 5 average rating, 53 reviews

Cozy Riverfront Cabin-Ski, Swim, Fish, Float, Hike

Private cabin rentals

Superhost
A vibrant scene captures a large American flag waving atop a boat amidst calm waters. Sailboats are visible nearby, surrounded by a backdrop of fluffy white clouds in a bright blue sky. Lush greenery lines the shoreline in the distance.
Cabin in Chesterfield
5 out of 5 average rating, 5 reviews

Farmhouse Cabin on Spofford Lake

Guest favorite
A cozy log cabin is nestled among tall trees, featuring a welcoming green metal roof. The front porch includes a couple of chairs and a stack of firewood, providing a charming entry point to the nature surrounding the property.
Cabin in Brookline
5 out of 5 average rating, 53 reviews

Last Frontier Log Cabin

Top guest favorite
A spacious living area features warm wooden walls and a stone fireplace. A large sectional sofa is complemented by accent pillows, while a coffee table and side chair add to the seating. Natural light flows through multiple windows, enhancing the inviting ambiance.
Cabin in Peru
4.97 out of 5 average rating, 39 reviews

Escape to your mountain cabin - Bromley, Stratton

Guest favorite
The log cabin features a two-story structure, harmonizing rustic wooden siding with a white lower section. A spacious deck extends from the second level, complemented by large windows. Vibrant autumn foliage surrounds the home, adding warmth to the scenic outdoor landscape.
Cabin in Londonderry
4.94 out of 5 average rating, 88 reviews

Your Vermont Log Cabin Escape - Fall 2025

Top guest favorite
An open living area features a ping pong table in the foreground. A stone fireplace is illuminated with a warm glow in the background, surrounded by exposed wooden beams and cozy seating. Soft lighting enhances the rustic wood paneling and inviting atmosphere.
Cabin in Jamaica
5 out of 5 average rating, 56 reviews

Leaf peep Stratton! Cozy Rustic w Deck + Fireplace

Guest favorite
The living area features a stone fireplace with a wood-burning fire, surrounded by wooden walls. Two small windows allow natural light, while wooden beams are visible on the ceiling. A rustic table sits in front of the fireplace, complemented by a rocking chair and a red armchair.
Cabin in Stratton
4.88 out of 5 average rating, 24 reviews

Adorable 2 bedroom Cabin with a romantic fireplace

Superhost
A cozy living area features plush seating with a floral-patterned sofa and two recliners. Natural light filters through large windows, illuminating the space. A staircase leads to the loft above, while an exterior door opens to a small covered porch.
Cabin in Dover
4.9 out of 5 average rating, 51 reviews

Quaint Remote mountainside cabin

Superhost
The open living area features a high, wooden ceiling with large windows showcasing views of the forest. A cozy seating arrangement surrounds a fireplace, while a dining table with multiple chairs sits nearby. Natural light fills the space, creating a welcoming atmosphere.
Cabin in Peru
4.64 out of 5 average rating, 28 reviews

Cozy two-story cabin in woods of Southern Vermont

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