
Cabin vacation rentals in Windham County
Find and book unique cabins on Airbnb
Top-rated cabin rentals in Windham County
Guests agree: these cabins are highly rated for location, cleanliness, and more.

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!

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.

Log Cabin, King Beds & AC Near Hike/Swim/Golf/Bike
Kick back and relax in this calm, stylish, newly built log cabin which was finished in early 2022. Fully equipped with stainless steel appliances, soapstone counters, central a/c, all new furniture, mattresses and bedding. First floor master bedroom leads into a large, covered, screened in porch, which is perfect for your early morning coffee or evening cocktails. Starlink high speed Wi-Fi and a smart tv in the living room and bedroom. 7 Minutes from Stratton Mtn, 15 from Mt Snow. Nearby lakes!

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.

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!

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.

Vintage Vermont Cabin, Hot Tub, Fire Pit, Private
We can’t wait to host you at Deerwood Hill in Londonderry VT! Featured on Levi Kelly's Cabin Tours! 🌲 Deerwood Hill is a private 3.6 acre private lot 🎿 Within minutes to Stratton, Magic, Bromley, Mt Snow, & Okemo ski resorts! 1 hour to Killington! 📍 Under 30 minutes to wonderful Manchester! ⛰️ 5 miles to Lowell State Park, 8 miles to Appalachian Trailhead ♥Sleeps 6 ♥2nd Bedroom is open loft with full bath ☒ Booking Guest must be 25. ☒ NO PARTIES, NO SMOKING, NO PETS @deerwoodhill

Custom cabin by the river in Newfane, VT
OPEN mid-MAY-OCTOBER. Our beautiful one-room custom cabin is on the edge of the woods surrounded by the Rock River. It's freshly appointed, with a king-size bed, is spotlessly clean and very romantic. The cabin has simple cooking facilities (details below) and an outdoor grill, twinkle lights on the deck, hammock, and 2 fire-pits, one by the cabin, and one on the beach. One COMPLIMENTARY BREAKFAST is included, with homemade popovers, fresh out of the oven. A smoke-free property.

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.

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

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 ☽ 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

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
Cabin rentals with a hot tub

The Owl’s Nest in Landgrove

“Dragonwood” Rustic Micro Cabin Retreat

Lucky Log Cabin- Hottub fireplace 12min to Mt Snow

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

Jamaica Mod A Frame

Stunning Rustic Apple Barn - hot tub & sauna

A frame cabin with Hot tub near Stratton, VT

Stratton Log Cabin
Pet-friendly cabin rentals

Peaceful VT A-Frame Wood-Fired Sauna in the Forest

VT Cabin | Ski | Wood Stove | Stratton | Mt Snow

Cottage

Cabin - 7 min to Ski Stratton - Woodstove - Views - Dog OK

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

The Green Mountain Roost (Dogs Welcome!)

Dog Friendly A-Frame Retreat near Hiking, Skiing

Cozy Riverfront Cabin-Ski, Swim, Fish, Float, Hike
Private cabin rentals

Secluded Vermont Hideaway+Sauna Cabin#2

NEW! Gorgeous Cabin w/Views Close to All Mountains

Craftsman woodland Cabin. Privacy meets Luxury.

Wishing Well Cabin

Stoni Woods: Log Home in Southern VT

Log Cabin in the hills, fast wifi, beautiful views

Newly renovated Chalet minutes to skiing!

Hidden Forest Cabin: Kitchen, Deck, Babbling Brook
Destinations to explore
- Bed and breakfasts Windham County
- Rentals with a kayak Windham County
- Rentals with a hot tub Windham County
- Rentals with pools Windham County
- Pet-friendly rentals Windham County
- Rentals with an accessible height toilet Windham County
- Hotel rentals Windham County
- Rentals with beach access Windham County
- Rentals with a fireplace Windham County
- Family-friendly rentals Windham County
- Beachfront rentals Windham County
- Farmstay rentals Windham County
- Rentals with breakfast Windham County
- Waterfront rentals Windham County
- Rentals with outdoor seating Windham County
- Rentals with an EV charger Windham County
- Private suite rentals Windham County
- Rentals with a sauna Windham County
- Guesthouse rentals Windham County
- Tiny house rentals Windham County
- Chalet rentals Windham County
- Condo rentals Windham County
- Apartment rentals Windham County
- Townhouse rentals Windham County
- Rentals with a washer and dryer Windham County
- Rentals with lake access Windham County
- Rentals with a fire pit Windham County
- Ski-in/ski-out rentals Windham County
- House rentals Windham County
- Fitness-friendly rentals Windham County
- Rentals with a patio Windham County
- Cabin rentals Vermont
- Cabin rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Bousquet Mountain Ski Area
- Mount Sugarloaf State Reservation
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Crotched Mountain Ski and Ride
- Peebles Island State Park
- Dorset Field Club
- The Shattuck Golf Club
- Hildene, The Lincoln Family Home
- National Museum of Racing and Hall of Fame
- Hooper Golf Course
- Bromley Mountain Ski Resort
- Northern Cross Vineyard
- Hancock Shaker Village
- Brattleboro Ski Hill