
Holiday rentals in Berkshire
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Top-rated holiday rentals in Berkshire
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Cady’s Falls Cabin
Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

Secluded Luxury Treehouse - Hot Tub + Projector
Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

Modern Vermont Cabin on 40 Acres
Modern, spacious cabin tucked away on 40 private acres. Ski, golf, hike, or hang out in the loft with a good book while enjoying the view through the floor to ceiling windows. Master bedroom has king bed and twin daybed. Large master bath has Jacuzzi tub and shower. Two other bedrooms with queen bed in each room. Fast WiFi via fiber optic Internet. Conveniently located 25 minutes straight down the road from Smuggler's Notch and 40 minutes from Jay Peak for enjoyment throughout the seasons.

The Rustic Retreat at Twin Ponds
Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away. You’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. Wake up to coffee on the deck or take a stroll around the pond. And you won’t regret kicking back in the evenings - star gazing is simply magical! We are certain that you‘ll have a hard time leaving!

Jay Peak Retreat
The Jay Peak Retreat, Experience the Northeast Kingdom’s premier destination at Jay Resort, known for record snowfall and Vermont’s largest indoor waterpark. This stylish cabin offers an open-concept layout perfect for cozy gatherings and après-ski. Blending upscale comfort with rustic charm, enjoy a creek out back, river across the street, fire pit, and plush outdoor chairs. 1 hour from Burlington, 2 from Montreal, 35 minutes to Sutton Quebec!! Long Trail hiking entrance close to the cabin.

La Cabine Potton
La cabine est un mini chalet de style scandinave qui plaira aux adeptes de la nature, du calme et des pentes de ski l'hiver comme le vélo et la randonnée l'été. Ce chalet a été conçu en harmonie avec son environnement. D'ailleurs, sa taille permet de profiter de la nature tout en réduisant son empreinte écologique. Avec ses deux chambres, son foyer, sa grande terrasse et son spa, il est tout équipé pour répondre à vos besoins. Venez relaxer dans ce logement unique! Certificat CITQ #311739

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
Our guest farmhouse, located 1 mile from the Canadian border, is close to Jay Peak Ski Resort and Mount Sutton. Mountain and meadow views are spectacular from every window! Here, you are perfectly poised to explore both the quaint, foodie-focused, French-Canadian, Eastern Townships, just across the border in Quebec AND the scenic back-roads, abundant lakes, family farms, mountain trails, local pubs, and old general stores of Northern Vermont. Or just enjoy the porch & peaceful atmosphere!

Dôme luxueux, spa privé et vue sur les montagnes
Un dôme luxueux en pleine nature, au cœur des Cantons-de-l’Est Profitez en toute intimité d'une vue spectaculaire sur le parc national du Mont-Orford, ses montagnes et ses forêts. Spa privé sur terrasse intime, cuisine complète, foyer moderne, plancher chauffant, air climatisé silencieux, salle de bain haut de gamme avec douche italienne, stationnement privé devant le dôme, sentiers privés de 2 km sur 40 acres. Lacs, montagnes, forêt, vignoble, plages, tout est là. # d'enr. : 627901

Cabin in the Woods VT - Discount Jay Peak Lift Tix
Come enjoy the ski season and a relaxing weekend at our private guest cabin in the woods. A brook flows through the backyard, providing a peaceful natural backdrop and a stone outdoor fire pit for great campfire fun. The main floor bedroom has 1 queen bed and the loft has 1 queen and 1 twin. There is also a living room couch. Just 5 min to town, 15-20min to Jay Peak! Use our vouchers for discount lift tickets! **We recently added “The Loft” listing on the other side of the same property**

Meadow Cottage on Organic Farm with Mountain Views
The Meadow Cottage is perched on a picturesque knoll in the back of our 300 acre working dairy farm. We are located in between two of Vermont's best ski resorts, Jay Peak and Smuggler Notch. Come for a winter adventure full of downhill skiing, riding or x-country touring. Stay for the local breweries, distilleries, restaurants and antique stores. Or just relax at the farm, watch us milk the cows or cook up some delicious farm raised food for dinner. Well behaved dogs are welcome anytime!

4CR Farm Guest House 4 Season Vacation Destination
We are conveniently located within 45 mins of 3 great ski - snowboard mountains, a water park, zip lining, wineries, breweries, and shopping. A 10 minute walk will get you to The Long Trail, to do some hiking. The Lamoille Valley Rail Trail is another great trail for walking and biking. Vermont also has over 100 covered bridges for you to explore. Our guest house is the perfect little spot to call home while in Vermont. Come and enjoy the peace and quiet of our county setting.

La Binocle: Peaceful Architect Cottage
Cosy timeless chalet conceptualized by the architects of _naturehumaine. Nestled into the cliffside at an altitude of 490 meters (1600 feet), its unique design is distinguished by boldness and originality and fits with harmony in its environment. Surrounded by forest, the cottage offers breathtaking views of Mount Glen and the surrounding nature largely protected by the Appalachian Corridor. The perfect silent place to relax and unwind. Photo: Adrien Williams / S.A. CITQ #302449
Popular amenities for Berkshire holiday rentals
Other great holiday rentals in Berkshire

The Farmhouse

Modern, clean, natural light filled chalet

Rustic Vermont Tiny Home - Off Grid

Cozy Cabin in a Cabin • Near Jay Peak Ski Resort

Rustic Log Cabin in Berkshire, Vermont

Cozy Vermont Home Near Jay Peak & Wedding Venues

The Book Barn: Newly Renovated Guesthouse

Cabin Sutton 264 | Spa sous les arbres!
Destinations to explore
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Bar Harbor Holiday rentals
- Salem Holiday rentals
- Prince Edward Holiday rentals
- Jay Peak Resort
- Owl's Head
- Zoo de Granby
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Jay Peak
- Stowe Mountain Resort
- Ski Bromont
- University of Vermont
- Jay Peak Resort Golf Course
- ECHO, Leahy Center for Lake Champlain
- Quartier Dix30
- Kingdom Trails
- Spa Bolton
- Snow Farm Vineyard & Winery
- Pump House Indoor Waterpark
- Mont-Orford National Park
- Shelburne Museum
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Parc national du Mont-Saint-Bruno
- Bleu Lavande
- Elmore State Park
- Waterfront Park





