
Holiday houses in Berkshire
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Top-rated holiday rentals in Berkshire
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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. When morning comes, enjoy your coffee while cozied up in front of the fireplace. Or simply stay in bed and admire the view. With plenty of land to explore, a hike is always welcome. The choice is yours!

Garden Spa Terrasse Cozy Cottage near Lake Dunham
Your own cottage has 2 bedrooms nearby the lake! Relax in your private suite & spa after a day on the hill biking on majestic Mont Pinacle or touring the vineyards on the famous Route des vins. Unwind on our spacious terrasse with Spa, 2 BBQ's and table sitting 6 comfortably. Located only 60 min from Montreal, a perfect romantic spot for 1 or 2 couples with kids and pets. Skiers will hit the slopes in Sutton and Bromont just 30 min away. Enjoy the Eastern Townships at its best! Enr. 307418

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!

The Binocular: 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

1860 Farmhouse
Enjoy a restful getaway at The 1860 Farmhouse. We purchased the farmhouse in 2018 from a family that had done extensive renovations to the interior. Keeping true to its historic roots, the farmhouse offers modern amenities in a historic setting. A convenient location close to Jay Peak and Smuggler's Notch, and many Vermont and Quebec attractions within an easy drive. Swiss and Bloom wedding venue and Phoenix Manor are close by. The house is 6 bedrooms and sleeps 12 people.

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 warm, stylish cabin offers an open-concept layout perfect for cozy gatherings and après-ski lounging. Blending upscale comfort with rustic charm, enjoy a creek out back, river across the street, patio, fire pit, and plush outdoor chairs. Just 1 hour from Burlington, 2 from Montreal, and 3.5 from Boston.

Cozy Jay Condo
Welcome to our Mountainside Jay condo! This cozy 525 sq foot studio has a queen murphy bed, a queen sofa bed & a gas burning fireplace. Located directly across the street from the golf course/nordic center, next to the Ice Haus & the Water Park. Walk to the tram in the morning. Great destination for a small family, couples getaway or just a place to rest your head after a long day skiing/boarding. Newly renovated bathroom. Sweet and simple. Pets welcome!

Charming Tiny House by the water
Discover our charming Tiny House, ideal for a warm stay by the river. Enjoy on-site trails and private access to the water. This lovingly designed project reflects our happiness to have a peaceful haven where you can recharge your batteries and enjoy outdoor activities. We want to share this experience with those looking for a pleasant moment of well-being in the countryside. Treat yourself to a moment of serenity, alone or in love, in our little cocoon.

Beautiful lake-front cottage, Lake Champlain
Lakefront cottage located in Highgate Springs, Vermont, on the Canadian border. The 2-bedroom cottage sits adjacent to the owner-occupied main house, on a large one-acre lot, with 120 feet of Lake Champlain shoreline. Enjoy the stunning sunset views while sitting on the deck overlooking the water. Private dock included. Montreal and Burlington each 45 minutes away. Available level-2 car charger. Well-behaved pets allowed. Super-fast WIFI!

Cozy Little Orchard House in Dunham
This newly built house is located on our 90 acre property. It is surrounded by an orchard, a vineyard and forest. The quaint and natural setting is perfect for couples, solo travellers or families. Cross country skiing, running and hiking can be practiced on the property. Bromont and Sutton downhill ski slopes are a 35 minutes drive away. Jay Peak, Vermont is 1h15 away by car. The surrounding country roads provide for wonderful bike rides.

Dunham Lake Cabin - Lake, Vineyards, Cycling
Just a 4 minute walk from lake access, The Dunham Lake Cabin is the perfect retreat for relaxation and adventure. Ideal for couples, solo travellers, or family, this charming and fully equipped cabin offers three cozy beds, a fireplace, paddle board, a fire pit, Adirondack chairs, and a covered outdoor dining area with a BBQ. Unwind in nature, paddle on the lake, or gather around the fire for a memorable stay.

Loft des Marmites
CITQ #306547 Tourisme Québec Cozy and private loft on Mont Sutton, surrounded by trees, in a very quiet and peaceful area, yet 2 minutes away from the ski and mountain bike station as well as the P.E.N.S. hiking trails (Parc d'Environnement Naturel de Sutton). The Round Top trail leads to the summit with a fabulous view of the region, and a excellent panorama of Jay Peak and the "Green Mountains of Vermont".
Popular amenities for Berkshire holiday rentals
Other great holiday rentals in Berkshire

The blue of Lake Selby - Dunham

The Guesthouse in Stevens Mills

Lovely loft with private trails and lake!

Néron Tourist House Studio 103 extra cachet

Magnificent Chalet

Snowy Meadow Getaway—Ski Smugglers, Stowe, JayPeak

Le Martin Pêcheur, lakeside chalet

Cozy Vermont Home Near Jay Peak & Wedding Venues
Destinations to explore
- Plainview Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Erie Canal Holiday rentals
- Laurentides Holiday rentals
- Jay Peak Resort
- Owl's Head
- Ski Bromont
- Mont Sutton Ski Resort
- Jay Peak
- Zoo de Granby
- Bolton Valley Resort
- Jay Peak Resort Golf Course
- ECHO, Leahy Center for Lake Champlain
- Pump House Indoor Waterpark
- University of Vermont
- Stowe Mountain Resort
- Kingdom Trails
- Snow Farm Vineyard & Winery
- Shelburne Vineyard
- Shelburne Museum
- Boyden Valley Winery & Spirits
- Waterfront Park
- Lake Champlain Chocolates
- Elmore State Park
- Bleu Lavande
- Mont-Orford National Park
- Quartier Dix30
- Parc national du Mont-Saint-Bruno




