Some info has been automatically translated. Show original language

Holiday houses in Berkshire

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Berkshire

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

%{current} / %{total}1 / 1
Top Guest favourite
An open concept living space features a large sectional sofa and a coffee table centered on a textured area rug. Expansive windows allow natural light to fill the room, showcasing views of the surrounding mountains and greenery. A dining table with chairs is positioned nearby.
Cabin in Enosburg
4.99 out of 5 average rating, 187 reviews

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!

Top Guest favourite
A serene outdoor space features a patio table surrounded by chairs, set against the calm waters of Metcalf Pond. A large umbrella provides shade, while an American flag gently flutters nearby. The backdrop includes rolling hills adorned with autumn colors.
Cottage in Fletcher
5 out of 5 average rating, 172 reviews

Metcalf Pond Camp Convenient to Smugglers Notch

Handcrafted cozy waterfront camp on Metcalf pond. Propane fireplace provides for welcome warmth after fall or winter adventures. Soak in the Hot tub on the deck. Custom spiral staircase accesses carpeted sleeping loft with books, TV, rocking chair. Enjoy the quiet off season brings to the area when most camps are shuttered for winter. Enjoy staying in and cooking and taking in the cozy atmosphere or make the approximately 20 minute drive to Smugglers Notch or enjoy other local attractions.

Top Guest favourite
Home in Montgomery
4.96 out of 5 average rating, 137 reviews

Hillwest Mountain View

We are close to Jay Peak and Canada including Montreal. If you like hiking, the Long Trail is close by. If you like star gazing you will love seeing the Milky Way in our backyard. Our house is good for both couples and families. We have a private hiking trail that leads down to a cool mountain stream where you can cool off. Take a dip in the nearby Hippie Hole or go fishing or canoeing in nearby lake Carmi. There are three bedrooms and a master bath with a spa tub. Wifi, fireplace and more.

Superhost
The cottage is surrounded by lush greenery, featuring a two-story design. A spacious upper deck is visible, furnished with outdoor seating and a large umbrella. Two kayaks are positioned beside the cottage, hinting at opportunities for water activities nearby.
Cottage in Dunham
4.84 out of 5 average rating, 237 reviews

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

Top Guest favourite
Home in Richford
4.99 out of 5 average rating, 156 reviews

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!

Top Guest favourite
Farm stay in Fairfield
4.97 out of 5 average rating, 442 reviews

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!

Top Guest favourite
A spacious kitchen features wooden cabinetry and a variety of modern appliances. A large island is complemented by bar stools, and natural light filters through nearby windows, providing a warm and inviting space. Exposed wooden beams add to the farmhouse charm.
Home in Berkshire
4.94 out of 5 average rating, 160 reviews

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.

Top Guest favourite
A modern living area features a comfortable brown sofa beside a wooden coffee table. Exposed wooden beams run across the ceiling, while a staircase leads to an upper level. Natural light fills the space through large windows, creating a warm and inviting environment.
Cabin in Montgomery
4.94 out of 5 average rating, 161 reviews

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.

Guest favourite
A narrow dirt path winds through a lush landscape, leading to a charming tiny house nestled among greenery. Dappled sunlight filters through surrounding trees, highlighting the house's facade and inviting entrance.
Tiny home in Mansonville
4.92 out of 5 average rating, 517 reviews

Charming Tiny House bord de l'eau

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.

Guest favourite
A deck area is surrounded by greenery, featuring a glass-top table and four chairs. A large tree provides shade over the seating arrangement. Views of Lake Selby offer a serene backdrop, with gentle waves and a private backyard pathway leading to the water.
Cottage in Dunham
4.96 out of 5 average rating, 134 reviews

Lovely Selby Lakeside Cottage

Lovely cottage on Lake Selby's shore with all the necessary facilities for a restful stay. - fully equipped kitchen (dishwasher included) - bathroom with cabin shower (no bath) - small bedrooms for maximum 4 - kayaks and pedalboat - outside firepit and inside fireplace (winter only) - wifi with unlimited download (high speed) - few minutes from commodities and Dunham village - close to Route des vins, Brasserie Dunham and mounts (Sutton and Bromont)

Top Guest favourite
A cozy living area features a red sofa and a matching armchair, with decorative pillows adding color. Natural light filters through sliding glass doors, revealing a view of the lake. A small wood stove provides warmth, and a TV stands nearby on a light-colored unit.
Guesthouse in Highgate
4.97 out of 5 average rating, 721 reviews

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!

Top Guest favourite
A charming house constructed with natural materials is framed by blooming apple blossoms. The structure features a gabled roof and multiple windows, while a welcoming porch enhances the inviting façade surrounded by lush greenery.
Cottage in Dunham
4.98 out of 5 average rating, 215 reviews

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.

Popular amenities for Berkshire holiday rentals

  1. Airbnb
  2. United States
  3. Vermont
  4. Franklin County
  5. Berkshire