Holiday houses in Berkshire

4.91 out of 5 average rating, 127 reviews

Chalet in Saint-Armand

Joli pied-à-terre, parfait pour visiter la région.

À St-Armand 🇨🇦, petite maison idéale comme pied-à-terre pour visiter la région/route des vins. À 3 km des douanes, près de la 133, elle permet de visiter le Vermont sans dormir aux États-Unis. Avec une chambre (lit double + un matelas gonflable simple), un salon avec télé intelligente sans câble pour vos abonnements (Netflix…), une cuisine bien équipée, salle de bain/douche et une salle à dîner. Il y a un stationnement double. C’est une maison modeste près des voisins et de la route bruyante.

4.99 out of 5 average rating, 157 reviews

Cabin in Enosburg

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!

4.94 out of 5 average rating, 117 reviews

Cabin in Montgomery

Mountain Retreat On The Creek

The Jay Peak Retreat - Experience the Northeast Kingdom’s premier destination at Jay Resort, known for its record breaking snowfall and Vermont’s largest indoor waterpark. Upon arrival, welcomed by an open-concept layout perfect for intimate gatherings and après-ski relaxation. The cabin blends high-end resort luxury with tranquility and privacy. Inquire about our Speak Easy Cabin, 15 minutes away. Conveniently located 1 hour from Burlington, 2 hours from Montreal, and 3.5 hours from Boston.

4.95 out of 5 average rating, 145 reviews

Tiny home in Mansonville

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

4.8 out of 5 average rating, 125 reviews

Apartment in Sutton

Au coeur de Sutton!

Joli logement en plein coeur de Sutton à distance de marche des restaurants,. boutiques, boulangeries et cafés. Très lumineux! La chambre est silencieuse même si situé au centre-ville. Parfait pour les couples et les voyageurs en solo. À 5 minutes en voiture du Mont Sutton! Dunham - 20 minutes - petit village, brasserie Dunham, Route des Vins Frelighsburg- 20 minutes - petit village pittoresque, restaurants et boutiques Bromont- 20 minutes - ski, vélo de montagne, restaurants et boutiques

4.99 out of 5 average rating, 141 reviews

Home in Richford

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!

4.96 out of 5 average rating, 403 reviews

Farm stay in Fairfield

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!

4.95 out of 5 average rating, 148 reviews

Home in Berkshire

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.

4.92 out of 5 average rating, 477 reviews

Tiny home in Mansonville

Charmante Tiny House bord de l'eau

Découvrez notre charmante Tiny House, idéale pour un séjour chaleureux au bord de la rivière. Profitez de sentiers sur le site et d’un accès privé à l’eau. Ce projet, conçu avec amour, reflète notre bonheur d’avoir un havre de paix où se ressourcer et pratiquer des activités de plein air. Nous souhaitons partager cette expérience avec ceux qui recherchent un doux moment de bien-être en campagne. Offrez-vous un moment de sérénité, seul ou en amoureux, dans notre petit cocon.

4.81 out of 5 average rating, 178 reviews

Loft in Frelighsburg

Grain de beauté de Frelighsburg CITQ : 296265

Lit king à votre disposition!Appartement avec table de cuisine, mini cuisinette, salle de bain complète. Stationnement gratuit à côté de l’édifice. Ce logement est situé en plein coeur du village, sur la route des vins, à distance à pieds de l’épicerie, en face du restaurant Lyvano et à 2 minutes de marche du Beat & Betteraves. Faites une randonnée pédestre sur les sentiers FR1 ou FR2. À 20 minutes en voiture de la montagne de ski Sutton et 35 minutes de Bromont.

4.97 out of 5 average rating, 667 reviews

Guesthouse in Highgate

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!

4.92 out of 5 average rating, 173 reviews

Apartment in Montgomery

Dog Friendly Apartment near Jay Peak

Enjoy the beauty of Montgomery, Vermont while staying in a very spacious 1-bedroom apartment that is attached to an 1880s farmhouse with a large backyard, garden and and orchard. The apartment is a 15-20 minute drive to Jay Peak Resort and a 3 minute drive to a grocery store and restaurants. It is walking distance from the Hutchins covered bridge and there is private access to the river. Excellent walking for your dog(s)!

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Other great holiday rentals in Berkshire

5 out of 5 average rating, 6 reviews

Treehouse in Johnson

Designer A-Frame Treehouse w/hot tub on river

JackieRating, 5 stars3 days ago

Tyler's A-Frame treehouse was exactly as described—an enchanting retreat nestled by the river. It had everything we needed for a perfect stay. The bed was exceptionally comfortable, and we particularly enjoyed starting our mornings on the spacious deck, sipping coffee and relaxing with a good book. It's just a short drive from Stowe, where you'll find a great selection of restaurants and shops. Overall, we highly recommend Tyler’s A-Frame treehouse for anyone looking for a peaceful getaway!

4.98 out of 5 average rating, 51 reviews

Home in Abercorn

Modern, clean, natural light filled chalet

SamanthaRating, 5 stars3 days ago

Nous avons passé un merveilleux weekend dans un environnement propice au repos. Le chalet est aussi beau que sur les photos, très lumineux et très bien équipé. Nous ne nous lassions pas d'admirer les œuvres d'art qui parsèment le chalet. Celui-ci était parfait pour deux couples. les deux salles de bain étant très pratiques. Très bien équipé pour cuisiner, les lits très confortables, nous recommandons chaleureusement ce chalet pour un weekend reposant dans une région magnifique.

5 out of 5 average rating, 5 reviews

Chalet in Potton

Chalet Black Box – A sleek, modern retreat in nat

RobertRating, 5 stars3 months ago

Interesting location right on the US/Canada. The house is really nice, very neat and clean. Imagine IKEA. The road can be muddy and the location can be a bit isolated. 15 minutes away is Owl's Bread! Amazing baked goods and sandwiches. Across the park is a coffee shop with incredible lattes. If you have the time stop by the Bolton Spa for some relaxation. Definitely a cool spot. Read the history of Space Research Corporation. This house is on the 6000 acre campus.

5 out of 5 average rating, 35 reviews

Home in Sutton

Chaleureuse maison écologique à Sutton

VincentRating, 5 stars1 month ago

La maison d’Etienne et Kim était parfaite pour un week-end tranquille entre amis. Le lieu est chaleureux, reposant et accueillant.

4.87 out of 5 average rating, 30 reviews

Tiny home in Richford

Tiny Cabin Giant Property-10 acres all to yourself

PaceRating, 5 stars1 month ago

The cabin is in a beautiful location and you will feel very secluded. The cabin is small but comes with pretty much everything you need and Jeff provided pots, pans, utensils, etc. so the only thing I had to do was grab some groceries before my stay. Super quiet and peaceful. If you’re looking to disconnect and get into the woods, this is the place for you

4.85 out of 5 average rating, 33 reviews

Yurt in Johnson

Grandview Yurt

HarrisonRating, 5 stars5 days ago

My only complaint is that we couldn't stay longer. Although we only stayed a night, it was very well worth the stay and value. The yurt was comfortable and cozy, and the nature in the area was really relaxing. If I ever find myself traveling through again, I would definitely stay at the Yurt again. Definitely recommended.