Jay Peak Vacation Rentals

10/14/2026

If visiting the Jay Peak area for the weekend, you can't go wrong supporting the Montgomery Center of the Arts with this fun Paint and Sip Night by our renowned local artist Patrick Murphy.

Come for an evening of fun. Leave with a unique piece of art made by you!

10/12/2026

Our little corner of Vermont is making headlines! Travel + Leisure has just featured Montgomery, Vermont, celebrating its historic covered bridges, breathtaking scenery, small-town charm, and proximity to Jay Peak Resort!

We’ve always known this area is something special, and it’s wonderful to see it getting national attention!

Why not come experience it for yourself? Whether you're planning a fall getaway, a winter ski vacation, or a peaceful mountain retreat, Jay Peak Vacation Rentals offers a wonderful selection of homes where you can settle in and explore everything our beautiful corner of Vermont has to offer.

Explore our vacation rentals and book your Vermont getaway today!

Montgomery, Vermont, is home to five historic covered bridges, hiking trails, swimming holes, and easy access to skiing at Jay Peak.

09/28/2026

Thinking about a getaway to Vermont’s Northeast Kingdom?

Take a look at this glimpse of Troy and North Troy, Vermont — small-town charm, beautiful scenery, and just minutes from Jay Peak Resort. If this part of Vermont looks like somewhere you’d like to spend a few days (or longer!), we invite you to explore our Jay Peak Vacation Rentals in the Troy and North Troy area. From cozy cottages to larger homes for families and groups, there’s a place to make your Vermont stay feel like home.

Come for the mountains. Stay for the little towns that make this corner of Vermont special.

Explore our vacation rental listings at jaypeakskiing.com

Did you know that Troy, originally named Missisquoi, was founded back in 1801? 🏞️ This charming town in Vermont has a rich history, nestled between mountain ridges and bordered by Canada to the north. Explore the beauty of Troy and its surroundings! 🌲 🌳 Photo by Lee Allen
https://sbee.link/brgk94afxv

09/28/2026

Traveling solo? Northern Vermont can be a wonderful place to do it.

At Jay Peak Vacation Rentals, we’re happy to welcome solo female travelers, and several of our smaller properties are especially well suited for a peaceful getaway on your own.

Crofter’s Green one-bedroom tiny homes, for example, offer a cozy little home base for exploring the Jay Peak area, enjoying the mountains, or simply escaping for some quiet time.

Sometimes the best travel companion is your own itinerary. 😊

Vermont is consistently ranked as the safest state for women traveling alone, making it ideal for solo adventures. Link in comments to find out more. ⬇️

09/24/2026

Looking for a place to call home for the ski season?

Highland Ridge House in Westfield, Vermont, is now available for a seasonal rental with a four-month minimum, just 5–7 minutes from Jay Peak Resort.

This three-bedroom, two-bathroom chalet sleeps a maximum of six persons and offers magnificent mountain views from a wraparound balcony.

The rental includes the chalet’s entire east wing; the west wing will be unoccupied during winter. Sorry, no pets.

See photos and property details here. For more information you can contact the owner directly. https://www.jaypeakskiing.com/properties-3/highland-ridge-house

09/22/2026

Jay Peak seasonal rental | 7-bedroom Janski Manor ❄️

Looking for a winter home base near Jay Peak Resort? Janski Manor is a spacious historic house on 2 acres of privacy about 10–12 minutes from the resort.

With seven bedrooms, 3 full bathrooms + 3 half baths, a fully equipped kitchen, 3 different living room areas, fast Wi-Fi allowing for remote work and room for up to 14 guests, it’s well suited to a family or group of friends planning an extended ski season stay. This nearly 4,000-square-foot home sits on two private acres and includes a lovely outdoor fire-pit and BBQ area.

Message us for seasonal rental dates, rates, and terms. View photos and property details here but you will save quite a bit of money by booking directly with us for a seasonal rental. https://www.airbnb.com/rooms/554378629351317671

For over 23 years, Jay Peak Vacation Rentals have offered visitors lodging in the Jay Peak area to meet different budgets and needs.

09/19/2026

Thinking about leaving extreme heat, wildfires, hurricanes or crowded city life behind? Northern Vermont offers cooler summers, abundant freshwater, welcoming communities and room to breathe. Rent first, work remotely and discover whether mountain living could be your next chapter. 🌲🏡

Discover why remote workers, families and retirees are relocating and moving to Northern Vermont for cooler summers, outdoor living, small-town communities and more space.

09/16/2026

Jay Peak Resort has been featured in Conde Nast Traveler for its indoor water park. Just one more reason to visit our Jay Peak area of Vermont at any time of year.

From a Catskills resort with a surf simulator to a Vermont ski mountain where you can trade snow boots for a swimsuit, these US properties make weatherproof family vacations even more fun.

09/09/2026

This lovely 4 bedroom 2 1/2 bath home on 1 acre just 7 minutes from Jay Peak Resort is now available for a seasonal rental. PM for additional information.
https://www.airbnb.com/rooms/1756838798504833654?

09/06/2026

To our Canadian friends: We miss you.

For decades, Canadians haven't just been visitors to the Jay Peak area. You've been our neighbors, our guests, our customers, our family, our friends—and a huge part of what makes this little corner of Vermont special.

This past year, things have been different.

Many Canadian friends have chosen to stay home, and businesses throughout our border communities have felt the difference. We thought we'd share something that approaches the situation a little differently—with humor. 😊

🎬 The American Allied Front

It's political satire, but there's a very real message underneath it:

The actions of governments don't necessarily reflect the feelings of neighbors.

From this side of the border, there's still a welcome mat out for you.

Give it a watch. And if the message resonates, share it with a Canadian or American friend who could use a laugh right now.

🇺🇸 🇨🇦 THE AMERICAN ALLIED FRONT What happens when Americans look n...