Jay Peak Vacation Rentals

06/11/2026

Guests staying at a Jay Peak vacation rental should have several easy ways to watch the 2026 FIFA World Cup:

⚽ Regular Television

Most matches will be broadcast on FOX and FS1.
If the vacation rental has cable, satellite, YouTube TV, Hulu + Live TV, Fubo, Sling, or another TV package that includes FOX and FS1, guests can watch live.

📺 Streaming

Matches will be available through the FOX Sports App using a participating TV provider login.
Many travelers will also watch using their own streaming subscriptions such as:
YouTube TV
Hulu + Live TV
Fubo
Sling Blue (where available)
DirecTV Stream

📱 Mobile Devices

Guests can watch on phones, tablets, and laptops through the FOX Sports app or their streaming service apps.

06/10/2026

A local favorite restaurant has reopened!

WE ARE SOOOOO BACK

Just a reminder that wing night has transitioned to being once a month, join us for June’s wing night THIS Wednesday.
We also added a few specials to the board-
Buffalo Chicken Rangoons, Jambalaya & Sausage Penne ala Vodka.

We’re so excited to see everyone!

06/07/2026

🏡✨ Summer memories are waiting to be made at Whimsy Cottage! ✨🏡

Looking for the perfect family getaway this summer? Whimsy Cottage offers everything you need for a relaxing and adventure-filled vacation in Vermont's beautiful Jay Peak region.

This charming 3-bedroom, 2-bathroom home is designed with families in mind, providing plenty of space to gather, unwind, and reconnect. Spend your days exploring scenic hiking trails, swimming holes, local festivals, golf courses, and all the outdoor adventures Northern Vermont has to offer. Then return home to enjoy family meals, backyard laughs, and peaceful evenings under the stars.

Whether you're planning a week-long vacation, a family reunion, or simply a chance to escape the hustle and bustle, Whimsy Cottage is the perfect home base for creating unforgettable summer memories.

🌲 Book your stay today:
www.airbnb.com/h/whimsycottage

Your Vermont summer adventure starts here!



https://www.airbnb.com/rooms/46377159?

Whimsy Cottage • Jay Peak Vermont Family Getaway

06/06/2026

We weren't surprised at all to learn that the Town of Montgomery has been recognized as one of the Top 10 Best Small Towns in Vermont for a crowd free summer by World Atlas.

Nestled in the heart of northern Vermont, Montgomery offers everything visitors dream about when planning a getaway: covered bridges, scenic country roads, mountain views, local restaurants, friendly residents, outdoor adventures, and a genuine sense of community that is becoming increasingly rare.

Whether you're looking for a romantic retreat, a family vacation, a hiking adventure, a golf getaway, or simply a place to relax and reconnect, Montgomery and the surrounding Jay Peak region offer something for everyone.

The good news? There's still time to plan your summer or fall escape. Browse our selection of vacation rentals to fit every style, group size, and budget at www.jaypeakskiing.com and discover why so many visitors return year after year.

Come see for yourself why Montgomery continues to capture the hearts of travelers from across North America and Canada.

https://www.worldatlas.com/cities/10-best-small-towns-in-vermont-for-a-crowd-free-summer-2026.html

Vermont is one of America's greenest states. Of course, that draws visitors, but there are still many crowd-free small towns to find this summer.

06/05/2026

🌞 Summer Adventures Start at Grammy Jay Getaway! 🌞

Looking for the perfect summer escape in Northern Vermont? Nestled right at Jay Peak Resort, Grammy Jay Getaway is a very comfortable 2-bedroom, 2-bath condo that puts you in the heart of everything summer has to offer. Enjoy mountain views, hiking and biking trails, the water-park, championship golf, aerial tram rides, swimming, and family-friendly resort activities just steps from your door.

The condo comfortably sleeps up to six guests, making it ideal for couples, families, or a weekend getaway with friends.

Whether you're planning a hiking adventure, a golf getaway, a family vacation, or simply a peaceful mountain retreat, Grammy Jay Getaway offers the perfect home base for your Vermont summer memories.

📍 Jay Peak Resort, Vermont

Book your stay today:
https://www.jaypeakskiing.com/properties-3-1/grammy-jay-getaway

06/03/2026

💦 Discover Vermont's Hidden Swimming Holes This Summer! 🌲

One of the best parts of a summer vacation in northern Vermont is finding a cool, crystal-clear swimming hole tucked away among the mountains, forests, and country roads. While many visitors know about the popular spots featured in travel articles, locals know there are plenty of lesser-known gems waiting to be discovered.

If you're planning a stay at a vacation rental found on jaypeakskiing.com, please don't hesitate to send us a message or email. We'd be happy to point you toward some of our favorite local swimming holes and scenic spots that many visitors never find on their own.

As always, please help keep Vermont beautiful. Practice "Leave No Trace" principles by taking all garbage with you, respecting private property, and leaving these special places just as you found them for the next visitor to enjoy.

Pack a towel, bring your sense of adventure, and experience a side of Vermont that most tourists never see.

🏞️ Book your northern Vermont getaway today and start exploring!

www.jaypeakskiing.com

Free family fun for sweltering days!

06/01/2026

🍁☀️ Experience Vermont at its Best This Summer & Fall! ☀️🍁

Escape to the beauty of Northern Vermont and make this spacious 4-bedroom vacation home your base for unforgettable adventures near Jay Peak. Spend your days hiking mountain trails, golfing, kayaking local rivers, exploring covered bridges, visiting farmers markets, or simply enjoying the peaceful countryside.

When autumn arrives, you'll be surrounded by some of New England's most spectacular foliage, scenic drives, country fairs, and harvest festivals. After a day of exploring, return home to relax with family and friends in comfort and privacy.

Located just minutes from Jay Peak, you'll enjoy easy access to local restaurants, breweries, shops, spas, and outdoor recreation while still enjoying a peaceful Vermont getaway.

Whether you're planning a family vacation, couples retreat, golf weekend, hiking adventure, or foliage escape, this is the perfect place to create lasting memories.

Book your Vermont getaway today before the best summer and fall dates are gone!

Love Pond

05/31/2026

Nestled along the beautiful Trout River, Vermont's only federally designated "Wild & Scenic River", the Jay Peak Getaway offers the best of both worlds—gorgeous riverside privacy and the convenience of being within walking distance of local restaurants, cafés, spa services, shops, and village amenities.

Spend your mornings enjoying coffee by the river, afternoons exploring the scenic countryside, and evenings soaking in the hot tub or gathering around the fire pit under Vermont's star-filled skies.

Just minutes from Jay Peak Resort, you'll have easy access to world-class skiing, golf, hiking, mountain biking, the indoor waterpark, and year-round adventures, while enjoying the charm and hospitality of one of Vermont's most welcoming villages.

Whether you're planning a family vacation, couples retreat, friends' getaway, or a relaxing work-from-anywhere escape, the Jay Peak Getaway is the perfect home base for your Vermont adventure.

Book your stay today:
https://www.jaypeakskiing.com/3-bedroom-units/jay-getaway

🏡 Riverside Location
🔥 Firepit
💦 Private Hot Tub
🚶 Walk to Restaurants & Amenities
⛷ Minutes to Jay Peak Resort
🌲 Four-Season Vermont Adventure

05/27/2026

If staying in the Jay Peak area, you might want to consider a side trip to Newport and surrounding areas.

05/26/2026

This amazing property is listed by Sherwood Real Estate, a local real estate company offering a deep knowledge of the local community.

Photos and Property Details for 527 MAIN STREET, ENOSBURG, VT 05450. Get complete property information, maps, street view, schools, walk score and more. Request additional information, schedule a showing, save to your property organizer.