An 1880 Vermont cottage right in Montgomery Center—small-town charm outside your front door.
Cozy up by the gas stove after a day exploring the Northeast Kingdom.
Comfortable, inviting bedrooms make it easy to recharge after a full day exploring.
A fully equipped kitchen makes it easy to cook, gather, and settle in for a few days.
Seasonal Barn Lounge — your own rustic gathering space for coffee, games, and relaxing after a day of exploring.

Cottage on the Common

3 bedrooms·2 baths

$473.85 USD total for 3 nights

Nov 9 – 12, 2026

Dutch Hollow Hideaway
Dutch Hollow Hideaway
Dutch Hollow Hideaway
Dutch Hollow Hideaway
Dutch Hollow Hideaway

Dutch Hollow Hideaway

2 bedrooms·1½ baths

$596.70 USD total for 3 nights

Nov 11 – 14, 2026

Cozy up in the spacious living room, where floor-to-ceiling windows frame beautiful mountain views and a wood-burning fireplace creates the perfect Vermont atmosphere.
Private three-level chalet tucked into the Alpine Haven community, just 10 minutes from Jay Peak Resort.
Bright and welcoming, this main-floor bedroom offers plenty of natural light, bedside lamps, and a spacious closet to make yourself at home.
A fully stocked kitchen with everything you need to prepare your favorite meals, whether it's a quick breakfast before hitting the slopes or a cozy dinner at home.
Unwind in the spacious soaking tub after a day on the slopes, or refresh in the separate walk-in shower. This second-floor bathroom offers the best of both worlds.

Peak & Pine 10 minutes to Jay Peak + Fireplace

5 bedrooms·2 baths

$733.59 USD total for 3 nights

Nov 9 – 12, 2026

Simple Cottage
Simple Cottage
Bedroom #1 with queen memory foam mattress
Simple Cottage
Brand new outdoor shower plumbed with hot and cold water. Available May - early October.

Simple Cottage

2 bedrooms·1 bath

$906.75 USD total for 3 nights

Nov 15 – 18, 2026

@dirtandglass
Thoughtfully designed living space with comfortable seating and everything you need to unwind. @dirtandglass
Coffee lovers, this one's for you! Choose between a French press or Chemex, with complimentary coffee, tea, and a kettle for your morning ritual.
A comfortable place to recharge after a day of hiking, skiing, or exploring.
A peaceful space to disconnect and recharge, featuring an oversized bean bag chair, books, and yoga mats. @dirtandglass

Simple Haven-Tiny Home-Hiking, Swimming, VASA

1 bedroom·1 bath

$479.70 USD total for 3 nights

Nov 9 – 12, 2026

Tucked away on a quiet dirt road in West Glover, Trail’s End offers mountain views, peaceful surroundings, and plenty of privacy.@dirtandglass
Cozy up in the inviting living room with comfortable seating and views of the surrounding Vermont landscape. The woodstove adds classic cabin character but is not available for guest use.
A peaceful queen bedroom designed for restful nights after days spent hiking, skiing, swimming, or exploring the Northeast Kingdom.
Gather around the dining table for four and enjoy beautiful mountain views while sharing a meal. Conveniently situated between the kitchen and living room, this open-concept space makes dining and relaxing feel effortless.
Feel right at home in this fully equipped kitchen, featuring an induction stovetop, oven, microwave, dishwasher, and refrigerator. Everything you need to prepare your favorite meals during your Vermont getaway!@dirtandglass

Trail’s End | Winter Escape Near 4 Resorts

2 bedrooms·2 baths

$744.12 USD total for 3 nights

Nov 15 – 18, 2026