There are 2 things you can do this time of year; escape the cold with a sunny, beach vacation or lean into the season and get snowed in with a cozy winter getaway. We’ve put together some rentals that have us dreaming of the latter. Think—soft clothes, steamy mugs, crackling fires, and falling snowflakes. Let’s go!
The Cozy Cuyuna Cove Cabins – Crosby, MN

These husband and wife-owned cabins have everything that a dreamy winter escape should have. Located right on the Cuyuna Mountain Bike trail and just a couple blocks away from Main Street, you can adventure in the great outdoors while not being completely remote and off the beaten path. Take in the snowy sights from the large windows and fight off the chill with their redwood sauna. We know this spot is sure to cure those winter blues. Click here to see more.


Modern Treetop Shipping Container – Dundee, OH

Relax and unplug amidst the trees at The Box. This rental is a modern-designed shipping container that has a queen bed, full bath, and kitchenette. Featuring huge windows that overlook the treetops, it’s the perfect place to curl up with a book and enjoy the peace and quiet of winter. Located in a rural area, the wifi is limited so be ready to turn off your phone and fully relax. Stay at The Box here.


Mid-Century A-Frame in the Poconos – Hamlin, PA

This mid-century dream is nestled into the snowy trees of the Pocono Mountains of northeastern Pennsylvania and just 2 hours from New York City. Located within a gated community, the featured amenities are top-notch. Like, “2 lakes, ski hill with lift, sauna, art center, and gym” top-notch. This amazing A-Frame boasts a full chef’s kitchen, 3 bedrooms, 2 bathrooms, and the most incredible bathtub with a view. Make yourself a cup of coffee with the Nespresso machine and take a soak while the snow falls. Book the A-Frame here.


The Snowy Stone Abode – Sandgate, VT

“The best possible combination between the postcard-perfect cliffside suites of Santorini and a hobbit house.” – Boston Magazine. This truly one-of-a-kind rental is located in Sandgate, Vermont, just 25 minutes from Manchester and Bennington, VT. Let the snow pile up outside while you’re cozied up next to the stove. This stay is truly like staying in your very own snow fort. Explore the Stone Abode here!


Guest House of the Adirondacks – Speculator, NY

Welcome to your picturesque winter getaway. Located just 1 mile from the Oak Mountain Ski Center and 39 miles to Core Mountain Ski Center, this rental is perfect for the whole family. Enjoy access to the Adirondack hiking trails and walking distance to the small village of Speculator (which has a population of just 400). After all of that winter adventuring, warm up around the backyard fire pit or enjoy a cup of tea in the four-seasons porch. Book a getaway at the Guest House!


Winter on the Shire – Kenoza Lake, NY

These unique hobbit homes are located on a vast 97-acre farm in the Catskill Mountains with rolling hills, 4 large ponds, and trails through snowy woods—this rental will make you feel like you’re in a winter wonderland. And if that doesn’t sound perfect enough, the property also features a wood-fired hot tub and sauna! Experience the best of winter while you’re cuddled up in your own peaceful hobbit home. Stay in Kenoza Lake, NY!


