15 Northeast Winter Getaways on Airbnb

Garrett Gardner

As the holiday season slows down and weekends finally start to open back up again, getting away for a few days can be the perfect way to treat yourself in the new year. It doesn’t need to be spring or summer to enjoy leaving town for some new scenery. Kick back, relax, have a drink by the fireplace or outdoor fire pit, and enjoy being surrounded by nature. Whether it’s a couples getaway or a big group trip with friends and family, there are so many places that can create the perfect winter vacation within a few hours of Hudson County. Read on for some of the top-rated Airbnb listings that are perfect for a northeast winter weekend getaway.

AIRE – Zen Spa Oasis Retreat | Blakeslee, PA — 10 Guests


(Photo credit: Airbnb)

Welcome to the party house of the Poconos. This 4 bed, 2.5 bath house is walking distance to the beach, has a fire pit with Adirondack seats, a wraparound porch with a BBQ grill, a sauna and indoor hot tub, a game room, a bar area, and board games for all ages. The house is close to Camelback Resort, Spoilt Rock, Mount Airy Casino, and Tanger Outlet shopping.

Coziest Creek Cabin | East Stroudsburg, PA — 8 Guests

coziest creek cabin

(Photo credit: Airbnb)

If you’ve ever dreamed of living inside of a real log cabin, then you’ve finally found the right place. This home is a true cabin in the woods, but with a luxurious interior to make your nature escape a relaxing one. The cabin sits along a creek and has a large stone fireplace inside, allowing for the perfect Pocono vacation.

Read More: Ski Slopes in the Tri-State Area to Hit this Winter

Clermont Cabin | Germantown, NY — 4 Guests

clermont cabin

(Photo credit: Airbnb)

Located in the Hudson Valley, Germantown is an easy drive from Hudson County, but feels like a whole new world. Enjoy the small town feel and beautiful surrounding nature, with easy access to nature walks in Clermont, Art Omi in Ghent; shopping in nearby Hudson or Rhinebeck; taste wine and spirits at local wineries, the distillery, and breweries only two miles from the cabin. The modern and updated cabin has exposed beams, giving it an old-world look with new-world luxury. The home comfortably sleeps 4 guests, with one king-size bed and one queen bed in 2 separate bedrooms.

Luxury Cottage with Spectacular Lake Views | Greenwood Lake, NY — 2 guests

luxury cottage with lake views

(Photo credit: Airbnb)

If you’re looking for a couples getaway that’s done in style — look no further. This newly-renovated space is equally romantic and chic, and has gorgeous views of Greenwood Lake. It’s an easy drive to Mountain Creek Ski Resort + Spa, Mt. Peter Ski + Tubing, Warwick wineries and breweries, and much more. The mid-century fireplace allows for scenic dining and lounging near the warm fire at night. This spot is perfect for any couple looking to relax and recharge.

Gorgeous Renovated Home with Mirror Lake Access | Lake Placid, NY — 12 Guests

mirror lake access home

(Photo credit: Airbnb)

Another great option for a larger group, this Airbnb offers ample space to eat, relax, and entertain family and friends with a huge renovated kitchen and dining area. The house sits across from Mirror Lake with semi-private beach access and is just over one mile from the center of town.

Berkshire Mountain Retreat with Urban Eco Luxuries | Lee, MA — 8 Guests

berkshire mountain

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A vacation with a low carbon footprint? Yes, please! This house is located between Stockbridge, Lenox, and Lee and is only a 15-minute drive to Great Barrington. Guests can easily access skiing, hiking, hear great musicians at Tanglewood, see a play at Shakespeare + Co., or just relax by the fire pit.

The Loft | Mount Pocono, PA — 6 Guests

the loft

(Photo credit: Airbnb)

This house is perfect for groups that are interested in staying in and having some fun in the house. The condo has a large pool table, a king-size bed with Bluetooth speakers, smart mirrors, and an electric fireplace. If looking to get out and explore the town, this spot is centrally located to ski mountains and shopping.

Cozy Cabin Minutes from Sugarbush | Northfield, VT — 7 Guests

cozy cabin sugarbush

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This cozy rustic cabin is conveniently located 25 minutes from Sugarbush, The Mad River Valley, and 10 minutes from Norwich University. Enjoy the mountain views in a warm and rustic country setting. Work hard, play hard, and relax hard.

Mid-Century Glass Octagon Chalet in the Berkshires | Otis, MA — 4 Guests

octagon chalet berkshires

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Do the Berkshires in style and stay in a chic octagonal mid-century gem. Enjoy unobstructed views while surrounded by floor-to-ceiling windows in complete privacy. There is a large deck off the back with a grill and outdoor dining and seating with a propane fire pit.

The Green Cottage at Camp Pocono Pines | Pocono Pines, PA — 4 Guests

camp pocono pines

(Photo credit: Airbnb)

This adorable cottage is nestled in the heart of the Pocono Mountains in Camp Pocono Pines, a renovated vintage camp property featuring six unique cottages with all the nostalgic camp vibes. This 1-bedroom, 1-bathroom cabin is perfect for couples looking for a fun, relaxing Pocono getaway. The camp has been a gathering place for friends and family for over 100 years. The cottage has a full kitchen, dining area, living room, sunroom, and a queen size bed. If skiing is on your itinerary, Camelback, Jack Frost, and Big Boulder ski resorts are all within 20 minutes of the camp.

Cozy Cabin with a Stream | Saint Johnsbury, VT — 6 Guests

cozy cabin with stream

(Photo credit: Airbnb)

This unique cabin in the woods has been recently remodeled and is the perfect private getaway for up to six people. The floor-to-ceiling windows allow for peak scenery while in the warmth of the cabin, and the decor is cute and vintage. While the cabin feels remote and secluded, it is actually only 10 minutes from town. The kitchen is stocked for cooking and the host has been known to have wine available.

Lovely Apartment Attached to Irish Pub | Thornton, NH — 6 Guests

apartment attached to irish pub

(Photo credit: Airbnb)

This is perfect for anyone who has ever dreaded walking home from the pub after a night out. This adorable apartment is attached to JL Sullivan’s Irish Pub, nestled in the White Mountain National Forest. The loft is also a quick 15-minute drive to the White Mountain ski resort.

Relaxing Cottage in the Catskills | West Shokan, NY — 4 Guests

relaxing cottage catskills

(Photo credit: Airbnb)

This quaint 1000-square-foot cottage is located on a beautiful 7-acre property in the Catskills. The sliding glass doors open to a deck facing the backyard, which is equipped with a gas and charcoal grill and a large dining table. The fire pit outside adds extra warmth for cooler temps. There’s also a record player to set the vibe and get the relaxation started.

See More: Bring Your Pup to These Winter Escapes Within 2 Hours of Montclair

The Wilmington House | Wilmington, NY — 12 Guests

the wilmington house

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This gorgeous, sun-kissed waterfront house can accommodate a large group, or provide a large amount of extra space for a medium-sized group. Guests will arrive at a grand entrance that leads to an interior with custom Adirondack decor throughout and a bright and sunny open floor plan, perfect for gatherings. There is a great room with a large comfy sectional sofa and a wall of windows, a dining room with a king’s table large enough to seat everyone in your group, and the kitchen with breakfast bar and stools is fully applianced for making meals to dine at home.

The Cabin Ski House | Windham, NY — 4 Guests

the cabin ski house

(Photo credit: Airbnb)

This 2 bed, 1 bath wood cabin was built in the 1930s and has been recently renovated. The giant windows offer a gorgeous view of the surrounding nature. It’s located in Maplecrest, a small hamlet in Windham, NY. It’s less than three hours away from Hudson County, and is located only ten minutes from Hunter Mountain and Windham Ski Mountain. Whether skiing or just relaxing in this nature-filled escape, this house has everything you need. There’s a record player, board games, books, and an internet-enabled TV.

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