Holiday houses in Plymouth

Mountain Views, Hot tub, Trails, Pond, BBQ

Private Pond | Post & Beam | Nature Retreat | Hot Tub Sleeps up to 8 Welcome to your peaceful escape in the woods. This custom-built, post-and-beam home sits on 5 wooded acres with private frontage on a tranquil 6+ acre pond—perfect for nature lovers, quiet seekers, and family or friend groups looking to unwind. Highlights: * 4 bedrooms | 2.5 baths * 3 King beds & 1 Twin Bunk. All memory foam mattresses * 30-ft ceilings, reclaimed beams * Fully equipped kitchen * 75” TV, arcade, board games

~The ClubHaus~

Appreciate life at our peaceful home away from home in the Vermont Woods... Located a short drive from Killington and Okemo ski mountains, The ClubHaus is the perfect spot to unwind after enjoying four season New England activities. Breweries and great food are nearby in Woodstock, Manchester, and Dorset. Huge fireplace, hot tub, comfortable beds, and lots of thoughtful touches provided to welcome you to the ClubHaus family. Wifi, Netflix, and Disney+ included, no cable. @clubhausvt on IG

Ludlow Lake & Ski Cottage - Adventure Awaits!

Relax and unwind at our charming cottage directly on Lake Rescue in Ludlow, VT. Enjoy stunning lake views, direct access to water activities (kayaks and paddle boat included!), with close proximity to Okemo Mountain Resort (5 min), Fox Run Golf Club (5 min) and Killington Mountain Resort (15 min - Skyeship). Perfect for your family or a group of friends to take advantage of everything the area has to offer. Our cozy house offers everything you need for your relaxing (or adventurous) getaway!

Stunning Okemo Views - 3BD 3BA on 10 Private Acres

Recently constructed on ten private acres with captivating views of Okemo. Three BR, three full bath, air conditioned modern chalet, just 1.5 miles from downtown and 3 miles from Okemo’s base areas. Epic views of Okemo and surrounding mountains from every room. Cozy around the fireplace in the living room or enjoy smores outside by the firepit, or unwind on the deck. Lower level has second living room great for kids with large TV, comfy couches, Pac Man arcade, foosball and board games.

8-Acre Retreat Near Killington & Okemo, Sleeps 8

Escape to a private 8-acre retreat in Vermont's Green Mountains—just 7 min from Killington, and 15 from Okemo. This renovated home features a chef's kitchen, organic mattresses & hiking trails. Wake up to mountain views, explore pristine lakes nearby, dine at Long Trail Brewery & farm-to-table spots. Jump on the VAST trailsystem from our backyard. A classic Vermont country store sits across the street. Perfect for skiing, summer adventures & fall foliage. Your four-season basecamp awaits!

Charming pet-friendly retreat in the Vermont woods

Escape to this peaceful, pet-friendly hideaway nestled in the beautiful Vermont woods. Spend your days hiking scenic forest trails, hitting the berms on your mountain bike, walking the greens at Fox Run Golf Club, swimming and boating at Camp Plymouth State Park or simply enjoying the fresh mountain air. After a day of adventure, relax around the fire pit under the stars. Your perfect getaway awaits. 🔥 Fire pit & fireplace
🐾 Pet-friendly
⚡ Fast Wi-Fi
🥾 Near hiking & outdoor adventure

Waterfront Vermont Lake House w/ Panoramic Sauna

Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.

Mountain Home: Hot Tub & 9 Min to Skyeship Gondola

Escape to our family-friendly mountain retreat near Killington, Okemo, and Woodstock. Enjoy views, modern amenities, and a cozy atmosphere. Relax on the deck or in the hot tub. With 3 bedrooms and 2 baths, it's perfect for family getaways. Experience Vermont's beauty and adventure! NOTE: ON TOP OF CLEANING FEE FOR THE HOUSE, WE HAVE INCLUDED A FEE OF $209 TO SERVICE HOT TUB BETWEEN EACH GUEST'S USE. THIS IS TO ENSURE CLEAN WATER FOR YOU AND YOUR FAMILY/ GUESTS. THIS IS ACTUAL COST...

Alpine Reflection + Hot Tub

Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

Alpine Condo - AC & Pool - Golf & Bike

Updated 1-bedroom Whiffletree condo with stylish alpine feel—steps from Killington Resort, golf course, and access road. Thoughtfully stocked with essentials, plus a private gear locker for convenience. Relax at the onsite outdoor pool (open Memorial Day–Labor Day). Sleeps 4 with a king bed and queen pullout sofa. Portable AC unit in the living room helps keep the condo comfortable Pack & Play crib, mattress and sheets available upon request for $25 per stay. Reg #007718

The Berghüttli: Glowing Swiss Hut in the Forest

The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.

Thundersnow | Woods • Mountains • Peaceful

Ideally located just 20 minutes to Killington via Bear Mountain and Skyeship, and 10 minutes to the quieter backside of Okemo. Thundersnow is a cozy year-round cabin tucked in the Green Mountains close to Woodstock and Ludlow’s great dining . With a classic stone fireplace, game room, and inviting spaces, it’s the perfect home base for four-season adventures—whether skiing, hiking, or simply relaxing with loved ones and soaking in the peaceful surroundings.