Villa holiday rentals in Woodstock

Private Wing of largest Colonial Mansion in US

Built in 1902 and comprehensively renovated in late 2016, the Windsor Mansion is an incredibly well preserved example of Colonial Revival Architecture. Filled with elegance & history, Three US Presidents have slept here. Our 17 Rooms/Suites are individually decorated each with private bathroom & free wireless internet. Set on 14 acres with a tiered terrace offering spectacular views & a custom fire pit. Lots to see in area including Saint-Gaudens Nat'l Park, Quechee Falls, Dartmouth College, etc

Central/Beautiful Landmark House/a Family Getaway!

Immerse in the natural beauty and rich history of Burlington VT at LMH. Built in 1869, this centrally-located beautiful historic home, listed on the National Register of Historic Places, invites you to explore Lake Champlain Waterfront Park, Church St. Marketplace, Pine St. Farmer's Market, the art district, local cafes/breweries, and nearby UVM. Unwind by the wood-burning fireplace or on the side porch. Little Maple House combines historic elegance with modern comfort for an unforgettable stay.

Year-Round Luxury Villa @ Trapp & Stowe

Enjoy stunning mountain views, elevated design inspired by the mountain setting, along with year-round outdoor activities. Let the Villa serve as home base while you partake in the wonders of Trapp Family Lodge, Stowe Mountain Resort, the town of Stowe and the broader Green Mountains and Burlington. With a king bed suite, bonus room (2 sleeper sofas), 2 full bathrooms, and fantastic extras including a fireplace, jacuzzi tub, deck and more, you are in for a getaway you're not going to forget!

Beautiful 5 Bedroom Villa with Amazing Views

Come and enjoy this spacious 5 bedroom, 5 bathrooms Villa with lots of natural light and lovely views. You will relax the moment you arrive. You can enjoy the private hot tub, sauna, kitchen loaded with amenities, fire place, fire pit, and large deck with BBQ. This Villa has a great location just off Mountain Road with easy access to Stowe Recreation Path, Mountain Bike Trail Network, cross-country ski trails, local breweries and restaurants. Less than 10 minutes from Mt. Mansfield Base.

4th of July Week at Trapp Family Lodge & Resort

This 4th of July, enjoy our home away from home in the beautiful Green Mountains of Vermont at Trapp Family Lodge! Bring the whole family to this great place with lots of room for fun. The resort blends “A Little of Austria, a Lot of Vermont” on 2,600-acres offering four seasons of fun indoor/outdoor activities. Villa includes: Master bedroom with king bed and en-suite Guest bedroom with two queen beds Lock-off suite features private entrance, king bed Screened-in porch Attached garage ++++

World-Class Villa @ Trapp & Stowe

Here comes an unforgettable trip that will captivate, inspire, and leave you with wonderful lasting memories! The Villa offers stunning mountain views, high-end and elevated design inspired by the mountain setting, top quality finishes, along with abundant opportunities for year-round activities and adventure. Free access to all resort amenities: pool, fitness center, hot tub, tennis and pickle ball courts, hiking trails, yoga, and more! Stowe skiing and charming downtown at your fingertips.

Cool Mountain House with Lake Access

The house is in a private forest in the White Mountains. Visitors have access to the Mountain Lakes facilities. Kancamagus Scenery Byway, Groton Lake, and Loon are nearby. Well equipped kitchen and a outdoor gas BBQ make gourmet cooking joyful. There are 2 bedrooms upstairs with a Queen bed, and 3 twin beds, and a full bath. A powder room, washer and dryer are provided. HDTV, WIFI/ land-line phone are available. Bring flea spray and a compass, be careful with animals in the woods.

Luxury vacation villa on a private resort in Stowe

Wake up to silence and stunning scenery. With expansive views across the valley, this stunning villa offers unparalleled elegance and comfort in a tucked away, tranquil 61 acres of The Trapp Family Lodge resort in Stowe. Equipped to the highest standard, every vacation luxury is catered for. An extensive network of world class cross-country ski and snowshoe trails are accessible directly from the front door and Stowe mountain resort for alpine ski and snowboarding is but a 15 minute drive.

Stonehouse at Stratton

Create cherished memories in this unique, family-friendly haven. Designed for entertainment, enjoy a wet bar, pool table, ping pong, darts, and more. Heated floors and Bluetooth sound systems add luxury. Each bedroom has a private bath. The expansive kitchen accommodates the entire family, and a fireplace invites warmth after skiing or boarding. Revel in privacy on 4 acres, with a 2-car heated garage. Only minutes from Stratton, this home offers comfort and leisure in every detail.

Huge Stunning Mt Snow Villa Jacuzzi/Hot Tub/GameRm

Welcome to Mt Snow Villas!, Your ultimate mountain experience at Mount Snow. This stunning duplex villa offers a harmonious blend of luxury, comfort, and convenience, making it the perfect choice for large groups, family gatherings, or anyone seeking an unforgettable escape to the mountains. With the indulgence of a Jacuzzi, hot tub, and sauna, your stay promises both relaxation and rejuvenation. ASK US ABOUT RENTING ALL 6 VILLAS AND HOSTING UP TO 60 PEOPLE FOR YOUR NEXT PARTY!

Spacious Adirondacks Retreat • 6BR, Heated Pool

Spacious 6-bedroom Adirondacks retreat for up to 14 guests, perfect for families or friends. Enjoy a large heated pool (35 x 20 feet), multiple indoor living spaces (TV lounge, billiard room, reading room, fireplace lounge), a fully equipped kitchen, gym, and beautiful works of art. Outdoor terrace offers areas to dine, relax, and soak up the nature. Ideal for summer, spring, or autumn retreats, near Lake Champlain Less than 10 minutes to the Essex ferry to Burlington .

14-Acre Retreat-Ready Estate Near Ski Resort,

Escape to your private 14-acre mountain estate near Crotched Ski Resort. Retreat-ready with a 400 sq ft training hall & 300 sq ft tea room—ideal for wellness retreats, group stays & family gatherings. This 5-bedroom home features full kitchen and baths, with sunset views, forest trails, and total privacy. In summer, an additional room expands capacity. A rare blend of nature and comfort—30 minutes to Peterborough & Milford.