Villa holiday rentals in Woodstock

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Top-rated villa rentals in Woodstock

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Guest favourite

The Windsor Mansion is positioned at the top of a hillside, surrounded by a lush landscape of trees in various shades of green and hints of autumn colors. The elegant white of the mansion’s exterior contrasts with the natural setting, creating a striking visual.

Private room in Windsor

4.91 out of 5 average rating, 43 reviews

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

Superhost

An aerial view captures the oak house nestled within a vibrant forest. Surrounding trees exhibit a variety of fall colors, while a circular fire pit is visible in the backyard, providing a centerpiece for outdoor gatherings. Adjacent covered areas are also visible.

Villa in Bath

4.58 out of 5 average rating, 31 reviews

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.

Guest favourite

A spacious entertainment area is featured, showcasing a wet bar and a pool table, with comfortable seating arranged around the space. Large windows allow natural light to fill the room, while a television is mounted on the wall. A dining table is visible in the corner.

Villa in Winhall

4.9 out of 5 average rating, 30 reviews

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.

An outdoor terrace features a spacious dining table with a wicker centerpiece. A comfortable seating area is arranged nearby. The heated pool is visible in the background, surrounded by green lawns and trees, while a glimpse of the American flag flutters in the breeze.

Villa in Willsboro

4.67 out of 5 average rating, 33 reviews

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 .

Guest favourite

A spacious dining area features a large wooden table set for eight, complemented by modern gray chairs. Large windows offer views of the wooded surroundings, while a spiral staircase leads to an upper level. A cozy living area is visible in the background.

Villa in Dover

4.82 out of 5 average rating, 22 reviews

Large Updated Mt Snow Villa Jacuzzi/Hot Tub/GameRm

Relax at Mt Snow Villas!! Welcome to our gorgeous mountain villa duplex nestled in the heart of breathtaking West Dover just 1/2 mile from Mount Snow! If you're seeking a peaceful escape from the hustle and bustle of everyday life, this spacious villa offers a perfect blend of warmth, elegance and modern comfort, making it the ideal getaway for couples, families, or groups of friends.

Guest favourite

A modern ceiling fan with five black blades is centered above a spacious living area, featuring two large skylights that allow natural light to fill the room. Tall windows frame the outside view, bringing the beauty of the outdoors inside.

Villa in Warren

5 out of 5 average rating, 33 reviews

Cozy, Comfy & Sunny Renovated Sugarbush Condo

You'll love this sunny stand alone condo/villa with it's proximity to Sugarbush Ski Resort. A short walk to access trails to the lifts and ski home! Located adjacent to the mountain, you'll enjoy this renovated and updated two level space. All new fully equipped kitchen, baths, hardwood floors and Rinnai heater. Outdoor ski locker for all your gear.

A game room is highlighted by a foosball table and several pool tables. Green pendant lights hang above the pool tables, providing illumination. The floor features wood-like flooring, enhancing the spacious feel of the area. Walls are painted in neutral tones, contributing to a relaxed atmosphere.

Villa in Brownsville

4.79 out of 5 average rating, 75 reviews

Villa with a Fireplace Near the Trails

Dreaming of a cozy villa with a fireplace? You'll be able to enjoy panoramic views from the top of Mt. Ascutney State Park right outside your door when you stay in this fantastic location. With an awesome fitness centre, a restaurant, and more on-site, you'll have access to a number of great amenities!

Villa in Brownsville

4.8 out of 5 average rating, 10 reviews

Villa Near Biking and Hiking Trails

This villa is perfect for your group! Enjoy stunning views from the top of Mt. Ascutney State Park right outside your door when you stay in this fantastic location. With an awesome fitness centre, a restaurant, and more on-site, you'll have access to a number of great amenities!

Villa in Brownsville

4.67 out of 5 average rating, 3 reviews

Vermont Villa Near the Trails

You'll be able to enjoy panoramic views from the top of Mt. Ascutney State Park right outside your door when you stay in this fantastic location. With an awesome fitness centre, a restaurant, and more on-site, you'll have access to a number of great amenities!

The exterior of the resort is set amidst landscaped greenery and natural stone features. A spacious parking area is visible, with modern architecture showcasing a welcoming entrance. The backdrop includes the mountains and a partly cloudy sky, enhancing the natural setting.

Villa in Brownsville

4.83 out of 5 average rating, 24 reviews

Villa with Games Room + Fitness Center Access

Enjoy stunning views from the top of Mt. Ascutney State Park right outside your door when you stay in this fantastic location. With an awesome fitness centre, a restaurant, and more on-site, you'll have access to a number of great amenities!