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Villa holiday rentals in Wilton

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Top-rated villa rentals in Wilton

Guests agree: these villas are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of a turn-of-the-century home is depicted, featuring a textured white facade and multiple arched entryways. A shaded porch is accentuated by hanging lights and comfortable seating, while lush greenery surrounds the property, providing a serene and inviting atmosphere.
Villa in Bolton
4.93 out of 5 average rating, 72 reviews

100 yrs old 2024! Historic Musician's Villa Bolton

This truly intriguing turn-of-the century home transports guests to the inspiring mood & enduring character of the great & gracious. Built by a legendary musician’s family w/focus on elegant entertaining, this 100 yr old home is ready for guests after 3 yrs of restoration. Remaining true to original form, guests find showpiece architectural acoustics in great room, elevated framework throughout w/timeless archways, dramatic stairway w/ornate balustrade, romantic rounded walls, relaxing patios.

Villa in Queensbury
5 out of 5 average rating, 4 reviews

Snow sports central

2 Bedroom,s sleep 4, Walk to Coffee Shop, Breakfast, locations, Restaurants, Grocery Market, medical. West Mountain Ski Area 5 miles away. Summer activities there . Bike path to lake George accessibility from house. 2 car secure garage . 6 person Hot Tub on outdoor porch, with 43” TV. 63’ TV in Living , Room, Sonos Theatre sound system 43” TV’s in Bed Rooms . WiFi/internet/cable Outdoor gas grill Breakfast Nook 65" Outdoor TV and seating area All amenities For a vacation stay. No Garage

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
4.89 out of 5 average rating, 28 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.

Guest favourite
An aerial view captures the spacious villa surrounded by vibrant autumn foliage and rolling hills. The property features a pool nestled among trees, with expansive lawns and a gravel driveway leading up to the home, offering a serene retreat in nature.
Villa in Pownal
4.94 out of 5 average rating, 90 reviews

Vermont Vacation Villa—Grapevine Getaway

Nestled in the stunning natural beauty of Vermont, this striking villa offers the perfect escape from the hustle and bustle of everyday life. Surrounded by rolling hills, and picturesque countryside, this home is a paradise. Whether exploring the area's cultural institutions, immersing yourself in the natural beauty of Vermont, or relaxing and unwinding with family and friends, this vacation home is the perfect retreat. Experience the magic of this beautiful area for yourself!

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
4.81 out of 5 average rating, 21 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
Private room in Troy
5 out of 5 average rating, 20 reviews

Warm & Elegant Suite/Free parking spaces

Cozy Private Suite in Troy, You will have exclusive use of one bedroom and one living room. Enjoy fast Wi-Fi, heating/AC, coffee corner, and free parking. Only 8 min to Downtown Troy, and 12 min to Albany. No smoking, no parties.

Private room in Diamond Point
New place to stay

The Villas on Lake George - Villa Suite

Villa Suites (sleeps 1-6) One bedroom w/ bed, second berdroom w/2 Queen beds Full bath, kitchen, dining area, livingroom w/sofa bed all linens, kitchen ware included.

Superhost
A living area features a large sectional sofa facing a stone fireplace with a wooden mount displaying the Killington logo. A television is positioned above a console, while a large window offers views of the outdoors. Natural light brightens the room.
Villa in Killington
4.8 out of 5 average rating, 5 reviews

Whiffletree base of Killington outdoor pool

Whiffletree F6 is on the shuttle bus route with a ski back trail

A graceful seating area features an elegant couch adorned with a decorative cushion, complemented by a rich yellow table covering. A potted orchid and other greenery are positioned near the window, which is draped with light, flowing curtains. A decorative rug adds warmth to the space.
Villa in Ames

Hands Down

Make some memories at this unique and family-friendly place.

Superhost
A comfortable living area features a gray sectional sofa and a pull-out sofa bed, positioned beside a circular coffee table. Large windows with sheer curtains allow natural light into the space, while a wooden ceiling adds warmth. A small fireplace and bear-themed wall art enhance the ambiance.
Villa in Killington
4.83 out of 5 average rating, 6 reviews

Base of Killington with Sports center access

Trail Creek 12, Lovely 1 bedroom close to Mountain

Superhost
A comfortable living area is featured, showcasing a soft beige couch and a light gray armchair positioned around a wooden coffee table. Natural light filters through large windows, highlighting the wooden ceiling and creating a cozy ambiance.
Villa in Killington
4.6 out of 5 average rating, 5 reviews

Base of Killington with Sports center access

Trail Creek, Lovely 2 bedroom close to Mountain

Superhost
A spacious living area features comfortable seating arrangements, including a patterned armchair and a large sofa. Natural light fills the room through large windows, with drapes that complement the decor. A rustic coffee table and side tables accompany a welcoming fireplace, enhancing a cozy ambiance.
Villa in Rutland
4.25 out of 5 average rating, 4 reviews

Pico C103 located at the base of Pico Mountain

Pico C103 located at the base of Pico Mountain

Popular amenities for villa rentals in Wilton

KitchenWifiPoolFree parking on premisesAir conditioning

Private villa rentals

Superhost
A spacious living area features a colorful floral sofa alongside two brown leather chairs. A wooden coffee table sits in front of the seating. A wood-burning fireplace is located against a textured wall, with vintage skis displayed above it. Large windows allow natural light to enter.
Villa in Killington

Trail Creek 11 is on a ski home trail

Superhost
The living area features a comfortable blue sofa paired with a cozy armchair, illuminated by warm table lamps. A wooden coffee table sits at the center, and large windows with blue drapes provide a view of the surrounding landscape, creating a welcoming atmosphere.
Villa in Rutland
5 out of 5 average rating, 3 reviews

Pico D305 located slope side at Pico quiet area

Superhost
A cozy living area is enhanced by a large brick fireplace. Two plaid sofas face each other, complemented by a wooden coffee table in the center. A large window allows natural light to fill the space, framed by blue curtains and adorned with seasonal decor.
Villa in Killington
4.75 out of 5 average rating, 4 reviews

Sunrise East Glade C8 Ski on Ski off

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
4.81 out of 5 average rating, 21 reviews

Large Updated Mt Snow Villa Jacuzzi/Hot Tub/GameRm

Guest favourite
An aerial view captures the spacious villa surrounded by vibrant autumn foliage and rolling hills. The property features a pool nestled among trees, with expansive lawns and a gravel driveway leading up to the home, offering a serene retreat in nature.
Villa in Pownal
4.94 out of 5 average rating, 90 reviews

Vermont Vacation Villa—Grapevine Getaway

Guest favourite
The exterior of a turn-of-the-century home is depicted, featuring a textured white facade and multiple arched entryways. A shaded porch is accentuated by hanging lights and comfortable seating, while lush greenery surrounds the property, providing a serene and inviting atmosphere.
Villa in Bolton
4.93 out of 5 average rating, 72 reviews

100 yrs old 2024! Historic Musician's Villa Bolton

Superhost
A spacious living area features comfortable seating arrangements, including a patterned armchair and a large sofa. Natural light fills the room through large windows, with drapes that complement the decor. A rustic coffee table and side tables accompany a welcoming fireplace, enhancing a cozy ambiance.
Villa in Rutland
4.25 out of 5 average rating, 4 reviews

Pico C103 located at the base of Pico Mountain

Superhost
A living area features a large sectional sofa facing a stone fireplace with a wooden mount displaying the Killington logo. A television is positioned above a console, while a large window offers views of the outdoors. Natural light brightens the room.
Villa in Killington
4.8 out of 5 average rating, 5 reviews

Whiffletree base of Killington outdoor pool

Luxury villa rentals

A graceful seating area features an elegant couch adorned with a decorative cushion, complemented by a rich yellow table covering. A potted orchid and other greenery are positioned near the window, which is draped with light, flowing curtains. A decorative rug adds warmth to the space.
Villa in Ames

Hands Down

Superhost
A cozy living area is accented by wooden paneling and a gas fireplace. Two comfortable chairs are positioned with cushions, while a sofa and a wooden side table complement the seating arrangement. Natural light enters through sliding glass doors, revealing a view of the outdoors.
Villa in Killington
2.67 out of 5 average rating, 3 reviews

Whiffletree base of Killington outdoor pool

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
4.81 out of 5 average rating, 21 reviews

Large Updated Mt Snow Villa Jacuzzi/Hot Tub/GameRm

Guest favourite
An aerial view captures the spacious villa surrounded by vibrant autumn foliage and rolling hills. The property features a pool nestled among trees, with expansive lawns and a gravel driveway leading up to the home, offering a serene retreat in nature.
Villa in Pownal
4.94 out of 5 average rating, 90 reviews

Vermont Vacation Villa—Grapevine Getaway

Guest favourite
The exterior of a turn-of-the-century home is depicted, featuring a textured white facade and multiple arched entryways. A shaded porch is accentuated by hanging lights and comfortable seating, while lush greenery surrounds the property, providing a serene and inviting atmosphere.
Villa in Bolton
4.93 out of 5 average rating, 72 reviews

100 yrs old 2024! Historic Musician's Villa Bolton

Superhost
Villa in Killington
4.3 out of 5 average rating, 10 reviews

Whiffletree base of Killington outdoor pool

Villa rentals with a pool

Superhost
The living area features a comfortable blue sofa paired with a cozy armchair, illuminated by warm table lamps. A wooden coffee table sits at the center, and large windows with blue drapes provide a view of the surrounding landscape, creating a welcoming atmosphere.
Villa in Rutland
5 out of 5 average rating, 3 reviews

Pico D305 located slope side at Pico quiet area

Superhost
A cozy living area is enhanced by a large brick fireplace. Two plaid sofas face each other, complemented by a wooden coffee table in the center. A large window allows natural light to fill the space, framed by blue curtains and adorned with seasonal decor.
Villa in Killington
4.75 out of 5 average rating, 4 reviews

Sunrise East Glade C8 Ski on Ski off

Superhost
A comfortable living area is furnished with a spacious sofa and a wooden coffee table. Natural light floods the room through large windows, providing views of the outdoors. Artwork is displayed on the walls, while a lamp adds subtle illumination beside the seating.
Villa in Killington
4.33 out of 5 average rating, 3 reviews

Sunrise Timberline I7 Ski on Ski off

Superhost
Villa in Killington
4.3 out of 5 average rating, 10 reviews

Whiffletree base of Killington outdoor pool

Superhost
A spacious living area is centered around a stone fireplace, complemented by a wooden ceiling. Two armchairs and a sofa provide comfortable seating, while a coffee table occupies the center. Natural light enters through a large window, offering a view of the outdoors.
Villa in Killington

Base of Killington with Sports center access

Superhost
The exterior view showcases an inviting multi-unit building with a unique architectural design. Angled roofs and large windows create an airy feel, while well-kept landscaping and gravel pathways enhance the property’s natural setting.
Villa in Killington

Whiffletree base of Killington outdoor pool

Private room in Diamond Point
New place to stay

The Villas on Lake George - Villa Suite

Superhost
A cozy living area is accented by wooden paneling and a gas fireplace. Two comfortable chairs are positioned with cushions, while a sofa and a wooden side table complement the seating arrangement. Natural light enters through sliding glass doors, revealing a view of the outdoors.
Villa in Killington
2.67 out of 5 average rating, 3 reviews

Whiffletree base of Killington outdoor pool

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