Villa holiday rentals in Killington

4.91 out of 5 average rating, 43 reviews

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

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

4.9 out of 5 average rating, 30 reviews

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

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.

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.

4.79 out of 5 average rating, 76 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!

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!

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.

4.84 out of 5 average rating, 25 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!

4.8 out of 5 average rating, 5 reviews

Whiffletree Out Door, Pool, Tennis, Golf

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

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.

4.83 out of 5 average rating, 6 reviews

Base of Killington with Sports center, golf

Trail Creek 12, Lovely 1 bedroom close to Mountain

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.

Base of Killington with Sports center access Golf

Trail Creek 52 on the Shuttle with ski back trail

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.

4.6 out of 5 average rating, 5 reviews

Base of Killington with Sports center access Golf

Trail Creek, Lovely 2 bedroom close to Mountain

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.

4.25 out of 5 average rating, 4 reviews

Pico C103 located at the base of Pico Mountain

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.

5 out of 5 average rating, 3 reviews

Pico D305 located slope side at Pico quiet area

Pico D305 located slope side at Pico.

Popular amenities for villa rentals in Killington

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

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.

Trail Creek 11 Sports Center near Golf

5 out of 5 average rating, 3 reviews

Pico D305 located slope side at Pico quiet area

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.

4.75 out of 5 average rating, 4 reviews

Sunrise East Glade C8 Ski on Ski off

4.84 out of 5 average rating, 25 reviews

Villa with Games Room + Fitness Center Access

4.9 out of 5 average rating, 30 reviews

Villa in Winhall

Stonehouse at Stratton

Vermont Villa Near the Trails

4.79 out of 5 average rating, 76 reviews

Villa with a Fireplace Near the Trails

4.8 out of 5 average rating, 5 reviews

Whiffletree Out Door, Pool, Tennis, Golf

Villa rentals with a pool

5 out of 5 average rating, 3 reviews

Pico D305 located slope side at Pico quiet area

4.75 out of 5 average rating, 4 reviews

Sunrise East Glade C8 Ski on Ski off

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.

4.33 out of 5 average rating, 3 reviews

Sunrise Timberline I7 Ski on Ski off

4.3 out of 5 average rating, 10 reviews

Whiffletree Out Door, Pool, Tennis, Golf

Base of Killington with Sports center access Golf

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.

2.67 out of 5 average rating, 3 reviews

Whiffletree Out Door, Pool, Tennis, Golf

4.25 out of 5 average rating, 4 reviews

Pico C103 located at the base of Pico Mountain