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Villa vacation rentals in Rutland County

Find and book unique villas on Airbnb

Top-rated villa rentals in Rutland County

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

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A comfortable living space features two armchairs and a spacious sofa, arranged around a central coffee table. Natural light pours in through large windows adorned with soft drapes, and a cozy wood-burning fireplace is framed by a wooden mantel.
Villa in Killington

Base of Killington with Sports center access Golf

Trail Creek 43 includes 2 Free Day Passes to Killington Rec Center Pool. ( diving board available) EXCEPTIONAL LOCATION ON SKI BACK TRAIL AND SHUTTLE TO MOUNTAIN, SPORTS CENTER WITH POOL, JACUZZI, GYM EQUIPMENT, POOL TABLE AND GAMES.

LocationAccuracy

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 G1 Outdoor, Pool, Tennis, Golf

Whiffletree G1 Close to mountain biking and winter tubing park for a great afternoon of family fun. Great location with shuttle bus to base lodges and ski home trail. Outdoor summer pool, tennis court, playgroung and barbecue grill.

ValueSleep qualityWifi

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

SUNRISE CHAIR PROVIDES SKI TO/FROM TO KILLINGTON TRAILS. EXCEPTIONAL SPORTS CENTER WITH FULL GYM, WINTER INDOOR POOL AND HOT TUB, SUMMER OUTDOOR POOL AND BARBECUE GRILL. Hiking and snowshoe/cross country trails.

LocationCheck-inComfort

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

SUNRISE CHAIR PROVIDES SKI TO/FROM TO KILLINGTON TRAILS. EXCEPTIONAL SPORTS CENTER WITH FULL GYM, WINTER INDOOR POOL AND HOT TUB, SUMMER OUTDOOR POOL AND BARBECUE GRILL. Hiking and snowshoe/cross country trails.

LocationComfortHospitality

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

Whiffletree Outdoor, Pool, Tennis, Golf

Whiffletree C2 has been totally renovated and looks great. Great location with shuttle bus to base lodges and ski home trail. Outdoor summer pool, tennis court, playgroung and barbecue grill.

FamilyValueAmenities

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
5.0 out of 5 average rating, 3 reviews

Pico D305 located slope side at Pico quiet area

SKI IN/OUT Conveniently located at the base of Pico. Access to the Pico Fitness Center and lane pool. Close to Killington Road and Rutland. Next to Appalachian Trail.

LocationAccuracySleep quality

Villa in Rutland

Pico F305 slope side Pool, Gym & Sauna

SKI IN/OUT Conveniently located at the base of Pico. Access to the Pico Fitness Center and lane pool. Close to Killington Road and Rutland. Next to Appalachian Trail.

LocationHospitality

Guest favorite
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, golf

EXCEPTIONAL LOCATION ON SKI BACK TRAIL AND SHUTTLE TO MOUNTAIN, SPORTS CENTER WITH POOL, JACUZZI, GYM EQUIPMENT, POOL TABLE AND GAMES.

LocationValueAccess

A spacious living area is highlighted by large windows allowing natural light to fill the space. Comfortable dark sofas are arranged around a rustic coffee table in front of a fireplace. A staircase leads to an upper level, enhancing the open feel of the room.
Villa in Killington
4.69 out of 5 average rating, 13 reviews

Base of Killington with Sports center access Golf

EXCEPTIONAL LOCATION ON SKI BACK TRAIL AND SHUTTLE TO MOUNTAIN, SPORTS CENTER WITH POOL, JACUZZI, GYM EQUIPMENT, POOL TABLE AND GAMES.

FamilyLocationSleep quality

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
4.67 out of 5 average rating, 3 reviews

Base of Killington with Sports center access Golf

EXCEPTIONAL LOCATION ON SKI BACK TRAIL AND SHUTTLE TO MOUNTAIN, SPORTS CENTER WITH POOL, JACUZZI, GYM EQUIPMENT, POOL TABLE AND GAMES.

LocationCleanlinessBathroom

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 Golf

EXCEPTIONAL LOCATION ON SKI BACK TRAIL AND SHUTTLE TO MOUNTAIN, SPORTS CENTER WITH POOL, JACUZZI, GYM EQUIPMENT, POOL TABLE AND GAMES.

ValueLocationCheck-in

A comfortable living area is featured, showcasing a spacious sofa and an armchair. A wooden coffee table sits at the center, with a TV mounted on the wall opposite. Natural light streams in through a window, complemented by warm lighting from wall sconces.
Villa in Killington

Base of Killington with Sports center access Golf

EXCEPTIONAL LOCATION ON SKI BACK TRAIL AND SHUTTLE TO MOUNTAIN, SPORTS CENTER WITH POOL, JACUZZI, GYM EQUIPMENT, POOL TABLE AND GAMES.

LocationCleanlinessHospitality

Popular amenities for Rutland County villa rentals

KitchenWifiPoolFree parking on premises

Private villa rentals

Guest favorite
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, golf

FamilyLocationHospitality

A spacious living area is highlighted by large windows allowing natural light to fill the space. Comfortable dark sofas are arranged around a rustic coffee table in front of a fireplace. A staircase leads to an upper level, enhancing the open feel of the room.
Villa in Killington
4.69 out of 5 average rating, 13 reviews

Base of Killington with Sports center access Golf

FamilyLocationWalkability

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
5.0 out of 5 average rating, 3 reviews

Pico D305 located slope side at Pico quiet area

LocationComfortSkiing

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 F6 Outdoor, Pool, Tennis, Golf

SkiingGetting aroundCleanliness

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

LocationCheck-inComfort

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
4.67 out of 5 average rating, 3 reviews

Base of Killington with Sports center access Golf

LocationBathroomComfort

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 Golf

LocationValueIndoor spaces

A comfortable living area is featured, showcasing a spacious sofa and an armchair. A wooden coffee table sits at the center, with a TV mounted on the wall opposite. Natural light streams in through a window, complemented by warm lighting from wall sconces.
Villa in Killington

Base of Killington with Sports center access Golf

LocationCleanlinessHospitality

Luxury villa rentals

A spacious living area is highlighted by large windows allowing natural light to fill the space. Comfortable dark sofas are arranged around a rustic coffee table in front of a fireplace. A staircase leads to an upper level, enhancing the open feel of the room.
Villa in Killington
4.69 out of 5 average rating, 13 reviews

Base of Killington with Sports center access Golf

FamilyLocationAccuracy

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 Golf

ValueLocationCleanliness

Villa in Rutland

Pico F305 slope side Pool, Gym & Sauna

LocationHospitality

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

LocationHospitalityCheck-in

Villa rentals with a pool

Guest favorite
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, golf

FamilyValueSleep quality

A spacious living area is highlighted by large windows allowing natural light to fill the space. Comfortable dark sofas are arranged around a rustic coffee table in front of a fireplace. A staircase leads to an upper level, enhancing the open feel of the room.
Villa in Killington
4.69 out of 5 average rating, 13 reviews

Base of Killington with Sports center access Golf

LocationFamilyNearby

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
5.0 out of 5 average rating, 3 reviews

Pico D305 located slope side at Pico quiet area

LocationWalkabilitySkiing

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 F6 Outdoor, Pool, Tennis, Golf

CleanlinessGetting aroundHospitality

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

LocationComfortCheck-in

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
4.67 out of 5 average rating, 3 reviews

Base of Killington with Sports center access Golf

LocationBathroomAccess

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 Golf

LocationValueCleanliness

A comfortable living area is featured, showcasing a spacious sofa and an armchair. A wooden coffee table sits at the center, with a TV mounted on the wall opposite. Natural light streams in through a window, complemented by warm lighting from wall sconces.
Villa in Killington

Base of Killington with Sports center access Golf

LocationGetting aroundSkiing

Destinations to explore