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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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The unique house features a modern design with large glass windows allowing for natural light. It is surrounded by lush greenery, with a wooden deck visible on the upper level. Trees and foliage provide a serene, private setting.

Villa in Ludlow

4.93 out of 5 average rating, 44 reviews

Modern 4 Bedroom 4 Bath Villa w HotTub/ back trail

This unique house has a style all its own. with floor to ceiling windows and doors throughout There are 3 levels. top floor has 2 bedrooms with full baths and Hot Tub on the balcony middle level entry; plus Great room: with kitchen, dining, living, activity area with a big table, fireplace and 75 inch television bottom level has 2 bedrooms and 2 full baths

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Chalets

Adventure-ready homes with après-ski style

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Rutland County villa rentals

Free parking on premises

Private villa rentals

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

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

5 out of 5 average rating, 3 reviews

Sunrise East Glade C8

A cozy living area is furnished with two armchairs and a sofa, complemented by an area rug and a coffee table. A brick fireplace provides a focal point, while a television is set on a black cabinet. Natural light comes through the window, adorned with floral curtains.

Villa in Killington

4.67 out of 5 average rating, 3 reviews

Whiffletree B8 Great location with shuttle bus to

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

Villa in Killington

4.56 out of 5 average rating, 9 reviews

Whiffletree base of Killington outdoor pool

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

4.64 out of 5 average rating, 11 reviews

Base of Killington with Sports center access

The unique house features a modern design with large glass windows allowing for natural light. It is surrounded by lush greenery, with a wooden deck visible on the upper level. Trees and foliage provide a serene, private setting.

Villa in Ludlow

4.93 out of 5 average rating, 44 reviews

Modern 4 Bedroom 4 Bath Villa w HotTub/ back trail

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

Villa rentals with a pool

Villa in Killington

5 out of 5 average rating, 3 reviews

Sunrise East Glade C8

Villa in Killington

4.67 out of 5 average rating, 3 reviews

Whiffletree B8 Great location with shuttle bus to

Villa in Killington

4.33 out of 5 average rating, 3 reviews

Sunrise Timberline I7

Villa in Killington

4.56 out of 5 average rating, 9 reviews

Whiffletree base of Killington outdoor pool

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

Villa in Killington

Whiffletree base of Killington outdoor pool

An indoor swimming pool area features a bright blue pool with natural light streaming in from overhead windows. Adjacent to the pool, a hot tub is partially submerged in tiled flooring. Wooden beams and a high ceiling enhance the spacious ambiance.

Villa in Killington

4.64 out of 5 average rating, 11 reviews

Base of Killington with Sports center access

Villa in Killington

2.67 out of 5 average rating, 3 reviews

Whiffletree base of Killington outdoor pool

Villa rentals with a hot tub

The unique house features a modern design with large glass windows allowing for natural light. It is surrounded by lush greenery, with a wooden deck visible on the upper level. Trees and foliage provide a serene, private setting.

Villa in Ludlow

4.93 out of 5 average rating, 44 reviews

Modern 4 Bedroom 4 Bath Villa w HotTub/ back trail

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

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

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

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

4.64 out of 5 average rating, 11 reviews

Base of Killington with Sports center access

A spacious living area is furnished with a comfortable sofa and two patterned chairs. A coffee table is centrally placed, and large windows provide views of the outdoor greenery. A dining table for four is situated nearby, and a fireplace adds a cozy touch.

Villa in Killington

Base of Killington with Sports center access

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