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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, 45 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

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

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, 45 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, 45 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 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 well-maintained grassy area is showcased, featuring a mature tree and scattered stones. The building, painted in warm tones, is visible in the background, surrounded by lush greenery and pathways, creating a serene outdoor environment.

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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