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Villa vacation rentals in Killington

Find and book unique villas on Airbnb

Top-rated villa rentals in Killington

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

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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

4.9 out of 5 average rating, 39 reviews

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

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

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.

Villa in Brownsville

4.79 out of 5 average rating, 72 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!

An indoor pool area features a long, rectangular swimming pool surrounded by multiple lounge chairs. The high, vaulted ceiling is supported by metal beams, and large windows provide natural light to the space, creating a bright and inviting atmosphere.

Villa in Brownsville

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!

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Killington villa rentals

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.

Villa in Killington

Trail Creek 11 is on a ski home trail

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

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

An indoor pool area is highlighted by clear blue water under a high, metallic ceiling. Surrounding the pool, multiple lounge chairs are arranged for relaxation. Large windows provide natural light, creating a bright atmosphere throughout the space.

Villa in Brownsville

4.67 out of 5 average rating, 3 reviews

Vermont Villa Near the Trails

Villa rentals with a pool

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

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

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

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

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

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

Quick stats about villa rentals in Killington

Total rentals
20 properties
Nightly prices starting at
R2,600 ZAR before taxes and fees
Total number of reviews
60 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Wifi availability
20 properties include access to wifi

Destinations to explore