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Villa vacation rentals in Killington

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Quick stats about villa rentals in Killington

  • Total vacation rentals

    Explore 10 vacation rentals in Killington

  • Nightly prices starting at

    Killington vacation rentals start at $169 CAD per night before taxes and fees

  • Verified guest reviews

    Over 60 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Wifi availability

    10 of Killington vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Killington rentals

  • 4.5 Average rating

    Killington stays receive an average rating of 4.5 out of 5 from guests

Top-rated villa rentals in Killington

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

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Guest favourite
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

FamilyLocationParking

4.91 out of 5 average rating, 46 reviews
Guest favourite
Villa in Brownsville

2-Bedroom Villa w/ King, Queen & Private Balcony

Set among the forested hills of southern Vermont, this two-bedroom villa is the perfect mountain escape for families and small groups. A fully equipped kitchen, dedicated dining area, and a private balcony invite you to unwind after a day in the Green Mountains. On-site amenities include a fitness center, movie theater, game room, and outdoor fire pits — everything you need for a memorable Vermont getaway.

FamilyLocationLaundry

4.8 out of 5 average rating, 79 reviews
Top guest favourite
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

Modern 3 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

FamilyLocationLaundry

4.93 out of 5 average rating, 57 reviews
Villa in Brownsville

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!

ValueLocationGetting around

4.82 out of 5 average rating, 11 reviews
Villa in Brownsville

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!

LocationCleanlinessHospitality

4.5 out of 5 average rating, 4 reviews
Villa in Brownsville

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!

LocationFamilyBathroom

4.83 out of 5 average rating, 29 reviewsA 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

Villa in Killington

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

4.75 out of 5 average rating, 4 reviews
Villa in Killington

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.

LocationAccessCheck-in

4.33 out of 5 average rating, 3 reviewsThe 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

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.

LocationCleanlinessComfort

5.0 out of 5 average rating, 3 reviews
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

An indoor swimming pool area is illuminated by natural light filtering through high windows. The spacious pool features clear blue water, while a hot tub is situated nearby. The room showcases a modern design with wooden beams and tiled flooring.
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.

LocationFamilyNearby

4.69 out of 5 average rating, 13 reviews

Popular amenities for Killington villa rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Private villa rentals

Villa in Brownsville

2BR Duplex Villa w/ Balcony | Game Room + Fire Pit

New place to stay
Top guest favourite
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

Modern 3 Bedroom 4 Bath Villa w HotTub/ back trail

LocationValueGetting around

4.93 out of 5 average rating, 57 reviewsAn indoor swimming pool area is illuminated by natural light filtering through high windows. The spacious pool features clear blue water, while a hot tub is situated nearby. The room showcases a modern design with wooden beams and tiled flooring.
Villa in Killington

Base of Killington with Sports center access Golf

LocationFamilyPool

4.69 out of 5 average rating, 13 reviews
Guest favourite
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

Base of Killington with Sports center, golf

FamilyValueAmenities

4.83 out of 5 average rating, 6 reviewsA 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

Whiffletree F6 Outdoor, Pool, Tennis, Golf

LocationSkiingGetting around

4.83 out of 5 average rating, 6 reviews
Villa in Brownsville

Vermont Villa Near the Trails

LocationAmenitiesPool

4.5 out of 5 average rating, 4 reviewsThe 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

Pico D305 located slope side at Pico quiet area

LocationSkiingSleep quality

5.0 out of 5 average rating, 3 reviews
Guest favourite
Villa in Brownsville

2-Bedroom Villa w/ King, Queen & Private Balcony

ValueFamilyWalkability

4.8 out of 5 average rating, 79 reviews

Luxury villa rentals

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

LocationSkiingGetting around

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

Whiffletree G1 Outdoor, Pool, Tennis, Golf

ValueConditionHospitality

2.67 out of 5 average rating, 3 reviews
Top guest favourite
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

Modern 3 Bedroom 4 Bath Villa w HotTub/ back trail

ValueLocationCheckout

4.93 out of 5 average rating, 57 reviewsA 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 Golf

LocationCleanlinessAccess

4.67 out of 5 average rating, 3 reviewsThe 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

Pico D305 located slope side at Pico quiet area

LocationWalkabilityCleanliness

5.0 out of 5 average rating, 3 reviews
Villa in Rutland

Pico F305 slope side Pool, Gym & Sauna

LocationHospitality

Villa rentals with a pool

Villa in Killington

Whiffletree Outdoor, Pool, Tennis, Golf

LocationFamilySleep quality

4.3 out of 5 average rating, 10 reviewsAn indoor swimming pool area is illuminated by natural light filtering through high windows. The spacious pool features clear blue water, while a hot tub is situated nearby. The room showcases a modern design with wooden beams and tiled flooring.
Villa in Killington

Base of Killington with Sports center access Golf

FamilyLocationWalkability

4.69 out of 5 average rating, 13 reviews
Guest favourite
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

Base of Killington with Sports center, golf

FamilyValueAmenities

4.83 out of 5 average rating, 6 reviewsA 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

Whiffletree F6 Outdoor, Pool, Tennis, Golf

LocationCleanlinessGetting around

4.83 out of 5 average rating, 6 reviewsThe 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

Pico D305 located slope side at Pico quiet area

LocationWalkabilityCleanliness

5.0 out of 5 average rating, 3 reviewsA 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 Golf

LocationComfortBathroom

4.67 out of 5 average rating, 3 reviews
Villa in Killington

Sunrise East Glade C8 Ski on Ski off

LocationComfortCheck-in

4.75 out of 5 average rating, 4 reviewsA 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

Base of Killington with Sports center access Golf

ValueLocationSkiing

4.6 out of 5 average rating, 5 reviews

Destinations to explore