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Villa vacation rentals in Killington

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Top-rated villa rentals in Killington

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

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Guest favorite
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

Guest favorite
A spacious entertainment area is featured, showcasing a wet bar and a pool table, with comfortable seating arranged around the space. Large windows allow natural light to fill the room, while a television is mounted on the wall. A dining table is visible in the corner.
Villa in Winhall
4.91 out of 5 average rating, 23 reviews

Stonehouse at Stratton

Create cherished memories in this unique, family-friendly haven. Designed for entertainment, enjoy a wet bar, pool table, ping pong, darts, and more. Heated floors and Bluetooth sound systems add luxury. Each bedroom has a private bath. The expansive kitchen accommodates the entire family, and a fireplace invites warmth after skiing or boarding. Revel in privacy on 4 acres, with a 2-car heated garage. Only minutes from Stratton, this home offers comfort and leisure in every detail.

Guest favorite
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, 46 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

Guest favorite
A modern ceiling fan with five black blades is centered above a spacious living area, featuring two large skylights that allow natural light to fill the room. Tall windows frame the outside view, bringing the beauty of the outdoors inside.
Villa in Warren
5 out of 5 average rating, 26 reviews

Cozy, Comfy & Sunny renovated Sugarbush condo

You'll love this sunny stand alone condo/villa with it's proximity to Sugarbush Ski Resort. A short walk to access trails to the lifts and ski home! Located adjacent to the mountain, you'll enjoy this renovated and updated two level space. All new fully equipped kitchen, baths, hardwood floors and Rinnai heater. Outdoor ski locker for all your gear.

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

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!

Superhost
Villa in Killington
4.56 out of 5 average rating, 9 reviews

Whiffletree base of Killington outdoor pool

Whiffletree C2 has been totally renovated and looks great. Located at the base of Killington close to mountain biking and snow sports.

Superhost
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

Whiffletree B8 Great location with shuttle bus to base lodges and ski home

Superhost
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 base of Killington outdoor pool

Whiffletree F6 is on the shuttle bus route with a ski back trail

Superhost
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
4.8 out of 5 average rating, 5 reviews

Base of Killington with Sports center access

Trail Creek 12, Lovely 1 bedroom close to Mountain

Superhost
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

Trail Creek 70, Fantastic 3 bed close to Mountain

Superhost
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

Trail Creek, Lovely 2 bedroom close to Mountain

Superhost
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

Pico D305 located slope side at Pico.

Popular amenities for Killington villa rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Private villa rentals

Guest favorite
A modern ceiling fan with five black blades is centered above a spacious living area, featuring two large skylights that allow natural light to fill the room. Tall windows frame the outside view, bringing the beauty of the outdoors inside.
Villa in Warren
5 out of 5 average rating, 26 reviews

Cozy, Comfy & Sunny renovated Sugarbush condo

Superhost
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

Superhost
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

Superhost
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

Superhost
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

Superhost
Villa in Killington
4.56 out of 5 average rating, 9 reviews

Whiffletree base of Killington outdoor pool

Superhost
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

Guest favorite
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, 46 reviews

Modern 4 Bedroom 4 Bath Villa w HotTub/ back trail

Villa rentals with a pool

Superhost
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

Superhost
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 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

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

Villa rentals with a hot tub

Guest favorite
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, 46 reviews

Modern 4 Bedroom 4 Bath Villa w HotTub/ back trail

Superhost
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

Superhost
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

Superhost
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

Superhost
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

Superhost
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 vacation rentals

    Explore 20 vacation rentals in Killington

  • Nightly prices starting at

    Killington vacation rentals start at G$35,506 GYD 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 & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Wi-Fi availability

    20 of Killington vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Killington rentals

  • 4.6 Average rating

    Killington stays receive an average rating of 4.6 out of 5 from guests

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