Airbnb your place

Holiday rentals in Killington

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Killington

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

%{current} / %{total}1 / 1
Superhost
Aerial view of a snow-covered landscape, showcasing rolling hills and a winding road. The scene includes a mix of bare trees and patches of evergreen, while the distant mountains hint at recreational opportunities. A clear sky and soft sunlight enhance the serene atmosphere.
Home in Rutland
4.9 out of 5 average rating, 245 reviews

Luxury Condo Tucked in the Heart of Killington

Welcome to our ❄newly renovated❄ Cozy Condo Located right off the "loop" walking trail on river road. Our end unit condo sits just 5 min from the base of Killington with easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our condo. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in Killington!

Guest favourite
A snow-covered exterior of a multi-story townhome is shown, featuring green walls with red accents. The scenic backdrop includes a ski slope winding down the mountain, while trees dot the landscape, enhancing the winter atmosphere.
Townhouse in Rutland
4.92 out of 5 average rating, 106 reviews

Topridge 3BR w Incredible View & Private Hot Tub!

Oso Dream provides AMAZING panoramic views of Bear Mountain. Step out the front door and ski down Sundog trail to Sunrise Village Triple or step out the back door and hop onto Bear Cub trail to access Bear Mountain! Enjoy the amenities within the complex including indoor & outdoor heated pool (seasonal), sauna and gym. Guests also have access to the outdoor skating rink and xc ski trails (weather permitting). Free use of ice skates, puff hockey equipment, snow shoes, xc skies, poles and sleds!

Top guest favourite
A living room with a gas fireplace built into a brick facade provides warmth. A comfortable sectional couch faces the fireplace, complemented by a small coffee table. Large sliding glass doors open to a balcony, offering views of greenery outside.
Apartment in Rutland
4.98 out of 5 average rating, 164 reviews

Cozy Mountain Condo

Updated 1 Bdr Whiffletree condo in the heart of Killington minutes from everything. The condo is fully stocked with all of the essentials you will need for your Vermont get away. Ski locker for all your gear! Sleeps up to 4 with a king bed and queen pullout sofa. Baby Pack & Play crib, mattress and sheets available upon request for $50 per stay. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Killington Reg #004858

Top guest favourite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock
4.98 out of 5 average rating, 168 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Guest favourite
A spacious outdoor deck features a mix of seating, including lounge chairs and a table set for two. String lights are elegantly draped above, providing a warm glow. Surrounding trees add to the natural setting, enhancing the peaceful atmosphere.
Cabin in Stockbridge
4.93 out of 5 average rating, 122 reviews

1958 Classic "Hunting Cabin" w/ Breathtaking Views

Welcome to CAMP TREETOPS, located in the heart of the beautiful Vermont mountains. Our cabin is nestled at the top of a private mountain, surrounded by breathtaking views of Killington, Pico mountains, and the White River. Originally purchased from a Sears & Roebuck catalog as a hunting cabin owned by the same family until 2019. The cabin has since been transformed into its original vintage classic camp décor with antique furnishings and unique vintage finds that take you back in time.

Top guest favourite
The kitchen area features a large island with seating and modern appliances. Natural wood paneling complements the high cathedral ceiling. Glass doors open to a scenic view of the surrounding hills, providing ample natural light and a connection to the outdoors.
Barn in Woodstock
4.99 out of 5 average rating, 301 reviews

THE LOFT, stunning views from a timber framed barn

Welcome to "The Loft". A lofted space on the top floor of a timber framed barn. The owners are designer/builders who have combined the elements of old world craftsmanship with high tech efficiency to create a living space that is bright, airy and yet cozy. Powered by solar, this attached carriage barn is located on a quiet back road 3.5 miles from Woodstock Village and 3 miles from GMHA. The Loft has its own private entrance, parking and a sunset balcony. For more go to @theloft.vt

Superhost
The exterior of a contemporary timber home is visible, featuring a sloped green metal roof and warm wood siding. Surrounding snow-covered ground reflects nearby evergreen trees. The property is situated on a spacious lot, offering a serene winter landscape.
Townhouse in Rutland
4.85 out of 5 average rating, 111 reviews

SKI ON/OFF Spruce Glen C | Sauna| Fireplace | AC

Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value than large house rentals and more privacy than condo villages. The direct ski on/off is the easiest you'll find in Killington. Quiet and serene, the mature New England Evergreens and gentle mountain stream are a tranquil relief. An ideal ski in ski out or any season vacation getaway. Great Eastern is the longest green run in the East. Welcome to Spruce Glen!

Guest favourite
An A-frame cabin is nestled among trees with autumn leaves in vibrant shades. A large deck extends from the cabin, featuring a hot tub and outdoor dining area. A barrel sauna is positioned nearby, completing the inviting outdoor space.
Cabin in Rutland
4.87 out of 5 average rating, 160 reviews

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

Welcome to the Okemo A-Frame! With an oversized deck, featuring outdoor dining, a barrel sauna, and hot tub you'll enjoy the outdoors year round. Enter into an open-concept dining area, kitchen, and living room with stylish mid-century malm fireplace. Take your rest in one of the three bedrooms or cozy up on the indoor floor hammock. Located 10 minutes from Okemo Mountain Resort and the town of Ludlow enjoy skiing, shopping, dining, and all that Vermont has to offer.

Guest favourite
A modern house with wooden exterior is shown from an elevated perspective, surrounded by autumn foliage. A hot tub is positioned on a spacious deck, which includes a seating area with four chairs and a small table. Scenic mountain views and vibrant trees enhance the natural setting.
Tiny home in Warren
4.99 out of 5 average rating, 303 reviews

Luxury Glass Tiny House - Mountain View + Hot Tub

Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Top guest favourite
A comfortable living area features a wood fireplace with tools nearby and a mounted television above it. Two armchairs flank a rustic coffee table, creating a cozy space. Large windows allow natural light to fill the room while offering views of the snowy outdoors.
Home in Rutland
4.89 out of 5 average rating, 119 reviews

Trail Creek - ski home!

Enjoy Killington at competitive pricing without sacrificing comfort! Located in Trail Creek Condo Association. • Ski, hike, bike, or golf just steps away • Cozy up by the wood fireplace (free wood) • Pool, hot tubs, sauna, and game room at community center • 6-minute walk to Snowshed or shuttle (winter weekends/holidays) • Ski home trail (snow-dependent) • Minutes to restaurants, bars, and shops • Convenient bus stop Adventure and relaxation await!

Top guest favourite
A cozy living area is furnished with a grey sofa and two patterned chairs. A wooden coffee table sits center stage, complemented by a stone fireplace. A large television is positioned on a wooden media console, while sliding glass doors offer access to an outdoor balcony, revealing greenery.
Apartment in Rutland
4.93 out of 5 average rating, 230 reviews

Newly renovated ski retreat at Killington

Located at Mountain Green Resort, Building III. Walk to Snowshed Lodge to begin your day of skiing, or take the free shuttle that will pick you up outside the entrance. After your day of skiing ends and you return to the unit, to experience the many amenities that the resort has to offer: indoor pool, eucalyptus steam room, two spas, sauna, fitness center,. You may prefer to stay in the unit and watch skiers come down the mountain.

Top guest favourite
A cozy living area is visible, featuring a dining table surrounded by bright yellow chairs. A fireplace is seen, enhancing the space, while a large bear-themed wall mural adds a touch of nature. Natural light floods in from the nearby window.
Apartment in Rutland
4.93 out of 5 average rating, 216 reviews

CozyCub- Location, Ski Off/Shuttle On!

Delight in this friendly, fully renovated (2022) modern ski condo next to Killington's popular Snowshed base area, learn-to-ski trails, and golf course. Shuttle-On / Ski-Off to the condo during peak season. The location is prime for accessing everything the area has to offer. Relax for some streaming after a day on the mountain on the 65" TV. Enjoy the Whiffletree condo association's outdoor pool and tennis courts in the summer.

Popular amenities for Killington holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Killington

Top guest favourite
A wooden deck is visible, featuring a dining table with chairs and a hot tub surrounded by trees. The natural wood path leads to the lush greenery, enhancing the connection to nature. Dappled sunlight filters through the tree leaves, creating a serene environment.
Treehouse in Lincoln
4.97 out of 5 average rating, 68 reviews

Green Mtn. Treehouse/w Hot tub

Top guest favourite
Home in Hartford
5 out of 5 average rating, 16 reviews

Willard Haus | Hot Tub | 3BD • 3BA | Quiet

Top guest favourite
A charming farmhouse is showcased, featuring a sloped metal roof and a welcoming porch adorned with hanging planters. Green grass surrounds the property, framed by large trees, while open fields can be seen in the background under a clear blue sky.
Home in Bethel
4.93 out of 5 average rating, 59 reviews

Fred Eddy Farmhouse

Top guest favourite
A modern living space is shown with an open layout featuring a comfortable sofa and small coffee table. Light wood flooring runs throughout. The kitchen area is equipped with new appliances and a breakfast bar. A wall-mounted television is visible, contributing to a cozy atmosphere.
Flat in Rutland
5 out of 5 average rating, 17 reviews

Modern & Centrally Located for Outdoor Adventure

Top guest favourite
The cabin is situated beside a pond, featuring an expansive glass front that showcases the interior. A comfortable outdoor seating area is visible on the deck, with a wood stove chimney rising above the structure. Surrounding greenery adds to the serene setting.
Place to stay in Rutland
5 out of 5 average rating, 31 reviews

Off-Grid Meadow Cabin Glamping Retreat

Top guest favourite
A spacious living area features a large sectional sofa and cozy bean bags, complemented by a wood-burning fireplace. Natural light enters through sliding glass doors that open to a view of the outdoors. A dining table is positioned nearby, enhancing the inviting communal space.
Apartment in Rutland
4.9 out of 5 average rating, 62 reviews

Cozy 1BR/1BA Condo

Guest favourite
Home in Rutland
4.94 out of 5 average rating, 51 reviews

Forest Mountain Ski Retreat | Killington/Pico

Guest favourite
A modern two-story home features a dark blue exterior with a sloped metal roof. Comfortable red chairs surround a fire pit on a gravel area, surrounded by trees showcasing autumn colors. The backdrop includes a scenic view of the mountainous landscape.
Cabin in Rutland
4.95 out of 5 average rating, 84 reviews

Brand New Creekside Cabin at Killington

When is the best time to visit Killington?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price£283£307£228£160£146£139£145£144£147£162£168£280
Avg. temp-7°C-6°C0°C7°C14°C18°C21°C20°C15°C9°C3°C-3°C

Frequently Asked Questions

  • What are the best places to stay in Killington?

    Killington has lodging near the resort base area, along the mountain access road, and in wooded neighborhoods around the village. Options range from chalets and cabins to condos suitable for families, groups, or solo travelers.

  • What are the best things to do in Killington with kids?

    Families can explore the Killington Adventure Center with mountain coasters and ropes courses, enjoy nature walks in Gifford Woods State Park, or take scenic chairlift rides. In winter, snow tubing and beginner ski lessons are often popular.

  • What are some of the best things to do in Killington?

    Explore skiing or snowboarding at Killington Resort, hike local nature trails like the Appalachian Trail, or relax at a nearby spa. In summer and fall, mountain biking and lift-served sightseeing are frequently suggested.

  • How is the weather in Killington?

    Killington has cold winters with temperatures from 10–35°F (-12–2°C), and snowy conditions are common. Summers are mild, with daytime highs typically near 77–82°F (25–28°C), while spring and fall bring shifting weather and mountain breezes.

  • When is the best time to visit Killington?

    Late spring through early fall is often recommended for hiking, biking, and panoramic mountain views, while winter attracts visitors for skiing and snowboarding. Autumn draws those interested in foliage, with vibrant colors around the hills.

  • What are the best places to visit in Killington?

    Killington Resort is frequently suggested for outdoor activities, and nearby Gifford Woods State Park is known for its forested trails. The historic Appalachian Trail also passes near town, attracting hikers year-round.

  • What are some hiking trails in Killington?

    Hikers often explore the Appalachian Trail section near Killington, the scenic Thundering Falls Trail, and the forested paths of Gifford Woods State Park. Trails vary from gentle walks to steeper climbs with rewarding views.

  • What are some family activities we can do in Killington?

    Families can explore scenic chairlift rides, beginner-friendly nature trails, and mountain biking at the Killington Resort area. Mini golf, adventure parks, and nature centers around town are also popular with kids.

  • What are some of the best day trip ideas from Killington?

    Around Killington, visitors often explore covered bridges, craft breweries, and small mountain towns known for art galleries and antique shops. Outdoor enthusiasts can discover state parks, tranquil lakes, or scenic drives through Vermont countryside.

  • Are there any pet friendly accommodations available in Killington?

    Killington has a variety of pet-friendly vacation rentals and lodges, especially near mountain trails and the resort area. It is a good idea to confirm pet guidelines with your host before booking.

  • What are some local tips for visiting Killington?

    Layered clothing is helpful, as the weather can shift quickly, especially near the mountains. Locals often suggest exploring less-trafficked hiking paths and booking popular activities in advance during peak seasons.

  • What is Killington known for?

    Killington is widely known for its extensive ski area, often called The Beast of the East, and vibrant mountain recreation throughout the year. Mountain biking, hiking, and autumn foliage also draw visitors.

  • What are the best hidden gems to explore in Killington?

    Roaring Brook Trail is frequently suggested for those looking for a quieter hike with waterfall views. Local shops and roadside maple stands around Killington reveal Vermont crafts and flavors away from the main resort area.

  • What are the best foods to try in Killington?

    Seasonal Vermont maple syrup features in local breakfasts, while farm-fresh cheeses and apple cider are regional favorites. Many visitors enjoy classic comfort dishes, including New England clam chowder and locally made ice cream.

  • What should I bring for a trip to Killington?

    Pack weather-appropriate layers, waterproof outerwear, and comfortable walking shoes or boots. In winter, insulated jackets, gloves, and hats are useful, while hiking boots and sun protection help during warmer months.

  • What is the nightlife in Killington like?

    Killington's nightlife centers around casual après-ski bars, live music venues, and restaurants with local craft brews. During ski season and summer weekends, some spots feature guest bands or DJ sets, creating an energetic, welcoming vibe.

  • What are the most popular events or festivals in Killington?

    Killington has large ski and snowboard competitions in winter, mountain bike events in summer, and frequent music festivals during warmer months. Fall foliage weekends feature seasonal markets and local food celebrations.

  • Are there family friendly vacation rentals in Killington?

    Family-friendly rentals in Killington range from cozy mountain cabins to multi-bedroom condos, many with easy access to outdoor activities and play areas. Hosts often provide extra amenities for guests traveling with children.

Quick stats about holiday rentals in Killington

  • Total holiday rentals

    Explore 1,050 holiday rentals in Killington

  • Nightly prices starting at

    Killington holiday rentals start at £82 per night before taxes and fees

  • Verified guest reviews

    Over 36,500 verified reviews to help you choose

  • Family-friendly holiday rentals

    740 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 200 rentals that welcome pets

  • Holiday rentals with a pool

    510 properties feature pools

  • Rentals with dedicated workspaces

    380 properties have a dedicated workspace

  • Wifi availability

    1,050 of Killington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Free parking on premises and Gym across Killington rentals

  • 4.8 Average rating

    Killington stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Rutland County
  5. Killington