Vacation rentals in Killington

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Top-rated vacation rentals in Killington

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

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Top guest favorite
A cozy living area features a deep leather sofa positioned near a stone fireplace. A large window opens to the balcony, inviting natural light. A TV is mounted above a wooden mantle, and a small table and chair provide a space for work or dining.
Condo in Killington
4.99 out of 5 average rating, 161 reviews

Elegant Alpine Condo - Golf, Bike & Pool!

Stylishly updated 1-bedroom Whiffletree condo with an upscale alpine feel—minutes from Killington Resort, golf course, and access road. Thoughtfully stocked with essentials, plus a private gear locker for convenience. Unwind at the onsite outdoor pool (open Memorial Day–Labor Day) or explore nearby hiking, biking, and Vermont’s scenic beauty. Comfortably sleeps 4 with a king bed and queen pullout sofa. Pack & Play crib, mattress and sheets available upon request for $25 per stay. Reg #007718

Guest favorite
Home in Killington
4.91 out of 5 average rating, 163 reviews

Gorgeous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

Our 2-bedroom, 2.5-bath Airbnb, nestled in Vermont’s Green Mountains, invites you to escape into a haven of year-round adventure. Enjoy breathtaking views of a scenic pond, skiing through pristine slopes, bike along winding trails, or hike amidst the number 1 ranked foliage in the USA. Rejuvenate in the indoor pool and spa, with hot tubs, steam rooms, sauna and gym. Unwind by the cozy fireplace, creating unforgettable memories. Pool and Spa area closed May 4 to May 15 for annual Maintenance

Guest favorite
A large hot tub is positioned under a wooden structure, offering a view of the snow-covered building in the background. The exterior is characterized by dark accents against white walls, and natural scenery is visible through the open roof.
Apartment in Plymouth
4.93 out of 5 average rating, 191 reviews

Moguls Unit: Skyeship Gondola 2 miles w/ HOT TUB

The Mogul's Unit is a recently updated, fully separate, ground level, 2 bedroom/ 1 bathroom apartment in our four-family French Chalet. Located 1 mile to lakes and summer camps and 2 miles from Skyship Gondola. 15 minutes to Killington’s main base area and 20 minutes to Okemo or Woodstock. If you would like to book multiple units, check out our other listings by clicking my Host Profile Picture below. The units at this location are called "the Canyons Unit", "The Ledges", and "The Glades".

Top guest favorite
Cabin in Pittsfield
4.98 out of 5 average rating, 186 reviews

Tiny Vermont Cabin!

Newly built tiny cabin in the woods of Vermont! Perfect for a quiet get away and close by outdoor fun! Killington and Pico Mountain is 15 minutes away! Sugarbush is 50 minute drive. Coming to Pittsfield for a wedding? Riverside Farm is only .7 of a mile down the road! Winter: MUST have AWD/4x4 for winter access on dirt road and driveway. Snow tires recommend. Cozy up by the newly added propane fireplace with an easy click of a button! Come experience the beauty Vermont has to offer!

Top guest favorite
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, 170 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

Top guest favorite
A spacious living room features a comfortable sectional sofa facing a propane fireplace. A mounted TV is positioned above the hearth. Natural light enters through sliding glass doors leading to a private porch, surrounded by lush greenery.
Condo in Mendon
4.95 out of 5 average rating, 128 reviews

Hotel Chic - Home Comfort -Ski Easy.

HOTEL CHIC - SKI EASY ELEGANT - COZY - SPOTLESS OUR ULTRA COZY RETREAT WAITS JUST FOR YOU. MINUTES TO WEDDINGS, GRADUATIONS, HIKING, MOUNTAIN BIKING, GOLF, SEASONAL PRIVATE POOL. EASY ACCESS TO AT/LT. Pico-5 minutes Killington-15 minutes SUPERHOST RATED Air conditioned Fireplace, WIFI TV/living room & bedroom Adjustable queen bed Private covered porch Keypad check in Smoke free/Pet free Seasonal private pool NOTE: Condo regs allow 2 adults(21 yrs). Can not accommodate children.

Top guest favorite
Chalet in Killington
4.97 out of 5 average rating, 102 reviews

The Overlook - Views | Hot Tub | Fire Pits | Games

Escape to stunning mountain views at The Overlook. Just 5 min from Killington Resort, restaurants, and shops. Enjoy the peacefulness of this private cozy mountain chalet after a long day of adventure and unwind in the hot tub, game room, or by the fireplace. Convenient Level 2 EV charger compatible with all EVs at the chalet. 🏔️ Mountain View 🌄 Large decks and balcony 🏖️ Hot tub ⚽️ Game room 🍗 Propane grill 🍳 Fully stocked kitchen 🪵 Fire pit 🔥 Fire table ⚡️Level 2 EV Charger

Top guest favorite
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, 304 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

Top guest favorite
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, 314 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 favorite
The Kingsley Grist Mill is positioned alongside a flowing river, surrounded by trees showcasing autumn colors. A historic covered bridge is visible in the distance, enhancing the landscape. The building features multiple stories with varying textures and roof styles, reflecting its rich history.
Castle in Clarendon
4.98 out of 5 average rating, 497 reviews

Kingsley Grist Mill Waterfall & Private Beach OMG

One of the "World's Most Amazing Vacation Rentals " as seen on the exciting NetFlix series, s.2, ep.7 and on HGTV's "You Live in What?, s.2, ep.1. Join us this season for the romance, the history, the breakfast, the natural mineral spring tap water, the concert, the rafting, the architecture and the legacy of the KGM, Vermont's Wright-esque falling water masterpiece. No cleaning fees added. Come make history with us ! Near Killington & Okemo Mtns.

Top guest favorite
Home in Killington
4.89 out of 5 average rating, 120 reviews

Steps to Golf and Mountain Biking

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 favorite
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.
Condo in Killington
4.93 out of 5 average rating, 221 reviews

CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis

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.

When is the best time to visit Killington?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR7,301 ZARR7,953 ZARR5,380 ZARR3,575 ZARR3,275 ZARR3,108 ZARR3,241 ZARR3,225 ZARR3,291 ZARR3,626 ZARR3,759 ZARR6,265 ZAR
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.

All about Killington

Situated in the Green Mountains of central Vermont, the town of Killington may be on the smaller side, but it has a lot to offer when it comes to year-round outdoor activities. The snow-covered mountains make Killington a popular spot for downhill skiing and snowboarding during the winter months, but as the snow melts, the mountains are transformed with green throughout the forests and mountainsides.

While hiking and biking are popular ways to explore the stunning mountain scenery, Killington also has a 4,800-foot rollercoaster that gives riders a unique way to experience the beauty of the mountains. Although the town is known for the numerous outdoor activities visitors can enjoy throughout the year, it is anything but a sleepy mountain town — Killington’s active nightlife draws people from all over the region. Lounges, taverns, and steakhouses come alive as the sun sets, allowing for some nighttime fun before the next day of exploration begins.

What are the top things to do in Killington?

Thundering Falls Trail

Just outside of town, an accessible boardwalk will lead you to a cascading waterfall, the sixth tallest in Vermont. Several trails of varying distances and difficulty levels branch off from the boardwalk. At the top of the falls, you’ll find a swimming hole for a welcome dip to cool off during the warm summer months.

Gifford Woods State Park

Located in northern Killington, Gifford Woods State Park covers 285 acres and offers numerous trails, including the Old Growth Interpretive Trail, where you can find displays along the way that tell the history of the hardwood forest and describe the characteristics of the trees found throughout. A shaded picnic spot with a play area provides a scenic place to soak up the tranquility of the forest.

Billings Farm and Museum

Billings Farm and Museum, in nearby Woodstock, has several historic barns, pastures, gardens, and a fully restored farmhouse from the late 1800s. The museum exhibits include authentic farm tools and equipment and family possessions from life on the farm in times gone by. Classes and workshops are also run throughout the year, providing visitors with the chance to learn how to pickle, make jams, can produce, and more.

Quick stats about vacation rentals in Killington

  • Total vacation rentals

    Explore 1,100 vacation rentals in Killington

  • Nightly prices starting at

    Killington vacation rentals start at R1,170 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 40,600 verified reviews to help you choose

  • Family-friendly vacation rentals

    830 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 210 rentals that welcome pets

  • Vacation rentals with a pool

    490 properties feature pools

  • Rentals with dedicated workspaces

    410 properties have a dedicated workspace

  • Wi-Fi availability

    1,100 of Killington vacation rentals include wi-fi 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

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