
Vacation rentals in Killington
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Top-rated vacation rentals in Killington
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Hotel Chic - Home Comfort -Ski Easy.
HOTEL CHIC - SKI EASY ELEGANT - COZY - SPOTLESS OUR ULTRA COZY RETREAT WAITS FOR YOU. MINUTES TO SEASONAL EVENTS, WEDDINGS, HIKING, MOUNTAIN BIKING, GOLF, PRIVATE POOL - JUNE/SEPT 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/pets.

Jack S'Bearo- AC, Pool, Mountain Views, Hiking Gym
Ahoy, ski enthusiasts! "Jack S'Bearo" - a renovated 1-bed, 1-bath on Pico Mountain, VT, offers an exhilarating ski experience steps from the lift and a shuttle to Killington Resort. The new kitchen, wood-burning fireplace, and balcony make it a haven for relaxation. This ski on/ski off treasure boasts a cool design for easy access to the slopes. Grab your gear from the ski locker, step outside, and set sail to the lifts. Make "Jack S'Bearo" your pirate's cove, where adventure meets comfort!

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

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.

Cozy Condo - AC & Pool. Close to Golf & Bike
Comfortable 1-bedroom Whiffletree condo with air conditioning & pool —minutes from Killington Resort, golf course and access road. Fully stocked with essentials and includes a locker for your gear. Relax and enjoy the onsite outdoor pool (Open Memorial Day - Labor Day). Easy access to summer fun and scenic Vermont trails! Sleeps up to 4 with a king bed and queen pullout sofa. Baby Pack & Play crib, mattress and sheets available upon request for $25 per stay. Killington Reg #004858

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

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

Charming Vermont Schoolhouse
Kick back and relax in this calm, stylish space. A beautifully restored schoolhouse circa 1860 welcomes you. Situated on a quiet country road this adorable home on one wooded acre has lovely mountain views and a peaceful setting. Nearby you will find skiing, hiking trails and quaint Vermont towns with shops and restaurants. Manchester and Rutland are 30 min. drives, Dorset is just 20 min. Granville NY has a large grocery store and other shops and is only a 15 min. drive.

Cozy Little Spot (Self Check-in)
Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED.

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*

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.

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.
Popular amenities for Killington vacation rentals
Killington house rentals

Luxury Condo Tucked in the Heart of Killington

Brookview Lodge, Killington, VT

Cozy Bow House Perched in Trees w/ Hot Tub & View

Escape to Vermont

Steps to Golf and Mountain Biking

Epic Views of the Green Mountains

Killington/Okemo, 7p Hot tub, Mtn.views, Spacious!

The Barnbrook House
Pet-friendly house rentals Killington

Captain Tom's Cabin - Secluded Vermont Getaway

Hot tub|Sauna|Movie Room! 8 min to Killington Mtn!

Modern Farmhouse on 25 Acres - Superb Views

Cozy Contemporary Downtown Texaco

Nature Lover's Paradise

Comfortable farmhouse with stunning views

Killington area home - 4 seasons - hot tub and A/C

Stylish Vermont Cabin | Views · Trails · Luxe
Pet-friendly vacation rentals in Killington

Hillside Cottage @ The Mettawee Retreat

Treehut - Secluded Treehouse in the Forest

Scandinavian design Cabin hiking trail + hot tub

Hancock hideaway

100 Acres Views & Creek near Woodstock/Killington

Yurt In The Woods - Come to the Yurt.

Okemo Mountain-Newly Renovated w AC, hottub, WiFi

Love Shack Yurt on Star Lake (100% off grid)
When is the best time to visit Killington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$91,393 GYD | G$99,549 GYD | G$67,342 GYD | G$44,755 GYD | G$40,991 GYD | G$38,900 GYD | G$40,573 GYD | G$40,364 GYD | G$41,200 GYD | G$45,383 GYD | G$47,056 GYD | G$78,427 GYD |
| Avg. temp | -7°C | -6°C | 0°C | 7°C | 14°C | 18°C | 21°C | 20°C | 15°C | 9°C | 3°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 G$14,640 GYD 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!
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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Killington Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Dartmouth College
- Middlebury College
- Bromley Mountain Ski Resort
- Adirondack Extreme Adventure Course
- Mount Sunapee Resort
- Montshire Museum of Science
- Emerald Lake State Park
- Trout Lake
- Warren Falls
- Camp Plymouth State Park
- Southern Vermont Arts Center
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