Vacation rentals in Killington
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Top-rated vacation rentals in Killington
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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
Waterfront cottage walk-out suite.
Private entrance suite overlooking Burr Pond. Conveniently close to Mountain Top Inn & Resort (3.7 miles), Killington/Pico ski resorts and Rutland. Swim, kayak, bike and hike. Take advantage of more than 12 miles of the Pittsford Trail Network. The serenity of country living coupled with the amenities of Rutland! We’re on a short dirt road off of a steep hill. Front or 4 wheel drive vehicles with good all season or snow tires required in the winter. Not suitable for toddlers or young children.
Beautiful Woodstock Home-Perfect for entertaining
Newly renovated - 4 bedroom, 3 bath house, perfect for relaxing or entertaining. Close to all that the Woodstock Village and the Upper Valley has to offer. Amazing location! Only 1.5 mi to the Woodstock Green. Explore the property and feast on the blackberries in summer, raid the tomato garden in the late summer/early fall, and pick the wild fall apples for munching or baking. Bring your snowshoes or cross country skis (in winter) or hiking shoes in summer and explore the property and beyond!
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!
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
Camp Poe: HotTub/AC/Game Room/6acres/Patio/EVchrgr
Experience the heart of the Green Mountains on our private 6 acre estate. Camp Poe at Estabrook is the ultimate Vermont getaway--wide plank floors, fully stocked farmhouse kitchen, wooden beams and a two story family room w/ a wood burning stove. This 3200 sq ft house is perfect for entertaining with two separate living rooms, bar, game room, 10ft dining tables (inside AND outside) and hot tub. 13 min to Killington Mtn & 4min to the #1 golf course in VT! EV Charger available for guest use.
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
BearWatch AC Hot Tub, Games, Grill, FirePit, VIEWS
Nestled in central Killington, this newly-renovated 5-bedroom gem boasts unmatched slope views on all floors. Enjoy two opulent king suites—one with a deck, the other with panoramic windows. Three additional cozy bedrooms, a state-of-the-art kitchen, original Killington bar, and a game room await. Outside, relish a unique hot tub, Weber BBQ, and a fire pit in a spacious yard. Walk to the shuttle, restaurants, bars, and markets. Tesla charger on-site. Dive into unparalleled luxury!
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.
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.
Popular amenities for Killington vacation rentals
Killington house rentals
Cozy Bow House Perched in Trees w/ Hot Tub & View
Escape to Vermont
Ranch at Mendon Mt Orchards
Killington/Okemo, 7p Hot tub, Mtn.views, Spacious!
Mountain Getaway Pet friendly
Stunning Okemo Views - 3BD 3BA on 10 Private Acres
One Room School House. No Cleaning Fees!
Stylish Vermont Cabin | Views · Trails · Luxe
Ski-in/ski-out vacation rentals in Killington
Cabin on the Hill
Bright Ski on/off Condo Full Kitchen-Free Shuttle!
Killington Chalet - Hot Tub, Sauna, Boot Dryer
Cabin in the Woods
The Gourmet Cabin at Stitchdown Farm
Cozy 4-season Cabin on Pond - "East Cabin"
Yurt In The Woods - Come to the Yurt.
SKI ON/OFF Spruce Glen C | Sauna| Fireplace | AC
Ski-in/ski-out houses in Killington
Steps to Golf!
Ski On/Ski Off Condo Pico/Killington Mountain
Modern Farmhouse on 25 Acres - Superb Views
Ski On/Off Sunrise at Killington
Topridge | Luxe 4BR w Game Room!
Classic VT Ski Chalet - Walkable to Okemo Ski Lift
Modern Retreat, Mountain Top Inn, Killington, Pico
Brthtkng New Premier Lake Champlain Wfrnt Escape!
When is the best time to visit Killington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$91,238 GYD | G$99,381 GYD | G$67,228 GYD | G$44,680 GYD | G$40,922 GYD | G$38,834 GYD | G$40,504 GYD | G$40,295 GYD | G$41,130 GYD | G$45,306 GYD | G$46,976 GYD | G$78,294 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$14,615 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
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Dartmouth College
- Middlebury College
- Montshire Museum of Science
- Adirondack Extreme Adventure Course
- Emerald Lake State Park
- Mount Sunapee Resort
- Trout Lake
- Southern Vermont Arts Center
- Warren Falls
- Camp Plymouth State Park
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