Vacation rentals in Killington Ski Area

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Top-rated vacation rentals in Killington Ski Area

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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 Killington
4.89 out of 5 average rating, 250 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!

Top guest favourite
An inviting open-concept living area features natural wood tones and a stone fireplace, creating a cozy atmosphere. A dining table is set for meals, while large windows frame views of the outdoors. The modern kitchen includes stainless steel appliances and ample counter space.
Condo in Killington
4.99 out of 5 average rating, 162 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 favourite
The exterior of a three-level wooden house features a deep orange siding with large windows and a steep metal roof. A spacious wooden deck extends across the front, offering a natural, wooded backdrop. Surrounding landscaping includes a gravel path leading to the entrance.
Home in Killington
4.94 out of 5 average rating, 127 reviews

Cozy Private House on Killington Mtn - Hottub

Welcome to our home. This beautiful 3,000 square foot three level home comes with everything you need for a mountain vacation. We have 3 bedrooms & 3 full baths that sleep 8 comfortably. We also have a indoor gas fireplace and outdoor luxury 5 person hottub (all year). The house has three spacious levels, including a basement with foosball, ping pong and a mini gym. Just minutes drive from the the resort, K1 base, Skyeship base, as well as the local attractions. Great for families/ski groups.

Guest favourite
Aerial view of a snowy landscape featuring Bear Mountain and the surrounding area. Ski trails are prominently visible on the mountain, while several homes are nestled in the foreground. An orange circle highlights the location of the townhome, indicating its proximity to the ski slopes.
Townhouse in Killington
4.93 out of 5 average rating, 108 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!

Guest favourite
Home in Killington
4.92 out of 5 average rating, 166 reviews

Atelier Killington, hottub and amazing location

Welcome to Atelier in Killington, walking distance to shops and restaurants, yet situated in one the most private and enchanting settings in all of Killington. Surrounded by forest and a private reflective pond, foot bridges and cleared paths leading to expanses of protected land. Experience the fall colors or snow covered trees from the brand new pondside hottub. Experience Hygge to its fullest by having hot chocolate by the wood burning fireplace or fondue at our dining table that seats 10.

Top guest favourite
Townhouse in Killington
4.94 out of 5 average rating, 315 reviews

Dog Friendly Mountain Condo w/Spa, Pool, Sauna

Escape from your suburban home and come enjoy our beautiful Killington getaway condo. Boasting a spacious, comfortably furnished interior, this modern 2-bedroom, 2-bathroom abode is perfect for families, multiple couples, or a romantic getaway. Our Killington Air BNB has far more than the average Air BNB with everything you need for a great experience. If you're working during your stay you'll find high speed wifi and a dedicated desk space. Pool and Spa area closed 5/4-5/15 for maintenance

Top guest favourite
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 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, 172 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 favourite
A covered exterior deck is featured, showcasing a wooden dining table surrounded by six woven chairs. The area is illuminated by hanging lights and overlooks a setting with lush greenery and autumn-colored trees, providing a serene outdoor dining experience.
Cottage in Bridgewater
4.97 out of 5 average rating, 275 reviews

Newly Renovated, Hot tub, 2min to Killington lift

Stone’s Throw Vermont is a 3 bed/1.5 bath cottage with hot tub, fireplace, and space for 6 guests conveniently located in central Vermont. Placed right on the US-4 corridor; you’re 2 minutes from the Killington Ski Resort’s Skyship Ski Gondola escorting you to the world class amenities of Killington Resort, 5 min from the best craft beer in the region at Long Trail Brewery, 10 min to Echo Lake, and 20 min from the shops and cafes of Woodstock, VT. Truly everything is a Stone’s Throw away.

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, 306 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 favourite
Chalet in Killington
4.97 out of 5 average rating, 103 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 favourite
An indoor pool area features a large, inviting swimming pool with clear blue water. High ceilings allow natural light to fill the space, while large windows enhance the open feel. Potted plants and wooden accents contribute to a relaxed ambiance.
Condo in Killington
4.96 out of 5 average rating, 171 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

Contactless checkin steps from Killington Skiing/ Mountain Biking/ Adventure Center, refurbished ski-home condo with its own private sauna, hotel-style condo amenities, excellent common area (pool, jacuzzi, showers, etc) in idyllic central Vermont. Travel guide provided after booking! The resort includes an indoor pool, two hot tubs, pool table, treadmills, and is nestled at the base of the mountain with its own ski-home trail (or mountain bike-home in the summer).

Popular amenities for Killington Ski Area vacation rentals

Frequently Asked Questions

  • Where is Killington Ski Area located?

    Killington Ski Area is situated in the Green Mountains of Vermont, around the town of Killington. It is surrounded by woodlands and nearby small towns known for their hospitality and mountain character.

  • When is the best time to visit Killington Ski Area?

    Winter months are often recommended for snow sports at Killington Ski Area, with consistently cold temperatures and snowfall. Fall draws visitors for foliage and hiking, while summer is popular for festivals and outdoor recreation.

  • How old is Killington Ski Area?

    Killington Ski Area was established in the mid-1900s, making it several decades old. Over time, it has become one of the most popular ski destinations in Vermont.

  • Why was Killington Ski Area built?

    Killington Ski Area was developed to create a dedicated space for skiing, snowboarding, and outdoor mountain recreation. Its purpose has grown to include year-round activities that encourage visitors to explore Vermont’s natural landscapes.

  • What are some things to do near Killington Ski Area?

    Around Killington Ski Area, you can explore hiking and biking trails, try golf or scenic lift rides, and enjoy locally rooted dining and craft beverage stops. In winter, skiing and snowboarding are frequently suggested, while warmer months bring outdoor festivals and mountain adventures.

  • How is the weather near Killington Ski Area?

    Winters near Killington Ski Area are typically cold with temperatures ranging from about 10 to 35°F (-12 to 2°C) and regular snowfall. Summers bring warmer days around 56 to 82°F (13 to 28°C), frequent rain showers, and opportunities for outdoor activities.

  • How was Killington Ski Area built?

    Killington Ski Area was constructed by clearing trails across forested slopes and installing a series of lifts and base facilities. The ongoing expansion integrated snowmaking systems and updated infrastructure to enhance the mountain experience.

  • What is the history of Killington Ski Area?

    Killington Ski Area began welcoming visitors in the mid-twentieth century as part of Vermont’s growth as a winter sports destination. Its development has helped shape the region’s reputation for skiing and snowboarding in New England.

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