Holiday houses in Killington Ski Area

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Top-rated holiday rentals in Killington Ski Area

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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
Home in Bridgewater
4.97 out of 5 average rating, 102 reviews

Breathtaking Riverfront Retreat w/Mountain Views

Thoughtfully designed to elevate every moment of your Vermont getaway, our home offers a comfortable & uniquely historic experience, along with panoramic views of the beautiful Ottauquechee River. Perfectly nestled between the vibrant towns of Woodstock and Killington, guests have incredible hiking, skiing, golfing, shopping, leaf peeping, delicious dining, and so much more right at your finger tips. Wonderful for families, couples, or small groups looking to explore all that VT has to offer!

Guest favourite
A bright dining area is highlighted by a large wooden table, surrounded by black chairs. Natural light floods the space through multiple windows, accentuating the warm wooden beams above. A chandelier adds a touch of elegance, complementing the simple decor.
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
4.93 out of 5 average rating, 317 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
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, 175 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
Chalet in Killington
4.97 out of 5 average rating, 104 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
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, 311 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
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, 168 reviews

Alpine Condo - AC & Pool - Golf & Bike

Updated 1-bedroom Whiffletree condo with stylish alpine feel—steps from Killington Resort, golf course, and access road. Thoughtfully stocked with essentials, plus a private gear locker for convenience. Relax at the onsite outdoor pool (open Memorial Day–Labor Day). Sleeps 4 with a king bed and queen pullout sofa. Portable AC unit in the living room helps keep the condo comfortable Pack & Play crib, mattress and sheets available upon request for $25 per stay. Reg #007718

Guest favourite
A bright living area features large windows that frame views of the surrounding forest. Natural light enhances the wood-paneled walls. A comfortable sofa and chair are positioned around a central coffee table. A small, modern wood stove provides warmth, creating a cozy atmosphere.
Cabin in Goshen
4.97 out of 5 average rating, 141 reviews

The Berghüttli: Glowing Swiss Hut in the Forest

The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.

Top Guest favourite
A spacious living room features a real wood fireplace with a modern hearth, surrounded by a cozy seating arrangement. A flat-screen television is mounted above the fireplace. Large windows provide natural light and a view of the outdoor balcony, enhancing the inviting atmosphere.
Condo in Killington
4.94 out of 5 average rating, 110 reviews

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

Ski On-Ski Off cozy mountain condo with Real Wood Fire Place and King Size Bed in Sunrise Village on Killington Mountain. Updates include all new furniture in the Master Bedroom & Guest Bedroom, all new top of the line Stainless Steel Appliances in the gourmet kitchen, Tastefully decorated Living Room with new queen size sleep sofa & matching chairs. Simply walk to the end of the parking lot to the Ski On/Off trail. I own the adjoining unit -more info below.

Guest favourite
Home in Killington
4.88 out of 5 average rating, 128 reviews

Golf and Mountain Biking outside the door!

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!

Guest favourite
A modern cabin stands surrounded by lush greenery, featuring a dark exterior that contrasts with the natural landscape. A spacious deck is supported by wooden beams, and large windows invite natural light. A stone wall borders the property, adding character to the setting.
Home in Killington
5 out of 5 average rating, 31 reviews

Skye Ridge Lodge: Private Hot Tub, Open Concept

Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort! Enjoy an open-concept living space with a full kitchen, outdoor sauna, A/C, wood-burning fireplace, and fast Wi-Fi. Relax on the deck with a BBQ, soak in the private hot tub, and take in stunning Green Mountain views. Perfect for summer getaways—hike, bike, or unwind in your peaceful Vermont retreat!

Popular amenities for Killington Ski Area holiday 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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