Holiday houses in Killington

Cape Cod Home in Woodstock, Pet-Friendly & Wooded

Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England getaway set on a wooded hillside lot. With original wide-plank hardwood floors, a fully equipped chef's kitchen, and a spacious back deck with a 6-burner propane grill, this home offers the perfect blend of rustic character and modern comfort. Explore the covered bridges and artisan shops of Woodstock Village, or simply unwind in the peaceful garden setting. Please see: Other Things to

Family · Value · TV

Hot Tub|Sauna|Relax! 5 mins to downtown Killington

Welcome to your perfect Killington retreat! Our home offers the ideal getaway for relaxation & adventure. Unwind in the hot tub, rejuvenate in our outdoor sauna, or simply take in the stunning views that surround you. Located 7 miles, <10 minutes from Snow Shed & the slopes of Killington & <9 min to Pico Mtn, as well as an array of downtown restaurants, our home is the perfect base for your VT adventures. Once you experience the warmth & comfort we provide, you'll want to return again & again!

Family · Location · Backyard

Riverside Cottage - Bridgewater Vermont

Welcome to our cozy riverside cottage along the Ottauquechee River. Note: we're on Rt. 4 which is great for access but there is some road noise. Block that out as you sit by the river & watch the ducks go by, or cozied up on the couch next to the woodstove A perfect spot for your Vermont adventures! You'll be 5 miles away from Killington's Skyeship, 10 Miles away from Woodstock, & nearby to many local attractions & restaurants Enjoy the game room & extra space in the converted garage!

Location · Family · Condition

Brand New Creekside Cabin at Killington

Architect designed new home in Killington, just 5 miles from the ski lodges. This unique place, surrounded by forest, sits right on a creek with beaver dams visible from the oversized porch. Quiet, peaceful, & private setting, with Mountain views & Applchn. trail just 200 yards away. Home designed to be social & fun - double height great room has a giant hammock/net suspended 10' above for lounging. Huge 2nd fl loft, & 3rd fl cozy kids loft. Walk out basement makes this a 4 story home.

Family · Location · Checkout

Killington Chalet: Hot Tub, Fireplace, spacious 4b

Welcome to the Skye Ship Chalet, a brand new construction, PET FRIENDLY 4 bedroom 2 full bath cabin in beautiful VT. Enjoy our new 7 person hot tub which is open all year round. Our cabin is nestled in the beautiful green mountains of Vermont, Ideally located right in the heart of the Killington ski resort. Ample seating in kitchen for large family gatherings! Cozy up next to the wood stove in the winter months and feel comfortable in the summer months with AC in each room of the house.

Value · Family · Condition

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

Value · Family · Heating

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.

Value · Family · Hiking

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. Killington Reg #004858

Location · Value · Condition

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.

Family · Location · River

Spacious modern chalet designed for après-ski

We designed this to be the ski house we always wanted to rent. A library with a fireplace for slowing down. A game room, hot tub, and fire pit for staying up. A 86" TV and huge sectional for movie nights. A kitchen designed for big meals together. A loft for kids to claim or adults to escape. We sweated the details too, with 4 bathrooms, 2 sets of laundry, boot dryers, and thermostats in every room. Only 5 minutes to Killington resort.

Location · Family · Kitchen

Private Killington Retreat | Hot Tub | Fireplace

A cozy mountain hideaway with a private hot tub, stone fireplace, and exposed wood beams — this charming lower-level retreat is perfect for couples or small groups seeking a quiet Vermont escape. Minutes from Killington's hiking, biking, and dining, with a fully equipped kitchen and spacious sectional to decompress after a day outdoors. Peaceful wooded setting, self check-in, and a host with 8 five-star reviews across the property.

Location · Family · Cleanliness

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym

Revel in this bright and modern ski condo just off Killington's main road and close to everything. Relax after a day on the mountain streaming on one of your 3 smart TVs. Indulge with the fabulous condo amenities including the pool, hot tubs, spa, gym, and tennis courts, or settle in by the wood-burning fire. Spread out in this spacious condo and enjoy all that Killington has to offer.

Value · Family · Indoor spaces