Holiday houses in The Woods

Central Studio with Pool & Ski Shuttle

Welcome to our renovated hotel-room style studio at Killington Center Inn & Suites! This cozy spot features two full beds, ensuite bath w/ shower/tub, smart TV, WiFi, A/C, heat, mini-fridge, microwave, & Keurig coffee maker. Enjoy perks like a heated outdoor saltwater pool (open June to mid-September), discounted ski & snowboard rentals, and a bus to the slopes. And we're just steps from great breakfast dining! Ideal for a mountain getaway during any season, we're close to all local attractions!

Gorgeous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

Our 2-bedroom, 2.5-bath Airbnb, nestled in Vermont’s Green Mountains, invites you to escape into a haven of year-round adventure. Enjoy breathtaking views of a scenic pond, skiing through pristine slopes, bike along winding trails, or hike amidst the number 1 ranked foliage in the USA. Rejuvenate in the indoor pool and spa, with hot tubs, steam rooms, sauna and gym. Unwind by the cozy fireplace, creating unforgettable memories. Pool and Spa area closed May 4 to May 15 for annual Maintenance

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

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

Killington Tree House: 2 Room Modern Condo 432

Located less than two miles from the foot of the Killington Ski Area and recently renovated, this 2 room, 2-bathroom condo has a comfortable modern rustic feel. Relax after a long day on the mountain and warm your toes in front of the fire. Use the well appointed kitchen for preparing meals or head out to one of Killington's many fine restaurants. Enjoy the beautifully tiled kitchen and bathroom, with all the comforts and conveniences of home. We're also walking distance to many places.

Powder Hound - Modern, Heated Pool, BBQ, New Patio

Welcome to Powder Hound! A beautifully renovated mountain‑modern condo that blends upscale comfort with Vermont charm. Thoughtfully designed for relaxation, adventure, and everything in between, this 3 bed / 2 full bath retreat puts you minutes from world‑class skiing, hiking, night life and year‑round mountain fun. Enjoy a gas fireplace, smart TVs, updated kitchen, private patio w/ grill, & washer/dryer. Amenities include a heated summer pool, Wi-Fi, AC, & shuttle bus to base camp.

Alpine Reflection + Hot Tub

Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

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

Renovated 2bd/2.5bath/Den + Pool Access (pets ok)

Recently updated ski condo - modern kitchen appliances and new furniture. Minutes away from Killington Ski base. Drive there or use a paid bus service, steps away from the condo. Part of the luxurious Woods Spa Resort and stay includes use of resort amenities including gym, pool, steam/sauna and hot tub. Spa service available but not included in fee (please check for open hours) Warm, cozy and welcoming-custom built for ski lovers to relax after a long day on the mountains.

Killington Summer - Hike, Bike, Fish, or Golf

Come enjoy Cascade, the upstairs unit of the duplex at Powder Day Chalet. This renovated, pet-friendly retreat off the access road! Enjoy the brand new hot tub (seasonal), wood-burning fireplace, 2 bedrooms and 1 bath. Kitchen has an air fryer/ toaster oven combo, cook tops, microwave, and coffee makers. Note: no traditional stove. Enjoy smart TV, high-speed internet and s’more’s over the fire pit. Note: April- November hot tub set up available for fee.

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.