Holiday houses in The Woods

4.91 out of 5 average rating, 215 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!

4.89 out of 5 average rating, 234 reviews

Killington-Pico ski in/out Studio at base of Pico

At the base of Pico and 10 minutes from Killington. Free shuttle service from my place to Killington. I have a free ski locker and free wood for the fireplace. There is a laundry room with coin operated machines. There is a brand new 50” flat screen tv with cable. It’s a smart tv, that’s hooked up to WiFi, so you can use your Netflix, Amazon or Hulu account if you want. The kitchen is fully equipped. Towels, soap, shampoo and conditioner provided for 1 day. No daily cleaning service. No parties.

4.96 out of 5 average rating, 109 reviews

Chalet in Killington

Prime Killington Proximity | Ski, Sauna, & Soak!

Awarded Airbnb’s "Most Loved Homes!" Escape to our warm chalet, just 5 minutes from the slopes in Killington's most desirable neighborhood. Ski, hike, bike, or golf by day–then unwind in our private sauna, soak in the outdoor hot tub, or curl up by the wood-burning fireplace in front of the TV. Comfy beds, full kitchen, fast WiFi, and billiards & darts in the game room. Close to great restaurants, breweries, nightlife, golf, and breathtaking fall foliage. Your perfect mountain getaway awaits!

4.89 out of 5 average rating, 162 reviews

Modern Killington Farmhouse Condo: Close to Resort

Welcome to our condo in picturesque Killington. This 2RM/2BA modern farmhouse-style unit features an open kitchen, stainless appliances, island, dining area, living room w/ smart TV, gas fireplace, sofa bed, queen bed, easy chair & amazing tile shower w/ body jets. The primary bedroom has ensuite bathroom, TV, flexible king bed, AC & washer/dryer. Reclaimed barn board finishes & sliding barn doors add rustic charm. Plus a summer pool! Book now for modern comfort & rustic charm in Killington!

Guest suite in Killington

4.93 out of 5 average rating, 15 reviews

The Woods Renovated 1BR Studio close to the slopes

This comfortable room in The Woods Resort and Spa is close to everything that Killington has to offer. Think hotel-style room with a Queen bed and full bathroom. Fully renovated in October 2024 including all new furniture, new Queen mattress, new plank flooring, Keurig, new mini fridge, new linens and towels. There is a comfy reading chair and reading lamp. Large chest of drawers and closet with plenty of hangers to make your stay comfortable. You don’t need to live out of your suitcase.

4.62 out of 5 average rating, 90 reviews

Killington Bill Condo w/ Kitchenette Sleeps 4

Discount Lift Tickets & Rentals! Welcome to our Killington studio, an ideal base for skiing, biking, hiking, exploring or simply unwinding. Newly remodeled, this hotel-style condo accommodates up to 4 guests, w/ a queen bed & sofa bed. Enjoy cable or Netflix on the large smart TV. The kitchenette includes a mini-fridge, microwave, electric cooktop, Keurig & coffee maker. Indulge in the stunning new shower in the full bathroom. Outside, a heated pool awaits (open June to mid-Sep).

4.97 out of 5 average rating, 147 reviews

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!

3 bedroom townhouse with 2 full baths. Third bedroom is an open loft with 2 twin beds. The Woods is a luxury condo development located 3 miles from the lifts at Killington. Pool, gym and spa facilities. New: Killington Cafe & Wine Bar at the The Woods! 6 guests max per law. ONE well-behaved DOG upon approval (NOT 2 DOGS); $90 pet fee per stay. *INCLUDE YOUR PET AS A GUEST AND TELL ME ABOUT YOUR DOG WHEN BOOKING. Sorry, NO CATS. Summer guests, NO A/C in the unit.

4.87 out of 5 average rating, 269 reviews

Townhouse in Killington

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.

4.99 out of 5 average rating, 247 reviews

Tiny home in Warren

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*

Top Guest favourite

4.97 out of 5 average rating, 30 reviews

Enjoy Fall Foliage in Killington!

Come enjoy Cascade, the upstairs unit of the duplex at Powder Day Chalet. This renovated, pet-friendly retreat is right off the access road! Enjoy the 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, s’more’s over the fire pit and unwind in the hot tub (November to March: $150 fee to set up out of season).

4.82 out of 5 average rating, 114 reviews

Bear Creek Lodge

This ski chalet just off the Killington Access Road features exposed-beam vaulted ceilings and a front porch. Enjoy the peaceful running creek along the back of the property. Inside, you'll have a cozy mountain atmosphere plus an extensive collection of board games and DVDs for those rainy days or for warming up after a day in the snow. Full kitchen for group meals and plenty of parking. Close to the slopes, restaurants, and all the area attractions!