Holiday rentals in The Woods

4.91 out of 5 average rating, 212 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, 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!

4.94 out of 5 average rating, 258 reviews

AC/Dog-Friendly/Spa Onsite/Pool/Wine Bar

Escape to tranquility in this charming 2BD, 2BA home, designed with comfort (portable AC) and relaxation in mind. Nestled in a peaceful neighborhood, it’s the perfect retreat for families, couples, and pet owners who want to enjoy a little extra R&R with their furry friends. The spa area with a pool and hot tub is ideal for unwinding after a long day of exploring or just enjoying the serene environment. Alternatively, you can relax in front of the wood-burning fireplace! New arcade and Xbox!

Top guest favourite

4.94 out of 5 average rating, 111 reviews

Glamorous 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. Experience the charm and beauty of Killington like never before.

4.59 out of 5 average rating, 100 reviews

NEW Killington Studio: Great Location! Comfy. 431

Welcome to our Killington studio, perfect for skiing, biking, hiking, antiquing, beer tasting, kayaking, exploring, or simply unwinding. This hotel room-style condo sleeps four in two comfortable queen beds. Enjoy cable/streaming on the large smart TV. Amenities include a mini-fridge, microwave, Keurig & coffee maker. The full bathroom offers a tub & shower. Outside, a heated pool awaits (open June to mid-September). You'll love it! (Note: This unit is hotel-room style without a kitchen.)

4.92 out of 5 average rating, 12 reviews

Beautifully renovated spacious 2 room 2 BA suite

***Seasonal Rental*** Beautifully renovated 2 room suite with 5* ratings located on the access road. With 2 full baths, king bed and queen sofa this is a perfect set up for families or groups. A full kitchen and plentiful seating allows for group dinners around the fire. Indulge yourself after a day on the slopes in the soaker tub or enjoy a relaxing rain shower in the huge oversized walk in shower. Grab a warm towel from the heated towel rail and step out onto the heated floors.

4.88 out of 5 average rating, 266 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.

5 out of 5 average rating, 14 reviews

Flat in Killington

New Resort Condo Close to Lifts

This newly listed condo is located in building 3 of Mountain Green Resort, across the street from Snowshed. The condo door is seconds to the hot tub, indoor pool, sauna, steam room, massage spa, ski shop, restaurant/bar or gym. The lifts are a 30 second drive, free shuttle (seasonal) or 5-10 min walk away. Features in the condo include 4K TV, high speed WiFi, board games, full kitchen and two queen beds. Nightlife and several restaurants within minutes drive.

Top guest favourite

4.96 out of 5 average rating, 26 reviews

Enjoy Killington in the Summer*

Welcome to Cascade, the upstairs unit of the duplex at Powder Day Chalet. This fully renovated, pet-friendly retreat is just off the access road! Enjoy the wood-burning fireplace, 2 bedrooms and 1 bath. Kitchen has a cooktop with 3 burners, microwave, and air fryer/ toaster oven combo. Enjoy smart TVs, games, high-speed internet, smores over the fire pit and unwind in the hot tub (November to March: $150 fee to set up out of season)

5 out of 5 average rating, 18 reviews

Cozy Slopeside Studio at Pico

Escape to Pico Ski Resort in Killington, Vermont, a family-friendly hidden gem in the Green Mountains. Enjoy picturesque trails for all skill levels and fewer crowds, or take the free shuttle to nearby Killington Mountain. This renovated studio offers a modern, cozy haven steps from the ski lifts. Embrace the serene beauty and welcoming atmosphere of Pico Ski Resort for an unforgettable mountain retreat!

4.83 out of 5 average rating, 24 reviews

Cozy 1BR/1BA Condo

Welcome to our Killington Edgemont trailside condo! Located directly off the Edgemont/Whiffletree ski trail in the heart of Killington. Close to some of the best skiing, mountain biking, hiking and golfing in Vermont. Family friendly!! Sleeps 4 comfortably.... You'll enjoy Wi-Fi, two smart TVs (one w/ cable), fully equipped kitchen & unlimited firewood for the cozy wood burning fireplace.