Vacation rentals in The Woods

Aerial view of a snow-covered landscape, showcasing rolling hills and a winding road. The scene includes a mix of bare trees and patches of evergreen, while the distant mountains hint at recreational opportunities. A clear sky and soft sunlight enhance the serene atmosphere.

4.89 out of 5 average rating, 226 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!

4.95 out of 5 average rating, 112 reviews

A balcony is featured with a round glass table and two metal chairs, overlooking a vast mountainous landscape. Ski equipment stands against the wall, while natural light highlights the warm tones of the balcony's siding.

Condo in Rutland

Ski on Ski off killington/ Pico mountain condo

Beautiful ski on ski off condo at the foot off Pico mountain ski resort. Free shuttle bus to Killington and Rutland at front door. 4th floor (top floor) condo with elevator. Balcony with view of Dears Leep overlook. Quiet top floor end unit. Full kitchen, 1 bedroom with seperate living room. Living room has pull out sofa bed and 54 inch t.v. and WIFI. Hike the Appalachian, Long and Catamount trails from your back door. 30 minutes from Woodstock. Please be sure to read and agree to house rules.

4.89 out of 5 average rating, 166 reviews

A dining area is set with a wooden table adorned with plates and glassware, complemented by a stylish chandelier overhead. In the background, a comfortably furnished living area features a sofa and a smart TV, creating a welcoming environment.

Condo in Killington

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!

A spacious living area features large windows that provide views of the surrounding greenery. A comfortable sectional sofa, accented with pillows, is positioned near a wooden coffee table. A cozy armchair is placed beside a floor lamp, creating a warm and inviting seating space.

4.94 out of 5 average rating, 135 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.

4.97 out of 5 average rating, 421 reviews

The private guest house is surrounded by lush greenery, featuring a covered porch with a chimney and hanging planters. A well-maintained lawn leads to the house, while a backdrop of rolling hills enhances the tranquil setting.

Cottage in Windsor

Ogden's Mill Farm

Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

4.87 out of 5 average rating, 277 reviews

The cozy living area features a pair of gray sofas positioned around a circular wooden coffee table. A fireplace is set against a green accent wall, accompanied by a flat-screen TV mounted above. Natural light filters through the large window adorned with blinds.

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.

4.98 out of 5 average rating, 145 reviews

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

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling perfect for any admirer of a beloved wizarding world, or anyone who just truly appreciates a 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 among the branches of several maple trees, providing a magical and secluded escape from the hustle and bustle of everyday life.

4.97 out of 5 average rating, 216 reviews

A warmly lit cabin emerges from the surrounding trees, framed by a quiet, snow-covered dirt road. Soft light spills from the windows, creating a welcoming glow in the tranquil, darkened landscape.

Home in Rochester

The Guest House at Sky Hollow

This quiet 120 acre hilltop house on an 1800's farm turned homestead offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!

A cozy living area features exposed-beam vaulted ceilings and natural wood accents. Large windows allow ambient light to illuminate the space. A television sits on a wooden stand, while a comfortable sofa is positioned nearby, accompanied by a warm table lamp. Decorative curtains complement the rustic decor.

4.83 out of 5 average rating, 118 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!

4.95 out of 5 average rating, 488 reviews

A spacious living area features a light grey sectional sofa with cozy throw pillows. Natural light floods in through large glass doors that open to the yard, while a modern ceiling fan hangs above. A rug defines the seating arrangement, and simple decor adds warmth.

Cabin in Rochester

Black haus: a hip, cool house hidden in a forest.

You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

Guest favourite

A living room with a gas fireplace built into a brick facade provides warmth. A comfortable sectional couch faces the fireplace, complemented by a small coffee table. Large sliding glass doors open to a balcony, offering views of greenery outside.

Condo in Killington

4.98 out of 5 average rating, 135 reviews

Cozy Mountain Condo

Updated 1 Bdr Whiffletree condo in the heart of Killington minutes from everything. The condo is fully stocked with all of the essentials you will need for your Vermont get away. Ski locker for all your gear! Sleeps up to 4 with a king bed and queen pullout sofa. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Killington Reg #004858

The exterior of a spacious three-story home is showcased, featuring a wooden facade with large windows. Flower beds with blooming plants are positioned in front, along with a stone pathway leading to the entrance. A lush green hillside surrounds the property.