Vacation rentals in The Woods

4.91 out of 5 average rating, 213 reviews

Home in Killington

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!

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Cabin in Stoddard

4.98 out of 5 average rating, 109 reviews

Boulder House - Extraordinary Luxury in the Woods!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

4.92 out of 5 average rating, 147 reviews

Home in Killington

Atelier Killington, hottub and amazing location

Welcome to Atelier in Killington, walking distance to shops and restaurants, yet situated in one the most private and enchanting settings in all of Killington. Surrounded by forest and a private reflective pond, foot bridges and cleared paths leading to expanses of protected land. Experience the fall colors or snow covered trees from the brand new pondside hottub. Experience Hygge to its fullest by having hot chocolate by the wood burning fireplace or fondue at our dining table that seats 10.

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, 259 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!

4.75 out of 5 average rating, 73 reviews

The Swell Annex: Studio w/ Kitchenette, Pool. 641

Welcome to our Killington studio, perfect for outdoor enthusiasts or relaxation seekers. This revamped hotel-style condo, accommodating up to 4 guests in a queen bed & sofa bed, features a kitchenette with a mini-fridge, microwave, Keurig & coffee maker. Enjoy cable/streaming on the large smart TV & freshen up in the full bathroom with a new shower. A heated pool awaits outside (Jun-mid Sept). Shared washer/dryer available. *Note: This unit, including one room & bathroom, has a kitchenette.

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.

4.97 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.

4.88 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.

4.98 out of 5 average rating, 158 reviews

Cabin in Pittsfield

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! MUST have AWD/4x4 for winter access on dirt road and driveway. Cozy up by the newly added propane fireplace with an easy click of a button! Come experience the winter beauty Vermont has to offer!