Vacation 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!

4.99 out of 5 average rating, 107 reviews

Tiny home in Castleton

Cabin-by-the-falls

One-bedroom cabin, one double bed, for those who want tranquility. Parking at the main house and then a short walk downhill, then a level rocky trail to the cabin, which is located at a stream and waterfalls. There is a composting toilet, electricity and water. Wifi at main house, on deck, 5 mins walk. Wood burner in cabin, and propane stove in outside kitchen. A stand pipe (potable) or water from nearby stream (non-potable). There is a deck overlooking the stream with a picnic table.

4.85 out of 5 average rating, 265 reviews

Comfy ski in/out studio at base of Pico-Killington

Studio at the base of Pico with a balcony. Free shuttle service from my place to Killington, which is 10 minutes away.Brand new sofa bed with a pillow top. Room divider. Lots of TV channels with Xfinity. Luggage cart and elevator for easy access. Fast Wi-Fi. Free ski locker with one key for each guest. There is a laundry room with coin operated machines. The kitchen is fully equipped. Towels, soap, shampoo and conditioner provided for one day. No daily cleaning service. No parties. Free parking

4.99 out of 5 average rating, 138 reviews

Apartment in Pittsford

Waterfront cottage walk-out suite.

Private entrance suite overlooking Burr Pond. Conveniently close to Mountain Top Inn & Resort (3.7 miles), Killington/Pico ski resorts and Rutland. Swim, kayak, bike and hike. Take advantage of more than 12 miles of the Pittsford Trail Network. The serenity of country living coupled with the amenities of Rutland! We’re on a short dirt road off of a steep hill. Front or 4 wheel drive vehicles with good all season or snow tires required in the winter. Not suitable for toddlers or young children.

Superhost

4.89 out of 5 average rating, 245 reviews

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

The Suites at Killington is a 2RM/2BA suite in the heart of Killington. In the main suite, enjoy the open kitchen, dining and kitchen island, bathroom w/ tile shower, & cozy living area w/ sofa bed, queen bed, TV & patio. The primary bedroom offers a king/twin bed split, ensuite bathroom, TV, washer & dryer. Skiing or exploring, this suite offers a cozy retreat. Enjoy the heated pool (open June to mid-Sept). Unbeatable location with easy access to the best of Killington. Ski rental discounts.

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!

Superhost

Townhouse in Killington

4.88 out of 5 average rating, 266 reviews

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, 157 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!

4.99 out of 5 average rating, 240 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*

4.9 out of 5 average rating, 135 reviews

Deluxe Suite (Mountain Sports Inn)

This is a 2000 square ft home located right on the Killington Rd leading up to the mountain. This is a 3 bedroom(1 king, 1 queen & 2 twin), 2.5 bath, full kitchen & full living room. Hot Breakfast included Dec-Mid March. Continental Breakfast Included Memorial Weekend-Mid Oct & Mid Nov-Mid April (Message for specifics) Require 2 Night Minimum on most holiday weekends. Quiet Hours: 10pm

4.95 out of 5 average rating, 133 reviews

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym

Revel in this bright and modern ski condo just off Killington's main road and close to everything. Relax after a day on the mountain streaming on one of your 3 smart TVs. Indulge with the fabulous condo amenities including the pool, hot tubs, spa, gym, and tennis courts, or settle in by the wood-burning fire. Spread out in this spacious condo and enjoy all that Killington has to offer.

4.84 out of 5 average rating, 122 reviews

Cozy Condo- Close to Mountain, Ski home trail

Experience Killington like never before with our ski-home condo and a free 5min shuttle ride to the mountain on winter weekends. Our home is the perfect location to experience all that Killington has to offer. It has a free shuttle and a ski home trail. As well as quick and convenient access to Killington's great nightlife including restaurants, shopping, bars, and entertainment.

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Popular amenities for The Woods vacation rentals

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Air conditioning

Other great vacation rentals in The Woods

Private room in Tunbridge

4.92 out of 5 average rating, 318 reviews

Mountain view

AshleyRating, 5 stars3 weeks ago

Bob was a great host- he sent detailed instructions on where to park, getting in, how to find our room, the bathroom, and where the linnens were. The bathroom had an amazing shower which felt great after a very long drive. He was flexible on our check in time, allowing us to check in later in the evening making the drive up much less stressful. The room was spacious and comfortable. I really appreciate Bob hosting us on our journey north!

4.99 out of 5 average rating, 750 reviews

Private room in Mendon

Private fireplace suite & luxury bath - Killington

RomanRating, 5 stars2 weeks ago

Josiane and Todd are lovely and welcoming people. The place is clean, cozy, and quiet. Breakfast was also lovely and we got a fun conversation included with it. I highly recommend staying at Josiane’s place.

4.98 out of 5 average rating, 108 reviews

CozyDen - AC, Grill, Bike to Mountain!

GinoRating, 5 stars5 days ago

Dan & Holly’s place was fantastic! Although we didn’t spend much time there due our busy schedule whenever we returned we found the place be extremely homey and comfortable! The house was very clean organized and I could find everything I needed. I felt comfortable throughout my stay and really enjoyed the air conditioning at night due to the humid weather lately! 10/10 would stay again!

4.99 out of 5 average rating, 135 reviews

SugarBear- Pool, AC, Sauna, Gym, Tennis!

JennRating, 5 stars1 month ago

Dan & Holly are amazing hosts. They provided everything needed to make our week great. They left dining recommendations and all of the information we needed for the property. It was the perfect space for our family. The on-site amenities were great. The pool space was super clean and the staff was amazing. The property is well maintained and we had everything we needed to feel at home. We would definitely recommend this property to friends and family. Downtown Rutland was a short drive, and there was so much to see just minutes from the property. Dan & Holly are extremely responsive and truly think of everything. We had no questions and checking in and out was a breeze because they are so thorough. It was a wonderful experience from start to finish.

Hotel room in Killington

4.52 out of 5 average rating, 50 reviews

Killington Resort to 4 minute drive

JjRating, 5 stars2 weeks ago

Absolutely wonderful stay! The place was spotless, and the host went above and beyond to make sure everything was perfect. They were incredibly hospitable and quick to respond to any questions we had. It truly felt like a home away from home. Would definitely stay here again – highly recommend! ⭐⭐⭐⭐⭐

4.99 out of 5 average rating, 100 reviews

Snowcub- AC, Pool, Hot tub, Tennis, Grill!

JoannaRating, 5 stars1 month ago

This was our first visit to SnowCub at The Woods and it was comfortable and well-equipped. Holly and Dan were great hosts - responsive, thoughtful (loved the greeting gifts), and easy to work with. I already booked another trip for June!

Private room in Chittenden

5 out of 5 average rating, 37 reviews

One-of-a-kind Post & Beam Chalet

KathleenRating, 5 stars5 days ago

Kayla’s place was beautiful, serene and perfectly located within five minutes of my family’s home in Pittsford. She was friendly, welcoming and a joy to meet. The room was beautiful and cozy with all of the conveniences of home, including access to her gorgeous chef’s kitchen. I have truly found a home away from home the next time I visit family in the area.

Superhost