Vacation rentals near Killington Ski Area

4.99 out of 5 average rating, 107 reviews

A rustic cabin nestled among tall trees, featuring a porch with sliding glass doors. A wooden picnic table is positioned on the deck, surrounded by a natural forest landscape. The ground is covered with pine needles and soft earth, enhancing the secluded atmosphere.

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.

A natural rock formation is seen beside a clear, turquoise swimming area, framed by lush greenery. Smooth, textured rocks lead to the water's edge, creating an inviting atmosphere for outdoor activities. Sunlight reflects off the water's surface, enhancing the serene setting.

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

Two red adirondack chairs are positioned on a grassy area overlooking a calm pond. The water reflects a tree-lined shoreline under a partially cloudy sky. A wooden dock extends into the water, enhancing the tranquil outdoor setting.

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.

Guesthouse in Wallingford

The exterior of a historic guesthouse is shown, featuring white siding and classic black shutters. The structure is located amidst lush green grass and trees, with a red barn visible in the background. A gentle sunset casts a warm glow over the scene.

4.98 out of 5 average rating, 697 reviews

Vermont Home Central to Ski Areas-No Cleaning Fees

Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!

4.97 out of 5 average rating, 393 reviews

A stone fireplace is seen with warm flames flickering from burning logs. The fire creates a cozy ambiance against the rustic stone backdrop, while the wooden floor reflects the light from the fire, enhancing the inviting atmosphere of the space.

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.

4.98 out of 5 average rating, 157 reviews

An inviting loft space features wooden ceiling beams and warm lighting on the walls. A spacious bed with a textured coverlet is positioned on a wooden platform, inviting restful sleep. A small window allows natural light to filter in, enhancing the cozy atmosphere.

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

A modern wooden house is surrounded by lush greenery, featuring a small pool on a wooden deck. Views of distant mountains and a serene lake are visible in the background, creating a tranquil outdoor setting.

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*

4.96 out of 5 average rating, 131 reviews

Dog-Friendly Mtn Escape/AC/Pool/

Experience year-round adventure at Sunrise Village at Killington, just steps from scenic trails and the Sunrise Village Triple Lift (488 ft away). After a day of outdoor fun, unwind by the cozy electric fireplace. Explore nearby hiking, mountain biking, kayaking, and golfing. The indoor sports complex—featuring a pool, hot tub, and gym—is a short walk away. Perfect for outdoor lovers looking to relax and make unforgettable memories!

Superhost

The image captures a scenic view of a condo complex nestled among lush greenery, with distant mountains rising under a blue sky dotted with clouds. The foreground highlights a parking area and well-maintained grounds, providing a tranquil setting for relaxation.

4.94 out of 5 average rating, 171 reviews

Renovated unit, prime location! Shuttle on/Ski off

We are located in Killington, VT. A newly renovated family friendly condo complex located on East Mountain Rd. Take the free shuttle (modified schedule post Covid) and end your day by skiing back to the condo. In the summer season you can enjoy a day mountain biking and ride home in just under five minutes. Enjoy the outdoor pool during the summer after a day of mountain biking! Year round activities all within a short distance.

Superhost

A panoramic view showcases Killington Ski Resort, with its snow-covered slopes and trails visible against a clear blue sky. The winter landscape includes the surrounding mountains, highlighted by the well-defined ski routes winding down their sides, creating an inviting scene for outdoor enthusiasts.

4.89 out of 5 average rating, 130 reviews

Location + Spa! - Cozy 2BR Condo - Mountain Side

Our cozy two-bedroom condo is just steps from the lifts, spa, ski shops, and restaurants, with a three-minute drive to Killington. Nestled in the Green Mountains, you’ll have access to skiing, hiking, world-class golf, snow tubing, and scenic mountain views. The condo features seasonal amenities including a pool, fitness center, hot tub, sauna, steam room, and more — perfect for both adventure and relaxation!

A gondola traverses over snow-covered trees, revealing a panoramic view of snow-draped mountains in the background. The landscape showcases a winter scene with a clear blue sky above, accentuating the serene beauty of the snowy terrain.

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.

4.98 out of 5 average rating, 108 reviews

The exterior of the condo is surrounded by trees, showcasing a serene setting. Two colorful striped chairs are positioned on a patio area with tiled flooring, leading to a spacious lawn. Sliding glass doors provide access to the interior space.

Home in Killington

CozyDen - AC, Grill, Bike to Mountain!

Welcome to our cozy 1-bedroom condo in Killington, VT! Ski off and shuttle on, close to everything including biking and golfing. Enjoy the wood-burning stove, comfortable furnishings, and well-equipped kitchen. Rest well in the king bed and explore the slopes, trails, and golf courses nearby. Relax on the porch or by the fire. Your perfect Killington getaway awaits!

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Popular amenities for Killington Ski Area vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Killington Ski Area

5 out of 5 average rating, 6 reviews

A spacious living area is highlighted by tall windows, allowing ample natural light. Exposed wood beams adorn the ceiling. A comfortable sofa sits across from a coffee table, with a decorative rug beneath. A dining table and chairs are visible, complemented by a bright kitchen area in the background.

Home in Tinmouth

Charming Vermont Schoolhouse

MaryRating, 5 stars1 week ago

Exceeded our expectations. The space was better than the pictures. Every imaginable need was met!!! Host was so responsive and helpful. He is also an extremely talented contractor. The work he did on the space was incredible!

5 out of 5 average rating, 6 reviews

An open-concept living area is highlighted by a spiral staircase leading to the loft bedroom. A blue sofa and wooden coffee table are arranged in a cozy seating space. Natural light fills the room through large windows, and a wood-burning stove offers additional warmth.

Home in Plymouth

Charming Modern Cabin Retreat

LailaRating, 5 stars1 week ago

My husband and I chose this home as a little getaway to celebrate my graduation. It is so peaceful and the property is beautiful. We really enjoyed how clean the home is. And how quiet it was. We truly felt comfortable and at home. I also want to highlight how responsive and nice Maribel is.

4.89 out of 5 average rating, 80 reviews

An indoor pool area features clear, inviting water surrounded by tiled flooring. Large windows provide natural light, creating a bright atmosphere. A hot tub is positioned nearby, and several lounge chairs are arranged around the pool, offering a relaxing space for guests.

Home in Killington

Golf, Bike, Fish, or Hike!

SooRating, 5 stars1 month ago

Ashley was super friendly and responsive and her place was as described with everything I need and more to make me feel right at home. Would love to stay here again. Thank you so much for letting us stay at your beautiful place!

4.93 out of 5 average rating, 28 reviews

A close-up view captures a chicken with a distinctive comb and feathered neck. The chicken's expressive eyes and detailed plumage are highlighted against a backdrop of straw, providing a glimpse into the rustic charm of the backyard setting.

Apartment in Rutland

Red Rooster Air BnB

LeifRating, 5 stars1 week ago

We enjoyed our stay here, very convenient location with lots of good food around. The place had all the amenities you would need for an extended stay.

A cascading waterfall flows over smooth, dark rocks, surrounded by lush greenery. Moss covers the stones, and the area is shaded by tall trees. The scene reflects the natural beauty and tranquility of the Vermont landscape.

5 out of 5 average rating, 18 reviews

Cozy Slopeside Studio at Pico

SamanthaRating, 5 stars2 months ago

After being disappointed by the weather (lack of snow), we were SO happy we chose to stay here with Cole and Rachel. We spent most of our time cuddled on the couch watching movies and felt right at home. We loved it!

5 out of 5 average rating, 13 reviews

A warm living area features a comfortable gray sofa, stylish green chairs, and a glass coffee table. Natural light streams through large windows overlooking snow-covered scenery. A black chalkboard with welcome notes adds a personal touch to the space.

Apartment in Killington

Mojo Dojo Winter Casa Condo at Mountain Green

CaityRating, 5 stars2 months ago

What a perfect Killington rental! This unit has been wonderfully renovated to feel so cozy and aesthetically pleasing. The beds were super comfortable and the kitchen had everything we needed to cook a lovely dinner. The amenities at the club are also great with a newly renovated pool, steam room, hot tub, and saunas. A perfect weekend getaway and late season ski trip for our family. We can’t recommend this location enough!