Holiday rentals in Killington Ski Area

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

Flat 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.

4.93 out of 5 average rating, 107 reviews

Apartment in Mendon

Hotel Chic - Home Comfort -Ski Easy.

HOTEL CHIC - SKI EASY Elegant - Cozy - Spotless Our condo is located minutes from Pico & Killington, 🥾AT&LT, 💍wedding venues, 🚴‍♀️mountain biking, ⛳️golf and many local events. Superhost level comfort welcomes you! OUR ULTRA COZY RETREAT WAITS JUST FOR YOU ⛷️Pico -5 minutes ⛷️Killington -15 minutes 🥾Minutes from LT/AT •Squeaky Clean •Fireplace, TV, WIFI •Seasonal Pool(towels provided) •Private covered porch •Keypad check in •Smoke free/Pet free NOTE: Condo regs allow 2 adults(21yrs)

Guest house in Wallingford

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

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

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!

4.96 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

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.

4.96 out of 5 average rating, 609 reviews

Flat in Rutland

Your home away from home

Another glorious time of year in Vermont! Our house is close to the mountains (Killington, Pico, Okemo). You'll love our space for its central location to lakes, hiking, skiing, golf, restaurants and dining, downtown, art and culture, shopping and medical facilities.This first floor apartment with its home-like atmosphere has a separate entrance. It is good for couples, small families, solo adventurers, and business travelers.

4.97 out of 5 average rating, 115 reviews

Townhouse in Killington

Beautiful Spacious Condo at Killington Resort

This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski Resort. It welcomes up to eight guests for an unforgettable stay in the Green Mountains! Exceptional access to year round outdoor activities, great community amenities, and a comfortable condo to come home to - what more could you ask for? Book Timberline K4 today for a thrilling Vermont getaway!

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

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 holiday rentals

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Pool

Free parking on premises

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Other great holiday rentals in Killington Ski Area

5 out of 5 average rating, 6 reviews

Home in Tinmouth

Charming Vermont Schoolhouse

MaryRating, 5 stars6 days 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

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, 79 reviews

Home in Killington

Golf, Bike, Fish, or Hike!

AgnesRating, 5 stars2 months ago

Had a wonderful weekend at Ashley's place! The condo is located just a few minutes from the K-1 base (and skiable too, but we came late in the season) and had everything we needed. Fireplace and sauna/hot tub (in an adjacent building) was a great bonus. Ashley was incredibly helpful and friendly, I'd love to come back!

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!

Place to stay in Middletown Springs

5 out of 5 average rating, 13 reviews

Off-Grid Meadow Cabin Glamping Retreat

CoreyRating, 5 stars5 months ago

The Meadow Cabin was amazing. I wanted to go somewhere off-grid for a night and couldn’t have asked for a better place. There is a great story behind this cabin as well! I had everything I needed and nothing I didn’t. I spent about 24hrs in total there and never felt the need to play music or open a book. I just enjoyed the space, indoor and out, and took in the scenery. Will absolutely go back next time I need to disconnect!

4.93 out of 5 average rating, 15 reviews

Cabin in West Windsor

Peaceful Vermont Cottage

JoshuaRating, 5 stars1 week ago

Joe and Sandra were excellent, very responsive hosts. More responsive (and considerate) than just about any host I've come across on AirBnB. The house felt very secluded, even with being fairly close to a road. Nighttime was full of the sounds of the stream, crickets, and sometimes owls! The house was adequately furnished with the basics and met our needs for a short stay, maybe a little challenging for long stays. Beds were very comfy, fast WiFi, and forced air heat if you need it. *Also* HUGE plus to have basically new washer and dryer if you need it. Not something common! Would definitely stay here again if we revisit the area.

4.83 out of 5 average rating, 395 reviews

Summer is coming! Cute Mountain Getaway!

ChrystinaRating, 5 stars1 month ago

Great location and great value for the money. Came for spring skiing and it was perfect. Would recommend!