Vacation rentals in Killington

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Top-rated vacation rentals in Killington

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
The cabin entrance is framed by freshly fallen snow, with wooden siding that blends into the winter landscape. A lantern on the left provides a soft glow, illuminating the path. Tranquil trees surround the area, enhancing the serene atmosphere.
Cabin in Plymouth
4.99 out of 5 average rating, 121 reviews

~The ClubHaus~

Appreciate life at our peaceful home away from home in the Vermont Woods... Located a short drive from Killington and Okemo ski mountains, The ClubHaus is the perfect spot to unwind after enjoying four season New England activities. Breweries and great food are nearby in Woodstock, Manchester, and Dorset. Huge fireplace, hot tub, comfortable beds, and lots of thoughtful touches provided to welcome you to the ClubHaus family. Wifi, Netflix, and Disney+ included, no cable. @clubhausvt on IG

Guest favorite
An A-frame chalet features a sloped metal roof and wooden exterior, surrounded by verdant greenery. A welcoming wooden deck with stairs leads to the entrance, inviting guests to enjoy the natural setting. Large windows allow for sunlight to illuminate the space.
Chalet in Stockbridge
4.84 out of 5 average rating, 174 reviews

Vermont Chalet

Killington Skiing, Pico Peak, Sugar Bush, Mad River are all within distance. Killington is 14 miles away. Fall folliage is fabulous; kitchen well equipped; very light and lovingly cared for. Spring and summer are just as wonderful. I am walking distance to the White River where there is canoeing, tubing and swimming. Within walking distance is the Gaysville Campgrounds. Here you'll find river access to a fabulous swimming hole in the White River as well as trails to explore or walk your dog.

Guest favorite
A cozy living area is visible, featuring a dining table surrounded by bright yellow chairs. A fireplace is seen, enhancing the space, while a large bear-themed wall mural adds a touch of nature. Natural light floods in from the nearby window.
Condo in Killington
4.93 out of 5 average rating, 188 reviews

CozyCub - Pool, Hiking, Mountain Biking

Delight in this friendly, fully renovated (2022) modern ski condo next to Killington's popular Snowshed base area, learn-to-ski trails, and golf course. Shuttle-On / Ski-Off to the condo during peak season. The location is prime for accessing everything the area has to offer. Relax for some streaming after a day on the mountain on the 65" TV. Enjoy the Whiffletree condo association's outdoor pool and tennis courts in the summer, settle in by the gas fireplace, or head out to explore.

Top guest favorite
The kitchen area features a large island with seating and modern appliances. Natural wood paneling complements the high cathedral ceiling. Glass doors open to a scenic view of the surrounding hills, providing ample natural light and a connection to the outdoors.
Barn in Woodstock
5 out of 5 average rating, 279 reviews

THE LOFT, stunning views from a timber framed barn

Welcome to "The Loft". The loft is a newly built apartment on the top floor of a timber framed barn. The owners are designer/builders who have combined the elements of old world craftsmanship with high tech efficiency to create a living space that is bright, airy and yet cozy. Powered by solar, this attached carriage barn is located on a quiet back road 3.5 miles from Woodstock Village and 3 miles from GMHA. The Loft has its own private entrance, parking and a sunset balcony.

Top guest favorite
A spacious living room features a comfortable sofa and armchair, enhancing relaxation. A large television is positioned in front, with decorative elements and artwork on the walls. Soft lighting from lamps and windows creates a welcoming ambiance in the well-designed space.
Guest suite in Clarendon
4.95 out of 5 average rating, 186 reviews

River House Apartment - Dog friendly

Entire downstairs of a house with one double bed. There is nice bathroom with shower. There is a microwave, coffee, massage chair, outdoor grill and picnic table. Internet and cable provided with fire stick for the TV. Fire pit and hot tub are shared by other guests. Up to three and all size dogs or pets are allowed and welcome. The three acres has a lovely place for them to run and has been sprayed for ticks and mosquitos. Please note: key replacement $30 if lost or taken

Top guest favorite
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
4.98 out of 5 average rating, 137 reviews

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.

Top guest favorite
A cozy cabin is nestled among the trees, showcasing a rustic wooden exterior with large windows. It overlooks a gentle slope covered in green grass and wild plants, with sunlight filtering through the canopy above, creating a serene and inviting atmosphere.
Guesthouse in Woodstock
4.98 out of 5 average rating, 266 reviews

Cozy Little Spot (Self Check-in)

Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED.

Guest favorite
A newly built tiny cabin is nestled among lush green trees, accessed by a wooden deck leading to a cozy seating area. Natural stones and grass surround the cabin, enhancing its peaceful woodland setting, while warm lights add a welcoming touch.
Cabin in Pittsfield
4.98 out of 5 average rating, 173 reviews

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!

Top guest favorite
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
4.95 out of 5 average rating, 487 reviews

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.

Top guest favorite
A cozy living room features a dark leather sofa adorned with decorative pillows. Above the couch, three framed nature-themed art pieces display serene mountain landscapes. A dog rests comfortably on the carpet, with soft lighting from two side lamps enhancing the peaceful ambiance.
Condo in Killington
4.96 out of 5 average rating, 150 reviews

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

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 gas 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!

Top guest favorite
The exterior of a traditional white house features a spacious covered porch lined with wooden railings and supported by columns. Potted plants and hanging baskets add greenery, while the entrance is framed by multiple windows. A gravel driveway leads up to the porch.
Apartment in Rutland
4.96 out of 5 average rating, 645 reviews

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.

Guest favorite
A cozy living area features a brick fireplace with a warm fire. A comfortable sofa adorned with decorative pillows is positioned nearby, accompanied by a wooden coffee table. Wall-mounted art and soft lighting enhance the welcoming ambiance.
Townhouse in Killington
4.96 out of 5 average rating, 123 reviews

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!

Popular amenities for Killington vacation rentals

Your guide to Killington

All About Killington

Situated in the Green Mountains of central Vermont, the town of Killington may be on the smaller side, but it has a lot to offer when it comes to year-round outdoor activities. The snow-covered mountains make Killington a popular spot for downhill skiing and snowboarding during the winter months, but as the snow melts, the mountains are transformed with green throughout the forests and mountainsides.

While hiking and biking are popular ways to explore the stunning mountain scenery, Killington also has a 4,800-foot rollercoaster that gives riders a unique way to experience the beauty of the mountains. Although the town is known for the numerous outdoor activities visitors can enjoy throughout the year, it is anything but a sleepy mountain town — Killington’s active nightlife draws people from all over the region. Lounges, taverns, and steakhouses come alive as the sun sets, allowing for some nighttime fun before the next day of exploration begins.


The best time to stay in a vacation rental in Killington

Vermont has four distinct, and equally picturesque seasons, each bringing a different set of weather conditions. The winter months provide plenty of snowfall for Green Mountains’ many winter activities, making it a popular time for visitors to book Killington vacation rentals. Although the town is known for its excellent winter skiing, as the weather warms in April and May people ditch the skis for hiking boots and mountain bikes — but mornings can still be chilly, so bring a jacket. Summer’s heat is not too oppressive, making it an ideal time to spend as much time outdoors as you can handle, and the crisp fall weather washes through New England in late September. The area is also home to several events throughout the year. The town’s popular brewfest in September features live music and more than 80 local craft beers. In early December, you can wander among dozens of decorated trees and craft stalls at the Vermont Holiday Festival, all to the sound of holiday music.


Top things to do in Killington

Thundering Falls Trail

Just outside of town, an accessible boardwalk will lead you to a cascading waterfall, the sixth tallest in Vermont. Several trails of varying distances and difficulty levels branch off from the boardwalk. At the top of the falls, you’ll find a swimming hole for a welcome dip to cool off during the warm summer months.

Gifford Woods State Park

Located in northern Killington, Gifford Woods State Park covers 285 acres and offers numerous trails, including the Old Growth Interpretive Trail, where you can find displays along the way that tell the history of the hardwood forest and describe the characteristics of the trees found throughout. A shaded picnic spot with a play area provides a scenic place to soak up the tranquility of the forest.

Billings Farm and Museum

Billings Farm and Museum, in nearby Woodstock, has several historic barns, pastures, gardens, and a fully restored farmhouse from the late 1800s. The museum exhibits include authentic farm tools and equipment and family possessions from life on the farm in times gone by. Classes and workshops are also run throughout the year, providing visitors with the chance to learn how to pickle, make jams, can produce, and more.

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Killington?

    Yes! Work meets play with ease at over 370 vacation rentals in Killington featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Killington?

    Four-legged friends are welcome in Killington. Choose from more than 190 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Killington?

    Experience the best of Killington with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Killington have a bbq area?

    Absolutely! We offer over 140 house rentals with a bbq area in Killington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Killington have self check-in?

    Absolutely! We offer over 140 house rentals with self check-in in Killington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Killington have a gym?

    Absolutely! We offer over 30 house rentals with a gym in Killington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Killington have wifi?

    Absolutely! We offer over 210 house rentals with wifi in Killington. Enjoy a tailored experience with all the comforts you desire.

  • Are there Killington house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 house rentals with pools in Killington, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly house rentals in Killington?

    Killington has more than 210 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Killington?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a gym, over 140 homes with a bbq area, over 140 homes with self check-in, over 210 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Killington

  • Total vacation rentals

    Explore 1,010 vacation rentals in Killington

  • Nightly prices starting at

    Killington vacation rentals start at G$14,637 GYD per night before taxes and fees

  • Verified guest reviews

    Over 36,340 verified reviews to help you choose

  • Family-friendly vacation rentals

    700 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 200 rentals that welcome pets

  • Vacation rentals with a pool

    480 properties feature pools

  • Rentals with dedicated workspaces

    370 properties have a dedicated workspace

  • Wi-Fi availability

    1,010 of Killington vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Killington rentals

  • 4.8 Average rating

    Killington stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Rutland County
  5. Killington