
Vacation rentals in Killington
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Top-rated vacation rentals in Killington
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Ski on Ski off killington/ Pico mountain condo
Beautiful ski on ski off condo at the foot off Pico mountain ski resort. Free shuttle bus to Killington and Rutland at front door. 4th floor (top floor) condo with elevator. Balcony with view of Dears Leep overlook. Quiet top floor end unit. Full kitchen, 1 bedroom with seperate living room. Living room has pull out sofa bed and 54 inch t.v. and WIFI. Hike the Appalachian, Long and Catamount trails from your back door. 30 minutes from Woodstock. Please be sure to read and agree to house rules.

CozyCub- Location, Fireplace, Ski Off/Shuttle On!
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.

Apartment in Vermont Historic Home
This lovely renovated 3-room apartment is attached to our 1885 Vermont italianate home, located is historic Middletown Springs, Vermont. We have been working on restoring this house, listed on Vermont's registry of historic homes, for a dozen years now. The apartment has its own entrance, full kitchen, and one spacious bedroom. The third room is a large sitting room with a shower and closet bath. Enjoy your morning coffee on the front porch, meet our chickens, and explore our garden.

Newly renovated ski retreat at Killington
Located at Mountain Green Resort, Building III. Walk to Snowshed Lodge to begin your day of skiing, or take the free shuttle that will pick you up outside the entrance. After your day of skiing ends and you return to the unit, to experience the many amenities that the resort has to offer: indoor pool, eucalyptus steam room, two spas, sauna, fitness center,. You may prefer to stay in the unit and watch skiers come down the mountain. check VRBO.1532508 mention this for a better deal

Inviting studio apartment above barn in Vermont
This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. I am as close or as far away as you would like me to be with my house right next door.

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.

Killington VT Chalet - Lower apartment
Entire lower apt of Austrian Style home in Killington across from Pico Mtn offers beautiful views in a quiet setting with preserved forest and the Appalachian & Long Trail in our backyard. Only 2 miles to Killington Access Road. The apartment is the lower unit, owners occupy the upper unit. We are a ski family and are up early each morning. Previous reviews REQUIRED, no 3rd-party bookings. No partiers, smokers, or loud gatherings. No pets including service animals.

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!

The Guest House at Sky Hollow
This quiet 120 acre hilltop house on an 1800's farm turned homestead offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!

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.

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.

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
Killington house rentals

Home Sweet Home

Ranch at Mendon Mt Orchards

Killington/Okemo, 7p Hot tub, Spacious, Mtn.views!

Affordable, private, surrounded by flower gardens

Cottage in the Heart of the Green Mountains

Cozy Contemporary Downtown Texaco

One Room School House. No Cleaning Fees!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Ski-in/ski-out vacation rentals in Killington

Renovated unit, prime location! Shuttle on/Ski off

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

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

Sunny Studio Apartment in Hartland

The Cozy Little Red Cabin

Killington Chalet - Hot Tub, Sauna, Boot Dryer

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

Cozy 4-season Cabin on Pond - "East Cabin"
Ski-in/ski-out houses in Killington

Captain Tom's Cabin - Secluded Vermont Getaway

Ski home to Trail Creek!

Ski-In/Ski-Out Hike Okemo Mountain Condo

Modern Farmhouse on 25 Acres - Superb Views

Luxe 4BR w Incredible View & Game Room!

Summit View Ski and Golf Retreat w/hot tub & Sauna

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Charming Sugarbush Standalone Condo
When is the best time to visit Killington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $379 | $411 | $305 | $214 | $196 | $186 | $194 | $193 | $197 | $216 | $228 | $320 |
| Avg. temp | 20°F | 22°F | 32°F | 45°F | 56°F | 65°F | 70°F | 68°F | 60°F | 48°F | 37°F | 27°F |
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 200 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 $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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!
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 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 free parking?
Absolutely! We offer over 220 house rentals with free parking in Killington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Killington have wifi?
Absolutely! We offer over 220 house rentals with wifi in Killington. Enjoy a tailored experience with all the comforts you desire.
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 220 homes with wifi, over 140 homes with a bbq area, over 30 homes with a gym, over 220 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
What are the 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.
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 $70 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 Self check-in, Gym, and BBQ grill across Killington rentals

4.8 Average rating
Killington stays are highly rated by guests—averaging 4.8 out of 5!
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- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Fort Ticonderoga
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Dartmouth Skiway
- Hildene, The Lincoln Family Home
- Hooper Golf Course
- Lucky Bugger Vineyard & Winery
- Dorset Field Club
- Bromley Mountain Ski Resort
- Autumn Mountain Winery
- Whaleback Mountain
- Mount Sunapee Resort
- Fox Run Golf Club
- Montshire Museum of Science
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Ekwanok Country Club
- Baker Hill Golf Club
- Things to do Killington
- Food and drink Killington
- Things to do Rutland County
- Food and drink Rutland County
- Things to do Vermont
- Food and drink Vermont
- Nature and outdoors Vermont
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