
Holiday rentals in Killington
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Top-rated holiday rentals in Killington
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

Killington-Pico ski in/out Studio at base of Pico
At the base of Pico and 10 minutes from Killington. Free shuttle service from my place to Killington. I have a free ski locker and free wood for the fireplace. There is a laundry room with coin operated machines. There is a brand new 50” flat screen tv with cable. It’s a smart tv, that’s hooked up to WiFi, so you can use your Netflix, Amazon or Hulu account if you want. The kitchen is fully equipped. Towels, soap, shampoo and conditioner provided for 1 day. No daily cleaning service. No parties.

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.

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.

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.

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!

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…
This rustic Mountain Green Resort condo offers easy access to ski/mtn bike lifts with resort style amenities. Features include 4K Smart TVs, High speed WiFi, private balcony with mountain views, board games, and full kitchen. On-site health spa including pool, sauna, hot tub, gym, masseuse. Restaurants and nightlife are minutes down the road. Restaurant/bar and ski/rental shop also within resort. Free shuttle to lifts available during ski season.

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.

Serene Top Floor Condo (resort style amenities)
Welcome to Killington! We offer a year round accommodation with the convenience of walking to the lifts, free covered parking, private balcony, full kitchen, and 24/7 keyless entry. The Mountain Green condos have great seasonal amenities in our building such as indoor/outdoor pool, hot-tub, fitness center, ski rental , full service bar/restaurant, outdoor lockers. This is the ideal setup for anyone enjoying the mountain without driving to it!

Baby Queens Barbie-core Studio Apt (dog friendly)
Enjoy a stylish experience at this centrally-located place. This studio apartment is perfect for the solo traveller or couple. The queen bed is super comfy. Brand new and renovated throughout. The kitchen is stocked for basic cooking. I'll make sure there is always coffee and cream for you. Pets are welcome if they do not get up on the furniture. It's easy access to downtown Rutland to enjoy yoga studios, restaurants, and coffee shops.

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!

Elegant Alpine Condo
Newly renovated 1-bedroom Whiffletree condo with an upscale alpine feel—just minutes from the slopes, access road, and snow tubing. Fully stocked with essentials and includes a ski locker for your gear. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Sleeps up to 4 with a king bed and queen pullout sofa. Killington Reg #007718
Popular amenities for Killington holiday rentals
Other great holiday rentals in Killington

Winter is upon us!

Ski home to Trail Creek!

Ski On/Ski Off Condo Pico/Killington Mountain

Brookside Cabin + Hot Tub | Woodstock & Killington

Entire home- Killington, Vermont Ski, Hike, Bike

The Gourmet Cabin at Stitchdown Farm

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

Luxurious family retreat home in the mountains
When is the best time to visit Killington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 328 | € 356 | € 264 | € 185 | € 170 | € 161 | € 168 | € 167 | € 170 | € 187 | € 197 | € 277 |
| Avg. temp | -7°C | -6°C | 0°C | 7°C | 14°C | 18°C | 21°C | 20°C | 15°C | 9°C | 3°C | -3°C |
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.
Quick stats about holiday rentals in Killington

Total holiday rentals
Explore 1,010 holiday rentals in Killington

Nightly prices starting at
Killington holiday rentals start at € 61 per night before taxes and fees

Verified guest reviews
Over 36,340 verified reviews to help you choose

Family-friendly holiday rentals
700 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 200 rentals that welcome pets

Holiday rentals with a pool
480 properties feature pools

Rentals with dedicated workspaces
370 properties have a dedicated workspace

Wifi availability
1,010 of Killington holiday rentals include wifi access

Popular amenities for guests
Guests love Free parking on premises, 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
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Dartmouth Skiway
- Pico Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Hooper Golf Course
- Lucky Bugger Vineyard & Winery
- Bromley Mountain Ski Resort
- Whaleback Mountain
- Autumn Mountain Winery
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Ekwanok Country Club
- Mount Sunapee Resort
- Baker Hill Golf Club
- Montshire Museum of Science
- Things to do Killington
- Food and drink Killington
- Things to do Rutland County
- Food and drink Rutland County
- Things to do Vermont
- Nature and outdoors Vermont
- Food and drink Vermont
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