
Ski-in/Ski-out holiday rentals in Killington
Find and book unique ski-in/out homes on Airbnb
Quick stats about holiday rentals that are ski-in/out in Killington

Total holiday rentals
Explore 260 holiday rentals in Killington

Nightly prices starting at
Killington holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 12,620 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
190 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
260 of Killington holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Killington rentals

4.8 Average rating
Killington stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated ski-in/out rentals in Killington
Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

Killington Chalet, Hot Tub, Sauna, Huge Boot Dryer
The Killington Chalet is your ideal vacation rental in the Green Mountains. It's the Right side of a duplex, perfect for families, couples, and groups. Located just off Killington Rd, it offers a secluded retreat near slopes, restaurants, and outdoor activities. Enjoy skiing, boarding, mountain biking, and more. Features include hot tub, sauna, boot dryer, wood stove, fire pit, and a fully equipped kitchen. Fresh linens, towels, and toiletries provided. Book for a memorable stay in every season!
4.84 out of 5 average rating, 264 reviews
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.
4.88 out of 5 average rating, 269 reviews
Luxe Trailside Ski + Bike On/Off. Next to hot tub
Enjoy the best location in Trail Creek! Nearest building to the Snowshed lifts (5 min walk on), Snow Tubing, Grand Hotel Spa, Adventure Center/Bike Park, Ski Home Trail and Sports Center with pool & hot tubs. Renovated living area with VT stone fireplace, new rustic modern kitchen, updated baths, beds and more. Unit backs to private woods and directly to the ski home trail. No stairs & right next to pool/hot tubs (no long walk in the cold). Pop next door for Starbucks or Apres ski at Prestons!
4.89 out of 5 average rating, 104 reviews
Ski-In Luxe Chalet • Modern Retreat • 4BR Escape
Experience the pinnacle of mountain luxury with our renovated two-floor penthouse condo in Killington’s main basin. Recently enhanced with two beautifully renovated bathrooms, this retreat offers spa-like comfort after a day on the slopes. Ski back for a fireside break. As a top-floor, end-unit with no neighbors above, enjoy unmatched privacy just minutes from Killington’s vibrant dining and nightlife. Comfort, elegance, and alpine serenity converge, creating the ultimate elevated getaway.
4.86 out of 5 average rating, 128 reviews
Alpine Condo - Close to Ski, Golf & Bike
Updated 1-bedroom condo with stylish alpine feel in the heart of Killington! Just minutes from the ski slopes, Bike Park, Adventure Center, golf, hiking, and scenic drives. ⛷️🚴🏻♂️🍂 Enjoy Vermont’s spectacular fall foliage, winter adventures, or a relaxing mountain getaway. After a day outdoors, cozy up by the gas fireplace. Sleeps 4 with king bed + queen pullout. Ski Shuttle available weekends (Dec–April) & ski home trail. Pack & Play available upon request. Reg #007718
4.99 out of 5 average rating, 185 reviews
⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace
Ski On-Ski Off!! Beautiful remodeled condo is in the heart of Sunrise at Bear Mountain. The designer kitchen features granite counter tops and top of the line stainless steel appliances. The main focal point in the living room is a massive stacked stone fireplace with a flat screen on the mantel. Recent upgrades include new living room furniture, master bed room furniture & updated tile in both showers. Additionally I own the adjoining unit & if you want more info see below
4.94 out of 5 average rating, 111 reviews
#45 Luxury Ski & Summer Condo with Private Sauna
Contactless checkin steps from Killington Skiing/ Mountain Biking/ Adventure Center, refurbished ski-home condo with its own private sauna, hotel-style condo amenities, excellent common area (pool, jacuzzi, showers, etc) in idyllic central Vermont. Travel guide provided after booking! The resort includes an indoor pool, two hot tubs, pool table, treadmills, and is nestled at the base of the mountain with its own ski-home trail (or mountain bike-home in the summer).
4.96 out of 5 average rating, 173 reviews
3BR at base of Pico Mountain! Book your Fall Stay!
Ski-on/Ski-off!! Our condo is at the base of Pico Mountain and offers amazing views from the private balcony. Enjoy all the benefits of being slope side of Pico Mountain while just 10 minutes away from Killington Resort! Pico Mountain offers 57 trails with 6 lifts and is a family-favorite to avoid some of the weekend crowds at Killington. Less then 1 mile from the Long Trail and Deer Leap overlook hiking trail. Both fantastic must-do hikes when in the area!
4.93 out of 5 average rating, 124 reviews
Golf and Mountain Biking outside the door!
Enjoy Killington at competitive pricing without sacrificing comfort! Located in Trail Creek Condo Association. • Ski, hike, bike, or golf just steps away • Cozy up by the wood fireplace (free wood) • Pool, hot tubs, sauna, and game room at community center • 6-minute walk to Snowshed or shuttle (winter weekends/holidays) • Ski home trail (snow-dependent) • Minutes to restaurants, bars, and shops • Convenient bus stop Adventure and relaxation await!
4.89 out of 5 average rating, 141 reviews
Large Chalet; Sauna, Hot Tub; Walk to Trail
Short walk (200 yds) to Homestretch ski trail at Killington ski mountain. Trail is weather dependent, from late Dec to mid-March. If the nearby trail is not open, it will not be available. Close to hiking/biking trails, golf, nightlife, rivers and lakes. Large open living space and lots of sleeping space makes our home comfortable for large groups. Driveway holds up to 5 cars. Enjoy relaxing in the hot tub, sauna or spending time by the fire.
4.86 out of 5 average rating, 265 reviews
Mtn Green Condo-Ski/Bike Lifts, Covered Parking
Your four-season basecamp at Mountain Green Resort — walk to the lifts for skiing or summer mountain biking, plus hiking and golf nearby. This renovated 1-bedroom sleeps 4, with a reserved garage parking spot and a winter shuttle to Snowshed every 15 min. Enjoy a renovated kitchen, Wi-Fi, and smart TVs. Resort amenities include an indoor pool, hot tub, sauna, and gym year-round, plus an outdoor pool Memorial Day–mid-September.
4.91 out of 5 average rating, 227 reviews
Ski-In/Out, Pools, Hot Tub, Pet-Friendly
Escape to a spacious, pet-friendly 1-bedroom mountain condo in Killington, comfortably sleeping 4. Enjoy year-round adventures with easy access to hiking, biking, golf, and skiing. The condo is 488 ft to the sunrise lift! Relax on your private balcony, by the gas fireplace, or at the resort's indoor/outdoor pools, hot tub, and fitness center. Perfect for a serene mountain getaway with all amenities.
4.95 out of 5 average rating, 180 reviewsPopular amenities for Killington ski-in/out rentals
Ski-in/out house rentals

Midcentury Hillside Retreat - Summer Paradise
5.0 out of 5 average rating, 136 reviews
1st floor, Okemo contemporary country 3 BR 2 BA
4.88 out of 5 average rating, 154 reviews
Classic VT Ski Chalet - Walkable to Okemo Ski Lift
4.92 out of 5 average rating, 114 reviews
Killington Condo Near Mountain Biking Trails
4.94 out of 5 average rating, 63 reviews
The Slippery Slope Chalet: Ski-In/Ski-Out Pico
4.83 out of 5 average rating, 29 reviews
Ski On/Off Sunrise at Killington
5.0 out of 5 average rating, 26 reviews
The Navillus House: Hot Tub, Slopeside, Ski On/Off
4.71 out of 5 average rating, 24 reviews
Mountainside 5-BR Ski-In/Out Okemo Estate
4.95 out of 5 average rating, 19 reviewsFamily-friendly, ski-in/out home rentals

Bright Ski on/off Condo Full Kitchen-Free Shuttle!
4.95 out of 5 average rating, 216 reviews
Cozy Condo- Close to Mountain, Ski home trail
4.84 out of 5 average rating, 188 reviews
FUN 2BR/2BA Condo – Pool, Spa & Walk to Lift!
4.96 out of 5 average rating, 90 reviews
Ski home to your front door! 2 bedroom unit.
4.93 out of 5 average rating, 56 reviews
Cozy Slopeside Studio at Pico
5.0 out of 5 average rating, 35 reviews
Ski-on/Ski-off Killington Condo – 2BR/2BA sleeps 6
5.0 out of 5 average rating, 56 reviews
Cozy 1BR/1BA Condo
4.91 out of 5 average rating, 69 reviews
Killington two bedroom condo
4.88 out of 5 average rating, 40 reviewsSki-in/out cabin rentals

Cozy 4-season Cabin on Pond - "East Cabin"
4.96 out of 5 average rating, 241 reviews
The Gourmet Cabin at Stitchdown Farm
4.95 out of 5 average rating, 113 reviews
The Cozy Little Red Cabin
4.94 out of 5 average rating, 182 reviews
Cabin in the Woods
4.93 out of 5 average rating, 469 reviews
The Grateful Barn
4.83 out of 5 average rating, 120 reviews
#5 - Owl's Branch Cabin
4.95 out of 5 average rating, 109 reviews
Beautiful Art Studio with hot tub/sauna #1 Airbnb
4.75 out of 5 average rating, 437 reviews
THE CABIN....a Vermont log home
4.85 out of 5 average rating, 254 reviewsWhen is the best time to visit Killington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $544 SGD | $620 SGD | $397 SGD | $223 SGD | $211 SGD | $219 SGD | $198 SGD | $198 SGD | $211 SGD | $232 SGD | $245 SGD | $499 SGD |
| 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 |
Destinations to explore
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- Ski-in/ski-out rentals Rutland County
- Ski-in/ski-out rentals Vermont
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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- Fort Ticonderoga
- Ragged Mountain Resort
- Middlebury College
- Hildene, The Lincoln Family Home
- Killington Resort
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Mount Sunapee Resort
- Montshire Museum of Science
- Trout Lake
- Warren Falls
- Camp Plymouth State Park
- Cold Hollow Cider Mill
- Quechee Gorge
- Jamaica State Park
- Branbury State Park
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