Ski-in/Ski-out vacation rentals in Rutland County

Find and book unique ski-in/ski-out homes on Airbnb

Top-rated ski-in/ski-out rentals in Rutland County

Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

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Guest favorite

Chalet in Killington

4.83 out of 5 average rating, 235 reviews

Killington Chalet - Hot Tub, Sauna, 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!

Guest favorite

Condo in Killington

4.85 out of 5 average rating, 254 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

Superhost

Condo in Ludlow

4.79 out of 5 average rating, 165 reviews

Winter Paradise —Ski-ON/Ski-OFF Okemo Getaway

Perched on Okemo mountain, step to the trails and start your day with no need to ski to the base. You will be on the best ski/on-ski/off location directly to Sunburst 6 Bubble, Sachem or South Ridge Quads & boarding park lifts; while having everything you might need for a cosy and convenient family stay. That includes a fully-equipped kitchen and a living room with games for your entertainment, a private balcony, laundry facilities and shared resort-style amenities at Winterplace with pool.

Guest favorite

Condo in Ludlow

4.92 out of 5 average rating, 130 reviews

All Season Lovely and Zen Okemo Mt Lodge Condo

Tired of city life and want a fresh breath? Feel the call from nature while also desiring some sporty fun? Come enjoy our lovely and Zen Condo right at the foot of beautiful Okemo! True ski-in/ski-out in the winter. Enjoy your warm ski day lunch by sitting next to the wood-burning fireplace*, while watching all the activities on the slope. In the warm weather, enjoy the beautiful hiking trails and golf course that Okemo offers, as well as water activities at the nearby lakes and rivers.

Guest favorite

Condo in Killington

4.9 out of 5 average rating, 124 reviews

Cozy & Convenient Ski Home Condo

Ski Home to Trail Creek Close to the mountain Updated 1-level, 1 bed, 1 bth, condo has brand new stainless appliances. Walking distance to Snowshed Base where you can access skiing, biking and the "fun" center. Ski home from Snowshed Slope trail. Steps to the amenities building that houses the pool, hot tub, sauna & exercise area. Wood-burning fireplace, free firewood, in-unit laundry. The view outside is of bucolic woods and a small stream. Killington will not run the shuttle mid-week.

Guest favorite

Condo in Killington

4.93 out of 5 average rating, 129 reviews

CozyCub Shuttle on/ski home, Fireplace, Walk out

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.

Guest favorite

Condo in Killington

4.86 out of 5 average rating, 112 reviews

Mountain Retreat: 4 Bdrm/2 Bath, Ski In, Bus Out

Discover the perfect blend of adventure and tranquility with our centrally located, two-floor penthouse condo in the heart of Killington’s main basin. Effortlessly ski back for a cozy midday break by the fire, or hop on the weekend shuttle for seamless access to the slopes. Minutes from Killington’s vibrant downtown, this top-floor, end-unit retreat offers the ultimate escape with no neighbors above. Elevate your next mountain getaway—comfort, convenience, and serenity all in one.

Guest favorite

Condo in Killington

4.96 out of 5 average rating, 128 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).

Guest favorite

Chalet in Killington

4.87 out of 5 average rating, 242 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.

Guest favorite

Condo in Ludlow

4.91 out of 5 average rating, 125 reviews

Okemo Ski-in/Ski-out, Steps to lift Condo

Just steps of walk to the amazing Okemo slopes, C Building is the closest property to the A-Quad/B-Quad lift and this building offers convenient parking right downstairs and free wi-fi (dedicated Xfinity modem, no issue video conference). You’ll love this cozy place with hardwood floor and private balcony and sunshine after skiing. Great sun exposure. Fireplace has been updated to electric fireplace starting from 2023-2024 season.

Guest favorite

Condo in Killington

4.94 out of 5 average rating, 155 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.

Guest favorite

Condo in Killington

4.9 out of 5 average rating, 134 reviews

2 bed-2 bath (6 max): walk to lifts and lodges

Condo is a 7 min walk to Snowshed Lifts. The location makes it an ideal choice for those wanting to get away into the mountains yet have the convenience of being next to the center of activity. There is a ski home trail that can be accessed during most winter months. The Grand Hotel is next door-home to one of the best restaurants. Due to condominium restrictions renters are not permitted to have pets.