Ski-in/Ski-out vacation rentals in Killington

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

Top-rated ski-in/ski-out rentals in Killington

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

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Superhost

A snow-covered path leads to a two-story home nestled among trees. The exterior features large windows and a welcoming balcony. Snow blankets the ground, with a ski trail visible in the background, creating easy access to the slopes.

Townhouse in Stratton

4.77 out of 5 average rating, 48 reviews

Ski In / Ski Out 4BR / 3BA Private Hot Tub and sha

Location, Location, Location!!! NEW FOR 2024/2025 ski season - Private hot tub on balcony overlooking ski trail!!! Ski in / ski out or bike in / bike out! Perfect location in the Slopeside Community at Stratton Mountain. Ski right onto Home Run and take the Tamarack Lift to URSA Express and your at the top in minutes for first tracks. In the summer, bike right onto Trail Forest One and straight to the lifts. Easy 5 minute walk to Stratton Village for the restaurants, coffee, and nightlife.

Superhost

A quaint, modern condo is shown amidst a winter landscape, surrounded by snow-covered trees. A wooden deck is visible at the front, complemented by large windows that allow natural light to enter, creating a connection between indoor comfort and outdoor scenery.

Home in Warren

4.82 out of 5 average rating, 117 reviews

Charming Sugarbush Standalone Condo

Situated on the mountain with a panoramic view, this stand alone condo - ski-on/ski-off (winter) / spectacular vistas (fall) / Mad River fun (summer) / blissful bloom (spring) - will be your home away from home. This spacious, three-floored home is filled with light and great for couples, families, business travelers, or solo adventurers. Friendly property manager, Constancia is able to greet guests and offer recommendations. Please find our cleaning protocol in "Other things to note" section.

Guest favorite

The exterior of the Pico Mountain ski resort building is visible, featuring a sloped roof and a green sign. Surrounding mountains and a clear sky create a serene backdrop. A wooden ramp leads to the entrance, providing access to the lodge.

Condo in Rutland

4.94 out of 5 average rating, 107 reviews

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. Ski locker on ground floor. Please be sure to read and agree to house rules.

Superhost

Condo in Londonderry

4.93 out of 5 average rating, 29 reviews

Magic Mountain Trailside Condo Ski In / Ski Out

This Property is a 1 BR, Trailside Condo with Ski In / Ski Out Trail Access. 1 of 2 units with a private entrance and no units above or below. The layout includes 1 BR, 1 BA, open kitchen, living/ dining room. The sliding glass doors in the living room leads to a private deck and access to the mountain trails. Take advantage of this year round getaway location with mountain views, hiking, ski/ snowboarding, golf, disc golf, fishing, SUP, kayaking, live entertainment, shopping and dining.

Guest favorite

A snowy scene showcases the entrance sign for Sugarbush Village, with buildings partially visible in the background. The multi-story condominium is partially illuminated, and snow-covered trees frame the pathway leading into the village.

Apartment in Warren

4.89 out of 5 average rating, 28 reviews

Sugarbush Ski in/ski out Lincoln Peak 1bdrm 2beds

Ski into the Sugarbush Village via Out to Lunch run or the Village run. Located in the Lower Village, just a short 5-6 min walk to lifts across the lot and the bridge over the stream. Conveniently located on the shuttle route to town and Mount Ellen. Daycare, Chez Henri restaurant, Muther Stuffers deli and the Reks bar and Restaurant are all just across the parking lot. Mountainside Ski Shop and Service in the Village Paradise Provisions and Health & Recreation Center is a short walk

Guest favorite

A snow-covered landscape features a modern condo complex with multiple floors and balconies. Skiers are seen gliding down the slope in the foreground, while the mountainous backdrop adds to the winter atmosphere.

Condo in Stratton

4.94 out of 5 average rating, 170 reviews

Updated Ski in/Ski out Stratton Condo!

Enjoy our cozy ski-in ski -out condo in the Ober Tal complex at Stratton. This newly renovated condo offers a warm, welcoming stay with modern farm house charm! Located just above the base of the mountain, our condo is a stones throw from the nearest lift ( 200 ft) and a ski lovers dream. Unwind after a long day of skiing/snowboarding or take convenient 5 minute stroll to the Village for a bite to eat or some shopping. *Mountain biking & concerts offered in the summer season.*

Superhost

A row of multi-level condos is displayed, featuring balconies that overlook a snowy landscape. The warm wooden exteriors contrast with the white snow covering the ground. Windows are evenly spaced, allowing natural light to enter, while smoke stacks are visible on the rooftops.

Condo in Ludlow

4.84 out of 5 average rating, 130 reviews

Okemo Clock Tower Base Ski-in/Ski-out Condo

Large family friendly 1-bedroom condo with 1 King and 1 Sofa bed that is just steps away from Okemo Base lodge. Please note there is no AC at this condo complex summer time, fan will be provided. - Dedicated Xfinity modem and AP in the unit. Video conference friendly. - Free parking - Coin operated washer/dryer facilities in the building - Super quite neighborhood during Summer/Fall season, and Ski in and out in Winter season. Fireplace has been updated to electric fireplace.

Superhost

The living and dining area features a spacious wooden table surrounded by classic chairs, complemented by a large mirror reflecting natural light. The room is adorned with green walls and a high vaulted ceiling, while a comfortable seating area includes a sofa and armchairs flanking a fireplace.

Condo in Ludlow

4.8 out of 5 average rating, 185 reviews

An Okemo Family Favorite w/ Pool Access

Perched on Okemo mountain, this spacious condo is the perfect year-round escape for families and groups. With ski-in/ski-out access, a cozy wood-burning fireplace, and a private balcony, it's perfect for any season—whether you're carving the slopes, hiking scenic trails, or enjoying the vibrant fall colors. Take a dip in the seasonal shared pool or unwind in the hot tub. Featuring a fully equipped kitchen, BBQ grill, and all the comforts of home, it's the ideal mountain getaway!

Guest favorite

A living area showcases a green sofa paired with two distinct chairs, one featuring a yellow accent. A glass coffee table rests on a cowhide rug, and several framed artworks adorn the walls. Natural light floods the space through sliding glass doors that open to a balcony.

Condo in Warren

5 out of 5 average rating, 24 reviews

Sugarbush ski in/out condo with seasonal pool

Enjoy this ski-on/ski-off, stylishly renovated mountainside condo; literally steps to the ski-on/off trail. The space is perfect for guests who enjoy uber-convenient access to the slopes and great aprés ski options, including the famous Chez Henri Bistrot. Take advantage of our heated pool for guests during the summer months. There are stunning mountain views from the living room and private balcony. Mountainside Ski Service is right downstairs for those last minute tune-ups.

Guest favorite

A dining area is featured with a wooden table set for six, complemented by dark blue napkins. A stone fireplace serves as a warm backdrop, while a vibrant wall art depicting trees adds a touch of color. Natural light enhances the inviting atmosphere.

Condo in Killington

4.95 out of 5 average rating, 105 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

Guest favorite

Townhouse in Killington

4.77 out of 5 average rating, 107 reviews

SKI ON/OFF Spruce Glen B | AC | Sauna| Fireplace

Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value than large house rentals and more privacy than condo villages. The direct ski on/off is the easiest you'll find in Killington. Quiet and serene, the mature New England Evergreens and gentle mountain stream are a tranquil relief. An ideal ski in ski out or any season vacation getaway. Great Eastern is the longest green run in the East. Welcome to Spruce Glen!

Guest favorite

Condo in Killington

4.97 out of 5 average rating, 144 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).

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What guests are saying

Ski-in Ski-Out Cozy Mountainside Condo

4.88 out of 5 average rating, 57 reviews3 months ago

Everything was lovely. The house was warm and cozy. We so enjoyed gathering around the fireplace in the evening. Just 10 minutes away the kids went skiing at the Quechee Ski Resort which they liked and was so accessible. Last but not least our host Robin was so nice. She answered all our questions immediately. And was very pleasant.

Townhouse in Hartford

What guests are saying

Ski In/Out, Cozy 3BR Condo steps to Village

4.98 out of 5 average rating, 41 reviews1 month ago

Exactly as described. Beautiful condo, right in the heart of Stratton. Easy ski in/ski out. Excellent proximity to everything the village has to offer. The kitchen is well equipped and the bedrooms are really comfortable. Brian was a great host! We will absolutely book again for future Stratton ski trips!

Condo in Stratton

What guests are saying

Prime Ski-in/Ski-out @ PICO Mtn

4.97 out of 5 average rating, 29 reviews2 months ago

We had an amazing stay at Simone’s apartment for our ski vacation. The apartment was even better than the pictures—spacious, clean, and equipped with everything we needed. The location made skiing incredibly convenient, with easy in-and-out access to the slopes. The host was fantastic—super helpful, responsive, and easy to communicate with, which made everything smooth from check-in to check-out. The place had all the essentials and more, making it feel like a home away from home. Very thoughtful touches from the host through the apartment !!!! Highly recommend this place for anyone ( with kids, no kids) looking for a hassle-free and comfortable ski trip. We’ll definitely be back!

Condo in Killington

What guests are saying

A Village location, Steps to the Lifts & Village

4.98 out of 5 average rating, 46 reviews1 month ago

We loved staying at this property. The location is excellent for access to the village and the lifts. It is also cute to look out over the ice skating pond. It was clean, had all the kitchen amenities you would need to make food, and had fun ski-oriented decorations. It is also close to the hot tub and lounge area within the main building. It had everything we needed to make out ski weekend comfortable and memorable. Can't wait to stay again!

Condo in Stratton

What guests are saying

Sugarbush Ski in / Ski Out 1 Bedroom Condo

4.89 out of 5 average rating, 9 reviews1 week ago

I had a fantastic stay at this condo on Sugarbush Mountain! The location couldn't be better—just a short walk to the base and all the mountain dining options. The condo itself was spotless and felt very welcoming. William, the host, was excellent with communication and incredibly accommodating, even with my same-day booking. Everything about the experience was smooth and enjoyable. Highly recommend for anyone looking to stay right on the mountain!

Condo in Warren

What guests are saying

3-BR Ski-In/Ski-Out Condo: Private Hot Tub, Okemo

5 out of 5 average rating, 5 reviews14 months ago

We loved our stay in Ludlow! The condo was very comfortable for our two families. Truly a ski in/ski out vacation. The kitchen had everything necessary for cooking meals and the area has great restaurants. Our host Noah was very quick to respond to questions and needs. Thank you Noah!

Condo in Ludlow

What guests are saying

Alpine Court Chalet: Ski-In/Ski-Out Escape Pico

4.86 out of 5 average rating, 14 reviews2 weeks ago

I'm almost scared to tell you all how perfect this little ski chalet was - how charming, how well-stocked, how clean, how well designed and well equipped - because then you might not leave any availability for me to return next year. Honestly, this house was exactly what we hoped for. So much more than what you expect from an Airbnb rental. Yes it was well prepared, well cleaned, stocked with all the supplies we needed - more than we had expected (never ran out of anything) - but it was also the charming personal touches - the ski memorabilia decorating the house, the Christmas lights and tree (even in April) - then there was the ample storage and shelves, the ski in/ski out mudroom to house all the ski gear, the hand-crocheted blankets to curl up with in the big comfy sofas - all of it made for the best vacation we could have hoped for. We had 5 people in our group - but it could comfortably house a bigger group. Just be sure to leave some time for us to return!

Home in Killington

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