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Ski-in/Ski-out vacation rentals in Pico Peak

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

Top-rated ski-in/ski-out rentals in Pico Peak

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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.

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.

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.

A welcoming entryway is presented with wooden paneling and a slate floor. A series of wooden hooks line the wall, suitable for hanging coats. A piece of artwork adds a splash of color, while the room opens to a bright living space with large windows.

Condo in Killington

4.9 out of 5 average rating, 68 reviews

1BR Ski-Home Pool/HotTb, Walk 2 Lifts, golf

Adventure Awaits! ⛷ Killington Vermont, the “Beast of the East” is a 4 seasons resort of astounding natural beauty. Whether conquering moguls, on Mountain biking, golfing or sipping hot cocoa by the fire, Killington has something for everyone. This ground floor, SKI-HOME 1 BR Condo at Trail Creek comfortably sleeps 4. Enjoy the indoor pool/hot tub/sauna at Trail Creek’s shared amenities center. Free parking/High Speed WiFi/Cable/Firewood. Fully stocked kitchen. 50” HD Roku TV.

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.*

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.

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!

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

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!

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).

A cozy living area features a brick fireplace at its center, surrounded by two comfortable armchairs and a wooden coffee table. A Roku Smart TV is positioned next to large glass doors leading to the balcony, while a mirror reflects the warm ambiance. Natural light enhances the wooden accents on the walls.

Condo in Killington

4.83 out of 5 average rating, 117 reviews

Cozy Condo- Close to Mountain, Ski home trail

Experience Killington like never before with our ski-home condo and a free 5min shuttle ride to the mountain on winter weekends. Our home is the perfect location to experience all that Killington has to offer. It has a free shuttle and a ski home trail. As well as quick and convenient access to Killington's great nightlife including restaurants, shopping, bars, and entertainment.

A cozy living area features a patterned futon couch adorned with decorative pillows. A light-colored wood coffee table sits in front, accompanied by a wooden chair and side table. Two windows allow natural light, with a floor lamp providing additional illumination. A landscape painting hangs on the wall.

Apartment in Ludlow

4.92 out of 5 average rating, 154 reviews

Great Downtown, walk to everything

Get the best of both worlds with this completely renovated Village apartment. Surrounded by the best restaurants and shopping . . . On Okemo's free winter shuttle route for hassle-free skiing. Welcoming and comfortable space with gas fireplace, full kitchen, master bedroom, private entrance. One queen, one full futon in the living room provide additional sleeping for guests.

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Popular amenities for Pico Peak ski-in/ski-out rentals

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

Top guest favorite

A two-story log house is set among trees with snow covering the ground. A wide wooden deck features multiple chairs, and a door is visible on the base level. The structure showcases earthy tones and has a circular window above the entrance, enhancing its rustic appearance.

Home in Roxbury

4.92 out of 5 average rating, 198 reviews

Captain Tom's Cabin - Secluded Vermont Getaway

A cozy living area features a stone fireplace with a warm fire, surrounded by a modern sofa. Above the fireplace, a wall-mounted television is visible. A rustic chandelier with multiple bulbs hangs over a dining table, while decorative items are placed on a nearby side table.

4.91 out of 5 average rating, 11 reviews

Ski-In/Ski-Out Hike Okemo Mountain Condo

Top guest favorite

A dining area features a wooden table with two padded stools. A striking bear mural serves as a backdrop, complemented by two decorative lamps. Natural light filters in through sliding glass doors, which open to a view of lush greenery outside.

Home in Killington

4.98 out of 5 average rating, 104 reviews

CozyDen - AC, Grill, Bike to Mountain!

A spacious bed is dressed in a quilt featuring soft pastel colors and patterns. Two pillows rest at the head, with a patterned throw blanket draped across the bed. In the background, a partially visible bathroom is seen through an open doorway.

4.92 out of 5 average rating, 206 reviews

Beautiful guesthouse -perfect for long stays

A modern farmhouse exterior showcases a stone chimney and a sleek metal roof. An inviting covered porch is furnished with a dining table and chairs, providing a tranquil space to enjoy the expansive mountain views and surrounding greenery.

Home in Rochester

4.97 out of 5 average rating, 143 reviews

Modern Farmhouse on 25 Acres - Superb Views

A multi-level building is depicted with a mixture of stone and siding, featuring several chimneys. A clear swimming pool is located in the foreground, surrounded by snow-covered ground and a low stone wall, with distant trees and a blue sky visible in the background.

5 out of 5 average rating, 5 reviews

Okemo Condo – Ski In/Out

A spacious living area is highlighted by tall windows that offer a panoramic view of the surrounding landscape. Light wooden beams adorn the ceiling, while light-colored sofas and a central coffee table create a comfortable seating arrangement. A cozy rug lies on the floor, adding warmth to the space.

Home in Winhall

4.95 out of 5 average rating, 137 reviews

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

4.91 out of 5 average rating, 98 reviews

Walk to Okemo Ski Lift - Private Classic VT Ski Ch

Family-friendly, ski-in/ski-out home rentals

A dining area features a wooden table set for six, complemented by matching chairs and placemats. Large glass doors provide a view of snow-covered trees outside. A decorative mirror and warm pendant lights enhance the space's inviting design.

Condo in Killington

4.92 out of 5 average rating, 106 reviews

Right at Killington !

A green, grassy area is framed by tall, slender trees. Two benches are positioned on either side, offering a place to sit and admire the expansive view of distant hills and valleys under an overcast sky.

Apartment in Chester

4.89 out of 5 average rating, 501 reviews

Beautiful 2 Bedrooms in Mountains w/ full kitchen

A cozy red cabin is situated among trees, with smoke rising from the chimney into the cool evening air. A stack of firewood is neatly arranged beside the cabin. Snow blankets the ground, reflecting the soft light of dusk.

Apartment in Hartland

4.88 out of 5 average rating, 469 reviews

Sunny Studio Apartment in Hartland

A private hot tub is illuminated with soft blue lights, creating a relaxing atmosphere. The hot tub features multiple jets and is surrounded by wooden walls and a partially covered area, ensuring privacy. Warm ambient lighting enhances the tranquil setting, inviting relaxation.

Chalet in Killington

4.84 out of 5 average rating, 249 reviews

Killington Chalet - Hot Tub, Sauna, Boot Dryer

A one-story cabin is partially enveloped by a blanket of snow, featuring a covered porch with orange railings. The entrance is accessible via a gentle ramp, while trees in the background provide a natural setting. Soft evening light gently illuminates the cabin.

Apartment in Ludlow

4.92 out of 5 average rating, 279 reviews

Okemo Vermont Getaway

The exterior of a two-story condo is shown, featuring a combination of blue siding and large windows. Snow is falling gently, covering the ground and surrounding landscape. The main entrance is highlighted by a triangular roof structure and is accessible via a path lined with wooden posts.

Condo in Killington

4.8 out of 5 average rating, 107 reviews

*Killington Summer Rental: 3 Bdrm, 2 Bth*

Top guest favorite

A spacious yurt with a distinctive circular shape is nestled among snow-covered trees. Smoke gently rises from the chimney, indicating warmth inside. Nearby, a wooden structure appears, with firewood stacked neatly, contrasting the white landscape. The setting emphasizes a cozy, secluded ambiance.

Guesthouse in Hartland

4.95 out of 5 average rating, 986 reviews

Yurt In The Woods - Private Refuge

An inviting entryway features warm wood paneling and a bench against the wall. Hooks are mounted for coats, and a spacious mat lies underneath. Natural light enters through a window, illuminating the area, with a door leading to the main living space.

Chalet in Killington

4.87 out of 5 average rating, 248 reviews

Large Chalet; Sauna, Hot Tub; Walk to Trail

Ski-in/ski-out cabin rentals

An exterior view of a cabin showcases a rustic wooden wall with a window reflecting the sky. A showerhead is attached to a wooden post near a weathered fence, under a bright blue sky dotted with clouds.

Cabin in Sharon

4.93 out of 5 average rating, 27 reviews

‘Owls Nest’ nature retreat In the trees

A spacious log cabin is set amidst lush greenery, featuring a welcoming porch and multiple windows that allow natural light to fill the interior. The well-maintained lawn offers a peaceful atmosphere, with trees surrounding the property, enhancing the sense of seclusion.

Cabin in Mendon

4.85 out of 5 average rating, 249 reviews

THE CABIN....a Vermont log home

The exterior of a red cabin is surrounded by a snowy landscape. Large windows allow natural light to illuminate the front space, while a simple wooden bench rests on the porch. Pine trees are visible in the background, creating a serene atmosphere.

Cabin in Cavendish

4.95 out of 5 average rating, 159 reviews

The Cozy Little Red Cabin

Cabin in Londonderry

4.66 out of 5 average rating, 423 reviews

The Run-In - Beautiful Country Cabin with Hot Tub

A rustic cabin is showcased with a red metal roof and a welcoming porch area. White chairs are arranged around a stone fire pit, surrounded by green grass and trees. An outdoor workspace is visible with basic supplies, emphasizing a simple, camp-style living experience.

Cabin in Stockbridge

5 out of 5 average rating, 21 reviews

Rustic charming camp cabin

Cabin in Londonderry

4.88 out of 5 average rating, 73 reviews

Green Mt Getaway: <30m to Bromley Stratton Okemo

Cabin in Bethel

4.95 out of 5 average rating, 79 reviews

The Gourmet Cabin at Stitchdown Farm

A comfortable sofa is adorned with a colorful striped blanket, creating a cheerful focal point in the main room. A warm glow of light filters in through a door leading to the outside, with a wall showcasing decorative art and hooks for hanging belongings.

Cabin in Warren

4.93 out of 5 average rating, 404 reviews

Cabin in the Woods

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