Ski-in/Ski-out rentals near Okemo Mountain Resort

A living room with a gas fireplace built into a brick facade provides warmth. A comfortable sectional couch faces the fireplace, complemented by a small coffee table. Large sliding glass doors open to a balcony, offering views of greenery outside.

4.98 out of 5 average rating, 155 reviews

Cozy Mountain Condo

Updated 1 Bdr Whiffletree condo in the heart of Killington minutes from everything. The condo is fully stocked with all of the essentials you will need for your Vermont get away. Ski locker for all your gear! Sleeps up to 4 with a king bed and queen pullout sofa. Baby Pack & Play crib, mattress and sheets available upon request for $50 per stay. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Killington Reg #004858

4.92 out of 5 average rating, 112 reviews

The spacious great room features a wood-burning fireplace and is furnished with two comfortable sofas and a wooden coffee table. A large flat-screen TV hangs on the wall, and natural light emanates from the surrounding windows. A dining area with a circular table is visible in the background.

Home in Ludlow

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

PLEASE NOTE: No Saturday arrivals or departures, no pets, no parties Recommended local activities & floor plans of our home can be found on our OkemoHouse site Our "Trailside Chalet" is ON OKEMO MOUNTAIN, a 200 yard walk downhill from the Sunshine Chairlift & Suncatcher ski trail on Okemo's Southface (open end if Dec - late Mar). This Classic Vermont Ski Chalet features 5 bedrooms, sleeps 12, and is on a private wooded lot overlooking a babbling brook with seasonal fire-pit & charcoal grill.

4.99 out of 5 average rating, 100 reviews

A cozy living area features a comfortable blue couch paired with a matching armchair. A wooden dining table with black chairs is set near a well-equipped kitchen. A fireplace is visible, with a modern TV mounted above. Light filters through large windows dressed with sheer curtains.

Apartment in Killington

Jack S'Bearo - Slopes, Fireplace, Pool.

Ahoy, ski enthusiasts! "Jack S'Bearo" - a renovated 1-bed, 1-bath on Pico Mountain, VT, offers an exhilarating ski experience steps from the lift and a shuttle to Killington Resort. The new kitchen, wood-burning fireplace, and balcony make it a haven for relaxation. This ski on/ski off treasure boasts a cool design for easy access to the slopes. Grab your gear from the ski locker, step outside, and set sail to the lifts. Make "Jack S'Bearo" your pirate's cove, where adventure meets comfort!

4.99 out of 5 average rating, 74 reviews

A spacious living room area features a large navy blue sectional sofa adorned with various throw pillows. A wooden coffee table sits in the center, complemented by a warm light from a floor lamp and wall sconces. A framed sign reading 'SKI THE EAST' adds a theme element.

Apartment in Ludlow

Okemo Mountain Retreat

This ski-in/ski-out first floor unit is located feet away from the main lifts (Quad A & B). Hit the slopes in the most convenient way possible! This unit is equipped with a full kitchen, living room with an electric fire place, and perfect sleeping arrangements for a family of 4 (or 5 if someone wants to sleep in the comfy couch!)! It also includes reserved parking, nighttime security and a coin-operated laundry room. Perfect place to enjoy outdoor winter and summer activities!

An open-concept living area is seen, featuring a fully equipped kitchen with a breakfast bar. Warm wood accents and cozy seating are highlighted, while a decorative sign with a ski theme adds character to the space. Natural light filters in through large windows.

4.93 out of 5 average rating, 174 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 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.

A modern kitchen with a circular dining table surrounded by four wooden chairs is featured. Stainless steel appliances, including a microwave and oven, are present. A stylish light fixture hangs above the table, while the fireplace and sports equipment are visible in the background.

4.91 out of 5 average rating, 207 reviews

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking

Our bright and cozy 1-bedroom condo in Building 3 at Mountain Green Resort is the perfect home base for your Killington getaway. Reserved parking spot in the garage. Walk to Snowshed Base Lodge or hop on the winter shuttle that runs every 15 minutes. Enjoy a renovated kitchen, dedicated Wi-Fi, and smart TVs for easy streaming. Resort amenities include an indoor pool, hot tub, sauna, and gym year-round, plus an outdoor pool from Memorial Day through mid-September.

4.9 out of 5 average rating, 115 reviews

A comfortable living area features a wood fireplace with tools nearby and a mounted television above it. Two armchairs flank a rustic coffee table, creating a cozy space. Large windows allow natural light to fill the room while offering views of the snowy outdoors.

Home in Killington

Trail Creek - ski home!

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!

A view of the snow-covered path leading to the ski slopes is framed by the C Building’s balconies. Sunlight casts long shadows across the pristine snow, highlighting the tranquil winter scene. The surrounding area is clear and inviting, with ski signage visible in the distance.

4.93 out of 5 average rating, 168 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.

The living area features a cozy fireplace surrounded by stone, with a wooden mantel. A dining table with white chairs is positioned near the kitchen, complemented by bar stools at the counter. Light floods in through large windows, enhancing the open layout.

4.95 out of 5 average rating, 111 reviews

Winterplace - Steps away from Slopes

Newly updated condo at Winterplace Okemo. This sunny corner 3 bedroom unit is just steps to the top of the A-B Quad. Completely renovated from floors to ceiling The delightful fireplace place will keep you toasty in the cozy living area. Outdoor ski locker just outside back door. Front door parking, and firewood included. Pool is open and available to renters all year. Hot tub in winter months and tennis courts in summer.

4.96 out of 5 average rating, 136 reviews

A cozy living area features a brick fireplace with a warm fire. A comfortable sofa adorned with decorative pillows is positioned nearby, accompanied by a wooden coffee table. Wall-mounted art and soft lighting enhance the welcoming ambiance.

Townhouse in Killington

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!

The living room features a spacious sofa and a reclining chair, with a coffee table at the center. Natural light enters through sliding doors leading to a private deck, offering views of greenery. Two lamps provide additional lighting, complementing the soft carpeted flooring.

5 out of 5 average rating, 51 reviews

Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area

Enjoy ski-in/ski-out access at this one-bedroom ski home located next to the base area A & B Quads, the F-10 Magic Carpet, restaurants, and shops. Okemo's Ski School meetup areas are just steps away for those taking a lesson. This unit can sleep up to four guests with one bedroom, a living room, a full kitchen, a bathroom, and a private deck overlooking the base area and ski trails.

4.92 out of 5 average rating, 163 reviews

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

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.

Popular amenities for ski-in/ski-out rentals near Okemo Mountain Resort

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

4.78 out of 5 average rating, 23 reviews

Home in Killington

The Navillus House: Hot Tub, Slopeside, Ski On/Off

4.76 out of 5 average rating, 29 reviews

A blue wooden chalet is surrounded by greenery, featuring large glass windows that provide views of the interior. A small outdoor deck leads to a hot tub, positioned against the backdrop of vibrant autumn foliage.

Home in Dover

Private chalet | hot tub, shuttle & ski home trail

4.93 out of 5 average rating, 30 reviews

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.

Home in Ludlow

Ski-In/Ski-Out Hike Okemo Condo Solitude Village

4.83 out of 5 average rating, 6 reviews

A spacious outdoor deck is visible, supported by a solid structure. Two comfortable chairs are arranged on the deck, providing a place to relax. The surrounding lawn is well-maintained, and vibrant foliage can be seen nearby, indicating the changing seasons.

Home in Ludlow

Okemo Condo – Ski In/Out

4.95 out of 5 average rating, 20 reviews

A sweeping aerial view captures the surrounding mountain landscape, showcasing the well-groomed ski trails stretching across the slopes. The townhouse property is situated at the base, marked clearly, among a collection of neighboring homes set amidst the snowy terrain.

Home in Killington

Topridge Ski-on/Ski-off | 4BR w Game Room!

4.95 out of 5 average rating, 169 reviews

A cozy fire pit is surrounded by stone, situated in the foreground of a spacious lawn. In the background, a modern chalet features large windows and a combination of wood and stone siding, framed by colorful autumn foliage.

Home in Winhall

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

5 out of 5 average rating, 29 reviews

A modern chalet is set among snow-covered trees, featuring a spacious deck with a railing. Dark blue exterior walls contrast with white snow, while large windows provide views of the surrounding winter landscape. The sloped roof is lined with fresh snow, enhancing the serene atmosphere.

Home in Londonderry

Modern Chalet: Magic Mountain

4.93 out of 5 average rating, 98 reviews

Home in Dover

FULLY renovated 1 bed/1 bath ski in-out condo!

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

A spacious living area features a cozy arrangement of a grey sofa and brown leather recliner, complemented by a woven coffee table. A stone fireplace is situated against a wooden wall, with a large television mounted above. Natural light enters through window treatments.

5 out of 5 average rating, 41 reviews

Ski In/Ski Out Okemo Condo | 2BR/2BA - Sleeps 6

5 out of 5 average rating, 8 reviews

Charming 2-Bedroom Ski-In/Ski-Out at Jackson Gore

4.9 out of 5 average rating, 21 reviews

Ski in/Ski Out- Okemo Clocktower base

4.98 out of 5 average rating, 59 reviews

A spacious living area features a leather sectional sofa and a dining table with black chairs. Soft lighting is provided by pendant lamps overhead. A TV is positioned next to the kitchen, which is visible in the background, enhancing the open layout of the space.

Townhouse in Ludlow

Ski-In/Out Condo Okemo Trailside On The Mountain!

A spacious living room features a real wood fireplace with a modern hearth, surrounded by a cozy seating arrangement. A flat-screen television is mounted above the fireplace. Large windows provide natural light and a view of the outdoor balcony, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 107 reviews

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

A cozy living area features a comfortable sofa and armchair facing a modern electric fireplace. Natural light floods in from large windows, with a dining table nearby. Textured wall details and neutral tones create a warm ambiance throughout the space.

4.92 out of 5 average rating, 87 reviews

Okemo Mountain Lodge A108 Beautiful Ski In/Ski Out

4.98 out of 5 average rating, 94 reviews

A winter scene is captured at sunset, with silhouettes of trees framing a vibrant orange and pink sky. A blanket of snow covers the ground, reflecting the warm hues, while the distant hills are lightly outlined by the fading light.

Condo in Peru

The ultimate ski in/ski out condo

4.96 out of 5 average rating, 78 reviews

The exterior of a multi-story grey building is shown, featuring a sloped roof and several square windows. A ramp leads to the main entrance, which is adorned with light fixtures and framed by greenery, including bushes and grass.

Condo in Londonderry

Magical Ski-In/Ski-Out Condo at Magic w/ game room

Ski-in/ski-out cabin rentals

4.77 out of 5 average rating, 26 reviews

A spacious cabin is viewable from above, surrounded by vibrant autumn foliage. A large wooden deck features patio furniture, including a red umbrella and seating area. Decorative stone walls and gravel pathways enhance the natural setting, with a tree-lined road curving nearby.

Cabin in Killington

Killington Golf&Mtn Biking. Hot tub & Fireplace!

4.83 out of 5 average rating, 111 reviews

A quaint cabin emerges from a snowy landscape, with a red-trimmed exterior contrasting against the white snow. The roof is blanketed with fresh snow, and leafless trees surround the property, creating a peaceful winter scene.

Cabin in Peru

The Grateful Barn

4.76 out of 5 average rating, 427 reviews

A spacious interior showcases warm wooden floors and a cozy wood-burning stove at the center. Soft lighting from multiple pendant lamps creates a welcoming ambiance. A dining area with a wooden table and chairs is visible, and rustic details can be seen in the surrounding decor.

Cabin in Londonderry

Beautiful Art Studio with hot tub/sauna #1 Airbnb

4.85 out of 5 average rating, 253 reviews

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

THE CABIN....a Vermont log home

4.84 out of 5 average rating, 384 reviews

Cabin in Woodford

400+ Airbnb Visits: Incredible Mountain Cabin

A blue house is framed by vibrant green foliage and blooming purple flowers in the foreground. The house features a front porch and is set against a backdrop of trees and a clear sky, providing a serene outdoor setting.

Cabin in Rutland

4.71 out of 5 average rating, 49 reviews

Blue Cozy Ski House

4.68 out of 5 average rating, 456 reviews

An inviting interior space features wood-paneled walls and ceiling. A cozy dining area with a round table and two chairs is seen, along with a pair of armchairs near a rustic wood stove. A ladder leads to a loft, while sunlight streams through multiple windows.

Cabin in Londonderry

The Run-In - Beautiful Country Cabin with Hot Tub

4.88 out of 5 average rating, 89 reviews

The exterior of the chalet is highlighted by a warm wooden facade and an inviting staircase leading to the entrance. Snow blankets the ground and roof, with seasonal decorations adorning the front. Tall trees surround the property, creating a serene winter atmosphere.

Cabin in Londonderry

Magic Mt Getaway - Close to Bromley Stratton Okemo

Ski-in/ski-out condo rentals

The view from the deck showcases the snowy slopes bustling with skiers and snowboarders. The nearby ski lift is visible, alongside several groups engaging with equipment. In the background, a multi-story building is situated among the trees, contrasting against the winter landscape.

4.95 out of 5 average rating, 120 reviews

Slopeside condo at the base of Okemo-steps to lift

A cozy living room features a dark leather sofa adorned with decorative pillows. Above the couch, three framed nature-themed art pieces display serene mountain landscapes. A dog rests comfortably on the carpet, with soft lighting from two side lamps enhancing the peaceful ambiance.

4.95 out of 5 average rating, 164 reviews

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

4.9 out of 5 average rating, 117 reviews

Condo in Dover

SKI IN/OUT @ Mount Snow (Hot Tub & Pool)

4.98 out of 5 average rating, 55 reviews

The living area features a spacious sectional sofa arranged around a coffee table, complemented by a cozy wood-burning fireplace. Natural light fills the room through large windows, which overlook the snowy landscape. A dining table for six and a media console housing a Smart TV are also present.

Condo in Stratton

Ski In/Out, Cozy 3Bed condo steps to Village

A spacious living area is highlighted by a comfortable gray sofa and a wooden coffee table. Natural light streams through large windows, complementing the warm wood paneling that separates the sleeping nook. A flat-screen TV and a cozy seating arrangement add to the inviting ambiance.

5 out of 5 average rating, 30 reviews

Cozy Slopeside Studio at Pico

A cozy living area features a brick fireplace with a crackling fire, providing warmth to the space. A dark leather sofa is paired with a wooden coffee table, while large windows allow natural light to illuminate the room. Soft carpeting enhances the inviting atmosphere.

4.86 out of 5 average rating, 22 reviews

Ski Hard or Die Trying Condo w/ Mtn Views

A spacious living area features a large sectional sofa and cozy bean bags, complemented by a wood-burning fireplace. Natural light enters through sliding glass doors that open to a view of the outdoors. A dining table is positioned nearby, enhancing the inviting communal space.

4.9 out of 5 average rating, 60 reviews

Cozy 1BR/1BA Condo

A welcoming living room features a spacious gray sofa alongside an orange accent chair. A round coffee table is positioned on a patterned area rug. Sliding glass doors provide natural light and views of the outdoors, while decorative elements add a cozy touch.