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

A spacious open-plan living area features a large brown sofa alongside a comfortable leather recliner. Light blue walls are adorned with vintage ski decor. A coffee table sits centrally on a patterned rug, and a dining bar with seating overlooks the kitchen area equipped with modern amenities.

4.88 out of 5 average rating, 155 reviews

1st floor, Okemo contemporary country 3 BR 2 BA

Family-friendly, pet-friendly, clean, comfortable, contemporary country ski cabin on Okema shuttle buss route in Ludlow, VT, a few minutes from mountain. Very easy access to outdoor activities: skiing, hiking, lakes, boating, hunting, snowmobiling, fly-fishing. Updated, comfortable, light filled ambiance. Great location, 10 minute walk to downtown (2 minute drive). Great for groups, couples, families. Recently renovated. New butcher block counter-tops and island, all new kitchen, new bathrooms.

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.

4.92 out of 5 average rating, 114 reviews

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.

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, 91 reviews

Okemo Mountain Lodge A108 Beautiful Ski In/Ski Out

Quaint, beautiful location located right on the iconic, Okemo Mountain! A one bed, one bath ground floor unit with a ski locker to store all your equipment, full kitchen, free (fast) WIFI, brand new electric fireplace and amazing views! No matter the time of year, Okemo and the surrounding area have so much to offer, especially for outdoor enthusiasts. Need to get away and relax or looking for your next outdoor adventure? Look no further than this gem! Need activity suggestions? Let us help!

5.0 out of 5 average rating, 136 reviews

A mid-century modern home set among lush greenery features a stone foundation and large windows. A brick chimney rises above the roofline, while several wooden Adirondack chairs are positioned on a stone patio, providing a relaxing outdoor space to enjoy the surrounding nature.

Home in Cavendish

Midcentury Hillside Retreat - Summer Paradise

Enjoy this peaceful retreat in the heart of the Green Mtns and surrounded by 130+ acres of private woodland. Dramatic field stone fireplace and spectacular panoramic views of Mt Ascutney into New Hampshire from the entire living space. Large chef's kitchen. Private master suite and two guest bedrooms. The perfect get-away for relaxing with family and friends. Exceptional hiking, biking and Connecticut River adventures. Near GMHA and Woodstock. Great restaurants, fun village shopping nearby.

A cozy living area features a deep leather sofa positioned near a stone fireplace. A large window opens to the balcony, inviting natural light. A TV is mounted above a wooden mantle, and a small table and chair provide a space for work or dining.

4.99 out of 5 average rating, 186 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

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, 182 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.

4.89 out of 5 average rating, 100 reviews

A spacious living area is highlighted by a large gray sectional sofa, complemented by decorative cushions. Natural light enters through adjacent doorways, illuminating the open layout that connects to a well-equipped kitchen, featuring light wood cabinetry and modern appliances.

Apartment in Killington

BearNecessities- Pool, Hot Tub, Gym

BearNecessities is your cozy Killington escape! This 1BR/1BA condo boasts a unique queen-over-king bunk, perfect for families & adventure seekers. Enjoy top-tier amenities: hot tub, sauna, indoor & outdoor pools, gym, spa, restaurant, & ski store—all onsite! Relax by the electric fireplace or on your private deck. Walk to the ski shuttle for easy mountain access. Self check-in for a hassle-free stay. Perfect for skiing, hiking, biking, & nightlife!

5.0 out of 5 average rating, 18 reviews

Cozy & Inviting 3BR/2BA @ Winterplace

Your family and friends will love this renovated 3 BR/2BA Winterplace condo. Our family does! Just a 2 min walk to ski to lifts that will take you to the top. You won't have to haul gear from the parking lot to the lift or buy overpriced food at the lodge for lunch! Hungry? You can ski right back home. Tired? You can unwind by the fireplace or at the indoor pool with two hot tubs. Your mountain getaway for one or two families awaits!

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.

4.96 out of 5 average rating, 116 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.

4.97 out of 5 average rating, 34 reviews

Ski-In/Out Retreat | Hot Tub & Sauna

Experience true ski-in/ski-out living in this beautifully renovated three-bedroom retreat at Okemo Mountain. Designed for families and groups, the home features a private hot tub, sauna, fireplace, and a fully equipped kitchen for effortless mountain living. Step directly onto the slopes, then return to relax in comfort just minutes from downtown Ludlow. The perfect home base for unforgettable Northeast getaways.

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, 175 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. Please note there is no AC at this condo complex summer time

4.89 out of 5 average rating, 519 reviews

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

Beautiful 2 Bedrooms in Mountains

Ready for a Vermont getaway? In heart of ski area w/ A+restaurants & charming villages are two cozy bedrooms on 2nd fl of larger apt complex. Each bedroom has separate toilet/sink room, shared shower room for your and your guests alone. Hallway living room at one end with 2 couches, desk and TV Other end is full compact kitchen with dishwasher, stove and over, full size refrigerator, coffee maker and microwave.

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

4.9 out of 5 average rating, 184 reviews

A spacious ski home is surrounded by snow-covered trees, featuring a modern design with a sloped metal roof. Large windows allow natural light to enter, while a gravel driveway leads to the entrance. This bustling wooded area provides a serene backdrop during winter.

Home in Peru

Beautiful Bromley/Manchester VT Retreat w/hot tub

Superhost

A cozy living area features a dark gray sofa with decorative cushions, complemented by two wooden armchairs. A timber-framed window offers a view of the outdoors. A coffee table holds a small centerpiece, and vintage skis are mounted on the wall above the seating.

Home in Wilmington

MtSnow HotTub Pool Table AirHockey PingPong *Darts

4.85 out of 5 average rating, 144 reviews

4.89 out of 5 average rating, 141 reviews

Home in Killington

Golf and Mountain Biking outside the door!

4.96 out of 5 average rating, 133 reviews

Home in Dummerston

The Sugarhouse

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.

4.95 out of 5 average rating, 43 reviews

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

4.94 out of 5 average rating, 33 reviews

A modern mountain chalet is showcased, perched on a hillside. The structure features a steeply sloped roof, large windows, and a spacious deck. Surrounding greenery and boulders create a natural setting, emphasizing the serene landscape of the property.

Home in Killington

The Matterhorn House Spectacular Views/Hot Tub

5.0 out of 5 average rating, 9 reviews

Peaceful condo at Okemo - Direct Ski Access

A three-story chalet is nestled among tall trees, featuring a spacious deck that extends from the main level. The exterior is constructed of wood with large windows that offer ample natural light, while the patio area includes a private hot tub surrounded by greenery.

5.0 out of 5 average rating, 9 reviews

Mountainside 3-BR Ski-In/Out Okemo Chalet

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.

5.0 out of 5 average rating, 42 reviews

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

A spacious living area features a comfortable sectional sofa, positioned near large windows that provide natural light and a view of the outdoors. A cozy fireplace with a wood-burning option adds a touch of warmth, accompanied by a flat screen TV and a small table with chairs.

4.9 out of 5 average rating, 42 reviews

Cozy Slopeside Escape - Ski-In/Out Condo at Okemo

4.98 out of 5 average rating, 89 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

4.98 out of 5 average rating, 45 reviews

A warm living area features a stone fireplace as the focal point, complemented by wooden beams and walls. A gray sofa and a red armchair invite relaxation, while a wooden coffee table holds a stack of magazines. Large windows allow natural light to fill the space.

Chalet in Ludlow

Five Bedroom Family Home on Okemo with A.C. splits

4.94 out of 5 average rating, 16 reviews

The DropInn - 1 BR+Bunk Room - Ski-in/Ski-out

5.0 out of 5 average rating, 10 reviews

Bright, Family-Friendly Winterplace

4.91 out of 5 average rating, 22 reviews

See and Ski - Okemo Clocktower base

Superhost

The exterior of a multi-family home is displayed, featuring a unique sloped roof and multiple levels. Decks are visible on the upper floors, surrounded by snow-covered ground and trees. Clear blue skies enhance the winter scene, highlighting the home's welcoming architecture.

Guest suite in Ludlow

Ski-in/out Studio at Okemo Mt. on Sachem Trail

4.75 out of 5 average rating, 12 reviews

Ski-in/ski-out cabin rentals

4.85 out of 5 average rating, 391 reviews

Cabin in Woodford

400+ Airbnb Visits: Incredible Mountain Cabin

4.83 out of 5 average rating, 120 reviews

Cabin in Peru

The Grateful Barn

4.88 out of 5 average rating, 104 reviews

The chalet is showcased amidst vibrant autumn foliage, with large windows allowing natural light to fill the space. A spacious deck with a wooden railing extends from the upper level, while the surrounding trees maintain a tranquil setting.

Cabin in Londonderry

Green Mt Magic - Close to Golfing Tennis Parks

Superhost

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

4.75 out of 5 average rating, 437 reviews

4.85 out of 5 average rating, 254 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

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!

4.79 out of 5 average rating, 28 reviews

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

Blue Cozy Ski House

4.76 out of 5 average rating, 59 reviews

Cabin in Chittenden

The music Cabin in Vermont, you will have fun

Ski-in/ski-out condo rentals

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, 227 reviews

Mtn Green Condo-Ski/Bike Lifts, Covered Parking

4.92 out of 5 average rating, 128 reviews

Condo in Dover

Base of M.S. All Seasons Fun. Deck/HotT/Sauna

4.95 out of 5 average rating, 182 reviews

Ski-In/Out, Pools, Hot Tub, Pet-Friendly

A cozy living area features a stone fireplace, providing warmth and a focal point in the room. Two brown sofas are positioned around a coffee table. Soft lighting from a nearby lamp creates a comfortable ambiance, complemented by large windows letting in natural light.

4.93 out of 5 average rating, 503 reviews

Book Peep now Stay on Pico 1 Bedroom free shuttle

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.

4.94 out of 5 average rating, 112 reviews

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

4.94 out of 5 average rating, 107 reviews

A spacious living area is introduced, featuring a stone fireplace and a large sectional sofa arranged around a coffee table. A dining table and chairs are positioned nearby, with natural light filtering through large windows adorned with curtains.

Condo in Dover

Great Amenities-Season Condo gym-sport center-pool

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.

5.0 out of 5 average rating, 25 reviews

The Lodge-Modern Ski-in-Out.