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Ski-in/Ski-out holiday rentals in Ludlow

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

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

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Guest favourite
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.
Home in Ludlow

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.

4.88 out of 5 average rating, 153 reviews
Guest favourite
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.

4.92 out of 5 average rating, 114 reviews
Top Guest favourite
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.

5.0 out of 5 average rating, 134 reviews
Top Guest favourite
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.
Condo in Ludlow

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

Updated 2 BR & 2 BA Ski In/Ski Out Condo on Okemo Mountain Resort; Sleeps 6 *Kettlebrook (H Bldg) Mountain side, 2 floor loft condo w/ vaulted ceilings- 1,246 sq ft *True Ski In/Ski Out via beginner trails- deck overlooks Bull Run Trail (ski home for lunch!) *Master Loft has King bed and 1st floor BR has 4 twin bunk beds *Wood burning fireplace (wood provided) *Fully equipped kitchen for family meals including Keurig, dishwasher, toaster *Work from home desk space in upstairs loft

5.0 out of 5 average rating, 42 reviews
Top Guest favourite
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.
Condo in Ludlow

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.

4.93 out of 5 average rating, 182 reviews
Top Guest favourite
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.
Condo in Killington

Alpine Condo - AC & Pool - Golf & Bike

Updated 1-bedroom Whiffletree condo with stylish alpine feel—steps from Killington Resort, golf course, and access road. Thoughtfully stocked with essentials, plus a private gear locker for convenience. Relax at the onsite outdoor pool (open Memorial Day–Labor Day). Sleeps 4 with a king bed and queen pullout sofa. Portable AC unit in the living room helps keep the condo comfortable Pack & Play crib, mattress and sheets available upon request. Reg #007718

4.99 out of 5 average rating, 181 reviews
Top Guest favourite
Guesthouse in Hartland

Yurt In The Woods - Come to the Yurt.

The Yurt In The Woods is 30 ft in diameter - 700 spacious sq. ft. It's surrounded by trees and has a yard. In October, I require a two night stay with the exception of October 4 & 11. There is a "one" night stay fee of $50 - charged as extra services Allowed 2 dogs with the agreement to my animal policy & $50 fee WiFi 1,000 megabits per second a fiber network AC, Outdoor Gas Grill , Outdoor Fire Circle, and Outdoor Shower available June - October

4.95 out of 5 average rating, 1067 reviews
Guest favourite
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.
Condo in Ludlow

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, 116 reviews
Guest favourite
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.
Condo in Ludlow

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

4.93 out of 5 average rating, 175 reviews
Guest favourite
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.

4.89 out of 5 average rating, 519 reviews
Guest favourite
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.

4.92 out of 5 average rating, 164 reviews
Top Guest favourite
A cozy bedroom features a spacious king bed dressed in a plaid blanket, complemented by decorative pillows. Two bedside lamps provide soft illumination. A wood shelf above the bed holds decorative items. A large window offers a view of the outdoors, dressed with light curtains.
Home in Killington

CozyDen - AC, Bike to Mountain, Porch!

Welcome to our cozy 1-bedroom condo in Killington, VT! Ski off and shuttle on, close to everything including biking and golfing. Enjoy the wood-burning stove, comfortable furnishings, and well-equipped kitchen. Rest well in the king bed and explore the slopes, trails, and golf courses nearby. Relax on the porch or by the fire. Your perfect Killington getaway awaits!

4.98 out of 5 average rating, 213 reviews

Popular amenities for Ludlow ski-in/ski-out rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Ski-in/ski-out house rentals

Guest favourite
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

4.91 out of 5 average rating, 181 reviews
Guest favourite
Home in Killington

Golf and Mountain Biking outside the door!

4.89 out of 5 average rating, 139 reviews
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, 143 reviews
Guest favourite
Home in Dummerston

The Sugarhouse

4.96 out of 5 average rating, 133 reviews
Top Guest favourite
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

4.95 out of 5 average rating, 42 reviews
Top Guest favourite
The living area features a floor-to-ceiling stone fireplace framed by elegant wooden beams. Comfortable seating is arranged around a rustic coffee table atop a patterned rug, creating an inviting space for relaxation and socializing.
Home in Killington

Topridge | Luxe 4BR w Game Room & View!

4.97 out of 5 average rating, 35 reviews
Top Guest favourite
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

5.0 out of 5 average rating, 39 reviews
Top Guest favourite
A spacious living area features a rustic stone fireplace and a large, comfortable leather sofa arranged around a wooden coffee table. Large windows invite natural light, while a textured area rug adds warmth to the wooden flooring. Decorative elements include a chandelier and wall signage.
Home in Stratton

Stratton walk on/ski off, Kings, hot tub, shuttle

5.0 out of 5 average rating, 26 reviews

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

Top Guest favourite
A charming cabin constructed from natural materials is nestled among lush trees in a forested area. Sunlight filters through the leaves, casting dappled shadows on the ground. The cabin features large windows that invite the surrounding greenery inside.
Tiny home in Hartland

Cabin on the Hill

4.97 out of 5 average rating, 240 reviews
Top Guest favourite
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

4.98 out of 5 average rating, 44 reviews
Top Guest favourite
Condo in Ludlow

Cozy & Inviting 3BR/2BA @ Winterplace

5.0 out of 5 average rating, 18 reviews
Guest favourite
Condo in Ludlow

Ski-In/Out Retreat | Hot Tub & Sauna

4.97 out of 5 average rating, 34 reviews
Guest favourite
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.
Condo in Ludlow

Okemo Mountain Lodge A108 Beautiful Ski In/Ski Out

4.92 out of 5 average rating, 91 reviews
Top Guest favourite
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, 88 reviews
Top Guest favourite
Condo in Ludlow

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

4.94 out of 5 average rating, 16 reviews
Guest favourite
Townhouse in Ludlow

Ski on/ski off with hot tub

5.0 out of 5 average rating, 7 reviews

Ski-in/ski-out cabin rentals

Top Guest favourite
A tranquil scene captures a log cabin nestled by a pond, surrounded by trees. The clear water reflects the cabin and vibrant foliage, creating a serene atmosphere. Tall grasses frame the pond's edge, while the landscape showcases the lush greenery of Vermont.
Cabin in South Royalton

Cozy 4-season Cabin on Pond - "East Cabin"

4.96 out of 5 average rating, 237 reviews
Top Guest favourite
Cabin in Peru

The Grateful Barn

4.84 out of 5 average rating, 119 reviews
Guest favourite
Cabin in Woodford

400+ Airbnb Visits: Incredible Mountain Cabin

4.85 out of 5 average rating, 388 reviews
Guest favourite
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

4.89 out of 5 average rating, 101 reviews
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
Guest favourite
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

4.85 out of 5 average rating, 254 reviewsA 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 reviewsA 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

Destinations to explore