Ski-in/Ski-out holiday rentals in Ludlow

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Top-rated ski-in/out rentals in Ludlow

Guests agree: these ski-in/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
4.88 out of 5 average rating, 153 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.

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
5.0 out of 5 average rating, 135 reviews

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.

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.
Apartment in Ludlow
5.0 out of 5 average rating, 42 reviews

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

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.
Apartment in Killington
4.99 out of 5 average rating, 182 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

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.
Apartment in Ludlow
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.

Guest favourite
A living area features a gray sofa adorned with decorative pillows in various patterns. A wooden coffee table sits in front, and a side table with a lamp complements the space. Light filters through a sliding glass door, which opens to a patio.
Apartment in Ludlow
4.94 out of 5 average rating, 107 reviews

Ground Floor, Okemo True Ski-in/Ski-Out

Put your gear on the patio and just walk out to the slopes! Okemo Mountain Lodge ground floor unit. C-building is the closest property to the A-Quad/B-Quad lift. Come enjoy convenient skiing, free parking and fast internet. Ski school gathers right outside the patio. How convenient it is to make your own meal during a powder day! Please note there is no AC at this condo complex summer time. Fireplace has been updated to electric fireplace starting from 2023-2024 season.

Top guest favourite
Guest house in Hartland
4.95 out of 5 average rating, 1068 reviews

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

Top guest favourite
Apartment in Ludlow
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!

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.
Apartment in Ludlow
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.

Guest favourite
Apartment in Ludlow
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.

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.
Flat in Chester
4.89 out of 5 average rating, 519 reviews

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.

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.
Flat in Ludlow
4.92 out of 5 average rating, 164 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.

Popular amenities for Ludlow ski-in/out rentals