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25 Rocky Ridge Road: Ski Home for Groups. Hot Tub.

25 Rocky Ridge Road: The Killington Mountain Retreat is the perfect ski home for your group holiday. Our 6RM/3.5BA, three-story home is located just off the main road in Killington. You will be close to the mountain, shops, restaurants, & bars while still enjoying privacy on 1.1 acres. The home is fully equipped w/ amenities such as hot tub, AC, BBQ, Wi-Fi, office space, mudroom, game room, smart TVs, streaming services, Alexa & more. (Hot tub fee applies mid-Mar to mid-Dec. Pet fee may apply.)

Modern Farmhouse - 2 kings, minutes to Okemo!

Newly renovated property surrounded by picturesque mountains with views from every bedroom. Relax in our cozy 4 bedroom, 2 bath home, large enough for your whole family to come together. Sleeps 11. Dog friendly. Arcade games and firepit. Large yard. Excellent place to work remotely. Enjoy hiking, fishing, biking, kayaking, skiing & golf nearby. Explore nearby Ludlow, Woodstock, Manchester and Weston. Okemo & Jackson Gore resorts are less than 10 minutes away. Killington Mtn 30 min drive.

Home Sweet Home

Single family house within walking distance of downtown Rutland. Many restaurants, bars, movies, bowling, farmer's market, etc to do. 15-20 minute drive to Pico and Killington. 30 minutes to Okemo. Mountain bike parks near by- Pine Hill, Killington and Okemo. Adventure park at Killington. 4 bedrooms, 1.5 baths. House sleeps 8+comfortably. Room for more if needed. Keurig coffee maker in kitchen, microwave, toaster, crock pot. Kitchen is fully furnished. AC units on first floor and second.

Family Ski Chalet! 18 Acres, Hot Tub, Fire Pit

Our newly renovated home is the perfect homebase for Skiing and winter fun! Relax in the new hot tub or catch up with friends around the brand new firepit while taking in the beauty of the surrounding landscape – including your very own stream. Inside, our large home has space for everyone complete with large dining table - seating for 12+, fireplace, kid’s corner with toys and games, and 3rd floor bunk room. Nearby hiking trails, boating lake, and ski mountains offer lots to do for everyone.

Rustic modern Ascutney cabin with views

Beautiful views and a unique setting define this stylish house on a flank of Ascutney. It has a luxurious master suite, and a bedroom with 2 twin bunk beds. Woodstock village, Okemo, Killington and Sunapee, and the Upper Valley are a quick 20 to 40 minutes. The Brownsville Butcher and Pantry and Ascutney trailheads for hiking/snowshoeing are next doors. The Harpoon Brewery, and backcountry skiing are close by too. This recently built home home offers something for everybody in all seasons.

Mountain Home ready for you!

Get away from it all in a secluded home atop a mountain in the National Forest. Home with deck and panoramic view of the Green Mountains. Idyllic in all seasons. Summer is lusciously green; fall colors seen from our deck; the magic of winter. Tons of privacy, but minutes from town. 35 min to Killington or Sugarbush; snowshoe outside your door, and x-country nearby. Snow tires or chains needed from Dec.-March. Please note that we cannot help you if your car gets stuck en route to the house.

Stunning Views of Okemo - 3 Bedrooms, 3 Bath Home

Recently constructed on ten private acres with captivating views of Okemo resort. Three bedroom, three full bath modern chalet, just 1.5 miles from downtown and 3 miles from Okemo’s base areas. Epic views of Okemo and surrounding mountains from every room. Cozy around the fireplace in the living room or enjoy smores outside by the firepit, or a glass of wine on the deck. Finished lower level with expansive views of the ski trails has 60" TV, games and comfy seating.

Herrick Cove Hideaway

Newly built home with luxurious design, private beach with 2 private docks. People of all ages will love the outdoor amenities this home has to offer, including taking a dip in the lake; fishing or launching a kayak or paddle board from the private dock. Time to go back in? There's more to enjoy: hot tub, Sauna, board games, streaming your favorite shows, etc... With 1 King Bed in the Primary, 5 queen beds, and 2 Full. We hope you enjoy it as much as we do!

Charming New England Cape- 10 Minutes from Okemo!

Relax with the whole family, or friends at this peaceful place to stay. Close to many local ski resorts, hiking trails, trophy fishing in the Black River off Route 131! Close to Ludlow And Historic Windsor and Woodstock VT! Only a 10 minute drive to Okemo Mountain and Jackson Gore! 30 Minutes to Killington Mountain and Magic Mountain 40 Minutes to Bromley Mountain Accessible to the natural beauty of Vermont!