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Jiminy Peak Country Inn 1 Bedroom Suite

A privately owned, older unit within Jiminy Peak's Country Inn. Located in the Berkshires, the inn is at the base of the ski slope. This unit is on the 1st floor of the last building which means you can ski to your doorstep if there's lots of snow (harder getting to the lift) . A locker room is at the end of the building to secure your equipment (key provided). The resort offers a year-round heated pool, 2 hot tubs, a gym, fireplace lounge and seasonal restaurants. Come enjoy the mountain!

Country Escape w/ Trails, Fireplace, Pool & Sauna

Escape to our secluded, bucolic 1800s farmhouse with modern amenities, heated lap pool, and sauna for the perfect any-season getaway. The house is nestled alongside Kinderhook Creek and surrounded by 130acres of pristine wilderness only 35 min to Hudson, Berkshires, and Ski area. Never a boring moment with tons of daytime activities on property like hiking trails, fishing, or sledding & skating. Evening fun with bbq, firepit, giant stone fireplace, & board/video games. IG @kinderbendfarm

Artsy loft surrounded by fall foliage with hot tub

This ski-in/ski-out loft at Jiminy Peak offers all of the amenities you could ever possibly ask for! A spacious 1 bedroom loft that sleeps up to 4 (1 Queen Bed, 1 Pullout Couch) is stylish and comfortable. We are the new owners and we are regularly updating the furniture and decor. A full kitchen, full bathroom with tub, ski locker / equipment storage, laundry in unit, dedicated parking spot, access to 2 pools and 2 hot tubs, a sauna, skiing, mountain cart, ropes course, and more!

"The Hideaway" Modern Apartment w/Sauna and Grill

Welcome to your stylish, centrally located urban hideaway — a cozy basement apartment perfect for families, couples, or small groups. Start your day with coffee on the beautifully lit patio, or unwind in the outdoor infrared sauna for two (shared among three units, first come, first served). Need more space for a larger group? Ask about booking additional units in the building! We have camera on the exterior to the backyard. There is no cameras inside of the listing units.

Wyndham Bentley Brook

This premier Berkshires destination resort is located at the base of the ski slopes of Jiminy Peak Mountain Resort. After a day of skiing, snowboarding, hiking and other seasonal activities, return to your spacious two-bedroom resort suite designed for maximum rest and relaxation with a kitchen and spacious living/dining area. The resort's heated indoor and outdoor pool, game room, sauna, and activities center are sure to please.

Elegant Mountain View Retreat By Evergreen Home

Explore the best of the Berkshires at this private country retreat, minutes from the Williams campus, world-class museums and walking distance to Bloom Meadows. This 1840 Schoolhouse was recently renovated, styled for modern comfort with a fully-stocked kitchen. Enjoy 360-mountain views, an in-home sauna, country walks, hiking/x-country trails and cycling. Make this spacious and stylish property your home away from home!

Waterfront Cabin • Pool, Hot Tub, Sauna & Dock

A peaceful riverfront stay designed for comfort, connection, and stories that linger. This cabin-style retreat features a private movie theater, heated pool, cedar sauna, and a hybrid hot tub. Thoughtful touches like a curated tea bar, soft linens, and cozy gathering spaces make this more than just a place to stay—it’s a space to unwind, recharge, and feel at home. Step out of the world, into a story.

Eclectic Troy Retreat w/ Hot Tub & Sauna!

We love this house and hope you will too! Built for rest & relaxation, comfort and connection. Lots of amenities on site: hot tub, sauna, yoga room, pool and ping pong tables and a large, private back yard. The perfect place for a family or small group retreat. Very central to downtown Troy and RPI. Food delivery and grocery stores nearby. Please come be our guest and Enjoy Troy!

Newly Renovated Mountainside Townhome, Jiminy Peak

Short 2-minute walk to Jiminy Cricket lift, a beautifully renovated 2 bedroom/2 bathroom townhome in Mountainside at Jiminy Peak. Space boasts an open kitchen and family room layout w/ brand new appliances and quartz countertops. A warm wood-burning fireplace in family room creates a cozy atmosphere. Family room slider opens onto private back deck w/ views of the mountain and slopes.