Holiday rentals with a sauna in Berkshire County

Red Rock Summit: Pool | Privacy + Views | Sauna

Welcome to Red Rock Summit, where well-designed living takes advantage of majestic mountain views at every turn. This contemporary 4-bedroom, 4-bathroom home on 80 impressive acres is just 2.5-hrs from NYC & Boston. Enjoy open plan, bright and airy interiors and abundant outdoor amenities including a large pool, barrel sauna, serene swimmable pond and a firepit. Explore the nearby Village for shopping and dining, or hit the slopes at Catamount Ski Area. Welcome to a mountain retreat like no o

Mountain Serenity 20 Acres, Hot Tub, Jiminy<10min

Private Berkshires 20Acre estate designed by acclaimed architect and author Norton Juster. An exclusive 4 bedroom retreat, with mountain views from every room, cathedral ceilings, cozy fireplaces, elegant living spaces, and outdoor fire pit, it’s the perfect place to unwind. Relax in the hot tub or sauna after a day of skiing at Jiminy Peak or Bousquet. Newly renovated with high end furnishings and chef's kitchen. A perfect mix of adventure and tranquility awaits—book your mountain escape today!

Secluded Mountain and Lake View in Canaan, NY

Overlooking Queechy lake, this spacious home with a cook's kitchen and wrap-around deck is a great get-away for family and friends. Within an easy 20 minute drive you will find delicious farm fresh foods, renowned arts venues, swimming, kayaking, skiing, and hiking trails. Ideally situated between the Berkshires to the east and Hudson Valley to the west, whether you are seeking cultural attractions or natural escapes, you will be in the perfect place to soak up the best the area has to offer.

Sauna + Hot Tub Escape | Private & Pet Friendly

Relax with the whole family or escape with your partner for a romantic getaway to Lovers Lane. Surrounded by trees and set against the backdrop of Monument Mountain, you'll have everything you need in this quiet, private setting to fully enjoy some time away. It's a short drive to downtown Great Barrington & Stockbridge where you will find cute shops & great dining. Ski at Butternut, see live music at Tanglewood or hike Monument Mountain. Good times await at Lovers Lane in the Berkshires.

Mt Williams Steam Sauna Retreat with Heated Floors

Winter Wellness Escape in the Berkshires | Treat yourself to a cozy, luxury retreat in the heart of the Berkshires—your private spa sanctuary with a steam sauna, radiant heated floors, and the iconic Ritz-Carlton bed. Perfect for romantic getaways, creative recharge trips, or restorative winter weekends. Welcome to Mt. Williams Retreat, a designer guest cottage just two blocks from Williams. Featured in Insider Home, this refined escape blends wellness, design, and comfort in every detail.

Jiminy Peak Ski Loft 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!

Woodland 5-BR Retreat 5-Min to Jiminy Peak

Nestled in the Berkshires, this 5-BR family home combines comfort and tranquility. The open floor plan connects living areas, and the private backyard has a brand new pool! Bedrooms are spacious, featuring ample natural light. Surrounded by beauty, this home offers a perfect blend of modern living and natural serenity. Home includes a foosball table, Scandanavian sauna and swimming pool. Attractions at Jiminy Peak (5-min away), Mt. Greylock (17-min away), and Ramblewild (5-min away).

See MoCA from your mansion+Sauna! Near SKI

Near Ski & restaurants! 4 bedroom apartment tucked away on a hilltop oasis above Mass MoCA (3 mins by foot). 10 mins drive to Williams College & Clark. Whimsically restored (fast Wi-Fi & great water pressure). Fully private with no shared spaces + outdoor Sauna! Your stay’s proceeds allow us to host refugee/immigrant musicians pro bono year-round at @chasehillartistretreat Note: more dates are often available beyond what the calendar shows. Please don’t hesitate to inquire!

Butternut Ski Chalet on Lake w/HotTub Sauna by GB

Newly Renovated Berkshires chalet with HOT TUB & Sauna, Pet friendly, 5BR 4 full bath on Lake Garfield 5 min to Ski Butternut, 15 min to Ski Catamount, 15 min Great Barrington dining /shops. Spacious, family-friendly home sleeps 14 with 2 living rooms, out door hot tub for 6, indoor infrared sauna, wood fireplace, BBQ, Solo fire pit sitting 6, fenced yard, decks, and 2 kayaks. Short walk to lake beach. Perfect for ski trips, lake stays, and group and family getaways.

Bedroom Forest View I Sauna I Fire-pit I Trails

Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

Elegant Mountain View Retreat By Evergreen Home

7 MINUTES TO JIMINY PEAK MOUNTAIN RESORT 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!

Cozy Ski Retreat

Relax in a comfortable and cozy space after a winter day on the ski slopes. Enjoy all of the amenities of the on premise hotel with the benefit of your own private space. Easy access to shared washers and dryers. Complimentary coffee bar in the morning and afternoon in hotel lobby. Great tavern on site as well as another fantastic eatery within walking distance.