Holiday rentals with a sauna in Berkshire County

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!

Berkshires Black Abbey - Ski Butternut

WINTER PROMO Dec 10 - Feb 28 enjoy 20% off for bookings between Weds-Sat and take advantage of SKI BUTTERNUT $25 Fridays! Relax in a luxurious 4-person cedar sauna at the Berkshires Black Abbey, an 1862 church turned stunning 3-bed, 3-bath home in Mill River Village, MA. This 4,000 sq. ft. retreat blends original stained glass and vintage charm with modern comforts like heated floors, rainfall showers, a game loft with a speakeasy bar. Spacious deck, full kitchen, and room for up to 10 people.

Steps to MoCA Near SKI: 2bd + SAUNA!

Near ⛷️ SKI resorts: Jiminy Peak, Berkshire East Mountain and others. A large, private 2-bedroom apt at the Small Mansion of Chase Hill Estate. Outdoor Sauna! Just a 5 minute-walk to MASS MoCA & downtown restaurants, 10 mins drive to Williams College & Clark. Whimsically restored (fast Wi-Fi & great water pressure!) and part of @chasehillartistretreat ✨ Your stay supports pro bono residencies for refugee & immigrant artists. Additional dates available beyond what the calendar shows—contact us!

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.

Thrill & Chill: Ski & Sauna in Winter Wonderland

Join our unique Berkshire vacation experience, away from the hustle and bustle: ❄️Minutes to ski (Otis Ridge), 20 min to Butternut ❄️Boost your wellness in the barrel sauna ❄️Relax around the gas fireplace ❄️Binge your fav show on the 80” TV ❄️Min. to restaurant & snow shoeing The newly designed light-filled interior offers comfort and style while being perfectly suited for children: 👉fully equipped kitchen (air-fryer, waffle maker, Nespresso) 👉home office (Fast Wifi) 👉arcade-style games

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.

Luxury Berkshire Retreat, Pool+Hot Tub, Sleeps 18

This stunning 6 bedroom, 5.5 bath home is the perfect blend of charm and modern comfort. Thoughtfully designed with three separate wings, it never feels crowded, even with space for up to 18 guests. Lovingly adorned with original art, colorful textiles, and cozy decor, every corner radiates warmth and tasteful personality, making it a truly wonderful stay. Sauna and outdoor jacuzzi with mountain views Gourmet kitchen Stone patio with BBQs and a smoker Newly Felted Pool table Tesla charger

Williams Luxe | Steam Sauna, Warm Floors, Ritz Bed

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.

House Among Trees - A Perfect Holiday Getaway

The House Among Trees is a tranquil property in the Berkshires. This mid-century 3-bedroom home is equipped with all amenities to offer a truly relaxing stay. Enjoy amazing restaurants, antique shops, hiking trails. Visit Tanglewood, Jakob's Pillow, Hancock Shaker Village and other cultural centers. During the colder half of the year, jump into the Sauna to escape the chill. Summers are never as hot as they are in the city. We'll be happy to provide recommendations based on your interest.

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!

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.

Forest Home with Sauna

Spacious country hideaway, this 3-bedrm, 3.5 bath house is nestled on 11 acres of forest. New sauna, dedicated workspace, and a fully-equipped kitchen. Relax by the blue stone fire place. Grill in the yard. Kids can jump on a trampoline, play boardgames, or Fussball. There is a gentle hiking trail just off the driveway. Tanglewood and Jacob's Pillow near by offer top performances. Skiing/snowboarding in winter is near by. Summer lake swimming is 5 min away.