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!

Lakeside Berkshires Chalet | Sauna & Fireplace

Tucked along the wooded shores of Longbow Lake in Becket, Massachusetts, The Lakeside Chalet is a charming 3-bedroom, 2-bathroom waterfront retreat where nature and comfort meet effortlessly. With room for up to 8 guests, a private dock, a sauna, a wood-burning fireplace, and a spacious deck overlooking the water, this contemporary chalet is designed for the kind of getaway you'll want to repeat. Whether you're paddling out at sunrise or unwinding by the fire after a day in the Berkshires, this

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.

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. During the colder half of the year, enjoy winter sports nearby and then step into your own private Sauna to decompress. Enjoy amazing restaurants, antique shops, hiking trails. Visit Tanglewood, Jacob's Pillow, Hancock Shaker Village and other cultural centers. We'll be happy to provide recommendations based on your interest.

Relaxing Mountaintop Retreat

Sitting atop the former Chickley Alps, this magical home is nestled between a XC Ski resort and conservation land. The many decks overlook the 50 acre property, which piqued the interest of acclaimed children's author, Eric Carle to build an inspiring retreat in the 1970s. Gather in the studio, where you may find some remnants of his artistic process splattered around the room. With 4 bedrooms, 2.5 baths, a workspace, and 3 distinct gathering spaces, there is room for all.

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

Evergreen Home Vacation Rentals invites you to this private country retreat, a recently renovated 1840 Schoolhouse. Just 7 minutes to Jiminy Peak and walking distance to Bloom Meadows, this stylish home features 360-degree mountain views, an in-home sauna, and a modern kitchen. Perfectly located near Williams College and world-class museums, you can enjoy hiking, cycling, and cross-country trails right from your door. Experience historic charm and modern comfort.

Hilltop Barn - Views, Hot Tub, Plunge Pool, Sauna

A private hilltop oasis in nature. Newly renovated barn with some luxury amenities including sauna & outdoor firepit & movie theater screen & hot tub & stock tank pool on a 15-acre hilltop w/ views & privacy in Hudson Valley / Berkshires. Fully stocked for cooking & tons of games. Near great shops & restaurants in Hudson & Great Barrington. We can point you to the best people to book for private massages or yoga classes right at the house.

Misty Pines Cabin | Wood Stove • Sauna

Welcome to Misty Mountain Camp — a cozy 3-bedroom, 3-bath escape surrounded by peaceful woods and Berkshire charm. Enjoy nearby adventures at Beartown State Forest, Lake Garfield, Steadman Pond, and Greene Park, or explore local history at the Bidwell House Museum. After a day outdoors, relax on the deck, unwind by the fire pit, and soak in the quiet beauty of nature. The perfect getaway for families, friends, and nature lovers alike.

Steps to MoCA: 2bd + SAUNA!

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!

Walk to Williams | Steam Sauna & Ritz Carlton Bed

Enjoy this private, design-forward guesthouse with a steam sauna, shower room, cathedral ceilings, and a Ritz-Carlton bed—set two blocks from Williams College and minutes from the Clark Art Institute and MASS MoCA. This is a smaller space, designed for luxury stays —more in line with a boutique hotel suite than a typical Airbnb. Featured in Insider Home, MSN Home, and the How to Decorate Podcast.

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.