Fitness-friendly holiday rentals in Pioneer Valley

Waterfront Wonderland | Luxe Log Cabin (Sauna/Gym)

This large lakefront log home comes complete with a sauna, gym, private dock, kayak & canoe, hammock, grill, screen porch, wraparound deck, fireplace and spacious loft. The perfect place for summer rest and relaxation, autumn colors, or a Winter getaway in the foothills of the Berkshires. Cabin vibes meet modern furnishing and amenities. Enjoy beautiful sunsets by the lake, natural serenity, and exploration. 20 mins to charming Northampton attractions, 30 mins from Berkshire East ski resort ❄️

The Vermont Barn (Mount Snow)

Follow/Tag us on Instagram: thevermontbarn Perfect place to kick back after a long day of hiking, skiing or even just the hustle and bustle of everyday life any time of year! Enjoy our wood stove or soak in the hot tub outside. Our place is very accessible to: hiking, skiing, (Mt. Snow), kayaking, fishing, lake, biking, golfing and small town gems just down the road. Full access to Clubhouse (5 min walk): pools, hot tub, arcade and gym. Great for families, large groups, kid and pet friendly.

Big Deck, River Views, Mini Gym, Sleeps 8

*Inquire about discount for stays of 1 week or longer.* Riverside: 4 bedrooms, 2.5 baths: sleeps 8 in beds, dynamic riverfront access + views, high speed internet, 4 Smart TVs, AC throughout, 2 wood-burning fireplaces + fire pit (wood included!), home gym with treadmill, weight bench, stretching area, outdoor seating with grill on the deck overlooking river, kayak, basketball net, fishing poles. NOTE: Only well-experienced kayakers ought attempt the Housatonic! Pets are welcome with pet fee.

Outdoor Enthusiasts Paradise!

Chimney Hill 4 Season Resort community. Fishing, Hiking, Boating, Golfing, skiing and snowmobiling right outside your door!! The clubhouse just up the street offers many great amenities such as an indoor and outdoor pool, hot tub, full fitness room, game room, movie room, basketball court, tennis courts, playground, ice skating pond, hiking trails and snowmobiling plus boat and snowmobile trailer parking areas. In the winter, the clubhouse is only open Thursday through Sunday.

Ski in/Ski Out - Building 1 Condo at Jiminy Peak

Book today and spend your ski days only steps from the lift! Get first tracks or even night ski from this one bedroom condo in Building 1 at The Country Inn at Jiminy Peak. Private parking, kitchenette, and all of the comforts of home. Visit any season to explore this beautiful Berkshire mountain. Enjoy private, gated parking, walk to the country store to get essentials, and even rent equipment right at the mountain. A family-friendly condo with food options for all.

Mt Snow Ski In/Out at Seasons

Directly on the mountain. Minutes walk to 2 trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and tv in each bedroom. Plenty of board games. King size bed in Master. Free parking for 2 cars. Ground floor with deck with tables and chairs for relaxing. Free parking. The pool (indoor & outdoor) and hot tubs are free to renters as is fully equipped gym (all year) and tennis courts in summer.

Brand New 4 Bedroom Listing with private hot tub!

This is a Brand New Listing!! Enjoy this tastefully decorated 4 bedroom, 3 bathroom Townhome in Mt Snow Village. Our Townhome is meticulously cleaned for your comfort. The space features open concept living space and high vaulted ceilings in the common areas with a wood burning fireplace. Plenty of space to enjoy quality time with family & friends. Enjoy a beverage or just relax on our spacious back deck and private hot tub for complete relaxation.

True Ski on / Ski off Spacious Condo w/ Fireplace!

This is the ultimate location for skiers in your group. Ski in and out from this 4 bedroom, 4 bath condo on Mt. Snow! Cathedral ceilings, open floor plan, wood-burning fireplace w/ four large bedrooms including 3 en suite! Head out for first tracks, home for lunch, and back out to finish the day without ever having to clean off your car. The newly renovated amenity center has a pool, hot tub, gym, outdoor pool, and kids common areas!

Downtown | Waterfront | Walk to Shops

★ New to Williamstown? Explore our interactive guidebook. One bedroom with all the bells and whistles! Meticulously upgraded with the discerning guest's convenience in mind. The property is in the midst of Williamstown's popular spots: Williams College campus, theaters, museums, restaurants, shops, and golf course. It also sits by the rushing, sometimes tranquil, Green River where you can sit back, relax and enjoy the fire pit.