Fitness-friendly holiday rentals in Pioneer Valley

Lake - King - Gym - Kayak - Fire Pit - Pets Allowed - WD

The Lake House, a two-story Designer's Dream, boasts scenic water and starry sky views. ● 397 Mbps Wi-Fi | 2x 55” Smart UHD TVs | Washer & Dryer | Indoor Fireplace ● Nintendo (NES) w/ 30 Games | Record Player w/ Vinyl Collection ● 3x Kayaks | 2x Stand Up Paddle Boards | 2x Cruiser Bikes | 2-Car Garage ● Gym (Bike, Yoga Mats, Weight Bands, Power Tower) ● Patio w/ Fire Pit & Grill| Full Kitchen | Coffee (Keurig) Drive to: ● UCONN (10 Mins) | Hartford (20 Mins) | Boston (1 Hour) | NYC (2 Hours)

Whole place,staycation,3 bedrooms, spacious area

ENTIRE LIVING SPACE: Private spacious 3 bedroom lower level. Near MacDuffie Prep School & 5 prestigious colleges. Couples, solo adventurers, business travelers, families (with kids), and big groups. 14 acre. Private-golf course, pickleball, polypropylene basketball court, badminton, fishing, frisbee golf and tennis courts close by. Nature surrounds you with quiet locations to relax. 1 acre beach pond to cool off. If you are the person who likes to stay busy or relax, this is the place for you.

Cozy Studio Near Schools, Restaurants, and Shops

Cozy and private studio apartment in West Hartford. Location only a few minutes away from local restaurants and retail community. Off street parking. Queen size bed, small couch, small kitchen area with an island and seating for two, and small washer and dryer in the unit. This is a ground floor unit with some common hallways - noise is possible. Convenient and wonderful space for a simple, quiet, and comfortable stay. No pets allowed. Unit not suitable for children. Background check mandatory.

4BR Cabin with Hot Tub & Pools –15 mins to Mt Snow

Unwind in this cozy 4BR, 2BA retreat featuring an outdoor fire pit, 2 fireplaces and access to indoor/outdoor pools, hot tub, gym, and clubhouse amenities. Comfortably sleeps 8 (King, Queen, Full + trundle, bunk room) and includes a Pack ’n Play for little ones, perfect for families and groups. Whether you’re here for skiing, hiking, lake days, or fall foliage, enjoy the perfect blend of mountain charm, modern comfort, and great location near Wilmington’s shops, dining, and outdoor adventures.

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.

Berkshire family getaway at Jiminy Peak!

Beautifully renovated space for a perfect getaway! Our home is a comfortable family space with ski-in/ski-out access to Jiminy Peak through an access trail at the end of our street, so you can skip the parking and shuttles. With four bedrooms spread over three floors for privacy, a brand new kitchen, and space to relax, there's room for everyone in your group to make the most of your time away. And with the charming towns of the Berkshires all around you, there's plenty to do all year round.

Hillside Haven

Enjoy a breathtaking view of the sunrise over the lake from the spacious deck or from the generously sized living room and bedroom windows. The lake is home to swans and bald eagles, as well as large and smallmouth bass. Relax in style in our spacious, beautifully furnished home featuring an arcade style game room, an exercise room including a home gym and two stationary bicycles positioned to overlook the lake, and a roomy kitchen stocked with all the cooking and baking equipment you need.

Mid-mod VT Dream Chalet near skiing, lake & forest

Surround yourself in nature and cozy modern comfort. The romantic mid-mod-styled chalet backs to 10 acres of peaceful forest yet is just 12 min drive to Mount Snow for great skiing. 3 min. to the boat launch of gorgeous Lake Whitingham where you can rent jetskis & boats or go swimming & fishing. Hike trails to the charming town of Wilmington with its coffee shops & restaurants. Pools & hot tub up the road at clubhouse. Just steps away from iceskating, pickleball, hiking & snowmobile trails.

Hidden Oasis in the Mountains by Evergreen Home

Evergreen Home Vacation Rentals invites you to this hidden oasis in the heart of the Berkshires. This attractive 5-bedroom home features a large, fully-outfitted kitchen, Tuft & Needle mattresses, and stunning mountain views. Relax in the hot tub, enjoy the perennial gardens, or gather on the stone patio by the fire pit. Just 7 minutes to Bousquet Mountain and minutes from Lenox and Tanglewood, this is the perfect retreat for family and friends. Experience luxury and comfort—book today!

Rustic Sunny Vermont Home near Mount Snow

Family- and dog-friendly home on cul-de-sac, nestled in the woods bordering on Green Mountain Forest, near Mount Snow. Cathedral ceiling, large windows with southern exposure, sliding doors open onto deck with beautiful woodland vista and lovely sunsets. Enjoy nourishing walks on dirt roads or in the woods; swim or kayak in nearby lakes; relax by an outdoor fire under the stars; snowshoe, x-country ski, sled, ice skate, or hike. Clubhouse with hot tub, 2 pools, arcade and fitness room.

Historic 5-Bdrm Home Minutes from 5 College Area

Our historic five bedroom, 2.5 bath, 3200 square foot home sleeps 13 comfortably between two kings, three queens, a bunk, and a set of twin beds. 19 ppl with blow up & couches. Our home is a professionally designed combination of historic and modern, with original wood floors, as well as keypad entry and mini-split heating and cooling. Family groups of 3-4 couples with children will be most comfortable. We do not allow parties or events, or non-staying guests.