
Fitness-friendly holiday rentals in Great Barrington
Find and book unique fitness-friendly accommodation on Airbnb
Top-rated fitness-friendly rentals in Great Barrington
Guests agree: These fitness-friendly rentals are highly rated for location, cleanliness and more.

Berkshires Family Oasis with Hot Tub, Patio, Gym
All seasons family retreat in PRIME Berkshires location. Located adjacent to the famous Appalachian trail, 5 minutes from downtown Great Barrington, 2 minutes from Ski Butternut and 15 minutes from Tanglewood in Lenox. Easy access to sensational hiking, dining, lakes and museums. The home is spacious and open with 4 BR, 7 beds, a large finished basement TV & game room space and backyard patio and hot tub. A perfect spot to enjoy the spectacular beauty and unlimited activities of the Berkshires.

Sunbeam Lodge: Pool+Sauna, 50 Acres, ‘70s Oasis
Our peaceful, skylit, 3-bed 2-bath lodge is a totally private woodland paradise on a quiet country lane. Part secluded retreat, part rustic resort, part '70s-style cottage, it's only 2 hours from NYC & 20 minutes from Hudson. Unwind in 50 acres of untouched forest & grounds, a seasonal saltwater pool & cabana bar, a Finnish sauna & 7-person hot tub (open year-round), an open chef's kitchen & living room, & a sunny deck overlooking endless natural splendor. See more @sunbeamlodge on Instagram.

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.

Antique Uptown Charmer w/ Five-Star Modern Kitchen
The best of modern designed paired with authentic historic Kingston bones. The house features 3 full luxe baths, HUGE new chef's kitchen with endless work surfaces - 3 ovens, and baking equipment galore. 2 full floors (+basement) offer room to cook and play, flowing from the kitchen to the dining deck to the hot tub deck. This freshly restored home will be your base camp for adventures, but once you come you won’t want to leave!Quiet workspaces, printer, choose your vibe to get work done.

Cozy chalet w/ deck, fire pit, by Hudson & hiking
Cozy 3-bedroom (5-beds), 2-bathroom home on 4 private acres in charming Ghent, NY. Recently renovated, Arch Bridge Chalet offers modern clean comfort with an open floor plan, luxury bathrooms, high-end appliances and cookware, a wood-burning fireplace, outdoor deck, and fire pits. Surrounded by trees, trails, and streams, yet close to Hudson Valley farms, breweries, Berkshires skiing, and the vibrant town of Hudson. Perfect for hiking, biking, kayaking, skiing, and year-round getaways.

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!

Charming Country House with a Hot Tub
Nested in the southern Berkshire County, this private house is perfect for all seasons. It's a 15 minute drive from Great Barrington as well as skiing, swimming lakes, trails and tons of nature. Set on a secluded 2-acre lot, the house offers ample outdoor space with a hot tub that runs all year, a firepit and out door dining area. The house features an open kitchen and dining area, a spacious and well-appointed living room with a gas fireplace, kids play area, a garage with EV charging.

Boho-Chic Cape Conveniently Located
Enjoy a spacious yet cozy home in a quiet neighborhood with off-street parking. Minutes from restaurants, shopping, universities (UAlbany, Sage, St. Rose), parks, museums, hospitals(Albany Med, St.Peters) and State Capital Offices for those traveling for business. We’re right off the main highway leading to the World Famous Saratoga Race Track (30 min) and Adirondack Mountains/Lake George (50 min)! From this Air Force Family to yours, welcome to our home.

Sweet Dreams Retreat
Romantic weekend getaway, featuring fireplaces, hot tub, swimmingpool, and outdoor decks . The Berkshire's, a popular vacation location. This is the perfect spot to unwind and recharge. Sweet Dreams Retreat is kept spotlessly clean and generiously stocked with everything you might need, including a full kitchen, washer and dryer, luggage racks and much more. Enjoy hiking, skiing, and a great selection of resturaunts and unique shops and more.

Bright, Airy Home in Hudson w/ TONS of Character!
Welcome to 514 Route 66! Conveniently located 5 min from historic Warren St, this bright and stylish country home is just minutes from downtown Hudson, where you can enjoy fine-dining restaurants, hip cocktail bars, art galleries, antique shopping, and more. Or, just relax, stay home, and sip coffee or wine in the sun-drenched living area, beneath the vaulted ceiling. A perfect mix of town and country, for a perfect upstate weekend.

Spacious Lenox Farmhouse | Retreat Near Tanglewood
Welcome to Green Garden! This charming 3 bedroom, 2.5 bathroom New England farmhouse is your new favorite retreat in the Berkshires. After a day of exploring, kick back by the glow of the fire pit or relax inside. Minutes from Tanglewood and downtown Lenox, you’ll enjoy farmer’s markets, great dining, and peaceful star-filled nights. The house is kid-friendly with a Pack ’n Play, Tripp Trapp high chair, and Inglesina Fast Table.

All new mountain retreat near Great Barrington.
Kick back and relax in this calm, stylish space. Amazing restaurants, hiking and biking trails, fishing, and ski mountains just minutes away. Fully remodeled top to bottom with modern Scandinavian design and top of the line finishings. 5 min from Catamount, 10 min from Great Barrington, 15 min from Butternut, 25 min from Lime Rock. Great for families and pet friendly. Full gym, game room, and scenic privacy.
Popular amenities for Great Barrington fitness-friendly rentals
Fitness-Friendly apartment accommodation

Walk to Everything Downtown Albany! Luxury Apt!

Peaceful 2 BR apartment minutes from Tanglewood

Mountainside Condo Ski on/off

Dream Vacation

Ski-In Ski-Out Loft Lift & MT. Views

The Comfort

Central Berkshires Artsy Loft with Pool & Hot Tub

Private Apartment Sleeps 6+
Fitness-friendly condo rentals

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Jiminy Peak Apartment

Jiminy Peak Country Inn 1 Bedroom Suite

Vacation Village in the Berkshires-1 BD

Peaceful 1BR Condo with Pond View

Jiminy Peak Country Inn - ski in/out condo MT view

Vacation Village in Berkshires 12/28/25-1/4/26

Ski-in/Ski-Out on Jiminy Peak
Fitness-Friendly Holiday House

Heated Pool, Sun Room, Mountain Views, Sleeps 8

Secluded Berkshires Cabin | Deck, BBQ & Town Beach

Serene Berkshires Home On 5+ Acres, Rustic & Chic

Waterfront Wonderland | Luxe Log Cabin (Sauna/Gym)

Lakefront home with private dock

Lux on the River near Tanglewood w/220v EV charge

Hillsdale Lakeside | Lake Access, Balcony & BBQ

The Daydream: Hudson River Views, 4 bedrooms & Gym
When is the best time to visit Great Barrington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $807 NZD | $984 NZD | $864 NZD | $590 NZD | $590 NZD | $751 NZD | $910 NZD | $910 NZD | $647 NZD | $647 NZD | $590 NZD | $859 NZD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about holiday rentals that are fitness-friendly in Great Barrington

Total holiday rentals
Explore 20 holiday rentals in Great Barrington

Nightly prices starting at
Great Barrington holiday rentals start at $168 NZD per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Great Barrington holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Great Barrington rentals

4.9 Average rating
Great Barrington stays are highly rated by guests—averaging 4.9 out of 5!
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- Waterfront rentals Great Barrington
- Apartment rentals Great Barrington
- Rentals with lake access Great Barrington
- Cabin rentals Great Barrington
- Rentals with pools Great Barrington
- Rentals with a fireplace Great Barrington
- Rentals with a hot tub Great Barrington
- Rentals with a fire pit Great Barrington
- Rentals with outdoor seating Great Barrington
- Family-friendly rentals Great Barrington
- Rentals with a kayak Great Barrington
- Rentals with a washing machine and dryer Great Barrington
- Rentals with a patio Great Barrington
- Pet-friendly rentals Great Barrington
- House rentals Great Barrington
- Fitness-friendly rentals Berkshire County
- Fitness-friendly rentals Massachusetts
- Fitness-friendly rentals United States
- Hunter Mountain
- Six Flags New England
- Thunder Ridge Ski Area
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Jiminy Peak Mountain Resort
- Windham Mountain
- Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
- Taconic State Park
- Hunter Mountain Resort
- Mohawk Mountain Ski Area
- Kent Falls State Park
- Bousquet Mountain Ski Area
- June Farms
- Walkway Over the Hudson State Historic Park
- Ski Sundown
- Millbrook Vineyards & Winery
- Mount Southington Ski Area
- Naumkeag
- Poets' Walk Park
- Hudson Chatham Winery





