Fitness-friendly vacation rentals in Lenox

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Lenox

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Great Barrington

5 out of 5 average rating, 20 reviews

All Seasons Berkshires Family Retreat with Hot Tub

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.

Guest favorite

Cabin in Ghent

4.99 out of 5 average rating, 230 reviews

Cozy chalet w/ fireplace near Hudson & skiing

5-beds, 3-bedroom, 2-bathroom home on 4 acres on a quiet street in charming Ghent, NY. Renovated in late 2021, this lovely chalet features an open floor plan, luxury bathrooms, new, high-end appliances and cookware, a wood-burning fireplace, outdoor deck, and fire pits. The home is surrounded by nature—trees, trails, streams, and farms—all close by. Hike, bike, kayak, or go to a brewery. Discover the nearby Hudson Valley farms, ski in the Berkshires, or visit the trendy town of Hudson, NY.

Guest favorite

Townhouse in Albany

4.99 out of 5 average rating, 226 reviews

Modern & Cozy Cntr Square Townhouse Gem from 1854

This amazing Airbnb will give you all the comforts of home! Tastefully decorated with everything you need and then some!! -> Grab-N-Go items (Coffee, Tea, Light Snacks) -> Smart LED Tvs in (2) Livingrooms & (2) Bedrooms -> NordicTrack & Peloton bicycles -> Smart locks with keyless entry -> Fast wireless WiFi -> Queen beds with premium mattresses & pillow covers -> Fully equipped + utensil stocked kitchen + Keurig Coffee -> Full size washer/dryer And much more so come and enjoy your stay!

Guest favorite

Condo in Hancock

4.85 out of 5 average rating, 142 reviews

Cozy Condo @ Jiminy Peak

Nestled in the majestic Berkshire mountains, this Cozy Condo is a home away from home! It features 2 bedrooms with closets & dresser space. The master bedroom connects to a full bathroom and has a TV for when it's time to unwind in the comfort of bed! The fully equipped kitchen/dining area opens into a spacious living room. It's the perfect place for evening gatherings with friends or a romantic night in front of the fireplace! Free access to 2 heated pools, hot tubs, sauna & fitness center.

Guest favorite

Home in Pittsfield

4.98 out of 5 average rating, 118 reviews

Hidden Oasis in the Mountains by Evergreen Home

Escape with family & friends to this hidden oasis in the heart of the Berkshires. Enjoy the beautiful perennial gardens & sip coffee as you watch the sunrise over the mountains from the screened-in porch. Unwind in the hot tub, relax on the stone patio by the fire pit, & dine on the deck. Just minutes from Lenox & Tanglewood, this attractive 5 BR home boasts a large, fully-outfitted kitchen, comfortable Tuft & Needle mattresses, & spacious living areas with stunning mountain views.

Guest favorite

Hotel room in Lee

4.91 out of 5 average rating, 22 reviews

Great Place |2 BD|Kitchen| Pool 

After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf  • Accommodate up to 6 people  • One guest in the party, must be at least 21 y/o or older.    * U$10 PER NIGHT OF RESORT FEE.  **Additional charge 

Guest favorite

Rental unit in Troy

4.99 out of 5 average rating, 215 reviews

Trojan Horse Airbnb, Downtown w/Parking & Luxury

Chef’s kitchen; park free; 4 adjusting beds, infrared 4 person sauna, work remotely, fast internet. Farmers Mkt, colleges, restaurants, etc right nearby. Bath w/copper tub & hand shower; 2nd bath w/shower & washer/dryer. Stair chairlift; heated towels; finest linens; bathrobes; shades & drapes; skylights; toiletries; currently 4 Queens, Pack and Play, a sofa and futon in living room, futon in study. If 2nd futon is critical you must reconfirm it. Exciting expansion underway.

Guest favorite

Farm stay in Canaan

5 out of 5 average rating, 36 reviews

Spacious farmhouse, beach access & private trails

Our farmhouse was recently renovated into a serene sanctuary for our guests to rest and recharge. Over 4,500 sq ft, our home features a light-filled chef's kitchen, 5 spacious bedrooms and multiple areas for lounging and entertaining. Great for families and groups. Beautiful trails that wind through a private wooded forest. Short drive to Queechy Lake (beach access and ice skating). Close to skiing (Jiminy, Catamount, more). Quiet road and lots of privacy.

Superhost

Home in Hudson

4.82 out of 5 average rating, 191 reviews

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.

Guest favorite

Rental unit in Williamstown

5 out of 5 average rating, 114 reviews

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.

Guest favorite

Condo in Hancock

4.91 out of 5 average rating, 54 reviews

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

Rent your very own condo in the Country Inn at Jiminy Peak Mountain Resort.This unit is just steps away from the entrance and your ski locker. Ski in/out and never have to move your car! Spectacular view of the mountain from your windows, close to all the amenities the resort has to offer. The resort offers a year-round heated pool, 2 hot tubs, a gym, fireplace lounge and restaurants. The perfect mountain escape.

Guest favorite

Home in Stockbridge

4.88 out of 5 average rating, 92 reviews

Rabbit Run in the heart of Stockbridge Village

Old meets new in this lovely cottage, a short walk from the Red Lion Inn. Lots of light, comfortable, traditional furniture, beautiful, fenced-in backyard with mountain views. Kitchen updated with Smeg refrigerator, gas stove, granite counters, hardwood floors throughout. Hiking trails, park, and tennis courts within a 5-minute walk. Lake rights to Stockbridge Bowl, Weber grill, and Solo firepit. Sleeper couch