Fitness-friendly holiday rentals in Great Barrington

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Great Barrington

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Apartment in Hancock

4.95 out of 5 average rating, 58 reviews

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

Jiminy's GEM is everything you're looking for! The location is absolutely prime- steps from the highspeed 6pk lift with your balcony overlooking the beautiful mountain & apres fire pit. Enjoy 3 bdrms/3 full baths with enough beds to accommodate numerous families, sleeping a total of 10 people. Take advantage of a heated pool, hottub & gym when you're not enjoying the mountain. Summer and Leaf Peeping season are equally as entertaining and enjoyable. Let us make your trip better than imagined!

Top guest favourite

Home in Saugerties

4.98 out of 5 average rating, 160 reviews

Spacious Staycation near HITS & the Hudson

Pristine 3 BR, 2.5 bath ranch in a quiet cul-de-sac. 3/4 mile walk to the Hudson River and a 2 minute drive to HITS, village restaurants and shopping. Features a fully stocked open plan kitchen and skylit dining room, an oak bar, spacious living room and a sunny deck overlooking the fenced in backyard with a patio and a swimming pool. Large finished walk-out basement with washer & dryer, ping-pong, arcades,exercise room 65 in SmartTV & Wifi Split Units A/C & heat Gazebo with outdoor fireplace

Top guest favourite

Home in Ghent

5 out of 5 average rating, 54 reviews

Cozy Country Cape House | Close to Hudson

1-8 Guests 4 Bdrms/2 Baths/Gym/Basement Family Room & More Smoke & Pet Free Best of both worlds:Comfortable,stylish Hudson Valley home close to Chatham/Hudson/Art Omi/ Hiking/Arts/Food Scene/Skiing 2.5hr NYC:Amtrak-Hudson 25mi Jiminy Peak/Butternut Ski Area 40min Berkshires More House Features Dedicated Work Space/Hi Speed WiFi Living Rm w/Smart TV Dining/SunRoom Fully stocked kitchen Finished Basement w/Elec. Fireplace,Smart TV, Gym, Games, Laundry Outdoor deck:dining table/seating/BBQ/Fire pit

Guest favourite

Home in Great Barrington

4.97 out of 5 average rating, 32 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 favourite

Home in Sheffield

4.83 out of 5 average rating, 12 reviews

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.

Guest favourite

Apartment in Hancock

4.85 out of 5 average rating, 151 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 favourite

Home in Saugerties

4.9 out of 5 average rating, 130 reviews

Shaggerties - fun cozy catskill mountain getaway

Cozy catskills getaway at the bottom of northern escarpment. Waterfall view, swim pond right outside. Trail in backyard leading to creek, mountain views, treehouse w hanging swing chairs + giang jenga, jacuzzi & hammocks & badminton, firepit, outdoor speakers, private bathroom sauna w swim pond waterfall view, garage gym, 3 bedrooms including a fun bunkbed & foozball, the fun here is endless. Minutes from valleys, creeks, mountains, hikes, waterfalls, reservoirs, trails + AN AWESOME HOST :D

Guest favourite

Home in Hancock

4.88 out of 5 average rating, 48 reviews

Jiminy Peak Peaceful Home in Berkshires

Peaceful home in Berkshire Mountains located at Jiminy Peak Resort. 7 minute walk to chair lift or restaurants. Ski or hike from resort. Take advantage of the year round heated pool and hot tub or the gym. Two bedroom two full baths, renovated unit with granite kitchen, mountain views. Pergo/ceramic floors. Cathedral ceiling in family room with fan. New bedding. Great area for winter sports or summer/ spring/fall activities such as tennis, alpine slide, playground or nearby lake.

Guest favourite

Holiday home in Hancock

4.96 out of 5 average rating, 24 reviews

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.

Guest favourite

Flat in Hancock

4.97 out of 5 average rating, 38 reviews

Ski-InSki-Out Loft Lift&MT.Views

This ski-in, ski-out loft is located right at the base of the mountain in the Thatcher Lodge in the heart of the village at Jiminy Peak. Unmatched access to all of Jiminy Peak’s year-round activities. Skiing, mountain biking, hiking, tennis, swimming, fall foliage leaf peeping, shops, restaurants and the Mountain Adventure Park including the famous Mountain Coaster, Alpine Super Slide, Euro Bungy Trampoline, Soaring Eagle, Giant Swing, and climbing wall.

Top guest favourite

Flat in Williamstown

5 out of 5 average rating, 125 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 favourite

Home in Hudson

5 out of 5 average rating, 30 reviews

Sun Soaked Retreat- Short Drive to Warren Street

Bright and spacious, this home is a peaceful escape just a short 10 minute drive to Warren Street’s shops and restaurants. Relax on the sun-soaked deck with your morning coffee or enjoy a cozy movie night in the private screening room downstairs. Nearby, explore scenic hiking trails and local wineries for a taste of Hudson’s charm. Whether you’re here to shop, dine, or unwind, this airy retreat is the perfect home base.