Fitness-friendly vacation 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.

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Guest favorite

Home in Great Barrington

5.0 out of 5 average rating, 14 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.

Jan 29 – Feb 5

G$101,147 GYD per night

Guest favorite

Cabin in Ghent

4.99 out of 5 average rating, 183 reviews

Cozy chalet w/ fireplace near Hudson & hiking

3-bedroom, 2-bathroom home on 4 acres on a quiet street in charming Ghent, NY. Renovated in late 2021, this lovely chalet features 5-beds, open floor plan, luxury bathrooms, all-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.

Sep 2 – 9

G$72,661 GYD per night

Guest favorite

Home in Saugerties

4.98 out of 5 average rating, 102 reviews

Peaceful Upstate Mountain Home with Soaking Tub

This mountain view home has it all. Sit on the porch, immersed in nature, and let the sound of Plattekill Creek serenade you. In summer months, grab a towel for a short walk to swim under a waterfall. In winter months, enjoy the view of Overlook Mountain while you sip your coffee at the farmhouse table. Work up a sweat in the gym using the multiple equipment options. When you are ready to enjoy delicious restaurants and unique shopping, drive 10 mins to the towns of Saugerties and Woodstock.

Dec 17 – 24

G$62,205 GYD per night

Guest favorite

Apartment in Saugerties

4.88 out of 5 average rating, 100 reviews

Huge 2 Floor Apartment Available, Est.2020

Spacious newly renovated apartment located in Saugerties NY. My home is near Lake Katrine, Kingston, Catskills, Rhinebeck and Woodstock. One big bedroom upstairs (Q bed), kitchen, living room, bathroom and gym downstairs. A few minutes away from town and gas stations. 5 minutes away from shopping centers and Mall. Very close to hike trails and lakes. My home is newly renovated with almost everything new. Please treat my home/things with respect. 12+. A portion of what you pay goes to Airbnb.

Aug 11 – 18

G$21,087 GYD per night

Guest favorite

Townhouse in Albany

4.99 out of 5 average rating, 197 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!

Sep 17 – 24

G$37,963 GYD per night

Guest favorite

Farm stay in Rhinebeck

4.94 out of 5 average rating, 172 reviews

Majestic Oasis in Rhinebeck w/ Hot Tub & Pool

1100' sq chef's kitchen, 6 bedrooms, 3.5 bathrooms, 60' heated pool (summer), all-year-round hot tub, fireplace, twenty acres, swimming pond with dock, grounds are tick protected, rowboat, ice skating, sledding, giant trampoline, picnic table, rolling meadows, goats, bunnies to pet, + chickens to provide fresh eggs. Automatic generator. Ex-Broadway summer stock theater on the grounds (with well-maintained concert piano, for use by serious musicians only), may be rented additionally.

Nov 27 – Dec 4

G$197,269 GYD per night

Guest favorite

Condo in Hancock

4.83 out of 5 average rating, 131 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.

May 28 – Jun 4

G$33,701 GYD per night

Guest favorite

Home in Saugerties

5.0 out of 5 average rating, 132 reviews

Upstate Modern Scandinavian Barn in the Catskills

Renovated 1850's barn with 3 bedrooms and an ample loft space that can serve as a fourth. Building also has a large rec room with cathedral ceiling buttressed by hand-hewn beams, well-equipped kitchen, Scandinavian wood stove, sauna, home gym, and projector. Outside: 2 private decks with amazing views of Overlook Mountain, private grill, private hot tub. On property: shared tennis court, swing set, fishing pond, heated pool (summer only). 2 hours from NYC, 10 min. to Woodstock & Saugerties.

Oct 27 – Nov 3

G$143,619 GYD per night

Guest favorite

Home in Woodstock

4.98 out of 5 average rating, 100 reviews

Woodstock Historic Artist Estate- The Museum House

The property is an estate formerly owned by renowned artist Reginald Marsh located within a 10 minute walking distance to the center of the historic town of Woodstock, NY. The 2500sft house is the former Museum House that used to hold Mabel Marsh’s art collection that was later acquired by the Smithsonian Institute. It has been architect gut-renovated into a dramatic living experience surrounded by nature and water. The Pond and Carriage House are at the opposite side of the estate..

Dec 5 – 12

G$169,980 GYD per night

Guest favorite

Home in Pittsfield

4.98 out of 5 average rating, 102 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.

Jan 9 – 16

G$100,994 GYD per night

Guest favorite

Barn in Hillsdale

4.97 out of 5 average rating, 117 reviews

Hudson Valley Hilltop Barn

A private hilltop oasis in nature. Newly renovated barn with some luxury amenities including sauna & outdoor firepit & movie theater screen & on a 15-acre hilltop with views & privacy in Hudson Valley / Berkshires. Fully stocked for cooking and tons of games. Perfect for winter sledding right on our hill. 100 acres of untouched nature around property. Near great shops & restaurants in Hudson & Great Barrington. *Pets must get written approval*

Sep 23 – 30

G$227,866 GYD per night

Guest favorite

Home in Catskill

4.98 out of 5 average rating, 363 reviews

The Martin House, Catskills

**Ask about our 2 person special** Conveniently located in between Saugerties, Catskill and Hunter. Minutes to waterfalls and hiking trails. Fully equipped chef's kitchen with all the amenities. Enjoy an open floor plan with plenty of seating and chill out areas. Outdoor deck and firepit.

May 31 – Jun 7

G$51,731 GYD per night