Fitness-friendly vacation rentals in Western Massachusetts

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Western Massachusetts

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

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Guest favorite

Guest suite in Granby

4.9 out of 5 average rating, 121 reviews

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.

Feb 25 – Mar 4

G$22,498 GYD per night

Guest favorite

Cabin in Ghent

4.99 out of 5 average rating, 185 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 8 – 15

G$71,279 GYD per night

Guest favorite

Home in Danbury

4.99 out of 5 average rating, 336 reviews

BEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!

Private 1100 sq. Ft. suite staycation located in a beautiful, safe, quiet neighborhood in DanburyModern Kitchen, One Bathroom, One Luxury Queen Size Bed, 55” Smart TV with Cable/Amazon Prime/Netflix, Apple Cable charger next to bed, Wi-Fi, AC, Heat, Refrigerator, Countertop Oven, Microwave, Electric Hot Plate, Keurig Coffee Maker, Hair Dryer, Iron, Ironing Board, Shampoo, Conditioner, Body Wash. The space is nonsmoking inside and outside the premises including vaping. No children or infants

Nov 15 – 22

G$34,551 GYD per night

Guest favorite

Cabin in Phoenicia

4.98 out of 5 average rating, 127 reviews

The Woodland Valley Spa Cabin (20min to Woodstock)

Get away from it all and connect with nature at our luxurious cabin located right in the heart of the highly coveted Woodland Valley neighborhood of the Catskills. Conveniently located 9 min from downtown Phoenicia, 20 min from Woodstock for dining and culture, and 4 min from hiking trailheads. We painstakingly and lovingly designed the spa cabin, and if you come take advantage of all that it has to offer, we have no doubt you'll come away feeling rested, rejuvenated, and at one with nature!

Jun 26 – Jul 3

G$63,334 GYD per night

Guest favorite

Guesthouse in Glastonbury

4.96 out of 5 average rating, 133 reviews

Unique luxurious private building in historic area

Unique private space for sophisticated adult(s). Located just 7 miles from downtown Hartford, 1 mile from Route 2 & 84/91 interchange. Guests may relax in this completely renovated historic Barn, with covered parking, away from street view. Enjoy this luxurious space and the private gym which includes treadmill, eliptical, bike, free weights, boxing bags, and yoga space. Upstairs, walk the catwalk between spacious bedroom and full sized Office / Loft over looking historic Main Street.

Sep 19 – 26

G$27,795 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.

Sep 22 – 29

G$33,691 GYD per night

Guest favorite

Guest suite in Manchester

4.89 out of 5 average rating, 119 reviews

Bright Manchester Studio with Sleeping Loft

Our studio apartment with sleeping loft is great for two adults or a couple with children. Located on a quiet country road great for taking long walks. There is a queen bed in the loft and a pull out queen sofa in the living area. Bright with high ceilings and all new furnishings. We are less than three miles from town, 20 minutes to Bromley and 25 minutes to Stratton. Close to hiking, biking, fishing, great restaurants and shopping. Please note;Owners lives on premise in main house.

Aug 8 – 15

G$34,418 GYD per night

Guest favorite

Home in Woodstock

4.98 out of 5 average rating, 101 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..

Jan 25 – Feb 1

G$169,933 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.

Dec 28 – Jan 4

G$132,809 GYD per night

Guest favorite

Home in Mont Vernon

4.96 out of 5 average rating, 135 reviews

Serenity on the Pond ~ Private Waterfront, Hot Tub

Experience 32 acres of stunning pond views! Immerse yourself in tasteful decor and luxurious amenities: fully equipped kitchen, outdoor spa hot tub, king bed, exercise room, yoga room, and boats to explore Horton Pond. Tucked away in the woods, Horton's Heron is a haven for wildlife - with frequent visits from beavers, geese, deer, bald eagles, turkeys, and more. Explore nearby hiking trails, ski slopes, enchanting waterfalls, and more great attractions all within easy reach!

Jun 23 – 30

G$145,970 GYD per night

Guest favorite

Cabin in Washington

4.9 out of 5 average rating, 192 reviews

Cozy Camp in the woods surrounded by nature.

Hidden camp in the woods surrounded by peaceful nature. In walking distance to Asheulot Lake. Hiking and biking trails right out your door. Beautiful sunsets and lake views off the front porch. In the summer it is perfect for swimming and fishing. Winter time, this camp is located on the NH Snowmobile System. A perfect spot to hop right on the trails. There is also trails for snowshoeing and cross country skiing. The lake is perfect for ice skating and ice fishing.

Oct 17 – 24

G$30,095 GYD per night

Guest favorite

Home in Bristol

4.93 out of 5 average rating, 115 reviews

Cozy Family Home - Kid & Pet Friendly

3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

Jan 12 – 19

G$29,728 GYD per night