Fitness-friendly vacation rentals in Berkshire County

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Berkshire County

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

Superhost
Cabin in Sheffield
Log Cabin - playroom, fireplace, skiing - $0 fees
Escape to a private acre of forest in the Berkshires near Great Barrington. Our large post and beam log cabin has been updated with all the modern essentials like WiFi, streaming channels, open kitchen, outdoor deck, gym/yoga studio, ping pong table and a screened porch for those beautiful warm evenings. If you have young children, you will love the separate playroom stocked with toys, books and games. For hikers, the AT is 1 hour hike from the front porch. 2:15 from NYC and 2:30 from BOS
May 30 – Jun 6
$379 per night
4.81 out of 5 average rating, 244 reviews
Guest favorite
Home in West Stockbridge
Heart of the Berkshires - Bright, Cozy, Near Lake
Welcome to the heart of the Berkshires! This newly furnished home is conveniently located between downtown Stockbridge and Lenox. Minutes to Tanglewood, the Stockbridge Bowl, restaurants, shops, art galleries, Canyon Ranch, Berkshire Botanical Gardens, the Norman Rockwell Museum, etc. A short drive to four ski resorts, including Butternut, Catamount, Bousquet, and Jiminy Peak. Enjoy a diverse culture and restaurant scene and everything that the Berkshires has to offer. Fast wi-fi is available.
May 29 – Jun 5
$559 per night
5.0 out of 5 average rating, 50 reviews
Guest favorite
Home in Becket
Berkshires Retreat W/ Sauna by Evergreen Home
Take a break from the hustle at this unique and tranquil getaway in the Berkshires. This stylish octagonal home boasts a main house which sleeps 3-4 and a bunk house which sleeps an additional 4-5 guests. With 14 acres of beautiful private woods to explore, a red cedar barrel sauna, outdoor shower and access to center pond beach, our guests can relax, unplug and unwind. 10 minutes to Jacobs Pillow Dance, 20 minutes to amazing theater and restaurants, 30 minutes to the Berkshires best skiing.
Mar 26 – Apr 2
$181 per night
4.96 out of 5 average rating, 45 reviews

Popular amenities for Berkshire County fitness-friendly rentals

Fitness-friendly apartment rentals

Guest favorite
Apartment in Hancock
Ski-in, Ski-out, Recently Renovated 2BR Condo
Feb 6 – 13
$305 per night
4.97 out of 5 average rating, 37 reviews
Guest favorite
Apartment in Lenox
Peaceful 2 BR apartment minutes from Tanglewood
Aug 25 – Sep 1
$260 per night
5.0 out of 5 average rating, 65 reviews
Guest favorite
Apartment in Williamstown
Downtown | Waterfront | Walk to Shops
Sep 27 – Oct 4
$219 per night
5.0 out of 5 average rating, 62 reviews
Superhost
Apartment in Lenox
Welcome to Your Retreat @Ponds at Foxhollow Resort
Aug 21 – 28
$399 per night
New place to stay
Guest favorite
Apartment in Hancock
Mountainside Condo Ski on/off
Oct 28 – Nov 4
$134 per night
4.85 out of 5 average rating, 13 reviews
Guest favorite
Apartment in Hancock
All-Season Condo at Jiminy Peak (Berkshires)
Mar 14 – 21
$250 per night
5.0 out of 5 average rating, 11 reviews
Apartment in Lenox
Guest Room with 1 King & Sofa Bed at Courtyard Marriott Lenox Berkshires
Apr 18 – 25
$134 per night
4.5 out of 5 average rating, 4 reviews
Apartment in Lee
Lee time-share near ski hiking music
Mar 18 – 23
$195 per night
4.82 out of 5 average rating, 44 reviews
Guest favorite
Apartment in Hancock
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New
Mar 21 – 28
$192 per night
4.93 out of 5 average rating, 14 reviews
Apartment in Lee
Dream Vacation
Feb 9 – 16
$231 per night
4.92 out of 5 average rating, 25 reviews
Apartment in Lenox
Guest Room with 2 Queen Beds at Berkshires Lenox
Mar 9 – 16
$124 per night
New place to stay
Apartment in Lenox
Lovely Condo w/ Resort Amenities
Feb 14 – 21
$260 per night
New place to stay

Fitness-friendly condo rentals

Guest favorite
Condo in Hancock
Jiminy Peak Country Inn - ski in/out condo MT view
Jun 18 – 25
$132 per night
4.9 out of 5 average rating, 49 reviews
Guest favorite
Condo in Hancock
Upscale 2 bed/2bath Condo at a Mountain Resort!
Jul 5 – 12
$250 per night
4.94 out of 5 average rating, 18 reviews
Guest favorite
Condo in Hancock
Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base
Apr 25 – May 2
$461 per night
4.97 out of 5 average rating, 34 reviews
Guest favorite
Condo in Hancock
SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit2
Aug 26 – Sep 2
$245 per night
4.96 out of 5 average rating, 27 reviews
Guest favorite
Condo in Hancock
Large one bedroom, two full bath, full kitchen
Aug 5 – 12
$146 per night
4.93 out of 5 average rating, 14 reviews
Guest favorite
Condo in Hancock
Unique - Country suite @ Jiminy Peak
Aug 3 – 10
$217 per night
4.91 out of 5 average rating, 32 reviews
Condo in Hancock
Jiminy Peak Country Inn 1 Bedroom Suite
Aug 3 – 10
$112 per night
4.62 out of 5 average rating, 136 reviews
Condo in Lee
Holiday Inn Club/ Oak and Spruce, Berkshires
Apr 16 – 23
$252 per night
4.74 out of 5 average rating, 27 reviews
Guest favorite
Condo in Hancock
Ski-in/Ski-Out on Jiminy Peak
Jun 12 – 19
$205 per night
4.8 out of 5 average rating, 5 reviews
Condo in Hancock
Bentley Brook Presidents Week & Christmas
Dec 22 – 29
$379 per night
5.0 out of 5 average rating, 3 reviews
Condo in New Ashford
Wyndham Bentley Brook - 2 BR Deluxe - Sleeps 8
Oct 8 – 15
$218 per night
New place to stay
Condo in Hancock
Condo Resort at Jiminy Peak Ski Mountain's Base
Jun 10 – 17
$499 per night
New place to stay

Fitness-friendly house rentals

Guest favorite
Home in Sandisfield
Luxury on the river@Fish Camp/Close to Tanglewood
Apr 8 – 15
$255 per night
4.91 out of 5 average rating, 35 reviews
Guest favorite
Home in Great Barrington
All Seasons Berkshires Family Retreat with Hot Tub
Nov 15 – 22
$421 per night
5.0 out of 5 average rating, 11 reviews
Guest favorite
Home in Great Barrington
Charming, view, large deck, private/walk downtown
Oct 14 – 21
$419 per night
4.94 out of 5 average rating, 53 reviews
Guest favorite
Home in Great Barrington
Stunning luxury home with fire pit
May 29 – Jun 5
$707 per night
5.0 out of 5 average rating, 53 reviews
Guest favorite
Home in Sheffield
Berkshires Walk to Winery, Distillery & Brewery
Mar 26 – Apr 2
$205 per night
4.89 out of 5 average rating, 65 reviews
Guest favorite
Home in Sheffield
Charming Country House with a Hot Tub
Feb 20 – 27
$432 per night
5.0 out of 5 average rating, 10 reviews
Guest favorite
Home in Canaan
Berkshire Lake House, gunite pool, Chef's Kitchen
Nov 27 – Dec 4
$729 per night
4.99 out of 5 average rating, 68 reviews
Guest favorite
Home in Stockbridge
Rabbit Run in the heart of Stockbridge Village
Sep 15 – 22
$298 per night
4.86 out of 5 average rating, 74 reviews
Guest favorite
Home in Williamstown
Quaint Williamstown Home 3 Bed
Apr 17 – 24
$172 per night
4.97 out of 5 average rating, 35 reviews
Guest favorite
Home in Williamstown
Newly Renovated Private Home
Oct 23 – 30
$339 per night
5.0 out of 5 average rating, 10 reviews
Guest favorite
Home in Salisbury
Scenic 3BDRM Farmhouse with Modern Updates
Aug 11 – 18
$400 per night
4.93 out of 5 average rating, 28 reviews
Superhost
Home in Otis
Private Berkshires Home On 5+ Acres, Rustic & Chic
Sep 5 – 12
$388 per night
4.86 out of 5 average rating, 21 reviews

Destinations to explore