Fitness-friendly vacation rentals in Pittsfield

Find and book unique fitness-friendly rentals on Airbnb

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Popular amenities for Pittsfield fitness-friendly rentals

Fitness-friendly apartment rentals

Superhost
An outdoor pool area is surrounded by several lounge chairs and umbrellas, offering a view of vibrant autumn foliage on the hills. The pool is partially covered, and a building is visible in the background, enhancing the resort-like atmosphere.
Apartment in Hancock
4.86 out of 5 average rating, 29 reviews

Mountainside Condo Ski on/off

ThomasRating, 5 stars1 month ago
A great place for a skiing getaway at Jiminy Peek Resort! Ski - in, ski -out, a lovely appointed condo, with access to a hot tub. Frank was most helpful and friendly. I highly recommend his place.
Guest favorite
A spacious living area is highlighted by a vaulted ceiling and large windows that provide natural light. A comfortable sofa and two armchairs surround a fireplace, complemented by decorative items. A mirror reflects the room's brightness, enhancing the inviting atmosphere.
Apartment in Hancock
4.97 out of 5 average rating, 37 reviews

Ski-InSki-Out Loft Lift&MT.Views

GodelieveRating, 5 stars1 month ago
great place to ski for a couple of days. It's right at the norm of the lift so amazing if you look for some snow fun.
Guest favorite
A spacious dining area is highlighted by a large, round wooden table surrounded by wooden chairs. An elegant chandelier provides soft lighting, while various art pieces adorn the walls. A display cabinet showcases kitchenware, and natural light enters through large windows.
Apartment in Tivoli
4.85 out of 5 average rating, 222 reviews

Ground Floor Apartment on Hudson River

SaraRating, 5 stars1 day ago
Comfortable space with fun, eclectic furnishings. We stayed in the apartment at Tim’s while visiting area colleges and didn’t get to fully enjoy the gorgeous views from the Inn’s front porch. Would love to come back and catch a sunset over the Hudson!
Superhost
The exterior of the Snow Tree Condo is depicted, featuring a two-level building nestled among trees. A sign for 'Snow Tree' is visible, along with a gravel parking area accommodating several vehicles. The backdrop showcases a mountainous landscape under a partly cloudy sky.
Apartment in Dover
4.87 out of 5 average rating, 15 reviews

SnowTree Chalet- Summer monthly discount 50%

BenignoRating, 5 stars3 days ago
Great location easy walk to the ski resort. Beautifully decorated with a very comfortable king bed. Nice amenities with hot tub and gym.
Guest favorite
A cozy living area features a tall Christmas tree adorned with lights and ornaments next to a glass-top coffee table. A fireplace with built-in decor sits beneath a mounted television. Velvety blue chairs complement an orange accent pillow on the nearby couch, surrounded by large windows with sheer curtains.
Apartment in Hancock
5 out of 5 average rating, 10 reviews

Artsy loft near MassMoCA with pool and hot tubs

NicoleRating, 5 stars1 month ago
We had a great stay at the end of ski season; the place was quiet and relaxing. We will definitely return!
Guest favorite
An expansive living area features high, vaulted ceilings and large windows that provide natural light and views of the outdoors. Wooden bookshelves filled with books line the walls, while comfortable seating is arranged around a central coffee table. A dining table accommodates several guests.
Apartment in Lenox
4.86 out of 5 average rating, 7 reviews

1BR @ The Ponds at Foxhollow - Lenox, MA

VeraRating, 5 stars3 months ago
Very nice and clean 1-bedroom apartment with a great view and everything you need for cooking meals. Wonderful location and very kind hosts
Superhost
A welcoming living space is presented, featuring a dark stone fireplace as a focal point. Two armchairs with deer motifs complement a plush sofa, while a coffee table sits centrally. Soft light enters through partially open shades, enhancing the cozy atmosphere.
Apartment in Hancock
4.71 out of 5 average rating, 17 reviews

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

HershyRating, 5 stars8 months ago
place is nice. perfect location. just a snow ball away from all attractions
Guest favorite
A comfortable living area is featured, showcasing a grey sofa adorned with yellow accent pillows. A wooden coffee table sits in front, accompanied by a decorative tray and game. Soft lighting is provided by a tall lamp, while a window with blue shades allows filtered light.
Apartment in Hancock
5 out of 5 average rating, 18 reviews

All-Season Condo at Jiminy Peak (Berkshires)

RobynRating, 5 stars2 months ago
Second year in a row staying here. And another perfect vacation. Great location, amenities are perfect, clean condo, and the owner is responsive when needed. Can't wait to stay here again.

Fitness-friendly condo rentals

Guest favorite
Condo in Dover
5 out of 5 average rating, 14 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

AlexanderRating, 5 stars1 month ago
We loved our stay! Everything was immaculate. New. Even ready with some fun board games and a Bluetooth speaker. The location was excellent, and we had a great time! We definitely recommend and would stay again.
Superhost
The kitchen is equipped with modern appliances, including a refrigerator, microwave, and stove. A dark countertop complements the wooden cabinetry. Shelves display dishes and cooking essentials, while barstools provide seating at the kitchen island. Natural light enters through a nearby window.
Condo in Dover
4.92 out of 5 average rating, 12 reviews

Renovated Condo - 5 min walk to Mount Snow

Christoph GRating, 5 stars1 month ago
beautiful condo, well maitained and bathrooms new and remodeled. Great location to the ski lifts. He woks great, walls are solid because we couldn't hear the neighbors and all units were full this weekend. Nice fireplace and wifi worked great for the kids and all big flat screen tv's were excellent. Easy kitchen to cook in for the whole family. Best condo we've stayed at in Mt. Snow. Owners answered all our questions and recommendations
Guest favorite
An indoor swimming pool is framed by large windows, allowing natural light to fill the space. Exposed wooden beams add warmth to the high ceiling. Lounge chairs are positioned around the pool, providing a relaxed atmosphere for guests.
Condo in Dover
4.91 out of 5 average rating, 110 reviews

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim

MichaelRating, 5 stars1 month ago
We stayed at Julia's vacation rental for a 3-day weekend with our four children under the age of 12. The things that were great: 1) the unit is 150 foot walk in ski boots from a ski trail that will take you to the Mount Snow lift, which was great because we didn't have to shlep 4 kids ski gear, 2) the four kids loved the bunk bed room and were comfortable, 3) there are two large shelves of board games the kids enjoyed, 4) the access to the Sports Center which has a heated indoor pool and hot tubs were a great way to end the day after skiing, 5) the outdoor locker was a great place to dump all the ski gear (much better storage location than inside the car or inside the unit) and 6) very nice fluffy towels and bed sheeting was comfortable. A combined liquid shampoo and body soap is provided in each bathroom, which is the same that we use to bath our kids at home.
Guest favorite
A wood-paneled sauna is depicted, featuring bench seating along the walls. The walls and ceiling are constructed from warm-toned wood, enhancing the natural ambiance. A stove for heating is visible, accompanied by a wooden bucket, inviting relaxation and comfort.
Condo in Dover
4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

MarkRating, 5 stars1 week ago
The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.
Guest favorite
A wooden sauna interior is showcased, featuring smooth cedar walls and benches. The warm tones create a soothing environment. A stone heater is positioned beside a wooden bucket, contributing to the spa-like atmosphere. Soft lighting illuminates the space for comfort.
Condo in Dover
4.96 out of 5 average rating, 45 reviews

Ski in/out - 2BR Condo - Indoor Pool/Spa

DanielleRating, 5 stars2 months ago
Great condo at Mt Snow. Very clean and organized. Location is on the mountain. It requires some steep walking for ski in/ski out so keep in mind for younger kids while also carrying their gear. My kids are older so it wasn’t an issue for us but worth mentioning. Eric is the perfect host - always reachable and responsive. Super accommodating when he’s able to be. We got unlucky wind hold weather and he offered to extend our check out if we wanted to ski an extra day to make up for it. Truly awesome. Can’t go wrong.
Guest favorite
The image captures a serene lake scene with swimmers enjoying the water near a rocky shore. A sailboat glides peacefully across the sparkling surface, surrounded by lush green hills under a partly cloudy sky.
Condo in Dover
4.95 out of 5 average rating, 58 reviews

Condo w/ great amenities 4-seasons! Ski in Ski out

DavidRating, 5 stars3 weeks ago
Christine is very easy to work with and very responsive. she answered us back right away before and during our stay. the place is great! very cozy and comfortable. I can't wait to go back to her place next time we're in town!
Guest favorite
A modern kitchen features stainless steel appliances, including a microwave and oven. A spacious countertop offers room for meal preparation. Three wooden stools are positioned along the edge, and natural light streams through a nearby window, illuminating the stylish backsplash.
Condo in Dover
4.89 out of 5 average rating, 9 reviews

New - walk to Mt Snow w/ Tub & Gym

ToniRating, 5 stars1 month ago
We loved the proximity to Mount snow, and the layout of the place was cozy and comfortable. We loved the newly renovated kitchen and all kitchen supplies were new. We didn’t get to use the amenities but we loved the sauna and hot tub offerings!
Guest favorite
A private deck is furnished with a small table and chairs, surrounded by wooden railings. Sunlight filters through the nearby trees, creating a natural and relaxed atmosphere for outdoor gatherings.
Condo in Hancock
4.85 out of 5 average rating, 151 reviews

Cozy Condo @ Jiminy Peak

ElizabethRating, 5 stars2 months ago
We always book with Dawn! Her place is amazing. We feel right at home. She ensures the house has everything you could need in case you forget something. There are extra details to make your stay more comfortable. Her linens are softer than mine at home! There is plenty of space for my family of five to stay comfortably. I highly recommend booking here! We can’t wait until our next stay here.

Fitness-friendly house rentals

Guest favorite
Home in Hurley
4.91 out of 5 average rating, 231 reviews

Comfortable Woodstock Getaway

PaulRating, 5 stars1 month ago
We loved the space! Comfortable, rustic, with such cool and unique character. We only had one night, but wish we had more time to enjoy this home. The hosts went above and beyond to make us feel welcome and at home, offering us flexible check in and out, even left a bottle of wine to enjoy that evening. Highly recommended!
Superhost
A charming country home is presented with a welcoming red front door. A pergola covers the entryway, surrounded by well-maintained landscaping that includes shrubs and a stone path. The exterior features light yellow siding, providing a warm, inviting appearance.
Home in Hudson
4.82 out of 5 average rating, 211 reviews

Bright, Airy Home in Hudson w/ TONS of Character!

ElenaRating, 5 starstoday
This spot is a great value for the price point in the Hudson area! While the kitchen wasn't as fully equipped as you might find elsewhere, the basic amenities and both indoor and outdoor spaces certainly can't be beat at this price point. As a host, Shahidul was communicative and responsive ahead of and throughout our stay! I'd give this a 4.5 star review if possible, but don't want to drop the overall rating too much as it really is a great find for the price point.
Superhost
A fire pit area is surrounded by two wooden Adirondack chairs, set on a gravel base. Tall trees provide shade and privacy, while the backyard is visible in the background, featuring a house with a deck. The serene, green landscape invites relaxation.
Home in Saugerties
4.8 out of 5 average rating, 88 reviews

Band Camp Road

ElizabethRating, 5 stars2 months ago
Our family of 5 had a comfortable and enjoyable stay at Stephen's house. We had lots of room to spread out but also great common spaces to be together. Kitchen was well-stocked and location was beautiful.
Top guest favorite
Home in Kingston
5 out of 5 average rating, 28 reviews

Mansion on the hill.

LeslieRating, 5 stars2 months ago
Nothing could’ve prepared us for how great this Airbnb was. Hands-down this is the best Airbnb I’ve ever stayed in. Every bedroom and every bathroom were lovely. The kitchen and butlers pantry were outfitted like a professional chef set it up. Don was a perfect host. And when we got about 6 inches of snow people came and cleaned the driveway and shoveled the steps immediately. We went for a walk late at night in the snow and it was like being in a dream. Cannot recommend this Airbnb more.
Guest favorite
A bright bedroom features a four-poster bed draped with crisp white bedding. A patterned rug lies beneath the bed. Artwork adorns the walls, complemented by a sleek black lamp and wooden furniture. Natural light streams through a shuttered window, with a radiator adding warmth.
Home in Hudson
4.94 out of 5 average rating, 17 reviews

Stylish 3BR Hudson House with private backyard

JenniferRating, 5 stars3 weeks ago
Chelsea was an exceptional host—responsive and accommodating throughout our stay. Her home was beautiful, well-maintained, and offered a comfortable experience. We would absolutely choose to stay here again in the future!
Superhost
A cozy living area features a large window allowing natural light to brighten the space. Two gray sofas are positioned around a light area rug, complemented by decorative pillows. A flat-screen TV is mounted on an entertainment unit across from the seating arrangement.
Home in Saratoga Springs
5 out of 5 average rating, 6 reviews

7 minute Walk to TRACK & Broadway!

MichaelRating, 5 stars10 months ago
Great location, especially for SARATOGA RACE TRACK. the place was clean and well maintained. They even left a basket of snacks and some sparkling water for us. Very thoughtful.
Guest favorite
An aerial view of a spacious Hudson farmhouse is presented, surrounded by lush greenery and a manicured lawn. The property features a large patio area with outdoor seating, and the landscaped grounds provide a serene setting. The home showcases a charming roof and ample outdoor space.
Home in Hudson
5 out of 5 average rating, 8 reviews

Stylish farmhouse w/fireplace by downtown & nature

CherylRating, 5 stars1 month ago
My boyfriend and our friends escaped the city and took a 2 hr train ride to Hudson. The house was only about a 15min Uber from the the train. We literally had everything we needed and some. We adored the house, felt right at home. We grilled a bit, thankfully the weather was perfect for a nice fire pit chat. The house itself was cozy and inviting, giving us the best sleep. The house nestled away in nature yet just a short drive from a charming town filled with restaurants and shops. Count us in to book again!
Guest favorite
The exterior of the home features a well-maintained brick facade and a welcoming front entrance. A paved pathway leads to the door, flanked by vibrant flowering shrubs and manicured green lawns. Large windows provide natural light to the interior, enhancing the inviting appearance.
Home in Albany
4.94 out of 5 average rating, 99 reviews

Boho-Chic Cape Conveniently Located

DeniseRating, 5 stars1 week ago
WE WERE A PARTY OF 8 & WE WERE SO COMFORTABLE STAYING IN CRAIG’S HOUSE!! VERY SPACIOUS AND CLEAN. CRAIG WAS ALSO VERY RESPONSIVE AND HAD EVERYTHING WE NEEDED IN THE HOUSE INCLUDING GAMES FOR A GOOD TIME!!! UPSTAIRS GYM WAS ALSO A PLUS!!!

Quick stats about vacation rentals that are fitness-friendly in Pittsfield

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 before taxes and fees

  • Total number of reviews

    550 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore