Fitness-friendly vacation rentals in Pittsfield

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Popular amenities for Pittsfield fitness-friendly rentals

Fitness-friendly apartment rentals

Superhost
The winter scene captures a snowy landscape, with a cluster of white buildings visible. Soft lights illuminate the exteriors, contrasting with the serene white snow covering the ground. Surrounding trees add to the tranquil atmosphere, while a path leads through the snow towards the structures.
Apartment in Wilmington

Luxury 2 Bedroom Suite 202B

BenRating, 5 stars3 months ago
Steven was a great host. My friends and I booked here for the weekend to go skiing at Mt Snow, and this was a short distance away. Our room had a spot in the hallway to place skis and boots, which was convenient for our stay. Our rooms were clean and the whole place was exactly like the photos. Steven was quick to respond when we had questions and was very generous to provide a bigger room for our group. Overall Steven is a great and caring host who shows pride in taking care of the lodge as well as the guests that stay there.
Guest favorite
A view from the condo showcases snow-covered slopes leading up to the mountain, with ski lifts operating in the distance. The landscape is framed by the rustic stone chimney of the adjacent building, creating a serene winter scene.
Apartment in Hancock
4.97 out of 5 average rating, 38 reviews

Ski-InSki-Out Loft Lift&MT.Views

ShawnRating, 5 stars1 month ago
My stay was smooth and the condo was nice. I was on a business trip so I didn't have much time in the room besides sleeping which was quiet
Top guest favorite
The entryway features a covered porch with a wooden deck. Two blue chairs adorned with floral cushions are positioned beside the door. A welcome sign is displayed on the wall, and colorful flowers flourish around the steps, enhancing the inviting exterior.
Apartment in Stillwater
5 out of 5 average rating, 20 reviews

Saratoga Getaway 2

SonyaRating, 5 stars10 months ago
Victoria and Dave were wonderful hosts! They went out of their way to make us feel welcomed. They were very responsive and everything you could think of was provided for; from cooking essentials to extra treats and towels for the pool. My son loved the pool and walking trail behind the house. We really enjoyed our stay!
Guest favorite
A cozy bedroom features a king-sized bed with layered bedding and neatly arranged towels. Natural light filters through two large windows dressed in soft curtains, highlighting a vintage wooden dresser and an inviting ambiance.
Apartment in Tivoli
4.85 out of 5 average rating, 227 reviews

Ground Floor Apartment on Hudson River

JenniferRating, 5 stars1 week ago
Tim! Our stay was Beyond my expectations! Many many thanks, appreciation and affection. Be well~ Jen, Lucia and Jack
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 stars1 month 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 private deck area is shown, featuring two white adirondack chairs that invite relaxation. Scenic views of lush greenery and trees in varying autumn colors are visible beyond the rails, under a clear blue sky.
Apartment in Dover
4.83 out of 5 average rating, 24 reviews

Green Mountain Getaway

SophiaRating, 5 stars3 months ago
Great spot in Mt. Snow! The mountain was extremely accessible and the place is even bigger in person than what it seems in the pictures. Loved our stay here and would definitely come back! Robert and Lindsay were very responsive and made our stay easy!
Guest favorite
An outdoor recreational area is illuminated at night, featuring a billiard table under a gazebo. Guests are seated around picnic tables, enjoying their time. Soft lighting enhances the ambiance, while the yard displays green grass and surrounding structures.
Apartment in Watervliet
4.95 out of 5 average rating, 73 reviews

Uptown Watervliet

NickRating, 5 stars1 week ago
Ronnie’s place was just what we were looking for. A comfortable place for 5 of us to rest and chat while doing other activities in the area. We got to enjoy the hot tub, covered away from the rain, and played board games indoors. We were also able to prepare a steak dinner on the grill and using the fully furnished kitchen. The neighborhood was a little drab, but his space was a pleasant oasis from it. Still fine to walk around during the day. The neighbors above could be heard walking inside, but this was expected and they didn’t bother us on our vacation. Though they did park a little close for us to comfortably fit in our 3 cars into the 4 slots allowed. But street parking was also fine directly in front of the house. Overall, we enjoyed our time spent at his place, and he kept it neat and accommodating. A great value when you want a hot tub, 1.5 baths, a grill, comfortable queen beds, and pull out. I wish the weather was better for us to enjoy more of his furnished patio space.
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
4.72 out of 5 average rating, 18 reviews

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

ShawnRating, 5 stars1 month ago
I rented this condo for some of my staff who said their stay was great. Four mechanics sharing a condo at a ski resort, they were easy to please.

Fitness-friendly condo rentals

Guest favorite
Condo in Dover
5 out of 5 average rating, 15 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

AlexanderRating, 5 stars2 months 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
A cozy living area features a well-appointed seating arrangement with a light-colored sofa and an armchair beside a wooden coffee table. A flat-screen TV is mounted on the wall above a brick fireplace. Natural light streams in through large windows, leading to a private deck with views of surrounding greenery.
Condo in Dover
4.92 out of 5 average rating, 12 reviews

Renovated Condo - 5 min walk to Mount Snow

Christoph GRating, 5 stars2 months 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 expansive common area is designed with wood beams and natural light flooding through large windows. Cozy seating arrangements around a stone fireplace complement a dining space, and an outdoor view reveals a grassy area with play equipment.
Condo in Dover
4.91 out of 5 average rating, 110 reviews

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

MichaelRating, 5 stars2 months 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 month 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 stars3 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, 60 reviews

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

WifeCherylannRating, 5 stars2 weeks ago
Excellent location and central to all things fun in southern Vermont. Loved the sports center amenities. Very peaceful considering it was end of mud season and not busy at all. We used the pool, workout facilities and locker room. Even had a fireplace we could use ! Christine was incredibly responsive and welcoming. Would recommend to others and would stay again if in the area.
Guest favorite
An aerial view highlights the snow-covered landscape surrounding a cluster of buildings. The closeness to Mt. Snow is indicated, with ski slopes visible in the background and a map marker identifying the property location amidst trees.
Condo in Dover
4.84 out of 5 average rating, 119 reviews

Walk to Mt. Snow-Spa-Summer Pool

GaryRating, 5 stars1 month ago
Great little studio spot to use as your Basecamp for activities in the area!
Guest favorite
A spacious indoor hot tub is surrounded by neutral walls and features large skylights above, allowing natural light to enter. A towel is neatly placed on the edge of the tub, while clear water invites relaxation. Safety instructions are posted on the adjacent wall.
Condo in Dover
4.89 out of 5 average rating, 9 reviews

Pool & hot tub! Hiking, nature and mountain views!

ToniRating, 5 stars2 months 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!

Fitness-friendly house rentals

Guest favorite
A spacious living area is highlighted by large windows that provide natural light and views of the outside deck. Comfortable seating arrangements feature two sofas with decorative pillows. A modern fireplace with a stone accent wall adds a contemporary touch, while a round coffee table sits centrally.
Home in Hudson
5 out of 5 average rating, 32 reviews

Sun Soaked Retreat- Short Drive to Warren Street

AnthonyRating, 5 stars2 weeks ago
Loved this comfortable, spacious home! The hosts were communicative and gracious, and everything was super easy and relaxing. Cooked and stored full meals, relaxed on the deck, worked out on the treadmill, and relaxed on a beautiful, lounging couch with a projected movie! So thankful I found this spot and can’t wait to stay again!
Guest favorite
An aerial view captures the lush green landscape surrounding the property, highlighting a swim pond at the center, framed by natural stones. Scenic mountains rise in the background, offering a serene backdrop, while trees provide shade around the area. Hanging swing chairs are visible nearby.
Home in Saugerties
4.88 out of 5 average rating, 132 reviews

Shaggerties - fun cozy catskill mountain getaway

OhadRating, 5 stars1 week ago
Awesome property for a weekend getaway from the city. Sonny made this place into a fun playground - the pond is amazing, the hot tub, sauna, and back deck felt like a spa, and we enjoyed the fire pit and taking a short hike to the creek. The house itself is simple but has everything you need and we even managed to order Uber eats once from Kingston. The area is great, and we enjoyed the villages and a nice hike in the area. We will definitely come back.
Top guest favorite
An outdoor deck surrounds a circular swimming pool, complemented by a patio table and chairs. Several lounge chairs are arranged near the pool, and a large umbrella offers shade. Lush greenery borders the space, creating a private and serene environment.
Home in Saugerties
4.98 out of 5 average rating, 160 reviews

Spacious Staycation near HITS & the Hudson

McKennaRating, 5 stars7 months ago
My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!
Guest favorite
A charming brown cabin is surrounded by vibrant autumn foliage, showcasing bright red and golden leaves against a clear blue sky. The structure features a welcoming porch with wooden railings, set back from a partially pebbled pathway leading to the entrance.
Home in Wilmington
5 out of 5 average rating, 11 reviews

Outdoor Enthusiasts Paradise!

EmilyRating, 5 stars4 months ago
Our family had a beautiful, peaceful ski/snowboard vacation at Samantha’s home. The house was exceptionally clean and Samantha was an attentive host. We’ll hopefully visit again!
Top guest favorite
The exterior of a two-story home is surrounded by vibrant fall foliage. A wooden swing hangs from a tree, and a mix of green and orange leaves blankets the ground. White outdoor chairs are positioned on the lawn, adding to the inviting atmosphere.
Home in Ghent
5 out of 5 average rating, 55 reviews

Cozy Country Cape House | Close to Hudson

TimRating, 5 stars3 months ago
This is the second time I've stayed there, each time with 6 people (our family with 2 kids, plus one set of grandparents). It's very cozy, convenient with a master bedroom and bathroom on the ground floor which is great for the elderly. The sun room is a great place for meals and board games. The workspace in the basement has great wifi and a high-speed internet connection, which I used for video conferencing all week. We will likely be back 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, 101 reviews

Boho-Chic Cape Conveniently Located

JenniferRating, 5 stars2 weeks ago
The home was lovely. Craig was able to accommodate my family of 9. We came to Albany for my sister’s graduation at UAlbany. Even with 9 people in the home, it was still spacious and did not feel cluttered. Easy instructions to follow, clean and a beautiful place to stay in. Will definitely recommend and stay again if I visit Albany and need a space of this size.
Top guest favorite
A bright living area features large windows allowing natural light to fill the space. Comfortable seating arrangements include two armchairs and a vintage-style sofa. A small bookshelf displays assorted books, while a decorative mirror and plants add touches of character to the room.
Home in Brunswick
5 out of 5 average rating, 64 reviews

Eclectic Troy Retreat w/ Hot Tub & Sauna!

ChristopherRating, 5 stars1 day ago
We had a great stay at the Red Geranium! Zak was accommodating to our early check in request (which was a life saver). The house was great ! We enjoyed playing billiards and the overall colonial yet modern feel of the place. There is also great food nearby. We HIGHLY recommend trying the Sauna before winding down for the night, as it will give you the best sleep ever!! Highly recommend.
Guest favorite
A well-designed outdoor space features a wooden deck with lounge seating and a heater. The surrounding garden is lush with greenery, while a barbecue grill is positioned nearby. Large windows on the house allow for plenty of natural light, seamlessly connecting indoor and outdoor living.
Home in Kingston
4.98 out of 5 average rating, 117 reviews

Antique Uptown Charmer w/ Five-Star Modern Kitchen

KathyRating, 5 stars1 week ago
The house was old and very lovely. It was nicely furnished, and the kitchen was huge and well equipped. If you plan on doing much cooking, there is a fantastic Wolf stove and a phenomenal array of herbs and spices. There was a coffee maker, espresso machine, and a french press. We played a few of the records in the collection. The outdoor space looked really nice. Unfortunately we had terrible luck, and it was cold and rainy. The location is great for walking to downtown Kingston for dinner. It was an easy neighborhood to run in the streets for a little exercise. The master bedroom had room darkening blinds and a really nice, large master bath. Liz was easy to communicate with.

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    $100 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

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