
Fitness-friendly vacation rentals in Pittsfield
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Top-rated fitness-friendly rentals in Pittsfield
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Fitness-friendly apartment rentals

Luxury 2 Bedroom Suite 202B
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.

Ski-InSki-Out Loft Lift&MT.Views
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

Saratoga Getaway 2
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!

Ground Floor Apartment on Hudson River
Tim! Our stay was Beyond my expectations! Many many thanks, appreciation and affection. Be well~ Jen, Lucia and Jack

SnowTree Chalet- Summer monthly discount 50%
Great location easy walk to the ski resort. Beautifully decorated with a very comfortable king bed. Nice amenities with hot tub and gym.

Green Mountain Getaway
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!

Uptown Watervliet
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.

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
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

Slopes N Seasons | Trailside Condo at Mount Snow
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.

Renovated Condo - 5 min walk to Mount Snow
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

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

Mt Snow Ski In/Out at Seasons
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.

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

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

Walk to Mt. Snow-Spa-Summer Pool
Great little studio spot to use as your Basecamp for activities in the area!

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

Sun Soaked Retreat- Short Drive to Warren Street
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!

Shaggerties - fun cozy catskill mountain getaway
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.

Spacious Staycation near HITS & the Hudson
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!

Outdoor Enthusiasts Paradise!
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!

Cozy Country Cape House | Close to Hudson
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!

Boho-Chic Cape Conveniently Located
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.

Eclectic Troy Retreat w/ Hot Tub & Sauna!
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.

Antique Uptown Charmer w/ Five-Star Modern Kitchen
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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