
Fitness-friendly holiday rentals in Windham
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Top-rated fitness-friendly rentals in Windham
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Popular amenities for fitness-friendly rentals in Windham
Fitness-friendly apartment rentals

Former school house. Upstate serenity.
Was an amazing place, so clean and well maintained. Host was very hospitable. Would definitely recommend this place to others, and stay again if I am visiting the area.

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

Huge 2 Floor Apartment Available, Est.2020
Stayed at Dennisse’s place for the weekend and was very comfortable. Quick drive to Woodstock and downtown Saugerties. Would stay again.

Catskill Cabin, Duplex Apartment * * * * *
We very much enjoyed staying at the Catskill Cabin Duplex Apartment. It was very clean and had all of the amenities that we needed. Great location near ski resorts and restaurants and very easy to get there. Daniel is a great host we recommend this place! Thank you.

Hunter/Windham - Pet Friendly - Owner on Premises
My family and I had a lovely stay at Lorraine's home! After spending our days out and about snow tubing and exploring, it was so nice to come back to Lorraine's comfy place as our home away from home. It was spacious, warm and cozy, and had all of the amenities we could need. Lorraine gifted us some wine which was such a sweet gesture and started a fire for us when we first arrived. Would love to return again one day! Thank you, Lorraine!
Fitness-friendly apartment rentals

Windham Mountain Ski In Ski Out - Pool Hot Tub Gym
We recently stayed at Andrew's condo, and it was nothing short of amazing! The location couldn't be better – right next to the slopes with easy accessibility to the mountain and the ski rental place. We were a group of two families, totaling 6 kids and 4 adults, and the condo was the perfect accommodation for our ski trip. The kids were thrilled with their bunkbed rooms, each equipped with their own TVs, providing a cozy and entertaining space for them to unwind after a day on the slopes. The condo itself was beautifully decorated, creating a warm and inviting atmosphere. There was plenty of room for all of us to relax and spend quality time together. The highlight for both kids and adults was undoubtedly the hot tub and pool. After a day of skiing, it was pure bliss to soak in the hot tub and enjoy the breathtaking views. A special shoutout to Andrew, our fantastic host! He was incredibly responsive and welcoming, ensuring that our stay was comfortable and stress-free.

Luxury Ski in Ski out Condo + Amenities
We worked through a bit of calendar scheduling snafu quickly. Scott was accommodating, proactive, and responsive. The condo was in a great location, maintained well, and clean. We very much enjoyed our quick weekend getaway. Thank you!

Hunter Mountain 3BR | Family Condo with Fireplace

Hunter Mountain 2BR Penthouse | Vaulted Ceilings

Hunter Mountain 1BR Suite | Jacuzzi & Fireplace

Hunter Mtn 3BR Condo | Ski-In/Ski-Out & Spacious

Hunter Mtn 2BR Condo | Ski-In/Ski-Out & Fireplace

Hunter Mountain 1BR | Jacuzzi & Fireplace
Fitness-friendly house rentals

Bright, Airy Home in Hudson w/ TONS of Character!
We loved our stay in Hudson. We were a quick drive into town and it was easy to get around. The beds were very comfortable and we slept well here. We used the pack n play for our youngest and the kids enjoyed playing in the backyard. It isn’t fully fenced in, but there is a fence blocking the backyard from the road, so my kids were always safe. There weren’t a ton of dishes available, that was the only downside we found.

Comfortable Woodstock Getaway
We felt right at home at Laura's place. It served us just right with lots of greenery around us and comfortable rooms with equipment like baby high chair & crib for our infant. We really enjoyed hiking around and eating at nearby restaurants which had an excellent vibe. The house offered a big collection of books to enjoy & the kitchen was well stocked with quality cooking utensils. Laura was very responsive and friendly throughout our stay.

Sunset Mountain Retreat - mins from Woodstock
Nicola’s place is one of our absolute favorites. The serene home reflects a kind and responsive host who communicates with great warmth. This is the second time we stayed there and would love to return.

Hunter Mtn Manor, Creek Nearby, EV Charger
⭐️⭐️⭐️⭐️⭐️ We had a truly wonderful stay at Hunter Manor in West Kill! The house is peaceful, beautifully located, and incredibly cozy — it was the perfect Catskills retreat. Everything was clean, well-stocked, and just as described (if not better!). The host went above and beyond — not only were they warm and welcoming, but they also offered a generous long-term rate and were extremely responsive throughout our stay, which made the entire experience seamless and stress-free. You can really feel the care that’s gone into the space — from the thoughtful details to how comfortable it felt to settle in. We also appreciated how quiet and scenic the area was — a true escape from busy everyday life. We’d absolutely recommend Hunter Manor to anyone visiting the Catskills and would love to return in the future. Thank you again for such a wonderful stay!

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!

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.

Catskills Getaway W/Hot Tub, Game Room, Fire Pit
5 stars all around. Beautiful home and property for our two families of 4. A 5 minute drive into town provided restaurants, bowling and a distillery. The kids had a blast exploring the property and utilizing the hot tub. The layout of the house worked perfectly and the beds were super comfy too! Paula was on point with communication and made any questions we had a breeze. I will definitely be returning to this property next time we visit the Catskills!

Hudson Valley Evergreen Treehouse
Absolutely incredible stay — this place deserves every single one of its five stars and then some! From the moment we arrived, check-in was a breeze, setting the tone for a completely stress-free weekend. The home was spotless, spacious, and thoughtfully set up for comfort and fun. We were blown away by the amenities — a hot tub for relaxing, a pool table and ping pong table for friendly competition, and a cozy fire pit perfect for unwinding in the evenings. Every room felt inviting, and the beds were exceptionally comfortable — we all slept like rocks. Whether you're looking to kick back or stay entertained, this home has it all. I would recommend this gem without hesitation — 1000% worth it!
Quick stats about holiday rentals that are fitness-friendly in Windham
Total rentals
30 properties
Nightly prices starting at
₹14,751 before taxes and fees
Total number of reviews
910 reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Hudson Valley Holiday rentals
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Howe Caverns
- The Kartrite Resort & Indoor Waterpark
- Glimmerglass State Park
- John Boyd Thacher State Park
- Albany Center Gallery
- Taconic State Park
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Zoom Flume
- Windham Mountain
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Hancock Shaker Village
- Hunter Mountain Resort
- Opus 40
- Naumkeag
- Pineridge Cross Country Ski Area
- Thaddeus Hait Farm
- Plattekill Mountain
- Huck Finn’s Playland, Albany