
Fitness-friendly holiday rentals in Windham
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Top-rated fitness-friendly rentals in Windham
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for fitness-friendly rentals in Windham
Fitness-friendly apartment rentals

Huge 2 Floor Apartment Available, Est.2020
The place is as presented in the listing - very easy to check into, a short drive to a grocery stores and nearby towns, has just about everything you need. Some reviewers have noted the highway traffic noise, but I personally only really noticed in the living room while watching TV. I slept really well here, and the back deck overlooking the creek was great for bird watching in the mornings.

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
A home away from home. A lovely stay as always.

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

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub
I had an amazing stay! The home was spotlessly clean, beautifully furnished, and fully stocked with everything I needed for a comfortable stay. It was the perfect place to relax and unwind—definitely a gem!

Luxury 3-bedroom Condo on Windham mountain
Exactly as advertised and very communicative. Had a great stay.

5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub
An excellent place to stay for a ski trip. Perfect location right at the base. Wonderful building with a great pool and hot tub. Excellent for a great ski vacation!

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 1BR Suite | Jacuzzi & Fireplace

Hunter Mtn 2BR Condo | Ski-In/Ski-Out & Fireplace
Fitness-friendly house rentals

Band Camp Road
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.

Mansion on the hill.
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.

Stylish 3BR Hudson House with private backyard
We really enjoyed our visit to Hudson. Chelsea’s home was perfect for our week-long getaway. It was easy to get downtown just a few minutes away. The fully fenced in yard was really nice and we enjoyed the privacy and space of the home. Will definitely recommend for those looking for an upstate getaway, especially anyone with a small family or dogs.

The Martin House, Catskills
This place is priced just right - not expensive at all and still within short driving distance for destinations in the area. The hosts were extremely communicative during the stay. WiFi didn’t work for us, but per the description, it can run out towards the end of the billing cycle. There are a lot of “house rules” - nothing crazy or unwarranted - just information overload and made me nervous I’d forget to do something properly. You can tell this doesn’t appear to be a property for the sole purpose of listing it on Airbnb, so definitely feels lived in/loved. Also, the town was great about clearing the roads despite getting about 8 inches of snow.

Hudson Valley Evergreen Treehouse
The AirBnB was AMAZING! The host was very accommodating, responsive, and friendly. He provided a detailed list of local recommendations which was very much appreciated. The space was immaculately clean and had all of the amenities listed and more! The welcome basket of Smores supplies and coffee beans were SO appreciated and enjoyed! The area felt very safe and peaceful and was only a short drive to town. The beds were SO comfortable. We had such a great trip and are already looking forward to making this an annual family trip! :)

Antique Uptown Charmer w/ Five-Star Modern Kitchen
I loved this house! I can't say enough good things about it and the host. The house is so well designed, decorated and appointed. This truly is a home someone cares about and designed with sophisticated taste and high standards. Top quality cabinetry, fixtures, linens, lighting, appliances. The beds were comfy with nice quality bedding, Bathrooms were so beautifully renovated. The kitchen was a joy to be in, especially with the heated floor that kept things cozy on a winter weekend. The hot tub was fun and a nice way to end the day. The house is walkable to a cute part of town full of interesting shops. And the town is equidistant from Woodstock and Rhinebeck which were also fun to stroll through for a girls weekend.

New! Gemini House 1892 Farmhouse w/ Pool - Hudson
Lovely home on a beautiful property. Five minute drive to town (2 miles). The place was great. Zero criticisms. I was joined by my wife and daughter and we had plenty of room to stretch out in the house. Diane the host was very responsive and helpful.

Modern Summer Escape
We booked Adam’s place for the 2024 Christmas Holiday. We were thrilled to see a beautiful Christmas tree already decorated for us when we arrived. Our family came on from Virginia, New York, and Illinois to be together. We loved all of the books and played so many of the albums - the collection Adam has is astounding! We especially loved the media room with the huge screen and surround sound. Watched many movies and even did karaoke. Adam was very responsive to our questions and we would rebook in a heartbeat.
Quick stats about holiday rentals that are fitness-friendly in Windham
Total rentals
30 properties
Nightly prices starting at
£130 before taxes and fees
Total number of reviews
850 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
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- Belleayre Mountain Ski Center
- Windham Mountain
- Catamount Mountain Ski Resort
- Albany Center Gallery
- Minnewaska State Park Preserve
- Taconic State Park
- The Kartrite Resort & Indoor Waterpark
- Opus 40
- Thaddeus Hait Farm
- Resorts World Catskills
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Glimmerglass State Park
- Naumkeag
- Butternut Ski Area and Tubing Center
- Pineridge Cross Country Ski Area
- Plattekill Mountain
- Norman Rockwell Museum
- John Boyd Thacher State Park
- National Baseball Hall of Fame and Museum
- Howe Caverns
- Zoom Flume
- Berkshire Botanical Garden
- Bear Pond Winery