
Fitness-friendly holiday rentals in Windham
Find and book unique fitness-friendly rentals on Airbnb
Top-rated fitness-friendly rentals in Windham
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
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!

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 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
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!

Acorn Hill | Game-room + Fireplace + Firepit + BBQ
Great location and beautiful house! We need to spend more time there. only downside is that you definitely need a car, but that's to be expected, given the area.

Stylish farmhouse w/fireplace by downtown & nature
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!

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.

Historic Home - Downtown Hudson
This place was absolutely beautiful! So many amenities, everything you need is basically there. The water does get super hot is the only thing was a little tough. But honestly would stay again and again. All the rules and walk throughs for appliances/the house were straight forward and it was easy to walk places from the Airbnb. Thanks so much !

Woodstock Historic Artist Estate- The Museum House
The actual home is stunning. It looks even better in person! There is a ton of room for even large families. The grounds on which the house sets is huge and spacious. I only wished I could have seen the property in full bloom of Spring/Summer. I will definitely come back to visit. My mini labradoodle Talulah also fell in love with Winston- a striking young German short-haired pointer who also lives on the compound. Everything was stellar.
Quick stats about holiday rentals that are fitness-friendly in Windham
Total rentals
30 properties
Nightly prices starting at
£128 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
- Pocono Mountains Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Jersey Shore Holiday rentals
- Boston Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Cape Cod Holiday rentals
- Rentals with outdoor seating Windham
- Rentals with a washing machine and dryer Windham
- Cabin rentals Windham
- Rentals with a patio Windham
- Apartment rentals Windham
- Chalet rentals Windham
- Family-friendly rentals Windham
- Rentals with pools Windham
- Townhouse rentals Windham
- Rentals with a hot tub Windham
- Rentals with a fireplace Windham
- Pet-friendly rentals Windham
- Family-friendly rentals Windham
- Ski-in/ski-out rentals Windham
- Rentals with a firepit Windham
- House rentals Windham
- Fitness-friendly rentals New York
- Fitness-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Belleayre Mountain Ski Center
- Windham Mountain
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Albany Center Gallery
- Howe Caverns
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Taconic State Park
- Glimmerglass State Park
- Zoom Flume
- Opus 40
- John Boyd Thacher State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Naumkeag
- Thaddeus Hait Farm
- Plattekill Mountain
- Peebles Island State Park
- Pineridge Cross Country Ski Area
- Huck Finn’s Playland, Albany
- Hancock Shaker Village
- Berkshire Botanical Garden