Fitness-friendly holiday rentals in Windham

Find and book unique fitness-friendly rentals on Airbnb

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Popular amenities for fitness-friendly rentals in Windham

Fitness-friendly apartment rentals

Guest favourite
Flat in Saugerties
4.89 out of 5 average rating, 123 reviews

Huge 2 Floor Apartment Available, Est.2020

ColleenRating, 5 stars1 month ago
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.
Flat in Kingston
4.58 out of 5 average rating, 24 reviews

Former school house. Upstate serenity.

VaibhavRating, 5 stars41 months ago
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.
Guest favourite
Flat in Tivoli
4.85 out of 5 average rating, 221 reviews

Ground Floor Apartment on Hudson River

OliviaRating, 5 stars4 months ago
A home away from home. A lovely stay as always.
Flat in Maplecrest
4.94 out of 5 average rating, 31 reviews

Hunter/Windham - Pet Friendly - Owner on Premises

JoannaRating, 5 stars26 months ago
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

Guest favourite
Apartment in Windham
5 out of 5 average rating, 21 reviews

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub

JaneRating, 5 stars4 months ago
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!
Guest favourite
Apartment in Windham
5 out of 5 average rating, 8 reviews

Luxury 3-bedroom Condo on Windham mountain

BarrettRating, 5 stars1 month ago
Exactly as advertised and very communicative. Had a great stay.
Guest favourite
Apartment in Windham
5 out of 5 average rating, 32 reviews

5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub

JayRating, 5 stars4 weeks ago
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!
Guest favourite
Apartment in Windham
5 out of 5 average rating, 5 reviews

Luxury Ski in Ski out Condo + Amenities

AaronRating, 5 stars3 months ago
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!
Apartment in Lanesville
New place to stay

Hunter Mountain 3BR | Family Condo with Fireplace

Apartment in Lanesville
New place to stay

Hunter Mountain 2BR Penthouse | Vaulted Ceilings

Apartment in Lanesville
New place to stay

Hunter Mountain 1BR Suite | Jacuzzi & Fireplace

Apartment in Lanesville
New place to stay

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

Fitness-friendly house rentals

Superhost
Home in Saugerties
4.8 out of 5 average rating, 88 reviews

Band Camp Road

ElizabethRating, 5 stars2 months ago
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.
Top guest favourite
Home in Kingston
5 out of 5 average rating, 28 reviews

Mansion on the hill.

LeslieRating, 5 stars2 months ago
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.
Guest favourite
Home in Hudson
4.94 out of 5 average rating, 17 reviews

Stylish 3BR Hudson House with private backyard

JenniferRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Olivebridge
4.97 out of 5 average rating, 61 reviews

Acorn Hill | Game-room + Fireplace + Firepit + BBQ

KatieRating, 5 stars6 days ago
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.
Guest favourite
Home in Hudson
5 out of 5 average rating, 8 reviews

Stylish farmhouse w/fireplace by downtown & nature

CherylRating, 5 stars1 month ago
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!
Guest favourite
Home in Kingston
4.98 out of 5 average rating, 114 reviews

Antique Uptown Charmer w/ Five-Star Modern Kitchen

KimberlyRating, 5 stars1 month ago
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.
Superhost
Home in Hudson
4.9 out of 5 average rating, 48 reviews

Historic Home - Downtown Hudson

MollyRating, 5 stars3 weeks ago
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 !
Guest favourite
Home in Woodstock
4.98 out of 5 average rating, 141 reviews

Woodstock Historic Artist Estate- The Museum House

CarolynRating, 5 stars1 month ago
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