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House rentals in Windham

Find and book unique houses on Airbnb

Top-rated house rentals in Windham

Guests agree: these houses are highly rated for location, cleanliness, and more.

Superhost
Home in Windham
Windham Mountain Getaway- soak, relax, unwind
Warm and ready for the season, this newly renovated retreat is perfectly situated in the town of Windham New York. Whether it’s hike bike or ski there’s plenty to offer year round! Consisting of 4 private bedrooms, 2 bathrooms and plenty of open floor space bring the whole family and feel right at home with this beautiful modern mountain getaway. When you’re not chasing the beautiful spring blooms, spend time enjoying the privacy from the decks, soaking in the hot tub or relaxing in the sauna.
Superhost
Home in Windham
Extreme leisure minutes from action and adventure
Relax and unwind in uniquely styled home on secluded 14-acre private property. Conveniently located to Windham mountain, vineyard, horseback riding and hiking trails The Bridge as we lovingly call our home, was designed to be a space where extreme leisure is met with adventure. Wake up early enough, you will see deer and wild turkey graze through the meadow. Stay awake late enough and gaze upon the endless stars. Now with hi-speed wifi!! Follow us @TheBridge_windhamNY
Superhost
Home in Windham
Custom-built Catskills retreat, 7 mins from skiing
Located 7 mins from Windham mountain, the house is surrounded by scenic land. Skiing in the winter, foliage in the fall, swimming holes in the summer, sweet air in the spring. Mountain biking, hiking, golf, antiquing, horseback riding, local farms and so much more! The house itself is a true retreat, you will leave totally re-charged. Bird chirping, star gazing, grilling, baking, pancakes, yoga or simply enjoy a few days of not seeing another soul :)

House rentals with a pool

Superhost
Home in Kerhonkson
Country Oasis On The Edge of Fir-Scented Forest
Superhost
Home in Kerhonkson
Black Barn Ranch, Catskills.
Superhost
Home in woodstock
CABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN
Superhost
Home in Saugerties
Wilderkill Catskill Retreat, Mountain Modern Barn
Superhost
Home in New Paltz
Mid Century Mod *fireplace walk to rail trail/town
Superhost
Home in Woodstock
Woodstock Fireside Serenity Mediterranean Retreat
Superhost
Home in Cottekill
Peace & Privacy - High Falls (hot tub & salt pool)
Superhost
Home in Rhinebeck
On The Hill in Rhinebeck
Superhost
Home in Woodstock
The Woodstock Barn House - Sauna, Gym, Jacuzzi
Superhost
Home in Woodstock
Gorgeous Villa Mntn Views, salt H2O pool, hot tub!
Superhost
Home in Woodstock
Secluded 7acres, Saline Heated Pool, Spa, Stream !
Superhost
Home in Catskill
Daydream Mountain Art-Chateau '73 | I ❤️ Catskill

Weekly house rentals

Superhost
Home in Windham
Small house, Windham, NY
Jul. 14 – 21
$242 CAD per night
Superhost
Home in Prattsville
Yanity House
Feb. 29 – Mar. 7
$138 CAD per night
Superhost
Home in Cairo
Riverfront w bedside fireplace, 20 min to Hudson
Feb. 27 – Mar. 5
$445 CAD per night
Superhost
Home in Roxbury
Private Mt view escape- 3BR w/firepit near skiing!
Oct. 14 – 21
$597 CAD per night
Superhost
Home in Kingston
This New House
Jun. 16 – 23
$216 CAD per night
Superhost
Home in Halcottsville
Spacecraft Sanctuary x Stargate Self-Care Retreat
May 9 – 16
$359 CAD per night
Superhost
Home in Napanoch
Stunning Passive Solar Cabin on 135 acres & pond
Feb. 29 – Mar. 7
$231 CAD per night
Superhost
Home in Woodstock
Dutch Touch Woodstock Cottage
Sep. 27 – Oct. 4
$190 CAD per night
Superhost
Home in Catskill
Athens, NY House - 1 Bedroom "Want to Get Away"?
Nov. 22 – 29
$231 CAD per night
Superhost
Home in South Kortright
Table on Ten Studio on the Hill
Jul. 2 – 9
$364 CAD per night
Superhost
Home in Windham
8 Bedroom Mountain Retreat on 7 acres
Mar. 24 – 31
$1,005 CAD per night
Superhost
Home in New Paltz
Victorian Haven
Nov. 3 – 10
$177 CAD per night

Private house rentals

Superhost
Home in Windham
Charming Home Lg/Mod Kit Hot Tub on Stream FirePit
Superhost
Home in Woodstock
New Stunning Light-filled Woodstock Home w/Hot Tub
Superhost
Home in Saugerties
The Hartwood House | Hot Tub, Hiking, Relax, Etc.
Superhost
Home in Jewett
Cozy Cabin Retreat with Hot Tub & Fire Pit
Superhost
Home in Germantown
Germantown Cottage. Catskills Views. H River trail
Superhost
Home in Germantown
Scandinavian Upstate Barn with Catskill Views
Superhost
Home in Roxbury
Charming Cottage on 12 Secluded Acres + Hot Tub
Superhost
Home in Woodstock
Woodstock Historic Artist Estate - The Pond House
Superhost
Home in Kerhonkson
Cook House | Modern Cottage w/ Fireplace
Superhost
Home in Prattsville
Holly Lodge - Ski Windham, Hunter, Catskills
Superhost
Home in Kerhonkson
Architect's Hudson Valley Home in the Woods
Superhost
Home in Catskill
HEAVEN ON EARTH - Hudson Riverfront Home

Destinations to explore

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