Town of Windham Rentals
From $226 per night (USD)VRBO
Windham getaway!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Perfectly cozy destination in the mountains for a weekend getaway or a family vacation. This condo has everything that y ...
From $226 per night (USD)VRBO
From $753 per night (USD)Expedia
River & Golf Mountain Retreat
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Relax in this beautiful natural setting course that Windham has to offer, while at the same time enjoying all comforts o ...
From $753 per night (USD)Expedia
From $998 per night (USD)VRBO
Bucolic privacy with Hot Tub in Windham
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
The Blue House is a beautiful large home nestled in the gem of the Catskills, Windham - just 5 minutes to restaurants an ...
From $998 per night (USD)VRBO
From $322 per night (USD)Expedia
Fantastic 2 family vacation home with EV charger
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
The perfect luxury vacation gettaway! Fully equipped with everything you need to relax after a day out. Minutes from Win ...
From $322 per night (USD)Expedia
From $2000 per night (USD)VRBO
7 Bedroom Luxurious Chalet In Windham, NY
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
Welcome to our Catskill getaway located in the town of Windham sitting on 7.5 acres. Our 7 bedroom house is all about sl ...
From $2000 per night (USD)VRBO
From $564 per night (USD)VRBO
Modern cabin w/ all Amenities in Windham -> 5 minutes to Skiing
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Just a 2.5-hour drive from NYC, you can escape to a relaxing and fully furnished modern cabin on five acres of wooded la ...
From $564 per night (USD)VRBO
From $555 per night (USD)VRBO
Windham- Newly Renovated 4 BR Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy our newly renovated home located less than 5 minutes from Windham Mountain and less than 15 minutesto Hunter mount ...
From $555 per night (USD)VRBO
From $2296 per night (USD)VRBO
*The View* ski in/out modern luxury at Windham Mountain Resort
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
The View is a spectacular new house at the top of Windham Mountain. Ease of ski in/out with all the amenities, from expa ...
From $2296 per night (USD)VRBO
From $936 per night (USD)VRBO
Ski retreat with views of Windham, in heart of town near all.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 13
Recently renovated 4-bedroom house with views of the trails on Windham Mountain from 3 of the 4 bedrooms. Ski Windham du ...
From $936 per night (USD)VRBO
From $1301 per night (USD)Expedia
Amazing Mountain View’s from every room! Hot Tub/3 Fire pits & Game Rm
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
The highest Mountain View’s with Ski Windham as well as Hunter Mountain ski slope views and Valley Views . A breathtakin ...
From $1301 per night (USD)Expedia
From $362 per night (USD)VRBO
Ski, Hike,Bike,Golf, Dine within a 6 min Drive. Perfect for a Family getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous, newly renovated, corner unit with L shaped deck,2 bedroom, 2 bath with picturesque views featuring main level ...
From $362 per night (USD)VRBO
From $623 per night (USD)VRBO
Ski Chalet In Windham
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Our beautiful mountain retreat awaits you! Located 2 miles from The Windham Mountain Resort, and less than two hours fro ...
From $623 per night (USD)VRBO
From $1133 per night (USD)VRBO
Windham Farmhouse Escape w/hot tub
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Set on 8+ acres, this former dairy farm is a breath of fresh air. The farmhouse, built in 1838, maintains its original c ...
From $1133 per night (USD)VRBO
From $426 per night (USD)Expedia
Big Hollow Board and Batten House with Nerf Treehouse!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Come enjoy the Catskills! Nestled directly between Windham and Hunter Ski Mountains. Hiking trails a mile down the dead- ...
From $426 per night (USD)Expedia
From $487 per night (USD)VRBO
NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Windy Hollow! A spacious and newly renovated vacation home with stunning views of Windham Mountain and a bloc ...
From $487 per night (USD)VRBO
From $312 per night (USD)Expedia
Cozy Mountain Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Located in the heart of Windham, Land in the Sky, this newly updated condo is your home away from home. For outdoor adve ...
From $312 per night (USD)Expedia
From $434 per night (USD)VRBO
Pet friendly mountain house, stunning views, chefs kitchen, mins to Hunter/Windm
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Culinary comforts and open-plan living space await you in this sunny mountain refuge. South facing and filled with light ...
From $434 per night (USD)VRBO
From $670 per night (USD)VRBO
Large Catskill townhome steps from skiing w/pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Come enjoy the Catskills at our spacious Windham Mountain townhome at the base of Windham Mountain. Townhome includes 4B ...
From $670 per night (USD)VRBO
From $446 per night (USD)VRBO
Windham Mountain Vacation Rental ~ 3 Mi to Lifts!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Find your next all-season escape at this lovely Catskills vacation rental! Located less than 5 miles from Windham Mounta ...
From $446 per night (USD)VRBO
From $679 per night (USD)Expedia
Windham castle with a view & minutes to skiing!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Great retreat for enjoying time with families and friends. The whole group will be comfortable in this spacious and uniq ...
From $679 per night (USD)Expedia
From $1396 per night (USD)VRBO
Mountain Chalet with Hot Tub & Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Escape to LANARA HAVEN - a spacious mountain retreat on 5+ private acres, perfect for up to 14 guests. Just 5 minutes fr ...
From $1396 per night (USD)VRBO
From $1117 per night (USD)VRBO
40 acres. seasonal rental.Mountain views.sleeps 12+.perfect for 2 families.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
This sprawling, jaw-dropping 40-acre estate will leave you and your guests speechless. It is often regarded as the prem ...
From $1117 per night (USD)VRBO
From $366 per night (USD)VRBO
Talley Cabin - Windham NY
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This charming home has 3 bedrooms and 2 full bathrooms. Located about 4 miles from the slopes of Windham Mountain, 3 mil ...
From $366 per night (USD)VRBO
From $619 per night (USD)Expedia
NEW OUTDOOR HOT TUB!! 5 BEDROOM/3 BATH CHALET - HAUS WINDHAM
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $619 per night (USD)Expedia
From $268 per night (USD)VRBO
PRESIDENTIAL DUPLEX SUITE WITH HOT TUB AND WRANP AROUND BALCONY
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $268 per night (USD)VRBO
From $201 per night (USD)Expedia
NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitchen - Haus Windham
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $201 per night (USD)Expedia
From $241 per night (USD)VRBO
LUXURY DUPLEX SUITE WITH JACUZZI
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $241 per night (USD)VRBO
From $201 per night (USD)Expedia
NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Step inside and be greeted by a haven of sophistication. The living area boasts a stunning fireplace, casting a warm and ...
From $201 per night (USD)Expedia
From $268 per night (USD)VRBO
GLASS MIRROR CABIN - HAUS WINDHAM
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $268 per night (USD)VRBO
From $430 per night (USD)Expedia
The Haüs Windham - Luxury 2 Bedroom Suite w Loft
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 14
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $430 per night (USD)Expedia
From $241 per night (USD)VRBO
LUXURY DUPLEX SUITE WITH JACUZZI
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $241 per night (USD)VRBO
From $268 per night (USD)Expedia
NEW OUTDOOR HOT TUB! Luxury 2 Bedroom Suite -The Haüs Windham
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $268 per night (USD)Expedia
From $580 per night (USD)VRBO
The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to our newly renovated 5-bedroom, 4.5-bathroom farmhouse located 3 minutes from the heart of Windham, NY, where ...
From $580 per night (USD)VRBO
From $366 per night (USD)Expedia
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Make this spacious, newly built townhouse yours during a relaxing getaway in the Catskill Mountains! Located just minute ...
From $366 per night (USD)Expedia
From $345 per night (USD)VRBO
Guesthouse Minutes from the Mountain!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to our charming guest house, nestled just minutes away from Windham Mountain! This cozy retreat offers ...
From $345 per night (USD)VRBO
From $708 per night (USD)VRBO
Spacious Mountain Home | Fire Pit & Panoramic Views
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Welcome to 24 Timber Trail, a luxurious and cozy mountain retreat designed for unforgettable gatherings in the ...
From $708 per night (USD)VRBO
From $388 per night (USD)VRBO
Retro 70s Chalet | Hot Tub & 3 Miles to Windham
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Step back in time at 29 Chase Dr, a retro-inspired mountain getaway just 3 miles from Windham Mountain. Design ...
From $388 per night (USD)VRBO
From $1531 per night (USD)VRBO
Serendipity Lake House on Lake Heloise. Beautiful private 4000 sq ft lodge
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 15
Enjoy a relaxing stay at this gorgeous rustic lodge on 10 acres abutting a 28 acre lake surrounded bybover 300 avrea of ...
From $1531 per night (USD)VRBO
From $392 per night (USD)VRBO
Spacious Townhouse minutes from Village and Slopes with shuttle to mountain
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
About this space Spacious 3-Bedroom Townhouse with Sleeping Loft and Wood-Burning Fireplace at Windham Ski Mountain, Min ...
From $392 per night (USD)VRBO
From $782 per night (USD)VRBO
Rustic Retreat | Hot Tub & 3 Mins to Windham Mtn
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Summary: Welcome to 27 Church St, a rustic and cozy mountain home just 3 minutes from Windham Mountain and downtown Win ...
From $782 per night (USD)VRBO
From $374 per night (USD)VRBO
Modern Windham Retreat w/ Hot Tub & Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: Enjoy a perfect blend of comfort, convenience, and mountain charm at this modern 2-bedroom, 2-bath home just 1 ...
From $374 per night (USD)VRBO
From $157 per night (USD)Expedia
LUXURY SUITE WITH 2 FULL BEDS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
HAUS WINDHAM Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility an ...
From $157 per night (USD)Expedia
From $796 per night (USD)VRBO
Windham A-Frame • Hot Tub, Game Room & Lake Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Escape to Windham Pine Chalet, a stylish A-frame retreat featuring a soothing private jacuzzi, game room, and fire pit f ...
From $796 per night (USD)VRBO
From $294 per night (USD)Expedia
Newly Renovated Ski House in Windham
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our charming and cozy retreat in the heart of Windham, where modern comfort meets historic charm. With its pr ...
From $294 per night (USD)Expedia
From $846 per night (USD)VRBO
Luxury Ski-in Ski-Out 4 Bedroom 10 Bed Condo at Whisper Creek Windham Mountain
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Ski-In / Ski-Out Luxury 4 bedroom, 4 bath, condo at the base of Windham Mountain! Owned and designed primarily for pers ...
From $846 per night (USD)VRBO
From $768 per night (USD)VRBO
Luxury Ski-in Ski-Out Condo + Amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
For long term and/or seasonal rental inquiries, please message me (contact info on HiChee.com) This Whisper Creek cond ...
From $768 per night (USD)VRBO
From $1678 per night (USD)VRBO
Lux Mansion, Windham: Hot Tub, Sauna
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
❆ Experience the ultimate retreat at Ulula Eco Resort, where luxury meets nature in the scenic Catskills. This 4770 sq. ...
From $1678 per night (USD)VRBO
From $582 per night (USD)Expedia
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
- Bedrooms:
- 3
- Bathrooms:
- 9
- Sleeps:
- 25
Step into the heartwarming embrace of history at our enchanting 1800's residence! This cherished abode beckons you with ...
From $582 per night (USD)Expedia
From $1071 per night (USD)VRBO
Lux Mountain Retreat w/ Heated Indoor Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Summary: Welcome to your luxury mountain retreat — the perfect blend of high-end comfort and alpine charm. Perched to c ...
From $1071 per night (USD)VRBO
From $769 per night (USD)VRBO
Beautiful Catskills country retreat --neighboring reservoir/recreation area
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
The dancing bear welcomes you to our beautiful, fully restored, 1800’s farmhouse on 5 acres of woods and a large grass y ...
From $769 per night (USD)VRBO
From $1313 per night (USD)VRBO
Custom Windham Mtn Villa w/ Pool, Theater & Views!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
The poster child for a 'dream house,' this stunning 5-bedroom, 4.5-bath vacation rental is sure to be adored by luxury t ...
From $1313 per night (USD)VRBO
From $3865 per night (USD)VRBO
Luxurious ski in/out, 3-story chalet directly on the slopes of Windham Mountain
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 12
Luxurious ski in/ ski out, three-story chalet located directly on the slopes of Windham Mountain and minutes drive from ...
From $3865 per night (USD)VRBO
From $1089 per night (USD)VRBO
Red Lift Cabin - Close to town, hiking and biking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Just 2.5 hours from NYC in the heart of the Catskills. One of a kind entirely renovated townhouse. 3 minutes walking dis ...
From $1089 per night (USD)VRBO
From $557 per night (USD)Expedia
Ski on and Off Windham Mountain Village Townhome Unit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This is a townhouse unit located within the Windham Mountain Village Association. It is located at at the base of Windh ...
From $557 per night (USD)Expedia
From $818 per night (USD)VRBO
Luxury 3-BR Enclave condo in Windham, ski-in/ski-out with pool and hot-tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Get ready to relax in this 3-bedroom condo in the Enclave Club at Windham. With 2 king beds and 2 bunk beds, guests will ...
From $818 per night (USD)VRBO
From $677 per night (USD)Expedia
Beautiful Windham Chalet 2 minutes to Town and the Mountain
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Beautiful Chalet with a host of year-round activities! Close to skiing, snowboarding, sledding, snowshoeing, mountain bi ...
From $677 per night (USD)Expedia
From $877 per night (USD)VRBO
BRAND NEW completely renovated house in Windham, 5 bed/ 3 bath
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to our beautiful, cozy mountain retreat! Our beautiful and spacious home is brand new and completely renovated. ...
From $877 per night (USD)VRBO
From $470 per night (USD)VRBO
The Ultimate Windham Getaway With Hot Tub & Sauna
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Ready for the season, this retreat is perfectly situated in the town of Windham, New York. Whether it’s hike, bike, or s ...
From $470 per night (USD)VRBO
From $756 per night (USD)VRBO
Après Chalet|Ski|Luxury|Sauna|HotTub|Firepit|Disco
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
About this space Nestled in the heart of the Catskills, this Windham retreat offers both adventure and serenity, just 5 ...
From $756 per night (USD)VRBO
From $509 per night (USD)VRBO
Amazing Location, Steps Away from Magic Carpet to Main Lodge.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to a “Change of Altitude,” an immaculate 3 Bedroom/3 Bath Townhouse that’s a short walk from Windham Main Lodge ...
From $509 per night (USD)VRBO
From $3365 per night (USD)VRBO
Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
This Windham cabin minutes from Hunter and Windham Mountains, boasts 6 inviting bedrooms, including 1 king bed, 4 queen ...
From $3365 per night (USD)VRBO
From $378 per night (USD)Expedia
2 Mi to Windham Mountain: Scenic Home w/ Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Updated Interior w/ Modern Decor & Appliances | Office w/ Dedicated Workspace & Large Windows | Pet Friendly w/ Fee Qui ...
From $378 per night (USD)Expedia
From $481 per night (USD)VRBO
Cozy Mtn-View Chalet < 2 Mi to Windham Slopes
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Private Hot Tub | Scenic Fireside Setting | Easy Access to Windham & Hunter Mountain Skiing There's no shortage of scen ...
From $481 per night (USD)VRBO
From $2040 per night (USD)VRBO
LUXURIOUS & SERENE SKI-IN/ SKI-OUT \"Winterfell\" LODGE
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to an unparalleled luxury living experience at this exquisite post-and-beam, charming **Ski-in/ Ski-Out, lodge o ...
From $2040 per night (USD)VRBO
From $298 per night (USD)VRBO
Mtn-View Home w/ Deck on 4 Acres in Windham
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
5 Mi to Windham Mountain Club | Remote Workers Welcome Tucked away in the heart of Windham, this 3-bedroom, 2-bath vac ...
From $298 per night (USD)VRBO
From $1178 per night (USD)Expedia
Fully updated townhome 200 feet from slopes of Windham Mountain
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This 3-bedroom 3 bath townhome 200 feet from the Windham ski lift is perfect for your escape. With a king bed, 2 bunk be ...
From $1178 per night (USD)Expedia
From $1138 per night (USD)VRBO
Ski-in, Ski-out GORGEOUS mountain chalet in prime location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful wood and stone chalet directly off a green level ski/summer bike or hike run close to base of Windham mountain ...
From $1138 per night (USD)VRBO
From $670 per night (USD)VRBO
Cozy Family-Friendly Townhouse Steps from Windham Mountain Resort - Unit 33
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Important Notes 🎿 Lift Tickets: For guests visiting during ski season, be sure to purchase lift tickets in advance thr ...
From $670 per night (USD)VRBO
From $1884 per night (USD)VRBO
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Escape to a private luxury retreat in the Catskills—designed for families and groups seeking space, privacy, and meaning ...
From $1884 per night (USD)VRBO
From $391 per night (USD)Expedia
Ski, Hike & Golf: Pet-Friendly Windham Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
2 Mi to Windham Mountain Club | Furnished Deck | Peaceful, Wooded Surroundings | Fireplace Surrounded by lush woodlands ...
From $391 per night (USD)Expedia
From $172 per night (USD)VRBO
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You're booking the smallest room at Mountain Treasure Bed and Breakfast. Other amenities in this room include: -QUEEN S ...
From $172 per night (USD)VRBO
From $195 per night (USD)Expedia
Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You're booking one room at Mountain Treasure Bed and Breakfast. Other amenities in this room include: -KING Size Bed -Pr ...
From $195 per night (USD)Expedia
From $205 per night (USD)VRBO
Americana Room. Elegant room with a King-Size bed, en suite bathroom, and mountain views. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Americana Room is located on the second floor of Mountain Treasure Bed and Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You're booking one room at Mountain Treasure Bed and Breakfast. Other amenities in this room include: -KING Size Bed wit ...
From $205 per night (USD)VRBO
From $184 per night (USD)Expedia
Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You're booking one room at Mountain Treasure Bed and Breakfast. Other AMENITIES in this room include: -FULL-Size Bed wit ...
From $184 per night (USD)Expedia
From $795 per night (USD)VRBO
Relaxing Mountain Hideaway - Hot Tub & Outdoors
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to this Windham mountain retreat featuring a private year-round jacuzzi, fire pit, and panoramic mountain views. ...
From $795 per night (USD)VRBO
From $338 per night (USD)Expedia
All-Season Condo - Ski Windham l Hunter l Pool l Hike l Fish
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Unwind in this serene, inviting condo, a haven for year-round relaxation. Experience the natural splendor of the Catskil ...
From $338 per night (USD)Expedia
From $1300 per night (USD)VRBO
Contemporary Renovated Retreat with Mountain Views, Ski-In/Ski-Out,...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Please note that a reservation for this property needs to be approved before it is confirmed. Windham Mountainside Marv ...
From $1300 per night (USD)VRBO
From $547 per night (USD)Expedia
Idyllic Mountain Stay Hot Tub, Wood Stove, Games
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Escape to this stylish mountain retreat, situated on 3 private acres with breathtaking views of Windham + Hunter Mountai ...
From $547 per night (USD)Expedia
From $1225 per night (USD)VRBO
3-bedroom All-Season condo at Enclave in amazing Windham ON MOUNTAIN
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discover this marvelous 3-bedroom gem in Windham. This delightful condo features 2 king beds and 2 sets of bunk beds, pe ...
From $1225 per night (USD)VRBO
From $1357 per night (USD)VRBO
Entire lodge in Windham, New York on 12 acres and bordering a state park
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Discover the charm of Windham, NY, a four-season retreat in the Catskill Mountains, just two hours from NYC! Mt. Pisgah ...
From $1357 per night (USD)VRBO
From $1149 per night (USD)VRBO
Brand NEW MINT Windham 5BR/4.5BA home on 5 acre, wooded hilltop.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
MINT 5BR, 4.5BA, brand new home. Full modern furnishing complete 5/1. Panoramic views from 5 acre hilltop with forest ba ...
From $1149 per night (USD)VRBO
From $492 per night (USD)VRBO
Charming 3-bedroom farmhouse with hot tub in the Catskills
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this serene 3-bedroom, 2-bathroom home nestled in the heart of Windham, NY! Perfect for a relaxing family geta ...
From $492 per night (USD)VRBO
From $419 per night (USD)VRBO
Stylish 3BR Getaway – 3 Minutes to Windham Mountain Resort, AC & WiFi Included!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Located in Windham, enjoy what this 3-bedroom house has to offer. With 2 king beds and 1 full bed, guests can relax in t ...
From $419 per night (USD)VRBO
From $545 per night (USD)Expedia
2 Min Walk to Windham Town | Hot Tub | Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Escape to Windham in this beautifully designed, pet-friendly home—just a 2-minute walk to the village’s charming shops, ...
From $545 per night (USD)Expedia
From $564 per night (USD)VRBO
Ski, Hike & More: Year-Round Gem in Windham
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Walk to Main Street Shops & Restaurants | Amazing Bird Watching | Secluded Deck w/ Grill Escape to the mountains at thi ...
From $564 per night (USD)VRBO
From $256 per night (USD)Expedia
MIRROR CABIN IN THE FOREST WITH HOT TUB
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mirror Cabin Retreat | Modern Luxury in the Catskills Discover the ultimate Catskills getaway at this one-of-a-kind mir ...
From $256 per night (USD)Expedia
From $332 per night (USD)VRBO
Whispering River / EV / Mins to Windham and Hunter Mtn
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the newly renovated house with central Heating and Cooling located just minutes from skiing, hiking and every ...
From $332 per night (USD)VRBO
From $883 per night (USD)VRBO
THE PAINTED COW- 5 acre farm, walk to Mainstreet, 1 mile to slopes in Windham!!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Escape to Nature in All Four Seasons! This beautifully renovated 1900s farmhouse hosted by a 5 year Superhost is unique ...
From $883 per night (USD)VRBO
From $2718 per night (USD)VRBO
Family-Friendly Windham Estate, Swimming Pond, Spa
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 24
Summary: Escape to the ultimate Catskills retreat at APRES HAUS! This 8-BR, 6.5-BA home on 10.5 acres features a natural ...
From $2718 per night (USD)VRBO
From $557 per night (USD)Expedia
Modern A-Frame Cabin 3BR + Loft Luxury Retreat in Windham, NY
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discover year-round comfort and style at this beautifully designed A-frame cabin just 5 minutes from Windham Mountain an ...
From $557 per night (USD)Expedia
From $425 per night (USD)VRBO
Tiny Cabin #1 by Windham NY Escape 'Catskill Gem'
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in the Catskills, Cabin 1 at Windham Escape is a cozy 500 sq ft retreat with rustic charm and modern comforts. I ...
From $425 per night (USD)VRBO
From $373 per night (USD)Expedia
Tiny Cabin #2 by Windham NY Escape 'Cozy Stay'
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Tiny Cabin 2 offers the perfect mix of mountain tranquility and cozy comfort. With 500 sq ft of thoughtfully arranged sp ...
From $373 per night (USD)Expedia
From $373 per night (USD)VRBO
Tiny Cabin #3 by Windham NY Escape 'Forest View'
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape the noise in Tiny Cabin 3, a cozy 500 sq ft retreat surrounded by woods and wildlife. It comfortably accommodates ...
From $373 per night (USD)VRBO
From $373 per night (USD)Expedia
Tiny Cabin #4 by Windham NY Escape 'Cabin Comfort'
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Tiny Cabin 4 is a peaceful retreat in the Catskills, where forest views and the gentle sounds of nearby Batavia Kill cre ...
From $373 per night (USD)Expedia
From $381 per night (USD)VRBO
Tiny Cabin #5 by Windham NY Escape 'Scenic Stay'
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax in Tiny Cabin 5, nestled on a peaceful hillside with tranquil forest views. This 500 sq ft cabin comfortably sleep ...
From $381 per night (USD)VRBO
From $562 per night (USD)VRBO
Windham, Ski House, 4 Bedroom, Windham Mountain, Fire Pit.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy the perfect Windham ski getaway in this spacious 4-bedroom, 2.5-bath home located just 2 miles from the mountain. ...
From $562 per night (USD)VRBO
From $1401 per night (USD)VRBO
Luxe 8BR Windham Lodge | Theater, Walk to Slopes
- Bedrooms:
- 6
- Bathrooms:
- 1
- Sleeps:
- 16
Unwind at Wanderwood Lodge, an 8BR retreat steps from the slopes at Windham Mountain. Cozy up by wood-burning fireplaces ...
From $1401 per night (USD)VRBO
From $701 per night (USD)Expedia
Unwind Windham, Chalet
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
<p>Welcome to <strong>Unwind Windham</strong>, a stunning mountain chalet designed for relaxation and adventure. </p> ...
From $701 per night (USD)Expedia
From $505 per night (USD)VRBO
Perfect Relaxation After a Day of Windham and Hunter Mountain Adventures
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Warm up in a delightful 3-bedroom chalet in Maplecrest. This welcoming house features 3 queen bedrooms, 2 full bathrooms ...
From $505 per night (USD)VRBO
From $655 per night (USD)Expedia
Modern 3BR/4BA Windham chalet w/ hot tub, views & mins to ski, bars, dining!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 11
Escape to Fun, Adventure, and Comfort: Your Dream Mountain Chalet in Windham, NY Welcome to Your Perfect Mountain Getawa ...
From $655 per night (USD)Expedia