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Windham Rentals

From $679 per night (USD)
VRBO
Condo in Windham Mountain Village
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Spacious condo for family and friends in WMV, large open space , indoor fireplace , hassle free , steps from the slope, ...
From $679 per night (USD)
VRBO
From $662 per night (USD)
Expedia
Great for Families & Groups!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Newly renovated (4 bed and 2 full baths) Windham Mountain ski house, 3 miles from Windham mountain and 12 miles from Hun ...
From $662 per night (USD)
Expedia
From $198 per night (USD)
VRBO
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
SPACIOUS 2-STORY DOWNTOWN TOWNHOUSE; 12 ft Ceiling and A/C! Relax in the fresh mountain air... 30 foot private balcon ...
From $198 per night (USD)
VRBO
From $1828 per night (USD)
Expedia
Restored Firehouse One Minute to Skiing on Main St
Bedrooms:
1
Bathrooms:
4
Sleeps:
18
This four bedroom with two baths comes with every amenity. It is located in a restored firehouse with a 16 foot x 9 foo ...
From $1828 per night (USD)
Expedia
From $397 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 walkin ...
From $397 per night (USD)
VRBO
From $1063 per night (USD)
Expedia
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 $1063 per night (USD)
Expedia
From $691 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
Highest-rated superhost Airbnb- new to VRBO! Escape to Nature in All Four Seasons at this beautifully renovated 1900s f ...
From $691 per night (USD)
VRBO
From $358 per night (USD)
VRBO
Fabulous house with AC in charming Windham-located right by Windham Mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located in Windham, this house is a dream. With 4 bathrooms equipped with amenities like a bathtub and hair dryer, guest ...
From $358 per night (USD)
VRBO
From $587 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 $587 per night (USD)
VRBO
From $522 per night (USD)
VRBO
Cozy townhouse steps away from Windham Mountain- zip code 12496
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
Note: When making vacation reservations, please plan ahead by including lift tickets in your purchase – advanced purchas ...
From $522 per night (USD)
VRBO
From $540 per night (USD)
VRBO
Waterfront Secluded Log-house w/Sauna, Games, More, Mins To Town & Activities
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This beautiful getaway in the heart of the Catskill mountain region is the perfect oasis for creating memories that will ...
From $540 per night (USD)
VRBO
From $555 per night (USD)
Expedia
Beautifully Restored 6BR in the heart of Windham
Bedrooms:
3
Bathrooms:
6
Sleeps:
13
Enjoy our lovingly restored home in the heart of Windham. Built in 1902, Windham Walk has just finished a complete renov ...
From $555 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Windham: Golf, Fish, NY Safety Track, Disc Golf, Hull-O Farms & more all nearby!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Our comfy home has 4 Bedrooms - 2 King size bedrooms, 2 Queen size Bedroom. One full bathroom upstairs and 1 full bat ...
From $400 per night (USD)
VRBO
From $306 per night (USD)
VRBO
Windham Family Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This three bedroom, two bath home with many new amenities and a wood burning stove sleeps up to 9 people (max 8 adults) ...
From $306 per night (USD)
VRBO
From $856 per night (USD)
VRBO
NEW - Gorgeous Modern Lodge w/ Mt View - 5 Min to Skiing
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Viridian Lodge is a vacationer’s dream midcentury modern lodge and home away from home. Set on almost 4 acres of land wi ...
From $856 per night (USD)
VRBO
From $918 per night (USD)
VRBO
Steps away from the magic carpet that brings you right to the lodge!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Enjoy beautiful mountain views while soaking in the hot tub after a great day on the slopes! This townhouse is convenien ...
From $918 per night (USD)
VRBO
From $447 per night (USD)
VRBO
Wonderful mountain home for all of your family adventures!
Bedrooms:
2
Bathrooms:
4
Sleeps:
15
Welcome to our cozy mountain retreat! Our beautiful and spacious cabin is perfect for your next getaway. Whether you’re ...
From $447 per night (USD)
VRBO
From $284 per night (USD)
Expedia
2 Bedroom Townhouse in front of Windham Mountain Ski Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This 2 bedroom, 2 bath Townhouse with loft is located at the top of Windham Mt Village a very short easy walking distanc ...
From $284 per night (USD)
Expedia
From $140 per night (USD)
VRBO
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
HIDDEN GEM IN CATSKILLS. Relax in the fresh mountain air! Light-filled cozy studio on Main St in downtown Windham. S ...
From $140 per night (USD)
VRBO
From $589 per night (USD)
VRBO
Gorgeous Windham Retreat With Views Of The Slopes Only 3 Minutes To Town!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Stunning Windham Log Cabin Retreat! This spacious home has 4 bedrooms and 3 and 1/2 bathrooms. Sleeps 8-10 (1 King, 2 ...
From $589 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
VRBO
From $270 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 $270 per night (USD)
Expedia
From $450 per night (USD)
VRBO
Catskill house great for fall hiking and winter skiing!
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 $450 per night (USD)
VRBO
From $1112 per night (USD)
Expedia
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Black Bear Cabin: Your Luxurious Ski, Golf and Mountain Retreat Luxury 3,300 sqft Ski and Golf Chalet with 4 bedrooms + ...
From $1112 per night (USD)
Expedia
Click For Pricing
VRBO
Windham House with Hot Tub perfect for families
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Spacious restored family house just, 1.7 miles from Ski Windham and 6.7 miles from Hunter Mountain. Three large family r ...
Click For Pricing
VRBO
From $481 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 $481 per night (USD)
Expedia
From $661 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 $661 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Rustic Mountain view Cabin 5 mins to Ski Area!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Steps from the Mountain! Just 1 mile away with a crisp mountain view, our beautiful chalet is a mere 5 minute drive from ...
From $216 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Mountain view apartment, 5mins to Ski Area!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Steps from the Mountain! Just 1 mile away with a crisp mountain view, our beautiful chalet is a mere 5 minute drive from ...
From $207 per night (USD)
VRBO
From $1025 per night (USD)
Expedia
EAT, DRINK, PLAY & RELAX in Windham
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Getaway w/family and friends! From the exciting game room, to the tranquil firepit, to the open floorplan, you, your fa ...
From $1025 per night (USD)
Expedia
From $377 per night (USD)
VRBO
Windham/Hunter Mountain
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Relax and enjoy our large home located on a private secluded block. Offering 4 master bedrooms with 3 full size bathroo ...
From $377 per night (USD)
VRBO
From $115 per night (USD)
Expedia
Cozy Cabin Condo by the Mountain, 5mins to skiing!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the Mountain! Just 1 mile away with a crisp mountain view, our beautiful chalet is a mere 5 minute drive from ...
From $115 per night (USD)
Expedia
From $542 per night (USD)
VRBO
BREATHTAKING VIEWS, Contemporary, located 2,500' off road, 25 acre estate!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Perfect mountain getaway for all seasons! Skiing, hiking, biking, golfing, fishing or just relaxing! Enjoy the best of ...
From $542 per night (USD)
VRBO
From $1451 per night (USD)
Expedia
Windham Moutain Ski House: Walk on & off Slopes - Families Only!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
FAMILIES ONLY, PLEASE. NO PARTIES! Family weekend home that we rent when we go skiing out West. Walk down steps behind ...
From $1451 per night (USD)
Expedia
From $1089 per night (USD)
VRBO
ON MTN!Welcome to our Windham MTN Escape! AVAILABLE for 2025 season Dec-Mar
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
I have dates blocked off please send inquiry if you are interested in any dates. PM ME ON FB or send inquiry If interest ...
From $1089 per night (USD)
VRBO
From $164 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 $164 per night (USD)
Expedia
From $305 per night (USD)
VRBO
Red Fox T.H. & Spa hot tub - mini golf tee off & outside living room & firepit
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Red Fox Townhouse is located in Windham! ...
From $305 per night (USD)
VRBO
From $1517 per night (USD)
Expedia
Windham Mountain Village Townhouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Newly Renovated Mountain Side Townhome. Featuring 2 Bedrooms with a Loft. Spacious open concept including a Fire Place, ...
From $1517 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Cozy Catskills Getaway w/ Yard & Mtn Views!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Surrounded by stellar mountain views and endless all-season adventure, this vacation rental is an ideal spot to jumpstar ...
From $231 per night (USD)
VRBO
From $1625 per night (USD)
VRBO
Windham Private heated indoor pool.
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Escape the big city and visit our newly renovated and furnished Catskill Mountain retreat! Enjoy all the comforts of hom ...
From $1625 per night (USD)
VRBO
From $1226 per night (USD)
VRBO
NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Unit 2: This brand new 3600 square foot townhome boasts 5 bedroom and 5 1/2 baths directly across from Windham Mountain. ...
From $1226 per night (USD)
VRBO
From $510 per night (USD)
Expedia
WINDHAM HOME SLEEPS 10 - 1 MILE TO SLOPES !
Bedrooms:
1
Bathrooms:
4
Sleeps:
11
Location, Location, Location - This conveniently located home has you positioned close to all Windham has to offer. 1 mi ...
From $510 per night (USD)
Expedia
Click For Pricing
VRBO
Windham Ridge Townhouse w/ Beautiful Views - Seasonal Rental
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Have your own townhouse and ski at beautiful Windham Mountain. This beautiful townhouse is in great condition with fresh ...
Click For Pricing
VRBO
From $1183 per night (USD)
Expedia
ON MOUNTAIN - 4 BED, 4 BATH RETREAT - WALK TO SLOPES!
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Welcome to your Windham Retreat! Enjoy incredibly easy access to some of the best skiing in New York. This home has all ...
From $1183 per night (USD)
Expedia
From $2115 per night (USD)
VRBO
NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Unit 1: This brand new 3600 square foot townhome boasts 5 bedroom and 5 1/2 baths directly across from Windham Mountain. ...
From $2115 per night (USD)
VRBO
From $665 per night (USD)
Expedia
Luxury Windham Mtn Slope Side 3 BDRM Condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
All three bedrooms have on-suite bathrooms. (1King, 1 Queen, Bunkbeds (sleeps 4) The property features a heated pool a ...
From $665 per night (USD)
Expedia
From $270 per night (USD)
VRBO
5 Minutes from Windham Mountain
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Chalet Chickadee is a beautiful European style 2 bedroom apartment in a duplex chalet style home with Windham Mountain v ...
From $270 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Cutest Cabin in Windham walking trail to MTN views corn hole mini golf BBQ grill
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Cutest Cabin is the perfect stay for 2 people! Located only minutes away to town & ski slope-snow tubing Across the ...
From $196 per night (USD)
Expedia
From $610 per night (USD)
VRBO
Slope Views: Luxe Windham Retreat w/ Hot Tub!
Bedrooms:
3
Bathrooms:
5
Sleeps:
17
Multiple Living Spaces | Outdoor Entertainment Area | Windham Mountain Ski Resort Local wineries, delicious eateries, a ...
From $610 per night (USD)
VRBO
From $270 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 $270 per night (USD)
Expedia
From $392 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 $392 per night (USD)
VRBO
From $1293 per night (USD)
Expedia
Contemporary Renovated Retreat with Mountain Views, Ski-In/Ski-Out,...
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Windham Mountainside Marvel Contemporary Renovated Retreat with Mountain Views, Ski-In/Ski-Out, Spacious Living Spaces ...
From $1293 per night (USD)
Expedia
From $301 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 $301 per night (USD)
VRBO
From $1404 per night (USD)
VRBO
EXCLUSIVE, EXQUISITE & UNFORGETTABLE MOUNTAIN OASIS
Bedrooms:
7
Bathrooms:
9
Sleeps:
18
Copper Ridge Estate | 9BR Luxury Mountain Retreat w/ Theater, Pool, Gym & Concierge Sleeps 18 · 9 Bedrooms · 8+ Baths · ...
From $1404 per night (USD)
VRBO
From $738 per night (USD)
VRBO
5-Star Lux Condo, Heated Pool, Hot Tub, Ski in/out @ Windham
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
All of the furniture, linens and amenities are brand new! We are at the base of the mtn and it is ski in/out -- perfec ...
From $738 per night (USD)
VRBO
From $1953 per night (USD)
VRBO
Windham Log Cabin on 35 Acres. Family friendly.
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
5300 square foot house on 35 acres with views of the Western Catskills. The house sits on a 20 acre parcel with 5 Acres ...
From $1953 per night (USD)
VRBO
From $419 per night (USD)
VRBO
Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our charming timber frame home offers a unique aesthetic appeal - a harmonious combination of rustic warmth and modern f ...
From $419 per night (USD)
VRBO
From $410 per night (USD)
VRBO
Windham Mountain Ski House with great views of Windham and the Valley.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Great views of Windham Mountain and the valley left and right. The house is 1.3 miles from Ski Windham. Large living roo ...
From $410 per night (USD)
VRBO
From $1346 per night (USD)
VRBO
Luxury Home on Windham Mountain! Walk to Slopes
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Come enjoy the finest that Windham Mountain has to offer in this spacious, contemporary ski home with breath-taking moun ...
From $1346 per night (USD)
VRBO
From $1071 per night (USD)
Expedia
Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Among the nicest properties in Windham. Lovely large home nestled quietly on 12 usable acres with bucolic bridle paths j ...
From $1071 per night (USD)
Expedia
From $783 per night (USD)
VRBO
5-Star. Luxury Condo, Heated Pool, Hot Tub, Ski in/out @ Windham
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This is a one-of-a-kind ski rental and the first rented in 2019. It is 3 Bedrooms + Den (sleep sofa) and 4 full bathroo ...
From $783 per night (USD)
VRBO
From $679 per night (USD)
VRBO
Above & beyond. Perfect house for family, friends & fresh air.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
After a complete renovation we are back and ready to host ! Our condo is perfect for families & friends looking for a gr ...
From $679 per night (USD)
VRBO
From $802 per night (USD)
VRBO
All Season Luxury Condo in Windham/ Ski On - Ski Off
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Beautiful four bedroom, four bathroom condo right on the slopes at Windham Mountain in New York's Catskill Mountains. T ...
From $802 per night (USD)
VRBO
From $1000 per night (USD)
VRBO
HOLIDAY DREAM COME TRUE! Modern Catskills Cabin with Mountain Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to a wonderful oasis of tranquility. Beautiful bright A-frame home sited on 10 secluded private acres with open ...
From $1000 per night (USD)
VRBO
$\New Home\ Idyllic Mt Views ,Pond & Horse farm views 2 min to Town$
From $504 per night (USD)
VRBO
\"New Home\" Idyllic Mt Views ,Pond & Horse farm views 2 min to Town
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Beautifully constructed 2019 new home on a property with gorgeous mountain range views and horse farm views. Large open ...
From $504 per night (USD)
VRBO
From $854 per night (USD)
VRBO
Stunning Chalet style home with 8 Person Hot Tub, Fire pit & Sauna & steam rm.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
A spectacular open floor plan with a gas fireplace and grand dining room. The entryway has a custom wet bar with wine fr ...
From $854 per night (USD)
VRBO
From $569 per night (USD)
VRBO
Blue Spruce Chalet — Hot Tub, Pet Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover the charms of an authentic chalet featured in INSIDER in 2022 with breathtaking views, a hot tub, working wood- ...
From $569 per night (USD)
VRBO
From $1315 per night (USD)
VRBO
New Custom Built Catskill Mountain Chalet with Elevator
Bedrooms:
4
Bathrooms:
6
Sleeps:
8
This 6 Bedroom, 4 bath chalet is ski in/ski out and directly on the Windham mountainside just a short walk from the base ...
From $1315 per night (USD)
VRBO
From $1100 per night (USD)
VRBO
Summer at Windham Mountain! On mountain 5 bedroom Retreat!
Bedrooms:
3
Bathrooms:
5
Sleeps:
22
This 2000 foot home boasts 5 bedrooms and 3 1/2 bathrooms. During the winter you can walk to skiing and the adventure pa ...
From $1100 per night (USD)
VRBO
From $387 per night (USD)
Expedia
Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful Country Setting 3 min to Windham town center w Large deck/ New Hot Tub and Large Wood Fire pit across our b ...
From $387 per night (USD)
Expedia
From $457 per night (USD)
VRBO
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 $457 per night (USD)
VRBO
From $700 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 $700 per night (USD)
Expedia
From $716 per night (USD)
VRBO
Panoramic views four minutes to Windham Mountain skiing.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Welcome to the Windham Round Haus located just minutes from Windham Mountain. Our home is located on a private street a ...
From $716 per night (USD)
VRBO
From $373 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 $373 per night (USD)
Expedia
From $660 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 $660 per night (USD)
VRBO
From $2438 per night (USD)
Expedia
Fireplaces, Home Theater, Ski-In/Out Windham Lodge
Bedrooms:
6
Bathrooms:
8
Sleeps:
16
Unwind at Wanderwood Lodge, an 8BR retreat with ski-in/ski-out access on Windham Mountain. Cozy up by wood-burning firep ...
From $2438 per night (USD)
Expedia
From $389 per night (USD)
VRBO
Private Hilltop Retreat Near Windham Mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Stunning Views of Winter Slopes | Playroom Shed for Kids Plan a mountain getaway the whole family will love — ski trips ...
From $389 per night (USD)
VRBO
From $677 per night (USD)
Expedia
Unwind Windham, Chalet
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
<p>Welcome to <strong>Unwind Windham</strong>, a stunning mountain chalet designed for relaxation and adventure. </p> ...
From $677 per night (USD)
Expedia
From $234 per night (USD)
VRBO
Delightful 3-bedroom chalet with WiFi in Windham
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This fabulous chalet in Windham offers a cozy retreat for guests. With 3 bedrooms including a queen, twin, and bunk bed, ...
From $234 per night (USD)
VRBO
From $441 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 $441 per night (USD)
Expedia
From $405 per night (USD)
VRBO
Sauna, Mnt Views, Hot tub, <2 mins to slopes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
You'll love our Ski house for your trip to Windham Mountain! Here's why: - Centrally located to 2 mins from the village ...
From $405 per night (USD)
VRBO
From $2298 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 $2298 per night (USD)
VRBO
From $1956 per night (USD)
VRBO
Condo on Windham Mountain - Greene County
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautiful, newly renovated three bedroom, three bathroom condo right on the slopes at Windham Mountain in New York's Cat ...
From $1956 per night (USD)
VRBO
From $369 per night (USD)
Expedia
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 $369 per night (USD)
Expedia
From $392 per night (USD)
VRBO
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 $392 per night (USD)
VRBO
From $398 per night (USD)
Expedia
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 $398 per night (USD)
Expedia
From $258 per night (USD)
VRBO
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 $258 per night (USD)
VRBO
From $294 per night (USD)
Expedia
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 $294 per night (USD)
Expedia
From $315 per night (USD)
VRBO
The Haüs Windham - Luxury 2 Bedroom Suite w Loft
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $315 per night (USD)
VRBO
From $1132 per night (USD)
VRBO
Brand New Luxury Ski Cabin - 2 Mi to Windham Mtn!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Witness the breathtaking beauty of the Catskill Mountains at this stunning 6-bed, 5.5-bath vacation rental. Nestled in n ...
From $1132 per night (USD)
VRBO
From $281 per night (USD)
VRBO
Newly Built 1200sq ft Guest House 4min to Ski & Hiking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful newly built 1200 sq ft cozy log guest house, w vaulted ceiling’s and a gas fireplace for a charming indoor exp ...
From $281 per night (USD)
VRBO
From $768 per night (USD)
Expedia
Ski Ridge Golf farmhouse
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 $768 per night (USD)
Expedia
From $808 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 $808 per night (USD)
VRBO
From $740 per night (USD)
Expedia
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This is a beautiful log home on 8 acres with amazing views of Windham Mountain. The home is a unique one that is made o ...
From $740 per night (USD)
Expedia
From $1222 per night (USD)
VRBO
5 Bedrooms 5 1/2 Bath Ski Area Views, Walk to Skiing, Huge Common Space & Decks!
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Unit 3: This brand new 3600 square foot townhome boasts 5 bedroom and 5 1/2 baths directly across from Windham Mountain. ...
From $1222 per night (USD)
VRBO
From $1304 per night (USD)
Expedia
'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Canadian Log Home on 14 acres yet only 2 miles to Windham Ski Mountain. The house has 4 bedrooms plus a loft and 3 bat ...
From $1304 per night (USD)
Expedia
From $585 per night (USD)
VRBO
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 $585 per night (USD)
VRBO
From $1080 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 $1080 per night (USD)
VRBO
From $621 per night (USD)
VRBO
Luxury Ski-in Ski-Out Condo + Amenities
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Please message me for long term and/or seasonal rental inquiries. This Whisper Creek condo is located in the newest lux ...
From $621 per night (USD)
VRBO
From $2021 per night (USD)
VRBO
Windham ski in-out condo, luxury 2000+ sf modern 5BR, hot tub, pool, boot room++
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
We are renting our 2000+ sf modern, renovated, mountain facing luxury condo at Whisper Creek to someone who will take gr ...
From $2021 per night (USD)
VRBO

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Results: 104 Rentals