Windham Rentals
From $791 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 $791 per night (USD)VRBO
From $1027 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 $1027 per night (USD)VRBO
From $1094 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 $1094 per night (USD)VRBO
From $718 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 $718 per night (USD)VRBO
From $478 per night (USD)VRBO
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 $478 per night (USD)VRBO
From $763 per night (USD)VRBO
Blue Spruce Chalet — Hot Tub, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
DESCRIPTION Two and a half hours from the city, the noise stops. Blue Spruce Chalet is an authentic Eastern White Pine ...
From $763 per night (USD)VRBO
From $1370 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 $1370 per night (USD)VRBO
From $1106 per night (USD)VRBO
SUMMER Pricing for 5 Bedroom Retreat-Windham Mountain! With Air conditioning!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
This beautifully renovated and newly furnished home boasts 5 bedrooms and can accomodate 10 guests. It also features 5 ...
From $1106 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 $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 $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 $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 $677 per night (USD)VRBO
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)VRBO
From $1225 per night (USD)Expedia
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)Expedia
From $256 per night (USD)VRBO
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)VRBO
From $287 per night (USD)Expedia
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 $287 per night (USD)Expedia
From $378 per night (USD)VRBO
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)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 $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 $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 $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 $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 $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 $268 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 $268 per night (USD)Expedia
From $201 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 $201 per night (USD)VRBO
From $241 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 $241 per night (USD)Expedia
From $201 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 $201 per night (USD)VRBO
From $268 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 $268 per night (USD)Expedia
From $430 per night (USD)VRBO
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)VRBO
From $806 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 $806 per night (USD)Expedia
From $1665 per night (USD)VRBO
'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 $1665 per night (USD)VRBO
From $543 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 $543 per night (USD)VRBO
From $547 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 $547 per night (USD)VRBO
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 $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)Expedia
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)Expedia
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 $879 per night (USD)VRBO
Stunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Brand new four bedroom cozy log home (Chalet style) nestled on 4 acres on a quiet mountain road. Easily sleeps 10 pe ...
From $879 per night (USD)VRBO
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