Old Road Unit Rentals
From $264 per night (USD)VRBO
Windham Mtn! 2BR\/2B, Sleeps 6-8. Wi-Fi. Ski, Fine Dining, Hike, Antiquing, More!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Private WiFi for Internet & cell calling. ========================================= QUADS CONDOMINIUM: 2 bedroom, 2 ba ...
From $264 per night (USD)VRBO
From $232 per night (USD)Expedia
Cozy Gateway Gem for 2 at Widham
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A beautifully renovated condo at the Quads. Almost 600 sq of living space to your disposal with a separate bedroom and ...
From $232 per night (USD)Expedia
From $214 per night (USD)VRBO
Redwood Retreat in Windham - Pool! Tennis!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
True mountain getaway, just 2.5 hours from NYC!! Modern and clean 2 bedroom 2 bathroom townhouse minutes to Windham Mou ...
From $214 per night (USD)VRBO
From $407 per night (USD)Expedia
Windham Mountain Chalet with Treehouse sleeps 15, Game Room & fireplace
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
Large Four season country vacation house in the heart of the Windham wirh a beautiful trehouse. Close enough to all the ...
From $407 per night (USD)Expedia
From $256 per night (USD)VRBO
Relaxing Catskills Apt < 3 Mi to Windham Mountain!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Experience year-round adventures at this family-friendly home in the heart of Upstate New York! Boasting 2 bedrooms, 2 b ...
From $256 per night (USD)VRBO
From $259 per night (USD)Expedia
Spacious Apt w\/ Yard: 3 Mi to Windham Mountain
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the heart of Upstate New York, this 2-bedroom, 2-bath apartment offers easy access to Windham’s best summer a ...
From $259 per night (USD)Expedia
From $1058 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 $1058 per night (USD)VRBO
From $308 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 $308 per night (USD)Expedia
From $703 per night (USD)VRBO
Drift Haus|4.5BR+ Mountain Lodge
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Escape the ordinary at this spacious alpine lodge in the heart of Windham. Tucked into a quiet wooded setting, this five ...
From $703 per night (USD)VRBO
From $319 per night (USD)Expedia
Close to both Hunter and Windham Mnts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious townhouse has 2 Bedroom, 2 full baths! The first floor had an open floor plan with a fully-stocked kitchen, ...
From $319 per night (USD)Expedia
From $255 per night (USD)VRBO
Cozy renovated home, ideal for skiing and hiking in Catskills
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
A recently renovated Dutch farmhouse style house will charm you with its modern yet traditional feel and perfect locatio ...
From $255 per night (USD)VRBO
From $468 per night (USD)Expedia
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 $468 per night (USD)Expedia
From $463 per night (USD)VRBO
Private family home! 4 miles to Windham Mtn!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The home sits on 5.5 acres surrounded by preserved state land on a dead end, gravel private road, and is the perfect pla ...
From $463 per night (USD)VRBO
From $477 per night (USD)Expedia
Near Hunter and Windham ski resorts. Crystal Pond town house, 4BR & 3.5 bath
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This is our family's home away from home. We mostly use it in the summer and once in a while for skiing. Having kids who ...
From $477 per night (USD)Expedia
From $296 per night (USD)VRBO
4BR TOWNHOUSE MINUTES TO WINDHAM & HUNTER\nFree shuttle to Windham Mnt ski season
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Crystal Pond Complex | 1,700 Sq Ft | Windham Mountain Shuttle stops right in front of the building! 12min drive to Hun ...
From $296 per night (USD)VRBO
From $804 per night (USD)Expedia
Mountain Escape: 5BR Chalet | 6 Min to Ski Resort
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 15
Experience the allure of this 3300 sq ft chalet boasting 5 bedrooms and 4 baths, ideally situated directly across from W ...
From $804 per night (USD)Expedia
From $1031 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 $1031 per night (USD)VRBO
From $302 per night (USD)Expedia
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 $302 per night (USD)Expedia
From $202 per night (USD)VRBO
Windham getaway!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Perfectly cozy destination in the mountains for a weekend getaway or a family vacation. This condo has everything that y ...
From $202 per night (USD)VRBO
From $146 per night (USD)Expedia
Black Dome - a 2B, 2B Condo 5 min from Windham, NY, and Windham Mt.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our freshly renovated condo with mountain views is 1000 sf of stylish space. 2 bedrooms upstairs, a fully functioning ki ...
From $146 per night (USD)Expedia
From $205 per night (USD)VRBO
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 $205 per night (USD)VRBO