
Luxury rentals in Greene County
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Top-rated luxury vacation rentals in Greene County
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NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
Immerse yourself in luxury at Timber Trail Lodge, an opulent 5-bedroom, 4 full bathroom estate nestled in Windham’s premier location. This expansive 4,000 ft² home offers the ultimate mountain escape, high-end amenities such as a modern spa, chef’s kitchen, Sonos, and an outdoor fire pit, perfect for entertaining. Adventure seekers can enjoy a private zip-line and proximity to Windham Mountain 8 minutes away. Timber Trail Lodge combines modern comfort, outdoor fun, and serene Mountain View’s

Casa Catskills: Luxury, Modern 9 Acre Escape
Escape to Casa Catskills, a modern, luxury mountain retreat on 9 private acres just 10 mins from Hunter & Windham Ski Resorts. The home’s amenities include a theater room, hot tub, sauna, pool table, multiple fireplaces, fully equipped kitchen with PFAS-free cookware and dedicated office space with beautiful mountain views. Enjoy 6 serene bedrooms (3 kings, 2 queens, 2 twins) and 5 spa-like bathrooms with radiant floors. Perfect for a wellness reset or city getaway. VIP services available.

Luna Cove: Premier Hudson Valley Getaway
Luna Cove is conveniently located between two iconic towns; Hudson, NY and Woodstock, NY. The estate offers many amenities for your leisure. You can enjoy access to a natural swimming hole, the hot tub, pickleball court, and barrel sauna! This property also offers a game room and a theater room along with a wellness spa. In addition to the main section of the home, there is a private wing with a separate external entrance featuring two bedrooms, a full bathroom, and its own kitchen area.

8BR Luxury Retreat w/ Fire pit, Games & Hot tub
Welcome to Maplewood Manor, 8-bedroom retreat on 44 acres, less than 8 min to Hunter & Windham Ski Mountains. Ideal for ski trips, family getaways and outdoor adventures. This 7000 sq ft estate blends modern amenities with rustic charm. Featuring a home gym, hot tub, ping pong, mini pool table, volleyball, and movie room. ✔ 4 Comfy King + 6 Queen Beds ✔ Endless Mountain Views with Deck, Pond + Hot Tub ✔ Fire Pit, Outdoor Dining, + BBQ ✔ 7 Smart TVs + 4K Projector ✔ 600 Mbps Wi-Fi ✔

Hudson Ridge | Hot Tub, Fire Pit & Fireplace
A stunning glass house with a breathtaking pool extending toward the Catskills. Set on 25 secluded acres in Hudson Valley, this architectural gem—featured in The New York Times—draws inspiration from Pierre Koenig’s Stahl House. Floor-to-ceiling glass surrounds two serene bedrooms, opening to a seasonal pool and year-round hot tub. Enjoy fast WiFi, two workstations, and total tranquility in this unique escape blending East Coast nature with West Coast charm.

Potter Mountain House: New Catskills Luxury Estate
Click: "Show more" to read full description. Stay in a newly restored 19th-century Greek Revival church in the high peaks of the Northern Catskills. Just 20 min to skiing at Windham Mountain! Potter Mountain House offers panoramic views from nearly every room with soaring ceilings, original wood beams, gas fireplace, chefs kitchen, office, a walk-in wine room and library within the steeple and four serene bedrooms and spa-like bathrooms.

Lux Mansion Windham: Hot Tub, Sauna, Mountain View
❆ Experience the ultimate retreat at Ulula Eco Resort, where luxury meets nature in the scenic Catskills. This 4770 sq ft chalet, made entirely of eco wood, features plush king-sized beds and a gourmet kitchen. Enjoy breathtaking views and top-notch amenities like a ground-level hot tub, sauna and cozy fire pit. Perfectly situated near Windham Ski Resort, it's the ideal base for skiing or serene mountain escapades.

Riverside Hot Tub, Cedar Sauna & Arcade Games
Riverside Hunter home with 6-person hot tub overlooking the water, Finnish cedar sauna, arcade game room, and wood-burning stove—1 minute from Hunter Mountain Resort entrance. Main Street restaurants and Fellows café are walkable, hiking trails under 5 minutes away. EV charger, fire pit, and waterfront setting with mountain views. Built for families and groups who want entertainment on-site.
Popular amenities for Greene County luxury vacation rentals
Other great luxury vacation rentals in Greene County

8BR Luxury Retreat w/ Fire pit, Games & Hot tub

Potter Mountain House: New Catskills Luxury Estate

Luna Cove: Premier Hudson Valley Getaway

Riverside Hot Tub, Cedar Sauna & Arcade Games

Casa Catskills: Luxury, Modern 9 Acre Escape

Lux Mansion Windham: Hot Tub, Sauna, Mountain View

Hudson Ridge | Hot Tub, Fire Pit & Fireplace

NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Jiminy Peak Mountain Resort
- June Farms
- Windham Mountain
- Catamount Mountain Ski Resort
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Mohonk Preserve
- Taconic State Park
- Plattekill Mountain
- Thacher State Park
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Peekamoose Blue Hole
- Zoom Flume
- Bousquet Mountain Ski Area
- Millbrook Vineyards & Winery
- Rensselaer Polytechnic Institute
- Hudson Chatham Winery
- MVP Arena
- Lake Minnewaska
- Benmarl Winery
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