
Luxury rentals in Columbia County
Find and book unique accommodation on Airbnb
Top-rated luxury holiday rentals in Columbia County
Guests agree: these stays are highly rated for location, cleanliness and more.

The Rye House: Paradise w/Pool+Hot Tub
Step into The Rye House, a captivating hillside oasis with 4 bedrooms and 2.5 baths, where every detail is designed to delight and highlight the natural beauty around you. Located just off Copake Lake, this property offers sweeping vistas of the rolling hillside—just 2.5 hrs from NYC! Outdoors, enjoy a pool, built-in hot tub, outdoor dining & lounging by the firepit, and an elevated deck. Inside, well designed interiors invite you to unwind while picture windows frame scenic views. Nearby Town

Taghkanic House: Modern Oasis | Designer | Privacy
Taghkanic House is a modern Scandinavian inspired 5 bed, 3.5 bath retreat just 2 hours from NYC & minutes away from Taghkanic Lake for swimming & hiking. Set on 16 acres with sweeping views of the Catskills & designed with sustainability in mind, this eco-friendly home boasts rooftop solar panels, an EV charger, outdoor shower & large windows throughout that fill the space with natural light. Nearby towns: Hudson (20mins), Copake (20mins), Hillsdale (20mins), Catamount (30mins), Windham (45mins

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.

Pond, Gym & Movie Theater • Optional Guest House
★ Sunny Pond by AvantStay ★ - Stunning, secluded estate located on a private swimming pond - Fully equipped gym with a Peloton - Movie room and playroom stocked with toys and games - Gourmet chef’s kitchen with top-of-the-line appliances - 7 bedrooms, three living areas, two dining areas, and a home office - Expansive yard boasting serene forest views - 2 BR guest house available for an additional fee

Modern retreat, Catskill views from Pool & Hot Tub
The House on Slate Hill Road — a private 32-acre retreat with sweeping Catskills views, built for luxury group getaways, wellness weekends & milestone birthdays. Architect-designed with floor-to-ceiling windows, infinity pool (May–Nov) & year-round 7-person saltwater hot tub. Sleeps up to 14. 20 min from Hudson, 5 min to Chatham, ~2.5 hrs from NYC. Adults only.
Popular amenities for Columbia County luxury holiday rentals
Other great luxury holiday rentals in Columbia County

Pond, Gym & Movie Theater • Optional Guest House

The Rye House: Paradise w/Pool+Hot Tub

Modern retreat, Catskill views from Pool & Hot Tub

Hudson Ridge | Hot Tub, Fire Pit & Fireplace

Taghkanic House: Modern Oasis | Designer | Privacy
Destinations to explore
- Rentals with an EV charger Columbia County
- House rentals Columbia County
- Rentals with outdoor seating Columbia County
- Townhouse rentals Columbia County
- Waterfront rentals Columbia County
- Motorhome rentals Columbia County
- Tiny house rentals Columbia County
- Private suite rentals Columbia County
- Rentals with pools Columbia County
- Chalet rentals Columbia County
- Farm stay rentals Columbia County
- Rentals with a patio Columbia County
- Cabin rentals Columbia County
- Rentals with a hot tub Columbia County
- Guest house rentals Columbia County
- Hotel rooms Columbia County
- Rentals with lake access Columbia County
- Rentals with breakfast Columbia County
- Rentals with a fireplace Columbia County
- Beachfront rentals Columbia County
- Barn rentals Columbia County
- Boutique hotels Columbia County
- Flat rentals Columbia County
- Family-friendly rentals Columbia County
- Rentals with a kayak Columbia County
- Rentals with beach access Columbia County
- Rentals with a washing machine and dryer Columbia County
- Bed and breakfasts Columbia County
- Rentals with a firepit Columbia County
- Pet-friendly rentals Columbia County
- Luxury rentals New York
- Luxury rentals United States
- Hunter Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Howe Caverns
- Catamount Mountain Ski Resort
- Windham Mountain
- Butternut Ski Area and Tubing Center
- June Farms
- Taconic State Park
- Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
- Hunter Mountain Resort
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Ski Sundown
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park
- Naumkeag
- Norman Rockwell Museum
- Things to do Columbia County
- Things to do New York
- Entertainment New York
- Art and culture New York
- Sports activities New York
- Wellness New York
- Nature and outdoors New York
- Tours New York
- Food and drink New York
- Sightseeing New York
- Things to do United States
- Sightseeing United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States




