
Luxury rentals in Ulster County
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Top-rated luxury holiday rentals in Ulster County
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The Bluff: Designer | Views | Pool | Hot Tub
The Bluff at Eagle Hollow is a 3 bed, 2.5 bath modern haven just 2 hrs from NYC overlooking the Hudson River. Boasting floor-to-ceiling windows throughout and two decks to enjoy the stunning river views, this home is the definition of effortless style. Lounge by the pool, relax in the hot tub, get cozy by the fire pit or simply take in the views from multiple spots. Nearby towns: Marlboro (5mins), Poughkeepsie (15mins), Newburgh (20mins), Beacon (25 mins), New Paltz (25mins), Kingston (35mins)

Home Sweet Hudson: A Retreat @ Hudson Woods
A Retreat @ Hudson Woods is a luxury oasis nestled in the private woods of Kerhonkson. Nearby breweries, farms, and fine dining restaurants make Kerhonkson a true destination, but the privacy and relaxing nature of A Retreat is a peaceful draw as well. Located on 8 acres of land in the Hudson Woods development, A Retreat was recently featured in Architectural Digest. There's also a brand new custom built cedar hot tub near the pool house! Please know pool umbrellas are currently unavailable!

Historic Vanderbilt Estate Carriage House
This elegant, renovated carriage house is part of the former Vanderbilt Farm, a large model farm created by Frederick Vanderbilt as part of his vast Gilded Age estate. It was the first farm to bring fresh produce into New York City daily, on the railway owned by the Vanderbilt family. This carriage house is listed on the National Register of Historic Places jointly with a A McKim Mead & White designed farmhouse.

Greycliff: Mohonk Preserve Getaway
Welcome to Greycliff! Enjoy unobstructed, panoramic views of the Shawangunk range from this newly reconstructed four bedroom home on five private acres. Inspired by our art glass collection, Greycliff has live, work, play space for up to 8 guests in exquisite surroundings in the heart of the Mohonk Preserve and in the shadow of its dramatic ridge. Featured in Hudson Valley Magazine!

Family Manor Sleeps 18 w Pickleball, Pool, HT, FP
Fox Hill is an incredible 9-bedroom, 4.5-bath retreat in the heart of the Hudson Valley, offering indoor luxury and a private backyard oasis. Perfect for large group getaways and retreats, this home comfortably sleeps 18 guests across 3 separate levels. No weddings allowed due to local regulations.
Popular amenities for Ulster County luxury holiday rentals
Other great luxury holiday rentals in Ulster County

The Bluff: Designer | Views | Pool | Hot Tub

Greycliff: Mohonk Preserve Getaway

Home Sweet Hudson: A Retreat @ Hudson Woods

Family Manor Sleeps 18 w Pickleball, Pool, HT, FP

Historic Vanderbilt Estate Carriage House
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- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Catamount Mountain Ski Resort
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- Windham Mountain
- Hunter Mountain Resort
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- Brotherhood, America's Oldest Winery
- Kent Falls State Park
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- Opus 40
- Benmarl Winery
- Storm King Art Center
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- Warwick Valley Winery & Distillery
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