Luxury rentals in Ulster County

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Top-rated luxury holiday rentals in Ulster County

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Luxe

Home in Marlboro Township

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)

Luxe

An aerial view captures a stylish retreat surrounded by greenery, featuring a spacious swimming pool with sun loungers on the edge. The main house sits prominently, framed by trees and mountains in the background, complemented by a guest house nearby.

Home in Kerhonkson

4.36 out of 5 average rating, 11 reviews

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!

Luxe

A spacious living area showcases a modern sectional sofa in neutral tones, positioned in front of a sleek coffee table. The high ceiling is adorned with a contemporary chandelier, while a staircase leads to an upper level, framed by large windows that invite ample natural light.

Place to stay in Hyde Park

5 out of 5 average rating, 3 reviews

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.

Luxe

The spacious property showcases lush greenery and a variety of amenities, including an in-ground pool and a private pickleball court. Surrounding areas are landscaped, providing a serene outdoor setting ideal for relaxation and recreation. The house is set against a backdrop of rolling hills.

Home in Hurley

4.96 out of 5 average rating, 46 reviews

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.