Ulster County Guest Houses

We selected the 886 homes worth renting in this location

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Home spotlights in Ulster County

The Dutch Farmhouse

The Dutch Farmhouse

  • 8 guests

  • 4 bedrooms

Saugerties, New York

Set between the Hudson River and the Catskill Mountains, this spectacular 18th-century farmhouse is full of upstate New York charm. Nestled in 35 acres of secluded woodland, the house is a breath of fresh air less than two hours’ drive from the hustle and bustle of Manhattan.

Woodpecker's Stop

Woodpecker's Stop

  • 2 guests

  • 1 bedrooms

Ulster County, Woodstock

Secluded in the countryside, yet just a short walk into Woodstock, this cottage is the ideal combination of away-from-it-all and convenience. The backyard is designed to make the most of the outdoors.

Antique Pine

Antique Pine

  • 6 guests

  • 2 bedrooms

Pine Bush, Crawford

In the quiet hamlet of Pine Bush on the outskirts of the Hudson Valley, this charming 1920s apartment is the perfect space to get away from it all. The interior is an eclectic blend of styles, expertly mixing antique furniture and period features with modern finishes.

Long Point

Long Point

  • 8 guests

  • 4 bedrooms

Noyack, Southampton

Set within an acre of lush green grounds, this seriously charming home is just a twenty-minute drive from the centre of Sag Harbour - undoubtedly one of New York State's best-kept secrets. This centuries-old seaside village may be known as one of the most family-friendly places in the Hamptons, but its strictly adults-only activities include a visit to the nearby Wölffer Estate vineyards to sample their famed rosé cider.


We selected the top 3% holiday homes in Ulster County Guest Houses

Explore the 886 most perfect homes in our collection

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Most popular homes in Ulster County

Crop And Saddle

Crop And Saddle

  • 6 guests

  • 4 bedrooms

Washington, Litchfield

Which Way The River

Which Way The River

  • 11 guests

  • 4 bedrooms

Shandaken, New York

The Archway

The Archway

  • 9 guests

  • 4 bedrooms

West Hurley, Hurley

Old Macdonald

Old Macdonald

  • 5 guests

  • 2 bedrooms

Stamford, New York

The Willow's Resting Place

The Willow's Resting Place

  • 6 guests

  • 3 bedrooms

Ulster County, Woodstock

Lake of Beauty

Lake of Beauty

  • 8 guests

  • 4 bedrooms

Columbia County, Livingston

Sea Aster

Sea Aster

  • 6 guests

  • 3 bedrooms

Sag Harbor, Southampton

Sweetwater Hideaway

Sweetwater Hideaway

  • 6 guests

  • 3 bedrooms

Ulster County, Woodstock

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Frequently asked questions

Looking for guesthouse style accommodation in Ulster County, New York, United States? You've come to the right place: Our homes come fully furnished with well-equipped kitchens, toiletries in bathrooms & all linen included. Book today and enjoy a short or extended stay in the best guesthouse style accommodation that Ulster County, New York, United States has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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