Ulster County, NY Short term rental properties for sale

Updated: May 18

Five-Cottage Short-Term Rental Compound

2465 Glasco Turnpike, Woodstock, NY 12498

$1,995,000

4,331 sqft 6.06 AC lot

Five cottages totaling 4,331 square feet on 6.06 wooded acres
Short‑term rental license conveys with the property
2024 cap rate was closer to 10; 2025 cap rate was 7 with all cottages rented
Cottage 2 was fully renovated in 2024
Cottage 3 includes two bedrooms, two bathrooms, a balcony, fireplace, and spiral staircase

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Updated: Apr 14

Updated Duplex with Private Yard

95-97 Livingston Street, Saugerties, NY 12477

$399,000

1,776 sqft 0.15 AC lot

Duplex configuration with 1,776 square feet of property space
Four‑bedroom layout with flexible two‑unit use
0.15‑acre lot with privacy fencing and garden space
Patio, porch, and wood‑burning stove
Public water and public sewer

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Residential Income Property with License

4868 New York 212, Willow, NY 12495

$795,000

2,044 sqft 3.65 AC lot

Renovated 4–5 bedroom, 3-bath home on 3.65 acres with decks, mountain views, and a transferable short-term rental license.

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Mixed-Use Building with Retail

59 5-9 Rock City Rd, Woodstock, NY 12498

$3,295,000

8,325 sqft

Residential and retail components support a diversified mixed-use configuration in Woodstock.

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Bungalow Colony Resort Property

224 Camp Road, Ellenville, NY 12428

$799,000

32.70 AC lot

Established retreat setting with seasonal bungalows, year-round residences, an inground pool, and wooded acreage.

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Multifamily Property Overlooking a Lake

348-354 Binnewater Rd, Kingston, NY 12401

$375,000

6.00 AC lot

Multiple buildings provide a four-unit configuration with a main residence, studio, and two additional homes.

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Woodstock Cottages Investment Opportunity

2465 Glasco Turnpike, Woodstock, NY 12498

$1,995,000

6.00 AC lot

Five unique cottages on six wooded acres near Woodstock.

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Updated Home with Flexible Living

95-97 Livingston Street, Saugerties, NY 12477

$399,000

1,776 sqft

Updated home offers flexible living as a single-family or two-unit.

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Renovated Kingston Mixed-Use Creative Space

76 Prince, Kingston, NY 12401

$2,800,000

Unique, renovated mixed-use property in Kingston's Midtown Arts District.

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Woodstock Cabins with Rental Freedom

2465 Glasco Turnpike, Woodstock, NY 12498

$2,500,000

Five renovated cabins on 6 acres with proven rental income.

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Short-Term Rental Portfolio with Two A-Frames

24 Burpo Ln, Kerhonkson, NY 12446

Contact for pricing

For sale portfolio includes two fully booked A-frame homes maintained by crews, with financials available upon request.

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Four-Unit Apartment Building with Deck

7180 Route 209, Wawarsing, NY 12458

Contact for pricing

Completely refinished four 1-bedroom units with a finished basement, fenced front porch, and large back deck.

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Ulster County, NY Short Term Rental Properties Market Trends and Statistics

Explore 12 short term rental properties for sale in Ulster County, NY, showcased through 12 active listings on our real estate platform. These investment opportunities span a total of 18,252 square feet of properties for sale, with an estimated market value of $15,352,000.

Sale prices for short term rental properties in Ulster County, NY start at $375,000, averaging $1,535,200, and reaching up to $3,295,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.