Ulster County family rentals

We found 2,407 family rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

September 2025

October 2025

Find the best place to stay - Ulster County

Premier Host

Legendary Big Pink in Saugerties / Woodstock Minimum 3 night booking

Sleeps 6 · 3 bedrooms · 2 bathrooms

Luxurious, Private Mtn Estate- Close to Woodstock on 15 acres w Pool and Hot Tub

Sleeps 10 · 5 bedrooms · 4 bathrooms

Premier Host

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Sleeps 2 · 1 bedroom · 1 bathroom

1890's Log Cabin ~ 230 Acre Private Reserve ~ 150’ Waterfall ~ Hiking Trails

Sleeps 12 · 5 bedrooms · 2 bathrooms

Top rated rentals - Ulster County

Premier Host

Beautiful retreat!

Cannot recommend this listing enough! Absolutely beautiful house in a nice secluded location. Only a quick drive in to local hiking spots, restaurants, and shops. Lovely place to get away from the hustle and bustle.

Victoria A.

Stayed Aug 2022

Sit stream side and enjoy the beauty of nature and our (seasonal) fire pit

Premier Host

So tranquil, superb location and wonderful hosts

We couldn't be happier with our wonderful stay at Sanctuary by the stream- it was exactly how we imagined it. Lovely clean cabin in an amazing location- the fire pit was a major bonus and the hosts were wonderful.

Leanne W.

Stayed Oct 2019