Top Bearsville rentals with pool or private pool - New York

Explore Bearsville rentals with pools

Serene 40x20 heated saltwater pool behind the guest cottage

Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.

Sleeps 4 · 4 bedrooms · 2 bathrooms

Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres

Sleeps 9 · 4 bedrooms · 2 bathrooms

Top rated rentals with pools - Bearsville

View of the pond/pool from the back deck

Premier Host

More than expected

The property is mint. The house has a great layout and is very clean and inviting (no shoes indoors rule a plus since i live the same way). Property manager Robyn was very communicative. Looking forward to another visitLookingLookinaanotheranothebidirectional

Roland B.

Stayed Aug 2024

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

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Frequently asked questions

Are there any holiday homes with a pool in Bearsville?

Bearsville has two holiday homes with a pool, so don't forget to pack your swimsuit. Eager to explore your surroundings? Overlook Mountain Trailhead, Karma Triyana Dharmachakra Monastery and Woodstock Music Shop are some top attractions within close reach.

How much does it cost to stay in a holiday home with a pool in Bearsville?

It doesn't get better than a holiday home with a pool, and it doesn't have to be costly with Stayz. While a range of factors will impact how much you'll pay for your getaway in Bearsville, our filters will help you find an incredible deal. Set your budget and take advantage of our "Discounts" filter to search for properties that come with savings for longer stays. With an enticing pool at your beck and call, you'll want to settle in as long as you can.

When is the best time to book a holiday home with a pool in Bearsville?

If you'd love to experience Bearsville at one of its busiest times, consider going in August. That's when temperatures range from around 14ºC (14ºC) to 27ºC (27ºC), and when most guests book a holiday home with a pool here. Of course, there are other good times to travel to this part of Ulster County, so do some homework into which month or season works for you.

What holiday homes with a pool in Bearsville have nice views?

Use the "Location" filter to find a holiday home with a pool and the views you're seeking. Begin by entering the dates you plan to visit Bearsville, then narrow your search based on the sort of area you'd rather stay in. The only thing left is to pack your swimsuit and you're ready for a splashing good time.