Woodstock, NY Vacation Rentals: house rentals & more

Discover a selection of 500 vacation rentals in Woodstock, NY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $109 per night, and houses and cabins are popular options for a stay in Woodstock. Either way, you'll find a rental for everyone's needs.

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Stayed Dec 2021

Perfect

Myself and 2 friends were in town to see a band perform at Levon Helm’s Barn over 2 nights and this house could not have been more perfect. Everything you could possibly need the owners have already taken care of it. Only 2 miles from the Levon’s and...

Stayed Nov 2021

Another perfect Thanksgiving week

This was our family’s third time renting this property, and it was like coming home! The setting was as beautiful as we remembered. The house is open and welcoming and has every comfort you’d need. We were even lucky enough to wake up the last mornin...

Stayed Nov 2021

Lovely weekend in Woodstock

I highly recommend this apartment in Woodstock. It’s the perfect location to walk to all the shops and restaurants in town. My friends and I stayed here to attend a concert at the Levon Helm Barn (less than 10 minutes away by car). Jeff was very easy...

Stayed Nov 2021

Cute and well-located

The property was as described and the pictures are accurate. It reminded me of the first apartment you get right out of college--tiny and cute. It's in the heart of Woodstock and you can walk to many restaurants and stores. This was our second time s...

Stayed Nov 2021

Woodstock Cottage

The cottage is on the same property as the home owner. There is a nice large yard in front. In the back there is a yard with a table and chairs and a screen room with chairs next to the stream that runs along the back. The cottage was perfect for two...

Stayed Nov 2021

Mini College Reunion

We (4 college friends) had a wonderful time staying at this property in Woodstock. We enjoyed a fall weekend and the colors on the property along with the setting, right next to a stream, were breathtaking. The house is a unique updated property with...

Stayed Nov 2021

The perfect place

My boyfriend and I rent this place for a little getaway from the city. We just loved everything about it. The fire pit, the great sheets and blankets, the warm bathroom floor, and the amazing location!!! It’s steps away from a great bakery where we w...

Stayed Nov 2021

Outstanding in every way

The property is beautiful inside and out. The interior is all wood with soaring ceilings. It was immaculate and well stocked with everything you might need. The grounds are wonderfully landscaped and there is a pool, but we were there in cooler weath...

Find the best place to stay — Woodstock

Search 733 vacation rentals

How many vacation rentals are available around Woodstock, NY?

Our 2021 property listings offer a large selection of 733 vacation rentals around Woodstock. From 554 house rentals to 115 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Woodstock?

Vrbo offers a large selection of vacation rentals near lovely places in Woodstock. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

Overlook Mountain Trailhead: 1,112 vacation rentals
Karma Triyana Dharmachakra Monastery: 1,140 vacation rentals
Woodstock Public Library: 1,080 vacation rentals
Woodstock Golf Club: 1,034 vacation rentals
Woodstock Music Shop: 1,076 vacation rentals

But there are many other points of interest around Woodstock listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Woodstock?

Yes, of course. Vrbo has 554 Houses in Woodstock. Our other popular types of vacation rentals in Woodstock include:

Cabins: 115 rentals available
Cottages: 99 rentals available
Farmhouses: 18 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Condos/Apartments and more.

Can I find a vacation rental with pool in Woodstock?

Yes, you can select your preferred vacation rental with pool among our 132 vacation rentals with pool available in Woodstock. Please use our search bar to access the selection of vacation rentals available.