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Woodstock, New York, United States of America
Photo by Marina Timo

Woodstock vacation rentals

We found 731 vacation rentals — enter your dates for availability

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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Top rated rentals — Woodstock
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...

Brendan T.
Brendan T.

Troy

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...

michael P.
michael P.

Tallahassee FL

Stayed Nov 2021

Great weekend!

Bob and Roberta have thought of everything at this sweet, creek side cottage in the heart of Woodstock village. The house was immaculate, the rules were clear and our hosts and the hosts made us feel welcome with a sweet, personalized welcome. We hav...

Shannon W.
Shannon W.

Newtown Square

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...

Kristen Y.
Kristen Y.
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...

Haig S.
Haig S.
Stayed Oct 2021

Stunning!

We previously visited Debbie’s cottage in June and, because we loved it so much, we returned for a late autumn weekend trip! The property was still in immaculate condition and continues to be situated in a prime location, but in terms of the “view” a...

Grant Z.
Grant Z.
Stayed Oct 2021

Warm, Welcoming Woodstock Wow Home!

The moment the homeowner personally confirms your reservation, you know that your stay is going to be special. Thoughtful, considerate communication and care was given from arrival to check-out. The house is sparkling, spacious, warm and inviting, an...

barbara m.
barbara m.

malverne, ny

Stayed Oct 2021

Our favorite place to stay in Woodstock

We stayed here 5 years ago and came back for a relaxing week with our toddler. Our week was a bit less relaxing when a huge storm knocked out the power for almost 2 days, but David was great, he kept us posted about updates from the power company and...

Jane L.
Jane L.

Find the best place to stay — Woodstock

Beautiful, Tranquil Woodstock Mountain House with Hot Tub and Ping Pong

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
$295 avg/night
(127)

Mountain Stream Retreat: rustic elegance, decks overlooking stream, wood stove!

Sleeps 2 · 1 Bedroom · 1 Bathroom
$155 avg/night
(72)

Village Center: Gracious & Spacious Retreat "Above the Books"

Sleeps 4 · 2 Bedrooms · 1 Bathroom
$145 avg/night
(123)

Streamside Cottage Walking Distance to Town of Woodstock

Sleeps 4 · 1 Bedroom · 1 Bathroom
$216 avg/night
(113)

NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!

Sleeps 2 · Studio
$134 avg/night
(104)

Hotel Woodstock - Daisy Suite

Sleeps 2 · 1 Bedroom · 1 Bathroom
$109 avg/night
(17)

Search 731 vacation rentals

How many vacation rentals are available around Woodstock, NY?

Our 2021 property listings offer a large selection of 731 vacation rentals around Woodstock. From 551 house rentals to 114 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Woodstock?

Yes, of course. Vrbo has 551 Houses in Woodstock. Our other popular types of vacation rentals in Woodstock include:

  • Cabins: 114 rentals available
  • Cottages: 97 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.

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