Skip to content
Sign up
Log in
Vacation rentals in Woodstock

Vacation rentals in Woodstock

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Woodstock

Guests agree: these stays are highly rated for location, cleanliness, and more.

Romantic Cottage on the Stream, Walk to Town
SUPERHOSTEntire cottage · 2 guests · 1 bed · 1 bathroom
Romantic Cottage on the Stream, Walk to Town

The perfect cozy cottage for a romantic getaway...or just to get away. Walking distance to the quaint and funky town of Woodstock. Enjoy coffee or cocktails right on the stream on the back deck or underneath the pergola. Fall asleep to the soothing sounds of the stream and wake up to the beautiful songbirds. Have a BBQ in the lush garden or sit around the fire pit and toast marshmallows. 2% Ulster County tax included. Unfortunately, the indoor fireplace is not working at this time.

What guests are saying:

“Waking up by the sound of stream and having a morning Joe on the little deck over the creek, my husband and I were finally able to be relaxed amid the pandemic. We looked for a place for our vaca/WFH over two weeks and this cottage provided us exactly what we needed, a great base for various activities including wonderful hikes to outdoor dining (at home or restaurants). We were pleasantly surprised how good WiFi was - essential for WFH. Linda was quick to respond to any of our requests and was a wonderful host. We'll be back!”

Woodstock Historic Artist Estate - Cottage House
PLUSEntire house · 4 guests · 2 beds · 1 bathroom
Woodstock Historic Artist Estate - Cottage House

Acclaimed painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees.  Today the 800sft architect-renovated former carriage house of the estate is an updated space decorated in a warm mid-century featured as Freshgrub unique property, and most recently at Icon Design Magazine. The Carriage House comes with views to the stream and a private swim hole with waterfall, outdoor dining with charcoal grill and multiple outdoor lounge areas.

What guests are saying:

“We spent a month at Nin's beautiful cottage to kick off summer, and I've never been more sad to head home. The home is on a naturally beautiful (and immaculately kept) property, with acres of established trees and gardens, a fresh flowing stream you can submerge in, and an abundance of local wildlife making themselves visible at all times of the day. We loved cooking inside and out every day, using the log stove, and spending hours just sit/lounging outside admiring the beautiful setting. Honestly, if you're looking for somewhere to really be among pure nature - while being totally comfortable doing it - this is the place. It should also be mentioned that Nin and her wonderful family make the stay even more welcoming. We cannot wait to return with our daughter, who learned how to run and climb while we were there :)”

Just Be Byrdcliffe
Entire guest suite · 6 guests · 4 beds · 1 bathroom
Just Be Byrdcliffe

Historic Byrdcliffe artist's retreat. As part of the original Byrdcliffe Arts Colony est. in 1902 ... it is located on Guardian Mountain in the middle of Woodstock and has been a wildlife preserve for over 100 years. Peace, quiet and creativity in the Heart of the Catskills. Breathe fresh air & see the stars. Perfect for nature lovers, artists and hikers. Everyone is welcome!

What guests are saying:

“This is a unique place in Byrdcliffe, Woodstock! If you love being outside in nature and showering under the stars and really escaping from the city life then you should come out and experience this way of life. Gillian and her family are so kind and also told us a lot about the history of the neighborhood and local spots to check out. Thanks for the escape!”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Woodstock holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Woodstock

Woodstock cabin 3 miles from town
SUPERHOSTEntire cabin
Woodstock cabin 3 miles from town
Price:$ 176 SGD / night
Restored Farmhouse with Yoga Studio
PLUSEntire cabin
Restored Farmhouse with Yoga Studio
Price:$ 610 SGD / night
Woodstock Charmer
SUPERHOSTEntire bungalow
Woodstock Charmer
Price:$ 206 SGD / night
Dreamcatcher Cottage | Mtn View, Mins to Tinker St
SUPERHOSTEntire cottage
Dreamcatcher Cottage | Mtn View, Mins to Tinker St
Price:$ 271 SGD / night
Sweeping mountain view/newly built 3 bedroom house
SUPERHOSTEntire house
Sweeping mountain view/newly built 3 bedroom house
Price:$ 434 SGD / night
Woodstock Way Hotel's Waterfall Cottage
Entire cabin
Woodstock Way Hotel's Waterfall Cottage
Price:$ 587 SGD / night
The Carriage House: Garden Apartment
SUPERHOSTEntire guest suite
The Carriage House: Garden Apartment
Price:$ 132 SGD / night
Red Maple Studio & Spa on the Sawkill Stream
SUPERHOSTEntire guest suite
Red Maple Studio & Spa on the Sawkill Stream
Price:$ 361 SGD / night
Woodstock Serene Retreat
SUPERHOSTEntire house
Woodstock Serene Retreat
Price:$ 241 SGD / night
Airy Modern Sanctuary in town, walk to everything
SUPERHOSTEntire flat
Airy Modern Sanctuary in town, walk to everything
Price:$ 277 SGD / night
Dreamer's Paradise
SUPERHOSTEntire cottage
Dreamer's Paradise
Price:$ 172 SGD / night
Chestnut Hill Hideaway
SUPERHOSTEntire flat
Chestnut Hill Hideaway
Price:$ 275 SGD / night
Show all