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Vacation rentals in Woodstock

Vacation rentals in Woodstock

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Top-rated vacation 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 bath
    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:

    “My partner and I absolutely loved our stay at this romantic cottage. It truly brought us peace in a stressful world. Being right on the babbling brook was so calming and we slept so well. The hosts added so many nice touches such as fresh picked wildflowers in the kitchen. We also loved cooking on the grill and making a firepit at night and sitting under the stars. Also the shower with the skylight was fabulous. It felt like a spa shower! I would 100 percent recommend this place to friends. It was the perfect getaway from the city.”

  • Woodstock Historic Artist Estate - Cottage House
    SUPERHOSTEntire house · 4 guests · 2 beds · 1 bath
    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:

    “Nin’s carriage house was so lovely, we had the most wonderful weeks by the stream in hail, snow and sun. Made fires and bbqs. By the end, we were knee deep in the water and crossing logs and rocks to explore. Fell asleep to the sound of rushing water (spring melt). As New Yorkers, it was a true getaway. Master bedroom was super comfortable. Lots of ants. If staying for a longer period (more than two weeks) be sure to bring one’s own supplies, re tissue paper, dishwasher detergent, charcoal. We were welcomed warmly but still left to enjoy our privacy and the beautiful grounds. Will certainly be back... soon!”

  • Just Be Byrdcliffe
    SUPERHOSTEntire guest suite · 6 guests · 4 beds · 1 bath
    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:

    “A great place to stay. My boyfriend and I loved the little stone sitting area in the apartment, it was really cozy and warm and we had a great time drinking wine and playing cards after playing out in the snow in the surrounding property for a few hours. Gillian is very kind but not overbearing-- you really feel like you have the place to yourself. It was the perfect weekend escape from the city, and the town is very cute as well! Made me dream of moving!”

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Popular amenities for Woodstock vacation rentals

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

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