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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.

  • Tranquil Suite - Minutes from Woodstock Center
    SUPERHOSTPrivate room · 2 guests · 1 bed · 1 shared bath
    Tranquil Suite - Minutes from Woodstock Center

    A spacious suite on the lower level has a bedroom with queen bed, sofa, writing desk and clothing storage, as well as a side table with supplies for coffee or tea and a toaster oven for warming food. Down the hall is a private full bath and comfortable sitting room with a fireplace. Netflix and Amazon Prime are available, or watch a DVD from our collection. The area is pleasant and quiet, and is a three minute drive to Woodstock center. This suite can also accommodate a couple.

    What guests are saying:

    “I had a very comfortable stay at Julia's house. She is a lovely host, accomodating without being intrusive. The space is very large and private, you have a bedroom with a sitting area, a bathroom and at the end of the hall a living room. It's nicely designed. Parking is outside in the driveway, you will need a car to get around. Best part was the bed which was super comfortable, it was cool downstairs (though you can put up the heat if you want) but it made for great sleeping. Great value and I would definitely return.”

  • Woodstock cabin 3 miles from town
    SUPERHOSTEntire cabin · 2 guests · 0 beds · 1 bath
    Woodstock cabin 3 miles from town

    Charming newly renovated cabin in the woods. Full kitchen & bath & wraparound deck. Brand new Macy’s sofa bed w/very firm mattress. Up the hill from Bearsville Theater, Bear Cafe, Commune & Little Bear Chinese restaurants; just down the hill from the Byrdcliffe barn & theater. Five minutes by car to center of town. Peaceful & quiet, with easy access to any Woodstock offering that strikes your fancy--music, art, shopping, hiking, swimming,drumming, meditation--or just hanging out on the deck.

    What guests are saying:

    “A very beautiful guest house adjacent to the main house. The place was sparkling clean and charming with great interior design and comfy wrap around deck with cute little wooden bridge. Even though we showed up right after the snowfall and the hosts were not on property drive way and parking space were well plowed so that we did not have an issue getting in or out. Location is a fairly short drive from local stores and major Catskills through ways which makes it available to use as a short weekend retreat as well as a base for skiing trips. Overall loved the place and will definitely recommend it.”

  • Woodstock Historic Artist Estate
    SUPERHOSTEntire house · 9 guests · 5 beds · 2.5 baths
    Woodstock Historic Artist Estate

    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. This listing is a combined listing for two houses, the two bedroom Carriage House and the three bedroom Pond House.

    What guests are saying:

    “My husband and I had our wedding at Nin and Ralf's property this past weekend. We planned for the last year after finding their place on Airbnb and being inspired by the space, and it delivered far beyond our expectations. Nin and Ralf were easy to work with, and it is clear how much thought and love they have put into creating these amazing spaces in the beautiful greenery of Woodstock, NY. The homes were comfortable and spacious for both our families to stay the weekend, and the outdoor spaces were spacious enough for us to hold all of our wedding festivities outdoors just as we had wanted. We had numerous family members and guests raving about the beauty of the space, and we cannot wait to stay at Nin and Ralf's again the next time we are in Woodstock. We would recommend their property without any hesitation to those looking for a simple family weekend getaway or a more involved event such as ours.”

Holiday rentals for every style

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Popular amenities for Woodstock holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Woodstock

TheVlylife- Room 5, butterflies are free!
SUPERHOSTPrivate room
TheVlylife- Room 5, butterflies are free!
Price:$266 NZD / night
The Carriage House: Studio
SUPERHOSTEntire guesthouse
The Carriage House: Studio
Price:$163 NZD / night
TheVlylife-  Room 9, Snug as a bug!
SUPERHOSTPrivate room
TheVlylife- Room 9, Snug as a bug!
Price:$305 NZD / night
TheVlylife- room 4, when pigs fly!
SUPERHOSTPrivate room
TheVlylife- room 4, when pigs fly!
Price:$275 NZD / night
TheVlyLife- room 3 The hipster
SUPERHOSTPrivate room
TheVlyLife- room 3 The hipster
Price:$241 NZD / night
Serenity inn Woodstock
Private room
Serenity inn Woodstock
Price:$228 NZD / night
Joe's Country Home
Private room
Joe's Country Home
Price:$152 NZD / night
Beautiful Home in Secluded Summer Paradise
SUPERHOSTPrivate room
Beautiful Home in Secluded Summer Paradise
Price:$147 NZD / night
Airstream on 60acres foliage &hiking 7mins 2town
Campervan/RV
Airstream on 60acres foliage &hiking 7mins 2town
Price:$129 NZD / night
Woodstock’s Dreamcatcher Cabana
Tent
Woodstock’s Dreamcatcher Cabana
Price:$171 NZD / night
South room morning glory Woodstock
Private room
South room morning glory Woodstock
Price:$233 NZD / night
Entire Glamping Site: 2 Tents/Dining Gazebo/more
SUPERHOSTTent
Entire Glamping Site: 2 Tents/Dining Gazebo/more
Price:$603 NZD / night
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