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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.

  • The Carriage House: Studio
    SUPERHOSTEntire guesthouse · 2 guests · 1 bed · 1 bath
    The Carriage House: Studio

    We offer a private studio apartment located on the second floor of this wonderfully restored 2 unit carriage house, built in the early roarin' 20's! It offers a blend of modern amenities, with more traditional countryside accents. The traditional design of the studio allows light to pour through the apartment, while making adjustments for sleeping in easy. This truly unique space is a perfect place to take a weekend to relax, and enjoy our exterior grounds!

    What guests are saying:

    “Cozy space, close to town and hiking trails, with all the cooking supplies you’d need. The shower is a bit small (probably 3x3), just in case that’s important to you, but everything was spotless and really comfortable!”

  • 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 grape-vined 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:

    “You won't find a cottage like this. It quaint, super cozy, warm upon entry (we came first truly cold weekend of season), sits in the forest with a babbling brook running right off the back bedroom and deck! And you are walking distance to everything, you will never need your car to get anywhere in town. The owners are beyond prepared for their guests, super responsive. We will be back. This place made a short list of places that we must return to!”

  • 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!”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
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  • Unique stays

Popular amenities for Woodstock holiday rentals

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

Other great holiday rentals in Woodstock

The Carriage House: Studio
SUPERHOSTEntire guesthouse
The Carriage House: Studio
Price:$141 AUD / night
Just Be Byrdcliffe
SUPERHOSTEntire guest suite
Just Be Byrdcliffe
Price:$193 AUD / night
Woodstock cabin 3 miles from town
SUPERHOSTEntire cabin
Woodstock cabin 3 miles from town
Price:$183 AUD / night
Famous Architect - Streamside Cottage w/ hot tub
SUPERHOSTEntire cottage
Famous Architect - Streamside Cottage w/ hot tub
Price:$224 AUD / night
Hotel Woodstock - Aster Suite
SUPERHOSTEntire apartment
Hotel Woodstock - Aster Suite
Price:$79 AUD / night
Romantic Cottage on the Stream, Walk to Town
SUPERHOSTEntire cottage
Romantic Cottage on the Stream, Walk to Town
Price:$267 AUD / night
Ophelia - Classic Woodstock Artist House
SUPERHOSTEntire house
Ophelia - Classic Woodstock Artist House
Price:$223 AUD / night
Perfect Woodstock Location- Short Walk to Town
SUPERHOSTEntire guest suite
Perfect Woodstock Location- Short Walk to Town
Price:$177 AUD / night
2BR Rental in Woodstock SPA
SUPERHOSTEntire apartment
2BR Rental in Woodstock SPA
Price:$371 AUD / night
Woodstock Historic Artist Estate - Cottage House
PlusEntire house
Woodstock Historic Artist Estate - Cottage House
Price:$334 AUD / night
The Carriage House: Garden Apartment
SUPERHOSTEntire guest suite
The Carriage House: Garden Apartment
Price:$149 AUD / night
Zina's Cottage in Woodstock NY- river access
Entire guesthouse
Zina's Cottage in Woodstock NY- river access
Price:$334 AUD / night
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