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Houses in Woodstock and Cottages – Holiday Lettings - Holiday Rentals Woodstock

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174 Holiday homes

Home accommodation in Woodstock

Woodstock house

2 bedrooms • 2 bathrooms • sleeps 4

from £249 / night

£1,265 / week

1 / 14

Holiday home in Woodstock

Woodstock house

4 bedrooms • 4 bathrooms • sleeps 8

from £334 / night

£2,168 - £2,460 / week

1 / 36

Woodstock holiday log cabin rental

Woodstock log cabin

2 bedrooms • 1 bathroom • sleeps 4

from £138 / night

£751 - £809 / week

1 / 29

Holiday home in Woodstock

Woodstock house

2 bedrooms • 2 bathrooms • sleeps 6

from £97 / night

£676 / week

1 / 24

Home letting in Woodstock with golf nearby

Woodstock house

5 bedrooms • 3 bathrooms • sleeps 13

from £747 / night

£3,754 - £7,658 / week

1 / 85

Holiday cottage in Woodstock

Woodstock cottage

50 bedrooms • 1 bathroom • sleeps 4

from £146 / night

£1,022 / week

1 / 13

Woodstock holiday home rental

Woodstock house

5 bedrooms • 2 bathrooms • sleeps 10

from £354 / night

£1,662 / week

1 / 14

Woodstock holiday home rental

Woodstock house

4 bedrooms • 3 bathrooms • sleeps 11

from £626 / night

£4,378 / week

1 / 41

Ski home to rent in Woodstock

Woodstock house

2 bedrooms • 2 bathrooms • sleeps 5

from £263 / night

£1,837 / week

1 / 38

Home rental in Woodstock

Woodstock house

4 bedrooms • 3 bathrooms • sleeps 12

from £459 / night

£3,211 / week

1 / 30

Woodstock holiday home accommodation

Woodstock house

3 bedrooms • 3 bathrooms • sleeps 8

from £497 / night

£3,473 / week

1 / 36

Woodstock ski home to rent.

Woodstock house

4 bedrooms • 2 bathrooms • sleeps 8

from £772 / night

£5,401 / week

1 / 54

Bearsville holiday cottage rental

Bearsville cottage

2 bedrooms • 1 bathroom • sleeps 3

from £134 / night

£934 / week

1 / 24

Woodstock holiday home rental

Woodstock house

4 bedrooms • 2 bathrooms • sleeps 6

from £275 / night

£1,924 / week

1 / 14

Tented camp rental in Woodstock

Woodstock tented camp

2 bedrooms • 1 bathroom • sleeps 4

from £314 / night

£2,195 / week

1 / 4

Bearsville holiday tented camp rental

Bearsville tented camp

1 bedroom • 1 bathroom • sleeps 4

from £117 / night

£928 / week

1 / 16

Holiday tipi/teepee in Woodstock

Woodstock tipi/teepee

1 bedroom • 1 bathroom • sleeps 4

from £137 / night

£959 / week

1 / 12

Woodstock holiday home rental

Woodstock house

2 bedrooms • 1 bathroom • sleeps 4

from £625 / night

£4,371 / week

1 / 31

Great rentals within 20 miles that match your search

Kingston holiday villa rental

Kingston villa

4 bedrooms • 5 bathrooms • sleeps 14

from £827 / night

£6,233 - £6,931 / week

1 / 23

Ski home to rent in Saugerties

Saugerties house

4 bedrooms • 2 bathrooms • sleeps 10

from £354 / night

£2,119 - £3,283 / week

1 / 27

Holiday home in Shandaken

Shandaken house

4 bedrooms • 3 bathrooms • sleeps 10

from £333 / night

£1,164 / week

1 / 12

Holiday home in Catskill

Catskill house

5 bedrooms • 4 bathrooms • sleeps 12

from £582 / night

£4,072 / week

1 / 28

Windham holiday home rental

Windham house

2 bedrooms • 2 bathrooms • sleeps 5

from £146 / night

£1,018 / week

1 / 26

West Kill holiday home rental

West Kill house

3 bedrooms • 1 bathroom • sleeps 6

from £216 / night

£1,164 / week

1 / 23

Hunter holiday log cabin rental

Hunter log cabin

4 bedrooms • 2 bathrooms • sleeps 7

from £499 / night

£2,909 - £4,072 / week

1 / 11

Holiday apartment in Hunter

Hunter apartment

4 bedrooms • 3 bathrooms • sleeps 8

from £97 / night

£679 / week

1 / 20

Finca rental in Catskill with swimming pool

Catskill finca

4 bedrooms • 2 bathrooms • sleeps 8

from £416 / night

£1,662 / week

1 / 43

Saugerties holiday studio rental

Saugerties studio

Studio • 1 bathroom • sleeps 4

from £125 / night

£998 / week

1 / 7

Holiday home in Accord

Accord house

3 bedrooms • 2 bathrooms • sleeps 5

from £499 / night

£3,490 / week

1 / 24

Windham holiday home rental

Windham house

3 bedrooms • 2 bathrooms • sleeps 8

from £333 / night

£2,082 - £2,665 / week

1 / 19

Holiday home in Saugerties

Saugerties house

1 bedroom • 1 bathroom • sleeps 4

from £209 / night

£1,249 / week

1 / 19

Holiday home in Haines Falls

Haines Falls house

9 bedrooms • 9 bathrooms • sleeps 25

from £833 / night

£3,331 / week

1 / 19

Holiday home in Jewett

Jewett house

3 bedrooms • 2 bathrooms • sleeps 7

from £142 / night

£991 / week

1 / 4

Hunter holiday apartment rental

Hunter apartment

1 bedroom • 1 bathroom • sleeps 6

from £84 / night

£583 / week

1 / 7

Holiday home rental

Pine Hill house

2 bedrooms • 1 bathroom • sleeps 4

from £56 / night

£387 / week

1 / 27

Holiday home in Windham

Windham house

5 bedrooms • 4 bathrooms • sleeps 10

from £417 / night

£4,996 / week

1 / 9

Kerhonkson holiday home rental

Kerhonkson house

3 bedrooms • 1 bathroom • sleeps 6

from £313 / night

£2,082 / week

1 / 16

West Kill holiday home rental

West Kill house

3 bedrooms • 1 bathroom • sleeps 10

from £292 / night

£750 / week

1 / 5

Holiday home in Kingston

Kingston house

1 bedroom • 1 bathroom • sleeps 2

from £208 / night

£995 / week

1 / 25

Holiday cottage in Catskill

Catskill cottage

2 bedrooms • 1 bathroom • sleeps 3

from £189 / night

£1,318 / week

1 / 19

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Woodstock holidays

With a surprisingly large arts community, rolling green hills, and friendly locals, the small and picturesque town of Woodstock has it all! The primary street that hosts a row of boutiques and charming restaurants is known as Tinker Street, but don't limit yourself to this one area. There are plenty of things to see and do across the entire town.

Here are just a few additional suggestions of things to do in Woodstock:

  • Shawangunk Mountains: This mountain range attracts people from all over the area with its rock climbing, hiking, and camping options.
  • SweetHeart Gallery: Overlooking a beautiful waterfall, this popular local gallery features artwork and crafts pieces from some of the best artists in the region.
  • Karma Triyana Dharmachakra Tibetan Buddhist Monastery: This beautiful and serene monastery is the perfect place to spend an afternoon learning about Buddhism or just simply clearing your head.

For those looking to attend local events and festivals, head to Ulster County, a short drive from Woodstock. In Ulster County you can cheer on the competitors participating in the Shandaken Primitive Biathlon in January, watch the boat rally on the Wallkill River at the New Paltz Regatta in May, or take home a piece of art from one of the best artists in the region at the Woodstock-New Paltz Art and Crafts Fair in September.

Luckily, there's a holiday rental available in Woodstock that has everything you are looking for in a getaway home. Book a luxury condo downtown or rent a secluded cabin in the woods just steps from the mountains for an unforgettable holiday experience.

If you're looking to explore the surrounding area, there are several other towns just outside of Woodstock that make for great day trips. The busy college town of Binghamton and the rolling fields of Oswego can both be reached within an hour by car.

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