Updating

Houses in Woodstock and Tented camps – Holiday Lettings - Holiday Rentals Woodstock

All filters

Filters

138 Holiday homes

Ski home to rent in Woodstock

Woodstock house

2 bedrooms • 1 bathroom • sleeps 4

6 reviews

from £270 / night

£1,884 / week

1 / 27

Woodstock holiday tented camp accommodation

Woodstock tented camp

1 bedroom • 1 bathroom • sleeps 4

from £109 / night

£858 / week

1 / 19

Great rentals within 20 miles that match your search

Ski condo to rent in Killington

Killington condo

2 bedrooms • 2 bathrooms • sleeps 6

5 reviews

from £141 / night

£987 / week

1 / 16

Holiday apartment in Killington

Killington apartment

1 bedroom • 2 bathrooms • sleeps 6

from £179 / night

£1,224 / week

1 / 4

Holiday private room in Mount Holly

Mount Holly private room

1 bedroom • 1 bathroom • sleeps 2

from £94 / night

£508 / week

1 / 11

Holiday home rental

Cornish house

1 bedroom • 1 bathroom • sleeps 2

from £135 / night

£719 / week

1 / 5

Home rental in Barnard

Barnard house

5 bedrooms • 3 bathrooms • sleeps 7

13 reviews

from £439 / night

£3,067 / week

1 / 18

Holiday home in Proctorsville

Proctorsville house

5 bedrooms • 3 bathrooms • sleeps 12

from £348 / night

£2,436 / week

1 / 40

Holiday villa with swimming pool in Reading

Reading villa

15 bedrooms • 12 bathrooms • sleeps 44

4 reviews

from £4,631 / night

£22,142 - £33,939 / week

1 / 56

Holiday home in Killington

Killington house

8 bedrooms • 6 bathrooms • sleeps 24

1 review

from £855 / night

£1,566 / week

1 / 20

Holiday home in Ludlow

Ludlow house

1 bedroom • 1 bathroom • sleeps 6

from £223 / night

£1,558 / week

1 / 24

Ludlow holiday townhouse let

Ludlow townhouse

4 bedrooms • 1 bathroom • sleeps 14

from £214 / night

£1,492 / week

1 / 24

Holiday home rental

Bethel house

3 bedrooms • 3 bathrooms • sleeps 21

from £502 / night

£3,508 - £5,087 / week

1 / 130

Shrewsbury holiday home rental

Shrewsbury house

4 bedrooms • 3 bathrooms • sleeps 20

from £543 / night

£4,344 - £5,981 / week

1 / 50

Killington ski home to rent.

Killington house

2 bedrooms • 1 bathroom • sleeps 8

from £209 / night

£1,459 / week

1 / 14

Ski condo to rent in Plymouth

Plymouth condo

4 bedrooms • 2 bathrooms • sleeps 8

from £186 / night

£1,298 / week

1 / 7

Apartment rental in Killington with shared pool

Killington apartment

3 bedrooms • 2 bathrooms • sleeps 8

from £536 / night

£3,750 / week

1 / 28

Ski cottage to rent in Ludlow

Ludlow cottage

3 bedrooms • 2 bathrooms • sleeps 6

16 reviews

from £188 / night

£1,128 / week

1 / 18

Home rental in Mount Holly

Mount Holly house

4 bedrooms • 3 bathrooms • sleeps 14

4 reviews

from £311 / night

£1,056 - £1,387 / week

1 / 36

Ludlow ski apartment to rent.

Ludlow apartment

4 bedrooms • 3 bathrooms • sleeps 10

2 reviews

from £1,067 / night

£7,468 / week

1 / 11

Ludlow holiday condo rental

Ludlow condo

2 bedrooms • 3 bathrooms • sleeps 6

1 review

from £444 / night

£3,107 / week

1 / 16

Killington ski condo to rent.

Killington condo

1 bedroom • 1 bathroom • sleeps 4

from £204 / night

£1,422 / week

1 / 15

Ludlow ski home to rent.

Ludlow house

6 bedrooms • 2 bathrooms • sleeps 11

5 reviews

from £164 / night

£780 / week

1 / 17

Mount Holly holiday b&b rental

Mount Holly b&b

3 bedrooms • 2 bathrooms • sleeps 6

12 reviews

from £86 / night

£465 - £929 / week

1 / 24

Bridgewater ski apartment to rent.

Bridgewater apartment

3 bedrooms • 2 bathrooms • sleeps 9

from £522 / night

£3,652 / week

1 / 24

Ski home to rent in Killington

Killington house

4 bedrooms • 2 bathrooms • sleeps 8

from £371 / night

£2,598 / week

1 / 23

Ski condo to rent in Killington

Killington condo

2 bedrooms • 2 bathrooms • sleeps 6

from £162 / night

£815 / week

1 / 19

Log cabin rental in Mount Holly

Mount Holly log cabin

3 bedrooms • 1 bathroom • sleeps 8

2 reviews

from £75 / night

£501 / week

1 / 21

Killington holiday home rental

Killington house

5 bedrooms • 3 bathrooms • sleeps 12

8 reviews

from £700 / night

£4,901 / week

1 / 19

Ludlow ski home to rent.

Ludlow house

3 bedrooms • 4 bathrooms • sleeps 8

from £532 / night

£3,707 - £4,860 / week

1 / 25

Holiday home rental

Pittsfield house

5 bedrooms • 2 bathrooms • sleeps 11

2 reviews

from £311 / night

£2,178 / week

1 / 33

Holiday townhouse with golf nearby in Ludlow

Ludlow townhouse

4 bedrooms • 4 bathrooms • sleeps 12

from £333 / night

£2,205 / week

1 / 16

Holiday home in Ludlow

Ludlow house

3 bedrooms • 2 bathrooms • sleeps 8

from £129 / night

£903 / week

1 / 14

Ski chalet to rent in Ludlow

Ludlow chalet

6 bedrooms • 2 bathrooms • sleeps 12

4 reviews

from £271 / night

£1,893 - £2,329 / week

1 / 43

Holiday log cabin rental

South Royalton log cabin

2 bedrooms • 1 bathroom • sleeps 3

70 reviews

from £172 / night

£1,048 - £1,195 / week

1 / 31

Holiday home accommodation

Reading house

4 bedrooms • 1 bathroom • sleeps 8

3 reviews

from £210 / night

£755 / week

1 / 43

Holiday home in Brownsville

Brownsville house

2 bedrooms • 1 bathroom • sleeps 4

from £122 / night

£851 / week

1 / 12

Holiday home in Proctorsville

Proctorsville house

6 bedrooms • 4 bathrooms • sleeps 16

from £420 / night

£4,226 / week

1 / 31

Holiday log cabin rental

Mount Holly log cabin

1 bedroom • 1 bathroom • sleeps 4

from £75 / night

£504 / week

1 / 13

Holiday home rental

Ludlow house

4 bedrooms • 2 bathrooms • sleeps 10

from £229 / night

£1,458 / week

1 / 10

×

Woodstock holidays

With numerous options for outdoor recreational activities, interesting historical sites, and friendly locals, the Vermont town of Woodstock has it all! Central Street is the primary commercial shopping district in Woodstock, but you can also visit The Green for some of the best restaurants that the state has to offer.

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

  • Billings Farm and Museum: Visit this 270 acre farm, dairy barn, and museum with historic artefacts.
  • Ottauquechee River: This river that runs through Woodstock offers plenty of opportunities for fishing and canoeing excursions.
  • Dana House: This small museum hosts several pieces of artwork and historic artefacts from the local area in the 19th century.
  • Mount Tom: Climb to the top of Woodstock's main mountain for stunning views of the town and surrounding areas.

There are many events and festivals held throughout the year in Woodstock that bring the whole community together. Watch the parade through town featuring horses and costumed riders during Wassail weekend in February, sample artwork from the top painters and sculptors in the region during the Woodstock Art Festival in September, or try the local cuisine from the best chefs and brewers in the state during the Taste of Woodstock event in September.

To get the most out of your time in Woodstock, stay in a holiday rental. Rent a villa or condo close to the historic sites throughout town, or book a cosy cabin with amazing mountain views right outside your door.

If you wish to explore the rest of the region, Woodstock is only a short drive from some of the other popular towns and cities in Vermont. The hiking options found in Rutland and the colonial village of Barre can both be reached within an hour by car.

Also consider