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B&Bs in Woodstock – Holiday Lettings - Holiday Rentals Woodstock

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Holiday b&b rental

Woodstock b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £182 / night

£1,274 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Killington

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £390 / night

£2,727 / week

1 / 40

Ski condo to rent in Killington

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £133 / night

£727 - £1,111 / week

1 / 36

Ski chalet to rent in Ludlow

Ludlow chalet

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

from £298 / night

£2,080 / week

1 / 43

Holiday villa with swimming pool in Reading

Reading villa

  • 15 bedrooms
  • 12 bathrooms
  • sleeps 46

from £4,069 / night

£23,063 - £34,710 / week

1 / 68

Ludlow holiday home accommodation

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £229 / night

£1,600 / week

1 / 21

Killington holiday home rental

Killington house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from £778 / night

£5,440 / week

1 / 19

Holiday apartment in Killington

Killington apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £174 / night

£1,189 / week

1 / 4

Home rental in Mount Holly

Mount Holly house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

from £343 / night

£1,367 / week

1 / 36

Ski home to rent in Killington

Killington house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

from £869 / night

£6,080 / week

1 / 53

Holiday home in Brownsville

Brownsville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £170 / night

£1,184 / week

1 / 12

Holiday townhouse with golf nearby in Ludlow

Ludlow townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £366 / night

£2,423 / week

1 / 16

Ski home to rent in Killington

Killington house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £686 / night

£4,800 / week

1 / 23

Holiday home in Bridgewater

Bridgewater house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 22

from £595 / night

£5,486 / week

1 / 20

Holiday log cabin rental

Mount Holly log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £83 / night

£553 / week

1 / 16

Ludlow holiday condo rental

Ludlow condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £503 / night

£3,520 / week

1 / 16

Ludlow ski home to rent.

Ludlow house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 11

from £275 / night

£1,829 - £3,749 / week

1 / 17

Holiday home accommodation

Reading house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from £229 / night

£823 / week

1 / 43

Holiday home rental

Ludlow house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £320 / night

£2,240 / week

1 / 10

Ski condo to rent in Killington

Killington condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £151 / night

£727 - £3,950 / week

1 / 35

Holiday home rental

Cornish house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £138 / night

£732 / week

1 / 5

Shrewsbury holiday home rental

Shrewsbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 20

from £365 / night

£3,200 - £8,480 / week

1 / 50

Holiday home in Perkinsville

Perkinsville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £275 / night

£1,920 / week

1 / 17

Holiday home in Cornish

Cornish house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £288 / night

£2,016 / week

1 / 29

Ski home to rent in Killington

Killington house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

from £533 / night

£3,834 - £21,971 / week

1 / 61

Log cabin rental in Mount Holly

Mount Holly log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £83 / night

£553 / week

1 / 26

Ludlow ski home to rent.

Ludlow house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 13

from £1,098 / night

£4,663 / week

1 / 20

Plymouth holiday cottage rental

Plymouth cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £640 / night

£4,480 / week

1 / 23

Cottage rental in Plymouth

Plymouth cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £640 / night

£4,480 / week

1 / 39

Holiday home in Barnard

Barnard house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £316 / night

£2,208 / week

1 / 25

Holiday condo in Ludlow

Ludlow condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £320 / night

£2,240 / week

1 / 13

Holiday apartment in Ludlow

Ludlow apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £320 / night

£2,240 / week

1 / 26

Holiday condo with shared pool in Killington

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £412 / night

£2,880 / week

1 / 38

Holiday home in Killington

Killington house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

from £1,006 / night

£4,572 / week

1 / 37

Ski home to rent in Ludlow

Ludlow house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from £1,463 / night

£5,029 / week

1 / 35

Ski condo to rent in Ludlow

Ludlow condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £183 / night

£1,280 / week

1 / 23

Killington ski condo to rent.

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £206 / night

£1,143 - £1,372 / week

1 / 24

Killington ski home to rent.

Killington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

from £435 / night

£3,040 / week

1 / 14

Holiday home in South Pomfret

South Pomfret house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £640 / night

£3,200 / week

1 / 4

Holiday condo with shared pool in Killington

Killington condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £275 / night

£1,646 / week

1 / 23

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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.

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