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

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287 Holiday homes

Holiday apartment in Woodstock

Woodstock apartment

1 bedroom / 1 bathroom / sleeps 4

“Wonderful space, wonderful renters, wonderful town!” I have stayed here several times in the past few years, I love it so much! Woodstock is such a quaint and delightful village with enough to do and see in town and in the directly surrounding area that I can always come back for more! I have stayed for a whole week or for a shorter weekend. I have come during all different seasons of the year too. The couple renting the property are so generous and helpful, they have great ideas on how to spend time and the place is very well kept and offers great amenities if you want to stay in at night. The property is close to town, I love walking into town and getting the views from the hill. Also easy to find and locate once you are in town and easy to get to the major roads in and out of Woodstock.

18

from £93 / night

£651 / week

Ski home to rent in Woodstock

Woodstock house

2 bedrooms / 1 bathroom / sleeps 4

6

from £207 / night

£1,450 / week

Holiday home in Woodstock

Woodstock house

3 bedrooms / 3 bathrooms / sleeps 8

1

Responds fast! avg. 0 minutes

from £236 / night

£1,647 / week

Holiday apartment in Woodstock

Woodstock apartment

2 bedrooms / 2 bathrooms / sleeps 6

from £236 / night

£1,224 / week

Ski apartment to rent in Woodstock

Woodstock apartment

1 bedroom / 1 bathroom / sleeps 4

from £212 / night

£1,224 / week

Woodstock holiday tented camp accommodation

Woodstock tented camp

1 bedroom / 1 bathroom / sleeps 4

from £123 / night

£1,035 / week

Taftsville holiday home rental

Taftsville house

5 bedrooms / 5 bathrooms / sleeps 9

Responds fast! avg. 0 minutes

from £253 / night

£1,766 / week

Great rentals within 20 miles that match your search

Holiday home in Proctorsville

Proctorsville house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 3 hours 1 minutes

from £368 / night

£2,572 / week

Ludlow holiday home rental

Ludlow house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 2 hours 58 minutes

from £149 / night

£1,041 / week

Holiday home with shared pool in Ludlow

Ludlow house

3 bedrooms / 3 bathrooms / sleeps 8

1

Responds fast! avg. 2 hours 58 minutes

from £106 / night

£740 / week

Holiday home with shared pool in Ludlow

Ludlow house

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 58 minutes

from £239 / night

£1,669 / week

Home rental in Killington

Killington house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 58 minutes

from £382 / night

£2,670 / week

Ludlow holiday apartment rental

Ludlow apartment

3 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 2 hours 58 minutes

from £119 / night

£833 / week

Holiday home in Brownsville

Brownsville house

2 bedrooms / 1 bathroom / sleeps 4

from £136 / night

£952 / week

Holiday home in Ludlow

Ludlow house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 58 minutes

from £148 / night

£1,037 / week

Holiday home in Sherburne

Sherburne house

4 bedrooms / 2 bathrooms / sleeps 10

1

Responds fast! avg. 1 hour 58 minutes

from £445 / night

£3,110 / week

Holiday home in Ludlow

Ludlow house

6 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 1 hour 58 minutes

from £330 / night

£2,309 / week

Holiday home in Mendon

Mendon house

7 bedrooms / 5 bathrooms / sleeps 15

Responds fast! avg. 1 hour 58 minutes

from £232 / night

£1,621 / week

Ludlow holiday townhouse rental

Ludlow townhouse

6 bedrooms / 2 bathrooms / sleeps 16

Responds fast! avg. 1 hour 58 minutes

from £208 / night

£1,450 / week

Home rental in Barnard

Barnard house

5 bedrooms / 3 bathrooms / sleeps 7

13

from £464 / night

£3,247 / week

Ski home to rent in Killington

Killington house

6 bedrooms / 3 bathrooms / sleeps 12

from £516 / night

£3,608 / week

Holiday home with shared pool in Killington

Killington house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 58 minutes

from £145 / night

£1,013 / week

Holiday home in Sharon

Sharon house

5 bedrooms / 2 bathrooms / sleeps 9

from £328 / night

£2,296 / week

Holiday home with shared pool in Ludlow

Ludlow house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 58 minutes

from £216 / night

£1,506 / week

Studio letting in Ludlow

Ludlow studio

Studio / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 58 minutes

from £94 / night

£658 / week

Ski log cabin to rent in Bridgewater

Bridgewater log cabin

4 bedrooms / 3 bathrooms / sleeps 24

from £752 / night

£5,262 / week

Ski condo to rent in Killington

Killington condo

2 bedrooms / 2 bathrooms / sleeps 6

5

Responds fast! avg. 12 minutes

from £141 / night

£987 / week

Holiday home in Ludlow

Ludlow house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 13 minutes

from £118 / night

£822 / week

Holiday apartment in Killington

Killington apartment

2 bedrooms / 1 bathroom / sleeps 4

from £76 / night

£527 / week

Holiday home in Proctorsville

Proctorsville house

3 bedrooms / 4 bathrooms / sleeps 7

from £178 / night

£1,243 / week

Holiday home in Bridgewater

Bridgewater house

7 bedrooms / 4 bathrooms / sleeps 22

from £470 / night

£4,698 / week

Holiday villa with swimming pool in Reading

Reading villa

15 bedrooms / 12 bathrooms / sleeps 44

4

from £2,302 / night

£13,388 - £26,015 / week

Holiday townhouse with golf nearby in Ludlow

Ludlow townhouse

4 bedrooms / 4 bathrooms / sleeps 12

from £376 / night

£2,490 / week

Home rental in Killington

Killington house

7 bedrooms / 4 bathrooms / sleeps 16

from £517 / night

£3,617 / week

Home rental in Killington

Killington house

3 bedrooms / 2 bathrooms / sleeps 7

from £178 / night

£1,243 / week

Holiday home in Ludlow

Ludlow house

2 bedrooms / 2 bathrooms / sleeps 9

from £159 / night

£1,107 / week

Sherburne holiday home accommodation

Sherburne house

3 bedrooms / 2 bathrooms / sleeps 9

3

from £232 / night

£1,621 / week

Holiday home in Ludlow

Ludlow house

4 bedrooms / 3 bathrooms / sleeps 8

from £137 / night

£956 / week

Killington holiday home rental

Killington house

2 bedrooms / 3 bathrooms / sleeps 6

1

from £209 / night

£1,463 / week

Killington holiday home rental

Killington house

2 bedrooms / 3 bathrooms / sleeps 6

from £77 / night

£533 / week

Viewing 40 of 287
rentals in Woodstock

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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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