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Holiday rentals in Woodstock, Vermont

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Travel insights for holiday rentals in Woodstock

Use these up-to-date, data-driven insights about booking a holiday rental in Woodstock including ideal times to book, pricing trends, and more.

What is the cheapest day to stay in a vacation rental in Woodstock?

The cheapest day to stay in Woodstock is Sunday ($207). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $1,128.

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Other accommodations in Woodstock, VT

Find the perfect holiday rental for your stay in Woodstock, VT. There are 61 hotels in Woodstock, VT and price data was last updated on 28 January 2026. The average price for a hotel in Woodstock, VT is .
The Shire Woodstock
The Shire Woodstock

The Shire Woodstock

46 Pleasant Street, Woodstock, VT, United States
0.7 km from city centre
Free Wi-Fi
Parking
$120
Avg. per night
View Deal
The Charleston House
The Charleston House

The Charleston House

21 Pleasant Street, Woodstock, VT, United States
0.5 km from city centre
Free Wi-Fi
Air conditioning
$193
Avg. per night
View Deal
The Woodbridge Inn
The Woodbridge Inn

The Woodbridge Inn

5763 West Woodstock Road, Woodstock, VT, United States
9.0 km from city centre
Free Wi-Fi
Air conditioning
$441
Avg. per night
View Deal
The Woodstocker B&B
The Woodstocker B&B

The Woodstocker B&B

61 River Street, Woodstock, VT, United States
0.7 km from city centre
Air conditioning
Airport shuttle
$374
Avg. per night
View Deal
The Village Inn of Woodstock
The Village Inn of Woodstock

The Village Inn of Woodstock

41 Pleasant Street, Woodstock, VT, United States
0.7 km from city centre
Free Wi-Fi
Air conditioning
$258
Avg. per night
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Woodstock Inn & Resort
Woodstock Inn & Resort

Woodstock Inn & Resort

14 The Green, Woodstock, VT, United States
0.1 km from city centre
Pool
$349
Avg. per night
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On the River Inn
On the River Inn

On the River Inn

1653 West Woodstock Road, Woodstock, VT, United States
3.0 km from city centre
Free Wi-Fi
Air conditioning
$193
Avg. per night
View Deal
Lincoln Inn & Gallery
Lincoln Inn & Gallery

Lincoln Inn & Gallery

2709 West Woodstock Road, Woodstock, VT, United States
4.6 km from city centre
Free Wi-Fi
Air conditioning
Airport shuttle
$137
Avg. per night
View Deal
The Jackson
The Jackson

The Jackson

43 Senior Lane, Woodstock, VT, United States
2.8 km from city centre
Free Wi-Fi
Air conditioning
$175
Avg. per night
View Deal

Where to stay in Woodstock

Explore different neighbourhoods and areas within Woodstock, VT to find the perfect location for your stay. Map data was last updated on 28 January 2026.
Use the map to find vacation rentals in Woodstock that are close to the points of interest you'll be frequenting. As an added benefit, users can click a vacation rental they're interesting in to find helpful information and deals for that vacation rental.

Facts about staying in Woodstock, VT

Find useful tips and insights about staying in Woodstock to help you make the most of your experience. FAQs were last updated on 28 January 2026.

  • How much does a holiday rental in Woodstock cost?

    The average cost for a holiday rental in Woodstock is $454/night. A good holiday rental deal in Woodstock would be for $432/night or less. The cheapest rental deal found recently by our users was $187/night. If you’re flexible with your travel dates, then try to avoid booking July, the most expensive month of the year. Booking February is the cheapest month to book a holiday rental in Woodstock.

  • Are there any Motel holiday rentals in Woodstock?

    Yes, there are 6 Motel holiday rentals in Woodstock. According to our data, Sleep Woodstock Motel is currently the most popular Motel rental in the city.

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