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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 ($294). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $1,606.

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Other accommodations in Woodstock, VT

Find the perfect holiday rental for your stay in Woodstock, VT. There are 63 hotels in Woodstock, VT and price data was last updated on 10 March 2026. The average price for a hotel in Woodstock, VT is .
Sleep Woodstock Motel
Sleep Woodstock Motel

Sleep Woodstock Motel

4324 West Woodstock Road, Woodstock, VT, United States
6.9 km from city centre
Free Wi-Fi
Parking
$169
Avg. per night
View Deal
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
$201
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
$269
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
Parking
Airport shuttle
$370
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 10 March 2026.
Scroll to and zoom in on the areas in Woodstock you plan on visiting to find nearby properties. Clicking a property's name will unlock more information and allow you to book that particular holiday 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 10 March 2026.

  • How much does a holiday rental in Woodstock cost?

    $463 per night is how much a holiday rental in Woodstock costs, on average. $266 per night was the cheapest price recently found by our users, though anything for $423 per night or less is a good deal. Keep in mind that Woodstock holiday rental prices fluctuate throughout the year: the most expensive month to book is November, and the cheapest time to book is February.

  • Are there any Motel holiday rentals in Woodstock?

    If you’re looking to book a Motel holiday rental in Woodstock, then you have 6 to choose from. We recommend looking at Sleep Woodstock Motel as it’s currently the most popular Motel rental among our users.

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