Woodstock vacation rentals

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Booking Insights
Recommended by KAYAK

Best Woodstock vacation rentals

Booking Insights

KAYAK’s insights for vacation rentals in Woodstock

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Woodstock with confidence.

What is the cheapest day of the week to book a vacation rental in Woodstock?

Monday offers the lowest rates in Woodstock, with an average nightly price of $69. The highest prices are found on Saturday, with average rates at $408.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
July
$233
$290
Cheapest month to stay with an average 69% drop in price.
Most expensive month to stay with an average 95% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Woodstock vacation rental deals

  • Vacation rentals in Woodstock are around 61% more expensive than hotels on average. Search here to compare prices for all accommodation types in Woodstock.
  • The best vacation rental properties in Woodstock are Newly Renovated Woodstock Cottage - Great location- Pet Friendly (10.0, 62 reviews), A Cove of Comfort and Relaxation in a Quiet Lake Community (10.0, 24), and Spacious recently updated Home. Short stroll to Downton Woodstock (9.8, 31), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Woodstock, you should consider visiting during the low season. The cheapest vacation homes in Woodstock can be found in November and June.
  • The cheapest night for renting a vacation home in Woodstock is Monday. In contrast, the most expensive is Saturday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Woodstock for 15 days.

FAQs when booking a vacation home in Woodstock

  • What types of vacation rentals are available in Woodstock?

    There are loads of different property types that you can make your vacation home in Woodstock. You’ll find apartments and houses.

  • Are there any pet-friendly vacation rentals in Woodstock?

    There are a number of dog and pet-friendly Woodstock vacation rentals, with around 14% allowing you to bring your pet along with you.

  • How much is a vacation rental in Woodstock for tonight?

    In the last 72 hours, users have found Woodstock vacation rentals for tonight for as low as $647. Search here for similar prices

  • How can I find vacation rentals near me in Woodstock?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Woodstock?

Our map will help you find the perfect place to stay in Woodstock by showing you the exact location of each vacation rental.