Photo by Erik Rowley

Woodstock Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Woodstock vacation rentals

Water park
Timber Ridge Lodge and Waterpark

Aparthotel in Lake Geneva

Timber Ridge Lodge and Waterpark
3.5 star property
8.6 out of 10, Excellent, (3082)
"The property was very nice and the customer service was excellent."
United States
Ronda
The price is P8,254
P11,496 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Timber Ridge Lodge and Waterpark
Indoor spa tub
Mill Creek Hotel

Aparthotel in Lake Geneva

Mill Creek Hotel
2.5 star property
9.2 out of 10, Wonderful, (1220)
"Enjoyed our stay, perfect location !"
United States
Lisa
The price is P9,485
P10,766 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Mill Creek Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Woodstock Hotel Reviews

Hyatt Place Chicago/Hoffman Estates

Hyatt Place Chicago/Hoffman Estates

10/10 Excellent
"Everyone was helpful and nice. The room was large and spacious. We especially enjoyed having two sinks and two areas to get ready. The couch/sitting area was nice. "
Diane 1-night trip
Posted 1 day ago
Hyatt Place Chicago/Hoffman Estates

Find out more about Woodstock

Search for holiday rentals in Woodstock on Expedia! You can easily find your home rentals, villas, holiday apartments in Woodstock using one of the methods below:

  • View our selection of featured holiday rentals in Woodstock
  • Use the map to find apartments and other holiday homes in the Woodstock neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Woodstock while they last

Look no further and take a look at our great range of rental properties in Woodstock!

Frequently asked questions

Can I find vacation rentals in Woodstock?

Yes, we offer vacation rentals in Woodstock close to McHenry County Fairgrounds, or you can choose a more remote option if you're looking for extra privacy while you relax. Woodstock is known for its shopping and jazz scene. Make sure you have time to check out the golf courses while you're in the area.

How many vacation rentals are there in Woodstock?

Choose from 4 Expedia vacation rentals in Woodstock for a memorable vacation.

What can I see and do in Woodstock?

Cultural attractions include Woodstock Opera House, whereas Emricson Park is a spot to enjoy nature. While here, Woodstock Square and McHenry County Fairgrounds are other places worth a visit.

What are vacation rentals like in Woodstock?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Woodstock. Vacation rentals feature extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.