A park with a bench, trees with autumn leaves, a grassy area, and a building in the background.

Woodstock Holiday Rentals

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Woodstock holiday rentals

2 bedrooms

1. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
The price is HK$1,108
HK$3,543 total
includes taxes & fees
3 Aug - 4 Aug
King bed Crystal Lake Mchenry Cary Cozy
Water park

2. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,345 reviews)
"Very family friendly, kids had a blast."
United States
Brandon
The price is HK$1,736
HK$2,242 total
includes taxes & fees
31 Aug - 1 Sept
Timber Ridge Lodge and Waterpark
Indoor pool, pool loungers

3. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,248 reviews)
"Highly recommend."
United States
Laurie
The price is HK$1,984
HK$2,252 total
includes taxes & fees
1 Sept - 2 Sept
Mill Creek Hotel
Front of property

4. Modern Lake Geneva Condo With Views

Modern Lake Geneva Condo With Views
3.5 star property
Lake Geneva
The price is HK$1,333
HK$6,010 total
includes taxes & fees
31 Aug - 1 Sept
Modern Lake Geneva Condo With Views
Interior

5. Cozy Lake Geneva Retreat With Year-round Views!

Cozy Lake Geneva Retreat With Year-round Views!
3.0 star property
Lake Geneva
The price is HK$1,757
HK$3,028 total
includes taxes & fees
19 Aug - 20 Aug
Cozy Lake Geneva Retreat With Year-round Views!
Dining

6. 2728 Harbor Court

2728 Harbor Court
4.0 star property
Delavan
The price is HK$12,759
HK$14,713 total
includes taxes & fees
2 Sept - 3 Sept
2728 Harbor Court
Interior

7. Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem Vacation Home w/ Dock: Steps to Paddock Lake
3.0 star property
Salem
The price is HK$1,898
HK$7,053 total
includes taxes & fees
3 Aug - 4 Aug
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Living area

8. 2708 Harbor Court

2708 Harbor Court
3.5 star property
Delavan
The price is HK$18,005
HK$20,667 total
includes taxes & fees
4 Aug - 5 Aug
2708 Harbor Court
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

Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

10/10 Excellent
"I had to stay at this Holiday Inn Express before undergoing major heart surgery, and I truly cannot say enough about how wonderful my experience was. This was one of the scariest and most emotional times of my life, and from the moment I arrived, the staff treated me with genuine kindness, compassion, and respect. Their thoughtfulness made an incredibly difficult situation just a little bit easier, and that meant more to me than they will ever know. When they learned about my circumstances, they went out of their way to make sure my room was located right outside the elevators. It may seem like a small gesture, but it made a huge difference for me physically and emotionally. Knowing I didn't have to walk far gave me one less thing to worry about during an already overwhelming time. I also want to give a very special thank you to the wonderful housekeeping staff members on the second floor. They were so kind and caring, and their warmth brightened my day when I needed it most. My room was absolutely spotless. Everything was clean, fresh, and well maintained, and it was obvious that this hotel takes great pride in providing a comfortable environment for its guests. . If I could make one suggestion, it would be for the hotel to keep a wheelchair available on-site for guests who may unexpectedly need one. Medical emergencies and unforeseen situations happen, and having a wheelchair available could make a tremendous difference for someone in a vulnerable situation."
Taylor 1-night trip
Posted 1 hour ago
Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

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 holiday rentals in Woodstock?

Yes, there are holiday rentals in Woodstock close to McHenry County Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. 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.

What are some of the best holiday rentals that Woodstock has to offer?

Does your dog need a vacation? We are people and pet friendly!: This holiday home rental outside of Woodstock is located near skiing, and has a furnished patio, a private garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Woodstock?

Choose from 7 Expedia holiday rentals in Woodstock for a memorable holiday.

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 holiday rentals like in Woodstock?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodstock. Holiday rentals offer extras such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a small group gathering.