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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

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 S$639
includes taxes & fees
19 Aug - 20 Aug
King bed Crystal Lake Mchenry Cary Cozy
Interior

2. Modern Lake Geneva Condo With Views

Modern Lake Geneva Condo With Views
3.5 star property
Lake Geneva
The price is S$975
includes taxes & fees
1 Sept - 2 Sept
Modern Lake Geneva Condo With Views
Indoor pool, pool loungers

3. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,249 reviews)
"Highly recommend."
United States
Laurie
The price is S$367
includes taxes & fees
1 Sept - 2 Sept
Mill Creek Hotel
Water park

4. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,368 reviews)
"It was a perfect little getaway for the family"
United States
Summer
The price is S$344
includes taxes & fees
7 Sept - 8 Sept
Timber Ridge Lodge and Waterpark
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 S$494
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 S$2,103
includes taxes & fees
9 Sept - 10 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 S$1,149
includes taxes & fees
11 Aug - 12 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 S$2,723
includes taxes & fees
9 Sept - 10 Sept
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

Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

8/10 Good
"Stay was great! Only complaint is that our sheets had blood spots on them when we got there. Spoke to front desk person and housemaid came and put new clean sheets on. Beautiful resort."
Jodi 3-night trip
Posted 2 hours ago
Abbey Resort and Avani Spa

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.

How many holiday rentals are there in Woodstock?

Choose from 8 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.