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

Search Holiday Rentals in Woodstock

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Woodstock holiday rentals

Indoor pool, pool loungers

Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,245 reviews)
The price is 7.597.810 ₫
8.623.646 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Mill Creek Hotel
House | 2 bedrooms

King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
The price is 6.870.453 ₫
15.222.620 ₫ total
includes taxes & fees
30 Jul - 31 Jul
King bed Crystal Lake Mchenry Cary Cozy
Water park

Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,330 reviews)
"Very family friendly, kids had a blast."
United States
Brandon
The price is 5.986.688 ₫
7.701.335 ₫ total
includes taxes & fees
10 Aug - 11 Aug
Timber Ridge Lodge and Waterpark
Apartment (1 Bedroom) | Front of property

Modern Lake Geneva Condo With Views

Modern Lake Geneva Condo With Views
3.5 star property
Lake Geneva
The price is 3.943.800 ₫
19.564.456 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Modern Lake Geneva Condo With Views
House (4 Bedrooms) | Interior

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 6.362.664 ₫
23.644.659 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Salem Vacation Home w/ Dock: Steps to Paddock Lake
House, Multiple Beds, Patio (2708 Harbor Court) | Living area | 42-inch flat-screen TV with digital channels, fireplace

2708 Harbor Court

2708 Harbor Court
3.5 star property
Delavan
The price is 63.803.585 ₫
73.192.947 ₫ total
includes taxes & fees
18 Aug - 19 Aug
2708 Harbor Court
Condo, Multiple Beds, Patio, Garden View (2728 Harbor Court) | Dining

2728 Harbor Court

2728 Harbor Court
4.0 star property
Delavan
The price is 49.276.729 ₫
56.704.966 ₫ total
includes taxes & fees
26 Jul - 27 Jul
2728 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Woodstock Hotel Reviews

Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

8/10 Good
"Great location and reasonable price during peak season."
Lori 1-night trip
Posted 2 hours ago
Harbor Shores on Lake Geneva

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 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 Bull Valley Golf Club 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.