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

Woodstock Vacation Rentals

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Check prices for these dates

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

Our top choices for Woodstock vacation rentals

House | 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 ￥27,529
￥76,439 total
includes taxes & fees
Aug 19 - Aug 20
King bed Crystal Lake Mchenry Cary Cozy
Apartment (1 Bedroom) | Interior

2. Modern Lake Geneva Condo With Views

Modern Lake Geneva Condo With Views
3.5 star property
Lake Geneva
The price is ￥26,261
￥121,149 total
includes taxes & fees
Sep 8 - Sep 9
Modern Lake Geneva Condo With Views
Indoor pool, sun loungers

3. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,252 reviews)
"The check in process went smoothly and the staff were welcoming. We enjoyed the gift bag in our room. Liked the parking on site. Breakfast was included and there were so many choices. Definitely would stay here again if needed a place to stay in Lake Geneva."
United States
Amy
The price is ￥40,290
￥45,730 total
includes taxes & fees
Sep 2 - Sep 3
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, (3,369 reviews)
"It was a perfect little getaway for the family"
United States
Summer
The price is ￥28,669
￥38,183 total
includes taxes & fees
Sep 1 - Sep 2
Timber Ridge Lodge and Waterpark
Apartment (1 Bedroom) | 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 ￥35,676
￥61,503 total
includes taxes & fees
Aug 19 - Aug 20
Cozy Lake Geneva Retreat With Year-round Views!
Condo, Multiple Beds, Patio, Garden View (2728 Harbor Court) | Dining

6. 2728 Harbor Court

2728 Harbor Court
4.0 star property
Delavan
The price is ￥224,379
￥259,370 total
includes taxes & fees
Sep 9 - Sep 10
2728 Harbor Court
House (4 Bedrooms) | 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 ￥38,539
￥143,216 total
includes taxes & fees
Sep 6 - Sep 7
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

8. 2708 Harbor Court

2708 Harbor Court
3.5 star property
Delavan
The price is ￥291,759
￥335,847 total
includes taxes & fees
Sep 9 - Sep 10
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

Best Western Plus Elgin - Chicago

Best Western Plus Elgin - Chicago

10/10 Excellent
"Good."
Vicent 1-night trip
Posted less than an hour ago
Best Western Plus Elgin - Chicago

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
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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.

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

Does your dog need a vacation? We are people and pet friendly!: Visitors like this Woodstock vacation home rental. It is located near skiing and has a furnished patio, a private yard, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Woodstock?

Choose from 8 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.