Woodstock Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Woodstock holiday rentals

Fridge, microwave, oven, stovetop

Holiday Home in Woodstock

The Tailor House
9.8 out of 10, Exceptional, (49 reviews)
"I really enjoyed the place "
United States
Ahmed A.
The price is HK$1,033
HK$2,172 total
includes taxes & fees
3 Mar - 4 Mar
The Tailor House
Interior

Cottage in Salem

Salem Vacation Home w/ Dock: Steps to Paddock Lake
3.0 star property
The price is HK$806
HK$5,094 total
includes taxes & fees
8 Mar - 9 Mar
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Water park

Aparthotel in Lake Geneva

Timber Ridge Lodge and Waterpark
3.5 star property
8.6 out of 10, Excellent, (3,156 reviews)
"Rooms were nice and staff were friendly."
United States
Jera
The price is HK$1,099
HK$1,531 total
includes taxes & fees
10 Mar - 11 Mar
Timber Ridge Lodge and Waterpark
Exterior

Holiday Home in Lake Geneva

Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva
10.0 out of 10, Exceptional, (13 reviews)
"The kids loved seeing the horses and exploring the property."
United States
Andrew C.
The price is HK$1,619
HK$2,565 total
includes taxes & fees
3 Mar - 4 Mar
Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva
Outdoor dining

Cabin in Lake Villa

Tiny Home Retreat with hot tub
9.0 out of 10, Wonderful, (4 reviews)
"Amazing stay, great host! "
United States
Aaron L.
The price is HK$1,244
HK$2,678 total
includes taxes & fees
3 Mar - 4 Mar
Tiny Home Retreat with hot tub
Indoor pool, pool loungers

Aparthotel in Lake Geneva

Mill Creek Hotel
2.5 star property
9.2 out of 10, Wonderful, (1,228 reviews)
"Everything about Mill Creek is excellent. The Front Desk staff is wonderful and helpful and their Housekeeping personnel are great! This is a warm, friendly and extremely romantic place to spend time and enjoy life here."
United States
Thomas
The price is HK$1,486
HK$1,687 total
includes taxes & fees
5 Mar - 6 Mar
Mill Creek Hotel
Smart TV, fireplace, video games

Condo in Lake Geneva

Newly Updated Modern, Spacious, and Cozy Condo- Right on the Lake!
10.0 out of 10, Exceptional, (12 reviews)
"A great place to stay!"
United States
Andrea V.
The price is HK$1,766
HK$3,269 total
includes taxes & fees
3 Mar - 4 Mar
Newly Updated Modern, Spacious, and Cozy Condo- Right on the Lake!
Outdoor dining

Holiday Home in Lake Villa

Hot Tub Retreats
The price is HK$1,557
HK$2,247 total
includes taxes & fees
3 Mar - 4 Mar
Hot Tub Retreats
Living area

Apartment in Richmond

Richmond No. 267 Boutique Loft Apartment
10.0 out of 10, Exceptional, (13 reviews)
"Very spacious, clean & great location!"
United States
Ernesta T.
The price is HK$1,350
HK$2,311 total
includes taxes & fees
3 Mar - 4 Mar
Richmond No. 267 Boutique Loft Apartment
Smart TV, fireplace

Cottage in Delavan

Blue Beach Cottage - 5 Minute Walk to Private Beach!
9.6 out of 10, Exceptional, (17 reviews)
"Highly recommend! The place was very clean and the host was responsive and helpful. "
United States
Marianne Y.
The price is HK$1,355
HK$3,740 total
includes taxes & fees
15 Mar - 16 Mar
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Smart TV

Apartment in Barrington

F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
9.8 out of 10, Exceptional, (8 reviews)
"Nice little spot in the NW Suburbs. Great jumping off point for everything further North and points South."
United States
Thomas Z.
The price is HK$739
HK$1,335 total
includes taxes & fees
3 Mar - 4 Mar
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
Interior

Cottage in Genoa City

Steps to Powers Lake: Wisconsin Family Home
3.0 star property
The price is HK$1,526
HK$3,848 total
includes taxes & fees
15 Mar - 16 Mar
Steps to Powers Lake: Wisconsin Family Home
Exterior detail

Holiday Home in Mundelein

Quaint Bungalow, near Great Lakes Naval Base
9.8 out of 10, Exceptional, (69 reviews)
"Really amazing place. Adorable house, plenty of space, conveniently located. Great linens on the beds & amenities in the bathroom. Owner was incredibly flexible and responsive and great to work here. Had three visitors from Europe and they absolutely loved the place and had a great time. Would 100% stay here again the next time we're in the area. "
United States
Erika H.
The price is HK$1,056
HK$2,595 total
includes taxes & fees
3 Mar - 4 Mar
Quaint Bungalow, near Great Lakes Naval Base
Dining

Holiday Home in Lake Geneva

Chic 3 bedroom Get-a-way in downtown Lake Geneva
9.8 out of 10, Exceptional, (13 reviews)
"Nice place...was perfect for our family."
United States
Brian M.
The price is HK$1,743
HK$3,763 total
includes taxes & fees
3 Mar - 4 Mar
Chic 3 bedroom Get-a-way in downtown Lake Geneva
Smart TV, fireplace, video games

Holiday Home in Burlington

Comfortable Cabin ON Lake and 20 minutes to Ski Hill and Walk to Beach!
9.4 out of 10, Exceptional, (6 reviews)
"Excellent "
United States
Gloria
The price is HK$1,162
HK$3,413 total
includes taxes & fees
3 Mar - 4 Mar
Comfortable Cabin ON Lake and 20 minutes to Ski Hill and Walk to Beach!
Fridge, microwave, oven, stovetop

Holiday Home in Gages Lake

Newly remodeled Near Lake 4BR Hot Tub Navy Family home
10.0 out of 10, Exceptional, (4 reviews)
"Nice location for our family attending our daughter's graduation from Navy Basic at Great Lakes. "
United States
Judson S.
The price is HK$1,181
HK$5,948 total
includes taxes & fees
3 Mar - 4 Mar
Newly remodeled Near Lake 4BR Hot Tub Navy Family home
A heated pool

Holiday Home in McHenry

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
9.2 out of 10, Wonderful, (43 reviews)
"Everything was good. "
United States
Mulenga C.
The price is HK$1,948
HK$8,516 total
includes taxes & fees
3 Mar - 4 Mar
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Interior

Holiday Home in South Elgin

Riverfront rental
9.8 out of 10, Exceptional, (36 reviews)
"Impressive AirBb our host really knock it out of the park..Thank you we will definitely be stay again.."
United States
Josh R.
The price is HK$1,174
HK$1,758 total
includes taxes & fees
3 Mar - 4 Mar
Riverfront rental
Outdoor dining

Cottage in Fox River Grove

Little Fox Cottage - A Cozy Riverview Getaway
10.0 out of 10, Exceptional, (17 reviews)
"Cute and efficient house to stay. Communication was perfect. The property had everything we needed including walking distance to the Ski Lodge. Would definitely stay here again. "
United States
Antje K.
The price is HK$1,056
HK$1,667 total
includes taxes & fees
3 Mar - 4 Mar
Little Fox Cottage - A Cozy Riverview Getaway
Property grounds

Holiday Home in McHenry

Spacious Ranch blocks away from downtown McHenry
9.6 out of 10, Exceptional, (24 reviews)
"Great home and perfect location. "
United States
Steve B.
The price is HK$1,795
HK$4,067 total
includes taxes & fees
15 Mar - 16 Mar
Spacious Ranch blocks away from downtown McHenry
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

Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

10/10 Excellent
"Clean room. Helpful staff. Well run waterpark. Good food. "
Paul 2-night trip
Posted 2 days ago
Timber Ridge Lodge and Waterpark

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?

Lakeside 5-bedrm/4bath home in Lake Como w/ paddleboards, kayaks, canoe by beach: This holiday home rental outside of Woodstock is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Woodstock?

Choose from 5 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.