Photo by Erik Rowley

Woodstock Holiday Rentals

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Holiday Rentals in Woodstock

Timber Ridge Lodge and Waterpark
3.5 star property
8.6 out of 10, Excellent, (2550)
"Staff was friendly and helpful. Location was close to many things to do. No complaints! Would stay there again."
The price is AU$294
includes taxes & fees
19 Nov - 20 Nov
Timber Ridge Lodge and Waterpark
Mill Creek Hotel
2.5 star property
9.2 out of 10, Wonderful, (1135)
"Very cute boutique hotel. Close to everything. Been here many times "
The price is AU$214
includes taxes & fees
6 Nov - 7 Nov
Mill Creek Hotel
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
9.8 out of 10, Exceptional, (79)
"We loved our stay. The condo was perfect and the balcony even better. Walking distance to the main areas of town. We would definitely stay here again and will recommend it to others. "
The price is AU$696
includes taxes & fees
10 Nov - 11 Nov
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |12 Stylish Tent Suites |Kitchen & Bar
10.0 out of 10, Exceptional, (26)
"Glamping Loft is a beautiful place for a ladies' getaway. The ambiance is warm and like a fairytale. It has everything you need if you want to bring in your own food and drinks or if you'd rather hit the town, Lake Geneva is right out the front door. I would definitely go back again. "
The price is AU$1,620
includes taxes & fees
10 Nov - 11 Nov
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |12 Stylish Tent Suites |Kitchen & Bar
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
10.0 out of 10, Exceptional, (55)
"The location was absolutely beautiful, and the property was clean and well-maintained. The host was very responsive, making the whole experience smooth and enjoyable. Highly recommend!"
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
9.6 out of 10, Exceptional, (28)
"Huge property with amazing basement and pool. Comfortably slept 14 (almost everyone had their own bed) and close to great golf courses plus Kief’s Reef Bar and McHenry. Would highly recommend. "
The price is AU$2,338
includes taxes & fees
11 Nov - 12 Nov
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
9.2 out of 10, Wonderful, (7)
"The house was great. The pool temp was very warm when we arrived we did our best to cool it down. We really enjoyed the stay."
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
NEWLY Updated! Cove of Lake Geneva, Private Luxury Resort Pool View
9.0 out of 10, Wonderful, (93)
"Great place to stay in Lake Geneva, accommodations were very nice with great on-site restaurant/bar. Easy to walk to anywhere you would want to go in downtown Lake Geneva."
NEWLY Updated! Cove of Lake Geneva, Private Luxury Resort Pool View
Lake House Retreat Steps From Lake Geneva ~ Abbey Springs Resort!
9.8 out of 10, Exceptional, (111)
"What a great place for a family get away. We had 10 in the group and there were plenty of spaces to enjoy. We spent a lot of time on the screened in porch for morning coffee and evening cocktails. Fully equipped kitchen. Close to both beach and pool. The owner was very responsive and easy to work with. Would stay again. "
Lake House Retreat Steps From Lake Geneva ~ Abbey Springs Resort!
THE DOWNTOWNER....in the heart of Lake Geneva!
9.8 out of 10, Exceptional, (178)
"Great location for "opportunity fun"; however, the one location challenge was the close proximity to the bar next door. Although the noise level was loud, they had great food! Parking availability at the site was limited, but a close free parking lot answered that need. We didn't really use the outside decks and patio due to the cold weather, but it's pretty awesome. Appreciated the communication with our contact for the property. "
THE DOWNTOWNER....in the heart of Lake Geneva!
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB
10.0 out of 10, Exceptional, (35)
"Our family had a blast! Everyone from ages 4 months to 64 years old had a great time. This house was perfect for hosting a large multi-family gathering. Rainy weather did not ruin our trip since there was so much to do inside. The kids enjoyed the bounce house, the digital game table, board games, and of course the pool! The host went above and beyond with special touches including having burp cloths, a soothing noise machine, and a nursery room set up! They even had an extra place to put the...
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB
Historical Downtown Geneva Bungalow |Upper Unit |Parking for 3 |Walkable |Near Shops & Restaurants
10.0 out of 10, Exceptional, (51)
"Girls weekend for my co-worker, her daughters and infant grandson. They loved the location…it was close to everything. The home was clean and neat, and the host was amazing."
The price is AU$670
includes taxes & fees
10 Nov - 11 Nov
Historical Downtown Geneva Bungalow |Upper Unit |Parking for 3 |Walkable |Near Shops & Restaurants
Ground- Level Lake Geneva Villa!
9.0 out of 10, Wonderful, (59)
"Great experience. "
The price is AU$586
includes taxes & fees
9 Nov - 10 Nov
Ground- Level Lake Geneva Villa!
Poolside Lookout at the Cove Hotel |Downtown Lake Geneva |Hot Tub |Walkable |Resort Game Room & Gym
8.8 out of 10, Excellent, (13)
"This condo was the perfect size for our family and great location to food and shopping. "
The price is AU$545
includes taxes & fees
10 Nov - 11 Nov
Poolside Lookout at the Cove Hotel |Downtown Lake Geneva |Hot Tub |Walkable |Resort Game Room & Gym
Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8
9.8 out of 10, Exceptional, (8)
"This place looked just as beautiful as the photos suggested, exuding tranquility and charm. However, we decided to check out early due to a few concerns. The living room lamp would unexpectedly turn off, and the lights, especially those illuminating the spiral staircase, would flicker occasionally. Our primary issue, though, was that our 2-year-old was fascinated by the spiral stairs. Unfortunately, they weren’t designed with little ones in mind, presenting a safety hazard that made us uneasy. "
The price is AU$617
includes taxes & fees
6 Nov - 7 Nov
Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8
Quaint Bungalow, near Great Lakes Naval Base
10.0 out of 10, Exceptional, (56)
"Got to stay in this wonderful home while visiting my son and his family. I loved it!"
The price is AU$481
includes taxes & fees
11 Nov - 12 Nov
Quaint Bungalow, near Great Lakes Naval Base
Downtown Hideaway - Entire Building |Fun, Convienent & Comfortable |Sleeps 14 |1000+ 5 Star Reviews
9.8 out of 10, Exceptional, (13)
"10 friends stayed for the weekend and we had a great time. The location was incredible and was perfect for this golf outing. Communications with property owners was spot on. "
The price is AU$1,094
includes taxes & fees
11 Nov - 12 Nov
Downtown Hideaway - Entire Building |Fun, Convienent & Comfortable |Sleeps 14 |1000+ 5 Star Reviews
Top location, a block from everything, no cleaning fee, Martini Suite
9.8 out of 10, Exceptional, (65)
"Great location! We parked our car in the designated stall and never drove until we left! Walking distance to the lake and restaurants!"
Top location, a block from everything, no cleaning fee, Martini Suite
Riverfront rental with fun activities
10.0 out of 10, Exceptional, (22)
"Great place, awesome host. Would definitely recommend. "
The price is AU$344
includes taxes & fees
6 Nov - 7 Nov
Riverfront rental with fun activities
Abbey Springs - Relax and Unwind - 1 Dollar Wednesdays - Dog Friendly
9.4 out of 10, Exceptional, (45)
"Property was great size for me and my wife. Although extra bedroom would accommodate at least 2 or 3 children or two adults. Condo is located in woods setting with wild turkey seen on our porch and deer nearby. Also the indoor pool and hot tub were very nice amenity. A nice workout room and golf course if that is your thing. Lake Geneva proper is a ten-minute easy drive. This was our first trip to area and we would come back to this location in the future. "
Abbey Springs - Relax and Unwind - 1 Dollar Wednesdays - Dog Friendly
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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Other types of properties in Woodstock you may be interested in

AmericInn by Wyndham Woodstock IL
2.5 star property
8.0 out of 10, Very good, (812)
"Friendly staff. "
The price is AU$123
includes taxes & fees
17 Nov - 18 Nov
AmericInn by Wyndham Woodstock IL
Timber Ridge Lodge and Waterpark
3.5 star property
8.6 out of 10, Excellent, (2550)
"Staff was friendly and helpful. Location was close to many things to do. No complaints! Would stay there again."
The price is AU$294
includes taxes & fees
19 Nov - 20 Nov
Timber Ridge Lodge and Waterpark
Lodge Geneva National
4.0 star property
9.0 out of 10, Wonderful, (1121)
"Grsat customer service! Clean and updated! "
The price is AU$198
includes taxes & fees
6 Nov - 7 Nov
Lodge Geneva National
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.

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?

Big Family house close to everything!: This holiday home rental outside of Woodstock is located in the city centre, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 8 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 4 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.