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Woodstock Vacation Rentals

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Oct 24 - Oct 25
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Oct 25 - Oct 26
This weekend
Oct 24 - Oct 26
Next weekend
Oct 31 - Nov 2

Vacation Rentals in Woodstock

Water park
Timber Ridge Lodge and Waterpark
Timber Ridge Lodge and Waterpark
3.5 star property
8.6 out of 10, Excellent, (3015)
"Loved the stay staff went above and beyond will be back "
United States
Monica
The price is ￥21,269
￥29,485 total
includes taxes & fees
Oct 27 - Oct 28
Timber Ridge Lodge and Waterpark
Indoor spa tub
Mill Creek Hotel
Mill Creek Hotel
2.5 star property
9.2 out of 10, Wonderful, (1206)
"Enjoyed our stay, perfect location !"
United States
Lisa
The price is ￥23,774
￥26,984 total
includes taxes & fees
Nov 2 - Nov 3
Mill Creek Hotel
Interior
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar
10.0 out of 10, Exceptional, (32)
"We came to Wisconsin for a bachelorette party! This place was described perfectly and was absolutely perfect for our girls! We are very very pleased and would recommend this highly!"
United States
Alma M.
The price is ￥29,911
￥125,080 total
includes taxes & fees
Oct 29 - Oct 30
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar
Fridge, microwave, oven, stovetop
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
9.8 out of 10, Exceptional, (107)
"Had a wonderful stay. Tony and Samantha were great through the process and our stay. Highly recommend"
United States
Mark A.
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
Beach
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
9.8 out of 10, Exceptional, (94)
"Located right in town with a view of the lake and beach with a wonderful balcony."
United States
Jean H.
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
Fridge, microwave, oven, stovetop
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20
9.8 out of 10, Exceptional, (194)
"Wonderful property. Clean with lots of space. Excellent location. Easy communication with host. Will return we."
United States
Beth W.
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20
A heated pool
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
9.2 out of 10, Wonderful, (41)
"Very comfortable… enjoyed the property to the upmost.."
United States
Debra H.
The price is ￥63,172
￥196,516 total
includes taxes & fees
Oct 27 - Oct 28
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
6 bedrooms, desk, iron/ironing board, travel crib
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
2.5 star property
10.0 out of 10, Exceptional, (11)
"We had this fabulous home during the fourth of July week for our family vacation. Kyle was a wonderful host and checked in with us often to make sure everything was perfect. Highly recommend this Super Host Property."
United States
Dave S.
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
Outdoor dining
Private Country House near Lake Geneva, Como and Williams Bay
Private Country House near Lake Geneva, Como and Williams Bay
10.0 out of 10, Exceptional, (93)
"Good place to stay nice location "
United States
stephen g.
Private Country House near Lake Geneva, Como and Williams Bay
Indoor pool, a heated pool
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
9.6 out of 10, Exceptional, (12)
"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."
United States
Mark and Janice B.
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
Fridge, microwave, oven, stovetop
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
2.0 star property
9.4 out of 10, Exceptional, (13)
"Had a great trip and the property was perfect for the 4 of us. Really appreciated the accessible shower."
United States
Bret S.
The price is ￥16,406
￥39,297 total
includes taxes & fees
Oct 27 - Oct 28
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
Outdoor dining
Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air.
Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air.
10.0 out of 10, Exceptional, (13)
"Our family loved this property. Perfect space for our family of 15; the pool was the icing on the cake. We appreciated all the amenities , and the extra touch of beautiful fresh flowers did not go unnoticed. Great setup in the kitchen for preparing meals. The kiddos loved the ability to play video games. Great place. "
United States
Diane L.
The price is ￥173,033
￥274,987 total
includes taxes & fees
Oct 27 - Oct 28
Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air.
Exterior
Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!
Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!
9.8 out of 10, Exceptional, (9)
"A pleasant and welcoming vibe near the lake. Very clean. Lots of special touches. Caring and attentive host. We would stay here again. "
United States
Marcia B.
The price is ￥14,008
￥53,980 total
includes taxes & fees
Oct 26 - Oct 27
Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!
Interior
Excellent getaway. Lake front home with Stunning lake views, come make memories!
Excellent getaway. Lake front home with Stunning lake views, come make memories!
9.0 out of 10, Wonderful, (27)
"Great house and plenty of good space for a large group. Very private property and had an excellent time enjoying the views and the water.If you are getting in the lake I would suggest some water shoes, there were some sharp rocks.Overall, very happy with our stay!"
United States
Joseph H.
Excellent getaway. Lake front home with Stunning lake views, come make memories!
Smart TV, fireplace, video games, foosball
Williams Bay beach cottage with hot tub on 2-acres
Williams Bay beach cottage with hot tub on 2-acres
9.6 out of 10, Exceptional, (44)
"Stayed with a group of 14 for the weekend - property has a little bit of everything you could need while being close to downtown Lake Geneva and Delavan!"
United States
Justin S.
Williams Bay beach cottage with hot tub on 2-acres
Interior
🌲☀️Private Lakefront prop. with Kayaks, Paddle boards, boat rental PVT dock☀️🌲
🌲☀️Private Lakefront prop. with Kayaks, Paddle boards, boat rental PVT dock☀️🌲
9.2 out of 10, Wonderful, (57)
"We had a great time! Jeff was easy to communicate with and accommodating to our group. While the property is beautiful, folks should know you cannot swim at the dock. We did rent a pontoon which provided lots of swimming opportunity and fun! Thanks again for a great stay!"
United States
Kelsey H.
🌲☀️Private Lakefront prop. with Kayaks, Paddle boards, boat rental PVT dock☀️🌲
Terrace/patio
THE ULTIMATE 6 BEDROOM LAKEHOUSE
THE ULTIMATE 6 BEDROOM LAKEHOUSE
9.6 out of 10, Exceptional, (38)
"Simply the best stay we have ever had. Thank you so much! "
United States
Jeff B.
The price is ￥108,897
￥177,484 total
includes taxes & fees
Oct 28 - Oct 29
THE ULTIMATE 6 BEDROOM LAKEHOUSE
Terrace/patio
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!
9.8 out of 10, Exceptional, (91)
"One of my favorite places I've stayed at "
United States
sami a.
The price is ￥34,333
￥96,591 total
includes taxes & fees
Nov 3 - Nov 4
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!
Terrace/patio
🌲☀️Private Lakefront prop. With Kayaks And Paddleboard Boat Rental Optional☀️🌲
🌲☀️Private Lakefront prop. With Kayaks And Paddleboard Boat Rental Optional☀️🌲
9.4 out of 10, Exceptional, (109)
"Was a great place to stay for our bachelorette trip! "
United States
Courtney W.
🌲☀️Private Lakefront prop. With Kayaks And Paddleboard Boat Rental Optional☀️🌲
Fridge, microwave, oven, stovetop
Large Group Retreat w/ secluded party room and private pool
Large Group Retreat w/ secluded party room and private pool
7.8 out of 10, Good, (22)
"This property is better than advertised, it was exactly what we were hoping for. Pool area is awesome, all of the teenage boys LOVED the clubhouse, plenty of space to host. Communication with JJ was awesome. Would book again in a heartbeat and will have more stays there."
United States
Derek K.
Large Group Retreat w/ secluded party room and private pool
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

Country Inn & Suites by Radisson, Elgin, IL

Country Inn & Suites by Radisson, Elgin, IL

10/10 Excellent
"Parking was fine and breakfast was good"
Ashley 1-night trip
Posted 3 days ago
Country Inn & Suites by Radisson, Elgin, IL

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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  • 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 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?

Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking: Visitors like this Woodstock vacation home rental. It is located on a lake and has a balcony, a barbecue grill, and air-conditioning 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 4 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.