Woodstock Holiday Rentals

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Check prices for these dates

Tonight
28 Nov - 29 Nov
Tomorrow
29 Nov - 30 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Holiday Rentals in Woodstock

Exterior
The Tailor House

The Tailor House

Woodstock
9.8 out of 10, Exceptional, (48)
"I really enjoyed the place "
United States
Ahmed A.
The price is HK$1,136
HK$2,292 total
includes taxes & fees
9 Dec - 10 Dec
The Tailor House
Water park
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3050)
"The resort was clean and fun for the whole family!"
United States
Vanessa
The price is HK$1,083
HK$1,511 total
includes taxes & fees
14 Dec - 15 Dec
Timber Ridge Lodge and Waterpark
Indoor spa tub
Mill Creek Hotel

Mill Creek Hotel

2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1215)
"Enjoyed our stay, perfect location !"
United States
Lisa
The price is HK$1,217
HK$1,382 total
includes taxes & fees
4 Dec - 5 Dec
Mill Creek Hotel
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 HK$801
HK$5,065 total
includes taxes & fees
30 Nov - 1 Dec
Salem Vacation Home w/ Dock: Steps to Paddock Lake
TV
Broad Street Suite 1 |Parking Available |Downton |Walkable |Above Restaurant | King & Queen Bedroom

Broad Street Suite 1 |Parking Available |Downton |Walkable |Above Restaurant | King & Queen Bedroom

Lake Geneva
9.6 out of 10, Exceptional, (12)
"The property was very clean and in an excellent location. We were able to walk everywhere we wanted to go. The parking spots provided for guests were an excellent benefit. "
United States
Dawn C.
The price is HK$479
HK$2,123 total
includes taxes & fees
30 Nov - 1 Dec
Broad Street Suite 1 |Parking Available |Downton |Walkable |Above Restaurant | King & Queen Bedroom
Outdoor dining
Downtown Hideaway-Upper Unit |Private Deck |Shared Patio |100 Year Old Cinder Block Building|Main St

Downtown Hideaway-Upper Unit |Private Deck |Shared Patio |100 Year Old Cinder Block Building|Main St

Lake Geneva
9.8 out of 10, Exceptional, (13)
"Great experience! Great Place!"
United States
Magda P.
The price is HK$573
HK$2,811 total
includes taxes & fees
7 Dec - 8 Dec
Downtown Hideaway-Upper Unit |Private Deck |Shared Patio |100 Year Old Cinder Block Building|Main St
Fridge, microwave, oven, stovetop
Cozy Home In Lake Geneva WI Area

Cozy Home In Lake Geneva WI Area

Lake Geneva
8.8 out of 10, Excellent, (16)
"Super clean,quiet house! Close to water for us to launch our boat. We would definitely stay again, Thank You"
United States
kelly b.
The price is HK$510
HK$1,712 total
includes taxes & fees
2 Dec - 3 Dec
Cozy Home In Lake Geneva WI Area
Dining
Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom

Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom

Lake Geneva
9.4 out of 10, Exceptional, (23)
"Location terrific to everything, had everything we needed and we were very comfortable. "
United States
Keith
The price is HK$505
HK$2,260 total
includes taxes & fees
2 Dec - 3 Dec
Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom
Spa
Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva

Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva

Lake Geneva
10.0 out of 10, Exceptional, (9)
"Host was great, very clean and Caitlin communicated everything very well. 20 minutes from Alpine Valley Music Theater. Perfect trip."
United States
Mary M.
The price is HK$1,610
HK$2,550 total
includes taxes & fees
30 Nov - 1 Dec
Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva
Fridge, microwave, oven, stovetop
Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking

Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking

Lake Geneva
9.8 out of 10, Exceptional, (29)
"The location was easy to find and perfect walking distance to downtown. "
United States
Griffin Y.
The price is HK$710
HK$2,897 total
includes taxes & fees
1 Dec - 2 Dec
Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking
Dining
Broad Street Suites 2 & 3 | Parking for 5 Vehicles |Downtown|Walkable |1 Block to Horticultural Hall

Broad Street Suites 2 & 3 | Parking for 5 Vehicles |Downtown|Walkable |1 Block to Horticultural Hall

Lake Geneva
10.0 out of 10, Exceptional, (5)
"Great location walking distance to downtown. Very cozy and clean property! "
United States
Amanda K.
The price is HK$933
HK$4,666 total
includes taxes & fees
2 Dec - 3 Dec
Broad Street Suites 2 & 3 | Parking for 5 Vehicles |Downtown|Walkable |1 Block to Horticultural Hall
Fridge, microwave, oven, stovetop
Geneva Beach House Delavan Suite |Easy .5 Mile Walk to the Lake |Shared Backyard |Parking

Geneva Beach House Delavan Suite |Easy .5 Mile Walk to the Lake |Shared Backyard |Parking

Lake Geneva
9.8 out of 10, Exceptional, (29)
"Very clean, close to everything."
United States
Erin O.
The price is HK$676
HK$2,953 total
includes taxes & fees
1 Dec - 2 Dec
Geneva Beach House Delavan Suite |Easy .5 Mile Walk to the Lake |Shared Backyard |Parking
TV
Broad Street Suite 3|Parking for 3 Vehicles |Walkable |Boho Inspired |Full Kitchen |Huge Living Room

Broad Street Suite 3|Parking for 3 Vehicles |Walkable |Boho Inspired |Full Kitchen |Huge Living Room

Lake Geneva
9.6 out of 10, Exceptional, (12)
"The property was very nice! It was a relaxing stay and within walking distance to everything! "
United States
Barbara T.
The price is HK$539
HK$2,664 total
includes taxes & fees
1 Dec - 2 Dec
Broad Street Suite 3|Parking for 3 Vehicles |Walkable |Boho Inspired |Full Kitchen |Huge Living Room
Smart TV
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC

F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC

Barrington
9.6 out of 10, Exceptional, (5)
"Our experience at this place was unique; the best relaxing get away I have had in many years. From check-in to total comfort and cleanliness to privacy and coziness. And “Friends-Themed”accents made our stay specially touching. It was a delight walking downtown to great restaurants and stores while admiring beautifully maintained new and old architectural gems that made us feel both amazed and nostalgic. And more than anything, a town we felt safe and welcomed everywhere. It is for sure one of...
United States
Sarah S.
The price is HK$560
HK$1,182 total
includes taxes & fees
30 Nov - 1 Dec
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
Smart TV, fireplace
Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva

Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva

Lake Geneva
10.0 out of 10, Exceptional, (20)
"Great condo in a beautiful setting. Furnishing were nice and comfortable. I would stay here again."
United States
Susan P.
The price is HK$794
HK$2,758 total
includes taxes & fees
1 Dec - 2 Dec
Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva
Beach nearby
Blue Beach Cottage - 5 Minute Walk to Private Beach!

Blue Beach Cottage - 5 Minute Walk to Private Beach!

Delavan
9.6 out of 10, Exceptional, (16)
"Highly recommend! The place was very clean and the host was responsive and helpful. "
United States
Marianne Y.
The price is HK$2,233
HK$4,865 total
includes taxes & fees
30 Nov - 1 Dec
Blue Beach Cottage - 5 Minute Walk to Private Beach!
TV
Downtown Lake Geneva-Chicago |Above Shops on Main |Onsite Parking |Fun Themed Urban Apartment |King

Downtown Lake Geneva-Chicago |Above Shops on Main |Onsite Parking |Fun Themed Urban Apartment |King

Lake Geneva
9.8 out of 10, Exceptional, (20)
"Great location "
United States
Cesar G.
The price is HK$513
HK$2,226 total
includes taxes & fees
30 Nov - 1 Dec
Downtown Lake Geneva-Chicago |Above Shops on Main |Onsite Parking |Fun Themed Urban Apartment |King
Smart TV, fireplace, books
The Ridge Retreat Renovated in 2024 - Steps from Lake Como & The Ridge

The Ridge Retreat Renovated in 2024 - Steps from Lake Como & The Ridge

2.0 star property
Lake Geneva
9.8 out of 10, Exceptional, (9)
"Everything was very nice which made our stay for my sisters memorial on Sunday very pleasant."
United States
peggy k.
The price is HK$1,945
HK$3,964 total
includes taxes & fees
28 Dec - 29 Dec
The Ridge Retreat Renovated in 2024 - Steps from Lake Como & The Ridge
Outdoor dining
Sanctuary Woodland Guest House, located next to the conservation area!

Sanctuary Woodland Guest House, located next to the conservation area!

Harvard
10.0 out of 10, Exceptional, (23)
"The property is so cute and it was the perfect, quiet place to stay! The owner was super friendly as well!"
United States
Jamie S.
The price is HK$1,011
HK$1,492 total
includes taxes & fees
7 Dec - 8 Dec
Sanctuary Woodland Guest House, located next to the conservation area!
Terrace/patio
Riverfront rental

Riverfront rental

South Elgin
9.8 out of 10, Exceptional, (34)
"Luci was an excellent host and our stay was great!"
United States
Michelle C.
The price is HK$1,011
HK$1,624 total
includes taxes & fees
30 Nov - 1 Dec
Riverfront rental
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

The Cove Of Lake Geneva

The Cove Of Lake Geneva

10/10 Excellent
"Had a great girls trip with a very comfortable room! "
Melissa 1-night trip
Posted 2 days ago
The Cove Of Lake Geneva

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?

Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!: This holiday home rental outside of Woodstock is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 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 Woodstock City Hall 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.