Photo by Erik Rowley

Woodstock Holiday Rentals

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Check prices for these dates

Tonight
15 Jan - 16 Jan
Tomorrow
16 Jan - 17 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Our top choices for Woodstock holiday rentals

Fridge, microwave, oven, stovetop

The Tailor House

The Tailor House
Woodstock
9.8 out of 10, Exceptional, (49 reviews)
"I really enjoyed the place "
United States
Ahmed A.
The price is HK$1,029
HK$2,165 total
includes taxes & fees
19 Jan - 20 Jan
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, (3,109 reviews)
"Clean room, amenities great "
United States
JENNIFER T
The price is HK$1,096
HK$1,526 total
includes taxes & fees
20 Jan - 21 Jan
Timber Ridge Lodge and Waterpark
Indoor pool, pool loungers

Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,221 reviews)
"Enjoyed our stay, perfect location !"
United States
Lisa
The price is HK$1,259
HK$1,429 total
includes taxes & fees
18 Jan - 19 Jan
Mill Creek Hotel
TV

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, (25 reviews)
"Location terrific to everything, had everything we needed and we were very comfortable. "
United States
Keith
The price is HK$455
HK$2,196 total
includes taxes & fees
11 Feb - 12 Feb
Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom
Fridge, microwave, oven, stovetop

Newly remodeled-Near Lake 4BR w/ Hot Tub & Games

Newly remodeled-Near Lake 4BR w/ Hot Tub & Games
2.0 star property
Gages Lake
10.0 out of 10, Exceptional, (1 review)
"The property was beautiful and relaxing. Our host was wonderful and responded quickly to any questions we had. "
United States
Danielle S.
The price is HK$858
HK$4,138 total
includes taxes & fees
18 Jan - 19 Jan
Newly remodeled-Near Lake 4BR w/ Hot Tub & Games
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$803
HK$5,077 total
includes taxes & fees
25 Jan - 26 Jan
Salem Vacation Home w/ Dock: Steps to Paddock Lake
1 bedroom, WiFi, bed sheets

Downtown Lake Geneva Chicago Suite Walk to Beach Dining Shops Parking

Downtown Lake Geneva Chicago Suite Walk to Beach Dining Shops Parking
Lake Geneva
9.8 out of 10, Exceptional, (20 reviews)
"Great place to stay, perfect for Gals weekend away"
United States
sally d.
The price is HK$463
HK$2,161 total
includes taxes & fees
18 Jan - 19 Jan
Downtown Lake Geneva Chicago Suite Walk to Beach Dining Shops Parking
Outdoor dining

Downtown Lake Geneva Hideaway Balcony Walk to Beach Live Music Sleeps 8

Downtown Lake Geneva Hideaway Balcony Walk to Beach Live Music Sleeps 8
Lake Geneva
9.8 out of 10, Exceptional, (13 reviews)
"Great experience! Great Place!"
United States
Magda P.
The price is HK$510
HK$2,730 total
includes taxes & fees
19 Jan - 20 Jan
Downtown Lake Geneva Hideaway Balcony Walk to Beach Live Music Sleeps 8
Dining

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, (13 reviews)
"The property was very nice! It was a relaxing stay and within walking distance to everything! "
United States
Barbara T.
The price is HK$479
HK$2,516 total
includes taxes & fees
18 Jan - 19 Jan
Broad Street Suite 3|Parking for 3 Vehicles |Walkable |Boho Inspired |Full Kitchen |Huge Living Room
Smart 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 reviews)
"Place was great, close to everything, and the little extras were a perfect touch."
United States
Linda
The price is HK$432
HK$1,982 total
includes taxes & fees
18 Jan - 19 Jan
Broad Street Suite 1 |Parking Available |Downton |Walkable |Above Restaurant | King & Queen Bedroom
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 reviews)
"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$516
HK$1,722 total
includes taxes & fees
20 Jan - 21 Jan
Cozy Home In Lake Geneva WI Area
Exterior detail

Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (68 reviews)
"Super cozy!! The neighborhood is so so so lovely! "
United States
Andrea M.
The price is HK$1,053
HK$2,562 total
includes taxes & fees
18 Jan - 19 Jan
Quaint Bungalow, near Great Lakes Naval Base
Dining

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 reviews)
"The location was easy to find and perfect walking distance to downtown. "
United States
Griffin Y.
The price is HK$641
HK$2,809 total
includes taxes & fees
20 Jan - 21 Jan
Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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 reviews)
"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$1,014
HK$1,496 total
includes taxes & fees
31 Jan - 1 Feb
Sanctuary Woodland Guest House, located next to the conservation area!
Property grounds

Geneva Beach House Como Suite Walk to Lake Shore Path Near Downtown

Geneva Beach House Como Suite Walk to Lake Shore Path Near Downtown
Lake Geneva
10.0 out of 10, Exceptional, (19 reviews)
"Property was cozy and had great access to all areas of Lake Geneva."
United States
Paul
The price is HK$517
HK$1,979 total
includes taxes & fees
19 Jan - 20 Jan
Geneva Beach House Como Suite Walk to Lake Shore Path Near Downtown
Marina

This is a VACATION spot with a million dollar view!

This is a VACATION spot with a million dollar view!
fox lake
9.8 out of 10, Exceptional, (21 reviews)
"So easy to get to, right in the water. Has a dock for your boat. Sonja is very welcoming. "
United States
Kristina H.
The price is HK$975
HK$2,099 total
includes taxes & fees
18 Jan - 19 Jan
This is a VACATION spot with a million dollar view!
Beach

Lake Geneva - Fireplace - Pool - Fast WiFi

Lake Geneva - Fireplace - Pool - Fast WiFi
Lake Geneva
10.0 out of 10, Exceptional, (35 reviews)
"Great little spot. Close distance to water, good restaurants and shopping. Nicole was a wonderful host and communicated early and often. We had a fantastic time!"
United States
Gregg K.
The price is HK$732
HK$1,988 total
includes taxes & fees
10 Feb - 11 Feb
Lake Geneva - Fireplace - Pool - Fast WiFi
Smart TV

Charming 2-bedroom house with a pier and kayaks in Paddock Lake

Charming 2-bedroom house with a pier and kayaks in Paddock Lake
Salem
10.0 out of 10, Exceptional, (11 reviews)
"Excellent property and location!"
United States
Rod L.
The price is HK$858
HK$1,588 total
includes taxes & fees
19 Jan - 20 Jan
Charming 2-bedroom house with a pier and kayaks in Paddock Lake
1 bedroom, desk, iron/ironing board, WiFi

Hip Urban Loft-Small Town Charm -124 LOFTS #4

Hip Urban Loft-Small Town Charm -124 LOFTS #4
West Dundee
10.0 out of 10, Exceptional, (13 reviews)
"The loft is a great place to stay and we can’t wait to return! "
United States
Chad G.
The price is HK$975
HK$1,647 total
includes taxes & fees
17 Jan - 18 Jan
Hip Urban Loft-Small Town Charm -124 LOFTS #4
TV

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 reviews)
"Great location walking distance to downtown. Very cozy and clean property! "
United States
Amanda K.
The price is HK$834
HK$4,538 total
includes taxes & fees
18 Jan - 19 Jan
Broad Street Suites 2 & 3 | Parking for 5 Vehicles |Downtown|Walkable |1 Block to Horticultural Hall
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
"Yes"
sonia 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?

#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms: This holiday home rental outside of Woodstock is located on a lake, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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.