Woodstock Vacation Rentals

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Check prices for these dates

Tonight
Jan 8 - Jan 9
Tomorrow
Jan 9 - Jan 10
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Woodstock vacation rentals

Fridge, microwave, oven, stovetop
The Tailor House

The Tailor House

The Tailor House
Woodstock
9.8 out of 10, Exceptional, (49)
"I really enjoyed the place "
United States
Ahmed A.
The price is ￥20,673
￥43,485 total
includes taxes & fees
Jan 14 - Jan 15
The Tailor House
House (4 Bedrooms) | Interior
Salem Vacation Home w/ Dock: Steps to Paddock Lake

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 ￥16,140
￥102,032 total
includes taxes & fees
Jan 11 - Jan 12
Salem Vacation Home w/ Dock: Steps to Paddock Lake
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

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)
"Location terrific to everything, had everything we needed and we were very comfortable. "
United States
Keith
The price is ￥9,303
￥42,517 total
includes taxes & fees
Jan 12 - Jan 13
Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom
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

F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
Barrington
9.8 out of 10, Exceptional, (7)
"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 ￥19,733
￥33,508 total
includes taxes & fees
Jan 9 - Jan 10
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
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

Broad Street Suite 1 |Parking Available |Downton |Walkable |Above Restaurant | King & Queen Bedroom
Lake Geneva
9.6 out of 10, Exceptional, (12)
"Place was great, close to everything, and the little extras were a perfect touch."
United States
Linda
The price is ￥8,838
￥41,781 total
includes taxes & fees
Jan 10 - Jan 11
Broad Street Suite 1 |Parking Available |Downton |Walkable |Above Restaurant | King & Queen Bedroom
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

Downtown Lake Geneva Chicago Suite Walk to Beach Dining Shops Parking
Lake Geneva
9.8 out of 10, Exceptional, (20)
"Great place to stay, perfect for Gals weekend away"
United States
sally d.
The price is ￥9,303
￥45,361 total
includes taxes & fees
Jan 11 - Jan 12
Downtown Lake Geneva Chicago Suite Walk to Beach Dining Shops Parking
Marina
This is a VACATION spot with a million dollar view!

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)
"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 ￥19,576
￥42,158 total
includes taxes & fees
Jan 12 - Jan 13
This is a VACATION spot with a million dollar view!
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

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)
"The property was very nice! It was a relaxing stay and within walking distance to everything! "
United States
Barbara T.
The price is ￥9,768
￥52,144 total
includes taxes & fees
Jan 12 - Jan 13
Broad Street Suite 3|Parking for 3 Vehicles |Walkable |Boho Inspired |Full Kitchen |Huge Living Room
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

Downtown Lake Geneva Hideaway Balcony Walk to Beach Live Music Sleeps 8
Lake Geneva
9.8 out of 10, Exceptional, (13)
"Great experience! Great Place!"
United States
Magda P.
Downtown Lake Geneva Hideaway Balcony Walk to Beach Live Music Sleeps 8
Outdoor dining
Little Fox Cottage - A Cozy Riverview Getaway

Little Fox Cottage - A Cozy Riverview Getaway

Little Fox Cottage - A Cozy Riverview Getaway
Fox River Grove
10.0 out of 10, Exceptional, (17)
"The perfect place for a quiet winter weekend getaway. Relax and enjoy!"
United States
Kelly F.
The price is ￥21,155
￥33,215 total
includes taxes & fees
Jan 11 - Jan 12
Little Fox Cottage - A Cozy Riverview Getaway
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

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 ￥12,869
￥56,421 total
includes taxes & fees
Jan 11 - Jan 12
Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking
Smart TV, fireplace, video games
Comfortable Cabin ON Lake and 20 minutes to Ski Hill and Walk to Beach!

Comfortable Cabin ON Lake and 20 minutes to Ski Hill and Walk to Beach!

Comfortable Cabin ON Lake and 20 minutes to Ski Hill and Walk to Beach!
Burlington
9.4 out of 10, Exceptional, (6)
"Excellent "
United States
Gloria
The price is ￥20,371
￥65,283 total
includes taxes & fees
Jan 14 - Jan 15
Comfortable Cabin ON Lake and 20 minutes to Ski Hill and Walk to Beach!
Dining
Suite 725 on Main |Recently Face-Lifted |Walkable Dwntwn Condo |Parking |Dining |Nightlife |Shopping

Suite 725 on Main |Recently Face-Lifted |Walkable Dwntwn Condo |Parking |Dining |Nightlife |Shopping

Suite 725 on Main |Recently Face-Lifted |Walkable Dwntwn Condo |Parking |Dining |Nightlife |Shopping
Lake Geneva
9.6 out of 10, Exceptional, (19)
"Great downtown location!"
United States
Illinois G.
The price is ￥11,473
￥47,266 total
includes taxes & fees
Jan 11 - Jan 12
Suite 725 on Main |Recently Face-Lifted |Walkable Dwntwn Condo |Parking |Dining |Nightlife |Shopping
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

Geneva Beach House Como Suite Walk to Lake Shore Path Near Downtown
Lake Geneva
10.0 out of 10, Exceptional, (19)
"Property was cozy and had great access to all areas of Lake Geneva."
United States
Paul
The price is ￥10,543
￥39,925 total
includes taxes & fees
Jan 11 - Jan 12
Geneva Beach House Como Suite Walk to Lake Shore Path Near Downtown
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

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.
Broad Street Suites 2 & 3 | Parking for 5 Vehicles |Downtown|Walkable |1 Block to Horticultural Hall
Smart TV, fireplace
Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva

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 place. "
United States
Therese N.
The price is ￥18,125
￥58,997 total
includes taxes & fees
Jan 12 - Jan 13
Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva
Water park
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3102)
"Clean room, amenities great "
United States
JENNIFER T
The price is ￥20,018
￥28,436 total
includes taxes & fees
Feb 2 - Feb 3
Timber Ridge Lodge and Waterpark
House
King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
The price is ￥15,244
￥58,935 total
includes taxes & fees
Jan 12 - Jan 13
King bed Crystal Lake Mchenry Cary Cozy
Smart TV
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!

Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!
Wonder Lake
9.8 out of 10, Exceptional, (9)
"This was a great spot to spend the night with our 2 Golden Retrievers. The house had everything you would find at your own home."
United States
Mike W.
Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!
Exterior detail
Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (68)
"Super cozy!! The neighborhood is so so so lovely! "
United States
Andrea M.
The price is ￥21,142
￥51,950 total
includes taxes & fees
Jan 12 - Jan 13
Quaint Bungalow, near Great Lakes Naval Base
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

Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

10/10 Excellent
"Nice"
Thomas 1-night trip
Posted 2 days ago
Abbey Resort and Avani Spa

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 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?

Gorgeous Downtown Baker St Bungalow, Walk Everywhere!!!: Visitors like this Woodstock vacation home rental. It offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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.