Search Vacation Homes in Woodstock

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Woodstock holiday homes

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$1,031
HK$2,169 total
includes taxes & fees
10 Feb - 11 Feb
The Tailor House
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, (22 reviews)
"Host was very responsive and view of lake was beautiful. Always nice to have lots of space to enjoy time with grandkids and have meals together. "
United States
Wendie B.
The price is HK$781
HK$1,871 total
includes taxes & fees
9 Feb - 10 Feb
This is a VACATION spot with a million dollar view!
Exterior detail

Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (69 reviews)
"Super cozy!! The neighborhood is so so so lovely! "
United States
Andrea M.
The price is HK$1,055
HK$2,492 total
includes taxes & fees
2 Mar - 3 Mar
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$766
HK$2,920 total
includes taxes & fees
16 Feb - 17 Feb
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$1,016
HK$1,499 total
includes taxes & fees
24 Feb - 25 Feb
Sanctuary Woodland Guest House, located next to the conservation area!
2 bedrooms

King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
King bed Crystal Lake Mchenry Cary Cozy
Fridge, microwave, oven, stovetop

Newly remodeled Near Lake 4BR Hot Tub Navy Family home

Newly remodeled Near Lake 4BR Hot Tub Navy Family home
Gages Lake
10.0 out of 10, Exceptional, (2 reviews)
"Nice location for our family attending our daughter's graduation from Navy Basic at Great Lakes. "
United States
Judson S.
The price is HK$891
HK$4,186 total
includes taxes & fees
17 Feb - 18 Feb
Newly remodeled Near Lake 4BR Hot Tub Navy Family home
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$517
HK$1,725 total
includes taxes & fees
9 Feb - 10 Feb
Cozy Home In Lake Geneva WI Area
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$859
HK$1,607 total
includes taxes & fees
9 Feb - 10 Feb
Charming 2-bedroom house with a pier and kayaks in Paddock Lake
Outdoor dining

Downtown Lake Geneva Hideaway Walk to Lake Music Dining Balcony Sleeps 16

Downtown Lake Geneva Hideaway Walk to Lake Music Dining Balcony Sleeps 16
Lake Geneva
9.8 out of 10, Exceptional, (19 reviews)
"This place is in a perfect location to everything. We didn’t have to drive anywhere. Very clean and immediate response from owners about questions we had. Would definitely stay there again!"
United States
Jodie F.
The price is HK$828
HK$5,043 total
includes taxes & fees
11 Feb - 12 Feb
Downtown Lake Geneva Hideaway Walk to Lake Music Dining Balcony Sleeps 16
Interior

Riverfront rental

Riverfront rental
South Elgin
9.8 out of 10, Exceptional, (35 reviews)
"Impressive AirBb our host really knock it out of the park..Thank you we will definitely be stay again.."
United States
Josh R.
The price is HK$1,016
HK$1,648 total
includes taxes & fees
12 Feb - 13 Feb
Riverfront rental
Dining tables

Elegant New Home Near Lakes - Relax & Unwind!

Elegant New Home Near Lakes - Relax & Unwind!
Bull Valley
10.0 out of 10, Exceptional, (7 reviews)
"Everything was really good"
United States
Jeff H.
The price is HK$1,043
HK$2,174 total
includes taxes & fees
21 Feb - 22 Feb
Elegant New Home Near Lakes - Relax & Unwind!
Outdoor dining

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
Lake Geneva
9.8 out of 10, Exceptional, (97 reviews)
"Everything was in great condition. Host was great. Kept us well informed and the view of the lake is awesome."
United States
Stephen S.
The price is HK$774
HK$3,346 total
includes taxes & fees
11 Feb - 12 Feb
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |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!
Burlington
9.4 out of 10, Exceptional, (6 reviews)
"Excellent "
United States
Gloria
The price is HK$1,160
HK$3,417 total
includes taxes & fees
1 Mar - 2 Mar
Comfortable Cabin ON Lake and 20 minutes to Ski Hill and Walk to Beach!
Outdoor dining

The Geneva- Modern and Cozy- 5* Location- Parking

The Geneva- Modern and Cozy- 5* Location- Parking
Lake Geneva
10.0 out of 10, Exceptional, (1 review)
"Great location and well maintained property. "
United States
Samy P.
The Geneva- Modern and Cozy- 5* Location- Parking
Interior

3-bed 2-bath fully remodeled house walking distance to Lake w/ parking for Boat!

3-bed 2-bath fully remodeled house walking distance to Lake w/ parking for Boat!
Lake Geneva
10.0 out of 10, Exceptional, (15 reviews)
"Very nice house for our last minute fall break get away. Appreciate allowing us to bring our dogs and the location was within 20 mins of anything we were looking to do."
United States
Jim E.
The price is HK$1,188
HK$3,082 total
includes taxes & fees
3 Mar - 4 Mar
3-bed 2-bath fully remodeled house walking distance to Lake w/ parking for Boat!
Fridge, microwave, oven, stovetop

Dog-Friendly Slice of Heaven by Lake Geneva & Como

Dog-Friendly Slice of Heaven by Lake Geneva & Como
Lake Geneva
10.0 out of 10, Exceptional, (27 reviews)
"Great property- everything was clean and organized. Fenced in yard was great for our small dogs. Great place to stay in Lake Geneva!"
United States
Sheila B.
The price is HK$1,388
HK$3,935 total
includes taxes & fees
12 Feb - 13 Feb
Dog-Friendly Slice of Heaven by Lake Geneva & Como
TV

Relaxing Lake Zurich 3BR + Patio | LCP Collection

Relaxing Lake Zurich 3BR + Patio | LCP Collection
Lake Zurich
8.8 out of 10, Excellent, (6 reviews)
"This was by far the cleanest VRBO we have rented. The location was perfect for our visit. The fully fenced yard was great for our dogs. The host promptly responded to questions I had prior to and during our stay. "
United States
diana w.
The price is HK$1,383
HK$3,478 total
includes taxes & fees
8 Mar - 9 Mar
Relaxing Lake Zurich 3BR + Patio | LCP Collection
Exterior

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, (11 reviews)
"The kids loved seeing the horses and exploring the property."
United States
Andrew C.
The price is HK$1,617
HK$2,561 total
includes taxes & fees
9 Feb - 10 Feb
Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva
Exterior

The Main Event Game House on the Huntley Square!

The Main Event Game House on the Huntley Square!
Huntley
9.8 out of 10, Exceptional, (19 reviews)
"Our stay was wonderful and was exactly as described. Able to walk into town and the games were a lot of fun."
United States
Christine C.
The price is HK$992
HK$2,310 total
includes taxes & fees
9 Feb - 10 Feb
The Main Event Game House on the Huntley Square!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Woodstock Hotel Reviews

Sonesta Simply Suites Chicago Libertyville

Sonesta Simply Suites Chicago Libertyville

10/10 Excellent
" Everything was very good. I would appreciate it if there were an option for breakfast."
Anderson 2-night trip
Posted 19 hours ago
Sonesta Simply Suites Chicago Libertyville

Find out more about Woodstock

Woodstock Vacation Homes information

Number of reviews
433
Accommodation
562 Vacation Homes
Lowest Price
HK$1,499
Highest Price
HK$5,043

Explore a world of travel with Expedia