A park with a bench, trees with autumn leaves, a grassy area, and a building in the background.

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Woodstock holiday homes

A white house with a porch and a chimney, surrounded by a grassy area and a brick path.

1. The Tailor House

The Tailor House
Woodstock
9.8 out of 10, Exceptional, (56 reviews)
"Amazing stay. So close to everything!"
United States
Brittany H.
The price is £220
includes taxes & fees
22 Sept - 23 Sept
The Tailor House

2. Charming 2-bedroom house with WiFi, AC in fabulous Woodstock

Charming 2-bedroom house with WiFi, AC in fabulous Woodstock
Woodstock
8.0 out of 10, Very good, (1 review)
"I was very surprised that the property was by itself on a 2 lane road. We initially drove past it because there was nothing on the side of the road with the address. It was next to an odd and ugly"building." It was less than 10 minutes frim town, which was good. The house was clean, but REEKED of mildew. We bought stuff to help with the smell (which we left for future guests), but it was still bad. There was no toaster or microwave, and there was someone elase's Culver's in the freezer....
United States
Anonymous traveller
The price is £277
includes taxes & fees
17 Sept - 18 Sept
Charming 2-bedroom house with WiFi, AC in fabulous Woodstock
A kitchen with a dark wooden table, white cabinets, and a sliding barn door.

3. Terrific 3-bedroom family-friendly house close to everything in charming McHenry

Terrific 3-bedroom family-friendly house close to everything in charming McHenry
McHenry
8.6 out of 10, Excellent, (12 reviews)
"Nearby lots of restaurants and business as well as a nice park."
United States
Cj D.
The price is £225
includes taxes & fees
21 Sept - 22 Sept
Terrific 3-bedroom family-friendly house close to everything in charming McHenry
A bedroom with a large bed, two bedside tables with lamps, and a tapestry depicting a waterfall.

4. 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, (28 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 £156
includes taxes & fees
14 Oct - 15 Oct
Sanctuary Woodland Guest House, located next to the conservation area!
A modern kitchen with white cabinets, stainless steel appliances, a large window, and a bar stool.

5. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
The price is £348
includes taxes & fees
17 Sept - 18 Sept
King bed Crystal Lake Mchenry Cary Cozy
A two-story house with a front porch, a stone exterior on the right side, and a green door.

6. The Main Event Game House on the Huntley Square!

The Main Event Game House on the Huntley Square!
Huntley
10.0 out of 10, Exceptional, (21 reviews)
"Our stay was very comfortable and the game room was great for our big family. The kids didn't want to leave and always ask about going back."
United States
BENJAMIN B.
The price is £220
includes taxes & fees
28 Sept - 29 Sept
The Main Event Game House on the Huntley Square!
A wooden deck with a table and chairs, surrounded by lush greenery and trees.

7. Spacious 3 Bedroom

Spacious 3 Bedroom
Cary
9.0 out of 10, Wonderful, (2 reviews)
"Nice quiet spot to rest a Travelers head"
United States
Dan K.
The price is £235
includes taxes & fees
6 Oct - 7 Oct
Spacious 3 Bedroom
A house by a lake with docked boats and a flag.

8. 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, (32 reviews)
"Great location!! Beautiful place!!!"
United States
Jason C.
The price is £468
includes taxes & fees
28 Sept - 29 Sept
This is a VACATION spot with a million dollar view!
An aerial view of a marina with multiple docks and boats, a sandy beach, and surrounding greenery.

9. The Little Farm Fontana 5 min from Geneva Lake!

The Little Farm Fontana 5 min from Geneva Lake!
Fontana-on-Geneva Lake
10.0 out of 10, Exceptional, (1 review)
"Cute little place in a convenient location for a fair price."
United States
Linda C.
The price is £177
includes taxes & fees
17 Sept - 18 Sept
The Little Farm Fontana 5 min from Geneva Lake!
A two-story house with a stone chimney, a front porch with steps, and a flag.

10. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (75 reviews)
"Fantastic location. Very clean. Great/quick communication with host. Definitely recommend!"
United States
Jaclyn Z.
The price is £270
includes taxes & fees
20 Sept - 21 Sept
Quaint Bungalow, near Great Lakes Naval Base
A modern kitchen with stainless steel appliances, white cabinets, and a wooden floor.

11. Cozy 2BR Lake Geneva Home, Fire Pit, Sleeps 6

Cozy 2BR Lake Geneva Home, Fire Pit, Sleeps 6
Lake Geneva
9.0 out of 10, Wonderful, (19 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 £199
includes taxes & fees
22 Sept - 23 Sept
Cozy 2BR Lake Geneva Home, Fire Pit, Sleeps 6
A kitchen with a window, white cabinets, and a marble countertop.

12. Waterfront - Private Dock - Two Suites

Waterfront - Private Dock - Two Suites
Algonquin
The price is £532
includes taxes & fees
22 Sept - 23 Sept
Waterfront - Private Dock - Two Suites
A room with a bed, a desk, a chair, a ceiling fan, and a large window.

13. 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 £316
includes taxes & fees
28 Sept - 29 Sept
Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking
A large, two-story house with a wrap-around porch and a stone foundation.

14. 1905 Victorian Farmhouse close to Lake Geneva.

1905 Victorian Farmhouse close to Lake Geneva.
Hebron
10.0 out of 10, Exceptional, (32 reviews)
"Repeat guest! We will be looking for this property again if we stay in the same area."
United States
Shari
The price is £799
includes taxes & fees
20 Sept - 21 Sept
1905 Victorian Farmhouse close to Lake Geneva.
A wooden dining table with a 'Welcome to the Lake' sign above it.

15. 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, (29 reviews)
"3 bedrooms was great. Very clean. Enjoyed our stay."
United States
Sharon K.
3-bed 2-bath fully remodeled house walking distance to Lake w/ parking for Boat!
A traditional building with a symmetrical facade, large windows, and a central tower.

16. 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, (25 reviews)
"Loved the property, it was beautiful and peaceful. Caitlin was super nice and responsive. Would defiantly stay here again."
United States
Kristen M.
The price is £231
includes taxes & fees
17 Sept - 18 Sept
Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva
A modern kitchen with grey cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

17. ✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly

✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
Elgin
9.0 out of 10, Wonderful, (2 reviews)
"Great place"
United States
Sthendall M.
The price is £264
includes taxes & fees
29 Sept - 30 Sept
✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
A spacious living room with a wooden floor, a dining area, and a kitchen in the background.

18. Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem Vacation Home w/ Dock: Steps to Paddock Lake
Salem
9.2 out of 10, Wonderful, (11 reviews)
"Was a nice little get away location. "
United States
Shanna D.
The price is £682
includes taxes & fees
17 Sept - 18 Sept
Salem Vacation Home w/ Dock: Steps to Paddock Lake
A two-story house with a swimming pool, outdoor seating, and a stone chimney.

19. HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
McHenry
9.2 out of 10, Wonderful, (46 reviews)
"We stayed with our wedding bridal party here, and this massive and beautiful house was the perfect location to spend the weekend with all of our best friends! The house is obviously gorgeous, and the pool, hot tub, fire pit and pool table added an extra tier of fun. We hosted our rehearsal dinner on the back lawn and rented tables and chairs through the property, which was incredibly convenient.The property managers were communicative and very helpful throughout the process. I highly...
United States
Brittany B.
The price is £1,422
includes taxes & fees
18 Sept - 19 Sept
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
An outdoor patio with a hot tub, wicker chairs, and a table.

20. Hot Tub Retreats

Hot Tub Retreats
Lake Villa
10.0 out of 10, Exceptional, (1 review)
"Very clean and cozy I loved my stay"
United States
Rosilynn B.
The price is £254
includes taxes & fees
20 Sept - 21 Sept
Hot Tub Retreats
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

Lodge Geneva National

Lodge Geneva National

8/10 Good
"We had a nice stay. However, we were disappointed that we could not walk from the Lodge to the Main clubhouse, golf courses, and dance floor mini golf, etc. The website made it seem like they were all together. The Marina was closed so besides hanging out by the pool, we didn’t spend much time at the hotel. We really loved Emily at the front desk.. she was top-notch and we would give her five stars! So friendly and helpful!!!"
Meredith 2-night trip
Posted 9 hours ago
Lodge Geneva National

Find out more about Woodstock

Woodstock Holiday Homes information

Number of reviews
272
Accommodation
572 Holiday Homes
Lowest Price
£156
Highest Price
£1,422