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

Holiday Homes in Woodstock

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Woodstock holiday homes

Exterior

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 NZ$444
includes taxes & fees
1 Sept - 2 Sept
The Tailor House
Private kitchen

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 NZ$636
includes taxes & fees
6 Sept - 7 Sept
Charming 2-bedroom house with WiFi, AC in fabulous Woodstock
2 bedrooms, iron/ironing board, free WiFi, bed sheets

3. 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, (26 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 NZ$319
includes taxes & fees
26 Aug - 27 Aug
Sanctuary Woodland Guest House, located next to the conservation area!
Interior

4. 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, (10 reviews)
"It was very conveniently located"
United States
Rita L.
The price is NZ$493
includes taxes & fees
26 Aug - 27 Aug
Terrific 3-bedroom family-friendly house close to everything in charming McHenry
Outdoor dining

5. Spacious 3 Bedroom

Spacious 3 Bedroom
Cary
8.0 out of 10, Very good, (1 review)
"Conveniently located near restaurants and downtown. Apartment was clean. Nicely decorated. Cute coffee station. Big table in dining area."
United States
Kim B.
The price is NZ$576
includes taxes & fees
26 Aug - 27 Aug
Spacious 3 Bedroom
Exterior

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 NZ$457
includes taxes & fees
1 Sept - 2 Sept
The Main Event Game House on the Huntley Square!
House

7. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
The price is NZ$744
includes taxes & fees
27 Aug - 28 Aug
King bed Crystal Lake Mchenry Cary Cozy
Marina

8. 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 NZ$372
includes taxes & fees
26 Aug - 27 Aug
The Little Farm Fontana 5 min from Geneva Lake!
Pool

9. 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)
"The house was beautifully clean and spacious. It was the perfect size for our family group and pets. Great location as well.Our host was very accommodating, highly recommended!"
United States
Kathe L.
The price is NZ$2,290
includes taxes & fees
26 Aug - 27 Aug
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Exterior

10. 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 NZ$1,810
includes taxes & fees
26 Aug - 27 Aug
1905 Victorian Farmhouse close to Lake Geneva.
Marina

11. 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, (29 reviews)
"Great location!! Beautiful place!!!"
United States
Jason C.
The price is NZ$452
includes taxes & fees
26 Aug - 27 Aug
This is a VACATION spot with a million dollar view!
Coffee/tea maker, fridge, microwave, oven

12. Cozy Home In Lake Geneva WI Area

Cozy Home In Lake Geneva WI Area
Lake Geneva
9.0 out of 10, Wonderful, (17 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 NZ$404
includes taxes & fees
8 Sept - 9 Sept
Cozy Home In Lake Geneva WI Area
Interior

13. The Basecamp 3-bedroom house with AC in charming Walworth

The Basecamp 3-bedroom house with AC in charming Walworth
Walworth
7.6 out of 10, Good, (7 reviews)
"The host allowed early check in and late check out, which we were very grateful for. However, he forgot about our late check out, so cleaners showed up while we were getting ready for a wedding and pressured us to leave. That felt stressful. The house itself is a cool old building. There's tons of potential. But the dining room and living room aren't functional for a house that sleeps 8. There's no dining table. And the living room has only a single loveseat and coffee table. The beds are...
United States
Alyssa W.
The price is NZ$460
includes taxes & fees
7 Sept - 8 Sept
The Basecamp 3-bedroom house with AC in charming Walworth
Interior

14. 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 NZ$695
includes taxes & fees
31 Aug - 1 Sept
Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking
Exterior

15. 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, (24 reviews)
"The setting is perfect, and the apartment is spacious and comfortable."
United States
Marsha S.
The price is NZ$532
includes taxes & fees
26 Aug - 27 Aug
Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva
Coffee/tea maker, fridge, microwave, oven

16. Modern Waters- Bright and Central- Walk to Downtown

Modern Waters- Bright and Central- Walk to Downtown
Lake Geneva
10.0 out of 10, Exceptional, (8 reviews)
"Great location and easy parking. The unit was great-- clean and plenty of room. "
United States
Leigh Ann M.
The price is NZ$1,010
includes taxes & fees
30 Aug - 31 Aug
Modern Waters- Bright and Central- Walk to Downtown
Exterior detail

17. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (74 reviews)
"Fantastic location. Very clean. Great/quick communication with host. Definitely recommend!"
United States
Jaclyn Z.
The price is NZ$580
includes taxes & fees
8 Sept - 9 Sept
Quaint Bungalow, near Great Lakes Naval Base
Interior

18. 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, (25 reviews)
"3 bedrooms was great. Very clean. Enjoyed our stay."
United States
Sharon K.
The price is NZ$1,057
includes taxes & fees
8 Sept - 9 Sept
3-bed 2-bath fully remodeled house walking distance to Lake w/ parking for Boat!
Smart TV, fireplace, video games, table football

19. Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres

Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres
Delavan
9.6 out of 10, Exceptional, (57 reviews)
"Wonderful stay! The entire group of friends loved staying at the rental. The place was so nicely decorated that we didn’t feel like leaving or stepping outside."
United States
Anusha H.
The price is NZ$1,076
includes taxes & fees
23 Sept - 24 Sept
Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres
Outdoor dining

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 NZ$546
includes taxes & fees
30 Aug - 31 Aug
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

Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

10/10 Excellent
"I absolutely love traveling to lake Geneva every-time I go my experience gets better and better! This place was amazingly clean and the staff were extremely helpful and polite! Would definitely recommend"
Olivia 2-night trip
Posted 3 hours ago
Harbor Shores on Lake Geneva

Find out more about Woodstock

Woodstock Holiday Homes information

Number of reviews
392
Accommodation
585 Holiday Homes
Lowest Price
NZ$319
Highest Price
NZ$2,290