Photo by Erik Rowley

Holiday Homes in Woodstock

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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Featured Holiday Homes in Woodstock

Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
Fridge, microwave, oven, stovetop

Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage

10.0 out of 10, Exceptional, (94)
"This was a very smooth experience from start to finish, and the home was very clean and comfortable. Communication was great! The property is a well maintained traditional lake house that is convenient to the lake and town. Would definitely rent again!"
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
The Bay House - one block from Geneva Lake
Exterior

The Bay House - one block from Geneva Lake

9.8 out of 10, Exceptional, (62)
"I stayed for business and then my family joined me later, this was a great location, Holly was super nice and helpful!!!"
The Bay House - one block from Geneva Lake
Huge Family Home in Lake Geneva. Sleeps 10 Pet Friendly!
Fridge, microwave, oven, stovetop

Huge Family Home in Lake Geneva. Sleeps 10 Pet Friendly!

10.0 out of 10, Exceptional, (12)
"We very much so enjoyed our time in Lake Geneva! The property was clean and very comfortably accommodated our group of 8. The proximity to the downtown area was nice, being about a 20 minute walk. Would recommend this place to others!"
Huge Family Home in Lake Geneva. Sleeps 10 Pet Friendly!
IVP Manor House Close to Lake Beach & Naval Base
Fridge, microwave, oven, stovetop

IVP Manor House Close to Lake Beach & Naval Base

9.6 out of 10, Exceptional, (51)
"We needed a good centralized location for Thanksgiving with our relatives. This house was the perfect location, was very spacious, very clean, and comfortable beds and pillows. Would definitely stay again, thank you for your hospitality! "
IVP Manor House Close to Lake Beach & Naval Base
Downtown Hideaway - Entire Building |Fun, Convienent & Comfortable |Sleeps 14 |1000+ 5 Star Reviews
Outdoor dining

Downtown Hideaway - Entire Building |Fun, Convienent & Comfortable |Sleeps 14 |1000+ 5 Star Reviews

9.8 out of 10, Exceptional, (16)
"Me and four of my friends went for the weekend for our annual girls trip. The space was perfect as it could accommodate all of us with our own room and bed. Is decorated really cute. The location is unbeatable. We parked in the lot and never got back in our cars the whole weekend. There is some noise at night out in the parking lot from people leaving the bars, so that was a bit annoying."
The price is AU$982
includes taxes & fees
18 Feb - 19 Feb
Downtown Hideaway - Entire Building |Fun, Convienent & Comfortable |Sleeps 14 |1000+ 5 Star Reviews
Lake House Retreat Steps From Lake Geneva ~ Abbey Springs Resort!
Outdoor dining

Lake House Retreat Steps From Lake Geneva ~ Abbey Springs Resort!

9.8 out of 10, Exceptional, (111)
"What a great place for a family get away. We had 10 in the group and there were plenty of spaces to enjoy. We spent a lot of time on the screened in porch for morning coffee and evening cocktails. Fully equipped kitchen. Close to both beach and pool. The owner was very responsive and easy to work with. Would stay again. "
Lake House Retreat Steps From Lake Geneva ~ Abbey Springs Resort!
Quaint Sleep 8 In Downtown Walk to Lake Pets OK
Fridge, microwave, oven, stovetop

Quaint Sleep 8 In Downtown Walk to Lake Pets OK

9.6 out of 10, Exceptional, (51)
"The house was as advertised. The only negative is that the house needs some TLC and a little better cleaning."
Quaint Sleep 8 In Downtown Walk to Lake Pets OK
Country Guesthouse at Wind Ridge Herb Farm
Outdoor dining

Country Guesthouse at Wind Ridge Herb Farm

9.8 out of 10, Exceptional, (67)
"Nice older property. Fit our needs very well."
Country Guesthouse at Wind Ridge Herb Farm
Cottage walking distance to Lake Geneva!
Property grounds

Cottage walking distance to Lake Geneva!

10.0 out of 10, Exceptional, (35)
"Our stay was great- the cottage is as described and the host was great! "
Cottage walking distance to Lake Geneva!
Sage Street Bungalow- Beautifully renovated, historical home walking distance to downtown
Exterior

Sage Street Bungalow- Beautifully renovated, historical home walking distance to downtown

Sage Street Bungalow- Beautifully renovated, historical home walking distance to downtown
Indoor Kidquarium - Perfect for Large Groups - EnglishPrairieBnB
Dining

Indoor Kidquarium - Perfect for Large Groups - EnglishPrairieBnB

10.0 out of 10, Exceptional, (36)
"My family and I stayed at English Prarie BNB for Christmas in 2024 (i.e., 11 adults, 4 kids, 2 dogs). It was perfect!!! The host Mike was quite communicative and his attention to detail was second-to-none. The property felt like a home away from home. It was fully decorated for the holidays, complete with a tree and holiday lights and red table runners and cute little candy cane drawer pulls and a hundred other small holiday-themed details all over the home which were so thoughtful!!! The host...
Indoor Kidquarium - Perfect for Large Groups - EnglishPrairieBnB
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
A heated pool

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

9.4 out of 10, Exceptional, (33)
"The house was very clean and spacious. A lot of activities to do "
The price is AU$2,231
includes taxes & fees
17 Feb - 18 Feb
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
Beach

Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking

9.8 out of 10, Exceptional, (80)
"This place was amazing. Located right in the center of it all. Communication was easy and everything was in order. The accommodations were clean, neat and beautifully decorated. The deck outside is amazing. It was a little chilly (November) however during the sunny daytime hours we enjoyed sitting out on the deck. This location is so close to everything. We enjoyed our stay."
The price is AU$689
includes taxes & fees
18 Feb - 19 Feb
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20
Fridge, microwave, oven, stovetop

THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20

10.0 out of 10, Exceptional, (182)
"GREAT LOCATION IN DOWNTOWN LAKE GENEVA A SHORT WALK TO ALL OF THE MAIN ATTRACTIONS !! ROOMS ARE SPACIOUS WE HAD A PRIVATE CHEF LOTS OF KITCHEN SPACE AND SEATING . TISH THE PROPERTY MANAGER IS VERY ATTENTIVE"
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20
Quaint Bungalow, near Great Lakes Naval Base
TV, books

Quaint Bungalow, near Great Lakes Naval Base

10.0 out of 10, Exceptional, (56)
"Got to stay in this wonderful home while visiting my son and his family. I loved it!"
The price is AU$490
includes taxes & fees
23 Feb - 24 Feb
Quaint Bungalow, near Great Lakes Naval Base
Delavan Lake Home - Brand New with Lake Views!
Smart TV, fireplace, table football

Delavan Lake Home - Brand New with Lake Views!

10.0 out of 10, Exceptional, (24)
"Eight friends spent two days enjoying lots of laughs and endless games of mahjongg in this beautiful space. We took time to sit on the rockers to enjoy the fall colors and views of the lake and to have some fun at area restaurants and pubs. This house is so comfortable and well equipped."
Delavan Lake Home - Brand New with Lake Views!
Modern Home, Fire Pit, Golf Cart Included, Dog Friendly, Sleeps 6
Exterior

Modern Home, Fire Pit, Golf Cart Included, Dog Friendly, Sleeps 6

10.0 out of 10, Exceptional, (20)
"We absolutely loved this house and the location. House was super clean, beds comfortable, all the amenities you need and then some. Plus, it’s just a short walk to a few cool bar/grills. Would book again for sure. "
Modern Home, Fire Pit, Golf Cart Included, Dog Friendly, Sleeps 6
Large Lakefront Home on Lake Como - Private Pier!
Fridge, microwave, oven, stovetop

Large Lakefront Home on Lake Como - Private Pier!

9.8 out of 10, Exceptional, (41)
"We had a great weekend with friends watching the Super Bowl at this house! It was spacious enough to accommodate everyone comfortably, and we had plenty of supplies to make the stay easy and enjoyable. The host was great—responsive and welcoming. Would definitely recommend for a group getaway!"
Large Lakefront Home on Lake Como - Private Pier!
Cozy Lakehouse Views on a hill, Hot tub, water activities, pier, & optional boat
Marina

Cozy Lakehouse Views on a hill, Hot tub, water activities, pier, & optional boat

10.0 out of 10, Exceptional, (9)
"Mario and Katie have a beautiful home with all the bells and whistles. We enjoyed the home, the hot tub, multiple patios, the lake and the low key vibe. The introduction to Luke at Luke's Float and Boat for our pontoon was a great add! Enjoy your time at the lake!"
Cozy Lakehouse Views on a hill, Hot tub, water activities, pier, & optional boat
Historic Lake Geneva 🏡. Walk 2 Everything! IN THE HEART OF DOWNTOWN!!
Fridge, microwave, oven, stovetop

Historic Lake Geneva 🏡. Walk 2 Everything! IN THE HEART OF DOWNTOWN!!

10.0 out of 10, Exceptional, (29)
"We enjoyed this place"
Historic Lake Geneva 🏡. Walk 2 Everything! IN THE HEART OF DOWNTOWN!!
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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Other property types in Woodstock

Timber Ridge Lodge and Waterpark
Water park

Timber Ridge Lodge and Waterpark

3.5 star property
8.6 out of 10, Excellent, (2691)
"I like that the kids get to spend as much time at the water park as they want. The arcade was awesome and my son loved the bowl arama. "
The price is AU$311
includes taxes & fees
2 Mar - 3 Mar
Timber Ridge Lodge and Waterpark
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
A heated pool

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

9.4 out of 10, Exceptional, (33)
"The house was very clean and spacious. A lot of activities to do "
The price is AU$2,231
includes taxes & fees
17 Feb - 18 Feb
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Walk to downtown/beach Huge historic house perfect for large groups or families
Terrace/patio

Walk to downtown/beach Huge historic house perfect for large groups or families

10.0 out of 10, Exceptional, (21)
"Great historical house with plenty of space and walking distance to everything! Would definitely stay here again!"
The price is AU$1,516
includes taxes & fees
18 Feb - 19 Feb
Walk to downtown/beach Huge historic house perfect for large groups or families
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.