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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Browse Select Woodstock Vacation Homes

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, (19)
"Will come back again for sure Dan is excellent host we loved the place"
Large Lakefront Home on Lake Como - Private Pier!
Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva
Spa

Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva

10.0 out of 10, Exceptional, (4)
"Host was great, very clean and Caitlin communicated everything very well. 20 minutes from Alpine Valley Music Theater. Perfect trip."
The price is CA $320
CA $496 total
includes taxes & fees
Sep 9 - Sep 10
Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva
Charming 3-bedroom house in Grayslake
Fridge, microwave, oven, stovetop

Charming 3-bedroom house in Grayslake

9.8 out of 10, Exceptional, (15)
"The house, yard and location were all perfect. "
The price is CA $396
CA $730 total
includes taxes & fees
Aug 25 - Aug 26
Charming 3-bedroom house in Grayslake
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
Fridge, microwave, oven, stovetop

Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva

2.0 star property
9.4 out of 10, Exceptional, (11)
"Such a charming property in a great town. Close to so many things. Comfy, well appointed."
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
Chic 3 bedroom Get-a-way in downtown Lake Geneva
Fridge, microwave, oven, stovetop

Chic 3 bedroom Get-a-way in downtown Lake Geneva

10.0 out of 10, Exceptional, (3)
"Nice place...was perfect for our family."
The price is CA $344
CA $447 total
includes taxes & fees
Sep 2 - Sep 3
Chic 3 bedroom Get-a-way in downtown Lake Geneva
Adorable 2-bedroom home near downtown Grayslake!
Exterior

Adorable 2-bedroom home near downtown Grayslake!

10.0 out of 10, Exceptional, (34)
"Great location, close enough to shop, eat and visit family."
Adorable 2-bedroom home near downtown Grayslake!
Does your dog need a vacation? We are people and pet friendly!
Fridge, microwave, oven, stovetop

Does your dog need a vacation? We are people and pet friendly!

10.0 out of 10, Exceptional, (157)
"Had a great time. Location is perfect, grandaughter loved the play set. We had wonderful family time."
Does your dog need a vacation? We are people and pet friendly!
Beautiful Spacious Escape On The Chain O'Lakes
Outdoor dining

Beautiful Spacious Escape On The Chain O'Lakes

9.2 out of 10, Wonderful, (61)
"Beautiful location, easy access. Could use carpet replaced, bed in large bedroom replaced. Otherwise we had a good stay."
Beautiful Spacious Escape On The Chain O'Lakes
Spare Time Retreat | Renovated | Walk to Town| Next to Bowling Alley|Parking|Fire Table|Grill
Fridge, microwave, oven, stovetop

Spare Time Retreat | Renovated | Walk to Town| Next to Bowling Alley|Parking|Fire Table|Grill

The price is CA $268
CA $860 total
includes taxes & fees
Aug 25 - Aug 26
Spare Time Retreat | Renovated | Walk to Town| Next to Bowling Alley|Parking|Fire Table|Grill
Geneva Lake Adventures: Family Retreat w/ Patio
Fridge, microwave, stovetop, dishwasher

Geneva Lake Adventures: Family Retreat w/ Patio

Geneva Lake Adventures: Family Retreat w/ Patio
Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table
Terrace/patio

Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table

10.0 out of 10, Exceptional, (4)
"We stayed for two nights and absolutely loved it! The space was cozy and welcoming, and my family felt right at home. The second-floor patio was stunning—we spent both days out there just soaking it all in. The kitchen was beautiful and had everything we needed. Overall, such a wonderful experience and we’d love to come back!"
Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table
Fully renovated lake front home on Delavan’s North Shore
Game room

Fully renovated lake front home on Delavan’s North Shore

9.0 out of 10, Wonderful, (4)
"Great place to stay. Super clean, owner was great with communication. Very nice place to stay. Only small issue was the water in the shower was hot and cold. Then you are really close with the house behind you. Owner was awesome. "
Fully renovated lake front home on Delavan’s North Shore
Spacious Ranch blocks away from downtown McHenry
Fridge, microwave, oven, stovetop

Spacious Ranch blocks away from downtown McHenry

9.8 out of 10, Exceptional, (15)
"Very nice place and host is great "
The price is CA $381
CA $459 total
includes taxes & fees
Aug 25 - Aug 26
Spacious Ranch blocks away from downtown McHenry
Cottage walking distance to Lake Geneva!
Property grounds

Cottage walking distance to Lake Geneva!

10.0 out of 10, Exceptional, (37)
"Great cottage, perfect location"
Cottage walking distance to Lake Geneva!
Beautiful and spacious lakefront home! Close to everything!
Exterior detail

Beautiful and spacious lakefront home! Close to everything!

9.6 out of 10, Exceptional, (48)
"Overall nice stay, the master shower didn’t work but there were 2 other bathrooms, "
Beautiful and spacious lakefront home! Close to everything!
Vida del Lago | 3 Bedroom | Near Geneva National
Terrace/patio

Vida del Lago | 3 Bedroom | Near Geneva National

10.0 out of 10, Exceptional, (7)
"The home is so cute! It has everything we needed and the space is just perfect!"
Vida del Lago | 3 Bedroom | Near Geneva National
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, (91)
"A few wonderful days spent with family in a welcoming home. I must have experienced this again."
The price is CA $356
CA $895 total
includes taxes & fees
Aug 27 - Aug 28
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!
Terrace/patio

Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!

9.8 out of 10, Exceptional, (88)
"One of my favorite places I've stayed at "
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!
Gorgeous Downtown Baker St Bungalow, Walk Everywhere!!!
Beach

Gorgeous Downtown Baker St Bungalow, Walk Everywhere!!!

10.0 out of 10, Exceptional, (126)
"Great location. Would definitely come back!"
Gorgeous Downtown Baker St Bungalow, Walk Everywhere!!!
Lake Front 2.20 acre estate Private boat launch with pier
Interior

Lake Front 2.20 acre estate Private boat launch with pier

9.8 out of 10, Exceptional, (15)
"We had a great family vacation here! The property is huge & beautiful. Tons of large clean bedrooms & baths & great rooms. Played pool, foisball & ping pong in garage, pickleball & basketball on court, volleyball & teetherball. This place had everything we were looking for!"
Lake Front 2.20 acre estate Private boat launch with pier
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

Lake Lawn Resort

Lake Lawn Resort

10/10 Excellent
"I went here with my boyfriend and we loved it we are definitely coming back the only problem we had which wasn’t even a big deal was that our out side patio was filled and covered in spider webs and spiders other than that the place was so nice and so clean and such a beautiful place to walk around. "
Isabel 1-night trip
Posted 1 day ago
Lake Lawn Resort