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Compare 32 Vacation Homes in Woodland with updated reviews, rates, and availability.

4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
Glacier Hills County Park
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
9.6 out of 10, Exceptional, (157)
"Enjoyed being close to the wedding venue. Samantha was available to answer any questions. The bedrooms were large and living space great for family. "
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
Beautiful lakefront, Newly Remodeled Lower Level!
Large deck, expansive FLAT yard
Beautiful lakefront, Newly Remodeled Lower Level!
9.8 out of 10, Exceptional, (173)
"Very nice location. The home sits on the lake and the views are very nice. There is a covered patio out by the lake. It was comforting to sit out there and watch the lake. The home was very nice, clean and comfortable. In the main room the view of the lake was nice. The kitchen was nicely equipped as well. The beds were comfortable and no one had any complaints. The place is very clean. There were no problems with the check-in. I would definitely stay at this place again. There is a...
Beautiful lakefront, Newly Remodeled Lower Level!
Gleason's Chouse
Exterior
Gleason's Chouse
10.0 out of 10, Exceptional, (32)
"So interesting and comfy atmosphere. We loved all the attention to detail. Great amneties. Definitely going back!"
The price is SAR 526
SAR 634 total
includes taxes & fees
16 Nov - 17 Nov
Gleason's Chouse
Beautiful Family Home on Quiet Lake Ashippun
Property grounds
Beautiful Family Home on Quiet Lake Ashippun
10.0 out of 10, Exceptional, (11)
"This was our 2nd stay at this property within 3 months and it was equally as great as the first. Michael & Angie are wonderful hosts and we’re looking forward to renting their home again in 2025."
Beautiful Family Home on Quiet Lake Ashippun
4 Bdrm 4 Bath Lake front Lake Sinissippi home
Main Level
4 Bdrm 4 Bath Lake front Lake Sinissippi home
10.0 out of 10, Exceptional, (39)
"Great"
4 Bdrm 4 Bath Lake front Lake Sinissippi home
Lakefront house! SUP and Kayak use included. Boat available for rent! Near golf!
Beach
Lakefront house! SUP and Kayak use included. Boat available for rent! Near golf!
9.4 out of 10, Exceptional, (9)
"Had a great time! Great location!"
Lakefront house! SUP and Kayak use included. Boat available for rent! Near golf!
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
Exterior
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
10.0 out of 10, Exceptional, (29)
"We had a wonderful stay at Maison La Belle - perfect location and plenty of space. Will definitely book again!"
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews
2 private piers to enjoy
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews
10.0 out of 10, Exceptional, (14)
"Our family had a fun stay at this property. Many amenities and a great location. Thank you!!"
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus Vacation Rental | 3BR | 3.5BA | 3,833 Sq Ft | Stairs Required
Eclectic Hubertus Home w/ Game Room & Fire Pit!
9.8 out of 10, Exceptional, (6)
"We loved the property, it had plenty of room and was perfect for what we needed. On top of that, the aesthetic was just amazing and the nature and peace surrounding the house put it over the top. "
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Private estate with tennis court and more
Front of the house from the garden
Private estate with tennis court and more
10.0 out of 10, Exceptional, (38)
"We rented for a golf weekend! Close to Washington County course, Erin Hills and the Bog. Played Brown Deer on the way up. Property was everything needed and beautiful grounds! Would stay again!"
Private estate with tennis court and more
✨ Chic Retreat with King Bed by Lakes, Wedding Venues & Downtown ✨
Fully stocked kitchen with counter seating and built in breakfast nook
✨ Chic Retreat with King Bed by Lakes, Wedding Venues & Downtown ✨
10.0 out of 10, Exceptional, (9)
"The home was exactly how it looks. Online was very clean, beautifully decorated. The furnishings are comfortable. There are so many details to the amenities that just makes this the perfect stay."
The price is SAR 766
SAR 1,830 total
includes taxes & fees
1 Dec - 2 Dec
✨ Chic Retreat with King Bed by Lakes, Wedding Venues & Downtown ✨
Greenstone Cottage
Private kitchen
Greenstone Cottage
10.0 out of 10, Exceptional, (16)
"Loved the property . Would recommend "
Greenstone Cottage
Big Cedar Lake House: Views, 100 Ft to Water!
Hartford Vacation Rental | 2BR | 2BA | 1,672 Sq Ft | 2 Levels | Interior Stairs
Big Cedar Lake House: Views, 100 Ft to Water!
10.0 out of 10, Exceptional, (18)
"We enjoyed the peace and quiet and the lovely home!"
Big Cedar Lake House: Views, 100 Ft to Water!
Three steps away from the water on beautiful Okauchee Lake!
Exterior
Three steps away from the water on beautiful Okauchee Lake!
10.0 out of 10, Exceptional, (13)
"The house feels fresh and new and works well for adults and families. Outdoor space is terrific too. Bring the chairs down from the upper patio area to enjoy sitting around the fire pit. Having the boat to rent right at this dock was convenient and easy. "
Three steps away from the water on beautiful Okauchee Lake!
Dogs Stay Free! Lakefront Bungalow with Dock
Exterior
Dogs Stay Free! Lakefront Bungalow with Dock
10.0 out of 10, Exceptional, (9)
"Beautiful scenery, quiet lake community, nice little cabin thats been updated. Watch deer stroll thru the yard from the porch!"
Dogs Stay Free! Lakefront Bungalow with Dock
Take a Break at Lakeside Acres on Lake Sinissippi
Exterior
Take a Break at Lakeside Acres on Lake Sinissippi
9.6 out of 10, Exceptional, (54)
"Enjoyed our stay would recommend this place. Host was absolutely wonderful. Any time we text she responded immediately. "
Take a Break at Lakeside Acres on Lake Sinissippi
Luxury Vacation Smart Home w/ Hot-tub, Home Theatre & XBOX
Exterior
Luxury Vacation Smart Home w/ Hot-tub, Home Theatre & XBOX
The price is SAR 1,806
SAR 2,518 total
includes taxes & fees
20 Nov - 21 Nov
Luxury Vacation Smart Home w/ Hot-tub, Home Theatre & XBOX
Sunset Cove Lake Home: Spacious 4BR/4 BA & Hot Tub
Gorgeous Lake Views all year round
Sunset Cove Lake Home: Spacious 4BR/4 BA & Hot Tub
9.6 out of 10, Exceptional, (4)
"If you're looking for space, this is the place.This house has so many lake views with all the amenities you desire from double kitchens, multiple lounge and dining spaces, plenty of parking and a very large and very quiet playroom. We had to keep checking the kids were actually in there.The location gives you multiple dining options. The large laundry room gave us plenty of counter and hanging space for all those wet suits and towels. All our boxes were checked, very well cared for and...
Sunset Cove Lake Home: Spacious 4BR/4 BA & Hot Tub
Cozy house on Okauchee Lake!
Terrace/patio
Cozy house on Okauchee Lake!
8.0 out of 10, Very Good, (4)
"Rustic and simple. Perfect location for restaurant & entertainment"
Cozy house on Okauchee Lake!
4 BD / 2 BA Moose Lake Getaway
Exterior
4 BD / 2 BA Moose Lake Getaway
2.0 star property
10.0 out of 10, Exceptional, (2)
"We stayed here with three adults and 5 children. The house was great for everyone to have their space and the kids loved the canoes, paddleboards, and firepits. The kitchen had everything we needed and there was loads of bedding and towels for everyone. Great host! Thank you! "
4 BD / 2 BA Moose Lake Getaway
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 Woodland

Beautiful Family Home on Quiet Lake Ashippun
Property grounds
Beautiful Family Home on Quiet Lake Ashippun
10.0 out of 10, Exceptional, (11)
"This was our 2nd stay at this property within 3 months and it was equally as great as the first. Michael & Angie are wonderful hosts and we’re looking forward to renting their home again in 2025."
Beautiful Family Home on Quiet Lake Ashippun
Gleason's Chouse
Exterior
Gleason's Chouse
10.0 out of 10, Exceptional, (32)
"So interesting and comfy atmosphere. We loved all the attention to detail. Great amneties. Definitely going back!"
The price is SAR 526
SAR 634 total
includes taxes & fees
16 Nov - 17 Nov
Gleason's Chouse
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
Glacier Hills County Park
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
9.6 out of 10, Exceptional, (157)
"Enjoyed being close to the wedding venue. Samantha was available to answer any questions. The bedrooms were large and living space great for family. "
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
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.