Search Vacation Homes in Woodland

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 34 Vacation Homes in Woodland with updated reviews, rates, and availability.

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

Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews

10.0 out of 10, Exceptional, (15)
"Really great location. Excellent accommodation. Clean very well equipped easy check in and out process. Only recommendation a few more blankets for beds. I’m from Fl and was in the teens needed a few extra lol. Thank you for a great home like atmosphere we were in town for our best friends funeral. "
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews

Gleason's Chouse

10.0 out of 10, Exceptional, (33)
"So interesting and comfy atmosphere. We loved all the attention to detail. Great amneties. Definitely going back!"
Gleason's Chouse

Beautiful lakefront, Newly Remodeled Lower Level!

9.8 out of 10, Exceptional, (176)
"We had a great time. We were just looking for a place to get away for a quick weekend over the holidays. We are two adults couples so we brought our dogs. Had a lovely walk each morning. We hit a few local restaurants and watched a few football games. It was just great."
Beautiful lakefront, Newly Remodeled Lower Level!

✨Chic Retreat near Wedding Venues, Downtown & Lakes with King Bed✨

10.0 out of 10, Exceptional, (11)
"Great location and beautiful home. Super clean, well-stocked and looks so well-cares for!"
✨Chic Retreat near Wedding Venues, Downtown & Lakes with King Bed✨

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!

Eclectic Hubertus Home w/ Game Room & Fire Pit!

9.6 out of 10, Exceptional, (8)
"Very clean, spacious property. Worked out well for us and our grown children and grandchildren. A couple of issues I will mention are no extra linens or towels were provided. Only what was out on the bed and one towel per person, which with young children could become an issue. The biggest thing we noticed was the lack of smoke or carbon monoxide detectors. Not one that we could find. Not sure how this can be possible for a property that is clearly used as a business. If not for those things, we...
Eclectic Hubertus Home w/ Game Room & Fire Pit!

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

10.0 out of 10, Exceptional, (31)
"Charming delightful immaculate beautiful comfortable home we had the pleasure of staying in . It just felt like home . Nothjng was overlooked the attention to detail incredible . Fantastic location within walking distance to downtown the lake the restaurants . Communication with owner was outstanding "
The price is AED 1,469
AED 3,216 total
includes taxes & fees
9 Feb - 10 Feb
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle

Private estate with tennis court and more

10.0 out of 10, Exceptional, (39)
"Our family had a wonderful Thanksgiving holiday and weekend retreat. We got to see a flock of turkeys in the front yard on Thanksgiving morning! The house and property was as advertised. Plenty of space for our large party. The kitchen was well stocked which helped with our holiday meal prep. Family loved playing pool and the video games. Great place to stay! We will be back!"
Private estate with tennis court and more

Greenstone Cottage

10.0 out of 10, Exceptional, (16)
"Loved the property . Would recommend "
Greenstone Cottage

Beautiful Family Home on Quiet Lake Ashippun

10.0 out of 10, Exceptional, (12)
"We got together to celebrate one of our siblings birthday. My family is from all over and four flew into Milwaukee airport. It was a convenient location to do this. House is beautiful and roomy. Had 6 adults staying and all were comfortable and had plenty of space. We hosted our sibs party and all had a great time and were impressed with the house. Would recommend this property."
Beautiful Family Home on Quiet Lake Ashippun

Luxury Vacation Smart Home w/ Hot-tub, Home Theatre & XBOX

The price is AED 1,767
AED 2,483 total
includes taxes & fees
9 Feb - 10 Feb
Luxury Vacation Smart Home w/ Hot-tub, Home Theatre & XBOX

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!

Okauchee Lake Home: 4BR/4 BA | Hot Tub | Sunsets | Walk to town

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...
Okauchee Lake Home: 4BR/4 BA | Hot Tub | Sunsets | Walk to town

Executive Lake House and Golf Retreat overlooking the main lake

10.0 out of 10, Exceptional, (1)
"What a wonderful family vacation! The house is very nice and has a great location on the lake. It was clean, comfortable and very well supplied. We loved having a dock for boating, fishing and paddle boarding."
Executive Lake House and Golf Retreat overlooking the main lake

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

Rock River Retreat Boathouse Bungalow...Relax, Refresh, and Enjoy this Zen Den

10.0 out of 10, Exceptional, (5)
"Beautiful property and close to a lot of great things"
Rock River Retreat Boathouse Bungalow...Relax, Refresh, and Enjoy this Zen Den

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

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
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.
Don't see what you're looking for?
See all available properties in Woodland
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Woodland

Beautiful lakefront, Newly Remodeled Lower Level!

9.8 out of 10, Exceptional, (176)
"We had a great time. We were just looking for a place to get away for a quick weekend over the holidays. We are two adults couples so we brought our dogs. Had a lovely walk each morning. We hit a few local restaurants and watched a few football games. It was just great."
Beautiful lakefront, Newly Remodeled Lower 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

Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews

10.0 out of 10, Exceptional, (15)
"Really great location. Excellent accommodation. Clean very well equipped easy check in and out process. Only recommendation a few more blankets for beds. I’m from Fl and was in the teens needed a few extra lol. Thank you for a great home like atmosphere we were in town for our best friends funeral. "
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews
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.