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Vacation Homes in Oconomowoc

NEW! Experience the Serene & Unique Blue Tree House – Hike, Relax & Lake Nearby

10.0 out of 10, Exceptional, (7)
NEW! Experience the Serene & Unique Blue Tree House – Hike, Relax & Lake Nearby

Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

9.8 out of 10, Exceptional, (99)
"The location was perfect and beautiful. We can't wait to come back during the summer so we can enjoy the lake! "
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

5 acres with fireplace. 1 minute to Alpine Valley Ski Hill

9.6 out of 10, Exceptional, (4)
"One of the best stays we’ve ever had. So cute and thoughtful and clean"
5 acres with fireplace. 1 minute to Alpine Valley Ski Hill

Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

10.0 out of 10, Exceptional, (105)
"We loved our time here, hiking around the property, watching the birds, and taking a dip in the pool! The house had everything we needed."
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

9.8 out of 10, Exceptional, (354)
"This Elm Island home was perfect for our 6 adults and 4 toddlers. The living area was roomy with enough seating to accommodate our group. Kitchen had lots of counter space, and backyard was fenced to corral the dog. Would definitely stay again if in the area. "
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Historic Brookfield Farm Home ~ 14 Mi to Milwaukee

9.4 out of 10, Exceptional, (20)
"The farmhouse was so charming! We had a great experience!"
Historic Brookfield Farm Home ~ 14 Mi to Milwaukee

LAKEFRONT HIDDEN GEM !

9.6 out of 10, Exceptional, (35)
"Greatly enjoyed our time here."
LAKEFRONT HIDDEN GEM !

Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…

10.0 out of 10, Exceptional, (58)
"This is a spectacular property. The host do an incredible job making sure you have everything you could possibly need to have a great stay"
Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…

Perfect Lake House Getaway!

10.0 out of 10, Exceptional, (28)
"Great place, right on the water. Booking, check in, checkout was smooth and easy. Will recommend and stay again! "
Perfect Lake House Getaway!

Linda's Lookout - Country Charm

Linda's Lookout - Country Charm

Greenstone Cottage

10.0 out of 10, Exceptional, (25)
"Loved the property . Would recommend "
Greenstone Cottage

Lauderdale Lakes Stay: Seasonal Hot Tub & Firepit

9.2 out of 10, Wonderful, (5)
"This house is very nice and large! The owners have provided a great restful place. The beds are comfy and they are not stingy with towels and toiletries. The basement was a great addition. The owners were also great with communication. We were very disappointed we couldn't use the fireplace or the hot tub, but still enjoyed our stay."
Lauderdale Lakes Stay: Seasonal Hot Tub & Firepit

Wooded Hills/Indoor Pool/Hot Tub/Arcade

9.8 out of 10, Exceptional, (48)
"House was clean and spacious. Pool and extra amenities were great!"
Wooded Hills/Indoor Pool/Hot Tub/Arcade

Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

9.6 out of 10, Exceptional, (120)
"The best place ever we will come back soon 🙂"
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

Waterfront Lake Cottage - Upper Nemahbin Lake

9.6 out of 10, Exceptional, (28)
"We loved our stay. The home is cozy. Lake and pier and great. The owners are great with communicating. Would definitely come back!"
The price is SAR 938
SAR 2,250 total
includes taxes & fees
10 Sep - 11 Sep
Waterfront Lake Cottage - Upper Nemahbin Lake

Beautiful lakefront, Newly Remodeled Lower Level!

9.8 out of 10, Exceptional, (186)
"Perfect place on a gorgeous lake! Hustisford was adorable and we enjoyed our visit! Thank you for sharing!"
Beautiful lakefront, Newly Remodeled Lower Level!

Beach House

10.0 out of 10, Exceptional, (36)
"Excellent location, friendly host and neighbors. Great access to Rock Lake and the Village of Lake Mills. Highly recommend!"
Beach House

💫 Luxury Lakeview Getaway: Main & Guest House, Sleeps 10 💫

10.0 out of 10, Exceptional, (5)
"Our family from around Wisconsin gathered at this house to celebrate the holidays. It was a beautiful space with all the amenities needed to make meals and enjoy each other's company. The view of Pewaukee Lake is breathtaking and made the house extra special. I hope we can visit again soon."
💫 Luxury Lakeview Getaway: Main & Guest House, Sleeps 10 💫

Relax Near Everything in Milwaukee

10.0 out of 10, Exceptional, (43)
"Came for the Alan Jackson concert. Great quiet place to stay. Owner was great! "
Relax Near Everything in Milwaukee

W172-Center-1 · Lake Muskego House, Walk to Stores & Restaurants

10.0 out of 10, Exceptional, (13)
"We had a great time at the cabin and stayed locally near other friends and family in the area. The accommodations were as listed and the house was very comfortable. Perfect little lake cabin house for families or spouses to get away."
The price is SAR 428
SAR 1,012 total
includes taxes & fees
25 Sep - 26 Sep
W172-Center-1 · Lake Muskego House, Walk to Stores & Restaurants
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 Oconomowoc Hotel Reviews