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Vacation Homes in Oconomowoc

We're NEW! Enjoy our Serene Blue Tree House Retreat - Trails, Cozy Vibes, Lake

We're NEW! Enjoy our Serene Blue Tree House Retreat - Trails, Cozy Vibes, Lake

Luxury 8-br Lake Home with Pool, Cinema, and Arcade in Oconomowoc on LacLaBelle

Luxury 8-br Lake Home with Pool, Cinema, and Arcade in Oconomowoc on LacLaBelle

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

10.0 out of 10, Exceptional, (101)
"One of the most beautiful homes in Wisconsin, cherished each night spend here. "
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

4 Bdrm 4 Bath Lake front Lake Sinissippi home

10.0 out of 10, Exceptional, (40)
"Great place! Perfect for multi family vacation. Lots of activitys for the kids to play. The host is very helpful."
4 Bdrm 4 Bath Lake front Lake Sinissippi home

LAKEFRONT HIDDEN GEM !

9.6 out of 10, Exceptional, (32)
"Greatly enjoyed our time here."
The price is AED 3,287
AED 5,181 total
includes taxes & fees
17 Jul - 18 Jul
LAKEFRONT HIDDEN GEM !

Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle

10.0 out of 10, Exceptional, (35)
"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

Waterfront Lake Cottage - Upper Nemahbin Lake

9.6 out of 10, Exceptional, (26)
"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 AED 1,649
AED 3,081 total
includes taxes & fees
15 Jul - 16 Jul
Waterfront Lake Cottage - Upper Nemahbin Lake

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

9.8 out of 10, Exceptional, (350)
"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, (18)
"Thanks for sharing this beautiful, historic home with us. We enjoyed the sunshine coming in the bay windows and watching the wild turkeys pass by each day. Beds were comfy, and the two large tables in the dining room meant we could work a puzzle and sit down to dinner without the hassle of moving it!"
Historic Brookfield Farm Home ~ 14 Mi to Milwaukee

Beautifully styled, Mid Century Modern, family friendly Lake House!

9.8 out of 10, Exceptional, (12)
"We loved the house, location, and owners. "
Beautifully styled, Mid Century Modern, family friendly Lake House!

Beautiful Waukesha Home

10.0 out of 10, Exceptional, (29)
"We thoroughly enjoyed our stay in the beautiful, comfortable, clean home."
Beautiful Waukesha Home

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

9.8 out of 10, Exceptional, (8)
"Will come and stay again great host and home"
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Lauderdale Lakes Stay: Seasonal Hot Tub & Firepit

9.6 out of 10, Exceptional, (4)
"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

Beach House

10.0 out of 10, Exceptional, (27)
"We had a good time!"
Beach House

Greenstone Cottage

10.0 out of 10, Exceptional, (20)
"Loved the property . Would recommend "
Greenstone Cottage

Eclectic Hubertus Home w/ Game Room & Fire Pit!

9.6 out of 10, Exceptional, (13)
"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!

Beautiful Family Home on Quiet Lake Ashippun

10.0 out of 10, Exceptional, (19)
"Excellent place to stay, just as described, great neighborhood."
Beautiful Family Home on Quiet Lake Ashippun

Exclusive Pewaukee Lake House ~ Includes Kayaks!

10.0 out of 10, Exceptional, (41)
"The outdoor space was just what was needed for the warm vacation days! Plenty of parking, and space relax. Owner was very responsive, and the house was nice and clean. "
Exclusive Pewaukee Lake House ~ Includes Kayaks!

Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

10.0 out of 10, Exceptional, (11)
"The house was amazing. The kitchen was fabulous. There was spices and supplies, even though we werent ther but during the night. Plenty of space, clean and beautiful. "
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

Modern lake house with a double lot. The views are amazing inside and out!

10.0 out of 10, Exceptional, (22)
"We had a great stay and family gathering for Christmas and had plenty of room for the 10 of us to gather.The kitchen was well stocked and perfect for our meal planning."
Modern lake house with a double lot. The views are amazing inside and out!
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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