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Compare 69 Vacation Homes in Okauchee with updated reviews, rates, and availability.

Amazing Five Bedroom Milwaukee Vacation Home!!
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, (37)
"Went for our annual golf trip. Perfect house for the 6 of us. Never had to leave the house after our rounds!"
Amazing Five Bedroom Milwaukee Vacation Home!!
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 Waukesha Home
Exterior
Beautiful Waukesha Home
10.0 out of 10, Exceptional, (20)
"This home is well maintained and had everything our family needed to enjoy time together. Location accommodated wedding venue as well as visiting family living nearby. Would definitely recommend this home for large adult families traveling from multiple locations!"
The price is AED 918
AED 2,009 total
includes taxes & fees
17 Nov - 18 Nov
Beautiful Waukesha Home
Spacious Pewaukee Lake/ Pier Access Home
The Dock - Space available on right side for your boat or boat rental.
Spacious Pewaukee Lake/ Pier Access Home
8.6 out of 10, Excellent, (11)
"Our company needed to send workers out of town to a job site in the Delafield area. The house was perfect for our needs, close to the job site and enough beds for each person. That is always our struggle, enough beds, they will share a room but not a bed. Our employees enjoyed being able to sit out after a long day and sit around the fire pit and relax. Steve was great to work with, as we needed to book an additional week and despite having availability VRBO site showed it unavailable. We...
Spacious Pewaukee Lake/ Pier Access Home
Historic, Vintage, Classy, 11 bed, 5+ bath!
Exterior
Historic, Vintage, Classy, 11 bed, 5+ bath!
10.0 out of 10, Exceptional, (6)
" We were immediately impressed with the property! It was beautiful and well appointed.The host was responsive."
Historic, Vintage, Classy, 11 bed, 5+ bath!
Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!
Aerial view
Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!
10.0 out of 10, Exceptional, (31)
"We loved our stay here. We wanted a quiet place to stay for an extended weekend and this was the perfect spot. My kids loved the pier, the kayaks, and the bikes. I loved the giant couch and the view! The pictures didn't show off how amazing this house really is so when I walked in I literally said "Wow!". The house had everything you could possibly need. Thank you for letting us stay at your property. We will definitely be back again. "
Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!
🌊 Well Appointed Home Steps from Pewaukee Lake + KING Bed 🌊
65” TV with streaming services Fireplace is NOT functional
🌊 Well Appointed Home Steps from Pewaukee Lake + KING Bed 🌊
9.6 out of 10, Exceptional, (10)
"Lovely unit very clean, and great hosts!"
🌊 Well Appointed Home Steps from Pewaukee Lake + KING Bed 🌊
Pewaukee Lake Home: Sunsets, Dogs & Good Vibes
Main living space with huge picture windows overlooking the water
Pewaukee Lake Home: Sunsets, Dogs & Good Vibes
10.0 out of 10, Exceptional, (22)
"Pleasant stay at a comfortable home. Thank you. "
Pewaukee Lake Home: Sunsets, Dogs & Good Vibes
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
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails
Property grounds
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails
10.0 out of 10, Exceptional, (99)
"One of the most beautiful homes in Wisconsin, cherished each night spend here. "
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails
The Iconic Pirate Ship House on Pewaukee Lake
Welcome Aboard the Pirate Ship!
The Iconic Pirate Ship House on Pewaukee Lake
10.0 out of 10, Exceptional, (1)
"Great property. Would stay here again. "
The Iconic Pirate Ship House on Pewaukee Lake
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.
Exterior
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.
10.0 out of 10, Exceptional, (5)
"Beautiful home and property, lots of space to spread out and have privacy. "
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.
Log Cabin, two mins from Pewaukee Lake Boat Launch
Pewaukee lake fishing
Log Cabin, two mins from Pewaukee Lake Boat Launch
10.0 out of 10, Exceptional, (15)
"Five of us stayed for the weekend. The house was great, the fire table in the patio in back was perfect for hanging out in the evenings. Spent a day on the lake, which was just down the road."
The price is AED 731
AED 1,192 total
includes taxes & fees
18 Nov - 19 Nov
Log Cabin, two mins from Pewaukee Lake Boat Launch
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!
Classic Brookfield Home ~ 14 Mi to Milwaukee!
Brookfield Vacation Rental | 4BR | 2.5BA | 2,770 Sq Ft | Stairs Required
Classic Brookfield Home ~ 14 Mi to Milwaukee!
9.2 out of 10, Wonderful, (13)
"Plenty of space and beautiful landscaping that we all enjoyed. The woodwork and decorations add so much character. "
Classic Brookfield Home ~ 14 Mi to Milwaukee!
Waterfront Lake Cottage - Upper Nemahbin Lake
View to lake from deck
Waterfront Lake Cottage - Upper Nemahbin Lake
9.6 out of 10, Exceptional, (25)
"Property manager very helpful and prompt. Great location for us. Nice lakeshore. Low ceilings so tall people beware. Note: no potable water but they provide drinking water. This property more like rustic cabin rental. Also need to be very careful walking down uneven steps down to front door so not for elderly."
Waterfront Lake Cottage - Upper Nemahbin Lake
Pewaukee Lake House Rental with Pier, 4 Bedrooms 2.5 Baths - Family Friendly
Large deck overlooking Pewaukee Lake. Patio doors open to the living room.
Pewaukee Lake House Rental with Pier, 4 Bedrooms 2.5 Baths - Family Friendly
10.0 out of 10, Exceptional, (14)
"The house is clean and well appointed. The view of the lake is great. My daughter and I rented a fishing boat from a place less than a mile away. We fished all morning, then conveniently docked the boat at the house, had lunch, and went back out in the evening. Great weekend and great place to stay!"
Pewaukee Lake House Rental with Pier, 4 Bedrooms 2.5 Baths - Family Friendly
✨ 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 AED 749
AED 1,789 total
includes taxes & fees
1 Dec - 2 Dec
✨ Chic Retreat with King Bed by Lakes, Wedding Venues & Downtown ✨
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 Okauchee

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!
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
Amazing Five Bedroom Milwaukee Vacation Home!!
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, (37)
"Went for our annual golf trip. Perfect house for the 6 of us. Never had to leave the house after our rounds!"
Amazing Five Bedroom Milwaukee Vacation Home!!
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.