Holiday Homes in Okauchee

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Featured Holiday Homes in Okauchee

Amazing Five Bedroom Milwaukee Vacation Home!!

10.0 out of 10, Exceptional, (37)
"We were in need of a home to accommodate our children and grandchildren. There was plenty of space for everyone. The awesome bonus was the indoor pool area and gaming room. They had something for everyone to enjoy. "
The price is AU$2,316
includes taxes & fees
29 Dec - 30 Dec
Amazing Five Bedroom Milwaukee Vacation Home!!

Pewaukee Lake Home: Sunsets, Dogs & Good Vibes

10.0 out of 10, Exceptional, (22)
"Kristen was an excellent host and made sure we had what we needed. The house and location were awesome and we all had a really great time."
Pewaukee Lake Home: Sunsets, Dogs & Good Vibes

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.

Charming 3-bedrooms house/resort-like with Firepit and Deck.

2.0 star property
"Beautiful house with nice backyard as well as the shielded porch."
The price is AU$812
includes taxes & fees
3 Dec - 4 Dec
Charming 3-bedrooms house/resort-like with Firepit and Deck.

Modern and Convenient Waukesha Home with Hot Tub

8.0 out of 10, Very good, (1)
"This home worked great for our group while in town visiting Carroll University. It was close to downtown and campus. I would stay here again."
The price is AU$494
includes taxes & fees
4 Dec - 5 Dec
Modern and Convenient Waukesha Home with Hot Tub

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

10.0 out of 10, Exceptional, (21)
"Beautiful home in a quiet neighborhood. Very clean property with all the amenities needed for our son’s wedding weekend. Host was very responsive and accommodating. Would definitely stay again if in the area. "
The price is AU$839
includes taxes & fees
2 Dec - 3 Dec
Beautiful Waukesha Home

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 🌊

9.6 out of 10, Exceptional, (10)
"Lovely unit very clean, and great hosts!"
🌊 Well Appointed Home Steps from Pewaukee Lake + KING Bed 🌊

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!

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!

Meadow Hill: Central, dog friendly home on 2 acres

10.0 out of 10, Exceptional, (2)
"My family and I rented this property to attend a family members wedding in Milwaukee. We also travel with our two dogs and wanted a quiet spacious place. The property was very clean and provided all the amenities listed. Beds were very comfortable! The property manager was responsive and promptly addressed any questions. The property is secluded yet conveniently located near food and shopping. We also had numerous deer visit the backyard during our visit and many deer bed in the timber behind...
Meadow Hill: Central, dog friendly home on 2 acres

Charming 4-bedroom house steps from Pewaukee Lake Beach, shops & restaurants

10.0 out of 10, Exceptional, (1)
"We had a wonderful weekend. This home was perfect for our family. Will definitely book this place again."
Charming 4-bedroom house steps from Pewaukee Lake Beach, shops & restaurants

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

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 AU$509
includes taxes & fees
2 Dec - 3 Dec
Log Cabin, two mins from Pewaukee Lake Boat Launch

Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle

10.0 out of 10, Exceptional, (30)
"The house was beautiful. Well equipped and comfortable. Had a few elderly individual staying at the home, they were just a little scared of the stairs. (narrow stairs and curvy). Great location to the function all had to attend. Close to town and walkable. I would gladly use this VRBO again I loved the home!"
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle

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!

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!

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

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
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!

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

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!!

10.0 out of 10, Exceptional, (37)
"We were in need of a home to accommodate our children and grandchildren. There was plenty of space for everyone. The awesome bonus was the indoor pool area and gaming room. They had something for everyone to enjoy. "
The price is AU$2,316
includes taxes & fees
29 Dec - 30 Dec
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.