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Compare 196 Vacation Homes in Oconomowoc with updated reviews, rates, and availability.

Spacious 4-bedroom house in terrific Menomonee Falls with WiFi, AC

9.0 out of 10, Wonderful, (4)
"The host was very very nice with us quick response time extremely clean property I’d definitely book here again"
The price is AED 1,010
AED 1,544 total
includes taxes & fees
29 May - 30 May
Spacious 4-bedroom house in terrific Menomonee Falls with WiFi, AC

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

8.0 out of 10, Very Good, (1)
"This house is definitely a unique treasure. We took our Girl Scout troop here to celebrate. The property definitely has something for everyone. We caught and released some big fish down by the pond, and the girls liked catching frogs. The beautiful landscape made a perfect atmosphere for an outdoor fire. The girls loved the bunk bed, game room, tv room, and of course the pool! The girls kept calling it the jungle oasis with all the beautiful plants. "
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

Greenstone Cottage

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

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

10.0 out of 10, Exceptional, (49)
"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…

Cozy, private, cabin on a quiet lake.

9.8 out of 10, Exceptional, (61)
"Comfortable place to stay that had everything we needed. We enjoyed kayaking, canoeing, swimming, and fishing, fires and s'mores, and an overall relaxing time away. Fabulous place to stay!"
Cozy, private, cabin on a quiet lake.

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

9.6 out of 10, Exceptional, (93)
"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!

Relax Near Everything in Milwaukee

10.0 out of 10, Exceptional, (40)
"Great location, clean, everything you need for a nice stay!"
Relax Near Everything in Milwaukee

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

9.8 out of 10, Exceptional, (343)
"Perfect friend weekend!"
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Waterfront on Pewaukee Lake |3BR/2BA|Private Pier

10.0 out of 10, Exceptional, (2)
"We loved the view from the lake. The beds were so comfy and the bedding was top notch. The sunsets were divine!! We will definitely stay again!!"
Waterfront on Pewaukee Lake |3BR/2BA|Private Pier

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

10.0 out of 10, Exceptional, (11)
"Serene property with great access to the many attractions in Lake Mills. "
Beautifully styled, Mid Century Modern, family friendly Lake House!

Charming Lake Mills Home Near Rock Lake & Beach

2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice house. Friendly place "
Charming Lake Mills Home Near Rock Lake & Beach

Lake Nagawicka Home - 2 Blocks to Boat Launch

9.8 out of 10, Exceptional, (37)
"Was up for a work trip and had a great time staying with the family in Delafield. Location was perfect. "
Lake Nagawicka Home - 2 Blocks to Boat Launch

Waterfront Executive Home sleeps 14

10.0 out of 10, Exceptional, (18)
"The house was perfect and very well maintained. The owners took pride in the property and accommodations made available. The house had everything we needed readily available. I would recommend this to anyone staying in the area!"
Waterfront Executive Home sleeps 14

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

9.8 out of 10, Exceptional, (10)
"It was a very clean place and nice to stay at"
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

Linda's Lookout - Country Charm

Linda's Lookout - Country Charm

Spacious Getaway w/ Boat Dock in East Troy!

2.0 star property
10.0 out of 10, Exceptional, (1)
"My employees thoroughly enjoyed their stay at the property and spent many hours fishing when they weren’t at their job site. The communication from the property owner was much appreciated! Thank you!"
Spacious Getaway w/ Boat Dock in East Troy!

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

10.0 out of 10, Exceptional, (19)
"Great stay and great place!"
Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

Beautiful Historic Tudor Mansion with sandy Private Beach

9.6 out of 10, Exceptional, (30)
"We had a big crew that loves to play pickleball, jump in the pool, and blow some steam off in the sauna after an active day at the house that has it all!"
Beautiful Historic Tudor Mansion with sandy Private Beach

Modern Lake House: Sandy Floor, Beautiful Views

9.2 out of 10, Wonderful, (9)
"We stayed for two nights and communication was excellent before and during our stay. Really enjoyed the updated kitchen for cooking meals and the easy access to the road for walking around the area. "
The price is AED 749
AED 1,538 total
includes taxes & fees
31 May - 1 Jun
Modern Lake House: Sandy Floor, Beautiful Views

Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

10.0 out of 10, Exceptional, (2)
"This is a nice place to stay. The bedrooms are all spacious, clean and very comfy. The communication with the host was great. I would stay here again. "
The price is AED 1,469
AED 2,087 total
includes taxes & fees
7 Jun - 8 Jun
Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars
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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