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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 192 Vacation Homes in Oconomowoc with updated reviews, rates, and availability.

Cozy, private, cabin on a quiet lake.
Terrace/patio

Cozy, private, cabin on a quiet lake.

9.8 out of 10, Exceptional, (60)
"Great first trip out. Hoping to come back when it’s warmer out to enjoy the lake more. "
Cozy, private, cabin on a quiet lake.
Modern and Convenient Waukesha 3BR home with 2 King Beds
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Modern and Convenient Waukesha 3BR home with 2 King Beds

9.6 out of 10, Exceptional, (4)
"Will come and stay again great host and home"
The price is SAR 563
SAR 1,196 total
includes taxes & fees
28 Apr - 29 Apr
Modern and Convenient Waukesha 3BR home with 2 King Beds
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Pool

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

9.8 out of 10, Exceptional, (338)
"Kids, pups and parents were all happy! Large communal area with wood burning fireplace used every night. Every morning kayaking and fishing."
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!
Property grounds

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!
Beautiful lakefront, Newly Remodeled Lower Level!
3 bedrooms, in-room safe, free WiFi, bed sheets

Beautiful lakefront, Newly Remodeled Lower Level!

9.8 out of 10, Exceptional, (181)
"Open floor plan so everyone can visit while watching TV, playing cards, board games and cook good meals. Great access to lakefront and clean property in nice neighborhood. Would definitely recommend this home and book again in the future. Property Managers responded to all our questions in a timely manner and very personable"
Beautiful lakefront, Newly Remodeled Lower Level!
Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (49)
"If we could give 11 stars, we would! Every attention to detail was thought of. The hosts even dropped off an amazing charcuterie board on our arrival. We loved the themed rooms and historical information throughout the house. Would love to stay here again in the summer when we can take advantage of the location on the water. Our young adults loved the Eagle’s Nest and what a beautiful view!"
Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…
W172-Center-1 · Lake Muskego House, Walk to Stores & Restaurants
Exterior

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

10.0 out of 10, Exceptional, (13)
"Clean and comfortable and located with easy access to lake and main areas. Perfect for our stay. Owner was very responsive to our needs. The lake was beautiful and nice to walk to! "
W172-Center-1 · Lake Muskego House, Walk to Stores & Restaurants
Greenstone Cottage
Exterior

Greenstone Cottage

10.0 out of 10, Exceptional, (16)
"Loved the property . Would recommend "
Greenstone Cottage
We just moved here from A#^bnb! 5 star reviews & Guest Favorite! Check us out!
Outdoor spa tub

We just moved here from A#^bnb! 5 star reviews & Guest Favorite! Check us out!

10.0 out of 10, Exceptional, (1)
"We had a very lovely weekend. The property was well kept and very comfortable and had all of the amenities you could need to enjoy your stay."
We just moved here from A#^bnb! 5 star reviews & Guest Favorite! Check us out!
Luxury 4BR 2.5B sleeps 11 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars
Exterior

Luxury 4BR 2.5B sleeps 11 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

10.0 out of 10, Exceptional, (2)
"We had an excellent stay. The house was very clean and the host was magnificent with communication. "
The price is SAR 1,501
SAR 2,136 total
includes taxes & fees
22 Apr - 23 Apr
Luxury 4BR 2.5B sleeps 11 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars
Beach House
Exterior

Beach House

10.0 out of 10, Exceptional, (24)
"We celebrated my mom's 70th Birthday. I would absolutely rent this property again!!"
Beach House
Waterfront on Pewaukee Lake |3BR/2BA|Private Pier
Miscellaneous

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

10.0 out of 10, Exceptional, (1)
Waterfront on Pewaukee Lake |3BR/2BA|Private Pier
Perfect Lake House Getaway!
Fridge, microwave, oven, stovetop

Perfect Lake House Getaway!

10.0 out of 10, Exceptional, (21)
"We enjoyed our stay!!"
Perfect Lake House Getaway!
Private estate with tennis court and more
Outdoor dining

Private estate with tennis court and more

10.0 out of 10, Exceptional, (39)
"Our family had a wonderful Thanksgiving holiday and weekend retreat. We got to see a flock of turkeys in the front yard on Thanksgiving morning! The house and property was as advertised. Plenty of space for our large party. The kitchen was well stocked which helped with our holiday meal prep. Family loved playing pool and the video games. Great place to stay! We will be back!"
Private estate with tennis court and more
Lake Nagawicka Home - 2 Blocks to Boat Launch
Fridge, microwave, stovetop, dishwasher

Lake Nagawicka Home - 2 Blocks to Boat Launch

9.8 out of 10, Exceptional, (37)
"Great location and perfect for our stay.Very satisfied!"
Lake Nagawicka Home - 2 Blocks to Boat Launch
Amazing Five Bedroom Milwaukee Vacation Home!!
Fridge, microwave, oven, stovetop

Amazing Five Bedroom Milwaukee Vacation Home!!

10.0 out of 10, Exceptional, (43)
"We enjoyed our time there with the family very much! We wish the hot tub had been in place before our stay... the weather was nice enough. Seating around the pool would have been appreciated. All in all, a very nice place!!"
Amazing Five Bedroom Milwaukee Vacation Home!!
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
Aerial view

4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!

9.6 out of 10, Exceptional, (158)
"The property had plenty of room beds are very comfortable this location is going thru remodeling which will be beautiful when finished was short on kitchen supplies which I'm sure will be replaced when finished. I would rent again."
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
Pewaukee Lake | Sunsets | Dogs | Beach | Good Vibes
Property grounds

Pewaukee Lake | Sunsets | Dogs | Beach | Good Vibes

10.0 out of 10, Exceptional, (23)
"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 | Sunsets | Dogs | Beach | Good Vibes
Spacious 4-bedroom house in terrific Menomonee Falls with WiFi, AC
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (2)
"The host was very very nice with us quick response time extremely clean property I’d definitely book here again"
The price is SAR 1,032
SAR 1,577 total
includes taxes & fees
21 Apr - 22 Apr
Spacious 4-bedroom house in terrific Menomonee Falls with WiFi, AC
4 Bdrm 4 Bath Lake front Lake Sinissippi home

4 Bdrm 4 Bath Lake front Lake Sinissippi home

10.0 out of 10, Exceptional, (39)
"Great"
4 Bdrm 4 Bath Lake front Lake Sinissippi 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.
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Other property types in Oconomowoc

Greenstone Cottage
Exterior

Greenstone Cottage

10.0 out of 10, Exceptional, (16)
"Loved the property . Would recommend "
Greenstone Cottage
Beautiful Historic Tudor Mansion with sandy Private Beach
Property grounds

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
Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!
Interior

Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!

9.4 out of 10, Exceptional, (10)
"We had multiple generations coming from many locations to celebrate mom’s 80 birthday. This home was large enough to accommodate all 13 for meals and gatherings very comfortably. There were spaces people could chat privately and a great room for everyone! Eleven of us slept there. We would definitely come again. "
Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!
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.