Search Vacation Homes in Oconomowoc

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 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 1,208 total
includes taxes & fees
9 Apr - 10 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, (334)
"Fenced yard. Comfortable. On the lake. Quiet (except for the geese). House comes with everything one might need."
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, (180)
"It was a beautiful property and stay. Very cozy and homey. My friends and I appreciated the space and everything that it came with. Fire pit was lovely, definitely nice for the cold nights (and the smores). "
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!"
The price is SAR 1,872
SAR 3,387 total
includes taxes & fees
14 Apr - 15 Apr
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, (12)
"Very great place to stqy"
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, (1)
"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 SAR 1,681
SAR 2,359 total
includes taxes & fees
8 Apr - 9 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

Waterfront on Pewaukee Lake |3BR/2BA|Private Pier
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews
Smart TV

Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews

10.0 out of 10, Exceptional, (16)
"The house was VERY CLEAN & BEAUTIFUL!! The view ia amazing! There are high-end furnishings throughout the house. We were in town for March Madness & it was a short drive to Milwaukee. Lots of restaurants close by. We definitely would stay here again! "
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews
Perfect Lake House Getaway!
Fridge, microwave, oven, stovetop

Perfect Lake House Getaway!

10.0 out of 10, Exceptional, (20)
"Great place, right on the water. Booking, check in, checkout was smooth and easy. Will recommend and stay again! "
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, (36)
"A great house in a great location."
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, (42)
"The house was nice and big and the amenities were awesome. Especially the pool table and arcade! The pool itself was awesome to have but the space itself needs some love and updates. The chair cushions in the pool room desperately need to be replaced. Some things need attention such as some broken blinds, toilet paper holders and some attention to cleanliness is needed in some of the high and low areas. We very much enjoyed our time and it was great for the kiddos. It’s had a pack n play, high...
Amazing Five Bedroom Milwaukee Vacation Home!!
Luxury Lakefront Home w Miles of Lake Views, private pier, lake toys & game room
Interior

Luxury Lakefront Home w Miles of Lake Views, private pier, lake toys & game room

10.0 out of 10, Exceptional, (45)
"We had a great stay in March. Very beautiful home and perfect for all ages.We want to book again!"
Luxury Lakefront Home w Miles of Lake Views, private pier, lake toys & game room
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, (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!
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
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.
Don't see what you're looking for?
See all available properties in Oconomowoc
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.