Oconomowoc Vacation Rentals

    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

Vacation Rentals in Oconomowoc

3 Bedroom Okauchee Lake
Smart TV
3 Bedroom Okauchee Lake
10.0 out of 10, Exceptional, (7)
"This property was great! Exactly as described. The music on the weekend did not interfere with relaxing or sleeping. We were even greeted at the bar with a round of free drinks! Would definitely Saturday again if we are in the area!"
3 Bedroom Okauchee Lake
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, (13)
"We thoroughly enjoyed our stay. Great house, perfect view, brilliant location. We thank you so much for the festive decorations and tree! We’ll be back to see you one summer…"
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
Terrace/patio
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
10.0 out of 10, Exceptional, (21)
"A unique beautifully decorated home in walking distance to fun downtown and lake area. It has a well furnished kitchen with utensils, pans, spices, and anything you’d need to make home cooked meals. Gorgeous yard with room to sit outside in sun and shade, well maintained fire pit, and side yard that has space for yard games."
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!
View from property
Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!
4.0 out of 10, (1)
"The boats are sit on tops, not kayaks. The property was not prepared when I arrived. Leaks in roof, I could see through roof . Wet floor in bathroom. No towels were out. I had to vacuum up a broken dish upon my arrival. Dirty sponges in sink. And the deck drops off to lawn with no stairs. No one but a giant would call that a step. And the dock is unsafe, boards have holes and end was unsecure."
Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!
Waterfront Lake Cottage - Upper Nemahbin Lake
Smart TV, fireplace
Waterfront Lake Cottage - Upper Nemahbin Lake
9.8 out of 10, Exceptional, (23)
"We loved our stay. The home is cozy. Lake and pier and great. The owners are great with communicating. Would definitely come back!"
The price is ￥43,238
￥99,055 total
includes taxes & fees
May 30 - May 31
Waterfront Lake Cottage - Upper Nemahbin Lake
Amazing Five Bedroom Milwaukee Vacation Home!!
Fridge, microwave, oven, stovetop
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, (30)
"Huge pool and pool room, arcade, pool table, ping pong, what’s not to like…?"
Amazing Five Bedroom Milwaukee Vacation Home!!
Beautiful lakefront, large deck, family friendly!
Beautiful lakefront, large deck, family friendly!
9.8 out of 10, Exceptional, (161)
"Had a great stay. Wished it could have been longer."
Beautiful lakefront, large deck, family friendly!
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, (300)
"We had a wonderful time and Grant was a great host! He answered the emails to the questions we had in a timely fashion. We fished everyday, caught about 10 to 15 pan fish, even though it was like fishing in a tornado but it was fun. The house was clean, and had everything we needed. We decided not to take our little dogs with, but Grant had a great fenced in space for them. Thanks Grant and hope to be back soon! Leta and Barb"
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Spacious 4-bedroom home in quiet neighborhood
Fridge, microwave, oven, stovetop
Spacious 4-bedroom home in quiet neighborhood
9.0 out of 10, Wonderful, (4)
"House was simple and comfy with lots of space inside and out. Could use some updating, but it served is purpose and was in a very nice neighborhood."
The price is ￥22,012
￥34,851 total
includes taxes & fees
Jun 5 - Jun 6
Spacious 4-bedroom home in quiet neighborhood
$89 This Week! - Mins to Froedert / State Fair
Fridge, microwave, oven, stovetop
$89 This Week! - Mins to Froedert / State Fair
9.6 out of 10, Exceptional, (5)
"Nice quiet neighborhood. Worked out well for our trip to the zoo. Plenty of room for the 4 adults and 2 kids."
The price is ￥23,742
￥85,862 total
includes taxes & fees
Jun 2 - Jun 3
$89 This Week! - Mins to Froedert / State Fair
Modern Lake House: Sandy Floor, Breathtaking Views
Outdoor dining
Modern Lake House: Sandy Floor, Breathtaking Views
8.6 out of 10, Excellent, (4)
"Perfect for our needs… loved that we could bring our dogs"
The price is ￥15,535
￥46,291 total
includes taxes & fees
Jun 3 - Jun 4
Modern Lake House: Sandy Floor, Breathtaking Views
Lakeside Cottage with Inspiring Views! Master Bedroom & Lakeside Decks!
Property grounds
Lakeside Cottage with Inspiring Views! Master Bedroom & Lakeside Decks!
9.4 out of 10, Exceptional, (59)
"The house wasn't as clean as I would have liked but I am also I'm very particular. The owner was available for an issue we had and was extremely helpful and kind. I would stay there again."
Lakeside Cottage with Inspiring Views! Master Bedroom & Lakeside Decks!
Beautiful Waukesha Home
Property grounds
Beautiful Waukesha Home
10.0 out of 10, Exceptional, (6)
"We stayed here to attend my daughter's graduation from Graduate School, and it was the perfect location. The house was beautiful, and clean with plenty of room for our family. Would highly recommend."
The price is ￥39,308
￥85,815 total
includes taxes & fees
Jun 2 - Jun 3
Beautiful Waukesha Home
Rock River Haven - charming, spacious, peaceful
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Rock River Haven - charming, spacious, peaceful
10.0 out of 10, Exceptional, (26)
"Our stay was wonderful. Clean, cozy and the owners were very accommodating, we will surely be visiting again when we are in town. Perfect find, don't pass it up if you are in need of a place to stay while in Watertown. MJ and Andy thank you very much."
Rock River Haven - charming, spacious, peaceful
Family Retreat, private, large, great for multi-family, company retreat, wedding
Aerial view
Family Retreat, private, large, great for multi-family, company retreat, wedding
10.0 out of 10, Exceptional, (46)
"This property is fantastic! Great amenities, clean, huge open spaces, and comfortable beds! The owners/property managers were great, too!"
Family Retreat, private, large, great for multi-family, company retreat, wedding
Lake Home | Sunsets, Pier, Pontoon Rental, Dog Friendly, Walk to town
Property grounds
Lake Home | Sunsets, Pier, Pontoon Rental, Dog Friendly, Walk to town
10.0 out of 10, Exceptional, (15)
"It is a quiet location on the lake. Nice yard. Neighbors are kind and will leave you alone or talk to you....your choice. Home is clean and comfortable. LOVE the deck! We were able to enjoy the birds early in the morning with our coffee. This is a place to relax."
Lake Home | Sunsets, Pier, Pontoon Rental, Dog Friendly, Walk to town
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, (37)
"This is a 5+ star accommodation. We absolutely could not believe how amazing and beautiful this place was. The pictures just cannot show all the detail and thought that was put into every detail to ensure you have a comfortable and enjoyable stay (all the extra amenities). They truly thought of everything that someone may need!! This is a vacation inside of itself and you would never have to leave the premises. We will make this a once a year stay if not more. First class!"
Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Property grounds
Eclectic Hubertus Home w/ Game Room & Fire Pit!
10.0 out of 10, Exceptional, (2)
"The house and property are amazing. We had four adults and four children on our trip. The house is huge so there is plenty of space for everyone. The place feels like its right out of the Brady Bunch, in a good way. Would definitely book this property again."
Eclectic Hubertus Home w/ Game Room & Fire Pit!
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, (150)
"We had a great time in this property. Had everything we needed."
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
4 Bdrm 4 Bath Lake front Lake Sinissippi home
4 Bdrm 4 Bath Lake front Lake Sinissippi home
10.0 out of 10, Exceptional, (36)
"Awesome place to stay on the lake. Property had lots of beds to sleep on and things to do. Highly recommend!"
4 Bdrm 4 Bath Lake front Lake Sinissippi home
Don't see what you're looking for?
See all available properties in Oconomowoc
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.

Other types of properties in Oconomowoc you may be interested in

Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel
Indoor pool
Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (628)
"Staff was great. When we arrived we found out if we had not book thru Expedia that they could have given us a bereavement discount. That was disappointing to find out but that is on us. In the future I will book directly and not use Expedia "
The price is ￥20,125
￥22,741 total
includes taxes & fees
Jun 2 - Jun 3
Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel
Hilton Garden Inn Oconomowoc
Terrace/patio
Hilton Garden Inn Oconomowoc
3.0 star property
9.0 out of 10, Wonderful, (565)
"Bathrooms need upgrades. Get rid of the tubs. "
The price is ￥19,913
￥22,502 total
includes taxes & fees
Jun 9 - Jun 10
Hilton Garden Inn Oconomowoc
TownePlace Suites by Marriott Oconomowoc
Lobby
TownePlace Suites by Marriott Oconomowoc
2.5 star property
8.8 out of 10, Excellent, (52)
"Loved it! "
The price is ￥20,440
￥23,097 total
includes taxes & fees
Jun 3 - Jun 4
TownePlace Suites by Marriott Oconomowoc
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.

Search for holiday rentals in Oconomowoc on Expedia! You can easily find your home rentals, villas, holiday apartments in Oconomowoc using one of the methods below:

  • View our selection of featured holiday rentals in Oconomowoc
  • Use the map to find apartments and other holiday homes in the Oconomowoc neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oconomowoc while they last

Look no further and take a look at our great range of rental properties in Oconomowoc!

Frequently asked questions

Can I find vacation rentals in Oconomowoc?

Yes, we offer vacation rentals in Oconomowoc close to Fowler Lake Park, or you can choose a more secluded option if you want a relaxing stay. The shops and restaurants are several reasons why visitors like Oconomowoc. Make sure you have time to check out the cafes and sporting events during your trip.

What are some of the best vacation rentals that Oconomowoc has to offer?

Amazing Five Bedroom Milwaukee Vacation Home!!: Located near Oconomowoc, this vacation home rental offers an indoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a balcony and a garden.

How many vacation rentals are there in Oconomowoc?

With 22 Expedia vacation rentals, you're sure to find just the right place for your Oconomowoc stay.

What’s there to see and do in Oconomowoc?

Enjoy the outdoors at Lac La Belle and Fowler Lake Park, or simply take in cultural attractions like Theatre On Main and Oconomowoc Gallery. Other places in town to visit include Oconomowoc Golf Club and Oakbrook-Eser Studios and Gallery.

What’s a vacation rental in Oconomowoc like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Oconomowoc. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for small groups.

Recent reviews of Oconomowoc properties
Expedia verified reviews

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

5/5 Excellent
"Great hotel"
A verified traveler stayed at Sheraton Milwaukee Brookfield Hotel
Posted 2 days ago
Sheraton Milwaukee Brookfield Hotel