Oconomowoc Vacation Rentals

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Vacation Rentals in Oconomowoc

Luxury 8-br Lake Home with Pool, Cinema, and Arcade in Oconomowoc on LacLaBelle

Luxury 8-br Lake Home with Pool, Cinema, and Arcade in Oconomowoc on LacLaBelle

Waterfront Lake Cottage - Upper Nemahbin Lake

9.6 out of 10, Exceptional, (26)
"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 ¥72,974
¥131,441 total
includes taxes & fees
Aug 6 - Aug 7
Waterfront Lake Cottage - Upper Nemahbin Lake

Okauchee Lake Vacation Rental w/ Boat Dock!

9.2 out of 10, Wonderful, (5)
"Ideal lake location near bars and town and on the water."
Okauchee Lake Vacation Rental w/ Boat Dock!

Beautiful Family Home on Quiet Lake Ashippun

10.0 out of 10, Exceptional, (19)
"Excellent place to stay, just as described, great neighborhood."
Beautiful Family Home on Quiet Lake Ashippun

3 Bedroom Okauchee Lake

9.4 out of 10, Exceptional, (12)
"Great location!"
3 Bedroom Okauchee Lake

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

9.4 out of 10, Exceptional, (10)
"Wonderful place to create some family Christmas memories. "
The price is ¥140,039
¥237,330 total
includes taxes & fees
Jul 15 - Jul 16
Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!

Stylish, Historic Upper- Walk to Downtown, Lakes, Restaurants & Summer Fun ☀️🎵

10.0 out of 10, Exceptional, (30)
"Absolutely wonderful stay at the Blue Belle!"
Stylish, Historic Upper- Walk to Downtown, Lakes, Restaurants & Summer Fun ☀️🎵

Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!

3.0 star property
Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!

Beautiful Historic Tudor Mansion with sandy Private Beach

9.6 out of 10, Exceptional, (30)
"Would highly recommend this property. Great house, pool, lake access to name a few."
Beautiful Historic Tudor Mansion with sandy Private Beach

4 Bdrm 4 Bath Lake front Lake Sinissippi home

10.0 out of 10, Exceptional, (40)
"Great place! Perfect for multi family vacation. Lots of activitys for the kids to play. The host is very helpful."
4 Bdrm 4 Bath Lake front Lake Sinissippi home

Bartel’s Beach Retreat– on Rock Lake, 30 Min. from Madison

2.0 star property
The price is ¥29,102
¥61,560 total
includes taxes & fees
Jul 20 - Jul 21
Bartel’s Beach Retreat– on Rock Lake, 30 Min. from Madison

LAKEFRONT HIDDEN GEM !

9.8 out of 10, Exceptional, (31)
"Greatly enjoyed our time here."
The price is ¥130,885
¥206,278 total
includes taxes & fees
Jul 23 - Jul 24
LAKEFRONT HIDDEN GEM !

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

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

9.8 out of 10, Exceptional, (350)
"This Elm Island home was perfect for our 6 adults and 4 toddlers. The living area was roomy with enough seating to accommodate our group. Kitchen had lots of counter space, and backyard was fenced to corral the dog. Would definitely stay again if in the area. "
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Pet-Friendly New Berlin Retreat w/ Patio & Yard!

2.0 star property
9.4 out of 10, Exceptional, (3)
"Easy, clean"
Pet-Friendly New Berlin Retreat w/ Patio & Yard!

Beautiful lakefront, Newly Remodeled Lower Level!

9.8 out of 10, Exceptional, (184)
"Everything was just as it was described. Very comfortable for four girlfriends getting away to play bridge!! "
Beautiful lakefront, Newly Remodeled Lower Level!

Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

9.6 out of 10, Exceptional, (116)
"The best place ever we will come back soon 🙂"
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

9.8 out of 10, Exceptional, (8)
"Will come and stay again great host and home"
The price is ¥33,276
¥61,124 total
includes taxes & fees
Jul 14 - Jul 15
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Lauderdale Lakes Stay: Seasonal Hot Tub & Firepit

9.6 out of 10, Exceptional, (4)
"This house is very nice and large! The owners have provided a great restful place. The beds are comfy and they are not stingy with towels and toiletries. The basement was a great addition. The owners were also great with communication. We were very disappointed we couldn't use the fireplace or the hot tub, but still enjoyed our stay."
Lauderdale Lakes Stay: Seasonal Hot Tub & Firepit

Cozy, private, cabin on a quiet lake.

9.8 out of 10, Exceptional, (65)
"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.
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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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?

Luxury 8-br Lake Home with Pool, Cinema, and Arcade in Oconomowoc on LacLaBelle: This highly rated vacation home rental in Oconomowoc is located on a lake and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. Other favorite homes for rent in Oconomowoc are Waterfront Lake Cottage - Upper Nemahbin Lake and Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!.

How many vacation rentals are there in Oconomowoc?

With 21 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 Fowler Lake Park and Lac La Belle, or simply take in cultural attractions like Oconomowoc Gallery and Oconomowoc Historical Museum. 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.