Holiday Rentals in Oconomowoc

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Holiday Rentals in Oconomowoc

Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle

10.0 out of 10, Exceptional, (30)
"The house was beautiful. Well equipped and comfortable. Had a few elderly individual staying at the home, they were just a little scared of the stairs. (narrow stairs and curvy). Great location to the function all had to attend. Close to town and walkable. I would gladly use this VRBO again I loved the home!"
The price is €870
includes taxes & fees
12 Jan - 13 Jan 2025
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle

✨ Chic Retreat near Wedding Venues, Downtown & Lakes with King Bed ✨

10.0 out of 10, Exceptional, (11)
"Great location and beautiful home. Super clean, well-stocked and looks so well-cares for!"
✨ Chic Retreat near Wedding Venues, Downtown & Lakes with King Bed ✨

3 Bedroom Okauchee Lake

9.2 out of 10, Wonderful, (10)
"Property description is accurate, yes you are staying above a very popular bar so you will hear the music late into the evening. We were there for a holiday weekend so this was just fine for us and our adult kids! Hosts communicated promptly and even provided a waffle bar and snacks! Loved being able to go downstairs and order food and drinks. We also walked to nearby restaurants, a perfect location to experience some lake life. Thank you!"
3 Bedroom Okauchee Lake

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

10.0 out of 10, Exceptional, (14)
"Our family had a fun stay at this property. Many amenities and a great location. Thank you!!"
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews

Waterfront Lake Cottage - Upper Nemahbin Lake

9.6 out of 10, Exceptional, (25)
"Property manager very helpful and prompt. Great location for us. Nice lakeshore. Low ceilings so tall people beware. Note: no potable water but they provide drinking water. This property more like rustic cabin rental. Also need to be very careful walking down uneven steps down to front door so not for elderly."
Waterfront Lake Cottage - Upper Nemahbin Lake

Beautiful Family Home on Quiet Lake Ashippun

10.0 out of 10, Exceptional, (11)
"This was our 2nd stay at this property within 3 months and it was equally as great as the first. Michael & Angie are wonderful hosts and we’re looking forward to renting their home again in 2025."
Beautiful Family Home on Quiet Lake Ashippun

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

10.0 out of 10, Exceptional, (325)
"We had a great time! The cabin had everything we needed. We just sat around the fireplace, went for walks and thoroughly enjoyed ourselves! We will definitely be coming back!"
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Beautiful lakefront, Newly Remodeled Lower Level! ^^

9.8 out of 10, Exceptional, (175)
"Everything listed was as advertised. The home was wonderful and the hosts were responsive and accommodating. Definitely recommend if staying in the area."
Beautiful lakefront, Newly Remodeled Lower Level! ^^

Amazing Five Bedroom Milwaukee Vacation Home!!

10.0 out of 10, Exceptional, (40)
"I went to detox, relax, and swim for a few days and did not bring family, but this is a terrific place for a family getaway with amazing pool, video games, plenty of beds, etc. Pleasant neighborhood as well. "
Amazing Five Bedroom Milwaukee Vacation Home!!

Newly Renovated Lakefront Cottage, Peaceful, Cozy Modern Farmhouse ~Dog Friendly

10.0 out of 10, Exceptional, (9)
"We had a great time at this property and everything was just as pictured in the listing. Ming was very accommodating and communicated promptly through every step of the stay. Highly recommended to stay here!"
The price is €441
includes taxes & fees
26 Dec - 27 Dec
Newly Renovated Lakefront Cottage, Peaceful, Cozy Modern Farmhouse ~Dog Friendly

Beautiful Waukesha Home

10.0 out of 10, Exceptional, (22)
"This property has everything a large group would need, is sparkling clean and has some extra special perks like a fireplace and outside seating/fire pit area. Would recommend wholeheartedly!"
The price is €531
includes taxes & fees
31 Dec - 1 Jan 2025
Beautiful Waukesha Home

Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

9.8 out of 10, Exceptional, (91)
"This was exactly what we were looking for when we came to celebrate Thanksgiving with family in the area."
Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

Eclectic Hubertus Home w/ Game Room & Fire Pit!

9.8 out of 10, Exceptional, (6)
"We loved the property, it had plenty of room and was perfect for what we needed. On top of that, the aesthetic was just amazing and the nature and peace surrounding the house put it over the top. "
Eclectic Hubertus Home w/ Game Room & Fire Pit!

SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym

8.6 out of 10, Excellent, (11)
"Enjoyed the spaces for young adults and parents to hang out together and separately. Had a fantastic time at the cabin and enjoyed the lake access for water sports."
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym

Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!

10.0 out of 10, Exceptional, (31)
"We loved our stay here. We wanted a quiet place to stay for an extended weekend and this was the perfect spot. My kids loved the pier, the kayaks, and the bikes. I loved the giant couch and the view! The pictures didn't show off how amazing this house really is so when I walked in I literally said "Wow!". The house had everything you could possibly need. Thank you for letting us stay at your property. We will definitely be back again. "
Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!

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

10.0 out of 10, Exceptional, (5)
"Beautiful home and property, lots of space to spread out and have privacy. "
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

🌊 Well Appointed Home Steps from Pewaukee Lake + KING Bed 🌊

9.6 out of 10, Exceptional, (10)
"Lovely unit very clean, and great hosts!"
🌊 Well Appointed Home Steps from Pewaukee Lake + KING Bed 🌊

Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan

9.8 out of 10, Exceptional, (64)
"My wife and stayed with our son and wife along with our grandson. We had plenty of room. Would've liked another shower but all was good. Food next door at the watering hole was excellent too !"
Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan

Historic, Vintage, Classy, 11 bed, 5+ bath!

10.0 out of 10, Exceptional, (6)
" We were immediately impressed with the property! It was beautiful and well appointed.The host was responsive."
Historic, Vintage, Classy, 11 bed, 5+ bath!

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!
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 types of properties in Oconomowoc you may be interested in

Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel

3.0 star property
9.2 out of 10, Wonderful, (690)
"Felt very welcome. James is great. Made my stay much better."
The price is €140
includes taxes & fees
26 Dec - 27 Dec
Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel

Hilton Garden Inn Oconomowoc

3.0 star property
9.0 out of 10, Wonderful, (601)
"Clean, comfortable and spacious room and bed. Spacious, well-lit parking lot. Near restaurants and shops. Nice, clean pool and hot tub. Great smaller hotel bar and restaurant. Felt very at home with a friendly atmosphere. Would definitely stay here again. 🙂"
The price is €119
includes taxes & fees
5 Jan - 6 Jan 2025
Hilton Garden Inn Oconomowoc

TownePlace Suites by Marriott Oconomowoc

2.5 star property
9.0 out of 10, Wonderful, (81)
"Great hotel "
The price is €121
includes taxes & fees
12 Jan - 13 Jan 2025
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.

Frequently asked questions

Can I find holiday rentals in Oconomowoc?

Yes, there are holiday rentals in Oconomowoc close to Fowler Lake Park, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Oconomowoc. Make sure you have time to check out the cafés and sporting events during your trip.

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

Beautiful lakefront, Newly Remodeled Lower Level! ^^: This holiday home rental outside of Oconomowoc is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

How many holiday rentals are there in Oconomowoc?

With 22 Expedia holiday rentals, you're guaranteed 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 Oconomowoc Historical Museum and Theatre On Main. Other places in town to visit include Imagination Station and Oconomowoc Golf Club.

What’s a holiday rental in Oconomowoc like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oconomowoc. Holiday rentals provide amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.