Oconomowoc holiday lettings

We found 86 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 22 homes and other holiday rentals in Oconomowoc that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the amenities that you expect for your stay, which might include parking and a garden. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Friendly Oconomowoc will entice you

Learn about the unique charm of Oconomowoc with a stay in a holiday home rental. Revered for its cafes, shopping and sporting events, this city is both welcoming and relaxing. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Oconomowoc

Are you hoping to discover attractions to see in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Oconomowoc has to offer. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Erin Hills Golf Course (11 mi / 17.7 km)
  • Springs Water Park (12 mi / 19.4 km)
  • Holy Hill (12.5 mi / 20.2 km)
  • Kettle Moraine Ranch (16.8 mi / 27.1 km)
  • Little Switzerland (19.2 mi / 30.8 km)
  • Cabela's (19.5 mi / 31.3 km)

Exploring the natural landscape of Oconomowoc

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Oconomowoc. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Lac La Belle (1.6 mi / 2.5 km)
  • Pewaukee Lake (10.1 mi / 16.2 km)
  • Pewaukee Lake Beach (12 mi / 19.3 km)
  • Big Cedar Lake (21.8 mi / 35.1 km)
  • Fowler Lake Park (0.4 mi / 0.7 km)
  • Nagawaukee County Park and Beach (7.7 mi / 12.3 km)

Transport options to and around Oconomowoc

The nearest airport is in Waukesha, WI (UES-Waukesha County), located 14.1 mi (22.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Milwaukee, WI (MKE-General Mitchell Intl.), which is 32.2 mi (51.8 km) away.

Frequently asked questions

What is the best area to stay in Oconomowoc when booking a holiday rental?

Peninsular Park is one of the more sought-after neighbourhoods to book a holiday property in Oconomowoc. Spend your break here to delight in the convenience and privacy that comes with having the entire place to yourself.

What is the most popular type of holiday rental accommodation in Oconomowoc?

The most sought-after types of holiday rentals in Oconomowoc are houses. Want something different? Vrbo offers a variety of options to match the needs of our guests, so you'll see holiday properties in lots of sizes and shapes. The perfect fit is ready and waiting for you — discover yours today.

How much does it cost to rent a holiday rental in Oconomowoc?

Property type, season and length of stay are some of the conditions that can determine the price of a holiday home. Simply enter your dates of travel to find your perfect fit. From cosy chalets to expansive villas, all Vrbo holiday rentals offer unbeatable value.

How much does it cost to rent a beach house in Oconomowoc?

When you travel and the style and size of the property will determine the cost of your beachside holiday rental. Put in your Oconomowoc travel dates to view your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use the filters to select the features and amenities you want in your beach house.

Are there pet-friendly holiday rentals in Oconomowoc?

Pack a tug toy and treats for your canine companion because Oconomowoc has 15 holiday homes that open their doors to pets. Let your four-legged friend have fun with the family at one of our pet-friendly holiday rentals on Vrbo. Simply enter your dates then check our "Pets allowed" filter box.

Can I rent a house with a pool in Oconomowoc?

Tick the "pool" box in our filter tool and you can choose from three houses with private pools in Oconomowoc on Vrbo. Morning swim, afternoon splash or midnight soak? How you spend your free time is up to you when your Vrbo holiday home boasts a swimming pool.

What are popular rental amenities in Oconomowoc?

When it comes to rental amenities that people are on the lookout for in Oconomowoc, a water view, a sauna and nearby museums rank highest. With Vrbo holiday homes, you'll find options to match your style and taste, whether you're planning to get away with friends, family or even pets.

Are there large group holiday rentals in Oconomowoc?

Oconomowoc has nine holiday homes that can cater to 10 or more people. These stays come with the space you need to enjoy good times with loved ones.

Are there holiday rentals in Oconomowoc that welcome kids?

With 14 family-friendly holiday homes to pick from in Oconomowoc, now is the perfect time to introduce your children to the thrills of travel. Just check our "Properties good for families" filter to browse stays loaded with amenities perfect for travelling families, like full kitchens, swimming pools, bunk beds and hot tubs.

What are the top attractions for families in Oconomowoc?

Keeping the kids occupied during your Oconomowoc holiday is easy with these fabulous family-friendly attractions:

  • Oconomowoc Historical Museum
  • Oconomowoc Arts Centre
  • Maple Wayside Trailhead

Are there holiday rentals with WiFi in Oconomowoc?

You can choose from six holiday rentals with WiFi in Oconomowoc. If you'd like to disconnect from the world on your trip, but still want to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find holiday rentals with air conditioning in Oconomowoc?

Oconomowoc has 12 holiday rentals where you can spend your days in air-conditioned comfort. To locate a stay on Vrbo that offers this perk, enter your dates of travel and use the handy filters to select the "air conditioning" box.

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