Oconomowoc holiday homes

We found 102 holiday rentals — enter your dates for availability
Select from 24 homes, 13 aparthotels and other holiday rentals in Oconomowoc to find one that's 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.

  • 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, laundry, 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)
  • 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)
  • Washington County Fair Grounds (23 mi / 37.1 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:

  • Fowler Lake Park (0.4 mi / 0.7 km)
  • Lac La Belle (1.6 mi / 2.5 km)
  • Nagawaukee County Park and Beach (7.7 mi / 12.3 km)
  • Pewaukee Lake (10.1 mi / 16.2 km)
  • Pewaukee Lake Beach (12 mi / 19.3 km)
  • Holy Hill (12.5 mi / 20.2 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?
When considering a holiday rental in Oconomowoc, Wisconsin, the area surrounding the picturesque Lake Oconomowoc is an excellent choice. This neighbourhood offers a serene lakeside atmosphere, making it ideal for those who appreciate natural beauty and outdoor activities. With numerous properties available, you can find a range of options, from charming cottages to more modern accommodations.Staying near the lake not only provides stunning views but also grants easy access to various recreational opportunities, such as boating, fishing, and hiking. One of the top attractions in this area is the Oconomowoc Arts Centre, which hosts a variety of performances and events throughout the year, giving visitors a taste of the local culture. Additionally, the nearby Fowler Lake Park is a lovely spot for picnics and leisurely walks, further enhancing the appeal of this neighbourhood.
Where are the best areas for renting a beach house in Oconomowoc?
For renting a beach house in Oconomowoc, the scenic shores of Lake Oconomowoc offer some delightful options. The area around the main lakefront park provides properties with stunning views of the water, featuring amenities such as private docks, patios for outdoor dining, and spacious living areas great for family gatherings. Many of these rentals come equipped with modern kitchens and outdoor grills, ideal for enjoying summer barbecues by the lake.Additionally, the nearby Okauchee Lake is another excellent choice for beach house rentals. This area is known for its sandy beaches and vibrant community atmosphere, with houses that often include amenities like fire pits, game rooms, and access to water sports equipment. The proximity to local parks and walking trails enhances the appeal for those looking to explore the natural beauty of the area.Guests will find that both Oconomowoc and Okauchee offer a range of activities, from fishing and boating on the lakes to exploring quaint local shops and restaurants.
What is the most popular type of holiday rental accomodation in Oconomowoc?
In Oconomowoc, holiday houses are the most popular type of holiday rental, with around 72 available throughout the area. These spacious homes are ideal for families or groups, typically featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces where guests can relax and enjoy the scenic views of the nearby lakes. Additionally, there are about 32 condos and 24 apartments, which cater to those looking for more compact accommodations while still offering amenities like kitchen facilities and comfortable living areas. For those seeking a quaint getaway, several cottages and villas are also available, providing a charming and cosy atmosphere.
Are there any family house rentals in Oconomowoc?
In Oconomowoc, Wisconsin, there are around 16 family-friendly house rentals available, making it a wonderful choice for those travelling with children. The area is known for its beautiful lakes and parks, providing ample opportunities for outdoor activities. Many of the properties feature spacious living areas, fully equipped kitchens for family meals, and outdoor spaces where kids can play safely.Visitors can enjoy the convenience of amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay. Nearby attractions like the Oconomowoc Lake and the scenic parks offer opportunities for swimming, hiking, and picnicking, creating a superb blend of relaxation and adventure.
Can I rent a holiday home with a pool or hot tub in Oconomowoc?
In Oconomowoc, there are several holiday homes available for rent that feature pools or hot tubs, with around 15 options to choose from. This charming city, located in the scenic Lake Country region of Wisconsin, offers beautiful natural surroundings and a tranquil atmosphere. Many of the rentals come with amenities such as private swimming pools, hot tubs, outdoor patios, and fully equipped kitchens, making them ideal for relaxation and entertaining.Travellers can expect comfortable living spaces, often designed for family gatherings or group getaways. Some properties may also include features like fire pits, barbecue grills, and access to local lakes, enhancing the overall holiday experience.
Are there pet-friendly house rentals in Oconomowoc?
In Oconomowoc, there are several pet-friendly house rentals available, offering a welcoming environment for travellers with pets. Many of these properties feature amenities such as spacious backyards, ideal for pets to play, as well as comfortable living areas and fully equipped kitchens for a home-like experience.The Oconomowoc area is known for its picturesque lakes, making it a wonderful spot for outdoor activities. Nearby parks, such as Fowler Lake Park, provide ample opportunities for walking and enjoying nature with your furry companions. Additionally, the surrounding neighbourhoods offer charming walking trails and pet-friendly cafes, making it easy to explore the local scenery.
Are there any remote work holiday rentals in Oconomowoc?
In Oconomowoc, Wisconsin, there is a strong selection of remote work holiday rentals available, with approximately 140 options to choose from. This picturesque town, situated between Lake La Belle and Oconomowoc Lake, offers a serene environment ideal for working remotely while enjoying the beauty of nature. Many rentals come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable desk chairs, ensuring a productive stay.Travellers can expect various types of properties, including modern apartments and spacious homes, often featuring outdoor spaces for relaxation after work hours. The charming downtown area provides local coffee shops and restaurants, great for a break or a change of scenery. Additionally, Oconomowoc's lakes offer opportunities for outdoor activities, making it a delightful destination for those balancing work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Oconomowoc?
In Oconomowoc, popular rental amenities include onsite parking, which is a convenient feature for travellers with vehicles. Most holiday rentals come equipped with kitchens, allowing guests to prepare their own meals and enjoy a home-cooked experience. Many properties also offer decks or patios, providing an outdoor space to relax and take in the scenic surroundings. For those looking to unwind, rentals often feature fireplaces, creating a cosy atmosphere during colder months. Additionally, fitness facilities are available nearby, suiting guests who wish to maintain their exercise routines while away.
When is the best time to visit Oconomowoc for a holiday rental?
The best time to visit Oconomowoc for a holiday rental is during the peak season from June to August, with July being particularly popular. This season welcomes visitors eager to enjoy the idyllic summer weather, great for a variety of outdoor activities. Expect temperatures to range from the mid-teens to low 30s Celsius, providing a comfortable environment for swimming, boating, and picnicking by the lake.During these months, the city buzzes with energy as families and friends gather to take advantage of the beautiful surroundings, including the picturesque Oconomowoc Lake. You'll find plenty of opportunities for water sports, hiking trails, and local events, creating an inclusive setting for those who relish active holidays.If you're considering a more budget-friendly option, November can be an appealing choice. While temperatures start to drop, ranging from around 0 to 10 degrees Celsius, this month offers a quieter experience. It's a great time for those who appreciate the tranquillity of the countryside, as well as opportunities for autumn walks and enjoying the stunning fall colours.
What are the top attractions in Oconomowoc?
In Oconomowoc, visitors can enjoy a range of attractions centred around its beautiful lakes and charming downtown area. The picturesque Oconomowoc Lake is ideal for water activities such as boating and fishing, while the nearby Lac La Belle offers scenic views and tranquil spots for picnicking. The city also boasts a vibrant downtown district with unique shops, cafes, and restaurants, great for leisurely strolls.For those interested in history, the Oconomowoc Historical Museum provides insight into the area's rich past, showcasing local artefacts and exhibits. Additionally, the nearby Kettle Moraine State Forest offers outdoor enthusiasts trails for hiking and biking, along with opportunities for birdwatching and enjoying nature.
Are all fees included in the Oconomowoc holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Oconomowoc holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Oconomowoc with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Oconomowoc holiday homes?
You can find great discounts on holiday homes in Oconomowoc on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Oconomowoc holiday home booking on Bookabach?
To find Oconomowoc holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Oconomowoc?
A long-stay holiday home in Oconomowoc is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Oconomowoc holiday home?
Book your Oconomowoc holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Oconomowoc?
Prices for holiday homes in Oconomowoc vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Oconomowoc to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.