Oconomowoc holiday lettings

We found 99 holiday rentals — enter your dates for availability

Discover a selection of 21 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.

Holiday rentals with weekly discounts - Oconomowoc

Showing deals for:28 Nov - 5 Dec
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Find out more about Oconomowoc

Find out more about Oconomowoc

Why visit Oconomowoc

  • Scenic Outdoors: Enjoy picturesque urban parks and serene lakes, perfect for nature lovers and outdoor enthusiasts.
  • Romantic Getaway: Oconomowoc offers a charming atmosphere, ideal for couples seeking a peaceful retreat.
  • Family-Friendly Activities: Explore various attractions suitable for families, ensuring fun for all ages.
  • Charming Neighbourhoods: Discover nearby areas like Brookstone Subdivision, enhancing your exploration experience.
  • Diverse Accommodations: Choose from a range of holiday rentals, including private homes and modern apartments, catering to all budgets.

Popular types of accommodation in Oconomowoc

Vrbo offers a diverse selection of holiday accommodations in Oconomowoc, ideal for British travellers seeking comfort and convenience. Whether you prefer houses, charming cottages, or modern apartments, there's something to suit every group and budget. Explore our extensive range of house rentals, condo rentals, and available apartments to find the perfect getaway for your needs.

  • Houses: The top choice for visitors in Oconomowoc, these homes offer ample space and comfort, perfect for families or groups.
  • Cottages: A delightful option for a quaint and picturesque stay, ideal for those seeking charm and tranquillity.
  • Apartments: A practical choice for a convenient and modern living experience, great for couples or solo travellers.
  • Cabins: A rustic retreat that appeals to nature enthusiasts, providing a cosy escape in the woods.
  • Condos: A versatile accommodation option that combines comfort and amenities for a relaxed getaway.**

Top attractions in Oconomowoc

Oconomowoc offers a charming retreat perfect for outdoor enthusiasts and romantics alike. With its picturesque urban parks, serene lakes, and beautiful churches, visitors can immerse themselves in nature and culture. Whether you're exploring with family or seeking a peaceful getaway, Oconomowoc's attractions are sure to provide an enjoyable experience for all. Don't miss the opportunity to discover this delightful destination during your travels.

  • Fowler Lake Park: A delightful urban park located in Oconomowoc, Fowler Lake Park offers a tranquil setting with beautiful lake views, picnic areas, and walking paths, perfect for families and outdoor enthusiasts alike.
  • Oconomowoc Gallery: This charming art gallery showcases local and regional artists, providing a vibrant cultural experience. Visitors can explore diverse art exhibitions and engage with the artistic community.
  • Oconomowoc Arts Center: A hub for the arts in Oconomowoc, this centre hosts performances, art classes, and community events, fostering a rich cultural atmosphere for all ages.

Things to do recommended for couples

For a romantic getaway in Oconomowoc, explore Pewaukee Lake Beach for a touch of luxury, hit the slopes at Heiliger Huegel Ski Club for some thrilling fun, or indulge in a delightful tasting at Two Brothers Wines, where romance and entertainment await.

Things to do recommended for families

Your family will delight in the serene surroundings of Lac La Belle for relaxation, enjoy playful adventures at Imagination Station's outdoor playground, and have a splashing good time at Springs Water Park, located a mere 7.5km from Oconomowoc, offering excitement for all ages.

Things to do recommended for groups

Experience the thrill of golfing at Erin Hills Golf Course, just 6.8km from Oconomowoc. For adventure seekers, hike the scenic Maple Wayside Trailhead, located 5.0km away. Don't miss a shopping spree at Johnson Creek Premium Outlets, 8.1km from town, perfect for family entertainment.

What do I need to keep in mind when booking a vacation in 'Oconomowoc

If you're planning a trip with a group, family, pets, or are seeking extended stays, it's essential to apply the appropriate filters based on your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Oconomowoc with a group: Think about how many bedrooms you require, as well as features like a fully-equipped kitchen or outdoor areas for group gatherings. Fortunately, you can easily filter for all these options and more on Vrbo.
  • Traveling to Oconomowoc with young kids: Travelling with young children can be quite demanding. It’s important to prioritise their comfort and safety, along with suitable amenities for their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Oconomowoc: For many, a family holiday isn’t truly fulfilled without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Oconomowoc: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Oconomowoc

Oconomowoc, a charming city in Wisconsin, is perfect for outdoor enthusiasts and those seeking a romantic getaway. With its friendly atmosphere and a plethora of family-friendly activities, visitors can explore nearby neighbourhoods like Brookstone Subdivision and enjoy various outdoor recreation options. Popular vacation rentals provide a comfortable base for discovering the scenic beauty of the area, making it an ideal retreat for relaxation and adventure alike.

  • Delafield: Situated a mere 3.7km from Oconomowoc, Delafield is a charming city that attracts visitors with its stunning outdoor scenery and romantic ambiance. The area is perfect for leisurely strolls in its picturesque parks and recreational areas, where you can enjoy a variety of activities. For a cultural experience, catch a show at the local theatre or unwind at a lakeside spot. Delafield’s scenic lakes and well-maintained parks make it an ideal destination for nature lovers and those seeking a peaceful retreat.
  • Okauchee Lake: Nestled within the Oconomowoc area, Okauchee Lake is a delightful village known for its breathtaking views and tranquil atmosphere. Visitors flock here for outdoor experiences, whether it’s relaxing at the beach or indulging in activities at the local recreation park and country private club. The village's proximity to the serene lake and its well-kept parks provide ample opportunities for picnics, swimming, and enjoying romantic sunsets, making it a perfect getaway for couples and families alike.
  • Summit: The village of Summit, located near Oconomowoc, offers a blend of outdoor adventures and scenic beauty. It’s a lovely destination for those who appreciate golf, boasting several golf courses and recreational areas for a variety of activities. Visitors can explore historic sites and parks that highlight the area’s rich heritage and natural charm. With its tranquil lakes and lush landscapes, Summit provides an idyllic setting for relaxation and recreation, ideal for anyone looking to escape into nature.

Best time to go to Oconomowoc

If you're planning a trip to Oconomowoc, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January19.8°F (-6.8°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
February21.7°F (-5.7°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
March34.5°F (1.4°C)Light RainMostly CloudyAverageSlightly Low
April44.6°F (7.0°C)Light RainMostly CloudySlightly HighAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June66.7°F (19.3°C)Light RainMostly SunnySlightly HighSlightly High
July71.4°F (21.9°C)Light RainMostly SunnySlightly HighSlightly High
August69.8°F (21.0°C)Light RainMostly SunnyAverageSlightly High
September63.0°F (17.2°C)Light RainMostly SunnyAverageAverage
October50.2°F (10.1°C)Light RainMostly SunnySlightly LowAverage
November37.6°F (3.1°C)Light RainMostly SunnySlightly LowAverage
December27.5°F (-2.5°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, make use of our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's clever Trip Board offers you a dedicated space to plan new getaways, pick up from where you last left off, or review and organise your travel arrangements. You can easily find the properties you've saved or booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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:

  • 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)
  • Riverside Park (12.3 mi / 19.8 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.
How old do you have to be to rent a holiday rental in Oconomowoc?
Age restrictions can differ between properties on Vrbo, so double-check the rules of the holiday home in Oconomowoc you want to book. But normally, it's 16, 18 or 21.
How long can I rent a holiday rental in Oconomowoc for?
The amount of time you can book an Oconomowoc holiday home for is down to each property. Just tap in your travel dates to view available options offering extended stays. They come with everything you need to make your extended getaway more enjoyable such as kitchens and yards. Some holiday homes may also offer weekly or monthly discounts, so you can stay longer for less money.

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