Greendale holiday homes

We found 707 holiday rentals — enter your dates for availability

Discover a selection of 5 homes and other holiday rentals in Greendale that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the amenities that you need and want, which might include Wi-Fi and a pool. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Greendale

Showing deals for:19 Dec - 26 Dec
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Why visit Greendale

  • Charming historic district: Stroll through Greendale’s quaint streets filled with unique shops and local history.
  • Community theatre: Catch a show at the Greendale Community Theatre for a taste of local performing arts.
  • Scenic parks: Enjoy outdoor adventures in the beautiful parks, perfect for picnics and family outings.
  • Veterans Memorial: Pay tribute at the Greendale Veterans Memorial, adding to the town's rich cultural tapestry.
  • Welcoming locals: Experience the warm atmosphere and friendly locals that make Greendale special.

Top attractions near Greendale

Greendale, Wisconsin, offers a delightful mix of outdoor adventures and family-friendly activities. You can explore the historic district, catch a show at the Greendale Community Theatre, or enjoy a stroll through the charming village. Don't miss the Greendale Veterans Memorial and the local high school, which add to the area's rich cultural tapestry. Whether you're after romance or a family outing, Greendale has something for everyone.

  • Harley-Davidson Museum: Immerse yourself in the rich heritage of this iconic motorcycle brand. The museum showcases an impressive collection of bikes and memorabilia, offering a unique glimpse into American culture and innovation. Family-friendly activities make it a great spot for all ages.
  • Baird Center: This modern event and conference venue is perfect for business gatherings and corporate events. Its professional atmosphere provides state-of-the-art facilities, making it a hub for networking and collaboration.
  • Wisconsin State Fair Park: A vibrant fairground that hosts various events and exhibitions throughout the year. Enjoy outdoor activities, delicious food, and family-friendly entertainment in a lively atmosphere.

Things to do recommended for couples

Planning a romantic getaway in Greendale? Catch a live show at The Rave-Eagles Club for a lively night out, hit the slopes at Rock Snow Park for some fun on the snow, or enjoy a round at Moorland Road Golf Center for a bit of friendly competition.

Things to do recommended for families

For a fun family getaway in Greendale, visit American Family Field for a thrilling sports vibe, explore The Rock Sports Complex for wellness and relaxation, or enjoy ice skating at Pettit National Ice Center for an adventurous day out. Each offers a unique experience for everyone.

Things to do recommended for groups

Groups visiting Greendale can explore the vibrant Milwaukee Public Market for local bites, enjoy a romantic tour at Miller Brewery for a taste of craft beer, and experience the thrill of racing at Milwaukee Mile for an adrenaline-packed day out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're travelling with a group, family, or pets, or if you're considering longer stays, be sure to set your priorities when filtering your options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Greendale with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group get-togethers. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Greendale with young kids: Travelling with young kids can be quite a task. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Greendale: For many families, a holiday just wouldn't be the same without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Greendale: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can quickly locate and save on monthly accommodations. Don’t forget to think about including features like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay in Greendale

Greendale, Wisconsin, offers a delightful blend of outdoor adventures and family-friendly activities, making it a perfect spot for all types of vacations. Explore the charming neighbourhoods and enjoy the warm atmosphere filled with friendly locals. Just a short trip away, you can discover nearby cities that enhance your experience with romantic settings and vibrant excursions. With lovely weather and scenic spots, Greendale is sure to create lasting memories during your holiday.

  • Walker’s Point: Situated approximately 11.3km from Greendale, Walker’s Point is a vibrant neighbourhood that offers a delightful blend of family-friendly and romantic experiences. Known for its lively atmosphere, visitors can enjoy music concerts and theatrical performances, making it a cultural hub. The area is also home to significant landmarks like event conference venues and sports facilities, perfect for those who enjoy outdoor activities. Strolling through Walker’s Point, you’ll find charming spots for dining and entertainment, ensuring a memorable outing.
  • Milwaukee: As a bustling metropolis, Milwaukee is seamlessly integrated with Greendale, providing an extensive array of outdoor, family, and romantic activities. Just a stone’s throw away, visitors can immerse themselves in the city's rich cultural scene, from music concerts to engaging theatre performances. Renowned local attractions include the expansive lakefront and sports facilities, which are perfect for a day of exploration. Milwaukee’s vibrant atmosphere and diverse offerings make it a must-visit destination for any traveller.
  • Greenfield: Located a mere 3.2km from Greendale, Greenfield is a charming village that beckons families and sports enthusiasts alike. The area is known for its fairgrounds and theatre, which often host exciting events and shows, providing ample opportunities for family fun. Greenfield’s local attractions, including stadiums and event venues, create a lively community atmosphere. With a focus on outdoor experiences, this village offers a delightful escape for those looking to enjoy sports and recreational activities.

Best time to go to Greendale

If you're planning a trip to Greendale, it's a good idea to check both the weather and property rates. The warmest month is July.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.1°F (-5.5°C)Light RainMostly CloudyAverage
February23.7°F (-4.6°C)Light RainMostly CloudySlightly Low
March35.1°F (1.7°C)Light RainMostly CloudyAverage
April44.2°F (6.8°C)Light RainMostly CloudyAverage
May55.4°F (13.0°C)Light RainMostly SunnyAverage
June65.7°F (18.7°C)Light RainMostly SunnySlightly High
July71.8°F (22.1°C)Light RainMostly SunnySlightly High
August70.9°F (21.6°C)Light RainMostly SunnyAverage
September64.4°F (18.0°C)Light RainMostly SunnySlightly High
October52.0°F (11.1°C)Light RainMostly SunnySlightly Low
November39.4°F (4.1°C)Light RainMostly SunnyAverage
December29.8°F (-1.2°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is a breeze

Want to make the most of your travel budget? It’s worth considering some flexibility with your travel dates, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient space for you to plan new adventures, revisit your existing arrangements, or organize your bookings. The properties you’ve saved or booked are now neatly categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply head to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Book a holiday rental for your Greendale getaway

Learn about the unique charm of Greendale with a stay in a holiday home rental. One of the city's many top draws is its restaurants. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Greendale

Are you searching for attractions to see during your stay? Venture out of your cosy holiday rental and experience everything that Greendale has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Milwaukee Mile (5.5 mi / 8.9 km)
  • Milwaukee County Zoo (6.7 mi / 10.8 km)
  • Henry W. Maier Festival Park (7.9 mi / 12.7 km)
  • Ray's MTB Indoor Mountain Bike Park (15.8 mi / 25.5 km)
  • Springs Water Park (16 mi / 25.8 km)
  • Crystal Ridge (1.6 mi / 2.5 km)

Exploring the natural features in Greendale

Whether you're an active traveller or just want to spend some time taking in the scenery, Greendale is a great place to spend some time outside. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Boerner Botanical Gardens (1.8 mi / 2.8 km)
  • Mitchell Park Horticultural Conservatory (6.4 mi / 10.3 km)
  • Veteran's Park (8.7 mi / 13.9 km)
  • Riverwalk Plaza (8.7 mi / 14 km)
  • Bradford Beach (10.4 mi / 16.7 km)
  • Frame Park Formal Gardens (12.7 mi / 20.5 km)

Transport options to and around Greendale

The nearest airport is in Milwaukee, WI (MKE-General Mitchell Intl.), located 4.8 mi (7.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Waukesha, WI (UES-Waukesha County), which is 14 mi (22.5 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Greendale?
According to our data, houses are the most sought-after type of holiday home in Greendale. But having said that, everyone's idea of an epic stay will differ. Bookabach has holiday homes with every shape, size and budget in mind, so you're bound to find the perfect match.
How much does it cost to rent a holiday home in Greendale?
A number of factors determine the price of a holiday home in Greendale, including the season, type of property and length of stay. However, all our holiday homes have one thing in common — exceptional value. Just enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Greendale?
The average price for a holiday home by the beach in Greendale will depend on when you're going and the style and size of property you want. Find prices easily on Bookabach by entering your preferred travel dates and destination. Then use the filter tool to pick the number of bedrooms and amenities that you need, like air conditioning, WiFi and a pool.
Are there pet-friendly holiday homes in Greendale?
You're in luck. There are. You can choose from three holiday homes that welcome pets in Greendale on Bookabach. Our furry best friends need a getaway too, so simply use our search function for pet-friendly holiday homes to find a property where Rover can join in the fun.
What are popular home amenities in Greendale?
A garden, nearby museums and a nearby casino are the most popular home amenities in Greendale. Whether you're taking to the road solo, with your other half or a bunch of friends, Bookabach can help you find a holiday home that fits your style with all the extras you're looking for.
Are there large group holiday homes in Greendale?
Yes, you can choose one of two properties in Greendale that can accommodate a group of five or more guests. From family trips to events like a friend's birthday, these stays have ample room to kick back with the people that matter the most.
Are there holiday homes in Greendale that welcome kids?
With three family-friendly holiday homes to choose from in Greendale, now is an awesome time to introduce the little ones to the excitement of travel. Simply check our "Properties good for families" filter box to locate stays that come with conveniences perfect for families on the move, such as kitchens, pools, entertainment areas and hot tubs.
What are the top attractions for families in Greendale?
You'll find lots of wonderful things to do and see with the family in Greendale, such as:

  • Harley-Davidson Museum
  • Milwaukee County Zoo
  • Milwaukee Public Museum

How can I find holiday homes with air conditioning in Greendale?
Select your dates and then make use of our filters to look for holiday homes with ac in Greendale on Bookabach. With three air-conditioned properties to choose from here, you can look forward to a cool and comfortable break.
How old do you have to be to rent a holiday home in Greendale?
The minimum required age is generally 16, 18 or 21. It can change from one property to another on Bookabach, so check the rules of your chosen Greendale holiday home before booking your trip.
How long can I rent a holiday home in Greendale for?
The length of time you can book a holiday home in Greendale differs according to the property. Simply enter your preferred travel dates to look at a list of options offering extended stays. With tons of amenities such as air conditioning and laundries, as well as some offering discounted weekly or monthly prices, you're sure to find somewhere perfect to call your home away from home in Greendale.

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