Greendale vacation rentals

We found 782 vacation rentals — enter your dates for availability

Discover a selection of 5 homes and other vacation rentals in Greendale that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll find the amenities you need and want, which might include parking and a hot tub. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Greendale

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Find out more about Greendale

Find out more about Greendale

Why visit Greendale

  1. Charming Village Atmosphere: Greendale boasts a quaint village feel, perfect for leisurely strolls and exploration.
  2. Outdoor Adventures: The surrounding natural beauty offers numerous outdoor activities, ideal for nature enthusiasts.
  3. Family-Friendly Attractions: A variety of attractions cater to families, ensuring fun for visitors of all ages.
  4. Cultural Experiences: Nearby cultural sites and historic colleges enrich the visitor experience with art and history.
  5. Diverse Accommodation Options: From charming homes to rustic cabins, Greendale provides a range of appealing lodging choices.

Popular types of accommodation in Greendale

If you're planning a getaway to Greendale, you'll find a variety of appealing vacation rental options to suit your needs. From charming houses to comfortable apartments and rustic cabins, there's something for everyone. Whether you're searching for Greendale apartments for rent or vacation rentals that offer a home away from home, we have the perfect accommodations to ensure a memorable stay.

  • Houses: The top choice for visitors in Greendale, these spacious homes offer a comfortable and private retreat for families and groups.
  • Apartments: A popular option for solo travellers or couples, these fully-equipped spaces provide convenience in the heart of Greendale.
  • Cabins: Perfect for those seeking a rustic experience, cabins offer a charming escape in nature.
  • Cottages: Quaint and cozy, cottages provide a delightful setting for a peaceful getaway.
  • Condos: A trendy choice, condos combine modern amenities with a central location, ideal for urban explorers.**

Top attractions in Greendale

Greendale, Wisconsin, offers a delightful mix of outdoor activities, family-friendly attractions, and romantic settings, making it an ideal vacation spot. Visitors can explore historic colleges and universities, enjoy vibrant fairgrounds, and experience various entertainment arenas. The local points of interest cater to those seeking cultural experiences, outdoor fun, and quality family time, ensuring an enriching getaway for all travellers.

  1. Harley-Davidson Museum: Immerse yourself in the rich history of this iconic motorcycle brand. With interactive exhibits, vintage bikes, and a family-friendly atmosphere, the museum showcases the cultural impact of Harley-Davidson in a unique and engaging way.
  2. Wisconsin State Fair Park: Experience the vibrant energy of this outdoor fairground, perfect for families. Enjoy thrilling rides, delicious fair food, and various events throughout the year, making it a lively destination for all ages.
  3. Marquette University: Discover the historic charm of this prestigious university, known for its beautiful architecture and cultural significance. Stroll through its scenic campus and soak in the vibrant atmosphere that reflects both tradition and innovation.

Things to do recommended for couples

For a romantic getaway in Greendale, enjoy a concert at The Rave-Eagles Club for vibrant music, hit the slopes at Rock Snow Park for some skiing excitement, or challenge each other at Moorland Road Golf Center for a fun round of mini-golf. Create unforgettable memories together!

Things to do recommended for families

In Greendale, families can catch a game at American Family Field, just 9.7km away, or unwind at The Rock Sports Complex and Whitnall Park, both 3.2km from town, offering wellness and relaxation vibes perfect for a family day out.

Things to do recommended for groups

Groups visiting Greendale can try their luck at the Potawatomi Bingo Casino, indulge in local flavours at the Milwaukee Public Market, or take a tour of the Miller Brewery for a taste of Wisconsin's brewing heritage. Each spot offers a unique blend of fun and local culture.

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

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, it's important to apply the right filters to match your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Greendale with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Greendale with young kids: Traveling with young kids can be quite an adventure, but it does come with its challenges. It's important to prioritize their comfort and safety, and look for amenities that are suitable for their age, like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions can enhance your overall experience.
  • Taking your pets with you to Greendale: For many families, a trip isn’t truly complete without their furry companion by their side. If you relate to this, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer amenities like feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Greendale: If you're seeking vacation rentals with special offers for stays of a month or longer, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to enhance your search.

Where to stay in Greendale

Greendale, Wisconsin, offers a delightful blend of outdoor adventures and family-friendly activities, making it an ideal vacation spot. Visitors can enjoy the charming village atmosphere and explore the downtown area, all within walking distance. The natural beauty that surrounds Greendale enhances its romantic vibe, while friendly locals create a welcoming environment. Nearby cities and regions provide additional opportunities to experience art and culture, ensuring a memorable getaway.

  • Milwaukee: Located a mere 12.9km from Greendale, Milwaukee is a vibrant city known for its rich cultural offerings and sports enthusiasm. Visitors flock to Milwaukee for its family-friendly activities, romantic getaways, and exhilarating sports experiences. Explore the city's renowned music concerts, engaging theatre performances, and lively casino scene. Key attractions include the impressive sports facility stadium and various event conference venues, making it a hub for entertainment and sporting events.
  • Greenfield: Just 3.2km from Greendale, Greenfield is a charming village that welcomes families and outdoor enthusiasts alike. Known for its recreational facilities and community spirit, Greenfield offers a variety of outdoor sports and family activities. Visitors can enjoy the fairground showgrounds, catch a performance at the local theatre, or simply relax in one of its many parks. The proximity to stadiums and event venues adds to its appeal, making it a perfect stop for sports lovers.
  • Downtown Milwaukee: A bustling neighbourhood located 12.9km from Greendale, Downtown Milwaukee is the city's cultural epicentre. It attracts families, sports fans, and couples seeking a romantic experience. The area is alive with music concerts, theatrical productions, and educational events. Notable landmarks include the sports facility stadium and various event venues, all contributing to a vibrant atmosphere. Whether you're dining at a trendy restaurant or enjoying the local arts scene, Downtown Milwaukee is a must-visit destination.

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. Peak season runs in June to July and September, while off-peak times, like February, October and December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January22.1°F (-5.5°C)Light RainMostly CloudyAverageSlightly Low
February23.7°F (-4.6°C)Light RainMostly CloudySlightly LowSlightly Low
March35.1°F (1.7°C)Light RainMostly CloudyAverageSlightly Low
April44.2°F (6.8°C)Light RainMostly CloudyAverageAverage
May55.4°F (13.0°C)Light RainMostly SunnyAverageAverage
June65.7°F (18.7°C)Light RainMostly SunnySlightly HighSlightly High
July71.8°F (22.1°C)Light RainMostly SunnySlightly HighSlightly High
August70.9°F (21.6°C)Light RainMostly SunnyAverageSlightly High
September64.4°F (18.0°C)Light RainMostly SunnySlightly HighAverage
October52.0°F (11.1°C)Light RainMostly SunnySlightly LowAverage
November39.4°F (4.1°C)Light RainMostly SunnyAverageAverage
December29.8°F (-1.2°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming trip? It can be beneficial to remain flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to refine your search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform where you can easily create new trips, pick up from where you last left off, or view and manage your travel plans. You'll find your saved or booked properties neatly organized under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Greendale getaway

Learn about the unique charm of Greendale with a stay in a private vacation home. One of the city's many top draws is its restaurants. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation 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 hoping to find attractions to see in the area? Venture out of your cozy vacation rental and experience everything that makes Greendale a fun place to get away. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • 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 looking for fun outdoor activities or just want to spend some time taking in the scenery, Greendale is a great place to spend some time outside. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city center:

  • 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)

Transportation options to and around Greendale

The nearest airport is in General Mitchell Intl. Airport (MKE), located 4.8 mi (7.7 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Waukesha, WI (UES-Waukesha County), which is 14 mi (22.5 km) away.

Frequently asked questions

What is the best area to stay in Greendale when booking a vacation rental?
When considering a vacation rental in Greendale, Wisconsin, a popular area to stay is the charming downtown district. This vibrant neighbourhood is not only picturesque but also conveniently located near various attractions. One of the highlights is the Greendale Historic District, where you can admire the unique architecture and learn about the area's rich history. Additionally, the nearby Greendale Park offers lovely walking trails and picnic spots, superb for enjoying the outdoors.

Another appealing option is the area surrounding the Greendale Community Church, which has an inviting space and easy access to local shops and eateries. Staying here allows visitors to immerse themselves in the community's culture while being close to attractions like the Greendale Public Library, which often hosts events and activities for all ages.
How much does it cost to rent a vacation home in Greendale?
Prices for vacation rentals in Greendale 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. Vrbo offers something for every taste and budget, from affordable rentals in Greendale to more spacious homes.
Are there any discounts for Greendale vacation house rentals?
You can find great discounts on house rentals in Greendale on Vrbo, 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.
What is the most popular type of vacation rental accomodation in Greendale?
In Greendale, vacation houses are the most popular type of rental accommodation, with several available throughout the area. These properties offer spacious interiors with multiple bedrooms and often include fully equipped kitchens, comfortable living areas, and private outdoor spaces for relaxation. Situated in a tranquil environment, they are ideal for families or groups looking to enjoy a cozy feel while exploring the charming suburban community.
Are there any family house rentals in Greendale?
In Greendale, Wisconsin, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The charming neighbourhoods feature spacious homes that often include amenities such as full kitchens, comfortable living areas, and outdoor spaces where kids can enjoy themselves.
Can I find long-stay vacation rentals in Greendale?
A long-stay vacation rental in Greendale 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Greendale?
In Greendale, there are several pet-friendly house rentals available, offering a comfortable stay for both travellers and their furry companions. Many of these properties feature modern amenities such as fully equipped kitchens, spacious living areas, and private outdoor spaces, great for relaxing after a day of exploring.
Are there any remote work vacation rentals in Greendale?
In Greendale, Wisconsin, there are several remote work vacation rentals available, making it a great choice for those looking to blend work and leisure. These properties typically come equipped with essential amenities such as reliable Wi-Fi, dedicated desk spaces, and comfortable desk chairs, ensuring a productive work environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Greendale vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Greendale 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 on Vrbo 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.
What are popular rental amenities in Greendale?
In Greendale, popular rental amenities include fully equipped kitchens, which are essential for travellers looking to prepare their own meals. Many properties also feature microwaves and ovens, enhancing the convenience for those who prefer cooking during their stay. These amenities contribute to a comfortable and home-like atmosphere, making it easy for guests to feel settled in while exploring the charming surroundings of this quaint Wisconsin village.
When is the best time to visit Greendale for a vacation rental?
The best time to visit Greendale for a vacation rental is during the peak season, which spans from May to July. This vibrant period draws in visitors eager to enjoy the warm summer weather and partake in a variety of outdoor activities. With temperatures typically ranging from the mid-teens to low 30s Celsius, it's an ideal time for exploring local parks, attending community events, and enjoying leisurely strolls through the charming streets lined with historic buildings.

July stands out as the most popular month, offering a lively atmosphere with numerous festivals and activities that showcase the spirit of Greendale. Here, you can immerse yourself in the local culture, savour delicious food from various vendors, and even engage in outdoor sports that take advantage of the beautiful summer backdrop.

For those on a budget, consider planning your visit in December. This off-peak month may offer more affordable vacation rental options, allowing you to experience the town's festive charm during the winter season. Enjoy the tranquillity of Greendale, where you can appreciate the vacation decorations and perhaps even partake in local winter festivities.
How early should I book a Greendale vacation rental?
Book your Greendale vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Greendale home rental booking on Vrbo?
To find Greendale vacation rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Greendale vacation rental prices shown on Vrbo?
Vrbo 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.

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