Discover Your Ideal Vacation Rental in Greendale, Franklin Wisconsin for a Memorable Getaway
Discover Your Perfect Greendale Vacation Homes
Best Vacation Homes in Greendale
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pet Friendly
- Balcony/Terrace
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
Greendale Luxury Rentals
- Air Conditioner
- Balcony/Terrace
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
Greendale Pet Friendly Vacation Rentals
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Bedding/Linens
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Bedding/Linens
Greendale Large Vacation Homes
- Air Conditioner
- Parking
- TV
Why Choose Rent By Owner for your Greendale Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Greendale
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here can enhance your experience, as seasonal variations influence the local atmosphere and availability of exceptional vacation rentals in this region.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for outdoor activities in the area.
Fall (September to November)
Autumn offers a vibrant display of fall foliage, attracting visitors seeking scenic views and outdoor excursions in this destination.
Off-Season Highlights
Winter (December to February)
The winter season features cooler temperatures, providing a quieter atmosphere perfect for cozy accommodations and indoor exploration.
Spring (March to May)
Springtime in this region brings milder weather and blooming landscapes, offering a peaceful setting before the busy summer months.
Weekly Weather Forecast for Greendale
How to Book Your Greendale Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Greendale
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor grilling with access to a private barbecue area.
- Take advantage of spacious patios or decks for relaxing and socializing.
- Make use of a charming garden or landscaped yard to unwind amidst nature.
- Benefit from on-site parking to conveniently explore the surrounding area.
- Experience outdoor dining with picnic tables available at many properties.
- Utilize nearby walking or biking trails to explore the scenic region.
- Relax by an outdoor pool or hot tub, perfect for unwinding after a day of exploring.
Top Attractions Around Greendale
What attractions are nearby?
Throughout your stay, you'll find a variety of outdoor activities and local attractions nearby, offering engaging experiences within easy reach of this destination's welcoming community.

Family Activities
- Greendale Nature Trail: Embark on a family-friendly walk along the scenic paths that showcase the natural beauty of this area.
- Franklin Community Park: Enjoy picnicking, playgrounds, and open spaces perfect for outdoor activities with your loved ones.
- Holiday Lights Festival: Experience the festive spirit during the annual holiday event that brings families together through dazzling displays and entertainment.
- Local Farmers Market: Explore fresh produce and handmade goods at the weekend market, offering a delightful outing for all ages.
Adult Activities
- Greendale Historic District Tour: Explore the charming streets and well-preserved architecture of this district, offering a glimpse into the area's rich past.
- Local Brewery Visits: Sample craft beers at some of the region's popular breweries, and enjoy a laid-back social experience in a welcoming setting.
- Recreation at Greenfield Park: Engage in outdoor activities like walking, picnicking, or relaxing by the water in this scenic park close to the area’s main attractions.
- Shopping at Local Retailers: Discover unique shops and boutique stores that showcase the area's local flavor and provide perfect opportunities for leisure shopping.
Other Places to Stay in Greendale, WI
Greendale Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take the opportunity to enjoy the regional cuisine by visiting local restaurants and cafes, which offer authentic flavors unique to this part of Wisconsin.
- Plan Ahead for Outdoor Activities: Make the most of your stay by researching outdoor activities available nearby, such as parks or trails, to experience the natural beauty of the area.
- Utilize Nearby Amenities: Look for convenient amenities close to your vacation rentals to enhance your comfort and simplify your trip planning in this destination.
- Engage with the Community: Connect with local events or community spots to immerse yourself in the culture and create memorable experiences during your visit.
Transportation Options
- Driving your own vehicle: Traveling by car offers you the flexibility to explore the area and access your vacation rental conveniently.
- Public transportation options: Bus services connect the region, providing an affordable and eco-friendly way to reach local attractions and your accommodation.
- Taxis and ride-sharing services: Reliable taxi and ride-sharing options are available for quick travel within the area, ensuring convenient access to your vacation rental.
- Bike rentals and cycling paths: Cycling is an enjoyable way to explore here, with bike rentals and dedicated paths making it easy to navigate the destination at your own pace.
Local Customs Options
- Community Events and Parades: You can enjoy the lively local events and parades that celebrate Franklin's rich history and community spirit, reflecting the area's close-knit atmosphere.
- Traditional Wisconsin Cuisine: Savor the regional flavors by trying local specialties at community gatherings and restaurants around this destination, which highlight Wisconsin’s culinary heritage.
- Respect for Nature and Outdoor Activities: The area's residents value outdoor recreation, so engaging in activities like biking or walking while respecting the natural environment is a cherished custom here.
- Festivals and Seasonal Celebrations: Participating in seasonal festivals, whether summer fairs or winter holiday events, allows you to experience the region’s vibrant cultural traditions firsthand.
Frequently Asked Questions About Greendale?
1. What are the top vacation rentals in Greendale?
There are a lot of options in Greendale. If you plan on staying in the Greendale area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Greendale:
- Close to airport and downtown Milwaukee!
- Newly renovated 3 bedroom home
- Stylish 3-bd place with back yard & free parking
- Sleeps 13! Great for groups and close to the airport and downtown Milwaukee!
- Gorgeous MKE Mid Century Modern Close to Airport-Downtown-Hospitals Pet Friendly
- Enjoy a stay in Greendale, WI a National Historic Landmark!
- Historic home - walk to village center. Original features with modern updates.
- Historic Greendale Original within short walking distance of the quaint village
- Beautiful 6 bedroom with Heated Pool & Jacuzzi
- Hampton Inn & Suites Milwaukee/Franklin
2. Which vacation homes in Greendale are best for families?
If you are looking for a family-friendly vacation home in Greendale, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Greendale:
3. How many Rentbyowner vacation rentals are available in Greendale?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 31 in the Greendale area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Greendale.
4. What is the cancellation policy for vacation rentals in this area?
5. How do I confirm the availability of a rental in Franklin, Wisconsin?
6. Are there any house rules I should be aware of before booking?
7. What amenities are typically included with vacation rentals here?
8. How can I contact the owner or manager of a vacation rental in the region?
Greendale Top Rated Vacation Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Parking
- Pool
- Wheelchair Accessible