Discover Your Perfect Greendale Vacation Homes

Greendale Luxury Rentals

Why Choose Rent By Owner for your Greendale Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Greendale

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as the region offers unique seasonal attractions and weather patterns that suit various interests throughout the year.

Peak Season Highlights

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Spring (March to May)

During this time, the region experiences pleasant weather with blooming landscapes, making it an ideal season for exploring local surroundings and enjoying outdoor activities.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
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Summer (June to August)

Summertime brings warm and often humid conditions, perfect for relaxing in your vacation rentals and taking advantage of seasonal events and outdoor gatherings in the area.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 65°F to 70°F

Off-Season Highlights

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Fall (September to November)

This period features cooler temperatures and beautiful autumn foliage, offering a peaceful atmosphere for those seeking a quieter getaway in the region.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
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Winter (December to February)

Winter months are typically colder, with fewer visitors, providing a tranquil setting that’s perfect for cozying up in your rental and enjoying the quiet outdoors.

Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F

Weekly Weather Forecast for Greendale

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

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 seating areas perfect for relaxing after exploring the region.
  • Take advantage of well-maintained gardens or landscaped yards to unwind in nature.
  • Make use of private patios or decks for outdoor dining and entertaining.
  • Benefit from access to communal outdoor spaces such as patios or courtyards.
  • Utilize barbecue grills to host cookouts amidst the scenic surroundings.
  • Explore nearby walking trails or outdoor recreational areas right outside your door.
  • Experience outdoor amenities like fire pits or fire tables for cozy evenings under the stars.
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Family Activities

  • St. Louis County Library - Greendale Branch: Enjoy a family-friendly environment with engaging storytimes and educational programs that foster a love for reading in this welcoming community library.
  • Greendale Park: Spend quality time outdoors at this scenic park, offering playgrounds, picnic areas, and walking trails perfect for active families exploring the area.
  • Missouri Botanical Garden: Discover vibrant displays and lush landscapes that captivate visitors of all ages, making it an ideal spot for family outings in the region.
  • The St. Louis Zoo at Forest Park: Encounter a diverse array of animals at one of the nation's top zoos, providing fun and educational experiences for the entire family here in St. Louis.
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Adult Activities

  • St. Louis County Botanical Garden: Explore a stunning collection of plants and themed gardens, perfect for a peaceful day in the natural beauty of this region.
  • Cahokia Mounds State Historic Site: Discover ancient Mississippian culture by visiting these impressive earthworks and learning about early Native American history nearby.
  • The Saint Louis Zoo: Enjoy a fun-filled day at one of the country’s top zoos, home to diverse wildlife and engaging exhibits just a short drive from your accommodation.
  • The Missouri Botanical Garden: Wander through meticulously maintained landscapes and seasonal displays that highlight the region's horticultural heritage.

Greendale Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area's event calendar before your stay to align your visit with local festivals or community gatherings, enriching your experience in this charming destination.
  • Explore Neighborhoods by Foot or Bike: Take advantage of the region's walkable streets and scenic bike paths to discover hidden gems and enjoy a more authentic feel of the local atmosphere.
  • Utilize Local Dining Options: Seek out highly-rated eateries nearby to savor regional flavors without the need for long commutes, enhancing your culinary adventure here.
  • Identify Convenient Transportation:** Use available transit options or rental services to easily navigate between your accommodation and key attractions, making your stay more relaxed and enjoyable.

Transportation Options

  • St. Louis Lambert International Airport: This major airport offers convenient domestic and international flights, making arrival and departure straightforward for travelers in the area.
  • Public Transit – Metro Transit Bus and MetroLink Light Rail: The region’s public transportation system provides an affordable and efficient way to explore here without needing a personal vehicle.
  • Car Rentals: Numerous rental agencies operate nearby, giving you flexible access to a vehicle for exploring the local attractions or visiting surrounding areas.
  • Taxis and Ride-Sharing Services: Taxis and popular ride-sharing options are readily available, providing quick and reliable transportation throughout this destination.

Local Customs Options

  • Community Celebrations: Participating in local festivals and parades here is a valued tradition that showcases the area's vibrant spirit and close-knit community.
  • Respect for Local History: Visitors often observe the respectful preservation of this region’s historical landmarks and stories, reflecting its deep appreciation for its past.
  • Casual Hospitality: Embracing the friendly, welcoming attitude is customary when engaging with neighbors and attending neighborhood gatherings in this area.
  • Local Dining Etiquette: It’s common to support local eateries and try regional specialties, enjoying the authentic flavors that define this destination’s culinary scene.

Frequently Asked Questions About Greendale?

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 142 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?

Cancellation policies vary by property. You should review the specific listing details or contact the owner directly to understand the terms and any potential fees associated with cancellations.

5. How do I find a vacation rental that fits my budget in this destination?

You can filter available listings based on your preferred price range and amenities. Checking multiple options and contacting hosts for special rates can help you find the best fit for your budget here.

6. Are there specific check-in and check-out times I should be aware of in local vacation rentals?

Yes, each property has its own check-in and check-out policies detailed in the listing. It’s best to confirm these times when booking or communicate with the host for any flexibility.

7. What amenities should I look for when booking vacation rentals in this region?

Popular amenities include Wi-Fi, parking, kitchen facilities, and laundry options. Review the listing carefully to ensure it offers what you need for a comfortable stay in the area.

8. How can I ensure my safety when staying at a vacation rental in this destination?

Trustworthy hosts typically provide secure access and safety features. To feel more confident, read previous guest reviews and communicate with the owner for any safety concerns before booking.