Discover Your Perfect Hillsdale Vacation Homes

Hillsdale Luxury Rentals

Hillsdale Pet Friendly Vacation Rentals

Hillsdale Large Vacation Homes

Why Choose Rent By Owner for your Hillsdale 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 Hillsdale

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here ensures you can enjoy the region's best weather and local events, making your stay in Hillsdale, St. Louis, Missouri, a memorable experience.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area experiences mild and pleasant weather, making it an ideal time for outdoor activities and exploring local attractions.

Average Temperature Daytime: 60°F to 75°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

Autumn offers cooler temperatures and vibrant foliage, creating a picturesque setting perfect for enjoying this destination's natural beauty.

Average Temperature Daytime: 65°F to 70°F - Nighttime: 50°F to 55°F

Off-Season Highlights

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Winter (December to February)

In winter, the region is quieter with colder temperatures, providing a cozy atmosphere for visitors seeking a peaceful retreat.

Average Temperature Daytime: 30°F to 45°F - Nighttime: 20°F to 30°F
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Summer (June to August)

While summer can be warm, it's also a less busy period for visitors, offering more tranquility and relaxed vacation experiences here.

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

Weekly Weather Forecast for Hillsdale

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 a private outdoor space with a patio or deck to relax and unwind.
  • Take advantage of a well-maintained backyard, perfect for outdoor dining or family activities.
  • Make use of outdoor grilling facilities to prepare delicious meals during your stay.
  • Benefit from access to a spacious yard ideal for children or pets to play freely.
  • Experience scenic views from a balcony or porch that showcase the local landscape.
  • Utilize community outdoor amenities such as parks, walking trails, or recreational areas nearby.
  • Enjoy the convenience of outdoor furniture designed for lounging and entertaining outdoors.
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Family Activities

  • St. Louis Zoo: Engage your family with a visit to this renowned zoo, where you can explore diverse animal exhibits and enjoy family-friendly attractions in the region.
  • The Butterfly House: Discover the magic of hundreds of butterflies fluttering freely within this conservatory, offering an educational and enchanting experience for all ages.
  • Carondelet Park: Spend quality time outdoors at this spacious park, perfect for picnicking, playing sports, or enjoying nature trails in the area.
  • Missouri Botanical Garden: Immerse your family in stunning horticultural displays and learn about plant conservation at one of the oldest botanical institutions in the country.
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Adult Activities

  • Explore the Missouri Botanical Garden: Stroll through this renowned garden to enjoy lush landscapes and inspiring plant collections that showcase the region's natural beauty.
  • Visit the Saint Louis Art Museum: Immerse yourself in diverse art exhibits housed in a historic building right in the heart of the city’s cultural district.
  • Experience Forest Park: Engage in outdoor activities like walking, biking, or picnicking in this expansive urban park, often considered one of the best in the country.
  • Discover the City Museum: Enjoy an unconventional museum filled with interactive exhibits and creative installations ideal for an engaging day out in this vibrant area.

Hillsdale Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Shopping: Take the time to discover nearby restaurants and shops to fully immerse yourself in the authentic atmosphere of this destination.
  • Plan Outdoor Activities: Make the most of the area's scenic parks and outdoor spaces for activities like walking, biking, or picnicking during your stay.
  • Utilize Nearby Transportation Options: Familiarize yourself with local transit services or rental options to easily explore the region without hassle.
  • Connect with the Community: Engage with local events or markets to experience the vibrant culture and make your visit more memorable.

Transportation Options

  • St. Louis Lambert International Airport: This major airport offers convenient domestic flights, making it easy for you to access the region from various locations.
  • Public Transit - MetroLink and Buses: The local transit system provides reliable transportation options for exploring the area and reaching nearby attractions and neighborhoods.
  • Car Rentals: Renting a vehicle here grants you flexibility and ease in navigating the region at your own pace, especially when staying near Hillsdale.
  • Taxis and Rideshare Services: Taxis and ridesharing apps like Uber and Lyft operate extensively, offering quick and convenient transportation throughout the area.

Local Customs Options

  • Greetings and Social Norms: When visiting local communities, it’s customary to exchange friendly greetings such as handshakes or nods, reflecting the area's welcoming spirit.
  • Respect for History and Traditions: Respect for historic sites and local traditions is highly valued here, and participating in community events can deepen your cultural experience.
  • Dining Etiquette: During meals at local eateries, it’s polite to wait for everyone to be served before beginning to eat, embodying the region's appreciation for courteous social interactions.
  • Community Festivals and Events: Engaging in regional festivals provides an opportunity to embrace local customs and celebrate the area's vibrant culture firsthand.

Frequently Asked Questions About Hillsdale?

2. How many vacation rentals have private pools in Hillsdale?

3. Which vacation homes in Hillsdale are best for families?

If you are looking for a family-friendly vacation home in Hillsdale, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Hillsdale:

4. How many Rentbyowner vacation rentals are available in Hillsdale?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 399 in the Hillsdale 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 Hillsdale. 

5. What is the cancellation policy for vacation rentals in Hillsdale, St. Louis?

Cancellation policies vary by property. Please review the specific listing details or contact the property owner directly to understand the terms related to cancellations and potential refunds.

6. How do I secure my reservation at a vacation rental in this area?

Reservations are confirmed once you complete the booking process and any required payment. For additional security, review the host's verification procedures listed on the property page and communicate through the platform.

7. Are there any house rules I should be aware of when staying in a vacation rental here?

House rules are set by the property owner and can include guidelines on noise, pet policies, and check-in/check-out times. Be sure to read these rules on the listing page and clarify any questions with the host before your stay.

8. What amenities are typically available in vacation rentals in this destination?

Amenities can vary, but many properties offer essentials like Wi-Fi, parking, and kitchen facilities. Specific features are detailed in the listing description, so check each property to find accommodations that suit your needs.

9. How can I contact the property owner if I have questions during my stay?

You can reach out to the property owner through the messaging system provided on the booking platform. It’s recommended to confirm all details before your arrival to ensure a smooth stay.

Hillsdale Top Rated Vacation Rentals