Discover Your Perfect Overland Vacation Homes

Overland Luxury Rentals

See More Overland Luxury Vacation Rentals
Find More Overland Villas, Resorts, & Rentals on BedroomVillas

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

What makes our Vacation Rentals special?

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

Popular Areas for Overland Vacation Rentals

Where are the best neighborhoods to stay in Overland?

When exploring Overland, Missouri, choosing the right neighborhood to stay in can greatly enhance your visit. Each area offers its own unique atmosphere and convenient access to local amenities, making it easy to find a location that suits your preferences. Whether you’re seeking a quiet, residential feel or something more lively and central, Overland's neighborhoods provide a range of options for comfortable and dependable vacation rentals. By selecting the ideal neighborhood, you'll ensure a seamless stay in this welcoming community, enjoying all that Overland has to offer.

Airport Township

Located conveniently close to the region's key transit hubs, this neighborhood offers easy access to your travel destinations in Overland. Choosing a vacation rental here provides a practical base for exploring the area's attractions and amenities.

View 71+ Rentals in Airport Township

Best Times to Visit Overland

When should you plan your Vacation Rentals stay?

Choosing the right time to vacation here can enhance your experience by aligning your plans with the area's seasonal attractions and local climate, ensuring a memorable stay in this destination.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this time, you can enjoy the pleasant weather with warm daytime temperatures, making it ideal for outdoor activities in the area.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Early Fall (September to October)

This period offers comfortable temperatures and fewer crowds, providing a relaxed atmosphere for exploring the region's local attractions.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

image
Winter (December to February)

Here, cooler temperatures mean fewer visitors, offering a quieter experience while enjoying cozy accommodations in the region.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
image
Late Fall to Early Winter (November)

As the region transitions into colder months, you can find more affordable vacation rentals and a peaceful ambiance perfect for relaxation.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Overland

How to Book Your Overland Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Overland

More Top-Rated Vacation Rentals in Overland Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 patio or deck to relax and unwind amidst the natural surroundings.
  • Take advantage of a spacious backyard ideal for outdoor activities and family gatherings.
  • Experience outdoor dining options with a barbecue grill available for your use.
  • Make the most of a community pool or nearby swimming facilities for refreshing swims during your stay.
  • Benefit from well-maintained walking trails or nature paths in the vicinity for scenic strolls.
  • Relax in a charming garden area that adds to the tranquil ambiance of your accommodation.
  • Utilize outdoor recreational amenities such as volleyball nets or court access, perfect for active vacations.

Top Attractions Around Overland

What attractions are nearby?

Within close proximity to your stay, you can enjoy a variety of activities and attractions that capture the essence of this destination, making it an ideal location for exploring local parks, shopping centers, and cultural spots in the region.

image
image

Family Activities

  • St. Louis Zoo: Spend a day exploring one of the top family-friendly attractions near you, home to a wide variety of animals and engaging exhibits suitable for all ages.
  • Hidden Valley Ski Resort: Enjoy outdoor adventures with skiing, snowboarding, or tubing during winter months, offering fun activities close to your Overland vacation rental.
  • Tierre Verde Park: Relax outdoors at this scenic park featuring playgrounds, picnic areas, and walking trails, perfect for family outings in the region.
  • Center of creating memories at St. Louis Science Center: Ignite curiosity with interactive exhibits, planetarium shows, and educational programs that make learning fun for children and adults alike.
image

Adult Activities

  • Ozark Greenways Trail: Explore this scenic trail for cycling and walking, offering a peaceful way to enjoy the natural beauty of the region.
  • St. Louis County Library-Overland Branch: Visit the library for community events, literary activities, and a cozy atmosphere perfect for relaxing afternoons.
  • Bigfoot Hill: Discover local folklore by hiking around this intriguing site, which offers a blend of outdoor activity and regional history.
  • Mid Rivers Mall: Shop at this popular shopping destination featuring a variety of stores, dining options, and entertainment for an enjoyable day out.

Other Places to Stay in Overland, MO

Vinita Park
Vinita Park Vacation Rentals
Charlack
Charlack Vacation Rentals
Sycamore Hills
Sycamore Hills Vacation Rentals
St. Louis Car Museum
St. Louis Car Museum Vacation Rentals
Breckenridge Hills
Breckenridge Hills Vacation Rentals
More Places to Stay Near Overland

Overland Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Arrival Times: Coordinate your check-in times to coincide with local business hours, ensuring a smooth transition into your vacation rental here.
  • Explore Local Dining Options: Take advantage of nearby restaurants and eateries to enjoy authentic flavors unique to this area.
  • Discover Nearby Attractions: Use your vacation rentals as a comfortable base to explore the region’s must-see sites and hidden gems.
  • Utilize Local Transportation: Familiarize yourself with available transit options or car rental services to easily navigate around here and maximize your stay.

Transportation Options

  • St. Louis Lambert International Airport: This major airport offers convenient domestic and international flights, making arrivals and departures straightforward for travelers staying nearby.
  • Public Transit (MetroBus): The local bus system provides an affordable and accessible way to explore the area without the need for a rental car.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are widely available, providing flexible transportation throughout this region.
  • Car Rentals: Numerous rental agencies operating in the area make it easy to secure a vehicle for exploring the broader region at your own pace.

Local Customs Options

  • Community Festivals and Parades: Participating in local festivals and parades is a cherished tradition here, reflecting the area's vibrant community spirit.
  • Food and Dining Etiquette: Respect for regional culinary customs, such as polite tipping and appreciation of local flavors, enhances your experience in this region's eateries.
  • Respect for Local History: Showing reverence for historical landmarks and participating in heritage events can deepen your connection with the area's rich past.
  • Environmental Awareness: Embracing practices like recycling and conservation aligns with the community's values of preserving the region’s natural beauty.

Frequently Asked Questions About Overland?

1. What are the top vacation rentals in Overland?

There are a lot of options in Overland. If you plan on staying in the Overland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Overland:

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

There are 3 vacation rentals with private pools near Overland. Top-rated RBO homes that have access to a swimming pool include:

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 117 in the Overland 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 Overland. 

5. What is the cancellation policy for vacation rentals in Overland, Missouri?

Cancellation policies for properties in this area vary depending on the host. To ensure you understand the specific terms, please review the cancellation details listed on the property page or contact the host directly before booking.

6. Are there any additional fees I should be aware of when booking a stay here?

Additional fees such as cleaning, service charges, or security deposits are specified in each listing. Be sure to read the entire description or contact the host for clarification on all applicable fees before confirming your reservation.

7. What amenities are typically included in vacation rentals in this region?

Most properties in the area offer essential amenities like Wi-Fi, parking, and fully equipped kitchens. For specific features like pools or pet-friendly options, check the individual listing details or ask the host directly.

8. How do I find the most suitable vacation rental for my stay?

Start by filtering listings based on your preferred dates, number of guests, and desired amenities. Reading reviews and viewing multiple listings can help you select the best property that fits your needs in this destination.

9. Is it possible to get in touch with the property owner before booking?

Yes, most hosts in the region are available to answer your questions. Use the messaging feature on the listing page to communicate directly with the owner and clarify any specifics about the vacation rental before booking.