Overland vacation rentals

We found 1,148 vacation rentals — enter your dates for availability

Discover a selection of 8 homes and other vacation rentals in Overland that are perfect for your trip. Vacation rentals provide the best amenities for your family, friends, or furry companion, like WiFi and a washer and dryer. What you'll find is a rental to meet everyone's needs, including places that are non-smoking or accessible.
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  • All the privacy of home
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Find out more about Overland

Find out more about Overland

Why visit Overland

  1. Family-Friendly Activities: Overland offers a range of attractions suitable for all ages, making it ideal for families.
  2. Charming Accommodations: Choose from cozy vacation homes, modern condos, or apartments for a comfortable stay.
  3. Urban Parks: Relax and unwind in Overland's inviting parks, perfect for picnics and outdoor fun.
  4. Vibrant Downtown: Explore trendy shops and romantic dining options in the bustling downtown Overland area.
  5. Proximity to St. Louis: Venture into nearby St. Louis for additional entertainment and cultural experiences.

Popular types of accommodation in Overland

Planning a getaway to Overland? You'll find a variety of charming accommodations, including houses, cozy apartments, and modern condos. Whether you're looking for a cute house with air conditioning or need information on hotel availability near Lackland House, we've got you covered. Discover the perfect place to unwind and make lasting memories in this vibrant destination.

  • Houses: The top choice for visitors in Overland, offering spacious and comfortable options for families or groups seeking a home-like experience.
  • Apartments: A popular selection among travellers, these rentals provide convenient amenities and a prime location for exploring the area.
  • Condos: Well-equipped and often featuring shared facilities, condos are ideal for those wanting a mix of comfort and community.
  • Cabins: A charming option for nature enthusiasts, cabins provide a rustic getaway just outside the urban hustle.
  • Cottages: Quaint and cozy, cottages offer a delightful retreat for those looking to unwind in a peaceful setting.**

Top attractions in Overland

Overland, Missouri, is a fantastic destination for families and business travellers alike, offering a mix of urban parks, entertainment facilities, and historic colleges. Visitors can immerse themselves in local culture while enjoying a variety of attractions that cater to all ages. Whether you're looking for family-friendly activities or a vibrant city experience, Overland has something for everyone. Don't miss the chance to explore the unique points of interest during your stay!

  1. Washington University in St. Louis: This modern university boasts stunning architecture and vibrant city vibes. Explore its beautiful campus, art installations, and community events.
  2. Forest Park: A massive urban park perfect for families, offering outdoor activities like hiking, picnicking, and even a zoo. Enjoy the lush landscapes and city atmosphere.
  3. Westport Plaza: A lively town neighbourhood known for its dining, shopping, and entertainment options, providing a quintessential city vibe ideal for socializing and relaxing.

Things to do recommended for couples

For a romantic getaway in Overland, enjoy a delightful evening at the Sheldon Concert Hall or immerse yourselves in the luxurious ambiance of Bellerive Country Club. Alternatively, experience the enchanting sounds of the St. Louis Symphony Orchestra, just a short drive away. Perfect for couples seeking memorable moments!

Things to do recommended for families

During your family vacation in Overland, explore the Centene Community Ice Center for ice skating, visit the Lou Fusz Soccer Complex for sports fun, and let the kids play at Turtle Playground, all within a short drive from your base. Enjoy family-friendly adventures together!

Things to do recommended for groups

In Overland, your group can enjoy an exciting night at Ameristar Casino St. Charles, indulge in shopping at Saint Louis Galleria Mall, or experience the cultural charm of The Muny Theater. Each destination offers unique vibes perfect for group fun and entertainment.

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

If you're planning a trip with friends, family, pets, or looking for extended stays, it's important to prioritize your preferences when filtering options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Overland with a group: Think about how many bedrooms you'll require, along with amenities like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Overland with young kids: Travelling with young children can present its own set of challenges. It’s important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to take into account how close you are to family-friendly attractions.
  • Taking your pets with you to Overland: For many, a family getaway wouldn't be the same without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Overland: If you're searching for vacation rentals that offer great deals for stays of a month or more, 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 including features like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Overland

Overland, Missouri, offers a delightful blend of family-friendly and business-themed experiences, making it an ideal vacation spot. Explore the vibrant downtown Overland, relax in the inviting Overland parks, or venture into the lively suburbs of St. Louis. Don’t miss the chance to discover downtown Saint Louis, where trendy shops and romantic dining await. With its friendly atmosphere and diverse attractions, Overland promises a memorable getaway for all visitors.

  • Maryland Heights: Located a mere 4.8km from Overland, Maryland Heights is a vibrant city known for its family-friendly atmosphere and entertainment options. Visitors can enjoy a range of activities, from catching a concert at the arena entertainment facility to indulging in a unique theatre experience. The local shopping mall is perfect for those looking to explore retail options. Key attractions include the town neighbourhood and event conference venues, making it an excellent spot for both leisure and business travellers.
  • Charlack: Just 1.6km away from Overland, Charlack offers a charming city experience that caters to families and business visitors alike. The main draw here is its convenient shopping mall centre, which provides a variety of retail options for a delightful shopping spree. The close-knit community atmosphere is highlighted by the local town neighbourhood, giving visitors a sense of the area's unique character. Whether you're looking to shop or experience local culture, Charlack has something for everyone.
  • Vinita Park: Situated 3.2km from Overland, Vinita Park is an inviting city that blends sports and family activities. Visitors can partake in various engaging activities, including ice skating and exploring local educational facilities. The shopping area offers a pleasant retail experience, while the proximity to a stadium adds to the city's sports culture. With its lively town neighbourhood and welcoming streets, Vinita Park promises a fulfilling experience for anyone looking to enjoy a mix of recreation and relaxation.

Best time to go to Overland

If you're planning a trip to Overland, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from May to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January31.3°F (-0.4°C)Light RainMostly CloudyAverageSlightly Low
February34.2°F (1.2°C)Light RainMostly SunnyAverageSlightly Low
March46.0°F (7.8°C)Light RainMostly SunnyAverageSlightly Low
April55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
May66.2°F (19.0°C)Light RainMostly SunnySlightly HighSlightly High
June75.7°F (24.3°C)Light RainMostly SunnySlightly HighSlightly High
July78.6°F (25.9°C)Light RainMostly SunnySlightly HighSlightly High
August76.8°F (24.9°C)Light RainMostly SunnyAverageAverage
September70.9°F (21.6°C)Light RainMostly SunnyAverageAverage
October58.3°F (14.6°C)Light RainMostly SunnySlightly LowAverage
November46.0°F (7.8°C)Light RainMostly SunnySlightly LowAverage
December37.4°F (3.0°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? It may be beneficial to have some flexibility with your travel dates, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that suits your budget, don’t hesitate to use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient platform for you to plan new adventures, refine your existing itineraries, or manage your bookings with ease. Your saved or booked properties are thoughtfully categorized into Potential, Upcoming, or Current Trips for your convenience. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Lively Overland will entice you

The area's live music and churches are just a few of the reasons to vacation in Overland. This romantic city allures visitors with its bars and coffeehouses. Enterprise Center and St. Louis Zoo are just a couple of the must-sees in the area. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Overland

Are you hoping to find attractions to visit in the area? Venture out of your vacation home and check out everything that makes Overland a one-of-a-kind vacation spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • St. Louis Zoo (6.2 mi / 9.9 km)
  • St. Louis Aquarium at Union Station (10.1 mi / 16.2 km)
  • Grant's Farm (10.4 mi / 16.7 km)
  • World Wide Technology Raceway (13.1 mi / 21 km)
  • Chesterfield Sports Fusion (13.5 mi / 21.8 km)
  • Creve Coeur Golf Club (4.1 mi / 6.7 km)

Exploring the natural features in Overland

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Overland is a great place to get out in nature. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Forest Park (6.5 mi / 10.5 km)
  • Jewel Box (6.5 mi / 10.5 km)
  • Lou Fusz Soccer Complex (7 mi / 11.2 km)
  • Missouri Botanical Gardens and Arboretum (8.5 mi / 13.6 km)
  • Tower Grove Park (8.5 mi / 13.7 km)
  • Katy Trail (8.6 mi / 13.9 km)

Traveling to and around Overland

The nearest airport is in St. Louis Lambert Intl. Airport (STL), located 2.9 mi (4.7 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into St. Louis, MO (SUS-Spirit of St. Louis), which is 15.1 mi (24.3 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Overland?
Based on our data, houses are the most desirable property type in Overland. But naturally, everyone’s idea of an awesome stay differs. Vrbo has vacation rentals in a variety of shapes and sizes, and we’ll help you discover your perfect match.
How much does it cost to rent a vacation rental in Overland?
Length of stay, season and property type are some things that can affect the price of a vacation home. Simply add your travel dates to find your perfect match. From cozy cabins to expansive luxury villas, all Vrbo vacation rentals offer unbeatable value.
How much does it cost to rent a beach house in Overland?
When you travel and the size and style of the property will influence how much you’ll pay for your beachside escape. Click on your Overland travel dates to see your options on Vrbo. Can’t live without a hot tub, or maybe a private pool? Use our filters to pick the amenities and features you want in your rental.
Are there pet-friendly vacation rentals in Overland?
Yes. You can choose from five vacation rentals that cater to pets in Overland. Many of our pet-friendly vacation rentals even have an outdoor space for your furry pal to run around in, special dog beds, complimentary treats and proximity to parks and green space. Apply the “Pets allowed” filter to find your pawfect pad on Vrbo.
What are popular rental amenities in Overland?
The most popular rental amenities people look for in Overland are a fireplace, a barbecue grill and a garden. Whether you’re traveling with family, buddies or even pets, Vrbo vacation properties include the best amenities for making epic memories with the people who matter most.
Are there vacation rentals in Overland that welcome kids?
Overland has five family-friendly vacation homes to choose from. And discovering a stay that welcomes children is easy with our “Properties good for families” filter. Besides having the entire place to yourselves, you’ll also get amenities and perks such as bunk beds, kitchens and pools.
What are the top attractions for families in Overland?
There are loads of wonderful things to do and see with the family in Overland, including:

  • St. Louis Zoo
  • Magic House - St. Louis Childrens Museum
  • St. Louis Science Center

Can I find two-bedroom vacation rentals in Overland?
Take off with your loved ones and enjoy a relaxing escape in one of the four two-bedroom vacation homes Overland has to offer.
Are there vacation rentals with WiFi in Overland?
Overland has two vacation rentals with WiFi, so you’ll be able to stay connected during your vacation. Simply check the “WiFi” box in our handy search filter for a list of properties with this feature. From streaming movies with the family to checking emails, these Vrbo homes will keep you online.
How can I find vacation rentals with air conditioning in Overland?
Overland has four vacation rentals where you can relax and recharge in air-conditioned comfort. To find a property on Vrbo with this amenity, choose your travel dates and use the handy filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Overland?
The minimum age is typically 16, 18 or 21. It can vary between properties on Vrbo, so look at the rules of your preferred Overland vacation home before making a booking.
How long can I rent a vacation rental in Overland for?
The amount of time you can stay in an Overland vacation rental for varies depending on the property. Just put in your preferred travel dates to view available options offering longer term stays. They come with all you require to make your extended break more comfortable such as kitchens and backyards. Some properties may also offer discounted weekly or monthly prices, so you can hang around longer for less.

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