Discover Your Ideal Sycamore Hills, Overland Vacation Rentals for a Memorable Missouri Getaway
Discover Your Perfect Sycamore Hills Vacation Homes
Best Vacation Homes in Sycamore Hills
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Sycamore Hills Luxury Rentals
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Sycamore Hills Pet Friendly Vacation Rentals
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Sycamore Hills Large Vacation Homes
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Why Choose Rent By Owner for your Sycamore Hills Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Sycamore Hills
When should you plan your Vacation Rentals stay?
To make the most of your stay, consider visiting during the region’s pleasant spring and fall months when the weather is ideal for exploring this destination’s outdoor and cultural offerings.
Peak Season Highlights
Spring (March to May)
During spring, this destination experiences mild and pleasant weather, making it ideal for outdoor activities and exploring the local surroundings.
Fall (September to November)
Autumn offers comfortable temperatures and vibrant foliage, attracting visitors who enjoy scenic views and outdoor leisure in the region.
Off-Season Highlights
Summer (June to August)
In summer, the area tends to be warmer and more humid, with higher temperatures making it suitable for those seeking a lively atmosphere and longer daylight hours.
Winter (December to February)
Winter months bring cooler temperatures and occasional precipitation, providing a quieter environment for travelers looking for peaceful getaways.
Weekly Weather Forecast for Sycamore Hills
How to Book Your Sycamore Hills Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Sycamore Hills
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 private outdoor spaces with a backyard or patio area perfect for relaxing or entertaining.
- Make the most of sunny days with access to a swimming pool or splash pad, ideal for cooling off during warm weather.
- Take advantage of furnished decks or verandas to dine al fresco while soaking in the local scenery.
- Explore well-maintained gardens or landscaped yards that add charm to your outdoor experience.
- Benefit from outdoor grilling facilities or barbecue setups to enjoy delicious meals outdoors.
- Relax by a fire pit for cozy evenings and memorable gatherings with family and friends.
- Utilize ample parking areas or driveways that make exploring the region convenient and stress-free.
Top Attractions Around Sycamore Hills
What attractions are nearby?
Nearby, you can enjoy a variety of outdoor activities and local attractions that showcase the best of the region’s natural beauty and community spirit, making your stay truly memorable.

Family Activities
- Sycamore Hills Golf Course: Enjoy a family-friendly day on the greens by visiting this scenic golf course located nearby, perfect for beginners and seasoned players alike.
- Big River Greenway: Explore the region's natural beauty with easy walking and biking trails along the river, offering outdoor adventures suitable for all ages.
- St. Louis County Library in Overland: Engage in interactive storytimes, educational programs, or simply relax with a good book during your stay in this family-oriented library.
- Nearby Parks and Playgrounds: Spend quality time at local parks that feature playgrounds, picnic areas, and open spaces, ideal for family outings and relaxing afternoons in the area.
Adult Activities
- Golfing at the Sycamore Hills Golf Course: Enjoy a round of golf on the scenic and well-maintained course nestled in the area, perfect for enthusiasts seeking a relaxing day outdoors.
- Exploring nearby parks and nature reserves: Discover peaceful walking trails and green spaces that offer a tranquil escape and opportunities for outdoor activities close to your vacation rental.
- Visiting local dining spots and cafes: Savor delicious cuisine and local flavors at the region's popular restaurants, enhancing your experience here with regional specialties.
- Shopping at nearby retail centers: Browse a variety of stores and boutiques just a short drive away, ideal for picking up souvenirs or enjoying a leisurely day of shopping.
Sycamore Hills Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of nearby restaurants and cafes to experience authentic flavors unique to the region surrounding your rental here.
- Plan Your Routes in Advance: Use local maps and GPS to navigate efficiently, ensuring you maximize your time exploring the area's attractions and amenities.
- Utilize Nearby Recreational Facilities: Make the most of community parks or sporting areas close to your accommodations for outdoor activities during your stay.
- Connect with Local Events: Check out community calendars to participate in events or festivals that can enrich your visit in this part of Missouri.
Transportation Options
- Car Rentals: Renting a car offers the flexibility to explore the region at your own pace while staying close to your vacation rental in Sycamore Hills.
- Public Transit: Local bus services provide an affordable and convenient way to navigate the area without the need for a personal vehicle.
- Taxi and Rideshare Services: Affordable taxi and rideshare options are available nearby, making short trips around the destination quick and hassle-free.
- Airport Transfers: Shuttle services and private transfers connect major airports to the nearby area, ensuring a smooth start or end to your stay.
Local Customs Options
- Respect for Local Heritage: It is customary here to honor the area's rich history through respectful behavior and appreciation of local traditions.
- Community Greetings: Warm handshakes or friendly nods are typical ways to greet neighbors and fellow visitors in this region.
- Dining Etiquette: When enjoying meals, sharing dishes is common, and polite manners are appreciated during local gatherings and eateries.
- Celebrating Local Events: Participating in community festivals or events offers a meaningful way to embrace the area's customs and connect with residents.
Frequently Asked Questions About Sycamore Hills?
1. What are the top vacation rentals in Sycamore Hills?
There are a lot of options in Sycamore Hills. If you plan on staying in the Sycamore Hills area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sycamore Hills:
- Luxurious Amenities at Zoey's House in Heart of Olivette
- Small comfortable home
- EPIC PICKLE BALL GUEST RETREAT
- Cozy Peaceful 2 bedroom duplex
- Modern 3BR Getaway Near STL Attractions – Family-Friendly Comfort!
- Tranquil three bedroom SpaHome in central St. Louis.
- LOCATION, LOCATION, LOCATION! University City "home-away-from-home."
- Delightful Cottage by Clayton
- Charming quiet 2-bedroom duplex
- Convenience 2 Bedroom House to Explore All of St Louis
2. How many vacation rentals have private pools in Sycamore Hills?
There are 3 vacation rentals with private pools near Sycamore Hills. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Sycamore Hills are best for families?
If you are looking for a family-friendly vacation home in Sycamore Hills, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sycamore Hills:
4. How many Rentbyowner vacation rentals are available in Sycamore Hills?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 127 in the Sycamore Hills 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 Sycamore Hills.
5. What is the cancellation policy for booking vacation rentals in this area?
6. Are there any additional fees I should be aware of when booking in this destination?
7. How do I secure my reservation for a stay here?
8. What amenities can I expect from vacation rentals in this region?
9. What is the check-in and check-out process at vacation rentals in this destination?
Sycamore Hills Top Rated Vacation Rentals
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