Best Vacation Homes in OakGlenn Vineyards and Winery
Apartment
- Air Conditioner
- Parking
- View
House
- Air Conditioner
- Parking
- Security/Safety
Cottage
- Air Conditioner
- Parking
- Pet Friendly
House
- Air Conditioner
- Parking
- TV
Bed & Breakfast
- Parking
- Security/Safety
- Wellness Facilities
House
- Air Conditioner
- Parking
- TV
Why Choose Rent By Owner for your OakGlenn Vineyards and Winery Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit OakGlenn Vineyards and Winery
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here can enhance your experience, as seasonal changes in this destination beautifully showcase the region's charm and make your stay even more memorable.
Peak Season Highlights
Spring (March to May)
This season offers the region's most vibrant and colorful landscape, making it an ideal time for exploring vineyards and enjoying outdoor activities.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Fall (September to November)
Experience the breathtaking fall foliage while savoring the grape harvest in this destination’s renowned vineyards during these months.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Summer (June to August)
During the summer months, the area tends to be lively with visitors enjoying warm weather and local events, making it a good time for those seeking a bustling atmosphere.
Average Temperature Daytime: 85°F to 95°F - Nighttime: 65°F to 75°F
Winter (December to February)
For travelers who prefer quieter moments and cooler temperatures, winter offers a serene setting perfect for relaxing and exploring less crowded vineyards.
Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F
Weekly Weather Forecast for OakGlenn Vineyards and Winery
How to Book Your OakGlenn Vineyards and Winery 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 OakGlenn Vineyards and Winery
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 porch for relaxing and dining al fresco amidst scenic vineyard views.
- Take advantage of a spacious yard or garden area perfect for outdoor activities or just soaking in the tranquil surroundings.
- Make use of outdoor grilling facilities to prepare delicious meals outdoors during your stay here.
- Relax in an outdoor seating area designed for enjoying the region’s picturesque sunsets and vineyard landscapes.
- Explore walking or hiking trails nearby that offer a taste of the local natural beauty.
- Benefit from a swimming pool or hot tub available on select properties, ideal for unwinding after a day exploring the area.
- Discover designated picnic spots within close proximity, allowing you to enjoy a meal amidst the vineyards and nature.
Top Attractions Around OakGlenn Vineyards and Winery
What attractions are nearby?
During your stay here, you can enjoy exploring the scenic countryside and engaging in wine tastings at nearby vineyards and wineries, making it an ideal destination for those seeking both relaxation and authentic regional experiences.
Family Activities
- Exploring the Vineyards Tour: Enjoy guided tours through scenic vineyards where your family can learn about winemaking and take in breathtaking views of the region.
- Family Picnic Grounds: Relax and dine together at designated picnic areas surrounded by the beauty of this area's lush landscape, perfect for a leisurely afternoon.
- Wine & Food Pairing Experiences: Participate in family-friendly tasting sessions that combine local wines with delicious regional cuisine, suitable for all ages to enjoy.
- Scenic Lake Activities: Discover tranquil lake areas nearby where your family can engage in gentle boating or simply unwind amidst nature’s serenity.
Adult Activities
- Winery Tours and Tastings: Explore the scenic vineyards with guided tours that provide insight into winemaking, followed by tastings of regional wines to enhance your experience in this wine-centric destination.
- Gourmet Dining Experiences: Indulge in exceptional local cuisine at nearby fine dining establishments, offering a perfect complement to your wine tasting adventures here in the region.
- Wine and Art Events: Participate in seasonal wine festivals or art shows hosted in the area, providing a cultural and relaxed environment to enjoy the best of what the destination has to offer.
- Relaxing Spa Visits: Unwind with spa treatments available nearby, designed to rejuvenate after a day of exploring the vineyards and enjoying the regional scenery.
OakGlenn Vineyards and Winery Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Wineries: Take advantage of the region’s renowned vineyards by scheduling tastings and vineyard tours to deepen your appreciation for this area's winemaking heritage.
- Plan Scenic Drives: Enjoy leisurely drives through the countryside to discover charming spots and breathtaking views that showcase the natural beauty of here.
- Visit Nearby Attractions: Make time to explore local attractions and cultural sites that highlight the unique charm and history of this destination.
- Book Ahead for Popular Experiences: Secure reservations early for popular wine tastings and dining experiences to ensure a smooth and enjoyable stay in this area.
Transportation Options
- Private Car Service: You can arrange for a private car service to explore the region at your own pace, making it easy to visit local wineries and attractions with comfort and convenience.
- Rental Cars: Many visitors opt for rental cars in the area to enjoy the flexibility of exploring Hermann and its scenic surroundings on their own schedule.
- Public Transportation: Local bus services and shuttles provide affordable transportation options for getting around here without the need for a personal vehicle.
- Bicycle Rentals: For an eco-friendly and leisurely way to take in the sights, bike rentals are available and perfect for enjoying the peaceful countryside surrounding this destination.
Local Customs Options
- Wine Tasting Etiquette: Visitors are encouraged to participate in local wine tasting customs, including savoring wines quietly and respecting the vineyard's production process.
- Harvest Festival Traditions: During harvest season, you might observe or join in age-old grape-picking celebrations that honor the area's rich winemaking heritage.
- Local Culinary Customs: Pairing regional wines with traditional Missouri dishes is a common practice here, reflecting the region’s culinary identity.
- Respect for Vineyard Practices: Guests should adhere to guidelines around vineyard tours and tastings, showing appreciation for the land and craftsmanship involved in winemaking.
Frequently Asked Questions About OakGlenn Vineyards and Winery?
1. What are the top vacation rentals in OakGlenn Vineyards and Winery?
There are a lot of options in OakGlenn Vineyards and Winery. If you plan on staying in the OakGlenn Vineyards and Winery area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in OakGlenn Vineyards and Winery:
- The Stone Cottage, The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath house
- Charming 3 Bedroom 2 Bath Home in Historic Downtown Hermann, Mo.
- Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO
- Total Privacy in the Heart of Historic Hermann
- Gipfel Suite - Himmel Haus Bed & Breakfast
- The Farmhouse Inn: 3 bed, 3.5 whole house rental
- Frene Valley Guest House
- SPACIOUS HISTORIC DOWNTOWN LOFT! BEST LOCATION IN THE HEART OF TOWN!
- Suite #2 - 1 Bed 1 Bath in Downtown Hermann
- Brick Bungalow
2. How many Rentbyowner vacation rentals are available in OakGlenn Vineyards and Winery?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 151 in the OakGlenn Vineyards and Winery 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 OakGlenn Vineyards and Winery.
3. What is the cancellation policy for booking a vacation rental here?
The cancellation policy varies depending on the specific property listing. To understand the terms and any potential fees, please review the cancellation details provided at the time of booking or contact the property owner directly for clarification.
4. How do I confirm my reservation at this vineyard destination?
Reservation confirmation is typically sent via email once you complete the booking process. Ensure your contact information is correct and follow any additional instructions provided to secure your stay in this scenic region.
5. Are there any specific check-in or check-out times I should be aware of?
Check-in and check-out times are set by each property owner and are detailed in the listing. Please review these times carefully before confirming your reservation to ensure they align with your travel plans.
6. Is it possible to accommodate special requests or group bookings?
Special requests or group arrangements depend on the individual property’s policies. Contact the owner directly through the listing to discuss your needs and determine availability or accommodations for larger groups.
7. What amenities and features are included in the vacation rentals in this area?
Amenities vary between properties but often include essentials such as Wi-Fi, parking, and kitchen facilities. For a comprehensive list of available features and amenities, refer to the specific listing details or reach out to the property owner.
Best Vacation Homes in OakGlenn Vineyards and Winery
House
- Air Conditioner
- Parking
- Pet Friendly
House
- Parking
- Pet Friendly
- Accessibility
Bed & Breakfast
- Air Conditioner
- Parking
- TV
Bed & Breakfast
- Air Conditioner
- Parking
- TV
House
- Air Conditioner
- Parking
- TV
House
- Air Conditioner
- Parking
- Security/Safety
Bed & Breakfast
- Air Conditioner
- Parking
- TV
