Discover Your Ideal St. James Winery Vacation Rental for a Memorable Missouri Getaway
Discover Your Perfect St. James Winery Vacation Homes
Best Vacation Homes in St. James Winery
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Accessibility
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Why Choose Rent By Owner for your St. James Winery Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit St. James Winery
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit ensures you enjoy the best experience in this destination, allowing you to take full advantage of the area's welcoming atmosphere and local charm when booking a vacation rental here.
Peak Season Highlights
Spring (March to May)
During spring, the area comes alive with blooming landscapes and mild weather, making it an ideal time for exploring local vineyards and enjoying outdoor activities.
Fall (September to November)
Fall offers picturesque scenery with vibrant foliage, perfect for wine tastings and scenic drives in this popular wine region.
Off-Season Highlights
Winter (December to February)
In winter, you'll find quieter surroundings and fewer crowds, providing a peaceful setting for relaxing stays and enjoying cozy accommodations.
Summer (June to August)
Summer can be hot and humid here, but it's also a lively season with many festivals and events, if you prefer a more energetic atmosphere during your visit.
Weekly Weather Forecast for St. James Winery
How to Book Your St. James Winery Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in St. James Winery
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 spacious outdoor patios or decks perfect for relaxing and dining al fresco.
- Make the most of the region’s natural beauty with well-maintained garden areas or landscaped yards.
- Take advantage of outdoor grills or BBQ facilities to prepare meals amidst the scenic surroundings.
- Benefit from private or shared outdoor swimming pools ideal for cooling off during warmer months.
- Utilize outdoor seating areas designed for socializing or enjoying the scenery in this destination.
- Experience the convenience of parking spaces or covered carports within the outdoor setting.
- Explore nearby walking paths or nature trails accessible directly from your rental for outdoor adventures.
Top Attractions Around St. James Winery
What attractions are nearby?
While visiting this destination, you can enjoy nearby activities such as exploring local shops, sampling regional cuisine, or experiencing scenic outdoor pursuits in the surrounding area.

Family Activities
- Wine Tasting Tours: Experience family-friendly tours at the local winery where you can learn about wine production and enjoy tasting sessions suited for all ages.
- Interactive Visitor Center: Discover engaging exhibits and educational activities that showcase the history and process of winemaking in a fun, hands-on environment.
- Outdoor Picnic Areas: Relax with your family in scenic outdoor spaces nearby, perfect for enjoying a picnic after exploring the region’s charming vineyards.
- Scenic Nature Trails: Take leisurely strolls along picturesque trails that wind through the area, offering opportunities to appreciate the natural beauty surrounding the winery.
Adult Activities
- Wine Tasting Tours: Discover the region’s renowned wines through guided tastings at local vineyards, offering an authentic experience of its celebrated wine culture.
- Gourmet Dining Experiences: Savor exceptional cuisine at nearby eateries that showcase regional flavors and culinary craftsmanship, perfect for a relaxed evening out.
- Historic Downtown Exploration: Walk through charming streets filled with boutique shops and historic landmarks, immersing yourself in the area's rich heritage.
- Outdoor Recreational Activities: Enjoy scenic hikes, biking trails, or fishing along nearby waterways, embracing the natural beauty of this destination's surroundings.
St. James Winery Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Visit During Local Events: Coordinate your stay around regional festivals or events to fully experience the local culture and community here.
- Explore Nearby Wineries and Attractions: Take advantage of being in an area known for its wine country by visiting nearby wineries and scenic spots to enhance your stay.
- Choose a Well-Equipped Vacation Rental: Opt for accommodations that offer amenities tailored to your needs, ensuring a comfortable and convenient experience during your time here.
- Discover Local Dining Options: Savor regional cuisine at charming restaurants or markets close to your rental to enjoy authentic tastes of this destination.
Transportation Options
- Rental Car Services: Local car rental agencies offer convenient transportation options for exploring the region and reaching your vacation rentals efficiently.
- Public Transit Options: Bus services in the area provide an affordable and reliable way to travel around here without the need for a personal vehicle.
- Taxi and Rideshare Services: Taxis and rideshare companies are readily available for quick, on-demand transportation within this destination and its surrounding areas.
- Bicycle Rentals: Biking is a popular way to enjoy the scenic views here, with local shops offering rentals suitable for all levels of cyclists.
Local Customs Options
- Greeting Etiquette: When visiting local establishments or attending community events, a friendly handshake and polite greeting are customary in this region.
- Dining Customs: Sharing a meal often involves casual conversations and appreciation for homemade dishes, reflecting the area's warm community spirit.
- Respect for Local Crafts: Supporting local artisans by purchasing handcrafted goods is a valued tradition here that many travelers observe during their stay.
- Festivals and Celebrations: Participating in seasonal festivals and community events allows visitors to experience authentic regional customs firsthand.
Frequently Asked Questions About St. James Winery?
1. What are the top vacation rentals in St. James Winery?
There are a lot of options in St. James Winery. If you plan on staying in the St. James 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 St. James Winery:
- Peaceful and quiet cabin with keypad entry for convenient self check in.
- Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.
- Vineyard Ridge Farmhousen
- Headquarters @ Prairie Base, Roomy 2 King Ensuites
- 2BD/2BTH New Farm Cottage off 44
- Private GuestHouse Cottage GetAway
- Get Cozy in the Country - The Cottage on Luca Hill
- Entire Home, Self Check-in, Peaceful Stay
- The Blackberry Room @ Prairie Base, luxury king studio
- The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James
2. How many Rentbyowner vacation rentals are available in St. James Winery?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 43 in the St. James 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 St. James Winery.
3. What is the cancellation policy for vacation rentals near St. James Winery?
4. How do I find available vacation rentals with flexible booking options in this area?
5. Are there specific check-in and check-out times for accommodations close to St. James Winery?
6. Can I bring pets to vacation rentals near this destination?
7. What amenities should I expect when booking a vacation rental here?
Best Vacation Homes in St. James Winery
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV