- Canada
- British Columbia
- Penticton
- Hillside Estate Winery
- Rentals by Owner
Discover Your Ideal Hillside Estate Winery Rental by Owner in Penticton, British Columbia for a Seamless Stay
Discover Your Perfect Hillside Estate Winery Rentals by Owner
-
Rentals by Owner
-
Luxury Vacation Rentals
-
Pet Friendly Vacation Rentals
-
Unique Vacation Rentals
-
Cabin Rentals
-
Cottage Rentals
-
Ski Chalet Rentals
-
Timeshares
-
Villa Rentals
-
Hotels with Suites
-
Resort Rentals
-
Family Vacation Rentals
-
Vacation Rentals with Pools
-
Oceanfront Vacation Rentals
-
Beach House Rentals
-
Summer Vacation Rentals
-
Winter Vacation Rentals
-
Short Term Rentals
-
Corporate Accommodation
-
Large Group Vacation Rentals
-
Sustainable Travel
Hillside Estate Winery Rentals by Owner
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Parking
- Pool
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Breakfast
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Child Friendly
- Air Conditioner
- Parking
- TV
Why Choose Rent By Owner for your Hillside Estate Winery vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Hillside Estate Winery Rentals by Owner
Where are the best neighborhoods to stay in Hillside Estate Winery?
When considering where to stay in Hillside Estate Winery, Penticton, British Columbia, you’ll find a variety of charming neighborhoods that offer both convenience and scenic beauty. The surrounding area provides easy access to local vineyards and natural landscapes, making it an ideal location for exploring the region’s renowned wine country. With diverse rental options available through Rent By Owner, you can enjoy a seamless booking experience in areas that emphasize comfort and accessibility. Whether seeking a peaceful retreat or a lively neighborhood close to amenities, staying in the vicinity of Hillside Estate Winery ensures a memorable visit to Penticton's picturesque surroundings.
Central Okanagan
Situated nearby, the Central Okanagan offers an ideal base for exploring this region’s scenic landscapes and tranquil surroundings, perfect for travelers seeking a relaxing retreat in close proximity to the area.
View 1354+ Rentals in Central OkanaganOkanagan-Similkameen
This neighboring region provides a peaceful atmosphere and charming scenery, making it an excellent choice for those wanting to enjoy the natural beauty and serene environment near here.
View 922+ Rentals in Okanagan-SimilkameenBest Times to Visit Hillside Estate Winery
When should you plan your Rentals by Owner stay?
Choosing the optimal time to visit here can enhance your experience, as the region offers different charms throughout the year, making it essential to consider seasonal conditions when booking your vacation rental in Hillside Estate Winery and its surroundings.
Peak Season Highlights
Summer (June to August)
During the peak summer months, the area experiences warm weather, making it an ideal time for enjoying outdoor activities and exploring the vineyards in this region.
Fall (September to October)
In early fall, the region’s vineyards are vibrant with changing foliage, offering a picturesque backdrop perfect for wine tasting and leisurely strolls.
Off-Season Highlights
Winter (December to February)
The winter months bring cooler temperatures, providing a quieter and more relaxing atmosphere for those seeking tranquility away from the crowds.
Spring (March to May)
Early spring offers milder weather and budding landscapes, making it a peaceful time to visit and enjoy the natural beauty of the area without the busy tourist season.
Weekly Weather Forecast for Hillside Estate Winery
How to Book Your Hillside Estate Winery vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Hillside Estate Winery
Common Rentals by Owner 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
- You can enjoy private outdoor patio areas perfect for relaxing amidst the scenic surroundings.
- Many rentals feature access to well-maintained gardens, ideal for leisurely strolls in the fresh air.
- Look for accommodations with outdoor seating and dining options to savor meals alfresco.
- Some properties offer barbecue grills to enhance your outdoor cooking experience.
- Expect spacious yards or lawns where you can unwind or engage in outdoor activities.
- Enjoy scenic views from your outdoor porch or balcony, capturing the beauty of the region.
- Many rentals are situated near walking trails or nature paths to explore the natural charm of here.
Top Attractions Around Hillside Estate Winery
What attractions are nearby?
While staying here, you can enjoy a variety of outdoor activities and local attractions in the surrounding area that showcase the natural beauty and vibrant culture of Penticton, British Columbia, making your visit both relaxing and memorable.

Family Activities
- Vineyard Tours: Explore the scenic vineyards to learn about local wine-making traditions and enjoy tasting sessions suitable for families interested in regional agriculture.
- Picnic Areas: Take advantage of family-friendly picnic spots within the estate, offering a relaxing environment with picturesque views of the surrounding landscape.
- Biking Trails: Discover nearby biking trails that wind through the region, providing an active way for families to enjoy the area's natural beauty together.
- Walking Hikes: Embark on gentle walking hikes along designated paths, allowing you to immerse yourselves in the area's lush scenery while staying active as a family.
Adult Activities
- Wine Tasting Tours: Experience exclusive tastings at local wineries, where you can savor regional varietals and learn about the area's renowned winemaking traditions.
- Vineyard Cycling Excursions: Cycle through scenic vineyard paths to enjoy breathtaking views and immerse yourself in the region’s agricultural charm.
- Gourmet Food Pairings: Indulge in culinary experiences that feature locally sourced ingredients paired with fine wines, highlighting the area's gastronomic culture.
- Sunset Viewing Points: Relax at elevated spots and witness stunning sunsets over the vineyards, ideal for romantic evenings in this tranquil destination.
Hillside Estate Winery Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Visit During Off-Peak Seasons: Enjoy quieter surroundings and better rates by scheduling your stay outside the busy summer months here.
- Explore Local Wineries and Vineyards: Take advantage of the region’s renowned wine country to enhance your experience while staying in this area.
- Make Use of Local Recommendations: Consult with hosts or locals for insider tips on the best spots to visit and dine, ensuring a genuine taste of the region.
- Prepare for Outdoor Activities: Pack appropriately for outdoor adventures such as cycling or hiking, which are popular ways to explore the local scenery.
Transportation Options
- Private Car Rental: Renting a car gives you the flexibility to explore the area around Hillside Estate Winery at your own pace and convenience.
- Taxi Services: Taxis provide a reliable and direct transportation option for effortless travels within the region surrounding this popular destination.
- Ride-Sharing Apps: Utilizing ride-sharing services offers an easy way to get around, especially if you prefer not to drive yourself while visiting here.
- Public Transit: Local buses connect the area with other parts of Penticton, making it a budget-friendly choice for exploring without a car.
Local Customs Options
- Respect for the land and vineyards: You should always be mindful of the area's natural surroundings, maintaining cleanliness and avoiding disturbance to local agricultural practices.
- Greetings and personal space: When interacting with locals or fellow visitors, a polite handshake or friendly nod is customary in this region's welcoming community.
- Wine tasting etiquette: During visits to wineries here, it's common to sample wines modestly and express appreciation for craftsmanship with courteous feedback.
- Seasonal celebrations: Participating in local harvest festivals or wine release events can enrich your experience in this destination, reflecting the area's vibrant cultural traditions.
Frequently Asked Questions About Hillside Estate Winery Rentals by Owner
1. What are the top vacation rentals in Hillside Estate Winery?
There are a lot of options in Hillside Estate Winery. If you plan on staying in the Hillside Estate 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 Hillside Estate Winery:
- Private guest house in vineyard at Four Shadows Winery.
- Gorgeous suite on Gjoa's Vineyard located in the heart of the Naramata Bench
- Pool, King beds, Large Deck!
- Modern 3 bedroom luxury retreat! Wine bar, upper deck, lower patio!
- Smack Dab in the Heart of Wine country🍷
- Beautiful suite in great neighbourhood, modern finishes and steps to KVR trail.
- New 2 bedroom carriage house, a block from the Okanogan lake, close to downtown.
- The Naramata Bench Loft
- Gjoa's Vineyard - The Véraison Guest Room
- Amazing Lake View - Relaxing Naramata Bench Home
2. How many Rentbyowner vacation rentals are available in Hillside Estate Winery?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 136 in the Hillside Estate 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 Hillside Estate Winery.
3. What is the cancellation policy for a rental by owner in this region?
4. How do I secure my booking at a rental by owner here?
5. Are there any additional fees I should be aware of when booking?
6. What amenities are included in rentals by owner in this destination?
7. How can I contact the owner if I have questions about my stay?
More Rentals You May Like Near Hillside Estate Winery
- Air Conditioner
- Parking
- Child Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Parking
- TV
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- TV
- View
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly