- USA
- California
- Middletown
- Whispering Pines
- Rentals by Owner
Discover Your Ideal Whispering Pines Rental by Owner in Middletown for a Relaxing California Getaway
Discover Your Perfect Whispering Pines Rentals by Owner
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Whispering Pines Rentals by Owner
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
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- Pool
- Air Conditioner
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- Pool
- Air Conditioner
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- Pool
- Air Conditioner
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- Pool
- Air Conditioner
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- Pool
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- Pet Friendly
- Pool
- Air Conditioner
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- Pet Friendly
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- Accessibility
- Security/Safety
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pool
- Air Conditioner
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- Pet Friendly
Why Choose Rent By Owner for your Whispering Pines vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Whispering Pines
When should you plan your Rentals by Owner stay?
Choosing the right time to vacation here can enhance your experience, whether you're seeking mild weather or seasonal activities, ensuring you make the most of your rental by owner in this beautiful region.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy warm daytime temperatures and longer daylight hours in this area, making it ideal for outdoor activities and exploring the region's natural beauty.
Fall (September to November)
Early fall offers pleasant weather with comfortable temperatures, perfect for enjoying the scenery and outdoor pursuits before the colder months set in.
Off-Season Highlights
Winter (December to February)
This season sees cooler temperatures, providing a quieter and more relaxed environment for those seeking a peaceful retreat away from peak crowds.
Spring (March to May)
Late spring brings mild weather and blooming landscapes, offering a serene experience ideal for those who prefer a less busy time to visit.
Weekly Weather Forecast for Whispering Pines
How to Book Your Whispering Pines vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Whispering Pines
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
- Enjoy outdoor dining at the private patio or picnic area to soak in the beautiful surroundings.
- Relax in the spacious backyard, ideal for outdoor lounging or gathering with friends and family.
- Take advantage of the property's barbecue grill to host memorable cookouts during your stay.
- Make use of the nearby fire pit for cozy evenings under the stars in this peaceful destination.
- Explore scenic walking or hiking trails directly from the rental to experience the natural beauty of the region.
- Utilize the outdoor seating areas designed for soaking up the sun and enjoying the fresh air.
- Park your vehicle conveniently in the on-site driveway or designated outdoor parking space for easy access.
Top Attractions Around Whispering Pines
What attractions are nearby?
Nearby, you can enjoy a variety of outdoor activities and scenic adventures that showcase the natural beauty of this region, making it an ideal destination for those seeking relaxation and exploration during your stay.

Family Activities
- Clear Lake State Park: Enjoy a day of family picnicking, boating, and fishing at this scenic waterfront park nearby, perfect for outdoor adventures with kids.
- Middletown Community Park: Explore playgrounds, open green spaces, and walking trails that offer plenty of activities for children and parents alike.
- Lake County Fairgrounds: Attend seasonal events, fairs, and festivals that bring the community together, providing entertainment for all ages during your stay.
- Local Wineries & Farm Tours: Discover family-friendly farm tours and tasting experiences in the region that teach kids about local agriculture while offering fun activities for the entire family.
Adult Activities
- Wine Tasting Tours: Discover the region’s renowned vineyards and enjoy sampling local wines in a scenic setting, perfect for wine enthusiasts seeking an authentic experience.
- Hiking and Nature Walks: Explore the tranquil trails and outdoor paths that wind through the area, offering stunning views and a peaceful escape into nature.
- Local Art Galleries: Visit the area's vibrant galleries showcasing regional artists, providing an inspiring cultural experience just minutes from your rental.
- Fine Dining Experiences: Indulge in exquisite cuisine at local restaurants that serve farm-to-table dishes, highlighting the flavors of the region’s culinary scene.
Whispering Pines Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Regulations: Familiarize yourself with the area's rental policies and local guidelines to ensure a hassle-free stay in this scenic region.
- Explore Seasonal Activities: Take advantage of seasonal events and outdoor pursuits that showcase the natural beauty of the location throughout the year.
- Choose a Well-Reviewed Rental: Opt for a highly-rated rental by owner through Rent By Owner to enjoy a trustworthy and comfortable experience during your visit.
- Maximize Your Dining Experience: Discover locally recommended eateries and markets nearby, allowing you to savor regional flavors and support local businesses.
Transportation Options
- Private Car Rental Services: Renting a car gives you the flexibility to explore the area at your own pace, with numerous local providers available for convenient pickup and drop-off here.
- Local Taxi and Rideshare Options: Taxis and rideshare services like Uber and Lyft operate within this destination, offering quick and reliable transportation throughout the region.
- Public Transit Systems: The area is served by regional bus routes that connect you to nearby towns and key destinations, providing an affordable travel option for visitors.
- Bike Rentals and Cycling: For an eco-friendly way to see the surroundings, bike rentals are available, allowing you to enjoy the scenic views while moving around locally.
Local Customs Options
- Respect for Local Privacy: Visitors often observe a quiet, respectful attitude towards neighbors and their privacy, which is highly valued here in the region.
- Environmental Appreciation: It’s customary to display an awareness of natural conservation efforts while exploring the local outdoor areas surrounding here.
- Community Engagement: Participating in small-town events or local traditions reflects the warm, welcoming spirit of this destination’s residents.
- Traditional Celebrations: Celebrating harvest festivals and seasonal gatherings is a cherished custom that you might experience during your stay in this area.
Frequently Asked Questions About Whispering Pines Rentals by Owner
1. What are the top vacation rentals in Whispering Pines?
There are a lot of options in Whispering Pines. If you plan on staying in the Whispering Pines area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Whispering Pines:
- Big Canyon Farmhouse - Near Harbin Hotsprings
- Loch Lomond Cabin w/Hot Tub, Near Wineries!
- Modern Guest House in the Vineyard
- Alder Lodge - Peaceful Valley Retreat
- Beautiful Mountain Getaway with amazing views
- Cobb Mountain Chalet Main For
- Starview Lodge: Quiet Mountain Home Bordering State Forest
- Cobb Mountain Chalet King Size Suite
- Big Canyon RD - Big Canyon RD
- Beautiful Quiet Mountain Getaway, Amazing Views
2. How many Rentbyowner vacation rentals are available in Whispering Pines?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 53 in the Whispering Pines 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 Whispering Pines.
3. What is the cancellation policy for a rental by owner in this area?
4. How do I communicate with the property owner about special requests or questions?
5. Are there any house rules or restrictions I should be aware of?
6. What amenities are included in the rental in this region?
7. How can I verify the safety and reliability of a rental property here?
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