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Discover Your Perfect Portola Valley Rentals by Owner

Portola Valley Rentals by Owner

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8.0 (114 Reviews)
Cabin
Leland Hotel Palo Alto
  • Air Conditioner
  • Parking
  • Balcony/Terrace
View Availability
More Top-Rated Rentals by Owner in Portola Valley Area

Why Choose Rent By Owner for your Portola Valley vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Portola Valley Rentals by Owner

Where are the best neighborhoods to stay in Portola Valley?

When choosing where to stay in Portola Valley, California, exploring the distinct neighborhoods can greatly enhance your visit. This charming area offers a variety of rental options nestled amidst scenic surroundings and tranquil streets. Whether you prefer a peaceful retreat or a convenient location close to local amenities, finding the right neighborhood through Rent By Owner ensures a seamless booking experience. Each neighborhood provides unique charms that make your stay in Portola Valley memorable and comfortable, perfectly suited for your travel needs in this picturesque part of California.

Woodside

In this charming area, you will find a tranquil setting that offers a peaceful retreat close to the natural beauty of the region. It’s an ideal location for travelers seeking privacy and scenic views within a short drive from the main attractions nearby.

View 61+ Rentals in Woodside

Ladera

Nestled in the heart of the region, Ladera provides serene surroundings and easy access to outdoor activities, making it a perfect choice for those who want to enjoy the calm atmosphere of this destination while remaining conveniently connected to local amenities.

View 80+ Rentals in Ladera

Westridge

This neighborhood features spacious homes and picturesque landscapes, offering a quiet residential setting that appeals to visitors looking for comfort and tranquility during their stay in this part of the region.

View 74+ Rentals in Westridge

Central Portola Valley

Situated at the core of the area, this neighborhood provides convenient access to local community services and scenic trails, making it a practical yet scenic place to stay when exploring the region.

View 45+ Rentals in Central Portola Valley

Portola Valley Ranch

Known for its spacious estates and rustic charm, this destination offers a rural escape with modern comforts, ideal for visitors desiring a peaceful getaway within the region.

View 423+ Rentals in Portola Valley Ranch

Sharon Heights

This upscale neighborhood boasts stunning vistas and elegant homes, making it a popular choice for travelers seeking sophisticated accommodations in the vicinity of the region’s amenities.

View 229+ Rentals in Sharon Heights

West of the Alameda

Offering a refined residential experience, this area is perfect for guests wanting a luxurious stay close to the region’s key attractions, all within a serene and exclusive environment.

View 213+ Rentals in West of the Alameda

Best Times to Visit Portola Valley

When should you plan your Rentals by Owner stay?

Choosing the ideal time to vacation here can enhance your experience, as the region offers varying weather and local events that suit different preferences throughout the year when booking a rental by owner through Rent By Owner.

Peak Season Highlights

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Spring (March to May)

This time of the year offers pleasant weather and blooming landscapes, making it ideal for exploring the scenic beauty of the area.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

During these months, you can enjoy mild temperatures and vibrant fall foliage, perfect for outdoor activities and relaxing stays here.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Summer (June to August)

While summer is popular for visiting, the region tends to be quieter, offering a peaceful retreat with warm weather and clear skies.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
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Winter (December to February)

The winter months bring cooler temperatures and less crowd, creating an ideal setting for cozy accommodations and peaceful exploration.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Portola Valley

How to Book Your Portola Valley vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Portola Valley

More Top-Rated Rentals by Owner in Portola Valley Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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 well-maintained outdoor seating areas perfect for relaxing amidst the natural beauty.
  • Take advantage of spacious lawns or gardens suitable for outdoor activities or gatherings.
  • Make use of private patios or decks that offer scenic views of the surrounding landscape.
  • Relax around a cozy outdoor fireplace or fire pit during cool evenings.
  • Benefit from access to outdoor dining spaces ideal for al fresco meals in the region's pleasant climate.
  • Explore landscaped pathways or trails directly from your rental for scenic walks or jogs.
  • Utilize dedicated areas for outdoor recreational activities such as badminton, cornhole, or other lawn games.

Top Attractions Around Portola Valley

What attractions are nearby?

In this charming area, you can enjoy a variety of outdoor activities such as scenic hiking and tranquil nature walks that showcase the natural beauty of the region surrounding your rental by owner in Portola Valley.

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Family Activities

  • Windy Hill Open Space Preserve: Explore scenic hiking trails and enjoy panoramic views that make for memorable family outdoor adventures in the region.
  • Portola Valley Town Center Park: Relax and play at this local park offering playgrounds, picnic areas, and beautiful surroundings perfect for family outings.
  • Huddart County Park: Discover a variety of family-friendly activities, including hiking and nature walks, within this expansive natural area nearby.
  • Connected Trails of the Area: Take advantage of well-maintained walking and biking paths that provide safe and enjoyable ways for families to explore the scenic landscape.
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Adult Activities

  • Hiking and Nature Walks: Explore scenic trails and enjoy the tranquil beauty of the region's protected open spaces, perfect for outdoor enthusiasts seeking a peaceful retreat.
  • Golfing at Local Courses: Tee off at nearby golf courses where you can indulge in a leisurely game amid stunning landscapes, making it an ideal activity for relaxation and recreation.
  • Visiting Art Galleries and Studios: Discover local art scenes by exploring galleries that showcase talented artists from the area, offering a cultural experience tailored for art lovers.
  • Dining in Fine Restaurants: Savor exquisite cuisine at highly-rated eateries that highlight regional flavors, providing a memorable culinary experience during your stay here.

Other Places to Stay in Portola Valley, CA

Portola Valley Ranch
Explore 423 Properties
Horse Park at Woodside
Explore 100 Properties
Thomas Fogarty Winery
Explore 93 Properties
Ladera
Explore 80 Properties
Westridge
Explore 74 Properties
Central Portola Valley
Explore 45 Properties
More Places to Stay Near Portola Valley

Portola Valley Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Balcony and Outdoor Spaces: Take advantage of the area's beautiful natural surroundings by choosing a rental with outdoor amenities to enjoy scenic views and fresh air during your stay.
  • Explore Local Nature Trails: Discover nearby hiking and walking trails to immerse yourself in the region’s lush landscapes and serene environment.
  • Book Early During Peak Seasons: Secure your preferred rental in advance to ensure access to the most sought-after properties, especially during busy travel periods.
  • Communicate with Hosts for Personalized Tips: Reach out to your rental owner to receive insider recommendations on hidden gems and local hotspots in this tranquil destination.

Transportation Options

  • Caltrain:** This commuter rail service offers convenient connections to San Francisco and other Bay Area destinations, making it a practical choice for exploring the region from here.
  • Local Bus Services:** VTA buses provide reliable transportation around the area and across neighboring communities, allowing you to navigate with ease during your stay.
  • Driving Your Own Vehicle:** Renting or using your personal vehicle grants flexible access to scenic drives and nearby attractions in this destination’s surroundings.
  • Rideshare Services:** Companies like Uber and Lyft operate extensively in the region, offering a convenient and dependable way to travel without owning a car while staying here.

Local Customs Options

  • Local Environmental Respect: You will find that residents here prioritize conservation and sustainability, reflecting a deep respect for the natural beauty surrounding the area.
  • Community Engagement: Participating in neighborhood events and local gatherings is common and offers an authentic way to connect with the community during your stay.
  • Eco-Friendly Practices: Visitors often notice that many homes and establishments follow eco-conscious habits, such as recycling and water conservation, aligning with the area's values.
  • Quiet Lifestyle Etiquette: Maintaining the tranquil atmosphere is important here, so respecting noise levels and privacy is a customary practice among residents and visitors alike.

Frequently Asked Questions About Portola Valley Rentals by Owner

1. What are the top vacation rentals in Portola Valley?

There are a lot of options in Portola Valley. If you plan on staying in the Portola Valley area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Portola Valley:

2. How many Rentbyowner vacation rentals are available in Portola Valley?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 378 in the Portola Valley 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 Portola Valley. 

3. What is the cancellation policy for rental by owner accommodations in Portola Valley?

Cancellation policies vary depending on the individual property listing. You should review the specific cancellation terms listed on the rental’s page or contact the owner directly for detailed information.

4. How do I contact the property owner before booking in Portola Valley?

You can reach out to the property owner through the messaging system provided on the rental platform. This allows you to ask questions and clarify details about the stay before making a reservation.

5. Are there any additional fees when booking a rental by owner in this region?

Additional fees, such as cleaning or service charges, are typically specified within the listing. It’s best to review the full fee breakdown on the rental page or inquire with the owner for clarity.

6. What amenities are usually included in rentals by owner in Portola Valley?

Amenities vary from property to property but often include essentials such as Wi-Fi, parking, kitchen facilities, and access to outdoor spaces. Specific details can be found on each listing's description.

7. Is a security deposit required when booking a rental by owner here?

Many owners require a security deposit to cover potential damages or extra charges. The amount and conditions are usually detailed on the listing, so review them carefully or contact the owner for confirmation.

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More Top-Rated Rentals by Owner in Portola Valley Area