Portola Valley vacation rentals

We found 622 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Portola Valley to find one that's perfect for your trip. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll find the amenities you need and want, which might include parking and a hot tub. Whatever you're looking for, you'll be sure to find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

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Find out more about Portola Valley

Why visit Portola Valley

  • Outdoor Adventures: Enjoy miles of scenic hiking trails and outdoor activities in the picturesque landscapes of Portola Valley.
  • Family-Friendly Experiences: Engage in various family-oriented activities, making it a perfect destination for travelers of all ages.
  • Charming Neighborhoods: Explore the quaint neighborhoods, including Santa Maria, known for their inviting atmosphere and local charm.
  • Proximity to Urban Centers: Just a short drive to Palo Alto, experience the vibrant tech culture and urban amenities.
  • Cozy Accommodations: Choose from a range of appealing vacation rentals, from private homes to charming cottages.

Popular types of accommodation in Portola Valley

If you're planning a getaway to Portola Valley, you'll find a variety of appealing accommodations to suit your needs. Our most popular options include houses, cozy apartments, and charming cottages. Whether you're looking for homes for rent, guest houses in Portola Valley, or nearby Palo Alto homes for rent, we have the perfect place for your stay. Enjoy your vacation with transparency and savings at your fingertips.

  • Houses: The top choice for visitors to Portola Valley, these homes offer spacious accommodations ideal for families or groups seeking comfort and privacy.
  • Apartments: A popular option, apartments provide a convenient and modern living space, perfect for couples or solo travelers wanting easy access to local attractions.
  • Cottages: These charming retreats are a favorite for those seeking a cozy, homey atmosphere surrounded by nature.
  • Condos: Offering a blend of comfort and amenities, condos are great for travelers looking for a stylish yet practical stay.
  • Cabins: Rustic and inviting, cabins are the ideal choice for nature enthusiasts wanting to immerse themselves in the great outdoors.**

Top attractions near Portola Valley

Portola Valley, California, is an ideal destination for outdoor enthusiasts and adventure seekers, offering a stunning blend of scenic beauty and family-friendly experiences. Explore its beautiful parks, visit local beaches, and discover nearby urban centers. For a convenient stay, consider vacation rentals in various neighborhoods, including Santa Maria. Don't forget to request tours to fully experience the charm and attractions of this picturesque area.

  • Stanford University Medical Center: Located 5 miles from Portola Valley, this renowned medical center features a blend of cutting-edge healthcare and a family-friendly atmosphere, making it an interesting stop for those curious about medical innovation and education.
  • Googleplex: Situated 9 miles away, this iconic headquarters of Google showcases a vibrant business environment, offering a glimpse into the tech giant's culture and creativity.
  • California's Great America: About 14 miles from Portola Valley, this amusement park delivers thrills and adventure with its exciting rides and family-friendly attractions, perfect for a fun day outdoors.

Things to do recommended for couples

Portola Valley offers a serene escape for couples. Enjoy a romantic hike through the picturesque trails of Windy Hill or savor a candlelit dinner at a local farm-to-table restaurant. Don't miss a sunset picnic at the scenic Alpine Pond for a truly memorable experience.

Things to do recommended for families

Families visiting Portola Valley can explore the stunning trails at Windy Hill Open Space Preserve, enjoy a picnic at the scenic Portola Valley Town Center, and visit the nearby interactive exhibits at the Children's Discovery Museum in San Jose for a fun-filled day of learning and adventure.

Things to do recommended for groups

Explore the beautiful trails of the Portola Valley Park, perfect for hiking with friends, or enjoy a cozy picnic at one of the scenic parks. You can also visit local farms for fresh produce and farm tours, making for a delightful group experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Portola Valley

When traveling with a group, family, pets, or planning for an extended stay, it's important to prioritize your preferences in your search. Here are some helpful booking tips for using Vrbo.

  • Traveling to Portola Valley with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for group activities. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Portola Valley with young kids: Traveling with young kids can present its own set of challenges. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, you may want to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Portola Valley: For many families, a vacation isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties offer amenities like feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Portola Valley: If you're in search of vacation rentals that offer special rates for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Portola Valley

Portola Valley offers a serene escape with its stunning outdoor adventures and picturesque scenery. Just a short drive away, explore the vibrant city of Palo Alto, renowned for its tech atmosphere and charming neighborhoods. Discover the beauty of the Bay Area, where family-friendly activities and romantic spots abound. With miles of hiking trails and California ranch homes, your vacation will be filled with unforgettable experiences in this friendly and inviting region.

  • Sharon Heights: Located 3 miles from Portola Valley, Sharon Heights is a vibrant neighborhood that offers a unique blend of culture and family-friendly activities. Visitors can explore local educational institutions, indulge in shopping at various centers, and enjoy the scenic views of the nearby bay. The area's rich history is highlighted by its proximity to a historic college university and a prominent research facility, making it an ideal spot for those interested in both leisure and learning.
  • Ladera: Nestled around Portola Valley, Ladera is a charming neighborhood known for its outdoor adventures and family-friendly atmosphere. This area boasts recreational spaces perfect for hiking or picnicking, along with a renowned golf course for enthusiasts. Ladera's local attractions include a historic college university and an urban park that provides a serene escape. Whether you're looking to engage in active pursuits or enjoy a leisurely day at the beach, Ladera offers a delightful experience.
  • Central Portola Valley: Central Portola Valley is the heart of the community, attracting those with a penchant for outdoor activities and family entertainment. The area features numerous recreational spaces and a golf course that caters to both casual and avid golfers. Visitors can take advantage of the nearby urban park and beach, providing ample opportunities for relaxation and exploration. Central Portola Valley is a perfect destination for families looking to create lasting memories in a picturesque setting.

Best time to go to Portola Valley

If you're planning a trip to Portola Valley, it's a good idea to check both the weather and property rates. The warmest months are August and September. Peak season runs in April, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January52.0°F (11.1°C)Light RainMostly SunnyAverageSlightly Low
February52.3°F (11.3°C)Light RainMostly SunnyAverageSlightly Low
March53.1°F (11.7°C)Light RainMostly SunnyAverageSlightly Low
April55.4°F (13.0°C)No Rain (Dry)Mostly SunnySlightly HighAverage
May58.1°F (14.5°C)No Rain (Dry)SunnyAverageAverage
June62.8°F (17.1°C)No Rain (Dry)SunnyAverageSlightly High
July65.1°F (18.4°C)No Rain (Dry)SunnySlightly HighSlightly High
August66.2°F (19.0°C)No Rain (Dry)SunnyAverageSlightly High
September66.2°F (19.0°C)No Rain (Dry)SunnySlightly HighAverage
October63.1°F (17.3°C)No Rain (Dry)SunnySlightly LowAverage
November56.8°F (13.8°C)Light RainSunnySlightly LowAverage
December51.8°F (11.0°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your next adventure? Being flexible with your travel dates can be a smart move, as prices tend to vary. Additionally, booking an extended stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your needs.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides you with a convenient platform to plan your next adventures, manage your existing arrangements, and keep track of your reservations. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out Trip Boards, head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The lakeside setting of Portola Valley is ready to explore

The lake, wildlife and riverfront display a scene truly unique to Portola Valley. Renowned for its horseback riding, hiking and coffeehouses, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Portola Valley

Do you want to discover attractions to visit in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Portola Valley has to offer. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • NASA Ames Research (9.6 mi / 15.4 km)
  • Blackberry Farm Golf Course (10.6 mi / 17.1 km)
  • Half Moon Bay Golf Links (11.7 mi / 18.9 km)
  • Mountain Winery (12.7 mi / 20.4 km)
  • Twin Creeks Sports Complex (13 mi / 20.9 km)
  • Crystal Springs Golf Course (14.4 mi / 23.2 km)

Exploring the natural features in Portola Valley

Whether you're an adventurous traveler or just want to take in the scenery, Portola Valley is a great place to get out in nature. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • San Francisco Bay (22.4 mi / 36.1 km)
  • San Andreas Fault Trail (7.2 mi / 11.5 km)
  • Baylands Nature Preserve (8.8 mi / 14.2 km)
  • Half Moon Bay State Beach (12.4 mi / 20 km)
  • Venice Beach in Half Moon Bay (13.4 mi / 21.6 km)
  • Dunes Beach (13.8 mi / 22.2 km)

Traveling to and around Portola Valley

Fly into San Carlos, CA (SQL), the closest airport, located 9.1 mi (14.6 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Norman Y. Mineta San Jose Intl. Airport (SJC), which is 16.8 mi (27.1 km) away.

Frequently asked questions

What is the best area to stay in Portola Valley, California, United States of America when booking a vacation rental?
When considering a vacation rental in Portola Valley, a popular area to stay is the neighborhood that borders the scenic foothills. This area is known for its picturesque landscapes and tranquil environment, making it an ideal retreat for those looking to escape the hustle and bustle of city life.

In this neighborhood, you'll find a variety of properties that range from charming cottages to spacious homes, providing options for different group sizes and preferences. A highlight of staying here is the proximity to the stunning trails of the nearby parks, superb for hiking and enjoying the breathtaking views of the surrounding mountains.

Additionally, you can easily access local attractions such as the iconic Stanford University, which is just a short drive away and offers beautiful architecture and cultural experiences. The nearby town center features delightful cafes and shops, making it a lovely spot to relax and savor the local vibe.
How much does it cost to rent a vacation home in Portola Valley?
Prices for vacation rentals in Portola Valley vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Portola Valley to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Portola Valley vacation house rentals?
You can find great discounts on house rentals in Portola Valley on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Portola Valley?
In Portola Valley, vacation houses are the most popular type of rental, with several available throughout the area. These homes typically provide spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces ideal for enjoying the beautiful California weather. Many properties are located among the picturesque hills, offering a serene environment superb for relaxation and exploration. Additionally, there are also several apartments available, which tend to be more compact but still include essential amenities like kitchen facilities and cozy living areas.
Are there any family house rentals in Portola Valley?
In Portola Valley, California, there are several family-friendly house rentals available, making it an excellent choice for those traveling with children. This picturesque area is known for its serene environment and outdoor activities, with many homes situated near scenic hiking trails and parks.

Properties in this locale often feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor patios or yards where kids can play and explore. Some homes may also include amenities such as game rooms or home theaters, providing entertainment options for family bonding time.

Additionally, visitors can enjoy nearby attractions like the Stanford University campus and the Stanford Dish hiking trail, which offers stunning views of the Bay Area.
Can I rent a vacation home with a pool or hot tub in Portola Valley?
In Portola Valley, there are several vacation homes available for rent that feature pools and hot tubs, making it an appealing choice for travelers seeking relaxation and luxury. This picturesque area, located in the hills of California, offers a serene environment with stunning views of the surrounding landscapes. Many of the properties include amenities such as private pools, hot tubs, spacious outdoor areas for gatherings, and fully equipped kitchens, great for preparing meals in comfort. Additionally, some rentals may have features like fire pits and expansive decks, enhancing the outdoor experience.
Can I find long-stay vacation rentals in Portola Valley?
A long-stay vacation rental in Portola Valley is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Portola Valley?
In Portola Valley, there are several pet-friendly house rentals available, providing a great option for travelers looking to bring their furry companions along. Many of these rentals offer spacious layouts, fully equipped kitchens, and outdoor areas where pets can enjoy fresh air. The homes often feature amenities such as private patios or gardens, making it a comfortable stay for both humans and pets.

The surrounding area is known for its beautiful natural scenery, with nearby parks and open spaces superb for walking or hiking with pets. The Portola Valley Town Center is also close by, where visitors can find pet-friendly cafes and shops, enhancing the overall experience for those traveling with animals.
Are there any remote work vacation rentals in Portola Valley?
In Portola Valley, there are several vacation rentals suitable for remote work. This picturesque area in California offers a peaceful environment, ideal for productivity. Most properties come equipped with reliable internet access, including Wi-Fi in the rooms, ensuring you can stay connected during your work hours. Additionally, many rentals feature dedicated workspaces with desk and chair setups, allowing for a comfortable working atmosphere.

The scenic surroundings provide an inspiring backdrop, with opportunities for outdoor activities during breaks, such as hiking in the nearby foothills or exploring the beautiful local parks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Portola Valley vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Portola Valley with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Portola Valley?
In Portola Valley, popular vacation rental amenities include spacious decks or patios that allow guests to enjoy the area's natural beauty and serene surroundings. Most rentals come equipped with full kitchens, enabling travelers to prepare their own meals, and many also feature coffee and tea makers for a convenient morning routine. Onsite parking is typically available, ensuring easy access to the properties. Dining areas are also common, providing a comfortable space for guests to gather and enjoy meals together.
When is the best time to visit Portola Valley for a vacation rental?
April marks the beginning of the peak season in Portola Valley, making it the most popular month for travelers seeking a serene escape in this beautiful part of California. During April through June, the area comes alive with vibrant greenery and blooming wildflowers, offering an ideal backdrop for outdoor activities such as hiking and cycling along the numerous scenic trails.

With temperatures typically ranging from the mid-50s to the high 70s Fahrenheit, visitors can enjoy comfortable weather while exploring the charming surroundings. The pleasant climate makes it an excellent time for sightseeing, whether you're wandering through the picturesque landscapes of the nearby parks or visiting local farms and vineyards.

For those on a budget, December presents a unique opportunity to experience Portola Valley in a quieter setting. While it may be considered the low season, the tranquil atmosphere allows for peaceful hikes and the chance to enjoy the beauty of the area without the crowds, plus you might find some attractive deals on vacation rentals during this time.

Ultimately, the best time to visit Portola Valley depends on your preferences—whether you want to immerse yourself in the lively energy of spring and early summer or prefer the calm and charm of the winter months.
How early should I book a Portola Valley vacation rental?
Book your Portola Valley vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Portola Valley, California, United States of America?
In Portola Valley, visitors can enjoy a range of attractions that highlight the area's natural beauty and outdoor recreational opportunities. The Windy Hill Open Space Preserve offers picturesque hiking trails with stunning views of the surrounding hills and valleys, making it a favorite spot for both locals and tourists. Nearby, the Portola Valley Town Center serves as a community hub, featuring a beautiful library, playgrounds, and picnic areas, great for family outings.

For those interested in local history, the Portola Valley Historical Society provides insights into the area's past through various exhibitions and events. Additionally, the nearby Los Trancos Open Space Preserve offers serene trails and opportunities for wildlife watching, while the lush landscapes are ideal for leisurely strolls or more vigorous hikes.
Can I change or cancel my Portola Valley home rental booking on Vrbo?
To find Portola Valley vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Portola Valley vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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