Portola Valley holiday rentals

We found 530 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Portola Valley that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include parking and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Portola Valley

Showing deals for:22 Jan - 29 Jan

Interior
Terrace/patio
Dining
Room
Exceptional
(27 reviews)

Charming 2 Bedroom House in the Butano Redwood Forest in Pescadero with Wi-Fi

Pescadero

9% off
AU$2,560
for 7 nights, 1 home
AU$366 per night
includes taxes & fees
Charming 2 Bedroom House in the Butano Redwood Forest in Pescadero with Wi-Fi
Private kitchen
Living area
Terrace/patio
Exterior
Exceptional
(9 reviews)

Exquisite luxury executive 2-suite cottage

Redwood City

9% off
AU$10,612
for 7 nights, 1 home
AU$1,516 per night
includes taxes & fees
Exquisite luxury executive 2-suite cottage
Living Room
2 Short Blocks to Castro St, the heart of Downtown Mtn View
One block to the wonderful Mtn View Public Library
Front of Home
Exceptional
(12 reviews)

Historic Downtown Mountain View Home

Mountain View

11% off
AU$4,295
for 7 nights, 1 home
AU$614 per night
includes taxes & fees
Historic Downtown Mountain View Home
Path behind your house.
House is surrounded by vineyard, oak trees and a waterfall
Private putting green with seating area
Great for early morning or late afternoon
Exceptional
(61 reviews)

Family-friendly 3BR resort experience on quiet vineyard near Stanford/Palo Alto

Portola Valley

9% off
AU$5,094
for 7 nights, 1 home
AU$728 per night
includes taxes & fees
Family-friendly 3BR resort experience on quiet vineyard near Stanford/Palo Alto
Interior
Interior
Private kitchen
Living area
Wonderful
(29 reviews)

Modern 5-Star Oasis - Prime Location in Mountain View #179

Mountain View

8% off
AU$2,779
for 7 nights, 1 home
AU$397 per night
includes taxes & fees
Modern 5-Star Oasis - Prime Location in Mountain View #179
Interior
Terrace/patio
Living area
Private kitchen
Exceptional
(61 reviews)

Cottage In The Woods

La Honda

8% off
AU$2,319
for 7 nights, 1 apartment
AU$331 per night
includes taxes & fees
Cottage In The Woods
Dining
Living area
Room
Private kitchen
Wonderful
(16 reviews)

Designer retreat home near Stanford! Luxury, Gym, Peloton, office,Backyard,BBQ

Menlo Park

8% off
AU$4,264
for 7 nights, 1 home
AU$609 per night
includes taxes & fees
Designer retreat home near Stanford! Luxury, Gym, Peloton, office,Backyard,BBQ
Private kitchen
Room
Interior
Interior
Exceptional
(49 reviews)

Beautiful Cottage in Mountain View

Mountain View

8% off
AU$2,909
for 7 nights, 1 room
AU$416 per night
includes taxes & fees
Beautiful Cottage in Mountain View
Interior
Interior
Private kitchen
Living area
Exceptional
(9 reviews)

Designer Home Near Stanford/Tech Hub+AC/Gym/Office/BBQ/Parking. 2 Bed/1 Bath.

Menlo Park

8% off
AU$4,040
for 7 nights, 1 home
AU$577 per night
includes taxes & fees
Designer Home Near Stanford/Tech Hub+AC/Gym/Office/BBQ/Parking. 2 Bed/1 Bath.

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    Enjoy full kitchens, laundry, pools, gardens and more

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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 horse riding, hiking and coffee shops, this city welcomes all visitors. Levi's Stadium and SAP Center at San Jose are just a couple of the must-see attractions in the area. 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

Are you hoping to find attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Portola Valley a one-of-a-kind holiday spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • NASA Ames Research (9.6 mi / 15.4 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)
  • California's Great America (14.5 mi / 23.3 km)

Exploring the natural features in Portola Valley

Whether you're an active traveller or just want to appreciate the scenery, Portola Valley is a great place to get out in nature. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • San Francisco Bay (22.4 mi / 36.1 km)
  • San Andreas Fault Trail (7.2 mi / 11.5 km)
  • Redondo Beach (12.1 mi / 19.5 km)
  • Half Moon Bay State Beach (12.4 mi / 20 km)
  • Pescadero State Beach (13 mi / 21 km)
  • Baylands Park (13 mi / 21 km)

Travelling to and around Portola Valley

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

Frequently asked questions

What is the best area to stay in Portola Valley when booking a holiday rental?
When considering a holiday rental in Portola Valley, one of the most appealing areas to stay is the neighbourhood located near the foothills of the Santa Cruz Mountains. This region not only offers stunning views but also provides a tranquil atmosphere ideal for relaxation. The properties here are often characterised by their spacious layouts and beautiful landscaping, making them superb for families or groups.In terms of attractions, visitors can enjoy the nearby Windy Hill Open Space Preserve, which boasts a variety of hiking trails suitable for all skill levels, offering breathtaking vistas of the surrounding landscape. Additionally, the Portola Valley Town Centre is a lovely spot to explore local events and community activities, providing a glimpse into the area's vibrant culture.
What is the most popular type of holiday rental accomodation in Portola Valley?
In Portola Valley, holiday houses are the most common type of holiday rental, with about 12 available. These houses typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor areas where guests can relax and enjoy the serene surroundings. The properties are often situated in peaceful neighbourhoods, making them ideal for families or groups seeking a tranquil retreat. While there are several apartments also available, the focus remains on the larger holiday houses that offer a more homely atmosphere.
Are there any family house rentals in Portola Valley?
In Portola Valley, California, there are several family-friendly house rentals available, making it a wonderful choice for those travelling with children. The area is known for its picturesque landscapes and proximity to natural attractions. Many of these homes offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore.Visitors will appreciate amenities such as Wi-Fi, laundry facilities, and comfortable furnishings that ensure a pleasant stay. The locale is close to numerous parks and hiking trails, providing fantastic opportunities for outdoor activities. Notably, nearby attractions include the beautiful Windy Hill Open Space Preserve, which offers stunning views and various trails suitable for all ages.
Can I rent a holiday home with a pool or hot tub in Portola Valley?
In Portola Valley, there are several holiday homes available for rent that feature pools and hot tubs, making it an excellent choice for travellers seeking relaxation and luxury. This picturesque area is known for its stunning natural surroundings, offering a tranquil retreat just a short drive from the bustling San Francisco Bay Area. Many rentals in Portola Valley come equipped with modern amenities, including private pools, hot tubs, outdoor entertaining areas, and fully equipped kitchens, ideal for preparing meals after a day of exploring the beautiful landscape. Additionally, some properties may offer expansive gardens or patios, providing a serene setting to unwind while enjoying the scenic views.
Are there pet-friendly house rentals in Portola Valley?
In Portola Valley, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with pets. The area is known for its picturesque landscapes and proximity to hiking trails, making it an excellent choice for outdoor enthusiasts. Many of the holiday homes come equipped with modern amenities such as spacious kitchens, comfortable living areas, and outdoor spaces where pets can roam freely.The nearby Windy Hill Open Space Preserve is a fantastic spot for walks with your furry companions, featuring numerous trails that showcase the natural beauty of the region. Additionally, the charming community atmosphere of Portola Valley is complemented by local parks and pet-friendly cafes, enhancing the overall experience for those travelling with pets.
Are there any remote work holiday rentals in Portola Valley?
In Portola Valley, there are approximately 12 remote work-friendly holiday rentals available, making it a suitable destination for those looking to combine work and leisure. Many of these properties offer essential amenities for remote workers, including free Wi-Fi, dedicated desk spaces, and comfortable chairs to ensure a productive environment.Nestled in the picturesque surroundings of the San Francisco Peninsula, these rentals often provide stunning views of the natural landscape, which can be quite inspiring during breaks. Additionally, you may find amenities such as fully equipped kitchens, outdoor spaces for relaxation, and proximity to local parks for a refreshing escape after work hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Portola Valley?
In Portola Valley, popular holiday rental amenities include decks or patios, kitchens, and coffee or tea makers, which enhance the comfort and convenience of a stay. Many properties also offer onsite parking and dining areas, providing guests with ample space to relax and enjoy meals together. These amenities cater well to travellers seeking a homely atmosphere while exploring the natural beauty of the area.
When is the best time to visit Portola Valley for a holiday rental?
April marks the beginning of the peak season in Portola Valley, California, making it an ideal time for holiday rentals. This month is especially popular among travellers seeking a blend of outdoor adventure and cultural experiences, as the weather is pleasantly mild, typically ranging from 10 to 20 degrees Celsius.During this vibrant period, from April to June, visitors can enjoy an array of activities such as hiking and cycling through the scenic trails of the nearby foothills, or exploring the charming local vineyards and farmers' markets. The community comes alive with events and festivals that showcase the rich culture and natural beauty of the region.If you're looking for a more budget-friendly option, consider visiting in December. While this month sees fewer tourists, it offers a unique opportunity to experience the peaceful charm of Portola Valley during the holiday season. You can enjoy the festive decorations and partake in local seasonal events without the crowds.Ultimately, choosing the best time to visit Portola Valley hinges on whether you're drawn to the lively spring and early summer months for outdoor pursuits or prefer the tranquil ambience of the quieter winter season for a relaxing getaway.
What are the top attractions in Portola Valley?
In Portola Valley, visitors can enjoy a serene natural environment with several attractions that highlight the area's beauty. The Portola Valley Town Centre is a central hub featuring beautiful landscapes, community events, and access to local trails. Nearby, the Windy Hill Open Space Preserve offers hiking trails with stunning views of the Bay Area and is a popular spot for outdoor enthusiasts.Another great location is the historic Portola Valley Ranch, which includes scenic walking paths and opportunities for birdwatching. The area is also known for its commitment to conservation, making it an ideal spot for those who appreciate nature and outdoor activities.
Are all fees included in the Portola Valley holiday homes prices shown on Stayz?
Stayz 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.
Are there any Portola Valley holiday homes with parking?
Stayz offers a wide selection of holiday homes in Portola Valley with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
Are there any discounts for Portola Valley holiday homes?
You can find great discounts on holiday homes in Portola Valley on Stayz, 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.
Can I change or cancel my Portola Valley holiday home booking on Stayz?
To find Portola Valley holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Portola Valley?
A long-stay holiday home in Portola Valley is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Portola Valley holiday home?
Book your Portola Valley holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Portola Valley?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Portola Valley to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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