Photo by Ragini Srinivasan

Holiday Rentals in Portola Valley

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Portola Valley

Kasa University-Airport Santa Clara

4.0 star property
9.0 out of 10, Wonderful, (49)
"Great location and cl"
The price is €118
includes taxes & fees
1 Sept - 2 Sept
Kasa University-Airport Santa Clara

Studios Inn

3.5 star property
9.0 out of 10, Wonderful, (84)
"Very good"
Studios Inn

Global Luxury Suites at Mountain View

4.0 star property
8.2 out of 10, Very good, (182)
"Always a pleasure to stay here"
Global Luxury Suites at Mountain View

Mint House – Menlo Park

4.0 star property
8.4 out of 10, Very good, (13)
"Great spot"
The price is €254
includes taxes & fees
3 Sept - 4 Sept
Mint House – Menlo Park

VillaNola! Your Santa Cruz Mnts Abode Under Redwoods, No Crowds & All Adventure!

10.0 out of 10, Exceptional, (80)
"We enjoyed our stay!"
VillaNola! Your Santa Cruz Mnts Abode Under Redwoods, No Crowds & All Adventure!

Global Luxury Suites San Jose Downtown

4.0 star property
7.0 out of 10, Good, (22)
"Very safe"
Global Luxury Suites San Jose Downtown

Nice open concept 4bdr/2.5bath in great part of South San Jose

10.0 out of 10, Exceptional, (3)
"Loved the place & highly recommend anyone travelling with fam.Next time gonna book again "
The price is €590
includes taxes & fees
28 Aug - 29 Aug
Nice open concept 4bdr/2.5bath in great part of South San Jose

Cozy Cabin Los Gatos CA

9.6 out of 10, Exceptional, (25)
"Beautiful home nestled in the redwoods. Peaceful and relaxing place. Great for a rejuvenating weekend away. Thank you for your beautiful home with our family. "
Cozy Cabin Los Gatos CA

Global Luxury Suites in Menlo Park

4.0 star property
7.8 out of 10, Good, (127)
"The property was beautiful, well maintained and fun to relax. The kitchen was huge! I loved the secluded feeling but still close to city."
Global Luxury Suites in Menlo Park

Stylish Seaside Cottage - Walking to Beach

9.4 out of 10, Exceptional, (46)
"Great place to stay! Love half moon bay!"
The price is €243
includes taxes & fees
28 Aug - 29 Aug
Stylish Seaside Cottage - Walking to Beach

Private Glamping Retreat with 2 Domes Included

8.0 out of 10, Very good, (1)
The price is €390
includes taxes & fees
28 Aug - 29 Aug
Private Glamping Retreat with 2 Domes Included

Spacious 4 Bd 4 Ba home close to all the best of San Jose

9.8 out of 10, Exceptional, (45)
"This was an excellent property to stay with my family very convenient as three of the four bedrooms have their own bathroom very clean and very friendly owner we highly recommend this property for his location and space"
The price is €401
includes taxes & fees
3 Sept - 4 Sept
Spacious 4 Bd 4 Ba home close to all the best of San Jose

Serene Canyon View Luxury Villa • Pool • Hot Tub • Sauna Retreat

9.8 out of 10, Exceptional, (35)
"Great property to relax and hangout with family and still be close to great local activities and attractions. "
Serene Canyon View Luxury Villa • Pool • Hot Tub • Sauna Retreat

Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet

9.8 out of 10, Exceptional, (68)
"Was a great place to stay, we had a group of 3 couples, was nice that each of us had a room to use with adequate space and the distance being just a 20min drive from events we were attending in SF made this a prime location for us. Also was nice to have stores just a few minutes away. Property was nice, easy to access and clean "
The price is €292
includes taxes & fees
1 Sept - 2 Sept
Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet

Saratoga Redwood Dome Tents

The price is €246
includes taxes & fees
28 Aug - 29 Aug
Saratoga Redwood Dome Tents

Downtown SJ The Hensley House

9.0 out of 10, Wonderful, (31)
"Property was great. Street parking was easy and free. Fun stay"
The price is €202
includes taxes & fees
30 Aug - 31 Aug
Downtown SJ The Hensley House

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

9.2 out of 10, Wonderful, (77)
"My daughter and I stayed here over spring break. This place was a great value. It served as a nice home base at the end of each day of sightseeing up and down the coast. It's an older building, with mostly updated finishings. The kitchen has all the basics, older but mostly functional (sharp knives not withstanding)."
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Cute Cabin in the redwoods.

9.0 out of 10, Wonderful, (27)
"The property owners were very nice and helpful. Very pleasant stay! "
The price is €222
includes taxes & fees
15 Sept - 16 Sept
Cute Cabin in the redwoods.

W. Menlo Luxurious executive mansion over 4000sqft

9.8 out of 10, Exceptional, (16)
"This home is absolutely beautiful, it was perfect for our needs. Communication with the host was easy and prompt, they were very accommodating. Lots of good places to eat nearby, host provided several suggestions. Looking forward to booking here again in the future!"
The price is €928
includes taxes & fees
2 Sept - 3 Sept
W. Menlo Luxurious executive mansion over 4000sqft

Stunning and unique AirStream on the Coastal Trail and near Poplar Beach

10.0 out of 10, Exceptional, (14)
"This little gem is cozy and so close to one of the best walking beaches and coastal walks. Fun and hope to stay again in the future."
The price is €248
includes taxes & fees
2 Sept - 3 Sept
Stunning and unique AirStream on the Coastal Trail and near Poplar Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Portola Valley Hotel Reviews

Find out more about Portola Valley

Find out more about Portola Valley

Everything you need to know about Portola Valley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Portola Valley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portola Valley holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Portola Valley holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Portola Valley. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Portola Valley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Portola Valley holiday rentals we have selected for you start as low as €118 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Portola Valley rentals

At Expedia, we put the best Portola Valley holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Portola Valley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portola Valley holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portola Valley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Portola Valley?

Yes, there are holiday rentals close to the most popular sights in Portola Valley, or you can select a more secluded option if you're looking for a relaxing stay. Portola Valley is known for its lake views and coffee shops.

What are some of the best holiday rentals that Portola Valley has to offer?

Spacious 4 Bd 4 Ba home close to all the best of San Jose: This holiday home rental outside of Portola Valley has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, in addition to a kitchen with a dishwasher and a stovetop.

How many holiday rentals will I find in Portola Valley?

Choose from 4 Expedia holiday rentals in Portola Valley for a memorable holiday.

What can I see and do in Portola Valley?

Horse Park at Woodside and Santa Cruz Mountains are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find popular places such as Levi's Stadium and SAP Center at San Jose.

What are holiday rentals like in Portola Valley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portola Valley. Holiday rentals offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.