Photo by Ragini Srinivasan

Portola Valley Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Holiday Rentals in Portola Valley

Kasa University-Airport Santa Clara
Terrace/patio

Kasa University-Airport Santa Clara

4.0 star property
9.0 out of 10, Wonderful, (51)
"It’s really nice area and safe"
The price is HK$927
HK$1,053 total
includes taxes & fees
31 Oct - 1 Nov
Kasa University-Airport Santa Clara
Global Luxury Suites San Jose Downtown
Courtyard

Global Luxury Suites San Jose Downtown

4.0 star property
6.6 out of 10, (24)
"Very safe"
Global Luxury Suites San Jose Downtown
Studios Inn
Exterior

Studios Inn

3.5 star property
9.0 out of 10, Wonderful, (89)
"Good for week long stay."
Studios Inn
Global Luxury Suites at Mountain View
Lobby sitting area

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
Outdoor pool, pool loungers

Mint House – Menlo Park

4.0 star property
7.8 out of 10, Good, (18)
"Great spot"
The price is HK$4,644
HK$5,295 total
includes taxes & fees
15 Oct - 16 Oct
Mint House – Menlo Park
Global Luxury Suites in Menlo Park
Outdoor pool, a heated pool, open 9:00 AM to 10:00 PM, pool umbrellas

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
Bluebird Suites near Facebook HQ
Interior

Bluebird Suites near Facebook HQ

4.0 star property
7.2 out of 10, Good, (17)
"Lot of dogs were barking most of the time. "
Bluebird Suites near Facebook HQ
Cozy Cabin Los Gatos CA
4 bedrooms, desk, iron/ironing board, free WiFi

Cozy Cabin Los Gatos CA

9.6 out of 10, Exceptional, (25)
"Gorgeous property, nice house for a friends weekend"
Cozy Cabin Los Gatos CA
Charming 1-bedroom house with AC, WiFi in delightful San Bruno
Private kitchen

Charming 1-bedroom house with AC, WiFi in delightful San Bruno

8.0 out of 10, Very good, (1)
"Very good location, close to airport and literally next to the train that goes to San Francisco. Host is very responsive. "
The price is HK$1,191
HK$1,714 total
includes taxes & fees
6 Oct - 7 Oct
Charming 1-bedroom house with AC, WiFi in delightful San Bruno
VillaNola! Your Santa Cruz Mnts Abode Under Redwoods, No Crowds & All Adventure!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (85)
"We enjoyed our stay!"
VillaNola! Your Santa Cruz Mnts Abode Under Redwoods, No Crowds & All Adventure!
Nice open concept 4bdr/2.5bath in great part of South San Jose
Smart TV, fireplace, DVD player, books

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

8.4 out of 10, Very good, (5)
"Loved the place & highly recommend anyone travelling with fam.Next time gonna book again "
Nice open concept 4bdr/2.5bath in great part of South San Jose
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Beach nearby

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

9.2 out of 10, Wonderful, (77)
"loved the property. Would stay again."
The price is HK$984
HK$2,379 total
includes taxes & fees
22 Oct - 23 Oct
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Marbella Lane Triplex San Jose
Fridge, microwave, cookware/dishes/utensils, dining tables

Marbella Lane Triplex San Jose

3.5 star property
7.4 out of 10, Good, (42)
"We had a family trip to meet up with friends and families in the area. Perfect location and just exactly what we needed. Host was good at checking in before and after our stay. "
Marbella Lane Triplex San Jose
SJ Landmark The Hensley House Master Suite with Bathtub Unit 1
1 bedroom, free WiFi, bed sheets

SJ Landmark The Hensley House Master Suite with Bathtub Unit 1

9.2 out of 10, Wonderful, (71)
"We had a great time with a great host"
The price is HK$856
HK$1,591 total
includes taxes & fees
12 Oct - 13 Oct
SJ Landmark The Hensley House Master Suite with Bathtub Unit 1
Central Coast , Meadow, Great Roads, Wildlife, Hot-Tub, Polite Pets Welcome
Outdoor dining

Central Coast , Meadow, Great Roads, Wildlife, Hot-Tub, Polite Pets Welcome

9.8 out of 10, Exceptional, (151)
"Such a lovely property in a beautiful location. The hosts were available and attentive from check in to check out. Be sure to visit the majestic redwoods in nearby Henry Cowell Redwoods State Park!"
Central Coast , Meadow, Great Roads, Wildlife, Hot-Tub, Polite Pets Welcome
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
Property grounds

Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more

9.6 out of 10, Exceptional, (33)
"Amazing house, had a great time on the deck and playing pool with our soon. "
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
Now Trending - Entire Beach Home Walk to Beaches, Restaurants, Activities
On the beach

Now Trending - Entire Beach Home Walk to Beaches, Restaurants, Activities

9.4 out of 10, Exceptional, (43)
"The home is gorgeous and the area is very safe. The only thing off was the instructions said to go to front door for entry with keypad when it’s actually the back door and you have to go through back yard. "
The price is HK$1,250
HK$4,007 total
includes taxes & fees
8 Oct - 9 Oct
Now Trending - Entire Beach Home Walk to Beaches, Restaurants, Activities
Stylish Seaside Cottage - Walking to Beach
Beach

Stylish Seaside Cottage - Walking to Beach

9.4 out of 10, Exceptional, (46)
"Great tiny place. "
The price is HK$1,393
HK$2,163 total
includes taxes & fees
6 Oct - 7 Oct
Stylish Seaside Cottage - Walking to Beach
Saratoga Redwood Dome Tents
Bed sheets

Saratoga Redwood Dome Tents

Saratoga Redwood Dome Tents
Luxury stay near Santana Row for vacation/business
Dining

Luxury stay near Santana Row for vacation/business

9.2 out of 10, Wonderful, (45)
"The owner was super friendly! The place was perfectly clean, except the laundry was coin-operated and not very clean. We decided not to use the laundry. Otherwise the place was perfect and huge!"
The price is HK$1,206
HK$1,988 total
includes taxes & fees
6 Oct - 7 Oct
Luxury stay near Santana Row for vacation/business
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portola Valley Hotel Reviews

DoubleTree by Hilton San Francisco Airport

DoubleTree by Hilton San Francisco Airport

10/10 Excellent
"The hotel staff was always willing to help when we needed help. "
Greg 2-night trip
Posted 3 days ago
DoubleTree by Hilton San Francisco Airport

Find out more about Portola Valley

Find out more about Portola Valley

Search for holiday rentals in Portola Valley on Expedia! You can easily find your home rentals, villas, holiday apartments in Portola Valley using one of the methods below:

  • View our selection of featured holiday rentals in Portola Valley
  • Use the map to find apartments and other holiday homes in the Portola Valley neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Portola Valley while they last

Look no further and take a look at our great range of rental properties in Portola Valley!

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?

Marbella Lane Triplex San Jose: This holiday home rental outside Portola Valley has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware.

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.