Holiday Rentals in Portola Valley

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Holiday Rentals in Portola Valley

Global Luxury Suites San Jose Downtown

4.0 star property
Downtown San Jose
6.6 out of 10, (31)
"Unfortunately, there was no key for me to access the property and after waiting for two hours, in hopes they would locate a key we were unsuccessful, and I was asked to book elsewhere"
United States
Sarah
Global Luxury Suites San Jose Downtown

Kasa University-Airport Santa Clara

4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (55)
"It’s really nice area and safe"
United States
Martin
The price is €154
includes taxes & fees
19 Dec - 20 Dec
Kasa University-Airport Santa Clara

Global Luxury Suites at Mountain View

4.0 star property
Shoreline West
8.2 out of 10, Very good, (186)
"Always a pleasure to stay here"
United States
Elizabeth
Global Luxury Suites at Mountain View

Mint House – Menlo Park

4.0 star property
Menlo Park
8.0 out of 10, Very good, (20)
"The hotel is fairly new, clean, and very conveniently located. The only downside is that it can be a bit loud if your room is next to the train tracks. During my first two nights, I was woken up in the middle of the night by trains honking as they passed by, though I eventually got used to it. Despite that, I would still choose to stay here again, but I’d recommend requesting a room as far from the train tracks as possible for a better night’s sleep."
Taiwan
Anonymous traveller
Mint House – Menlo Park

Mays Luxury Farm Stays

2.0 star property
Los Gatos
10.0 out of 10, Exceptional, (3)
"Great Location with comfortable beds and a stunning view from the porch and windows. Loved feeding the koi. "
United States
Bryce
The price is €212
includes taxes & fees
9 Dec - 10 Dec
Mays Luxury Farm Stays

Studios Inn

3.5 star property
San Jose
9.0 out of 10, Wonderful, (95)
"Good for week long stay."
United States
Xin
Studios Inn

Global Luxury Suites in Menlo Park

4.0 star property
Menlo Park
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."
United States
Felicia
Global Luxury Suites in Menlo Park

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

San Bruno
10.0 out of 10, Exceptional, (72)
"Great stay, it was clean, quiet, great parks nearby for hiking, and the owners were very responsive. Definitely will be staying here again when in the area!"
United States
CHERYL A.
The price is €229
includes taxes & fees
11 Dec - 12 Dec
Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet

Palo Alto Cottage: Privacy, Comfort & Convenience

Midtown
9.6 out of 10, Exceptional, (7)
"Beautiful and great! Friendly hosts"
United States
C D.
The price is €187
includes taxes & fees
11 Dec - 12 Dec
Palo Alto Cottage: Privacy, Comfort & Convenience

Serene Guest Suite w/ Private Bath and Kitchenette

Willow Glen
9.4 out of 10, Exceptional, (10)
"Very nice and cozy stay. We felt safe and had easy access to the SAP center where we attended a concert. "
United States
Lizbeth
The price is €143
includes taxes & fees
8 Jan - 9 Jan 2026
Serene Guest Suite w/ Private Bath and Kitchenette

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

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. "
United States
Kiddy U.
The price is €196
includes taxes & fees
9 Dec - 10 Dec
Charming 1-bedroom house with AC, WiFi in delightful San Bruno

Marbella Lane Triplex San Jose

3.5 star property
Northside
7.4 out of 10, Good, (43)
"It is very nice of a place. I just didnt get a kitchen to cook in. So the pictures lied and i couldnt get in just yet. Other then that great place, location and nice community. "
United States
Cassie Eugene Whitworth
Marbella Lane Triplex San Jose

Mid Century Garden View Home Parking

2.0 star property
East San Mateo
8.8 out of 10, Excellent, (3)
"This is a very clean comfortable property! "
United States
Serena
The price is €297
includes taxes & fees
9 Dec - 10 Dec
Mid Century Garden View Home Parking

Comfortable 4BR Heart Downtown SJ Central AC Sjsu

2.0 star property
Northside
Comfortable 4BR Heart Downtown SJ Central AC Sjsu

SJ Landmark The Hensley House Master Suite with Bathtub Unit 1

Hensley
9.2 out of 10, Wonderful, (75)
"Very cozy! I love the vintage decor of the room and Lobby. Very comfortable bed and great shower with amazing hot water. Would definitely stay here again. Felt like a home "
United States
Toni A.
The price is €179
includes taxes & fees
10 Dec - 11 Dec
SJ Landmark The Hensley House Master Suite with Bathtub Unit 1

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

Buena Vista
9.8 out of 10, Exceptional, (48)
"The inside was fabulous, the neighborhood somewhat sketchy. The kitchen and bathrooms were nicely updated, the bathrooms were great and the property was clean."
United States
Wayne D.
The price is €399
includes taxes & fees
11 Dec - 12 Dec
Spacious 4 Bd 4 Ba home close to all the best of San Jose

Marbella Lane Duplex Redwood City

3.5 star property
Palm Park
7.2 out of 10, Good, (15)
"We appreciated the space for sleeping just a few things to make it more pleasant First the side gates did not close/lock giving complete access to the yard which was a concern for the safety of our young grandchildren. Second we didn’t realize that more towels were accessible in the garage so we purchased some towels Third there was no couch for gathering and hanging out Now the good …the beds and linen were very nice the space for being all together was exactly what was needed for our...
United States
Veronica
Marbella Lane Duplex Redwood City

Gorgeous entire house in a Safe & Quiet Neighborhood (SFO/SF/Bart)

Millbrae
8.0 out of 10, Very good, (1)
"Overall, I had a good stay at this property. House was super clean, spacious, and very modern. My only complaints were that the owner did not send the code to the house until 35 minutes after she had specified we she would send. Also I did not appreciate how there was no communication that owner's cousin would come to the house to fix the security. She showed up out of no where without my knowledge and spent roughly 20-30 minutes to fix the security then left. Outside of the communication,...
United States
Nasser A.
Gorgeous entire house in a Safe & Quiet Neighborhood (SFO/SF/Bart)

Small Beach Cottage near the Coastal Trail and The Ritz

Half Moon Bay
9.8 out of 10, Exceptional, (113)
"We had an amazing stay! Perfect for what we needed and very close to everything in Half Moon Bay. Matt and Guliz were very responsive and friendly. We would absolutely stay again."
United States
Patrick C.
Small Beach Cottage near the Coastal Trail and The Ritz

W. Menlo Luxurious executive mansion over 4000sqft

West Menlo Park
9.6 out of 10, Exceptional, (20)
"Beautiful home with large bedrooms and a great kitchen area! Extremely clean! Owner had great communication the whole time. Will definitely be staying there again!!"
United States
Garrett W.
The price is €1,125
includes taxes & fees
9 Dec - 10 Dec
W. Menlo Luxurious executive mansion over 4000sqft
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.
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Top Portola Valley Hotel Reviews

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 €143 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?

Marbella Lane Duplex Redwood City: This holiday home rental outside Portola Valley is located near the airport, and has a patio, a private garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a microwave and a coffee maker, so that you can cook with friends or family.

How many holiday rentals will I find in Portola Valley?

Choose from 3 Expedia holiday rentals in Portola Valley for a memorable holiday.

What can I see and do in Portola Valley?

Silicon Valley 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.