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Portola Valley Holiday Rentals

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Holiday Rentals in Portola Valley

lx51 History in Pescadero
10.0 out of 10, Exceptional, (1)
"Great location and the backyard was so relaxing. It was a lovely getaway and we look forward to staying there in the future "
United States
jess w.
The price is NZ$842
includes taxes & fees
6 Nov - 7 Nov
lx51 History in Pescadero
Either Way Hideaway
2.0 star property
10.0 out of 10, Exceptional, (11)
"Beautiful location, perfect for a peaceful get away.Great hosts!"
United States
Cristina W.
The price is NZ$570
includes taxes & fees
17 Nov - 18 Nov
Either Way Hideaway
Mid Century Garden View Home Parking
2.0 star property
8.0 out of 10, Very good, (2)
"This is a very clean comfortable property! "
United States
Serena
The price is NZ$544
includes taxes & fees
31 Oct - 1 Nov
Mid Century Garden View Home Parking
Comfortable Room in lovely San Jose with Wi-Fi, air conditioning, fitness room.
The price is NZ$246
includes taxes & fees
31 Oct - 1 Nov
Comfortable Room in lovely San Jose with Wi-Fi, air conditioning, fitness room.
Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP
10.0 out of 10, Exceptional, (8)
"This was a fantastic place to stay, exactly as the pictures showed it to be. Would definitely stay here again!"
United States
Deirdre S.
The price is NZ$390
includes taxes & fees
26 Oct - 27 Oct
Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP
"Queens Palace" Studio Apt Business Ready - San Jose
10.0 out of 10, Exceptional, (4)
"The place was perfect for my needs, clean/easy to access, instructions were clear."
United States
Vishwas N.
The price is NZ$265
includes taxes & fees
26 Oct - 27 Oct
"Queens Palace" Studio Apt Business Ready - San Jose
Oceanview Penthouse, Stylish & Walking to Beach
10.0 out of 10, Exceptional, (32)
"The property had a great ocean view and was very homey with nice amenities. There are quite a few steps to reach the room, but once you get there its amazing. Very close to the harbor with lots of restaurants."
United States
Linda
The price is NZ$556
includes taxes & fees
27 Oct - 28 Oct
Oceanview Penthouse, Stylish & Walking to Beach
Private Queen Suite with Pool and Hot Tub
9.8 out of 10, Exceptional, (10)
"We had a great stay, place was clean and comfortable and the pool and hot tub were great."
United States
Deanna C.
The price is NZ$445
includes taxes & fees
26 Oct - 27 Oct
Private Queen Suite with Pool and Hot Tub
Mays Luxury Farm Stays
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is NZ$371
includes taxes & fees
28 Oct - 29 Oct
Mays Luxury Farm Stays
Luxury stay near Oakridge Mall for vacation/work
9.8 out of 10, Exceptional, (69)
"The property was very clean and in a convenient location. We would stay there again and San Jose is a pretty city. The owner was very helpful with telling us where we need to go and what we need to see."
United States
Patricia G.
The price is NZ$439
includes taxes & fees
27 Oct - 28 Oct
Luxury stay near Oakridge Mall for vacation/work
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
9.4 out of 10, Exceptional, (3)
"Location, clean rooms,"
United States
Sheridan D.
The price is NZ$295
includes taxes & fees
28 Oct - 29 Oct
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
Cute Cabin in the redwoods.
9.0 out of 10, Wonderful, (28)
"Nice tiny place and perfect for 2 people. "
United States
Zoe C.
The price is NZ$441
includes taxes & fees
31 Oct - 1 Nov
Cute Cabin in the redwoods.
Modern Coastal Retreat, Walk to Downtown HMB & Beach
2.0 star property
10.0 out of 10, Exceptional, (5)
"The house was exactly what we were hoping for. Enjoyed our stay very much!"
United States
Avigail G.
The price is NZ$626
includes taxes & fees
11 Nov - 12 Nov
Modern Coastal Retreat, Walk to Downtown HMB & Beach
🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley
9.4 out of 10, Exceptional, (10)
"This property was exceptional! The cleanliness was impeccable, the space was spacious, and the amenities provided were abundant. The location was perfect, with numerous restaurants and a grocery store within easy walking distance. Highly recommended for a comfortable and convenient stay. 5 stars!"
United States
maggie c.
🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley
Santana Row Properties #6 - Silicon Valley Getaway
10.0 out of 10, Exceptional, (15)
"Wonderful "
United States
Robyn B.
The price is NZ$780
includes taxes & fees
26 Oct - 27 Oct
Santana Row Properties #6 - Silicon Valley Getaway
Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown
2.0 star property
The price is NZ$343
includes taxes & fees
5 Nov - 6 Nov
Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown
ADU studio guesthouse unit in a brand new 2/3 acre Spanish mansion In Atherton
2.0 star property
9.0 out of 10, Wonderful, (4)
"Great restful stay at a cute spot near Stanford health care facilities."
United States
Mike M.
The price is NZ$630
includes taxes & fees
6 Nov - 7 Nov
ADU studio guesthouse unit in a brand new 2/3 acre Spanish mansion In Atherton
Secluded Forest Oasis - Your Ultimate Retreat Awaits!
10.0 out of 10, Exceptional, (13)
"Very nice home with lots of space to hang out and relax. We had two families and it accommodated us very well. Lots of bathrooms for everyone. "
United States
Todd S.
Secluded Forest Oasis - Your Ultimate Retreat Awaits!
Remote work, visitor's Love 4B with 2x suites /3BR- Levis, Kaiser, Great America
9.6 out of 10, Exceptional, (22)
"Stayed here with wife and kids during the holidays. Plenty of space, clean, and quiet neighborhood. Owner responded quickly to all our questions and made sure the stay was enjoyable. "
United States
Tom P.
The price is NZ$725
includes taxes & fees
10 Nov - 11 Nov
Remote work, visitor's Love 4B with 2x suites /3BR- Levis, Kaiser, Great America
Brand New Guest Suite + Luxurious Bath, Near SJC
8.4 out of 10, Very good, (15)
"Just a room and a bath in a good locationMet my needs -- would stay there againI recommend it"
United States
Elena L.
The price is NZ$198
includes taxes & fees
27 Oct - 28 Oct
Brand New Guest Suite + Luxurious Bath, Near SJC
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, 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 NZ$275 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?

Either Way Hideaway: This holiday home rental outside of Portola Valley is located on a river, and has a garden, 1 hot tub and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Silicon Valley 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.