Holiday Rentals in Portola Valley

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Our top choices for Portola Valley holiday rentals

Holiday Home in East San Mateo

Mid Century Garden View Home Parking
2.0 star property
8.6 out of 10, Excellent, (4 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is €322
includes taxes & fees
24 Jan - 25 Jan
Mid Century Garden View Home Parking

Holiday Home in Ben Lomond

Redwood Home - view of the river!
9.8 out of 10, Exceptional, (34 reviews)
"Great place"
United States
david l.
The price is €297
includes taxes & fees
26 Jan - 27 Jan
Redwood Home - view of the river!

Cabin in Los Gatos

Mays Luxury Farm Stays
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"Great Location with comfortable beds and a stunning view from the porch and windows. Loved feeding the koi. "
United States
Bryce
The price is €211
includes taxes & fees
25 Jan - 26 Jan
Mays Luxury Farm Stays

Aparthotel in Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
9.0 out of 10, Wonderful, (59 reviews)
"Clean room, quiet, quick response from staff with question"
United States
Rene
The price is €118
includes taxes & fees
25 Jan - 26 Jan
Kasa University-Airport Santa Clara

Holiday Home in North Whisman

Walk to Google 3BR Home Yard & Kitchen
2.0 star property
The price is €5,790
includes taxes & fees
30 Jan - 31 Jan
Walk to Google 3BR Home Yard & Kitchen
10.0 out of 10, Exceptional, (10 reviews)
"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 €177
includes taxes & fees
9 Feb - 10 Feb
Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP

Holiday Home in Ben Lomond

'Treehouse' in the Redwoods - sleeps 4!
10.0 out of 10, Exceptional, (7 reviews)
"Stay was great, it was perfect for what we needed. House was such a great costal vibe and the property was beautiful and quiet. "
United States
Nicole B.
'Treehouse' in the Redwoods - sleeps 4!
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Our stay was a short one while we were visiting our daughter who lives less than a mile away. We spent most of our time at our daughter’s house and really only slept at this property. It was very clean and well-stocked in a great neighborhood and within walking distance of a number of great eateries and small shops. "
United States
Christiane J.
The price is €276
includes taxes & fees
25 Jan - 26 Jan
RainierADU · Spacious CRTL San Jose 1B w/crib free street prkg
The price is €8,347
includes taxes & fees
24 Jan - 25 Jan
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.
9.6 out of 10, Exceptional, (10 reviews)
"Beautiful and great! Friendly hosts"
United States
C D.
The price is €199
includes taxes & fees
16 Feb - 17 Feb
Palo Alto Cottage: Privacy, Comfort & Convenience
2.0 star property
10.0 out of 10, Exceptional, (7 reviews)
"Beach nearby. Very clean and nice vacation rental. The hosts really care about their guests and it shows. "
United States
Angela
The price is €271
includes taxes & fees
25 Jan - 26 Jan
Modern Coastal Retreat, Walk to Downtown HMB & Beach
10.0 out of 10, Exceptional, (36 reviews)
"The studio is in a great location and is centrally located within walking distance to shops and restaurants. Pictures were accurate and the place was spotless; would definitely stay here again."
United States
Steven D.
The price is €276
includes taxes & fees
25 Jan - 26 Jan
Oceanview Penthouse, Stylish & Walking to Beach

Apartment in East San Mateo

LakeFront Lavender House
2.0 star property
The price is €328
includes taxes & fees
25 Jan - 26 Jan
LakeFront Lavender House
9.4 out of 10, Exceptional, (6 reviews)
"Montera Penthouse is bright and spacious, well-appointed and very comfortable. It has everything you need! Everything is within walking distance or a short drive. It's also nice that it faces the back so you don't get the traffic and noise of Main Street. Plus, you can catch a good sunset from the back deck if you can't get down to the beach in time. We really enjoyed it here!"
United States
Vikki C.
The price is €191
includes taxes & fees
25 Jan - 26 Jan
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
3.0 star property
The price is €251
includes taxes & fees
26 Jan - 27 Jan
Walk to Dtwn San Jose & Sjsu: Charming + Cozy Gem!
9.8 out of 10, Exceptional, (8 reviews)
"Ideal location, walking distance from popular San Jose points of interest. House had a great layout and style. Would stay there again."
United States
Liberato M.
The price is €219
includes taxes & fees
25 Jan - 26 Jan
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
9.2 out of 10, Wonderful, (81 reviews)
"loved the property. Would stay again."
United States
Bella S.
The price is €244
includes taxes & fees
27 Jan - 28 Jan
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
8.2 out of 10, Very good, (11 reviews)
"We had a wonderful stay at Eric's lovely home. The view is not to be believed, and the rooms were comfortable and clean. We hope to return as soon as possible. Thanks Eric!"
United States
Susan & David S.
The price is €179
includes taxes & fees
24 Jan - 25 Jan
Cozy guest suite in Los Gatos - Beach in 30 min!
10.0 out of 10, Exceptional, (2 reviews)
"Convenient location in mid town San Jose, close to everything.pet friendly by host ( I don’t have pet)Brand new immaculate ADU with smart new Samsungappliances, well stocked in every room.ADU is so clean and neat to the point I don’t want to mess up with even avoided to cook smelly foods.Parking either in the garage or behind the lock gate.Very nice owner, gave directions clearly , Overall this ADU is one of the best vacations rentals i had stayed . I want to rent this rental again when I am...
United States
Hang N.
The price is €280
includes taxes & fees
25 Jan - 26 Jan
Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown
8.6 out of 10, Excellent, (4 reviews)
"Clean, simple, well stocked!"
United States
Ben
The price is €156
includes taxes & fees
30 Jan - 31 Jan
214A - Cozy Studio with AC & Kitchen near Stanford
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 €107 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 Triplex San Jose: This holiday home rental outside of Portola Valley has a TV and free WiFi 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?

Silicon Valley and Santa Cruz Mountains are a couple of lovely local spots to get outside and enjoy nature. Horse Park at Woodside and Foothills Park are other places to visit while you're in town.

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.