Portola Valley Holiday Rentals

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Our top choices for Portola Valley holiday rentals

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 AU$259
includes taxes & fees
24 Feb - 25 Feb
Mays Luxury Farm Stays
The price is AU$210
includes taxes & fees
24 Feb - 25 Feb
Comfortable Room in lovely San Jose with TV, WiFi, mini-fridge,maker, microwave

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 AU$512
includes taxes & fees
25 Feb - 26 Feb
Redwood Home - view of the river!

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 AU$497
includes taxes & fees
27 Feb - 28 Feb
Mid Century Garden View Home Parking
The price is AU$240
includes taxes & fees
22 Mar - 23 Mar
Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking
The price is AU$255
includes taxes & fees
2 Mar - 3 Mar
Elegant Spacious King Suite, Laundry, Full Kitchen
10.0 out of 10, Exceptional, (10 reviews)
"Cottage was perfect for our short stay. Location was convenient and quiet. It was nice to have a washer and a dryer.Host was very responsive and able to accommodate an earlier check-in time."
United States
Kate P.
The price is AU$304
includes taxes & fees
28 Feb - 1 Mar
Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP
3.0 star property
The price is AU$508
includes taxes & fees
8 Mar - 9 Mar
Walk to Dtwn San Jose & Sjsu: Charming + Cozy Gem!
7.8 out of 10, Good, (18 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
The price is AU$267
includes taxes & fees
1 Mar - 2 Mar
Gourmet Kitchen + Private Front Yard + Parking
9.8 out of 10, Exceptional, (6 reviews)
"This is a great place for a group of 3 or 4 people to stay. It’s clean, nicely furnished, and the owners are easy to communicate with."
United States
Dave J.
The price is AU$611
includes taxes & fees
27 Feb - 28 Feb
@ Marbella Lane - 2BR LwrLvl | DTWN SJ | Ldry + P
9.8 out of 10, Exceptional, (116 reviews)
"The property was tucked away in a quiet neighborhood and it felt like a very private oasis all to myself. It was exceptionally clean and perfectly cozy for me to stay in for a few days. I would definitely stay again if I am ever in the area! "
United States
Courtney D.
The price is AU$413
includes taxes & fees
24 Feb - 25 Feb
Small Beach Cottage near the Coastal Trail and The Ritz
8.8 out of 10, Excellent, (15 reviews)
"Communication was good and the suite was clean"
United States
Melanie
The price is AU$216
includes taxes & fees
3 Mar - 4 Mar
Serene Guest Suite w/ Private Bath and Kitchenette

Holiday Home in Downtown San Jose

Charming Craftsman in Downtown SJ
The price is AU$565
includes taxes & fees
25 Feb - 26 Feb
Charming Craftsman in Downtown SJ
10.0 out of 10, Exceptional, (6 reviews)
"Good clean property and check in was easy"
United States
Brij P.
The price is AU$213
includes taxes & fees
24 Feb - 25 Feb
"Queens Palace" Studio Apt Business Ready - San Jose

Cabin in Boulder Creek

Either Way Hideaway
10.0 out of 10, Exceptional, (15 reviews)
"We had a beautiful stay here. Everything was just as described and the surroundings were amazing. "
United States
Vita P.
Either Way Hideaway
9.6 out of 10, Exceptional, (7 reviews)
"The property was perfect for my wife and I to surprise our kids with their first niners game at Levi's stadium! It was close proximity to everything we wanted to do and the hosts were great from booking all the way through our check-out!"
United States
Josh V.
The price is AU$399
includes taxes & fees
1 Mar - 2 Mar
Serene 2BR Bungalow - Parking + Laundry + Sleep 6
9.8 out of 10, Exceptional, (37 reviews)
"Great place and a great location. We had a great time. Thanks "
United States
Justin B.
The price is AU$531
includes taxes & fees
25 Feb - 26 Feb
Luxury Spa Retreat Guest House with Ocean View
9.6 out of 10, Exceptional, (4 reviews)
"This property is located in a residential and quiet neighborhood with a nice park within walking distance! Great place for someone who is traveling by themselves!"
United States
Kevin
The price is AU$469
includes taxes & fees
24 Feb - 25 Feb
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
8.6 out of 10, Excellent, (4 reviews)
"Clean, simple, well stocked!"
United States
Ben
The price is AU$254
includes taxes & fees
28 Feb - 1 Mar
214A - Cozy Studio with AC & Kitchen near Stanford
8.6 out of 10, Excellent, (13 reviews)
"Amazing views from the back porch. Very easy to check in and check out. The property is beautiful. Lots of great places nearby to eat, drink, or grab a cup of coffee.Would recommend."
United States
Immanuel D.
The price is AU$291
includes taxes & fees
7 Mar - 8 Mar
Cozy guest suite in Los Gatos - Beach in 30 min!
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 favourite 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 depend 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 AU$195 per night. Entering your travel dates in the search wizard might find you 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.