Photo by Ragini Srinivasan

Holiday Homes in Portola Valley

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Featured Holiday Homes in Portola Valley

Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.

The price is AU$14,092
includes taxes & fees
31 Aug - 1 Sept
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.

Spacious High Ceilings 5br/3bath. SF Bay Area

8.0 out of 10, Very good, (4)
"This property fit our family, but it is apparent this is an income property. The home has no air conditioning -- which we found out only days before checking in -- and only one small fan. Since I am asthmatic this resulted in significant breathing problems. There were 1 washcloth and 2 bath towels in each bathroom for a total of 3 washcloths and 6 towels for 9 people. We finally found more towels in a cabinet upstairs, but had to go buy washcloths. In the kitchen, there were no towels to dry or...
The price is AU$871
includes taxes & fees
2 Sept - 3 Sept
Spacious High Ceilings 5br/3bath. SF Bay Area

Comfortable Room in lovely San Jose with Wi-Fi, air conditioning, fitness room.

The price is AU$198
includes taxes & fees
31 Aug - 1 Sept
Comfortable Room in lovely San Jose with Wi-Fi, air conditioning, fitness room.

Brand new family hotel,1 room:5-10minutes walk to market,restaurant,Bart station

2.0 star property
The price is AU$187
includes taxes & fees
31 Aug - 1 Sept
Brand new family hotel,1 room:5-10minutes walk to market,restaurant,Bart station

Either Way Hideaway

2.0 star property
10.0 out of 10, Exceptional, (8)
"Very serene, nice outdoor spaces, close to Boulder Creek. "
The price is AU$558
includes taxes & fees
22 Sept - 23 Sept
Either Way Hideaway

Charming townhome in Central Fremont with AC.5 mins to Kaiser, Washington, Tesla

The price is AU$242
includes taxes & fees
31 Aug - 1 Sept
Charming townhome in Central Fremont with AC.5 mins to Kaiser, Washington, Tesla

Mid Century Garden View Home Parking

2.0 star property
8.0 out of 10, Very good, (1)
"This is a very clean comfortable property! "
The price is AU$533
includes taxes & fees
20 Sept - 21 Sept
Mid Century Garden View Home Parking

Downtown SJ The Hensley House

9.0 out of 10, Wonderful, (31)
"Property was great. Street parking was easy and free. Fun stay"
The price is AU$355
includes taxes & fees
31 Aug - 1 Sept
Downtown SJ The Hensley House

RainierADU · Spacious CRTL San Jose 1B w/crib free street prkg

2.0 star property
10.0 out of 10, Exceptional, (1)
"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. "
The price is AU$495
includes taxes & fees
31 Aug - 1 Sept
RainierADU · Spacious CRTL San Jose 1B w/crib free street prkg

Best Value Charming Comfy 4B2B SAN JOSE PRIME LOCATION

9.4 out of 10, Exceptional, (3)
"This property is extremely clean. Very nicely decorated the beds were comfortable. Nice sitting area in the dining room and living room. Sweet little backyard to sit and enjoy all the birds singing."
The price is AU$693
includes taxes & fees
31 Aug - 1 Sept
Best Value Charming Comfy 4B2B SAN JOSE PRIME LOCATION

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

10.0 out of 10, Exceptional, (3)
"Loved the place & highly recommend anyone travelling with fam.Next time gonna book again "
The price is AU$1,044
includes taxes & fees
31 Aug - 1 Sept
Nice open concept 4bdr/2.5bath in great part of South San Jose

Cozy guest suite in Los Gatos - Beach in 30 min!

8.4 out of 10, Very good, (10)
"We enjoyed our brief stay here and loved the beautiful view. Host was helpful in providing directions to get to the property."
The price is AU$337
includes taxes & fees
7 Sept - 8 Sept
Cozy guest suite in Los Gatos - Beach in 30 min!

Modern Guesthouse Retreat in the Heart of Silicon Valley

10.0 out of 10, Exceptional, (1)
"Perfect! The guesthouse was comfortable, clean and as described. The host were kind, welcoming and very easy to work with. Highly recommend!"
The price is AU$392
includes taxes & fees
31 Aug - 1 Sept
Modern Guesthouse Retreat in the Heart of Silicon Valley

Gourmet Kitchen + Private Front Yard + Parking

7.8 out of 10, Good, (12)
"The host was welcoming and exceeded our expectations only note I have is to bring a highchair if traveling with a little one and a hand towel for dishes ! "
Gourmet Kitchen + Private Front Yard + Parking

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

9.6 out of 10, Exceptional, (31)
"It was a very relaxing , pleasant stay !"
The price is AU$659
includes taxes & fees
4 Sept - 5 Sept
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

The price is AU$202
includes taxes & fees
7 Sept - 8 Sept
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

Convenient Modern COZY 4BA/2BR Hidden GEM

10.0 out of 10, Exceptional, (4)
"Very nice property"
The price is AU$661
includes taxes & fees
24 Sept - 25 Sept
Convenient Modern COZY 4BA/2BR Hidden GEM

Spacious 3BR Home with Bay Views in Foster City

10.0 out of 10, Exceptional, (3)
"Very nice home, amazing to cross the street and walk along side the bay. The home is as described. "
The price is AU$1,246
includes taxes & fees
21 Sept - 22 Sept
Spacious 3BR Home with Bay Views in Foster City

Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area

9.6 out of 10, Exceptional, (54)
"The property is super clean"
The price is AU$854
includes taxes & fees
18 Sept - 19 Sept
Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area

Fremont - Studio Unit

10.0 out of 10, Exceptional, (1)
"Great communication with Mgr., clean open spaces for a quick safe trip to Santa Clara. Parking abundant. Thank you all. "
The price is AU$309
includes taxes & fees
3 Sept - 4 Sept
Fremont - Studio Unit
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Portola Valley Hotel Reviews

Find out more about Portola Valley

Find out more about Portola Valley

Portola Valley Holiday Homes information

Number of reviews
Accommodation
979 Holiday Homes
Lowest Price
AU$355
Highest Price
AU$1,048