A tree-lined path with a fence on either side, leading towards a sunset.

Holiday Homes in Portola Valley

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • 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

Our top choices for Portola Valley holiday homes

1. Modern Guesthouse Retreat in the Heart of Silicon Valley

Modern Guesthouse Retreat in the Heart of Silicon Valley
West Menlo Park
9.0 out of 10, Wonderful, (14 reviews)
"We weren’t actually able to stay at this lovely-looking property, but the hosts were kind and communication was great. "
United States
Anonymous traveller
The price is AU$454
includes taxes & fees
4 Sept - 5 Sept
Modern Guesthouse Retreat in the Heart of Silicon Valley

2. 2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
Menlo Park
8.0 out of 10, Very good, (13 reviews)
"Great placeGreat location 10 minutes from everything Palo Alto and Menlo Park"
United States
Christopher W.
The price is AU$419
includes taxes & fees
11 Sept - 12 Sept
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

3. Marbella Lane - 3BR House | DTWN RWC | Parking

Marbella Lane - 3BR House | DTWN RWC | Parking
Palm Park
7.4 out of 10, Good, (27 reviews)
"Good location, great house and very spacious "
United States
Anika S.
The price is AU$704
includes taxes & fees
7 Sept - 8 Sept
Marbella Lane - 3BR House | DTWN RWC | Parking

4. @ Marbella Lane - 2BR Guest House |DTWN RWC| Pking

@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking
Palm Park
7.4 out of 10, Good, (20 reviews)
"Safe neighborhood and easy check in/out. The beds are very comfortable and everything was in place and worked as listed. Management was very responsive and attentive. We loved that it was walking distance from some local restaurants that were delicious! We would stay there again. "
United States
Angela C.
The price is AU$580
includes taxes & fees
1 Oct - 2 Oct
@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking

5. 5mins walk 2 PA DT, Stanford, Dinning&Markets 2B2B

5mins walk 2 PA DT, Stanford, Dinning&Markets 2B2B
University South
10.0 out of 10, Exceptional, (7 reviews)
"Great place. Close to town."
United States
Bryan J.
The price is AU$691
includes taxes & fees
16 Sept - 17 Sept
5mins walk 2 PA DT, Stanford, Dinning&Markets 2B2B

6. Big Room Queen Bed & Sofa Bed/ Perfect environment

Big Room Queen Bed & Sofa Bed/ Perfect environment
Sunnyvale
The price is AU$336
includes taxes & fees
7 Sept - 8 Sept
Big Room Queen Bed & Sofa Bed/ Perfect environment

7. Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
Heritage Downtown
9.6 out of 10, Exceptional, (13 reviews)
"Great place, would stay again!"
United States
Marianna F.
The price is AU$357
includes taxes & fees
9 Sept - 10 Sept
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

8. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
7.2 out of 10, Good, (5 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is AU$453
includes taxes & fees
26 Sept - 27 Sept
Mid Century Garden View Home Parking

9. Downtown 1bd/1ba ADU

Downtown 1bd/1ba ADU
Heritage District
10.0 out of 10, Exceptional, (1 review)
"This location was FANTASTIC! I really didn’t realize when I booked how close it was to the CalTrain to go to San Francisco which made our weekends SO easy! It also had the cutest shopping area on the other side of the train that met all our needs. The room apartment was spacious and clean, and even had a tub which I didn’t realize was so rare in California lol! And even though there was an accident with a pipe in the laundry room, the host made sure it was clean and accessible! It was a truly...
United States
Kayla P.
The price is AU$401
includes taxes & fees
27 Sept - 28 Sept
Downtown 1bd/1ba ADU

10. Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford

Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford
Suburban Park - Lorelei Manor - Flood Park Triangle
Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford

11. Luxury Silicon Valley Work and Wellness Oasis

Luxury Silicon Valley Work and Wellness Oasis
Los Altos Hills
10.0 out of 10, Exceptional, (3 reviews)
"Excellent property and very responsive host. Would definitely recommend!"
United States
J S.
The price is AU$859
includes taxes & fees
14 Sept - 15 Sept
Luxury Silicon Valley Work and Wellness Oasis

12. Charming 1-bedroom house in superb San Jose with AC, WiFi

Charming 1-bedroom house in superb San Jose with AC, WiFi
West San Jose
5.2 out of 10, (5 reviews)
"When we went to the place we had issues finding our way to enter the property the landlord was able to give me some information about how to get in. The she mentioned she forgot to clean the place. We got in and found used towels all around with weird smell. The places wasn’t cleared. And what she offered to solve was to wait like 2 hours for her to arrive that will give us clean bed sheets for us to change. We had driven a lot to find where we stay will be clean at least. So we managed to...
United States
Julio M.
The price is AU$270
includes taxes & fees
8 Sept - 9 Sept
Charming 1-bedroom house in superb San Jose with AC, WiFi

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

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
South Downtown
9.4 out of 10, Exceptional, (42 reviews)
"The property is clean, convenient, and well-appointed. Owner communication was great. Would rent again in a heartbeat. "
United States
Carmela
The price is AU$674
includes taxes & fees
9 Sept - 10 Sept
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

14. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
The price is AU$395
includes taxes & fees
26 Sept - 27 Sept
Mid Century Garden View Home Parking

15. Lovely Palo Alto Cottage ~ Near Stanford, tech companies

Lovely Palo Alto Cottage ~ Near Stanford, tech companies
Barron Park
9.4 out of 10, Exceptional, (6 reviews)
"It was a nice place to stay. Property owner was very nice and helpful."
United States
Connie M.
Lovely Palo Alto Cottage ~ Near Stanford, tech companies

16. Spacious 4-bedroom sleek brand new townhome in the heart of Silicon Valley

Spacious 4-bedroom sleek brand new townhome in the heart of Silicon Valley
Palm Park
7.8 out of 10, Good, (10 reviews)
"Very spacious and the extra bed was handy and comfortable. Everything was clean and the garage parking was an extra perk! On a busy street, but it was quiet inside and the nearby traffic light ensured breaks in traffic while waiting to pull out. "
United States
Linda J.
The price is AU$1,124
includes taxes & fees
7 Sept - 8 Sept
Spacious 4-bedroom sleek brand new townhome in the heart of Silicon Valley

17. Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
8.0 out of 10, Very good, (31 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
The price is AU$256
includes taxes & fees
10 Sept - 11 Sept
Gourmet Kitchen + Private Front Yard + Parking

18. Charming Garden Cottage- steps to historic Old Town Half Moon Bay

Charming Garden Cottage- steps to historic Old Town Half Moon Bay
Heritage Downtown
9.8 out of 10, Exceptional, (62 reviews)
"My family and I enjoyed spending time together at this lovely home. The home had many amenities including the fire pit and hot tub. The beds were comfortable as was the sofa sleeper. The home is very close to town and a litlle over a mile to to the nearest beach The host was communicative and the response time was impressive. I would definitely considering staying here, again"
United States
Mother.Nature
Charming Garden Cottage- steps to historic Old Town Half Moon Bay

19. Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
Miramar
9.8 out of 10, Exceptional, (25 reviews)
"Very pleasant in great location "
United States
Eric B.
The price is AU$474
includes taxes & fees
9 Sept - 10 Sept
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

20. Brand new house 1.2 miles to Levi`s stadium

Brand new house 1.2 miles to Levi`s stadium
Santa Clara
The price is AU$603
includes taxes & fees
16 Sept - 17 Sept
Brand new house 1.2 miles to Levi`s stadium
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

Portola Valley Holiday Homes information

Number of reviews
224
Accommodation
806 Holiday Homes
Lowest Price
AU$256
Highest Price
AU$1,124