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

Portola Valley Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Portola Valley holiday rentals

Terrace/patio

1. Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (58 reviews)
"The cabin was perfect for the two of us. The soothing sound of the stream and view of redwoods from the deck was wonderful."
United States
Jay
The price is HK$1,568
HK$2,647 total
includes taxes & fees
11 Aug - 12 Aug
Cottage In The Woods
1 bedroom, desk, WiFi, bed sheets

2. 214A - Cozy Studio with AC & Kitchen near Stanford

214A - Cozy Studio with AC & Kitchen near Stanford
Redwood City
9.0 out of 10, Wonderful, (6 reviews)
"Perfect stay for a quick get away! "
United States
Sylvia L.
The price is HK$870
HK$1,584 total
includes taxes & fees
27 Aug - 28 Aug
214A - Cozy Studio with AC & Kitchen near Stanford
Free minibar, laptop workspace, free WiFi, individually decorated

3. Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.4 out of 10, Very good, (24 reviews)
"This property is just what you need if you are looking for a peaceful place to escape to in the mountains. The host was very friendly and helpful. The chickens were adorable. And the view was breathtaking. We would definitely come back for another stay."
United States
Adrianna
The price is HK$1,052
HK$1,749 total
includes taxes & fees
4 Aug - 5 Aug
Mays Luxury Farm Stays
1 bedroom, in-room safe, desk, iron/ironing board

4. Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.6 out of 10, Exceptional, (22 reviews)
"Great stay for the area! Super easy check in and incredibly private stay. Clean, comfortable and quiet casita in a nice neighborhood. Exactly what I needed!"
United States
Emily B.
The price is HK$918
HK$1,647 total
includes taxes & fees
5 Aug - 6 Aug
Palo Alto Cottage: Privacy, Comfort & Convenience
Exterior

5. 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 HK$1,623
HK$2,392 total
includes taxes & fees
2 Sept - 3 Sept
Modern Guesthouse Retreat in the Heart of Silicon Valley
Terrace/patio

6. Nice one bedroom apartment for short getaways or temporary housing w/ fast WiFi

Nice one bedroom apartment for short getaways or temporary housing w/ fast WiFi
East Palo Alto
8.4 out of 10, Very good, (21 reviews)
"Nice place, easy check in"
United States
PHILLIP R.
The price is HK$776
HK$2,140 total
includes taxes & fees
4 Aug - 5 Aug
Nice one bedroom apartment for short getaways or temporary housing w/ fast WiFi
Interior

7. Marbella Lane - 3BR House Dtwn RWC Parking

Marbella Lane - 3BR House Dtwn RWC Parking
3.0 star property
Palm Park
The price is HK$2,298
HK$5,347 total
includes taxes & fees
30 Aug - 31 Aug
Marbella Lane - 3BR House Dtwn RWC Parking
Smart TV, Netflix, streaming services

8. Luxo Stays |Stanford| 3bd/2ba #pet #comfy

Luxo Stays |Stanford| 3bd/2ba #pet #comfy
East Palo Alto
8.8 out of 10, Excellent, (11 reviews)
"Love the neighborhood and the home. "
United States
Alvina V.
The price is HK$1,639
HK$5,897 total
includes taxes & fees
8 Aug - 9 Aug
Luxo Stays |Stanford| 3bd/2ba #pet #comfy
Interior

9. 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
8.2 out of 10, Very good, (11 reviews)
"Great placeGreat location 10 minutes from everything Palo Alto and Menlo Park"
United States
Christopher W.
The price is HK$1,122
HK$2,361 total
includes taxes & fees
15 Aug - 16 Aug
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
Terrace/patio

10. 2BR Belmont Treehouse near SFO, Caltrain & Levi's

2BR Belmont Treehouse near SFO, Caltrain & Levi's
Belmont
9.8 out of 10, Exceptional, (12 reviews)
"Host was very responsive. Very satisfied with the space. "
United States
Anonymous traveller
The price is HK$1,327
HK$2,682 total
includes taxes & fees
16 Aug - 17 Aug
2BR Belmont Treehouse near SFO, Caltrain & Levi's
1 bedroom, desk, iron/ironing board, travel cot

11. 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
The price is HK$2,103
HK$2,401 total
includes taxes & fees
7 Aug - 8 Aug
Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford
1 bedroom, iron/ironing board, WiFi, bed sheets

12. Small Beach Cottage near the Coastal Trail and The Ritz

Small Beach Cottage near the Coastal Trail and The Ritz
Arleta Park
9.8 out of 10, Exceptional, (132 reviews)
"A beautiful place perfect for our stay in Half Moon Bay. Convenient to the beach, cute, clean and very comfortable. We will definitely stay here again!"
United States
Tami S.
The price is HK$1,502
HK$2,958 total
includes taxes & fees
4 Aug - 5 Aug
Small Beach Cottage near the Coastal Trail and The Ritz
Beach

13. Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
10.0 out of 10, Exceptional, (24 reviews)
"Clean, cute quiet close to the beach"
United States
Sharee C.
The price is HK$1,475
HK$2,758 total
includes taxes & fees
9 Aug - 10 Aug
Modern Coastal Retreat, Walk to Downtown HMB & Beach
1 bedroom, desk, free WiFi, bed sheets

14. Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Cupertino
9.6 out of 10, Exceptional, (5 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 HK$1,098
HK$2,585 total
includes taxes & fees
18 Aug - 19 Aug
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Outdoor dining

15. Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Heritage Downtown
9.6 out of 10, Exceptional, (18 reviews)
"Great location and comfortable bed"
United States
Karly G.
The price is HK$1,290
HK$3,204 total
includes taxes & fees
5 Aug - 6 Aug
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Smart TV

16. Chic and Comfy Home in the Heart of Silicon Valley

Chic and Comfy Home in the Heart of Silicon Valley
North Whisman
10.0 out of 10, Exceptional, (19 reviews)
"We were in town for the niners game and this location was perfect for the stay def would come again"
United States
Nancy Q.
Chic and Comfy Home in the Heart of Silicon Valley
Fireplace

17. Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (69 reviews)
"Clean room. Nicely appointed. Laundry was very useful. Would stay again."
United States
Bryce
The price is HK$1,306
HK$1,482 total
includes taxes & fees
14 Aug - 15 Aug
Kasa University-Airport Santa Clara
Property grounds

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

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.6 out of 10, Excellent, (19 reviews)
"Peaceful location "
United States
Brian C.
The price is HK$1,176
HK$1,333 total
includes taxes & fees
4 Aug - 5 Aug
Cozy guest suite in Los Gatos - Beach in 30 min!
Exterior

19. 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, (6 reviews)
"Great place. Close to town."
United States
Bryan J.
The price is HK$3,749
HK$6,078 total
includes taxes & fees
14 Aug - 15 Aug
5mins walk 2 PA DT, Stanford, Dinning&Markets 2B2B
Terrace/patio

20. Oceanview Penthouse, Stylish & Walking to Beach

Oceanview Penthouse, Stylish & Walking to Beach
El Granada
10.0 out of 10, Exceptional, (45 reviews)
"Great little spot, awesome view and location. "
United States
Jessie k.
The price is HK$1,717
HK$2,549 total
includes taxes & fees
6 Aug - 7 Aug
Oceanview Penthouse, Stylish & Walking to Beach
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

Embassy Suites by Hilton San Francisco Airport Waterfront

Embassy Suites by Hilton San Francisco Airport Waterfront

10/10 Excellent
"Haven’t been back to this specific location in quite a while, but I was pleased to see that it was definitely up kept, and the room was perfect."
Jaliyl 1-night trip
Posted 3 hours ago
Embassy Suites by Hilton San Francisco Airport Waterfront

Find out more about Portola Valley

Search for holiday rentals in Portola Valley on Expedia! You can easily find your home rentals, villas, holiday apartments in Portola Valley using one of the methods below:

  • View our selection of featured holiday rentals in Portola Valley
  • Use the map to find apartments and other holiday homes in the Portola Valley neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Portola Valley while they last

Look no further and take a look at our great range of rental properties in Portola Valley!

Frequently asked questions

Can I find holiday rentals in Portola Valley?

Yes, there are holiday rentals in Portola Valley close to Labyrinth, 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?

'Treehouse' in the Redwoods - sleeps 4!: This holiday home rental outside of Portola Valley comes with WiFi so that you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Portola Valley?

Choose from 5 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. In the wider area, you’ll find popular places such as Levi's Stadium and California's Great America.

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.