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Portola Valley Holiday Rentals

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Our top choices for Portola Valley holiday rentals

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 NZ$565
includes taxes & fees
11 Aug - 12 Aug
Cottage In The Woods

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 NZ$319
includes taxes & fees
3 Sept - 4 Sept
214A - Cozy Studio with AC & Kitchen near Stanford

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 NZ$379
includes taxes & fees
25 Aug - 26 Aug
Mays Luxury Farm Stays

4. Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.6 out of 10, Exceptional, (23 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 NZ$360
includes taxes & fees
10 Aug - 11 Aug
Palo Alto Cottage: Privacy, Comfort & Convenience

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 NZ$562
includes taxes & fees
1 Sept - 2 Sept
Modern Guesthouse Retreat in the Heart of Silicon Valley

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 NZ$464
includes taxes & fees
11 Aug - 12 Aug
Nice one bedroom apartment for short getaways or temporary housing w/ fast WiFi

7. Marbella Lane - 3BR House Dtwn RWC Parking

Marbella Lane - 3BR House Dtwn RWC Parking
3.0 star property
Palm Park
The price is NZ$1,141
includes taxes & fees
30 Aug - 31 Aug
Marbella Lane - 3BR House Dtwn RWC Parking

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 NZ$1,216
includes taxes & fees
8 Aug - 9 Aug
Luxo Stays |Stanford| 3bd/2ba #pet #comfy

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 NZ$505
includes taxes & fees
16 Aug - 17 Aug
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

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

2BR Belmont Treehouse near SFO, Caltrain & Levi's
Belmont
9.8 out of 10, Exceptional, (14 reviews)
"Host was very responsive. Very satisfied with the space. "
United States
Anonymous traveller
The price is NZ$517
includes taxes & fees
17 Aug - 18 Aug
2BR Belmont Treehouse near SFO, Caltrain & Levi's

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 NZ$505
includes taxes & fees
7 Aug - 8 Aug
Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford

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 NZ$632
includes taxes & fees
17 Aug - 18 Aug
Small Beach Cottage near the Coastal Trail and The Ritz

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 NZ$580
includes taxes & fees
9 Aug - 10 Aug
Modern Coastal Retreat, Walk to Downtown HMB & Beach

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 NZ$555
includes taxes & fees
10 Aug - 11 Aug
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

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

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Heritage Downtown
9.4 out of 10, Exceptional, (19 reviews)
"Great location and comfortable bed"
United States
Karly G.
The price is NZ$422
includes taxes & fees
16 Aug - 17 Aug
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

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.
The price is NZ$820
includes taxes & fees
26 Aug - 27 Aug
Chic and Comfy Home in the Heart of Silicon Valley

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 NZ$269
includes taxes & fees
14 Aug - 15 Aug
Kasa University-Airport Santa Clara

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

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.2 out of 10, Very good, (20 reviews)
"Peaceful location "
United States
Brian C.
The price is NZ$289
includes taxes & fees
24 Aug - 25 Aug
Cozy guest suite in Los Gatos - Beach in 30 min!

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 NZ$1,276
includes taxes & fees
5 Sept - 6 Sept
5mins walk 2 PA DT, Stanford, Dinning&Markets 2B2B

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 NZ$540
includes taxes & fees
20 Aug - 21 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

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 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 NZ$269 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 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.