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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Portola Valley holiday rentals

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1. Mint House Menlo Park by Kasa

Mint House Menlo Park by Kasa
4.0 star property
Menlo Park
7.4 out of 10, Good, (39 reviews)
"The property was beautiful and looked exactly like the photos. It was in a very nice clean area, pet friendly, and had a lot of space to work. We did not get to check out the gym but it looked very nice as well! Definitely looking forward to staying at other Kasa properties in the future!"
United States
Tiffanie
The price is NZ$278
includes taxes & fees
4 Dec - 5 Dec
Mint House Menlo Park by Kasa
A wooden deck with a metal railing overlooking a forested area.

2. Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (62 reviews)
"We really enjoyed our stay here! One of the best equipped houses we’ve ever rented , and the lovey creek babbling by the porch , it was awesome."
United States
Donna M.
The price is NZ$574
includes taxes & fees
6 Nov - 7 Nov
Cottage In The Woods
A bedroom with a bed, a desk, a chair, a window, and a door.

3. 214A - Cozy Studio with AC & Kitchen near Stanford

214A - Cozy Studio with AC & Kitchen near Stanford
Redwood City
9.0 out of 10, Wonderful, (8 reviews)
"Perfect stay for a quick get away! "
United States
Sylvia L.
The price is NZ$303
includes taxes & fees
5 Nov - 6 Nov
214A - Cozy Studio with AC & Kitchen near Stanford
A modern, well-lit room with a bed, a dining area with a table and chairs, a TV mounted on the wall, and a large window providing natural light.

4. Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.2 out of 10, Wonderful, (29 reviews)
"It was a great cozy space and perfect for our trip to the area! Super accessible, but also very private. Absolutely worth the trip here!"
United States
Cera B.
The price is NZ$356
includes taxes & fees
16 Nov - 17 Nov
Palo Alto Cottage: Privacy, Comfort & Convenience
A wooden deck with a white bathtub, wooden pergola, and a blue wall with a sign.

5. Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.8 out of 10, Excellent, (40 reviews)
"though a bit off the beaten path--accomodations were great, relaxing after a hard day work on the deck and the welcome addition and unexpected treat of farm fresh eggs!"
United States
Mark
The price is NZ$372
includes taxes & fees
5 Nov - 6 Nov
Mays Luxury Farm Stays
A bedroom with a bed, a window, an air conditioning unit, and a door leading to another room.

6. Marbella Lane - 3BR House Dtwn RWC Parking

Marbella Lane - 3BR House Dtwn RWC Parking
3.0 star property
Palm Park
The price is NZ$997
includes taxes & fees
9 Nov - 10 Nov
Marbella Lane - 3BR House Dtwn RWC Parking
A modern kitchen with a central island, bar stools, and a dining area.

7. 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 NZ$493
includes taxes & fees
14 Nov - 15 Nov
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
A coastal view with a rocky shoreline, waves crashing onto the beach, and a clear sky.

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

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
10.0 out of 10, Exceptional, (33 reviews)
"Excellent host and house! Home was exceptionally clean, amazing bathroom, and short walk to the beach. We truly loved our stay!"
United States
Cortney P.
The price is NZ$596
includes taxes & fees
9 Nov - 10 Nov
Modern Coastal Retreat, Walk to Downtown HMB & Beach
An outdoor patio area with a wooden deck, two wicker chairs, a small table, and a wooden staircase leading to an upper level.

9. 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
8.2 out of 10, Very good, (24 reviews)
"We enjoyed our stay! Great location and perfect for our needs. Will book again!"
United States
Jill J.
The price is NZ$525
includes taxes & fees
6 Nov - 7 Nov
Nice one bedroom apartment for short getaways or temporary housing w/ fast WiFi
A spacious loft-style room with a high ceiling, a wooden staircase, a bed with a blue upholstered headboard, a kitchen area with a wooden countertop, and a skylight.

10. 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, (138 reviews)
"Great little place!"
United States
Jeffrey B.
The price is NZ$637
includes taxes & fees
10 Nov - 11 Nov
Small Beach Cottage near the Coastal Trail and The Ritz
Free Wifi - seat back and relax while you watch your favorite movie.

11. 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$769
includes taxes & fees
6 Nov - 7 Nov
Chic and Comfy Home in the Heart of Silicon Valley
A courtyard with outdoor seating, a bicycle, and a building with a shop entrance.

12. 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, (22 reviews)
"Great location and comfortable bed"
United States
Karly G.
The price is NZ$544
includes taxes & fees
5 Nov - 6 Nov
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
A restaurant with wooden flooring, black chairs, hanging plants, and a bar area.

13. Large 2BD, 2BA Private Whole House Walking Distance from Downtown Mountain View!

Large 2BD, 2BA Private Whole House Walking Distance from Downtown Mountain View!
Shoreline West
9.4 out of 10, Exceptional, (16 reviews)
"Amazing stay and an even more amazing host! Easy to communicate with host and love everything about our stay! Would book again and recommend to friends!"
United States
Celia C.
Large 2BD, 2BA Private Whole House Walking Distance from Downtown Mountain View!
A modern bedroom with a bed, bedside table, mirror, and a wall with vertical wooden slats.

14. 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
A staircase with wooden beams and large windows overlooking a beach.

15. 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, (26 reviews)
"Very pleasant in great location "
United States
Eric B.
The price is NZ$747
includes taxes & fees
6 Nov - 7 Nov
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
A spacious living room with a fireplace, a television, and comfortable seating.

16. Beach Cottage Near the Coastal Trail and the Ritz

Beach Cottage Near the Coastal Trail and the Ritz
Arleta Park
10.0 out of 10, Exceptional, (50 reviews)
"We had an amazing week staying at this adorable cottage. It was clean, bright and welcoming. The outdoor shower was clutch post beach time and the yard allowed for our dog to enjoy the trip as much as we did. Add in the access to the coastal trail and it was unbeatable. We would love to stay here again for another adventure in Half Moon Bay!"
United States
rita m.
The price is NZ$1,102
includes taxes & fees
5 Nov - 6 Nov
Beach Cottage Near the Coastal Trail and the Ritz
A hot tub in a backyard with a wooden deck, outdoor furniture, and a wooden fence.

17. 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, (68 reviews)
"Clean; cheerful! Wonderful location."
United States
Catherine
The price is NZ$814
includes taxes & fees
16 Nov - 17 Nov
Charming Garden Cottage- steps to historic Old Town Half Moon Bay
A bedroom with a bed, a bedside table with a lamp, a trash bin, and a painting on the wall.

18. @ 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)
"Nice clean quiet place to spend the night while on a short business trip."
United States
Don
The price is NZ$706
includes taxes & fees
1 Dec - 2 Dec
@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking
A bedroom with a bed, a bedside table with a lamp, a trash bin, and a painting on the wall.

19. Marbella Lane - 2BR Guest House Dtwn RWC Pking

Marbella Lane - 2BR Guest House Dtwn RWC Pking
3.0 star property
Palm Park
The price is NZ$908
includes taxes & fees
1 Dec - 2 Dec
Marbella Lane - 2BR Guest House Dtwn RWC Pking
A bedroom with two beds, a ceiling fan, a window with curtains, and a nightstand with a lamp.

20. 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$562
includes taxes & fees
8 Nov - 9 Nov
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
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

Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

10/10 Excellent
"I've stayed at The Bay Landing over 100 times over the past 20+ years. The quality, value, and courteous staff has been consistent."
Gary 1-night trip
Posted 4 hours ago
Bay Landing San Francisco Airport Hotel

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$258 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?

Serene Guest Suite w/ Private Bath and Kitchenette: This holiday home rental outside of Portola Valley has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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 SAP Center at San Jose.

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.