Portola Valley Holiday Rentals

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Our top choices for Portola Valley holiday rentals

Mays Luxury Farm Stays

Mays Luxury Farm Stays
2.0 star property
Los Gatos
9.2 out of 10, Wonderful, (9 reviews)
"Everyone was so friendly! And this place is so peaceful with the birds hobblying around. I def will be back to visit."
United States
Emann
The price is AU$286
includes taxes & fees
27 Apr - 28 Apr
Mays Luxury Farm Stays

'Treehouse' in the Redwoods - sleeps 4!

'Treehouse' in the Redwoods - sleeps 4!
Ben Lomond
9.8 out of 10, Exceptional, (10 reviews)
"The house was spotless, the bed was super comfortable and the property was quiet and conveniently located. We enjoyed our stay and appreciated the prompt communication and early check in. "
United States
Amy C.
'Treehouse' in the Redwoods - sleeps 4!

Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP

Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP
Northside
10.0 out of 10, Exceptional, (12 reviews)
"Cottage was perfect for our short stay. Location was convenient and quiet. It was nice to have a washer and a dryer.Host was very responsive and able to accommodate an earlier check-in time."
United States
Kate P.
The price is AU$317
includes taxes & fees
8 May - 9 May
Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP

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, (123 reviews)
"Cottage was quiet and comfortable. Great neighborhood. Amazing setup for dog. Well equiped kitchen and super easy walk to beach."
United States
Paul
The price is AU$523
includes taxes & fees
27 Apr - 28 Apr
Small Beach Cottage near the Coastal Trail and The Ritz

Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
7.6 out of 10, Good, (20 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
The price is AU$260
includes taxes & fees
27 Apr - 28 Apr
Gourmet Kitchen + Private Front Yard + Parking

California Golden Dream C10

California Golden Dream C10
Adobe Meadow
The price is AU$211
includes taxes & fees
27 Apr - 28 Apr
California Golden Dream C10

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, (23 reviews)
"Very pleasant in great location "
United States
Eric B.
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

Comfortable Room in San Jose with TV, WiFi, mini-fridge,Coffe maker, microwave

Comfortable Room in San Jose with TV, WiFi, mini-fridge,Coffe maker, microwave
San Jose
8.6 out of 10, Excellent, (4 reviews)
"great stay thank you"
United States
Alan G.
The price is AU$206
includes taxes & fees
27 Apr - 28 Apr
Comfortable Room in San Jose with TV, WiFi, mini-fridge,Coffe maker, microwave

Large New Modern Guest House + Laundry + Garden

Large New Modern Guest House + Laundry + Garden
Willow Glen
8.0 out of 10, Very good, (8 reviews)
"Bed is firm and water pressure/temp excellent. Quiet, safe neighborhood that is close to some amazing restaurants. I used the courtyard every day for morning coffee or visits from kids/grandkids. We even did an art project which was a one of those special family memories you talk about for years. We would definitely stay again. "
United States
Raider F.
The price is AU$278
includes taxes & fees
27 Apr - 28 Apr
Large New Modern Guest House + Laundry + Garden

Private Willow Glen Studio Guesthouse

Private Willow Glen Studio Guesthouse
Willow Glen
10.0 out of 10, Exceptional, (66 reviews)
"The host was very helpful and responsive when I. had a question"
United States
Bob N.
The price is AU$296
includes taxes & fees
27 Apr - 28 Apr
Private Willow Glen Studio Guesthouse

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Montara
9.2 out of 10, Wonderful, (84 reviews)
"Great host! Big fenced in yard for the dogs as well. Located near many awesome hikes. We would definitely stay again! "
United States
Brent J.
The price is AU$422
includes taxes & fees
27 Apr - 28 Apr
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

lx51 History in Pescadero

lx51 History in Pescadero
Pescadero
10.0 out of 10, Exceptional, (4 reviews)
"Great location and the backyard was so relaxing. It was a lovely getaway and we look forward to staying there in the future "
United States
jess w.
The price is AU$680
includes taxes & fees
27 Apr - 28 Apr
lx51 History in Pescadero

Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking

Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking
San Jose
10.0 out of 10, Exceptional, (2 reviews)
"Awesome spot!!"
United States
Kevin D.
The price is AU$359
includes taxes & fees
3 May - 4 May
Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking

Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
10.0 out of 10, Exceptional, (13 reviews)
"Good communication from owner "
United States
Tony
The price is AU$440
includes taxes & fees
30 Apr - 1 May
Modern Coastal Retreat, Walk to Downtown HMB & Beach

"Queens Palace" Studio Apt Business Ready - San Jose

"Queens Palace" Studio Apt Business Ready - San Jose
San Tomas
9.8 out of 10, Exceptional, (8 reviews)
"Good clean property and check in was easy"
United States
Brij P.
The price is AU$211
includes taxes & fees
27 Apr - 28 Apr
"Queens Palace" Studio Apt Business Ready - San Jose

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

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.8 out of 10, Excellent, (16 reviews)
"Amazing views from the back porch. Very easy to check in and check out. The property is beautiful. Lots of great places nearby to eat, drink, or grab a cup of coffee.Would recommend."
United States
Immanuel D.
The price is AU$286
includes taxes & fees
1 May - 2 May
Cozy guest suite in Los Gatos - Beach in 30 min!

Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.6 out of 10, Exceptional, (40 reviews)
"We had a great stay, bed was comfortable, place was clean, although the pillows seemed a bit flat. The host was quick at replying to questions. The host made sure we felt safe and had what we needed. The only thing we didn’t care for was the stability of the WiFi at the place and the area. "
United States
Nikki
The price is AU$474
includes taxes & fees
30 Apr - 1 May
Luxury Spa Retreat Guest House with Ocean View

Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ

Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ
Miramar
9.0 out of 10, Wonderful, (21 reviews)
"The location of this rental is excellent. We enjoyed the hot tub and the coziness of the space. There were nice views and we had everything we needed to feel right at home."
United States
Letha S.
Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
Miramar
7.4 out of 10, Good, (13 reviews)
"The location was the best. It was so close to the beach! Nice, quiet neighborhood with plenty of parking."
United States
Cheryl B.
The price is AU$164
includes taxes & fees
7 May - 8 May
Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants

2 Bedroom Treehouse Cottage

2 Bedroom Treehouse Cottage
Belmont
9.6 out of 10, Exceptional, (7 reviews)
"The place was great! Clean, comfortable, and quiet for my family of 4. It had everything we needed for our 2 week stay so much so that we’ve booked again for another 2 weeks while we are in the middle of a move. Thank you Will!"
United States
Dash L.
The price is AU$439
includes taxes & fees
9 May - 10 May
2 Bedroom Treehouse Cottage
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 favourite 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 depend 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 AU$206 per night. Entering your travel dates in the search wizard might find you 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?

Spacious Pacifica Beach Home Sleeps 14 Game Room: This holiday home rental outside of Portola Valley is located near the beach, and has a fireplace, a patio and laundry facilities to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade/games room.

How many holiday rentals will I find in Portola Valley?

Choose from 4 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.