Portola Valley Vacation Rentals

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Vacation Rentals in Portola Valley

Terrace/patio
Kasa University-Airport Santa Clara

Aparthotel in Santa Clara

4.0 star property
9.0 out of 10, Wonderful, (54)
"It’s really nice area and safe"
United States
Martin
$142 nightly
The price is $162
Dec 7 - Dec 8
Total with taxes and fees
Kasa University-Airport Santa Clara
Courtyard
Global Luxury Suites San Jose Downtown

Apartment in Downtown San Jose

4.0 star property
6.6 out of 10, (31)
"Unfortunately, there was no key for me to access the property and after waiting for two hours, in hopes they would locate a key we were unsuccessful, and I was asked to book elsewhere"
United States
Sarah
Global Luxury Suites San Jose Downtown
Outdoor pool, sun loungers
Mint House – Menlo Park

Aparthotel in Menlo Park

4.0 star property
8.0 out of 10, Very Good, (20)
"The hotel is fairly new, clean, and very conveniently located. The only downside is that it can be a bit loud if your room is next to the train tracks. During my first two nights, I was woken up in the middle of the night by trains honking as they passed by, though I eventually got used to it. Despite that, I would still choose to stay here again, but I’d recommend requesting a room as far from the train tracks as possible for a better night’s sleep."
Taiwan
Anonymous traveler
Mint House – Menlo Park
Lobby sitting area
Global Luxury Suites at Mountain View

Apartment in Shoreline West

4.0 star property
8.2 out of 10, Very Good, (186)
"Always a pleasure to stay here"
United States
Elizabeth
Global Luxury Suites at Mountain View
Yurt On Top - Swim, Hike, Glamp | Free WiFi
Mays Luxury Farm Stays

Cabin in Los Gatos

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great Location with comfortable beds and a stunning view from the porch and windows. Loved feeding the koi. "
United States
Bryce
$220 nightly
The price is $246
Dec 7 - Dec 8
Total with taxes and fees
Mays Luxury Farm Stays
Exterior
Studios Inn

Aparthotel in San Jose

3.5 star property
9.0 out of 10, Wonderful, (95)
"Good for week long stay."
United States
Xin
Studios Inn
Outdoor pool, a heated pool, open 9:00 AM to 10:00 PM, pool umbrellas
Global Luxury Suites in Menlo Park

Apartment in Menlo Park

4.0 star property
7.8 out of 10, Good, (127)
"The property was beautiful, well maintained and fun to relax. The kitchen was huge! I loved the secluded feeling but still close to city."
United States
Felicia
Global Luxury Suites in Menlo Park
Outdoor dining
Serene Guest Suite w/ Private Bath and Kitchenette

Vacation Home in Willow Glen

9.4 out of 10, Exceptional, (10)
"Very nice and cozy stay. We felt safe and had easy access to the SAP center where we attended a concert. "
United States
Lizbeth
$150 nightly
The price is $163
Jan 5 - Jan 6, 2026
Total with taxes and fees
Serene Guest Suite w/ Private Bath and Kitchenette
Private kitchen
Charming 1-bedroom house with AC, WiFi in delightful San Bruno

Vacation Home in San Bruno

8.0 out of 10, Very Good, (1)
"Very good location, close to airport and literally next to the train that goes to San Francisco. Host is very responsive. "
United States
Kiddy U.
$194 nightly
The price is $218
Dec 7 - Dec 8
Total with taxes and fees
Charming 1-bedroom house with AC, WiFi in delightful San Bruno
1 bedroom, in-room safe, desk, iron/ironing board
Palo Alto Cottage: Privacy, Comfort & Convenience

Cottage in Midtown

9.4 out of 10, Exceptional, (6)
"Beautiful and great! Friendly hosts"
United States
C D.
$212 nightly
The price is $212
Dec 11 - Dec 12
Total with taxes and fees
Palo Alto Cottage: Privacy, Comfort & Convenience
1 bedroom, free WiFi, bed sheets
SJ Landmark The Hensley House Master Suite with Bathtub Unit 1

Vacation Home in Hensley

9.2 out of 10, Wonderful, (75)
"Very cozy! I love the vintage decor of the room and Lobby. Very comfortable bed and great shower with amazing hot water. Would definitely stay here again. Felt like a home "
United States
Toni A.
$186 nightly
The price is $203
Dec 6 - Dec 7
Total with taxes and fees
SJ Landmark The Hensley House Master Suite with Bathtub Unit 1
Fridge, microwave, cookware/dishes/utensils, dining tables
Marbella Lane Triplex San Jose

Vacation Home in Northside

3.5 star property
7.4 out of 10, Good, (43)
"It is very nice of a place. I just didnt get a kitchen to cook in. So the pictures lied and i couldnt get in just yet. Other then that great place, location and nice community. "
United States
Cassie Eugene Whitworth
Marbella Lane Triplex San Jose
Fridge, microwave, oven, stovetop
Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet

Vacation Home in San Bruno

10.0 out of 10, Exceptional, (72)
"Great stay, it was clean, quiet, great parks nearby for hiking, and the owners were very responsive. Definitely will be staying here again when in the area!"
United States
CHERYL A.
$232 nightly
The price is $261
Dec 10 - Dec 11
Total with taxes and fees
Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet
Interior
Bluebird Suites near Facebook HQ

Apartment in Menlo Park

4.0 star property
7.2 out of 10, Good, (17)
"Lot of dogs were barking most of the time. "
United States
parwinder
Bluebird Suites near Facebook HQ
House | 4 bedrooms
Comfortable 4BR Heart Downtown SJ Central AC Sjsu

Vacation Home in Northside

2.0 star property
Comfortable 4BR Heart Downtown SJ Central AC Sjsu
Stovetop, dishwasher
Spacious 4 Bd 4 Ba home close to all the best of San Jose

Vacation Home in Buena Vista

9.8 out of 10, Exceptional, (48)
"The inside was fabulous, the neighborhood somewhat sketchy. The kitchen and bathrooms were nicely updated, the bathrooms were great and the property was clean."
United States
Wayne D.
$416 nightly
The price is $453
Dec 8 - Dec 9
Total with taxes and fees
Spacious 4 Bd 4 Ba home close to all the best of San Jose
Beach nearby
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Vacation Home in Montara

9.2 out of 10, Wonderful, (78)
"Nice area to be with beaches and hiking. 20-30 minutes to San Francisco. Quiet area for a restful sleep 2 of us. Room for kids also."
United States
Bob And Polly G.
$464 nightly
The price is $491
Dec 28 - Dec 29
Total with taxes and fees
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Fridge, microwave, oven, stovetop
Gorgeous entire house in a Safe & Quiet Neighborhood (SFO/SF/Bart)

Vacation Home in Millbrae

8.0 out of 10, Very Good, (1)
"Overall, I had a good stay at this property. House was super clean, spacious, and very modern. My only complaints were that the owner did not send the code to the house until 35 minutes after she had specified we she would send. Also I did not appreciate how there was no communication that owner's cousin would come to the house to fix the security. She showed up out of no where without my knowledge and spent roughly 20-30 minutes to fix the security then left. Outside of the communication,...
United States
Nasser A.
$2,275 nightly
The price is $2,275
Dec 6 - Dec 7
Total with taxes and fees
Gorgeous entire house in a Safe & Quiet Neighborhood (SFO/SF/Bart)
Exterior
Mid Century Garden View Home Parking

Vacation Home in East San Mateo

2.0 star property
8.8 out of 10, Excellent, (3)
"This is a very clean comfortable property! "
United States
Serena
$292 nightly
The price is $336
Dec 7 - Dec 8
Total with taxes and fees
Mid Century Garden View Home Parking
Dining
Luxury stay near Santana Row for vacation/business

Apartment in West San Jose

9.2 out of 10, Wonderful, (50)
"Host was great and very communicative during our stay! Home was clean and felt very cozy! "
United States
Gisselle
$233 nightly
The price is $254
Dec 8 - Dec 9
Total with taxes and fees
Luxury stay near Santana Row for vacation/business
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

DoubleTree by Hilton San Francisco South Airport Blvd

DoubleTree by Hilton San Francisco South Airport Blvd

10/10 Excellent
"Room was very clean and front desk ladies were very friendly and helpful. "
Carolyn 1-night trip
Posted 1 day ago
DoubleTree by Hilton San Francisco South Airport Blvd

Find out more about Portola Valley

Everything you need to know about Portola Valley vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Portola Valley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Portola Valley vacation 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 low season months. For more hustle and bustle, you may prefer to visit Portola Valley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $162 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Portola Valley rentals

At Expedia, we put the best Portola Valley vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Portola Valley?

Yes, we give you a choice of vacation rentals close to top points of interest in Portola Valley, or you can choose a secluded option if you're looking for a relaxing stay. Portola Valley is known for its lake views and coffeehouses.

What are some of the best vacation rentals in Portola Valley?

Marbella Lane Duplex Redwood City: This vacation home rental outside Portola Valley is located near the airport and has a patio, a private yard, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a microwave, and a coffee maker, so you can cook with friends or family.

How many vacation rentals will I find in Portola Valley?

Choose from 3 Expedia vacation rentals in Portola Valley for a memorable vacation.

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 larger area, you’ll find popular places like Levi's Stadium and SAP Center at San Jose.

What are vacation rentals like in Portola Valley?

Vacation rentals are private accommodations you can stay in for a short or long stay in Portola Valley. Vacation rentals offer amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family getaway.