Portola Valley Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Portola Valley vacation rentals

Yurt On Top - Swim, Hike, Glamp | Free WiFi

Mays Luxury Farm Stays

Mays Luxury Farm Stays
2.0 star property
Los Gatos
9.2 out of 10, Wonderful, (9 reviews)
"We had a great time and really enjoyed it "
United States
Sripan
The price is ￥18,673
￥32,463 total
includes taxes & fees
Apr 21 - Apr 22
Mays Luxury Farm Stays
1 bedroom, desk, free WiFi, bed sheets

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 ￥20,465
￥35,282 total
includes taxes & fees
Apr 28 - Apr 29
Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP
Terrace/patio

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 ￥23,130
￥49,180 total
includes taxes & fees
Apr 22 - Apr 23
2 Bedroom Treehouse Cottage
Terrace/patio

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)
"Our stay was lovely - a quiet setting well off the street yet very accessible. The unit was nicely designed with separate areas for both a late sleeper & an early riser like we are. - The kitchen fully allowed a meal being prepared, not just a kitchenette. We would highly recommend staying here."
United States
David
The price is ￥14,912
￥30,919 total
includes taxes & fees
Apr 21 - Apr 22
Large New Modern Guest House + Laundry + Garden
1 bedroom, iron/ironing board, WiFi, bed sheets

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, (122 reviews)
"5 min walk to coastal trail and sunset views. Great for a couple or family with two small kids. "
United States
Tim P.
The price is ￥29,840
￥58,906 total
includes taxes & fees
Apr 26 - Apr 27
Small Beach Cottage near the Coastal Trail and The Ritz
Beach

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
South Downtown
9.4 out of 10, Exceptional, (41 reviews)
"Beautiful location and space. Location was perfect and exactly what we needed"
United States
Patricia D.
The price is ￥10,946
￥66,652 total
includes taxes & fees
Apr 22 - Apr 23
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
Property grounds

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 ￥18,973
￥31,975 total
includes taxes & fees
Apr 22 - Apr 23
Cozy guest suite in Los Gatos - Beach in 30 min!
Fridge, microwave, oven, stovetop

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 ￥13,960
￥29,386 total
includes taxes & fees
Apr 27 - Apr 28
Gourmet Kitchen + Private Front Yard + Parking
Property grounds

Redwood Home - view of the river!

Redwood Home - view of the river!
Ben Lomond
9.8 out of 10, Exceptional, (41 reviews)
"We loved how this unit was really tucked away and in a beautifully unique spot within a redwood grove."
United States
Leslie
The price is ￥17,292
￥64,827 total
includes taxes & fees
May 10 - May 11
Redwood Home - view of the river!
Exterior detail

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
8.0 out of 10, Very Good, (3 reviews)
"great stay thank you"
United States
Alan G.
The price is ￥10,113
￥23,023 total
includes taxes & fees
Apr 21 - Apr 22
Comfortable Room in San Jose with TV, WiFi, mini-fridge,Coffe maker, microwave
Classic House | Living area

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
8.6 out of 10, Excellent, (4 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is ￥23,060
￥58,318 total
includes taxes & fees
Apr 21 - Apr 22
Mid Century Garden View Home Parking
Property grounds

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 ￥18,989
￥32,786 total
includes taxes & fees
Apr 22 - Apr 23
Private Willow Glen Studio Guesthouse
Beach nearby

Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.8 out of 10, Exceptional, (39 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 ￥32,838
￥53,572 total
includes taxes & fees
Apr 21 - Apr 22
Luxury Spa Retreat Guest House with Ocean View
Exterior

California Golden Dream C10

California Golden Dream C10
Adobe Meadow
The price is ￥15,705
￥23,637 total
includes taxes & fees
Apr 22 - Apr 23
California Golden Dream C10
1 bedroom, desk, iron/ironing board, travel crib

Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking

Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking
San Jose
10.0 out of 10, Exceptional, (1 review)
"This was the perfect little stay for me and my pooch. Quiet & clean, nice kitchenette area. The only thing missing is a bathroom sink with mirror. There’s nowhere in the bathroom to wash your face, brush your teeth, put on makeup and get ready for your day. There is a full length mirror, which is great. Cute little sitting outdoor area for morning coffee or afternoon cocktail. One great thing, it’s in a gated area with a very small yard so my dog could be safely contained outside, and it’s...
United States
Asher M.
The price is ￥11,612
￥28,166 total
includes taxes & fees
Apr 26 - Apr 27
Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking
Exterior detail

lx51 History in Pescadero

lx51 History in Pescadero
Pescadero
10.0 out of 10, Exceptional, (3 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 ￥24,672
￥77,023 total
includes taxes & fees
Apr 24 - Apr 25
lx51 History in Pescadero
Beach

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)
"Beach nearby. Very clean and nice vacation rental. The hosts really care about their guests and it shows. "
United States
Angela
The price is ￥27,841
￥53,233 total
includes taxes & fees
Apr 21 - Apr 22
Modern Coastal Retreat, Walk to Downtown HMB & Beach
Smart TV

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 ￥17,225
￥42,163 total
includes taxes & fees
Apr 26 - Apr 27
Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking
1 bedroom, desk, iron/ironing board, free WiFi

"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 ￥20,465
￥23,638 total
includes taxes & fees
Apr 23 - Apr 24
"Queens Palace" Studio Apt Business Ready - San Jose
1 bedroom, in-room safe, desk, iron/ironing board

Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.8 out of 10, Exceptional, (16 reviews)
"Quiet, comfortable, and good location. "
United States
Kelsey P.
The price is ￥18,561
￥32,839 total
includes taxes & fees
Apr 24 - Apr 25
Palo Alto Cottage: Privacy, Comfort & Convenience
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

Hyatt Place San Jose Airport

Hyatt Place San Jose Airport

6/10 Okay
"Enjoyed my stay but I must say that when taking a shower, the water was not flushing quickly enough. It felt that I was showering in a puddle."
Joel 2-night trip
Posted 1 hour ago
Hyatt Place San Jose Airport

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
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  • 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 vacation rentals in Portola Valley?

Yes, we give you a choice of vacation rentals in Portola Valley close to Labyrinth, 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?

Spacious 4 Bd 4 Ba home close to all the best of San Jose: This vacation home rental outside of Portola Valley has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms in addition to a kitchen with a dishwasher and a stovetop.

How many vacation rentals will I find in Portola Valley?

Choose from 4 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. Horse Park at Woodside and Thomas Fogarty Winery are other places to visit while you're in town.

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.