A tree-lined path with a fence on either side, leading towards a sunset.

Portola Valley Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Portola Valley vacation rentals

Yurt On Top - Swim, Hike, Glamp | Free minibar, individually decorated, individually furnished

Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.4 out of 10, Very Good, (14 reviews)
"Lovely cabin in a beautiful location"
United States
maria
The price is AED 493
AED 819 total
includes taxes & fees
29 Jun - 30 Jun
Mays Luxury Farm Stays
1 bedroom, iron/ironing board, free WiFi, bed sheets

Downtown Redwood City w/ onsite Japanese hibachi food truck servicing late night

Downtown Redwood City w/ onsite Japanese hibachi food truck servicing late night
Staumbaugh Heller
The price is AED 337
AED 429 total
includes taxes & fees
3 Jul - 4 Jul
Downtown Redwood City w/ onsite Japanese hibachi food truck servicing late night
Terrace/patio

Serene Guest Suite w/ Private Bath and Kitchenette

Serene Guest Suite w/ Private Bath and Kitchenette
Willow Glen
8.8 out of 10, Excellent, (23 reviews)
"The place is good for money value and great location and great people"
United States
Hatem A.
The price is AED 198
AED 534 total
includes taxes & fees
29 Jun - 30 Jun
Serene Guest Suite w/ Private Bath and Kitchenette
1 bedroom, desk, WiFi, bed sheets

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 AED 448
AED 797 total
includes taxes & fees
2 Jul - 3 Jul
214A - Cozy Studio with AC & Kitchen near Stanford
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)
"Great property and had everything included that I needed for my stay! Very prompt communication from the owner as well. "
United States
John M.
The price is AED 474
AED 843 total
includes taxes & fees
1 Jul - 2 Jul
Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP
Fridge, microwave, oven, stovetop

Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
7.4 out of 10, Good, (21 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
The price is AED 264
AED 617 total
includes taxes & fees
29 Jun - 30 Jun
Gourmet Kitchen + Private Front Yard + Parking
Interior

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, (10 reviews)
"It was a business trip"
United States
Omayma Z.
The price is AED 654
AED 1,258 total
includes taxes & fees
26 Jul - 27 Jul
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
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, (129 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 AED 703
AED 1,378 total
includes taxes & fees
5 Jul - 6 Jul
Small Beach Cottage near the Coastal Trail and The Ritz
Terrace/patio

Large New Modern Guest House + Laundry + Garden

Large New Modern Guest House + Laundry + Garden
Willow Glen
8.6 out of 10, Excellent, (11 reviews)
"Love the place, made me feel at home."
United States
Carlos wilfredo
The price is AED 345
AED 723 total
includes taxes & fees
8 Jul - 9 Jul
Large New Modern Guest House + Laundry + Garden
1 bedroom, in-room safe, desk, iron/ironing board

Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.6 out of 10, Exceptional, (22 reviews)
"Enjoyed our stay. Thank you!"
United States
b e.
The price is AED 430
AED 786 total
includes taxes & fees
1 Jul - 2 Jul
Palo Alto Cottage: Privacy, Comfort & Convenience
Terrace/patio

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

2BR Belmont Treehouse near SFO, Caltrain & Levi's
Belmont
9.6 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay! Every detail you need is there, from a well equipped kitchen to cozy bedding. Quiet neighborhood, so it’s perfect for a restful stay. Highly recommended."
United States
Dash L.
The price is AED 665
AED 1,295 total
includes taxes & fees
15 Jul - 16 Jul
2BR Belmont Treehouse near SFO, Caltrain & Levi's
Exterior

Silicon Valley Hideaway w/ Private Garden

Silicon Valley Hideaway w/ Private Garden
Willow Glen
8.0 out of 10, Very Good, (4 reviews)
"We enjoyed the time in your home. We appreciate your hospitality."
United States
Immer L.
The price is AED 217
AED 595 total
includes taxes & fees
29 Jun - 30 Jun
Silicon Valley Hideaway w/ Private Garden
Interior

Light Filled Newly Built Almaden Foothill ADU with Private yard and entrance

Light Filled Newly Built Almaden Foothill ADU with Private yard and entrance
South San Jose
9.8 out of 10, Exceptional, (40 reviews)
"Pet friendly, has all the amenities, beautiful, cozy, feels like a welcoming home, very safe area, responsive host"
United States
Pierce
The price is AED 479
AED 1,049 total
includes taxes & fees
2 Jul - 3 Jul
Light Filled Newly Built Almaden Foothill ADU with Private yard and entrance
1 bedroom, desk, free WiFi, bed sheets

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, (4 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 AED 514
AED 1,222 total
includes taxes & fees
28 Jun - 29 Jun
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
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 AED 372
AED 760 total
includes taxes & fees
14 Jul - 15 Jul
Remodeled Spanish Bungalow Suite • 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, (9 reviews)
"The room was cozy and quiet, perfect for a good night's sleep. Check-in and Check-out were super easy!"
United States
Joshua E.
The price is AED 474
AED 547 total
includes taxes & fees
9 Jul - 10 Jul
"Queens Palace" Studio Apt Business Ready - San Jose
Property grounds

Private Willow Glen Studio Guesthouse

Private Willow Glen Studio Guesthouse
Willow Glen
10.0 out of 10, Exceptional, (69 reviews)
"Nice unit, quiet neighborhood, good location"
United States
Suzanne D.
The price is AED 440
AED 777 total
includes taxes & fees
1 Jul - 2 Jul
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, (46 reviews)
"We loved staying here! Such a beautiful home with beautiful views. Thank you!"
United States
Vita P.
The price is AED 876
AED 1,393 total
includes taxes & fees
29 Jun - 30 Jun
Luxury Spa Retreat Guest House with Ocean View
Exterior detail

@ Marbella Lane - 2BR LwrLvl Home 11-Min to Levi's

@ Marbella Lane - 2BR LwrLvl Home 11-Min to Levi's
Northside
9.8 out of 10, Exceptional, (6 reviews)
"This is a great place for a group of 3 or 4 people to stay. It’s clean, nicely furnished, and the owners are easy to communicate with."
United States
Dave J.
The price is AED 426
AED 1,525 total
includes taxes & fees
2 Jul - 3 Jul
@ Marbella Lane - 2BR LwrLvl Home 11-Min to Levi's
Terrace/patio

Oceanview Penthouse, Stylish & Walking to Beach

Oceanview Penthouse, Stylish & Walking to Beach
El Granada
10.0 out of 10, Exceptional, (43 reviews)
"Great little spot, awesome view and location. "
United States
Jessie k.
The price is AED 804
AED 1,179 total
includes taxes & fees
5 Jul - 6 Jul
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portola Valley Hotel Reviews

DoubleTree by Hilton San Francisco South Airport Blvd

DoubleTree by Hilton San Francisco South Airport Blvd

10/10 Excellent
"It was clean and the cookies were great"
Rebekah 1-night trip
Posted 1 hour ago
DoubleTree by Hilton San Francisco South Airport Blvd

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?

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

How many vacation rentals will I find in Portola Valley?

Choose from 5 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 California's Great America.

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.