Portola Valley Vacation Rentals
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Vacation Rentals in Portola Valley
Serene Guest Suite w/ Private Bath and Kitchenette
San Jose CA
$150 nightly
The price is $163 total per night
$163 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Located in San Jose (Willow Glen), this vacation home is steps from Silicon Valley and a 2-minute drive from SAP Center at San Jose.
Air conditioning
Modern Guesthouse Retreat in the Heart of Silicon Valley
Menlo Park CA
$291 nightly
The price is $291 total per night
$291 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Located in Menlo Park (West Menlo Park), this vacation home is steps from Silicon Valley and a 4-minute drive from Stanford University.
Kitchen
Air conditioning
Spacious 4 Bd 4 Ba home close to all the best of San Jose
San Jose CA
$416 nightly
The price is $453 total per night
$453 total
Dec 8 - Dec 9
Total with taxes and fees
Located in San Jose (Buena Vista), this vacation home is steps from Silicon Valley and a 3-minute drive from SAP Center at San Jose.
Kitchen
Washer
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
Half Moon Bay California
$352 nightly
The price is $357 total per night
$357 total
Dec 28 - Dec 29
Total with taxes and fees
A stay at this vacation home places you in the heart of Half Moon Bay, within a 15-minute walk of BHRS Coastside Clinic San Mateo County and Coastside Clinic.
Kitchen
Pet friendly
Upscale 3BR Rivermark Home near 49ers Stadium&Convention Center
Santa Clara CA
Located in Santa Clara (Rivermark), this vacation home is steps from Silicon Valley and a 4-minute drive from Levi's Stadium.
Pool
Kitchen
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
Half Moon Bay CA
$170 nightly
The price is $170 total per night
$170 total
Dec 6 - Dec 7
Total with taxes and fees
With a stay at this vacation home in Half Moon Bay, you'll be within a 10-minute walk of BHRS Coastside Clinic San Mateo County and Coastside Clinic.
SJ Landmark The Hensley House Master Suite with Bathtub Unit 1
San Jose CA
$186 nightly
The price is $203 total per night
$203 total
Dec 6 - Dec 7
Total with taxes and fees
With a stay at this vacation home, you'll be centrally located in San Jose, steps from Silicon Valley and within a 5-minute drive of San Jose McEnery Convention Center.
Kitchen
Washer
Distinguished Oceanfront Point Estate with Iconic Beach + Mountain Vistas
Montara CA
Located in Montara, this vacation home is on the beach, a 4-minute walk from Montara State Beach and within a 5-minute drive of Gray Whale Cove State Beach.
Hot Tub
Kitchen
Modern Luxury Ocean Front Home
Halfmoon Bay CA
With a stay at this vacation home in Half Moon Bay (El Granada), you'll be a 5-minute walk from Capistrano Road Beach and 9 minutes by foot from Pillar Point Harbor.
Kitchen
Washer
Gourmet Kitchen + Private Front Yard + Parking
San Jose CA
$183 nightly
The price is $196 total per night
$196 total
Dec 14 - Dec 15
Total with taxes and fees
Located in San Jose (Burbank), this vacation home is steps from Silicon Valley and a 3-minute drive from Santana Row Shopping Center.
Kitchen
Dryer
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
Menlo Park CA
$262 nightly
The price is $295 total per night
$295 total
Dec 6 - Dec 7
Total with taxes and fees
With a stay at this vacation home in Menlo Park, you'll be steps from Silicon Valley and a 4-minute drive from San Francisco Bay.
Kitchen
Washer
Downtown SJ The Hensley House
San Jose CA
$210 nightly
The price is $229 total per night
$229 total
Dec 9 - Dec 10
Total with taxes and fees
With a stay at this vacation home, you'll be centrally located in San Jose, steps from Silicon Valley and within a 5-minute drive of San Jose McEnery Convention Center.
Kitchen
Washer
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.
Portola Valley Vacation Rentals essential information
Accommodation | 936 Vacation Rentals |
|---|---|
Lowest Price | $163 |
Highest Price | $453 |
Popular accommodation | Serene Guest Suite w/ Private Bath and Kitchenette, Modern Guesthouse Retreat in the Heart of Silicon Valley, Spacious 4 Bd 4 Ba home close to all the best of San Jose, Nantucket Penthouse - walk to restaurants, beaches, activies & so much more, Upscale 3BR Rivermark Home near 49ers Stadium&Convention Center, Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House, SJ Landmark The Hensley House Master Suite with Bathtub Unit 1, Distinguished Oceanfront Point Estate with Iconic Beach + Mountain Vistas, Modern Luxury Ocean Front Home, Gourmet Kitchen + Private Front Yard + Parking, 2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park, Downtown SJ The Hensley House |