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Our top choices for Portola Valley holiday rentals

Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.2 out of 10, Very good, (18 reviews)
"A great place to stay in the Santa Cruz mountains. A little tricky to find and get to with winding mountain roads and no signs but that is part of getting away from everything and hanging with the chicks and ducks and geese all a-clucking. Fully stocked bar and kitchen made it so easy to just have fun. The dozens of huge koi fish will practically climb out of the pond when you start feeding them, and the chickens seemed to like Fritos. Watching the sun setting beyond the trees and hills while...
United States
James
The price is £166
includes taxes & fees
9 Aug - 10 Aug
Mays Luxury Farm Stays

Marbella Lane - 2BR Guest House Dtwn RWC Pking

Marbella Lane - 2BR Guest House Dtwn RWC Pking
3.0 star property
El Granada
The price is £456
includes taxes & fees
17 Jul - 18 Jul
Marbella Lane - 2BR Guest House Dtwn RWC Pking

@ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
Central San Mateo
The price is £273
includes taxes & fees
28 Jul - 29 Jul
@ Marbella Lane - Bright and Cozy Home Near SFO

Beautiful, Safe, Clean, Spacious 2 bd/1ba in N San Jose 951311

Beautiful, Safe, Clean, Spacious 2 bd/1ba in N San Jose 951311
North San Jose
7.6 out of 10, Good, (8 reviews)
"Great hosts. Thanks"
United States
Steve O.
The price is £197
includes taxes & fees
20 Jul - 21 Jul
Beautiful, Safe, Clean, Spacious 2 bd/1ba in N San Jose 951311

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 £90
includes taxes & fees
17 Jul - 18 Jul
Downtown Redwood City w/ onsite Japanese hibachi food truck servicing late night

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 £420
includes taxes & fees
1 Aug - 2 Aug
Mid Century Garden View Home Parking

Luxury stay near Oakridge Mall for vacation/work

Luxury stay near Oakridge Mall for vacation/work
South San Jose
9.8 out of 10, Exceptional, (84 reviews)
"Very clean unit, comfortable beds, AC working fine, well equipped kitchen. Good shower water pressure. Only downside is that wall are thin so we could hear neighbors conversations and walking upstairs. Overall very recommendable"
United States
Gabriel
The price is £202
includes taxes & fees
27 Jul - 28 Jul
Luxury stay near Oakridge Mall for vacation/work

Coastal Charm: Ocean Views, Hot Tub, Fire Pit Near Tide Pools, Surfing, & SFO

Coastal Charm: Ocean Views, Hot Tub, Fire Pit Near Tide Pools, Surfing, & SFO
Moss Beach
9.8 out of 10, Exceptional, (33 reviews)
"Such a pleasant stay Perfect home for relaxing with family - exceptionally clean home, a quiet neighborhood, especially helpful and welcoming hostFun end to our stay with s’mores (provided) at the fire pit "
United States
Linda C.
The price is £470
includes taxes & fees
13 Jul - 14 Jul
Coastal Charm: Ocean Views, Hot Tub, Fire Pit Near Tide Pools, Surfing, & SFO

"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)
"We had a good overnight rest which was our main objective."
United States
Janet S.
The price is £114
includes taxes & fees
16 Jul - 17 Jul
"Queens Palace" Studio Apt Business Ready - San Jose

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 £253
includes taxes & fees
15 Jul - 16 Jul
2BR Belmont Treehouse near SFO, Caltrain & Levi's

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 £288
includes taxes & fees
13 Jul - 14 Jul
Luxury Spa Retreat Guest House with Ocean View

Marbella Lane - 3BR House Dtwn RWC Parking

Marbella Lane - 3BR House Dtwn RWC Parking
3.0 star property
Palm Park
The price is £536
includes taxes & fees
9 Aug - 10 Aug
Marbella Lane - 3BR House Dtwn RWC Parking

Midnight Modern 2BR | 5m to SAP & 1GB Fiber

Midnight Modern 2BR | 5m to SAP & 1GB Fiber
San Jose
2.0 out of 10, (1 review)
"Llevo tiempo rentando lugares para pasar en familia pero este fue una mala experiencia el dueño del apartamento dentra sin permiso a cualquier hora del día o de la noche por qué dice que él es el dueño y puede hacerlo lo otro es que deja la nevera llena de comida del uso personal de él y desorden en toda la casa muy mala experiencia sinceramente si pueden no renten este apartamento"
United States
Jorge
Midnight Modern 2BR | 5m to SAP & 1GB Fiber

Relax Coastal Retreat: Beautiful 2B Home Nr Beach

Relax Coastal Retreat: Beautiful 2B Home Nr Beach
El Granada
10.0 out of 10, Exceptional, (11 reviews)
"The host was welcoming and made it easy to check in and stay! The accommodations were great!"
United States
Jennie K.
The price is £421
includes taxes & fees
14 Jul - 15 Jul
Relax Coastal Retreat: Beautiful 2B Home Nr Beach

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)
"yes great stay"
United States
Alan G.
The price is £125
includes taxes & fees
14 Jul - 15 Jul
Serene Guest Suite w/ Private Bath and Kitchenette

Oceanview Penthouse, Stylish & Walking to Beach

Oceanview Penthouse, Stylish & Walking to Beach
El Granada
10.0 out of 10, Exceptional, (45 reviews)
"Great little spot, awesome view and location. "
United States
Jessie k.
The price is £245
includes taxes & fees
19 Jul - 20 Jul
Oceanview Penthouse, Stylish & Walking to Beach

Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area

Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area
South San Jose
9.6 out of 10, Exceptional, (66 reviews)
"Enjoyed the pool, house was great, has everything we needed"
United States
James L.
The price is £461
includes taxes & fees
15 Jul - 16 Jul
Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area

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 £186
includes taxes & fees
7 Aug - 8 Aug
214A - Cozy Studio with AC & Kitchen near Stanford

Modern San Jose retreat for 6, 3-bedrooms, 2-bath.

Modern San Jose retreat for 6, 3-bedrooms, 2-bath.
Naglee
The price is £549
includes taxes & fees
17 Jul - 18 Jul
Modern San Jose retreat for 6, 3-bedrooms, 2-bath.

Mountain cabin w/king suite in the Redwoods of the Santa Cruz Mountains

Mountain cabin w/king suite in the Redwoods of the Santa Cruz Mountains
Boulder Creek
9.8 out of 10, Exceptional, (60 reviews)
"Great place and Great communication from hosts."
United States
Tom P.
The price is £507
includes taxes & fees
16 Jul - 17 Jul
Mountain cabin w/king suite in the Redwoods of the Santa Cruz Mountains
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, apart-hotels, 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 favorite 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 depends 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 £111 per night. Entering your travel dates in the search wizard you might find 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?

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

How many holiday rentals will I find in Portola Valley?

Choose from 5 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 California's Great America.

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.