Sunset through Guardian Oak tree on the Dish Trail

Portola Valley Holiday Rentals

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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
8.4 out of 10, Very good, (14 reviews)
"Lovely cabin in a beautiful location"
United States
maria
The price is NZ$389
includes taxes & fees
23 June - 24 June
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 NZ$1,064
includes taxes & fees
25 June - 26 June
Marbella Lane - 2BR Guest House Dtwn RWC Pking

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 NZ$887
includes taxes & fees
4 July - 5 July
Mid Century Garden View Home Parking

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 NZ$559
includes taxes & fees
4 July - 5 July
Oceanview Penthouse, Stylish & Walking to Beach

@ 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 NZ$582
includes taxes & fees
13 July - 14 July
@ Marbella Lane - Bright and Cozy Home Near SFO

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 NZ$659
includes taxes & fees
24 June - 25 June
Luxury Spa Retreat Guest House with Ocean View

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)
"Had an amazing overnight stay! The Owners were very helpful and accommodating. "
United States
deenoisey1
The price is NZ$654
includes taxes & fees
5 July - 6 July
Small Beach Cottage near the Coastal Trail and The Ritz

Beachfront California Coast Airstream_Luxury

Beachfront California Coast Airstream_Luxury
Heritage Downtown
9.4 out of 10, Exceptional, (10 reviews)
"We had a great time. I do wish the fence was a little more secure, like plexiglass, so my dog wasn’t tempted to go down the cliff or visit the neighbors. The view was great and the airstream had plenty of room. "
United Kingdom
Adelita W.
The price is NZ$1,128
includes taxes & fees
23 June - 24 June
Beachfront California Coast Airstream_Luxury

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)
"The property is clean, convenient, and well-appointed. Owner communication was great. Would rent again in a heartbeat. "
United States
Carmela
The price is NZ$1,076
includes taxes & fees
30 June - 1 July
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

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, (58 reviews)
"Great place and Great communication from hosts."
United States
Tom P.
The price is NZ$1,144
includes taxes & fees
16 July - 17 July
Mountain cabin w/king suite in the Redwoods of the Santa Cruz Mountains

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

2BR Belmont Treehouse near SFO, Caltrain & Levi's
Belmont
9.6 out of 10, Exceptional, (9 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 NZ$591
includes taxes & fees
15 July - 16 July
2BR Belmont Treehouse near SFO, Caltrain & Levi's

Marbella Lane - 2BR Guest House Dtwn RWC Pking

Marbella Lane - 2BR Guest House Dtwn RWC Pking
3.0 star property
Palm Park
The price is NZ$1,865
includes taxes & fees
27 June - 28 June
Marbella Lane - 2BR Guest House Dtwn RWC Pking

Walk to Beach - Remodeled Coastal 3 Beds Home Safe Town Highway 1 Near SF / SFO

Walk to Beach - Remodeled Coastal 3 Beds Home Safe Town Highway 1 Near SF / SFO
Linda Mar
10.0 out of 10, Exceptional, (22 reviews)
"Great place and great location! Close to the beach and nearby shops which made everything really convenient. Check-in was smooth and easy. We had a great stay and hope to book again in the future. "
United States
Donte F.
Walk to Beach - Remodeled Coastal 3 Beds Home Safe Town Highway 1 Near SF / SFO

San Jose 3b2b near DT & Tech Hub

San Jose 3b2b near DT & Tech Hub
Buena Vista
9.0 out of 10, Wonderful, (19 reviews)
"Thank you for a pleasant stay. "
United States
Amanda I.
The price is NZ$972
includes taxes & fees
23 June - 24 June
San Jose 3b2b near DT & Tech Hub

Ocean View & Steps to Beach - Miramar Home - Roof Deck, Coastal Trail, Restaurants, Activities

Ocean View & Steps to Beach - Miramar Home - Roof Deck, Coastal Trail, Restaurants, Activities
Miramar
9.8 out of 10, Exceptional, (26 reviews)
"This was once again a wonderful stay with my friends and I. Thank you!"
United States
Shannon K.
Ocean View & Steps to Beach - Miramar Home - Roof Deck, Coastal Trail, Restaurants, Activities

Stylish Seaside Guest House, Walking to Beach

Stylish Seaside Guest House, Walking to Beach
El Granada
9.6 out of 10, Exceptional, (36 reviews)
"Lovely stay!"
United States
Mandy W.
The price is NZ$657
includes taxes & fees
23 June - 24 June
Stylish Seaside Guest House, Walking to Beach

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 NZ$178
includes taxes & fees
4 July - 5 July
Downtown Redwood City w/ onsite Japanese hibachi food truck servicing late night

Marbella Lane - 3BR UpprLvl Home 11-Min to Levi's

Marbella Lane - 3BR UpprLvl Home 11-Min to Levi's
Northside
9.6 out of 10, Exceptional, (23 reviews)
"Loved our stay. Japantown was great to visit, and centrally located to see family in Silicon Valley. Have stayed twice and will stay again :-)"
United States
Sarah D.
The price is NZ$1,212
includes taxes & fees
23 June - 24 June
Marbella Lane - 3BR UpprLvl Home 11-Min to Levi's

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, (63 reviews)
"Short fast weekend stay. No time to use the pool. The many sitting rooms were definitely used."
United States
Chris W.
The price is NZ$1,119
includes taxes & fees
24 June - 25 June
Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area

Elegant but practical retreat to maximize your enjoyment in beautiful HMB

Elegant but practical retreat to maximize your enjoyment in beautiful HMB
El Granada
10.0 out of 10, Exceptional, (17 reviews)
"It was a great location, centrally located to many of the sites."
United States
Lynelle
The price is NZ$1,552
includes taxes & fees
28 June - 29 June
Elegant but practical retreat to maximize your enjoyment in beautiful HMB
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, 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 NZ$274 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 a Smart TV 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.