Photo by Ragini Srinivasan

Portola Valley Holiday Rentals

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Holiday Rentals in Portola Valley

Kasa University-Airport Santa Clara
4.0 star property
9.2 out of 10, Wonderful, (28)
"Everything was amazing!! We will definitely come back!!"
The price is AU$300
includes taxes & fees
1 Nov - 2 Nov
Kasa University-Airport Santa Clara
Studios Inn
3.5 star property
9.2 out of 10, Wonderful, (60)
"One of the best place I ever stayed. Nice and quiet, very professional people working there.I totally recommend it 👌 "
Studios Inn
Cute Cabin in the redwoods.
9.0 out of 10, Wonderful, (18)
"My husband and I stayed at this adorable cottage for a quick overnight for a wedding in the area. The cottage was perfect for what we needed. The bed is incredibly comfortable, and the area was quiet and peaceful. The hosts were responsive and wonderful. We would stay here again!"
The price is AU$371
includes taxes & fees
2 Oct - 3 Oct
Cute Cabin in the redwoods.
One Bedroom Cottage
9.8 out of 10, Exceptional, (36)
"This cottage was perfect for vacation with my granddaughter. 20 min from downtown San Fran, 20 min to hiking trails, and conveniently located to shopping, dining, charming downtown HMB, and beaches. Clean and generously furnished. I will definably rent again! "
One Bedroom Cottage
Marbella Lane Triplex San Jose
3.5 star property
7.0 out of 10, Good, (35)
"It was a very nice little room , perfect for a few days . "
Marbella Lane Triplex San Jose
Global Luxury Suites San Jose Downtown
4.0 star property
7.8 out of 10, Good, (7)
"Like the other reviewer said, it's really a tale of two halves: the pre-arrival communication was lacking but the property itself was super. After making the reservation I got an email and text asking me to complete a Move In form. I had a question about the form, emailed the contact and got an immediate answer back. So far so good, but then I emailed the form back to the contact and nothing. The next day I got another email and text asking for the form so I tried again and still nothing....
Global Luxury Suites San Jose Downtown
Global Luxury Suites at Mountain View
4.0 star property
8.2 out of 10, Very good, (170)
"No spices. Limited cookware"
Global Luxury Suites at Mountain View
Coastal Home to explore Beaches, Restaurants, Coastline, Hiking, Activities
9.2 out of 10, Wonderful, (35)
"My family and I really liked this VRBO, top 3 reasons 1.Very clean, 2. Great communication leading up to our stay, 3. Perfect location for visiting Halfmoon Bay, Pacifica, and San Francisco. We will definitely book again."
The price is AU$810
includes taxes & fees
6 Oct - 7 Oct
Coastal Home to explore Beaches, Restaurants, Coastline, Hiking, Activities
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
9.4 out of 10, Exceptional, (19)
"Located right on the water for fantastic walks. The pool table is a fun touch."
The price is AU$849
includes taxes & fees
3 Oct - 4 Oct
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
SJ Landmark The Hensley House Master Suite with Bathtub Unit 1
9.4 out of 10, Exceptional, (52)
"What can I say. This property was absolutely beautiful. The images do not do it justice. The bed was probably one of the most comfortable I've ever slept in. Check in was easy. Finding the house was easy! And communication was the best part! The . They always responded within minutes of me asking a question I will be staying here anytime I come to San Jose. <3"
The price is AU$289
includes taxes & fees
2 Oct - 3 Oct
SJ Landmark The Hensley House Master Suite with Bathtub Unit 1
Modern-Rustic Mountain getaway with Cozy Features - Dogs Welcome
9.0 out of 10, Wonderful, (169)
"This house is lovely and so quiet and peaceful! If you are looking to relax, this is your place. We really enjoyed our stay and the house is well equipped."
Modern-Rustic Mountain getaway with Cozy Features - Dogs Welcome
Small Beach Cottage near the Coastal Trail and The Ritz
10.0 out of 10, Exceptional, (84)
"A great spot near the beach, walking trails, and downtown."
The price is AU$529
includes taxes & fees
2 Oct - 3 Oct
Small Beach Cottage near the Coastal Trail and The Ritz
Cute 1BR/1BA Pvt entry & yard
7.4 out of 10, Good, (23)
"This was a great location for doing all we had planned over our three days. The owners were very responsive and even installed a new TV while we were there."
Cute 1BR/1BA Pvt entry & yard
Stylish Seaside Cottage - Walking to Beach
9.8 out of 10, Exceptional, (36)
"Great spot for 2 :)"
The price is AU$407
includes taxes & fees
30 Oct - 31 Oct
Stylish Seaside Cottage - Walking to Beach
Locale Menlo Park
4.0 star property
8.0 out of 10, Very good, (11)
"Our stay was absolutely amazing!! This hotel is one of the most beautiful properties I have ever visited. The pool and courtyard are amazing from its multiple firetables, grill/pizza ovens to its hottub. This is by far the nicest cleanest hotel in Palo Alto. Did i forget to mention the complimentary coffee/latte machine that uses Philz coffee beans. This property also comes equipt with a golf simulator, dog wash room and a full gym. I will be back anytime I visit the area. I would recommend to...
Locale Menlo Park
Cozy apartment centrally located in the heart of Silicon Valley
9.0 out of 10, Wonderful, (22)
"It was short five day trip to visit grandchildren. The apartment was immaculate and cozy. It clearly fit my needs. Neighborhood was safe and secure. I was appreciative to secure this rental on relatively short notice. Would definitely rent this location again."
Cozy apartment centrally located in the heart of Silicon Valley
Oceanfront Coastal Home w/ Breathtaking Views – Hiking, Beaches & More
9.4 out of 10, Exceptional, (22)
"Stunning ocean views"
The price is AU$1,002
includes taxes & fees
6 Oct - 7 Oct
Oceanfront Coastal Home w/ Breathtaking Views – Hiking, Beaches & More
Private Studio , spectacular Ocean View , bathroom , kitchenette, Very Quiet
9.8 out of 10, Exceptional, (79)
"Beautiful grounds, very relaxing !"
Private Studio , spectacular Ocean View , bathroom , kitchenette, Very Quiet
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
9.4 out of 10, Exceptional, (66)
"Lovely home with all the amenities and easy walk to the beach."
The price is AU$463
includes taxes & fees
6 Oct - 7 Oct
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
.5 mi to Beach, trails or Main Street ! Hot tub and fire pit!
10.0 out of 10, Exceptional, (31)
"The property is well situated. Quick walk to a beautiful beach that’s not too populated. Water warm enough to stick your feet in. The town is up the road in the other direction also within walking distance. Somewhat of a sleepy town with lots of food choices. The house fit our family of six very well. The beds were super comfortable. The hot tub was a great treat at night. The house does feel a little more lived in than expected. That took a minute to get used to since there are some closets and...
.5 mi to Beach, trails or Main Street ! Hot tub and fire pit!
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Other types of properties in Portola Valley you may be interested in

Bay Landing San Francisco Airport Hotel
3.0 star property
9.0 out of 10, Wonderful, (3353)
"Great quiet convenient location between San Francisco and San Mateo County. Friendly staff and sufficient amenities for a stay. Nice views with a great trail next to it. Would definitely recommend and stay again! "
The price is AU$197
includes taxes & fees
1 Nov - 2 Nov
Bay Landing San Francisco Airport Hotel
Best Western Plus Grosvenor Airport Hotel
3.0 star property
8.2 out of 10, Very good, (1373)
"Always great stay at this place we love it"
The price is AU$149
includes taxes & fees
20 Oct - 21 Oct
Best Western Plus Grosvenor Airport Hotel
SFO El Rancho Inn SureStay Collection by Best Western
3.0 star property
8.2 out of 10, Very good, (2436)
"clean room and quiet"
The price is AU$180
includes taxes & fees
7 Oct - 8 Oct
SFO El Rancho Inn SureStay Collection by Best Western
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.

Frequently asked questions

Can I find holiday rentals in Portola Valley?

Yes, there are holiday rentals close to the most popular sights in Portola Valley, 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?

Marbella Lane Triplex San Jose: This holiday home rental outside of Portola Valley has cable TV and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a fridge and kitchenware can make your holiday run smoothly.

How many holiday rentals will I find in Portola Valley?

Choose from 3 Expedia holiday rentals in Portola Valley for a memorable holiday.

What can I see and do in Portola Valley?

Horse Park at Woodside 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 Santana Row Shopping Center.

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.