Photo by Ragini Srinivasan

Holiday Rentals in Portola Valley

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Holiday Rentals in Portola Valley

Kasa University-Airport Santa Clara

4.0 star property
9.2 out of 10, Wonderful, (31)
"Everything was amazing!! We will definitely come back!!"
The price is €143
includes taxes & fees
25 Nov - 26 Nov
Kasa University-Airport Santa Clara

Studios Inn

3.5 star property
9.2 out of 10, Wonderful, (67)
"Okay. I don’t like that they charge for parking. "
Studios Inn

Global Luxury Suites San Jose Downtown

4.0 star property
8.0 out of 10, Very good, (8)
"Very nice location and nice apartment "
Global Luxury Suites San Jose Downtown

Cute Cabin in the redwoods.

9.0 out of 10, Wonderful, (19)
"We were in the South Bay for a wedding at Nestledown and didn't want to make the drive back home after festivities. This cabin is indeed cute, definitely tucked into the forest, and couldn't be any more convenient for the wedding venue unless it was literally on site. Host was quick to respond and place was tidy and comfortable."
The price is €250
includes taxes & fees
25 Nov - 26 Nov
Cute Cabin in the redwoods.

Marbella Lane Triplex San Jose

3.5 star property
7.4 out of 10, Good, (39)
"This home isn’t only beautiful. But super cozy. The stay was excellent. The check in was a very fast process. This is our second time renting from this company different locations and both are amazing. Highly recommend "
Marbella Lane Triplex San Jose

One Bedroom Cottage

9.8 out of 10, Exceptional, (39)
"Place was perfect for party of 3, very comfy king bed and above average sleeper sofa. Nice sheets too. Bathroom is on the small side but very clean/nice (water pressure was phenomenal). Air conditioners/heaters worked well, nice sized tv with typical streaming options. Bikes came in handy (cool beach cruisers). Was able to do late check-out, which we greatly appreciated. Good communication from owner before and during stay. Will book again next year."
One Bedroom Cottage

Global Luxury Suites at Mountain View

4.0 star property
8.2 out of 10, Very good, (173)
"Garbage disposal did not work.subtle rumbling all day and night- off and in. Not sure if it was trucks outside, the elevator or garbage shire. Not noticeable with tv on, but noticeable at night. Electronic locks were confusing. "
Global Luxury Suites at Mountain View

Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more

9.4 out of 10, Exceptional, (21)
"The guest host was very helpful when had Internet issues. Followed up with us several times"
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more

Coastal Home to explore Beaches, Restaurants, Coastline, Hiking, Activities

9.4 out of 10, Exceptional, (36)
"My daughter-in-law and a couple friends stayed in Moss Beach for a quick getaway. The place was very clean and well stocked. It is on the east side of Hwy 1. I was concerned about traffic noise but when all doors and windows are shut it was quiet. I would stay here again."
The price is €495
includes taxes & fees
3 Dec - 4 Dec
Coastal Home to explore Beaches, Restaurants, Coastline, Hiking, Activities

Stylish Seaside Cottage - Walking to Beach

9.8 out of 10, Exceptional, (36)
"Great spot for 2 :)"
The price is €276
includes taxes & fees
27 Nov - 28 Nov
Stylish Seaside Cottage - Walking to Beach

Modern-Rustic Mountain getaway with Cozy Features - Dogs Welcome

9.0 out of 10, Wonderful, (171)
"The two bedroom place was comfortable and clean. It had everything one needed for privacy in a convenient location: driving to get to the place is like driving through a Redwoods park "
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, (86)
"We enjoyed our stay in this comfortable space which is walking distance from the beach. We would definitely stay here again when we visit Half Moon Bay. "
The price is €353
includes taxes & fees
1 Dec - 2 Dec
Small Beach Cottage near the Coastal Trail and The Ritz

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

9.4 out of 10, Exceptional, (69)
"The house very nice, I feel like my house when We stay . Thank you "
The price is €265
includes taxes & fees
25 Nov - 26 Nov
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, (33)
"I grew up there & wanted to go back for a visit to my old neighborhood. The property is located on the beach rd I used to walk, ride my bike or even bring my horse up the beach rd. The house was like home to me. The house is cute & Immaculate, the manager was responsive & very nice. We enjoyed the stay & want to come back some day. Perfect. "
.5 mi to Beach, trails or Main Street ! Hot tub and fire pit!

SJ Landmark The Hensley House Master Suite with Bathtub Unit 1

9.4 out of 10, Exceptional, (55)
"Lovely house and neighborhood. Comfortable accommodations. A bit of trouble getting in but it was resolved quickly. While it was very clean in the most important areas, more attention to dusting wouldn’t hurt 😊"
The price is €199
includes taxes & fees
29 Nov - 30 Nov
SJ Landmark The Hensley House Master Suite with Bathtub Unit 1

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

9.6 out of 10, Exceptional, (24)
"It’s an older home but it has been updated and has everything you need. It’s a private location with great views. We really enjoyed our stay and the host was very responsive and accommodating. "
The price is €630
includes taxes & fees
1 Dec - 2 Dec
Oceanfront Coastal Home w/ Breathtaking Views – Hiking, Beaches & More

Relaxing Miramar Beach House-- directly on bike path, 5 minutes to the beach!

10.0 out of 10, Exceptional, (29)
"This house is very family friendly in an amazing location. We travel to Half Moon Bay frequently to visit family and will look for this option again for sure. "
Relaxing Miramar Beach House-- directly on bike path, 5 minutes to the beach!

Private Studio , spectacular Ocean View , bathroom , kitchenette, Very Quiet

9.8 out of 10, Exceptional, (84)
"This was an incredible property, everything i could have wanted and more - if im lucky enough to return to the area i will stay here again in a heartbeat "
Private Studio , spectacular Ocean View , bathroom , kitchenette, Very Quiet

Beach Chic Oasis Home, walk to the beaches, restaurants, ocean views & more

9.8 out of 10, Exceptional, (23)
"Great house and great location. It’s gorgeous just to walk around the neighborhood, it’s like a little peaceful spot! It was 3 moms with 3 teenage boys who wanted to surf and hike and we had plenty of room! Close to many great locations, too many to name."
The price is €517
includes taxes & fees
1 Dec - 2 Dec
Beach Chic Oasis Home, walk to the beaches, restaurants, ocean views & more
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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Other types of properties in Portola Valley you may be interested in

SFO El Rancho Inn SureStay Collection by Best Western

3.0 star property
8.4 out of 10, Very good, (2557)
"Great staff!"
The price is €107
includes taxes & fees
1 Dec - 2 Dec
SFO El Rancho Inn SureStay Collection by Best Western

Bay Landing San Francisco Airport Hotel

3.0 star property
9.0 out of 10, Wonderful, (3557)
"Bay Landing is a comfortable, clean, convenient and affordable stay for an overnight near the airport. Easy free shuttle, kind and helpful staff and a hot breakfast. Perfect."
The price is €139
includes taxes & fees
1 Dec - 2 Dec
Bay Landing San Francisco Airport Hotel

Crowne Plaza San Francisco Airport, an IHG Hotel

3.5 star property
7.4 out of 10, Good, (1425)
"Very clean and breakfast was great "
The price is €103
includes taxes & fees
30 Nov - 1 Dec
Crowne Plaza San Francisco Airport, an IHG Hotel
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?

Santa Cruz Mountains and Horse Park at Woodside 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 Tesla Motors.

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.