Portola Valley Holiday Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Portola Valley holiday rentals

Free WiFi

Mays Luxury Farm Stays

Mays Luxury Farm Stays
2.0 star property
Los Gatos
10.0 out of 10, Exceptional, (5 reviews)
"Great Location with comfortable beds and a stunning view from the porch and windows. Loved feeding the koi. "
United States
Bryce
The price is HK$1,209
HK$1,921 total
includes taxes & fees
18 Jan - 19 Jan
Mays Luxury Farm Stays
Living area

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
2.0 star property
East San Mateo
8.8 out of 10, Excellent, (3 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is HK$1,098
HK$2,826 total
includes taxes & fees
21 Jan - 22 Jan
Mid Century Garden View Home Parking
Fireplace

Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (57 reviews)
"Clean room, quiet, quick response from staff with question"
United States
Rene
The price is HK$862
HK$979 total
includes taxes & fees
19 Jan - 20 Jan
Kasa University-Airport Santa Clara
Property grounds

Redwood Home - view of the river!

Redwood Home - view of the river!
Ben Lomond
9.8 out of 10, Exceptional, (34 reviews)
"Great place"
United States
david l.
The price is HK$686
HK$2,863 total
includes taxes & fees
22 Jan - 23 Jan
Redwood Home - view of the river!
1 bedroom, desk, free WiFi, bed sheets

Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP

Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP
Northside
10.0 out of 10, Exceptional, (10 reviews)
"This was a fantastic place to stay, exactly as the pictures showed it to be. Would definitely stay here again!"
United States
Deirdre S.
The price is HK$850
HK$1,563 total
includes taxes & fees
9 Feb - 10 Feb
Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP
Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach
2.0 star property
Alsace Lorraine
10.0 out of 10, Exceptional, (7 reviews)
"Beach nearby. Very clean and nice vacation rental. The hosts really care about their guests and it shows. "
United States
Angela
The price is HK$1,228
HK$2,444 total
includes taxes & fees
20 Jan - 21 Jan
Modern Coastal Retreat, Walk to Downtown HMB & Beach
Terrace/patio

Oceanview Penthouse, Stylish & Walking to Beach

Oceanview Penthouse, Stylish & Walking to Beach
El Granada
10.0 out of 10, Exceptional, (36 reviews)
"The studio is in a great location and is centrally located within walking distance to shops and restaurants. Pictures were accurate and the place was spotless; would definitely stay here again."
United States
Steven D.
The price is HK$1,708
HK$2,518 total
includes taxes & fees
19 Jan - 20 Jan
Oceanview Penthouse, Stylish & Walking to Beach
1 bedroom, in-room safe, desk, iron/ironing board

Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.6 out of 10, Exceptional, (10 reviews)
"Beautiful and great! Friendly hosts"
United States
C D.
The price is HK$912
HK$1,645 total
includes taxes & fees
22 Jan - 23 Jan
Palo Alto Cottage: Privacy, Comfort & Convenience
Interior

Walk to Dtwn San Jose & Sjsu: Charming + Cozy Gem!

Walk to Dtwn San Jose & Sjsu: Charming + Cozy Gem!
3.0 star property
San Jose
The price is HK$554
HK$2,477 total
includes taxes & fees
26 Jan - 27 Jan
Walk to Dtwn San Jose & Sjsu: Charming + Cozy Gem!
Shower, hair dryer, towels

'Treehouse' in the Redwoods - sleeps 4!

'Treehouse' in the Redwoods - sleeps 4!
Ben Lomond
10.0 out of 10, Exceptional, (6 reviews)
"Stay was great, it was perfect for what we needed. House was such a great costal vibe and the property was beautiful and quiet. "
United States
Nicole B.
The price is HK$585
HK$2,828 total
includes taxes & fees
19 Jan - 20 Jan
'Treehouse' in the Redwoods - sleeps 4!
Smart TV

LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry

LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry
Burlingame Terrace
9.8 out of 10, Exceptional, (7 reviews)
"Great location and very responsive manager!! Thank you"
United States
adam l.
The price is HK$772
HK$2,846 total
includes taxes & fees
19 Jan - 20 Jan
LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry
Living area

@ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
North Central
The price is HK$1,302
HK$2,829 total
includes taxes & fees
2 Feb - 3 Feb
@ Marbella Lane - Bright and Cozy Home Near SFO
1 bedroom, desk, iron/ironing board, free WiFi

"Queens Palace" Studio Apt Business Ready - San Jose

"Queens Palace" Studio Apt Business Ready - San Jose
San Tomas
10.0 out of 10, Exceptional, (5 reviews)
"Good clean property and check in was easy"
United States
Brij P.
The price is HK$1,092
HK$1,248 total
includes taxes & fees
21 Jan - 22 Jan
"Queens Palace" Studio Apt Business Ready - San Jose
Terrace/patio

Either Way Hideaway

Either Way Hideaway
2.0 star property
Boulder Creek
10.0 out of 10, Exceptional, (15 reviews)
"We had a beautiful stay here. Everything was just as described and the surroundings were amazing. "
United States
Vita P.
The price is HK$1,502
HK$3,045 total
includes taxes & fees
2 Feb - 3 Feb
Either Way Hideaway
Private kitchen

LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
The price is HK$1,513
HK$3,167 total
includes taxes & fees
26 Jan - 27 Jan
LakeFront Lavender House
Outdoor dining

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Heritage Downtown
9.8 out of 10, Exceptional, (8 reviews)
"Great place "
United States
Marie S.
The price is HK$640
HK$2,300 total
includes taxes & fees
19 Jan - 20 Jan
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Exterior detail

Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown

Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown
2.0 star property
Garden Alameda
10.0 out of 10, Exceptional, (2 reviews)
"Convenient location in mid town San Jose, close to everything.pet friendly by host ( I don’t have pet)Brand new immaculate ADU with smart new Samsungappliances, well stocked in every room.ADU is so clean and neat to the point I don’t want to mess up with even avoided to cook smelly foods.Parking either in the garage or behind the lock gate.Very nice owner, gave directions clearly , Overall this ADU is one of the best vacations rentals i had stayed . I want to rent this rental again when I am...
United States
Hang N.
The price is HK$1,286
HK$2,538 total
includes taxes & fees
18 Jan - 19 Jan
Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown
Smart TV, fireplace

Serene 2BR Bungalow - Parking + Laundry + Sleep 6

Serene 2BR Bungalow - Parking + Laundry + Sleep 6
Willow Glen
9.6 out of 10, Exceptional, (7 reviews)
"The property was perfect for my wife and I to surprise our kids with their first niners game at Levi's stadium! It was close proximity to everything we wanted to do and the hosts were great from booking all the way through our check-out!"
United States
Josh V.
The price is HK$1,193
HK$2,412 total
includes taxes & fees
27 Jan - 28 Jan
Serene 2BR Bungalow - Parking + Laundry + Sleep 6
Interior

Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
Shasta-Hanchett Park
9.8 out of 10, Exceptional, (8 reviews)
"Ideal location, walking distance from popular San Jose points of interest. House had a great layout and style. Would stay there again."
United States
Liberato M.
The price is HK$889
HK$2,062 total
includes taxes & fees
25 Jan - 26 Jan
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
Property grounds

Cozy guest suite in Los Gatos - Beach in 30 min!

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.2 out of 10, Very good, (11 reviews)
"We had a wonderful stay at Eric's lovely home. The view is not to be believed, and the rooms were comfortable and clean. We hope to return as soon as possible. Thanks Eric!"
United States
Susan & David S.
The price is HK$933
HK$1,572 total
includes taxes & fees
23 Jan - 24 Jan
Cozy guest suite in Los Gatos - Beach in 30 min!
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

Good Nite Inn - Redwood City

Good Nite Inn - Redwood City

10/10 Excellent
"Everything was great"
Kevin 1-night trip
Posted 17 hours ago
Good Nite Inn - Redwood City

Find out more about Portola Valley

Search for holiday rentals in Portola Valley on Expedia! You can easily find your home rentals, villas, holiday apartments in Portola Valley using one of the methods below:

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Look no further and take a look at our great range of rental properties in Portola Valley!

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 a TV and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware.

How many holiday rentals will I find in Portola Valley?

Choose from 4 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. Horse Park at Woodside and Foothills Park are other places to visit while you're in town.

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.