A tree-lined path with a fence on either side, leading towards a sunset.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Portola Valley holiday rentals

1. Mint House Menlo Park by Kasa

Mint House Menlo Park by Kasa
4.0 star property
Menlo Park
7.8 out of 10, Good, (36 reviews)
"The property was beautiful and looked exactly like the photos. It was in a very nice clean area, pet friendly, and had a lot of space to work. We did not get to check out the gym but it looked very nice as well! Definitely looking forward to staying at other Kasa properties in the future!"
United States
Tiffanie
The price is 5.714.280 ₫
6.612.862 ₫ total
includes taxes & fees
2 Oct - 3 Oct
Mint House Menlo Park by Kasa
A wooden deck with a white bathtub, wooden pergola, and a blue wall with a sign.

2. Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.6 out of 10, Excellent, (32 reviews)
"I'll be back"
United States
Billy
The price is 3.057.400 ₫
5.433.838 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Mays Luxury Farm Stays
An outdoor seating area with wooden deck, white cushioned chairs, and a brick wall.

3. Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (80 reviews)
"Love the roof top pool and hot tub. Flat was lovely but I wish there were a regular coffee maker in addition to the Keurig. Otherwise, nice spot and convenient to SCU!"
United States
Kathy
The price is 3.896.100 ₫
4.422.073 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Kasa University-Airport Santa Clara
A modern house with large windows, a wooden deck, and a cozy seating area.

4. LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
8.0 out of 10, Very good, (1 review)
"The listing provided showed a listing of a differently painted house, although the inside was clean the outside needs cleaning. The inside smelled like strong cleaning supplies so airing it out was necessary. The door for one of the bedrooms was locked and were told to find a way to open it on our own, so if you need immediate support for anything related to the house, expect you will need to do it yourself. The futon couch that they have is broken and don’t let them charge for it. If it’s a...
United States
Luis
The price is 3.319.477 ₫
8.577.927 ₫ total
includes taxes & fees
4 Oct - 5 Oct
LakeFront Lavender House
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a microwave.

5. @ 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 7.922.070 ₫
15.028.232 ₫ total
includes taxes & fees
8 Oct - 9 Oct
@ Marbella Lane - Bright and Cozy Home Near SFO
A modern living room with a grey sofa, green chairs, and a marble coffee table.

6. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
7.2 out of 10, Good, (5 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is 4.493.502 ₫
10.372.197 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Mid Century Garden View Home Parking
A bedroom with a bed, a window, an air conditioning unit, and a door leading to another room.

7. Marbella Lane - 3BR House Dtwn RWC Parking

Marbella Lane - 3BR House Dtwn RWC Parking
3.0 star property
Palm Park
Marbella Lane - 3BR House Dtwn RWC Parking
A modern living room with a sofa, coffee table, and dining area with chairs and a table.

8. New Build Smart Home 3 Bedroom

New Build Smart Home 3 Bedroom
2.0 star property
San Miguel
The price is 13.633.611 ₫
19.467.678 ₫ total
includes taxes & fees
29 Sept - 30 Sept
New Build Smart Home 3 Bedroom
A modern living room with a fireplace, a television, and a view of a lake through large sliding doors.

9. Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is 4.558.437 ₫
11.191.840 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Lakefront Retreat WaterViews 3BR 1.5BA
A modern living room with a brown sofa, round coffee table, and dining area with chairs and a small table. Decorative wall art and a wooden door are visible.

10. Walk to Google 3BR Home Yard & Kitchen

Walk to Google 3BR Home Yard & Kitchen
2.0 star property
North Whisman
Walk to Google 3BR Home Yard & Kitchen
A house with a stone staircase, a white railing, a red door, and a window with blinds.

11. Marbella Lane - 2BR Cozy Lwrlvl in Dtwn SJ

Marbella Lane - 2BR Cozy Lwrlvl in Dtwn SJ
3.0 star property
Northside
Marbella Lane - 2BR Cozy Lwrlvl in Dtwn SJ
A modern kitchen with stainless steel appliances, wooden cabinets, and a large sliding glass door leading to a backyard.

12. Marbella Lane -siliconvalley 3BR Gem in SJ

Marbella Lane -siliconvalley 3BR Gem in SJ
3.0 star property
Willow Glen
The price is 18.493.488 ₫
31.315.116 ₫ total
includes taxes & fees
2 Oct - 3 Oct
Marbella Lane -siliconvalley 3BR Gem in SJ
A modern kitchen with wooden cabinets, a dining area with a table and chairs, and a blue sofa in a living room.

13. Marbella Lane - 3BR Upprlvl Dtwn SJ Ldry

Marbella Lane - 3BR Upprlvl Dtwn SJ Ldry
3.0 star property
Northside
The price is 19.012.968 ₫
31.917.713 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Marbella Lane - 3BR Upprlvl Dtwn SJ Ldry
A bedroom with a bed, a bedside table with a lamp, a trash bin, and a painting on the wall.

14. 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 184.155.660 ₫
211.584.643 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Marbella Lane - 2BR Guest House Dtwn RWC Pking
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

Sonesta Select San Jose Airport

Sonesta Select San Jose Airport

8/10 Good
"Pros: nice shower, comfy bed, lots of outside room to sit, convenient parking, elevator, nice staff, convenient location, near restaurants/food, mostly quiet, nice room layout with sofa Cons: one of my bathroom towels was obviously dirty with some wort of sticky substance on it. The water pressure in the shower was weak. The sink was always backed up."
Jennifer 2-night trip
Posted 6 hours ago
Sonesta Select San Jose Airport

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.

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 SAP Center at San Jose.

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.