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

Holiday Homes in Portola Valley

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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 homes

A two-story house with a gabled roof and a front porch.

1. Modern Guesthouse Retreat in the Heart of Silicon Valley

Modern Guesthouse Retreat in the Heart of Silicon Valley
West Menlo Park
9.2 out of 10, Wonderful, (18 reviews)
"We weren’t actually able to stay at this lovely-looking property, but the hosts were kind and communication was great. "
United States
Anonymous traveller
The price is NZ$572
includes taxes & fees
1 Oct - 2 Oct
Modern Guesthouse Retreat in the Heart of Silicon Valley
A bedroom with a bed, a bedside table with a lamp, a trash bin, and a painting on the wall.

2. @ Marbella Lane - 2BR Guest House |DTWN RWC| Pking

@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking
Palm Park
7.4 out of 10, Good, (20 reviews)
"Nice clean quiet place to spend the night while on a short business trip."
United States
Don
@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking
A bedroom with a bed, a window with blinds, a door, and a wooden floor.

3. Private Silicon Valley Suite 1BR 1Ba WiFi, A.C & Parking

Private Silicon Valley Suite 1BR 1Ba WiFi, A.C & Parking
East Palo Alto
The price is NZ$268
includes taxes & fees
29 Sept - 30 Sept
Private Silicon Valley Suite 1BR 1Ba WiFi, A.C & Parking
A modern kitchen with a central island, bar stools, and a dining area.

4. 2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
Menlo Park
8.0 out of 10, Very good, (13 reviews)
"Great placeGreat location 10 minutes from everything Palo Alto and Menlo Park"
United States
Christopher W.
The price is NZ$532
includes taxes & fees
29 Sept - 30 Sept
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
A bedroom with a bed, a chair, a TV, and a window.

5. Modern poolside house with AC Downtown Mountain View!

Modern poolside house with AC Downtown Mountain View!
Shoreline West
9.6 out of 10, Exceptional, (11 reviews)
"Cute and comfy, convenient location, responsive host. Excellent for my extended stay."
United States
Nancy A.
Modern poolside house with AC Downtown Mountain View!
A bedroom with a bed, a window, an air conditioning unit, and a door leading to another room.

6. Marbella Lane - 3BR House | DTWN RWC | Parking

Marbella Lane - 3BR House | DTWN RWC | Parking
Palm Park
7.4 out of 10, Good, (27 reviews)
"Good location, great house and very spacious "
United States
Anika S.
The price is NZ$1,032
includes taxes & fees
29 Sept - 30 Sept
Marbella Lane - 3BR House | DTWN RWC | Parking
A coastal landscape with a sandy beach, cliffs, and a field of wildflowers.

7. Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
South Downtown
9.2 out of 10, Wonderful, (43 reviews)
"Beautiful location and space. Location was perfect and exactly what we needed"
United States
Patricia D.
The price is NZ$675
includes taxes & fees
4 Oct - 5 Oct
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
A spacious living room with a large wooden coffee table, a sofa with patterned cushions, and a view of the outside through a large window.

8. Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
Heritage Downtown
9.6 out of 10, Exceptional, (14 reviews)
"nice place...close to restaurants...easy parking!"
United States
Luz
The price is NZ$504
includes taxes & fees
30 Sept - 1 Oct
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
A compact kitchen with a central island, bar stools, wooden cabinets, and a clock on the wall.

9. Quaint, cute two bedroom home

Quaint, cute two bedroom home
Mountain View
9.8 out of 10, Exceptional, (22 reviews)
"Nice quiet stay. "
United States
Zach B.
Quaint, cute two bedroom home
A room with a wooden floor, a potted plant, a table, and a colorful arcade machine.

10. 3B house in Redwood City Walk to Caltrain with AC Parking near Stanford 1Gbps

3B house in Redwood City Walk to Caltrain with AC Parking near Stanford 1Gbps
Roosevelt
The price is NZ$833
includes taxes & fees
5 Oct - 6 Oct
3B house in Redwood City Walk to Caltrain with AC Parking near Stanford 1Gbps
A backyard with a patio area, a wooden fence, and a variety of plants.

11. Charming 1-bedroom house in superb San Jose with AC, WiFi

Charming 1-bedroom house in superb San Jose with AC, WiFi
West San Jose
5.2 out of 10, (5 reviews)
"When we went to the place we had issues finding our way to enter the property the landlord was able to give me some information about how to get in. The she mentioned she forgot to clean the place. We got in and found used towels all around with weird smell. The places wasn’t cleared. And what she offered to solve was to wait like 2 hours for her to arrive that will give us clean bed sheets for us to change. We had driven a lot to find where we stay will be clean at least. So we managed to...
United States
Julio M.
The price is NZ$340
includes taxes & fees
2 Oct - 3 Oct
Charming 1-bedroom house in superb San Jose with AC, WiFi

12. Big Room Queen Bed & Sofa Bed/ Perfect environment

Big Room Queen Bed & Sofa Bed/ Perfect environment
Sunnyvale
The price is NZ$401
includes taxes & fees
6 Oct - 7 Oct
Big Room Queen Bed & Sofa Bed/ Perfect environment
A modern bedroom with a bed, bedside table, mirror, and a wall with vertical wooden slats.

13. Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford

Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford
Suburban Park - Lorelei Manor - Flood Park Triangle
The price is NZ$525
includes taxes & fees
29 Sept - 30 Sept
Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford

14. Chic and Comfy Home in the Heart of Silicon Valley

Chic and Comfy Home in the Heart of Silicon Valley
North Whisman
10.0 out of 10, Exceptional, (19 reviews)
"We were in town for the niners game and this location was perfect for the stay def would come again"
United States
Nancy Q.
Chic and Comfy Home in the Heart of Silicon Valley
A modern kitchen with white cabinets, a wooden dining table, and green chairs.

15. Cozy 1-bedroom/private bath in gorgeous Newark home.

Cozy 1-bedroom/private bath in gorgeous Newark home.
Newark
8.0 out of 10, Very good, (1 review)
"My husband and I were stunned the first night upon entering the home as the property was listed as entire home and it had the word bungalow in it. We thought we were staying in an attached private bungalow. We climbed 2 long flights of steps to the small bedroom and slept well that night. Currently, there is no dresser in the bedroom, just a closet. We suggested that she put one in and she was receptive to this idea. Our private bathroom was new, modern and very clean. Although, we were sharing...
United States
Wendy L F.
The price is NZ$445
includes taxes & fees
2 Oct - 3 Oct
Cozy 1-bedroom/private bath in gorgeous Newark home.
A living room with a sectional sofa, a wooden coffee table, and a colorful striped rug.

16. Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
Heritage Downtown
7.8 out of 10, Good, (22 reviews)
"Thanks for a great stay!"
United States
April M.
The price is NZ$300
includes taxes & fees
13 Oct - 14 Oct
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
A modern kitchen with white cabinetry, stainless steel appliances, and a herringbone-patterned backsplash.

17. Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
8.2 out of 10, Very good, (33 reviews)
"We had an excellent experience, the property was really clean love the kitchen and the living room area. We loved how peaceful and quiet it was. Communication was fast and easy. shower was too small though . But overall enjoyed the stay"
United States
Sandra
The price is NZ$295
includes taxes & fees
4 Oct - 5 Oct
Gourmet Kitchen + Private Front Yard + Parking
A hot tub in a backyard with a wooden deck, outdoor furniture, and a wooden fence.

18. Charming Garden Cottage- steps to historic Old Town Half Moon Bay

Charming Garden Cottage- steps to historic Old Town Half Moon Bay
Heritage Downtown
9.8 out of 10, Exceptional, (64 reviews)
"Clean; cheerful! Wonderful location."
United States
Catherine
The price is NZ$840
includes taxes & fees
30 Sept - 1 Oct
Charming Garden Cottage- steps to historic Old Town Half Moon Bay
A two-story house with a garage, a front door, and a well-maintained lawn.

19. 10 mins walk 2 Palo Alto DT, Stanford, Dinning&Markets

10 mins walk 2 Palo Alto DT, Stanford, Dinning&Markets
University South
10.0 out of 10, Exceptional, (9 reviews)
"Great place. Close to town."
United States
Bryan J.
10 mins walk 2 Palo Alto DT, Stanford, Dinning&Markets
A modern living room with a grey sofa, green chairs, a coffee table, and large windows with a view of palm trees and a clear sky.

20. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
The price is NZ$577
includes taxes & fees
12 Oct - 13 Oct
Mid Century Garden View Home Parking
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

Hyatt Regency San Francisco Airport

Hyatt Regency San Francisco Airport

8/10 Good
"Excellent for an early morning flight, with airport shuttles every 15 min."
Mary Anne 1-night trip
Posted 1 hour ago
Hyatt Regency San Francisco Airport

Find out more about Portola Valley

Portola Valley Holiday Homes information

Number of reviews
259
Accommodation
733 Holiday Homes
Lowest Price
NZ$268
Highest Price
NZ$1,032