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

Holiday Homes in Portola Valley

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Portola Valley holiday homes

Exterior detail

Comfortable Room in San Jose with TV, WiFi, mini-fridge,Coffe maker, microwave

Comfortable Room in San Jose with TV, WiFi, mini-fridge,Coffe maker, microwave
San Jose
7.6 out of 10, Good, (7 reviews)
"great stay thank you"
United States
Alan G.
The price is €131
includes taxes & fees
13 Jul - 14 Jul
Comfortable Room in San Jose with TV, WiFi, mini-fridge,Coffe maker, microwave
Interior

Light Filled Newly Built Almaden Foothill ADU with Private yard and entrance

Light Filled Newly Built Almaden Foothill ADU with Private yard and entrance
South San Jose
10.0 out of 10, Exceptional, (41 reviews)
"Pet friendly, has all the amenities, beautiful, cozy, feels like a welcoming home, very safe area, responsive host"
United States
Pierce
The price is €251
includes taxes & fees
23 Jul - 24 Jul
Light Filled Newly Built Almaden Foothill ADU with Private yard and entrance
Terrace/patio

Large New Modern Guest House + Laundry + Garden

Large New Modern Guest House + Laundry + Garden
Willow Glen
8.6 out of 10, Excellent, (11 reviews)
"Love the place, made me feel at home."
United States
Carlos wilfredo
The price is €175
includes taxes & fees
16 Jul - 17 Jul
Large New Modern Guest House + Laundry + Garden
1 bedroom, desk, iron/ironing board, travel cot

Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking

Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking
San Jose
10.0 out of 10, Exceptional, (1 review)
"This was the perfect little stay for me and my pooch. Quiet & clean, nice kitchenette area. The only thing missing is a bathroom sink with mirror. There’s nowhere in the bathroom to wash your face, brush your teeth, put on makeup and get ready for your day. There is a full length mirror, which is great. Cute little sitting outdoor area for morning coffee or afternoon cocktail. One great thing, it’s in a gated area with a very small yard so my dog could be safely contained outside, and it’s...
United States
Asher M.
The price is €178
includes taxes & fees
19 Jul - 20 Jul
Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking
Exterior detail

Downtown Redwood City w/ onsite Japanese hibachi food truck servicing late night

Downtown Redwood City w/ onsite Japanese hibachi food truck servicing late night
Staumbaugh Heller
The price is €106
includes taxes & fees
17 Jul - 18 Jul
Downtown Redwood City w/ onsite Japanese hibachi food truck servicing late night
Smart TV

Beautiful, Safe, Clean, Spacious 2 bd/1ba in N San Jose 951311

Beautiful, Safe, Clean, Spacious 2 bd/1ba in N San Jose 951311
North San Jose
7.6 out of 10, Good, (8 reviews)
"Great hosts. Thanks"
United States
Steve O.
The price is €232
includes taxes & fees
20 Jul - 21 Jul
Beautiful, Safe, Clean, Spacious 2 bd/1ba in N San Jose 951311
Smart TV

The Zen Den - Newly Built 2 BR Centrally-Located

The Zen Den - Newly Built 2 BR Centrally-Located
Santa Clara
8.0 out of 10, Very good, (6 reviews)
"the place was great"
United States
David R.
The Zen Den - Newly Built 2 BR Centrally-Located
Terrace/patio

Serene Guest Suite w/ Private Bath and Kitchenette

Serene Guest Suite w/ Private Bath and Kitchenette
Willow Glen
8.8 out of 10, Excellent, (23 reviews)
"yes great stay"
United States
Alan G.
The price is €147
includes taxes & fees
14 Jul - 15 Jul
Serene Guest Suite w/ Private Bath and Kitchenette
Beach nearby

Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.8 out of 10, Exceptional, (46 reviews)
"We loved staying here! Such a beautiful home with beautiful views. Thank you!"
United States
Vita P.
The price is €340
includes taxes & fees
13 Jul - 14 Jul
Luxury Spa Retreat Guest House with Ocean View
Fridge, microwave, oven, stovetop

Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
7.8 out of 10, Good, (25 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
The price is €208
includes taxes & fees
20 Jul - 21 Jul
Gourmet Kitchen + Private Front Yard + Parking
Exterior

Silicon Valley Hideaway w/ Private Garden

Silicon Valley Hideaway w/ Private Garden
Willow Glen
8.0 out of 10, Very good, (4 reviews)
"We enjoyed the time in your home. We appreciate your hospitality."
United States
Immer L.
The price is €160
includes taxes & fees
27 Jul - 28 Jul
Silicon Valley Hideaway w/ Private Garden
TV, video games, computer monitors

Private Guest Suite 30 Mins of SFO/OAK✈| Walk to Transit

Private Guest Suite 30 Mins of SFO/OAK✈| Walk to Transit
Tennyson - Alquire
10.0 out of 10, Exceptional, (2 reviews)
"The private guest suite is really spacious and nice that area is quiet check-in super simple and kitchen facilities is all there for you "
United States
Greg J.
Private Guest Suite 30 Mins of SFO/OAK✈| Walk to Transit
Smart TV

Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking

Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking
San Jose
10.0 out of 10, Exceptional, (3 reviews)
"Awesome spot!!"
United States
Kevin D.
The price is €418
includes taxes & fees
31 Jul - 1 Aug
Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking
Terrace/patio

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 €129
includes taxes & fees
10 Aug - 11 Aug
Charming 1-bedroom house in superb San Jose with AC, WiFi
1 bedroom, iron/ironing board, free WiFi, bed sheets

@ Marbella Lane - MiniGuest House 11-Min to Levi's

@ Marbella Lane - MiniGuest House 11-Min to Levi's
Northside
6.8 out of 10, (5 reviews)
"It would have been a great stay if it wasn’t for roaches. "
United States
Denise C.
@ Marbella Lane - MiniGuest House 11-Min to Levi's
2 bedrooms, iron/ironing board, travel cot, WiFi

Relax & Fun |Fire Pit| Lovely 2BR FUN Game #Family

Relax & Fun |Fire Pit| Lovely 2BR FUN Game #Family
Half Moon Bay
9.4 out of 10, Exceptional, (31 reviews)
"Nice property. Comfortable, clean. "
Canada
Kevin
The price is €589
includes taxes & fees
20 Jul - 21 Jul
Relax & Fun |Fire Pit| Lovely 2BR FUN Game #Family
Interior

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
8.2 out of 10, Very good, (11 reviews)
"Great placeGreat location 10 minutes from everything Palo Alto and Menlo Park"
United States
Christopher W.
The price is €305
includes taxes & fees
26 Jul - 27 Jul
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
Fridge, microwave, stovetop, dishwasher

Luxury Studio in Central Fremont

Luxury Studio in Central Fremont
South Sundale
The price is €215
includes taxes & fees
11 Aug - 12 Aug
Luxury Studio in Central Fremont
Fridge, microwave, oven, stovetop

The Charming Home Nearby UCU, San Jose Downtown, Airport, SAP

The Charming Home Nearby UCU, San Jose Downtown, Airport, SAP
Northside
10.0 out of 10, Exceptional, (29 reviews)
"Lovely house that for 3 adults perfectly in am excellent location. Excellent hosts, would highly recommend!"
United States
Cindy c.
The price is €317
includes taxes & fees
20 Jul - 21 Jul
The Charming Home Nearby UCU, San Jose Downtown, Airport, SAP
TV, fireplace

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, (11 reviews)
"Had a great stay. Location is perfect. Clean and comfortable. Would stay again."
United States
Bill P.
The price is €321
includes taxes & fees
15 Jul - 16 Jul
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portola Valley Hotel Reviews

Dinah's Garden Hotel

Dinah's Garden Hotel

10/10 Excellent
"Clean and spacious was a magical experience, beautiful hidden gym"
Jennifer 3-night trip
Posted 7 hours ago
Dinah's Garden Hotel

Find out more about Portola Valley

Portola Valley Holiday Homes information

Number of reviews
236
Accommodation
824 Holiday Homes
Lowest Price
€106
Highest Price
€589