Holiday Homes in Portola Valley

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Our top choices for Portola Valley holiday homes

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

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.8 out of 10, Excellent, (16 reviews)
"Amazing views from the back porch. Very easy to check in and check out. The property is beautiful. Lots of great places nearby to eat, drink, or grab a cup of coffee.Would recommend."
United States
Immanuel D.
The price is AU$283
includes taxes & fees
12 May - 13 May
Cozy guest suite in Los Gatos - Beach in 30 min!

Large New Modern Guest House + Laundry + Garden

Large New Modern Guest House + Laundry + Garden
Willow Glen
8.0 out of 10, Very good, (8 reviews)
"Bed is firm and water pressure/temp excellent. Quiet, safe neighborhood that is close to some amazing restaurants. I used the courtyard every day for morning coffee or visits from kids/grandkids. We even did an art project which was a one of those special family memories you talk about for years. We would definitely stay again. "
United States
Raider F.
The price is AU$273
includes taxes & fees
10 May - 11 May
Large New Modern Guest House + Laundry + Garden

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 AU$248
includes taxes & fees
13 May - 14 May
Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking

Redwood Home - view of the river!

Redwood Home - view of the river!
Ben Lomond
9.8 out of 10, Exceptional, (41 reviews)
"The cabin was super cute. Good location, close to shops, parks, restaurants and bars."
United States
Kaulana
The price is AU$662
includes taxes & fees
10 May - 11 May
Redwood Home - view of the river!

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 AU$226
includes taxes & fees
10 May - 11 May
Silicon Valley Hideaway w/ Private Garden

Modern 2-Bed Family Haven 🏡 Pet-Friendly + EV Charging 🐾⚡

Modern 2-Bed Family Haven 🏡 Pet-Friendly + EV Charging 🐾⚡
North San Jose
10.0 out of 10, Exceptional, (6 reviews)
"Clean new great yard and all the amenities anyone can use."
United States
Rob L.
The price is AU$619
includes taxes & fees
10 May - 11 May
Modern 2-Bed Family Haven 🏡 Pet-Friendly + EV Charging 🐾⚡

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
8.6 out of 10, Excellent, (4 reviews)
"great stay thank you"
United States
Alan G.
The price is AU$203
includes taxes & fees
11 May - 12 May
Comfortable Room in San Jose with TV, WiFi, mini-fridge,Coffe maker, microwave

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
8.6 out of 10, Excellent, (4 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is AU$562
includes taxes & fees
9 May - 10 May
Mid Century Garden View Home Parking

@ Marbella Lane - 2BR LwrLvl Home 11-Min to Levi's

@ Marbella Lane - 2BR LwrLvl Home 11-Min to Levi's
Northside
9.8 out of 10, Exceptional, (6 reviews)
"This is a great place for a group of 3 or 4 people to stay. It’s clean, nicely furnished, and the owners are easy to communicate with."
United States
Dave J.
The price is AU$601
includes taxes & fees
2 June - 3 June
@ Marbella Lane - 2BR LwrLvl Home 11-Min to Levi's

Elegant Spacious King Suite, Laundry, Full Kitchen

Elegant Spacious King Suite, Laundry, Full Kitchen
Willow Glen
The price is AU$268
includes taxes & fees
12 May - 13 May
Elegant Spacious King Suite, Laundry, Full Kitchen

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 AU$390
includes taxes & fees
14 May - 15 May
Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking

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
7.2 out of 10, Good, (7 reviews)
"In town for to nights for a Niners game, place worked well. Close to tram that goes to the stadium. "
United States
Eric M.
The price is AU$365
includes taxes & fees
22 May - 23 May
Beautiful, Safe, Clean, Spacious 2 bd/1ba in N San Jose 951311

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

Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
El Granada
9.4 out of 10, Exceptional, (37 reviews)
"We loved our stay"
United States
Chris L.
The price is AU$626
includes taxes & fees
11 May - 12 May
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more

Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.6 out of 10, Exceptional, (40 reviews)
"We loved staying here! Such a beautiful home with beautiful views. Thank you!"
United States
Vita P.
The price is AU$518
includes taxes & fees
10 May - 11 May
Luxury Spa Retreat Guest House with Ocean View

@ Marbella Lane -3BR Cozy Retreat 10-Min to Levi's

@ Marbella Lane -3BR Cozy Retreat 10-Min to Levi's
Willow Glen
7.4 out of 10, Good, (13 reviews)
"Rental was clean and well equipped. It was perfect for our family. It was comfortable. The owner was great with communication, checking in to make sure we had everything we needed. Would definitely stay here again!"
United States
Goodwin G.
The price is AU$1,268
includes taxes & fees
6 June - 7 June
@ Marbella Lane -3BR Cozy Retreat 10-Min to Levi's

lx51 History in Pescadero

lx51 History in Pescadero
Pescadero
10.0 out of 10, Exceptional, (4 reviews)
"Great location and the backyard was so relaxing. It was a lovely getaway and we look forward to staying there in the future "
United States
jess w.
The price is AU$667
includes taxes & fees
13 May - 14 May
lx51 History in Pescadero

Serene Guest Suite w/ Private Bath and Kitchenette

Serene Guest Suite w/ Private Bath and Kitchenette
Willow Glen
8.6 out of 10, Excellent, (21 reviews)
"The place is good for money value and great location and great people"
United States
Hatem A.
The price is AU$225
includes taxes & fees
11 May - 12 May
Serene Guest Suite w/ Private Bath and Kitchenette

Charming Craftsman in Downtown SJ

Charming Craftsman in Downtown SJ
Downtown San Jose
10.0 out of 10, Exceptional, (2 reviews)
"Very cute spot in a good location. We stayed briefly for the Superbowl, but appreciated all of the finer touches that the place offered. It was very clean, quaint, and had everything you would need for a stay — the owner clearly has a keen eye for detail and is a great interior designer!"
United States
Robert G.
The price is AU$565
includes taxes & fees
9 May - 10 May
Charming Craftsman in Downtown SJ

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
Miramar
7.2 out of 10, Good, (14 reviews)
"The location was the best. It was so close to the beach! Nice, quiet neighborhood with plenty of parking."
United States
Cheryl B.
The price is AU$163
includes taxes & fees
24 May - 25 May
Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants

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 AU$492
includes taxes & fees
10 May - 11 May
The Charming Home Nearby UCU, San Jose Downtown, Airport, SAP
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

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Portola Valley Holiday Homes information

Number of reviews
219
Accommodation
886 Holiday Homes
Lowest Price
AU$163
Highest Price
AU$1,268