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Feb 20 - Feb 22

Our top choices for Portola Valley cottages

House (1 Bedroom) | Interior
Walk to Dtwn San Jose & Sjsu: Charming + Cozy Gem!

Cottage in San Jose

Walk to Dtwn San Jose & Sjsu: Charming + Cozy Gem!
3.0 star property
$309 nightly
The price is $348
Dec 25 - Dec 26
Total with taxes and fees
Walk to Dtwn San Jose & Sjsu: Charming + Cozy Gem!
1 bedroom, in-room safe, desk, iron/ironing board
Palo Alto Cottage: Privacy, Comfort & Convenience

Cottage in Midtown

Palo Alto Cottage: Privacy, Comfort & Convenience
9.6 out of 10, Exceptional, (8)
"Beautiful and great! Friendly hosts"
United States
C D.
$211 nightly
The price is $211
Dec 26 - Dec 27
Total with taxes and fees
Palo Alto Cottage: Privacy, Comfort & Convenience
Interior
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

Cottage in Shasta-Hanchett Park

Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
9.8 out of 10, Exceptional, (8)
"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.
$254 nightly
The price is $277
Jan 6 - Jan 7, 2026
Total with taxes and fees
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
Exterior
Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP

Cottage in Northside

Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP
10.0 out of 10, Exceptional, (9)
"This was a fantastic place to stay, exactly as the pictures showed it to be. Would definitely stay here again!"
United States
Deirdre S.
$194 nightly
The price is $211
Jan 5 - Jan 6, 2026
Total with taxes and fees
Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP
Property grounds
Small Beach Cottage near the Coastal Trail and The Ritz

Cottage in Arleta Park

Small Beach Cottage near the Coastal Trail and The Ritz
9.8 out of 10, Exceptional, (113)
"Great and cosy surfers cottage...my son and I were in HMB to attend a wedding."
United States
Charles C.
$259 nightly
The price is $295
Dec 30 - Dec 31
Total with taxes and fees
Small Beach Cottage near the Coastal Trail and The Ritz
Terrace/patio
2 Bedroom Treehouse Cottage

Cottage in Belmont

2 Bedroom Treehouse Cottage
9.0 out of 10, Wonderful, (2)
"The house is very comfortable and very clean. It contains everything a traveler needs. We arrived at night and had difficulty to locate the place, as there are other residences on the same lot. The Tree House is at the very top, so requires walking up four flights of stairs (65 steps in all), which we did not realize when we first arrived. But it is unique and a fun place to stay, in a nice area. We saw deer around the property three times during our short stay. Still, stores, restaurants...
United States
Jay S.
$286 nightly
The price is $295
Dec 24 - Dec 25
Total with taxes and fees
2 Bedroom Treehouse Cottage
1 bedroom, desk, free WiFi, bed sheets
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Cottage in Cupertino

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
9.6 out of 10, Exceptional, (4)
"This property is located in a residential and quiet neighborhood with a nice park within walking distance! Great place for someone who is traveling by themselves!"
United States
Kevin
$298 nightly
The price is $330
Dec 24 - Dec 25
Total with taxes and fees
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Exterior
Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown

Cottage in Garden Alameda

Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown
2.0 star property
10.0 out of 10, Exceptional, (2)
"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.
$291 nightly
The price is $318
Dec 31 - Jan 1, 2026
Total with taxes and fees
Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown
1 bedroom, WiFi
SJ Downtown Private Guess House with Gated Parking Room7

Cottage in Hensley

SJ Downtown Private Guess House with Gated Parking Room7
6.0 out of 10, (3)
"Host double booked on VRBO and other major house sharing platform. I had booked 2 months in advance (and paid) but got notice 3 hours before checking in ( was in a plane heading there) that “sorry” but could not take me that they would honor a cancellation like they were doing me a favor. They basically told me I could not stay and it was their fault it was double booked. I had to rebook at a hotel at double price because it was a busy weekend. VRBO sucked in helping. Beware. You could get...
United States
Jeffry K.
$248 nightly
The price is $270
Jan 1 - Jan 2, 2026
Total with taxes and fees
SJ Downtown Private Guess House with Gated Parking Room7
Property grounds
Secluded freestanding house in the delightful grape garden, private spa and pool

Cottage in Emerald Hills

Secluded freestanding house in the delightful grape garden, private spa and pool
2.0 star property
6.6 out of 10, (4)
"Had a contract worker stay here and he was very satisfied, clean and spacious property "
United States
DIrk Z.
$398 nightly
The price is $416
Dec 29 - Dec 30
Total with taxes and fees
Secluded freestanding house in the delightful grape garden, private spa and pool
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

Maple Tree Inn

Maple Tree Inn

10/10 Excellent
"Yes "
G. Bruce 2-night trip
Posted 23 hours ago
Maple Tree Inn

Find out more about Portola Valley

Portola Valley Cottages information

Number of reviews
144
Accommodation
100 Cottages
Lowest Price
$211
Highest Price
$416

Frequently asked questions

How much do cottages in Portola Valley cost?
You'll pay between $211 and $416 per night for cottages in Portola Valley. Whatever your budget, a terrific stay is only clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Portola Valley with Expedia?
We think a getaway should be stress-free, so if you're on the lookout for cottages in Portola Valley at an affordable rate, Expedia has got your back. Save money and opt for a cheap option far from the downtown buzz, or splurge on a luxury cottage to really pamper your favorite people.
How can I find cheap cottages in Portola Valley?
Expedia can help you locate cheap cottages in Portola Valley. To find your special stay in a few quick clicks, simply use our handy filter tool to refine your search results by budget, star rating and amenities.
What is there to do in Portola Valley near my cottage?
Once you've settled into your hotel, venture out and discover the wonderful things Portola Valley has for you to experience. Thomas Fogarty Winery is a great attraction to add to your must-do list.

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