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

Portola Valley Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Portola Valley vacation rentals

A wooden deck with a metal railing overlooking a forested area.

1. Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (58 reviews)
"The cabin was perfect for the two of us. The soothing sound of the stream and view of redwoods from the deck was wonderful."
United States
Jay
The price is CA $276
CA $469 total
includes taxes & fees
Aug 25 - Aug 26
Cottage In The Woods
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
3.0 star property
Palm Park
The price is CA $258
CA $703 total
includes taxes & fees
Aug 30 - Aug 31
Marbella Lane - 2BR Guest House Dtwn RWC Pking
A two-story house with a gabled roof and a front porch.

3. Modern Guesthouse Retreat in the Heart of Silicon Valley

Modern Guesthouse Retreat in the Heart of Silicon Valley
West Menlo Park
9.0 out of 10, Wonderful, (14 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 CA $285
CA $414 total
includes taxes & fees
Sep 4 - Sep 5
Modern Guesthouse Retreat in the Heart of Silicon Valley
A living room with a sofa, a coffee table, and a vase with flowers. There is a dining area with a table and chairs, and a hallway with a rug and a bench.

4. W. Menlo Luxurious executive mansion over 4000sqft

W. Menlo Luxurious executive mansion over 4000sqft
West Menlo Park
9.6 out of 10, Exceptional, (22 reviews)
"Mike was very responsive and welcoming. The house was perfect for our 13 person group and ideally located for the wedding we were attending at Stanford. It was an excellent and comfortable stay. "
United States
Richard W.
The price is CA $1,093
CA $1,739 total
includes taxes & fees
Aug 30 - Aug 31
W. Menlo Luxurious executive mansion over 4000sqft
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.

5. 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, (12 reviews)
"Great place, would stay again!"
United States
Marianna F.
The price is CA $30
CA $306 total
includes taxes & fees
Aug 30 - Aug 31
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
A wooden deck with a white bathtub, wooden pergola, and a blue wall with a sign.

6. Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.4 out of 10, Very good, (25 reviews)
"This property is just what you need if you are looking for a peaceful place to escape to in the mountains. The host was very friendly and helpful. The chickens were adorable. And the view was breathtaking. We would definitely come back for another stay."
United States
Adrianna
The price is CA $149
CA $273 total
includes taxes & fees
Sep 21 - Sep 22
Mays Luxury Farm Stays
A modern living room with a grey sectional sofa, wooden ceiling, large windows, and a flat-screen TV.

7. Global Luxury Suites at Mountain View

Global Luxury Suites at Mountain View
4.0 star property
Shoreline West
8.2 out of 10, Very good, (196 reviews)
"Extremely terrible check in experience "
United States
Jiajun
The price is CA $478
CA $677 total
includes taxes & fees
Sep 7 - Sep 8
Global Luxury Suites at Mountain View
A modern, well-lit room with a bed, a dining area with a table and chairs, a TV mounted on the wall, and a large window providing natural light.

8. Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.6 out of 10, Exceptional, (24 reviews)
"It was a great cozy space and perfect for our trip to the area! Super accessible, but also very private. Absolutely worth the trip here!"
United States
Cera B.
The price is CA $161
CA $289 total
includes taxes & fees
Sep 3 - Sep 4
Palo Alto Cottage: Privacy, Comfort & Convenience
A bedroom with a bed, a desk, a chair, a window, and a door.

9. 214A - Cozy Studio with AC & Kitchen near Stanford

214A - Cozy Studio with AC & Kitchen near Stanford
Redwood City
9.0 out of 10, Wonderful, (6 reviews)
"Perfect stay for a quick get away! "
United States
Sylvia L.
The price is CA $128
CA $251 total
includes taxes & fees
Aug 28 - Aug 29
214A - Cozy Studio with AC & Kitchen near Stanford
A coastal landscape with a sandy beach, cliffs, and a field of wildflowers.

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

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
South Downtown
9.4 out of 10, Exceptional, (42 reviews)
"The property is clean, convenient, and well-appointed. Owner communication was great. Would rent again in a heartbeat. "
United States
Carmela
The price is CA $48
CA $516 total
includes taxes & fees
Aug 27 - Aug 28
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
A wicker sofa with a cushion, a potted plant, and a dining area with a table and chairs in the background.

11. Brand New Guest Suite + Luxurious Bath, Near SJC

Brand New Guest Suite + Luxurious Bath, Near SJC
Burbank
7.8 out of 10, Good, (18 reviews)
"Just a room and a bath in a good locationMet my needs -- would stay there againI recommend it"
United States
Elena L.
The price is CA $83
CA $162 total
includes taxes & fees
Aug 31 - Sep 1
Brand New Guest Suite + Luxurious Bath, Near SJC
A bedroom with a bed, a bedside table with a lamp, a trash bin, and a painting on the wall.

12. 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 CA $9,431
CA $10,850 total
includes taxes & fees
Sep 21 - Sep 22
Marbella Lane - 2BR Guest House Dtwn RWC Pking
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 CA $370
CA $415 total
includes taxes & fees
Aug 30 - Aug 31
Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford
A modern kitchen with a central island, bar stools, and a dining area.

14. 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 CA $197
CA $412 total
includes taxes & fees
Aug 25 - Aug 26
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
A bedroom with a bed, a bedside table with a lamp, a trash bin, and a painting on the wall.

15. @ 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)
"Safe neighborhood and easy check in/out. The beds are very comfortable and everything was in place and worked as listed. Management was very responsive and attentive. We loved that it was walking distance from some local restaurants that were delicious! We would stay there again. "
United States
Angela C.
The price is CA $164
CA $556 total
includes taxes & fees
Aug 30 - Aug 31
@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking

16. 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 two-story house with a garage, a front door, and a well-maintained lawn.

17. 5mins walk 2 PA DT, Stanford, Dinning&Markets 2B2B

5mins walk 2 PA DT, Stanford, Dinning&Markets 2B2B
University South
10.0 out of 10, Exceptional, (7 reviews)
"Great place. Close to town."
United States
Bryan J.
The price is CA $496
CA $882 total
includes taxes & fees
Aug 25 - Aug 26
5mins walk 2 PA DT, Stanford, Dinning&Markets 2B2B
An outdoor patio area with a wooden deck, two wicker chairs, a small table, and a wooden staircase leading to an upper level.

18. Nice one bedroom apartment for short getaways or temporary housing w/ fast WiFi

Nice one bedroom apartment for short getaways or temporary housing w/ fast WiFi
East Palo Alto
8.4 out of 10, Very good, (22 reviews)
"Nice place, easy check in"
United States
PHILLIP R.
The price is CA $178
CA $425 total
includes taxes & fees
Aug 28 - Aug 29
Nice one bedroom apartment for short getaways or temporary housing w/ fast WiFi
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a microwave.

19. @ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
North Central
The price is CA $200
CA $465 total
includes taxes & fees
Aug 23 - Aug 24
@ Marbella Lane - Bright and Cozy Home Near SFO
A spacious living room with two sofas, a fireplace, and a staircase leading to an upper level.

20. Modern 4bd Getaway In Downtown MV With Pool!

Modern 4bd Getaway In Downtown MV With Pool!
Shoreline West
10.0 out of 10, Exceptional, (22 reviews)
"great place lots of room for entertaining family, pool was a big plus for the little ones!"
United States
Kathleen G.
The price is CA $593
CA $1,054 total
includes taxes & fees
Aug 28 - Aug 29
Modern 4bd Getaway In Downtown MV With 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

8/10 Good
"Clean room and good air conditioning however there is no fan in the bathroom so it gets steamy quickly, breakfast was mediocre and you have to pay an additional $10 per night per vehicle for parking which is a bit ridiculous. Elevator safety permit expired in 2025"
Trinity 2-night trip
Posted 5 hours ago
Maple Tree Inn

Find out more about Portola Valley

Everything you need to know about Portola Valley vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Portola Valley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portola Valley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Portola Valley vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Portola Valley. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Portola Valley vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Portola Valley vacation rentals we have selected for you start as low as CA $233 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Portola Valley rentals

At Expedia, we put the best Portola Valley vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Portola Valley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portola Valley vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portola Valley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Portola Valley?

Yes, we give you a choice of vacation rentals in Portola Valley close to Labyrinth, or you can choose a secluded option if you're looking for a relaxing stay. Portola Valley is known for its lake views and coffeehouses.

What are some of the best vacation rentals in Portola Valley?

'Treehouse' in the Redwoods - sleeps 4!: This vacation home rental outside of Portola Valley comes with WiFi so you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Portola Valley?

Choose from 5 Expedia vacation rentals in Portola Valley for a memorable vacation.

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 larger area, you’ll find popular places like Levi's Stadium and California's Great America.

What are vacation rentals like in Portola Valley?

Vacation rentals are private accommodations you can stay in for a short or long stay in Portola Valley. Vacation rentals offer amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family getaway.