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

Portola Valley Vacation Rentals

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Portola Valley vacation rentals

Lounge

1. Mint House Menlo Park by Kasa

Mint House Menlo Park by Kasa
4.0 star property
Menlo Park
7.6 out of 10, Good, (37 reviews)
"The property was beautiful and looked exactly like the photos. It was in a very nice clean area, pet friendly, and had a lot of space to work. We did not get to check out the gym but it looked very nice as well! Definitely looking forward to staying at other Kasa properties in the future!"
United States
Tiffanie
$289 nightly
The price is $334
Oct 24 - Oct 25
Total with taxes and fees
Mint House Menlo Park by Kasa
A two-story house with a gabled roof and a front porch.

2. 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 traveler
$328 nightly
The price is $328
Oct 12 - Oct 13
Total with taxes and fees
Modern Guesthouse Retreat in the Heart of Silicon Valley
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.

3. Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.6 out of 10, Exceptional, (25 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.
$211 nightly
The price is $211
Oct 11 - Oct 12
Total with taxes and fees
Palo Alto Cottage: Privacy, Comfort & Convenience
A hotel room with a bed, a desk with a chair, a television, and a large window with curtains.

4. 214B - Cozy Studio with AC & Kitchen near Stanford

214B - Cozy Studio with AC & Kitchen near Stanford
Redwood City
10.0 out of 10, Exceptional, (2 reviews)
"Comfortable and easy. It had everything that I needed. Communication was clear. "
United States
Anastasia and Tom L.
$189 nightly
The price is $189
Oct 30 - Oct 31
Total with taxes and fees
214B - Cozy Studio with AC & Kitchen near Stanford
A wooden deck with a metal railing overlooking a forested area.

5. Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (61 reviews)
"We really enjoyed our stay here! One of the best equipped houses we’ve ever rented , and the lovey creek babbling by the porch , it was awesome."
United States
Donna M.
$288 nightly
The price is $314
Oct 6 - Oct 7
Total with taxes and fees
Cottage In The Woods
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
8.6 out of 10, Excellent, (34 reviews)
"I'll be back"
United States
Billy
$199 nightly
The price is $228
Nov 3 - Nov 4
Total with taxes and fees
Mays Luxury Farm Stays
A narrow brick pathway flanked by walls with colorful tile patterns, leading to a doorway.

7. Secluded freestanding house in the delightful grape garden

Secluded freestanding house in the delightful grape garden
Emerald Hills
7.4 out of 10, Good, (8 reviews)
"Location and views were amazing! "
United States
Richelle
$310 nightly
The price is $338
Oct 6 - Oct 7
Total with taxes and fees
Secluded freestanding house in the delightful grape garden
A bedroom with a bed, a desk, a chair, a window, and a door.

8. 214A - Cozy Studio with AC & Kitchen near Stanford

214A - Cozy Studio with AC & Kitchen near Stanford
Redwood City
9.2 out of 10, Wonderful, (7 reviews)
"Perfect stay for a quick get away! "
United States
Sylvia L.
$207 nightly
The price is $207
Oct 19 - Oct 20
Total with taxes and fees
214A - Cozy Studio with AC & Kitchen near Stanford
An outdoor patio area with a wooden deck, two wicker chairs, a small table, and a wooden staircase leading to an upper level.

9. 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
8.2 out of 10, Very good, (23 reviews)
"We enjoyed our stay! Great location and perfect for our needs. Will book again!"
United States
Jill J.
$293 nightly
The price is $308
Oct 12 - Oct 13
Total with taxes and fees
Nice one bedroom apartment for short getaways or temporary housing w/ fast WiFi
A cozy bedroom with a wooden ceiling, a bed with white linens, and a textured blanket.

10. Small Beach Cottage near the Coastal Trail and The Ritz

Small Beach Cottage near the Coastal Trail and The Ritz
Arleta Park
9.8 out of 10, Exceptional, (136 reviews)
"Great dog friendly well appointed tiny house."
United States
Deb L.
$372 nightly
The price is $422
Oct 19 - Oct 20
Total with taxes and fees
Small Beach Cottage near the Coastal Trail and The Ritz
A bedroom with a bed, a chair, a TV, and a window.

11. 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.
$290 nightly
The price is $316
Oct 6 - Oct 7
Total with taxes and fees
Modern poolside house with AC Downtown Mountain View!
A modern kitchen with a central island, bar stools, and a dining area.

12. 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.
$262 nightly
The price is $298
Oct 6 - Oct 7
Total with taxes and fees
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
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
$303 nightly
The price is $303
Oct 9 - Oct 10
Total with taxes and fees
Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford
A coastal view with a rocky shoreline, waves crashing onto the beach, and a clear sky.

14. Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
10.0 out of 10, Exceptional, (30 reviews)
"Great location. An easy walk to the coastal trail."
United States
Barbara M.
$335 nightly
The price is $359
Oct 6 - Oct 7
Total with taxes and fees
Modern Coastal Retreat, Walk to Downtown HMB & Beach
An outdoor seating area with wooden deck, white cushioned chairs, and a brick wall.

15. Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (81 reviews)
"Lovely to have a full apartment when in the area for extended work week at our northern, California office. Check in, parking and navigating to"
United States
Michelle
$155 nightly
The price is $176
Oct 18 - Oct 19
Total with taxes and fees
Kasa University-Airport Santa Clara
A bedroom with two beds, a ceiling fan, a window with curtains, and a nightstand with a lamp.

16. Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Cupertino
9.6 out of 10, Exceptional, (5 reviews)
"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
Oct 6 - Oct 7
Total with taxes and fees
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
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.

17. 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
$315 nightly
The price is $330
Oct 26 - Oct 27
Total with taxes and fees
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
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
$440 nightly
The price is $463
Nov 4 - Nov 5
Total with taxes and fees
Charming Garden Cottage- steps to historic Old Town Half Moon Bay
A round wooden table with a white pot containing a plant, flanked by two blue chairs with gold legs, on a light-colored wooden floor.

19. Stylish Seaside Cottage - Walking to Beach

Stylish Seaside Cottage - Walking to Beach
El Granada
9.4 out of 10, Exceptional, (58 reviews)
"Clean, cozy, comfortable and as described. Very comfortable bed too! Close to HMB restaurants and shops, will stay again!"
United States
Chase T.
$257 nightly
The price is $280
Nov 1 - Nov 2
Total with taxes and fees
Stylish Seaside Cottage - Walking to Beach
A wooden lattice structure with a sofa and a small table, surrounded by plants and a patterned rug.

20. Oceanview Penthouse, Stylish, Walking to Beach

Oceanview Penthouse, Stylish, Walking to Beach
El Granada
9.8 out of 10, Exceptional, (52 reviews)
"Everything was absolutely perfect. It was the perfect getaway perfect area thank you so much."
United States
Don
$262 nightly
The price is $285
Oct 12 - Oct 13
Total with taxes and fees
Oceanview Penthouse, Stylish, Walking to Beach
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

Hilton San Francisco Airport Bayfront

Hilton San Francisco Airport Bayfront

10/10 Excellent
"Clean room. I dont like parking fee and plus extra again parking before u go out."
ERMMA 1-night trip
Posted less than an hour ago
Hilton San Francisco Airport Bayfront

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Portola Valley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $160 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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?

Serene Guest Suite w/ Private Bath and Kitchenette: This vacation home rental outside of Portola Valley has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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 SAP Center at San Jose.

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.