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Portola Valley Vacation Rentals

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Vacation Rentals in Portola Valley

Spacious High Ceilings 5br/3bath. SF Bay Area

8.0 out of 10, Very good, (4)
"This property fit our family, but it is apparent this is an income property. The home has no air conditioning -- which we found out only days before checking in -- and only one small fan. Since I am asthmatic this resulted in significant breathing problems. There were 1 washcloth and 2 bath towels in each bathroom for a total of 3 washcloths and 6 towels for 9 people. We finally found more towels in a cabinet upstairs, but had to go buy washcloths. In the kitchen, there were no towels to dry or...
The price is CA $399
CA $816 total
includes taxes & fees
Aug 14 - Aug 15
Spacious High Ceilings 5br/3bath. SF Bay Area

Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet

9.8 out of 10, Exceptional, (60)
"Was a great place to stay, we had a group of 3 couples, was nice that each of us had a room to use with adequate space and the distance being just a 20min drive from events we were attending in SF made this a prime location for us. Also was nice to have stores just a few minutes away. Property was nice, easy to access and clean "
The price is CA $271
CA $398 total
includes taxes & fees
Jul 16 - Jul 17
Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet

Charming Garden Cottage- steps to historic Old Town Half Moon Bay

9.8 out of 10, Exceptional, (49)
"Cute little place Clean and comfortable Great location Walking distance to downtown "
The price is CA $220
CA $607 total
includes taxes & fees
Jul 16 - Jul 17
Charming Garden Cottage- steps to historic Old Town Half Moon Bay

Nice open concept 4bdr/2.5bath in great part of South San Jose

10.0 out of 10, Exceptional, (3)
"Loved the place & highly recommend anyone travelling with fam.Next time gonna book again "
The price is CA $400
CA $924 total
includes taxes & fees
Jul 16 - Jul 17
Nice open concept 4bdr/2.5bath in great part of South San Jose

Either Way Hideaway

2.0 star property
10.0 out of 10, Exceptional, (6)
"This property is breathtaking! We loved spending time reading on the deck and listening to the creek. The house is decorated so cute and welcoming. The hosts thought of everything. I absolutely will be back and have already recommended to friends :) "
The price is CA $291
CA $568 total
includes taxes & fees
Jul 22 - Jul 23
Either Way Hideaway

Cozy living, one block from Downtown Burlingame

8.8 out of 10, Excellent, (35)
"The host got back to me quickly. It was a very nice place to stay. "
The price is CA $228
CA $510 total
includes taxes & fees
Jul 16 - Jul 17
Cozy living, one block from Downtown Burlingame

Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great place, awesime vuew"
The price is CA $316
CA $661 total
includes taxes & fees
Aug 7 - Aug 8
Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ

Mid Century Garden View Home Parking

2.0 star property
8.0 out of 10, Very good, (1)
"This is a very clean comfortable property! "
The price is CA $304
CA $553 total
includes taxes & fees
Jul 27 - Jul 28
Mid Century Garden View Home Parking

Charming 1-bedroom house in superb San Jose with AC, WiFi

The price is CA $90
CA $195 total
includes taxes & fees
Jul 31 - Aug 1
Charming 1-bedroom house in superb San Jose with AC, WiFi

Entire Ocean View Home / beaches, hiking, restaurants, family activities...

9.0 out of 10, Wonderful, (16)
"This house was amazing and so comfortable. Great place to rest after working. Would definitely recommend. "
The price is CA $211
CA $696 total
includes taxes & fees
Jul 16 - Jul 17
Entire Ocean View Home / beaches, hiking, restaurants, family activities...

Redwood Home - view of the river!

10.0 out of 10, Exceptional, (16)
"We enjoyed our stay at this little retreat! Grateful for a few days away in the woods and would stay here again. "
The price is CA $308
CA $794 total
includes taxes & fees
Aug 14 - Aug 15
Redwood Home - view of the river!

Montara Beach Mountain Escape

10.0 out of 10, Exceptional, (35)
"We had a great stay! The place is spacious, modern and clean!"
The price is CA $226
CA $493 total
includes taxes & fees
Jul 17 - Jul 18
Montara Beach Mountain Escape

Comfortable Room in lovely San Jose with Wi-Fi, air conditioning, fitness room.

The price is CA $94
CA $207 total
includes taxes & fees
Jul 31 - Aug 1
Comfortable Room in lovely San Jose with Wi-Fi, air conditioning, fitness room.

Relax Coastal Retreat: Beautiful 2B Home Nr Beach

2.0 star property
10.0 out of 10, Exceptional, (1)
"This home was just right for our month-long stay. Easy walk for groceries, coffee, and the ocean. Owner was very responsive. Home and grounds well tended. Happy with our choice."
The price is CA $327
CA $710 total
includes taxes & fees
Jul 17 - Jul 18
Relax Coastal Retreat: Beautiful 2B Home Nr Beach

Spacious 3BR Home with Bay Views in Foster City

10.0 out of 10, Exceptional, (3)
"Very nice home, amazing to cross the street and walk along side the bay. The home is as described. "
The price is CA $612
CA $1,191 total
includes taxes & fees
Jul 16 - Jul 17
Spacious 3BR Home with Bay Views in Foster City

Miramar Penthouse – Coastal Elegance in the Heart of Half Moon Bay

The price is CA $188
CA $489 total
includes taxes & fees
Jul 16 - Jul 17
Miramar Penthouse – Coastal Elegance in the Heart of Half Moon Bay

Secluded Forest Oasis - Your Ultimate Retreat Awaits!

10.0 out of 10, Exceptional, (12)
"Great communication and beautiful property. Clean and nice quiet location.Large enough to accommodate our family of 18. Would definitely stay again. "
The price is CA $336
CA $927 total
includes taxes & fees
Jul 17 - Jul 18
Secluded Forest Oasis - Your Ultimate Retreat Awaits!

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

9.4 out of 10, Exceptional, (30)
"What a great find! Perfect space for our family. We love the shops and restaurants in HMB and being right on Main St. made this the perfect home base for wandering the town and also hopping over to the beach. Look forward to visiting again. "
The price is CA $105
CA $560 total
includes taxes & fees
Jul 21 - Jul 22
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Entire Private Coastal Retreat - Spectacular Ocean Views w/Hot Tub

10.0 out of 10, Exceptional, (37)
"Best VRBO ever!"
The price is CA $1,505
CA $2,285 total
includes taxes & fees
Aug 15 - Aug 16
Entire Private Coastal Retreat - Spectacular Ocean Views w/Hot Tub

SJ Landmark The Hensley House Master Suite with Bathtub Unit 1

9.2 out of 10, Wonderful, (67)
"My husband and I absolutely adored the master suite, the decor the house everything was magical. Quick walk or bike ride to everything you would need a hostess was quick with communication.We will definitely be back!"
The price is CA $151
CA $279 total
includes taxes & fees
Jul 16 - Jul 17
SJ Landmark The Hensley House Master Suite with Bathtub Unit 1
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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Frequently asked questions

Can I find vacation rentals in Portola Valley?

Yes, we give you a choice of vacation rentals close to top points of interest in Portola Valley, 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?

Mid Century Garden View Home Parking: This vacation home rental outside Portola Valley offers a garden and free WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Portola Valley?

Choose from 3 Expedia vacation rentals in Portola Valley for a memorable vacation.

What can I see and do in Portola Valley?

Horse Park at Woodside 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 Santana Row Shopping Center.

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.