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Portola Valley Holiday Rentals

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Holiday Rentals in Portola Valley

Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.

The price is AU$14,282
includes taxes & fees
15 July - 16 July
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.

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 AU$879
includes taxes & fees
11 Aug - 12 Aug
Spacious High Ceilings 5br/3bath. SF Bay Area

Charming 1-bedroom townhome in fabulous Milpitas with AC, WiFi

The price is AU$172
includes taxes & fees
8 Aug - 9 Aug
Charming 1-bedroom townhome in fabulous Milpitas with AC, WiFi

Brand new family hotel,1 room:5-10minutes walk to market,restaurant,Bart station

2.0 star property
The price is AU$185
includes taxes & fees
31 July - 1 Aug
Brand new family hotel,1 room:5-10minutes walk to market,restaurant,Bart station

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

8.4 out of 10, Very good, (9)
"We enjoyed our brief stay here and loved the beautiful view. Host was helpful in providing directions to get to the property."
The price is AU$337
includes taxes & fees
18 July - 19 July
Cozy guest suite in Los Gatos - Beach in 30 min!

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 AU$640
includes taxes & fees
21 July - 22 July
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

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 AU$627
includes taxes & fees
22 July - 23 July
Either Way Hideaway

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

The price is AU$219
includes taxes & fees
31 July - 1 Aug
Charming 1-bedroom house in superb San Jose with AC, WiFi

Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area

9.6 out of 10, Exceptional, (53)
"The property is super clean"
The price is AU$849
includes taxes & fees
31 July - 1 Aug
Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area

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 AU$602
includes taxes & fees
25 July - 26 July
Mid Century Garden View Home Parking

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

The price is AU$232
includes taxes & fees
31 July - 1 Aug
Comfortable Room in lovely San Jose with Wi-Fi, air conditioning, fitness room.

Gourmet Kitchen + Private Front Yard + Parking

7.0 out of 10, Good, (8)
"The host was welcoming and exceeded our expectations only note I have is to bring a highchair if traveling with a little one and a hand towel for dishes ! "
The price is AU$333
includes taxes & fees
11 Aug - 12 Aug
Gourmet Kitchen + Private Front Yard + Parking

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 AU$572
includes taxes & fees
15 July - 16 July
Cozy living, one block from Downtown Burlingame

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 AU$781
includes taxes & fees
16 July - 17 July
Entire Ocean View Home / beaches, hiking, restaurants, family activities...

Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

The price is AU$541
includes taxes & fees
27 July - 28 July
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

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

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

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 AU$553
includes taxes & fees
17 July - 18 July
Montara Beach Mountain Escape

Family Favorite-Mickey Dream Loft + TREE house, A Tiny Home Adventure

9.6 out of 10, Exceptional, (5)
"I stayed here with two women all of us in our mid 30s and we loved it! It’s in the backyard of a larger house but honestly, that helped us feel sooo safe. We still had our own space and the backyard was ours to use along with the home. It was super cute and everything you could ever need. Just a heads up, one of the lofts has a very steep ladder made of metal and we were terrified going up and down but if you are much younger and lighter, it’s honestly the best room in the entire house. All the...
The price is AU$535
includes taxes & fees
29 July - 30 July
Family Favorite-Mickey Dream Loft + TREE house, A Tiny Home Adventure

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 AU$1,038
includes taxes & fees
16 July - 17 July
Nice open concept 4bdr/2.5bath in great part of South San Jose
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 holiday rentals in Portola Valley?

Yes, there are holiday rentals close to the most popular sights in Portola Valley, or you can select a more secluded option if you're looking for a relaxing stay. Portola Valley is known for its lake views and coffee shops.

What are some of the best holiday rentals that Portola Valley has to offer?

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

How many holiday rentals will I find in Portola Valley?

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

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 wider area, you’ll find popular places such as Levi's Stadium and Santana Row Shopping Center.

What are holiday rentals like in Portola Valley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portola Valley. Holiday rentals offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.