Photo by Ragini Srinivasan

Search Vacation Homes in Portola Valley

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Portola Valley

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 AED 775
AED 2,055 total
includes taxes & fees
14 Aug - 15 Aug
Redwood Home - view of the river!

Relaxing & Peaceful 6BR Home w/HotTub/Game/Funtime

9.8 out of 10, Exceptional, (12)
"We rented this house for a weekend get away and this place did not disappoint. Very clean and host is very responsive. Very close to the beach and stores. The house is very spacious and enjoyed the hot tub. Would definitely rent this place again."
The price is AED 1,612
AED 3,759 total
includes taxes & fees
4 Aug - 5 Aug
Relaxing & Peaceful 6BR Home w/HotTub/Game/Funtime

Cozy 3BR -2BA English Cottage in Downtown San Jose, CA Silicon Valley

9.6 out of 10, Exceptional, (32)
"Great house, convenient for SAP center and downtown San Jose!"
Cozy 3BR -2BA English Cottage in Downtown San Jose, CA Silicon Valley

Large Palo Alto Home, Pool, 5 beds/3 baths, in the Heart of Palo Alto

10.0 out of 10, Exceptional, (23)
"Clean, easy access, nice neighborhood, easy to access places to eat. Great experience!"
Large Palo Alto Home, Pool, 5 beds/3 baths, in the Heart of Palo Alto

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

9.2 out of 10, Wonderful, (76)
"My daughter and I stayed here over spring break. This place was a great value. It served as a nice home base at the end of each day of sightseeing up and down the coast. It's an older building, with mostly updated finishings. The kitchen has all the basics, older but mostly functional (sharp knives not withstanding)."
The price is AED 566
AED 1,282 total
includes taxes & fees
6 Aug - 7 Aug
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

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 AED 756
AED 1,874 total
includes taxes & fees
24 Jul - 25 Jul
Charming Garden Cottage- steps to historic Old Town Half Moon Bay

Bright & Peace 3BR, RWC Fresh Remodeled & Spotless

10.0 out of 10, Exceptional, (1)
The price is AED 874
AED 1,704 total
includes taxes & fees
14 Aug - 15 Aug
Bright & Peace 3BR, RWC Fresh Remodeled & Spotless

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 AED 859
AED 1,234 total
includes taxes & fees
28 Jul - 29 Jul
Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet

Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more

9.4 out of 10, Exceptional, (30)
"My wife had a great time."
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more

3 bedroom (6 people) residential home in lovely safe town near SFO/SF Bay Area

9.6 out of 10, Exceptional, (48)
"We overnighted during a long layover at SFO. It was very comfortable and convenient."
The price is AED 992
AED 1,260 total
includes taxes & fees
29 Jul - 30 Jul
3 bedroom (6 people) residential home in lovely safe town near SFO/SF Bay Area

New Home w Expansive Ocean and Sunset Views, Steps to the Seal Cove Beach

9.8 out of 10, Exceptional, (142)
"We enjoyed our stay in Moss Beach, loved the proximity to San Francisco, Santa Cruz and Half Moon Bay.The owners were very responsive and friendly."
New Home w Expansive Ocean and Sunset Views, Steps to the Seal Cove Beach

The Ebb Tide Beach Bungalow

10.0 out of 10, Exceptional, (108)
"We have stayed here many times!It’s our favorite place!!!the Forbes/Louras family"
The Ebb Tide Beach Bungalow

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

10.0 out of 10, Exceptional, (1)
"Great place "
The price is AED 279
AED 1,044 total
includes taxes & fees
20 Jul - 21 Jul
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Luxury Spa Retreat Guest House with Ocean View

9.8 out of 10, Exceptional, (27)
"The place was clean and the location was very convenient "
The price is AED 1,041
AED 1,608 total
includes taxes & fees
22 Jul - 23 Jul
Luxury Spa Retreat Guest House with Ocean View

Downtown SJ The Hensley House

8.8 out of 10, Excellent, (29)
"Had an awesome stay! "
The price is AED 404
AED 821 total
includes taxes & fees
29 Jul - 30 Jul
Downtown SJ The Hensley House

Cozy Home - in the redwoods with hot tub!

9.8 out of 10, Exceptional, (118)
"A great little escape and retreat for all!"
The price is AED 937
AED 2,749 total
includes taxes & fees
31 Jul - 1 Aug
Cozy Home - in the redwoods with hot tub!

Quaint 3-bedroom house fenced yard firepit, WiFi HalfMoonBay 3 blocks from beach

Quaint 3-bedroom house fenced yard firepit, WiFi HalfMoonBay 3 blocks from beach

Los Altos Hills Retreat Near Stanford w/ Pool, KTV, Hot Tub & Game Room

10.0 out of 10, Exceptional, (1)
"We had a great stay"
The price is AED 2,205
AED 3,612 total
includes taxes & fees
20 Jul - 21 Jul
Los Altos Hills Retreat Near Stanford w/ Pool, KTV, Hot Tub & Game Room

Tranquil Oceanfront Retreat with Breathtaking Views

2.0 star property
10.0 out of 10, Exceptional, (1)
"This was the best family vacation we've ever had! The house was like something out of a dream. It was even prettier than the pictures, and so clean and well-kept. Every little detail was just perfect. The view from every single window and patio was heaven! My family loved cooking breakfast and sitting outside to watch the ocean. The binoculars were a hit with my grandmother, and we spotted a sea lion on our first day! Amy was awesome and we appreciated her easy-to-follow instructions and...
Tranquil Oceanfront Retreat with Breathtaking Views

Modern 2Bed/1Bath bungalow style suite in Willow Glen

9.6 out of 10, Exceptional, (30)
"Great stay would stay there again "
Modern 2Bed/1Bath bungalow style suite in Willow Glen
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.
Save an average of 15% on thousands of hotels when you're signed in