Find Vacation Homes in San Mateo County, CA from $135

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Top Cities in San Mateo County

Vacation Homes in San Mateo County

Modern Guesthouse Retreat in the Heart of Silicon Valley

West Menlo Park
8.4 out of 10, Very Good, (7)
"Perfect! The guesthouse was comfortable, clean and as described. The host were kind, welcoming and very easy to work with. Highly recommend!"
United States
Anastasia and Tom L.
$325 nightly
The price is $325
Dec 1 - Dec 2
Total with taxes and fees
Modern Guesthouse Retreat in the Heart of Silicon Valley

Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach

Pedro Point
9.6 out of 10, Exceptional, (168)
"This house is in a great location. Close to all of the places we wanted to go."
United States
Claire G.
Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach

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

Half Moon Bay
9.4 out of 10, Exceptional, (35)
"The stay was great, would recommend for quick getaway. "
United States
Kiera E.
$622 nightly
The price is $665
Nov 24 - Nov 25
Total with taxes and fees
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Upscale stylish entire 4B2B house with amazing views

Southern Hills
9.0 out of 10, Wonderful, (40)
"Very nice place, great view and good neighborhood. Really enjoyed the home and we had evwrything we needed. Would stay again. "
United States
Leonard H.
Upscale stylish entire 4B2B house with amazing views

Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

Half Moon Bay
9.0 out of 10, Wonderful, (4)
"Location, clean rooms,"
United States
Sheridan D.
$135 nightly
The price is $135
Dec 1 - Dec 2
Total with taxes and fees
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

Distinguished Oceanfront Point Estate with Iconic Beach + Mountain Vistas

2.0 star property
Montara
Distinguished Oceanfront Point Estate with Iconic Beach + Mountain Vistas

@ Marbella Lane - Home With Majestic Ocean Views

Sharp Park
8.6 out of 10, Excellent, (43)
"Nice house with wonderful view of the ocean. User friendly kitchen. Great location for staying near to San Francisco. "
United States
Andrew P.
@ Marbella Lane - Home With Majestic Ocean Views

Pacific Oceanfront Retreat🏖, 15 mins to SF🌉 and SFO✈️

Edgemar - Pacific Manor
10.0 out of 10, Exceptional, (80)
"We loved our stay, the house was spotless and we loved having the ocean right across the road. Great communication from the property owner as well. Would definitely stay again. "
United States
Debra C.
$472 nightly
The price is $536
Dec 10 - Dec 11
Total with taxes and fees
Pacific Oceanfront Retreat🏖, 15 mins to SF🌉 and SFO✈️

Modern Luxury Ocean Front Home

El Granada
10.0 out of 10, Exceptional, (17)
"A wonderful weekend."
United States
Annie V.
Modern Luxury Ocean Front Home

Stunning 2 Bedroom 1 Bath Home near BART

3.0 star property
Daly City
10.0 out of 10, Exceptional, (1)
$277 nightly
The price is $313
Nov 23 - Nov 24
Total with taxes and fees
Stunning 2 Bedroom 1 Bath Home near BART

Beach Front 6000SF 10b/6bth Luxury House 7 Miles to SF

Sharp Park
9.6 out of 10, Exceptional, (34)
"We enjoyed our stay!!"
United States
Ronald P.
Beach Front 6000SF 10b/6bth Luxury House 7 Miles to SF

2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

Menlo Park
8.0 out of 10, Very Good, (7)
"A nice little place to call home for a few days while we visited the surrounding area. "
United States
Daniel M.
$262 nightly
The price is $295
Nov 23 - Nov 24
Total with taxes and fees
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

Spacious Pacifica Beach Home Sleeps 14 Game Room

Linda Mar
10.0 out of 10, Exceptional, (11)
"We enjoyed our stay a lot. Lots of room for all of us and a nice little backyard."
Germany
Philipp G.
Spacious Pacifica Beach Home Sleeps 14 Game Room

Private Studio , spectacular Ocean View , bathroom , kitchenette, Very Quiet

El Granada
9.8 out of 10, Exceptional, (94)
"Stay was perfect, space was perfect. Expectations were clearly outlined and met. "
United States
Julian S.
Private Studio , spectacular Ocean View , bathroom , kitchenette, Very Quiet

Stunning Ocean Mountain View Near SF+Beach Suite

Sharp Park
$223 nightly
The price is $254
Nov 30 - Dec 1
Total with taxes and fees
Stunning Ocean Mountain View Near SF+Beach Suite

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

Half Moon Bay
9.0 out of 10, Wonderful, (6)
"The kitchen area was lovely. The sleeping area was nice and bed was comfy. The tv did not work when we got there. Matt came and it worked but froze often. The bathroom needs work. The tub is dangerous. Someone can break their neck. We put a towel on the tub floor when we showered so we didn’t fall. There isn’t really a place for your dog to do their business. Plenty of eats around there though. Won’t be going back "
United States
Suzanne
$280 nightly
The price is $292
Dec 8 - Dec 9
Total with taxes and fees
Miramar Penthouse – Coastal Elegance in the Heart of Half Moon Bay

Oceanfront Home Retreat w/ Breathtaking Views of Fitzgerald Marine Reserve

Moss Beach
10.0 out of 10, Exceptional, (38)
"This was one of our favorite VRBO trips and property, stunning area, very peaceful place to take a break!"
United States
Chris H.
$795 nightly
The price is $838
Nov 23 - Nov 24
Total with taxes and fees
Oceanfront Home Retreat w/ Breathtaking Views of Fitzgerald Marine Reserve

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

San Bruno
9.8 out of 10, Exceptional, (70)
"Great stay, it was clean, quiet, great parks nearby for hiking, and the owners were very responsive. Definitely will be staying here again when in the area!"
United States
CHERYL A.
$264 nightly
The price is $297
Nov 30 - Dec 1
Total with taxes and fees
Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet

67 Alta Vista

Southern Hills
9.0 out of 10, Wonderful, (2)
"just a bit noise on second floor.."
United States
Marcelo R.
$2,253 nightly
The price is $2,253
Nov 23 - Nov 24
Total with taxes and fees
67 Alta Vista

Ocean & Mountain View Home - Walk to Trails, Beach, Family Activities

Montara
10.0 out of 10, Exceptional, (54)
"Gorgeous place A perfect stay"
United States
Matt H.
$776 nightly
The price is $817
Nov 25 - Nov 26
Total with taxes and fees
Ocean & Mountain View Home - Walk to Trails, Beach, Family Activities
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 San Mateo County Hotel Reviews

Find out more about San Mateo County

Booking Tips to Find the Best San Mateo County Vacation Homes


How much does it cost to rent a vacation home in San Mateo County?

You can find incredible San Mateo County vacation homes for all types of budgets: between $135 and $2,253 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in San Mateo County?

If you are looking for a great deal on your vacation home in San Mateo County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in San Mateo County?

There are 482 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in San Mateo County?

Begin by entering your trip dates to see what type of San Mateo County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in San Mateo County?

Booking San Mateo County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your San Mateo County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in San Mateo County along with your vacation property, into a San Mateo County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

San Mateo County Vacation Homes information

Number of reviews
682
Accommodation
482 Vacation Homes
Lowest Price
$135
Highest Price
$2,253

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