A lighthouse on a cliff by the sea during sunset.

San Mateo County Vacation Rentals

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Top Cities in San Mateo County

Our top choices for San Mateo County vacation rentals

1. 4Beds Private Unit Near BeachWalk Golf

4Beds Private Unit Near BeachWalk Golf
2.0 star property
Sharp Park
8.8 out of 10, Excellent, (6 reviews)
"very nice stay for group or family very nice location "
United States
vincent
The price is CA $266
CA $633 total
includes taxes & fees
Aug 20 - Aug 21
4Beds Private Unit Near BeachWalk Golf

2. Oceanview Penthouse, Stylish & Walking to Beach

Oceanview Penthouse, Stylish & Walking to Beach
El Granada
9.8 out of 10, Exceptional, (47 reviews)
"Great little spot, awesome view and location. "
United States
Jessie k.
The price is CA $304
CA $448 total
includes taxes & fees
Aug 23 - Aug 24
Oceanview Penthouse, Stylish & Walking to Beach

3. Near SFO Premium Neighborhood Free Parking Private

Near SFO Premium Neighborhood Free Parking Private
Millbrae
9.4 out of 10, Exceptional, (3 reviews)
"Property was very clean and clearly marked. It was stocked well with waters. "
United States
Lauren T.
The price is CA $936
CA $1,504 total
includes taxes & fees
Sep 12 - Sep 13
Near SFO Premium Neighborhood Free Parking Private

4. Coast PalmTree Yard 2BR Block from Beach

Coast PalmTree Yard 2BR Block from Beach
2.5 star property
Sharp Park
10.0 out of 10, Exceptional, (1 review)
The price is CA $172
CA $458 total
includes taxes & fees
Aug 27 - Aug 28
Coast PalmTree Yard 2BR Block from Beach

5. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
7.2 out of 10, Good, (5 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is CA $251
CA $568 total
includes taxes & fees
Aug 30 - Aug 31
Mid Century Garden View Home Parking

6. Charming 2BR Ocean Getaway in Pacifica

Charming 2BR Ocean Getaway in Pacifica
2.0 star property
Westview
8.8 out of 10, Excellent, (5 reviews)
"it was clean and quiet. "
United States
Nader
The price is CA $251
CA $534 total
includes taxes & fees
Sep 2 - Sep 3
Charming 2BR Ocean Getaway in Pacifica

7. Stunning 2 Bedroom 1 Bath Home near BART

Stunning 2 Bedroom 1 Bath Home near BART
3.0 star property
Daly City
10.0 out of 10, Exceptional, (1 review)
The price is CA $165
CA $398 total
includes taxes & fees
Aug 23 - Aug 24
Stunning 2 Bedroom 1 Bath Home near BART

8. Stunning Views by the Bay 2BR

Stunning Views by the Bay 2BR
2.0 star property
Uptown Brisbane
The price is CA $508
CA $854 total
includes taxes & fees
Aug 20 - Aug 21
Stunning Views by the Bay 2BR

9. Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (58 reviews)
"The cabin was perfect for the two of us. The soothing sound of the stream and view of redwoods from the deck was wonderful."
United States
Jay
The price is CA $250
CA $438 total
includes taxes & fees
Aug 20 - Aug 21
Cottage In The Woods

10. Beachfront California Coast Airstream_Luxury

Beachfront California Coast Airstream_Luxury
Heritage Downtown
9.6 out of 10, Exceptional, (12 reviews)
"This place is amazing, we had a great time and definitely will book this place again. "
United States
Theng X.
The price is CA $748
CA $1,029 total
includes taxes & fees
Aug 23 - Aug 24
Beachfront California Coast Airstream_Luxury

11. Marbella Lane - 3BR House Dtwn RWC Parking

Marbella Lane - 3BR House Dtwn RWC Parking
3.0 star property
Palm Park
The price is CA $427
CA $970 total
includes taxes & fees
Sep 2 - Sep 3
Marbella Lane - 3BR House Dtwn RWC Parking

12. ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat

ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat
North Central
10.0 out of 10, Exceptional, (88 reviews)
"Great stay, great location, great time. "
United States
greg d.
ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat

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

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
10.0 out of 10, Exceptional, (27 reviews)
"Better than most 5 star hotel suites at a fraction of the cost. In a nice neighborhood, 2 blocks from the beach and close to downtown, it was quiet, clean, had modern appliances, and a very nice shower for 2 (no tub). Would definitely stay again."
United States
Ken B.
The price is CA $344
CA $588 total
includes taxes & fees
Aug 31 - Sep 1
Modern Coastal Retreat, Walk to Downtown HMB & Beach

14. Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.8 out of 10, Exceptional, (49 reviews)
"Nice place to stay for a couple of nights. Lovely view. Could have used a fan in the bedroom as it was a bit warm, but we got by!"
United States
Stephanie T.
The price is CA $331
CA $525 total
includes taxes & fees
Aug 20 - Aug 21
Luxury Spa Retreat Guest House with Ocean View

15. Modern Guesthouse Retreat in the Heart of Silicon Valley

Modern Guesthouse Retreat in the Heart of Silicon Valley
West Menlo Park
9.0 out of 10, Wonderful, (14 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 traveller
The price is CA $288
CA $417 total
includes taxes & fees
Sep 1 - Sep 2
Modern Guesthouse Retreat in the Heart of Silicon Valley

16. Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is CA $217
CA $568 total
includes taxes & fees
Aug 24 - Aug 25
Lakefront Retreat WaterViews 3BR 1.5BA

17. Elegant but practical retreat to maximize your enjoyment in beautiful HMB

Elegant but practical retreat to maximize your enjoyment in beautiful HMB
El Granada
10.0 out of 10, Exceptional, (20 reviews)
"Great place to stay if visiting SF."
United States
Alex E.
The price is CA $555
CA $1,189 total
includes taxes & fees
Aug 20 - Aug 21
Elegant but practical retreat to maximize your enjoyment in beautiful HMB

18. Coastal Palm Tree 2BR Retreat Ocean View

Coastal Palm Tree 2BR Retreat Ocean View
3.0 star property
Sharp Park
8.6 out of 10, Excellent, (9 reviews)
"I loved everything about the place. Really clean and homey vibe"
United States
Christian
The price is CA $169
CA $438 total
includes taxes & fees
Aug 20 - Aug 21
Coastal Palm Tree 2BR Retreat Ocean View

19. ADU studio guesthouse unit in a brand new 2/3 acre Spanish mansion In Atherton

ADU studio guesthouse unit in a brand new 2/3 acre Spanish mansion In Atherton
Fair Oaks
9.2 out of 10, Wonderful, (5 reviews)
"Great restful stay at a cute spot near Stanford health care facilities."
United States
Mike M.
The price is CA $277
CA $482 total
includes taxes & fees
Aug 24 - Aug 25
ADU studio guesthouse unit in a brand new 2/3 acre Spanish mansion In Atherton

20. LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
8.0 out of 10, Very good, (1 review)
"The listing provided showed a listing of a differently painted house, although the inside was clean the outside needs cleaning. The inside smelled like strong cleaning supplies so airing it out was necessary. The door for one of the bedrooms was locked and were told to find a way to open it on our own, so if you need immediate support for anything related to the house, expect you will need to do it yourself. The futon couch that they have is broken and don’t let them charge for it. If it’s a...
United States
Luis
The price is CA $184
CA $465 total
includes taxes & fees
Aug 24 - Aug 25
LakeFront Lavender House
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

Everything you need to know about San Mateo County 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 San Mateo County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 San Mateo County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Mateo County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Mateo County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Mateo County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Mateo County vacation rentals we have selected for you start as low as CA $221 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Mateo County rentals

At Expedia, we put the best San Mateo County 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 San Mateo County 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 San Mateo County 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 San Mateo County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.