A lighthouse on a cliff by the sea during sunset.

Vacation Rentals in San Mateo County

Top Cities in San Mateo County

Our top choices for San Mateo County vacation rentals

1. Large and Cozy Home 2BD 2BA Near SF

Large and Cozy Home 2BD 2BA Near SF
2.5 star property
Bayshore Heights
$282 nightly
The price is $319
Oct 1 - Oct 2
Total with taxes and fees
Large and Cozy Home 2BD 2BA Near SF

2. Oceanview 2BR 1Bath Balcony Sunset Views

Oceanview 2BR 1Bath Balcony Sunset Views
2.5 star property
Westview
$280 nightly
The price is $326
Oct 5 - Oct 6
Total with taxes and fees
Oceanview 2BR 1Bath Balcony Sunset Views

3. 2 Queen Beds | Mini Fridge

2 Queen Beds | Mini Fridge
Belmont
$99 nightly
The price is $114
Oct 2 - Oct 3
Total with taxes and fees
2 Queen Beds | Mini Fridge

4. Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Montara
9.2 out of 10, Wonderful, (87 reviews)
"Great host! Big fenced in yard for the dogs as well. Located near many awesome hikes. We would definitely stay again! "
United States
Brent J.
$297 nightly
The price is $310
Oct 4 - Oct 5
Total with taxes and fees
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

5. Maddux Homes near Westlake

Maddux Homes near Westlake
3.0 star property
Broadmoor
5.6 out of 10, (4 reviews)
"The place was a little dusty and not fully clean. Also, the drain in the shower was backed up but wasn’t terrible. "
United States
Jaime
$267 nightly
The price is $296
Oct 21 - Oct 22
Total with taxes and fees
Maddux Homes near Westlake

6. 2BR Mountain Retreat with Private Deck

2BR Mountain Retreat with Private Deck
2.0 star property
Westview
7.4 out of 10, Good, (6 reviews)
"Great stay great location. Would recommend this place. Spacious and comfortable."
United States
Elizabeth
2BR Mountain Retreat with Private Deck

7. Beachy 1BR Escape with SofaBed Golf

Beachy 1BR Escape with SofaBed Golf
2.0 star property
Sharp Park
8.0 out of 10, Very good, (2 reviews)
"Pet friendly, nice quiet neighborhood next to the beach."
United States
Amatullah
$232 nightly
The price is $270
Oct 6 - Oct 7
Total with taxes and fees
Beachy 1BR Escape with SofaBed Golf

8. Mint House Menlo Park by Kasa

Mint House Menlo Park by Kasa
4.0 star property
Menlo Park
7.8 out of 10, Good, (36 reviews)
"The property was beautiful and looked exactly like the photos. It was in a very nice clean area, pet friendly, and had a lot of space to work. We did not get to check out the gym but it looked very nice as well! Definitely looking forward to staying at other Kasa properties in the future!"
United States
Tiffanie
$197 nightly
The price is $228
Oct 2 - Oct 3
Total with taxes and fees
Mint House Menlo Park by Kasa

9. 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)
$288 nightly
The price is $325
Oct 13 - Oct 14
Total with taxes and fees
Stunning 2 Bedroom 1 Bath Home near BART

10. Stylish Seaside Cottage - Walking to Beach

Stylish Seaside Cottage - Walking to Beach
El Granada
9.4 out of 10, Exceptional, (57 reviews)
"Clean, cozy, comfortable and as described. Very comfortable bed too! Close to HMB restaurants and shops, will stay again!"
United States
Chase T.
$216 nightly
The price is $235
Oct 4 - Oct 5
Total with taxes and fees
Stylish Seaside Cottage - Walking to Beach

11. Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
Heritage Downtown
9.6 out of 10, Exceptional, (14 reviews)
"nice place...close to restaurants...easy parking!"
United States
Luz
$262 nightly
The price is $272
Sep 30 - Oct 1
Total with taxes and fees
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

12. 214A - Cozy Studio with AC & Kitchen near Stanford

214A - Cozy Studio with AC & Kitchen near Stanford
Redwood City
9.2 out of 10, Wonderful, (7 reviews)
"Perfect stay for a quick get away! "
United States
Sylvia L.
$180 nightly
The price is $180
Oct 30 - Oct 31
Total with taxes and fees
214A - Cozy Studio with AC & Kitchen near Stanford

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

Charming Garden Cottage- steps to historic Old Town Half Moon Bay
Heritage Downtown
9.8 out of 10, Exceptional, (64 reviews)
"Clean; cheerful! Wonderful location."
United States
Catherine
$419 nightly
The price is $445
Sep 30 - Oct 1
Total with taxes and fees
Charming Garden Cottage- steps to historic Old Town Half Moon Bay

14. 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)
"Clean,great location,super comfortable bed."
United States
michael
$288 nightly
The price is $335
Oct 11 - Oct 12
Total with taxes and fees
Coastal Palm Tree 2BR Retreat Ocean View

15. Oceanview Penthouse, Stylish, Walking to Beach

Oceanview Penthouse, Stylish, Walking to Beach
El Granada
9.8 out of 10, Exceptional, (52 reviews)
"Everything was absolutely perfect. It was the perfect getaway perfect area thank you so much."
United States
Don
$240 nightly
The price is $262
Sep 30 - Oct 1
Total with taxes and fees
Oceanview Penthouse, Stylish, Walking to Beach

16. Oceanview Sunset View 3BR Luxe Home Yard

Oceanview Sunset View 3BR Luxe Home Yard
3.0 star property
Westview
7.8 out of 10, Good, (6 reviews)
"Clean rooms, good location "
United States
David
$424 nightly
The price is $493
Oct 12 - Oct 13
Total with taxes and fees
Oceanview Sunset View 3BR Luxe Home Yard

17. 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)
$298 nightly
The price is $346
Oct 7 - Oct 8
Total with taxes and fees
Coast PalmTree Yard 2BR Block from Beach

18. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Belmont
$103 nightly
The price is $118
Oct 16 - Oct 17
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen

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

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
South Downtown
9.2 out of 10, Wonderful, (43 reviews)
"Beautiful location and space. Location was perfect and exactly what we needed"
United States
Patricia D.
$350 nightly
The price is $356
Oct 4 - Oct 5
Total with taxes and fees
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

20. Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
Miramar
9.8 out of 10, Exceptional, (25 reviews)
"Very pleasant in great location "
United States
Eric B.
$341 nightly
The price is $355
Oct 7 - Oct 8
Total with taxes and fees
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
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

Discover your perfect San Mateo County vacation rental with Expedia

How many vacation rentals are available in San Mateo County?


Expedia has plenty of vacation rentals to choose from in and around  San Mateo County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in San Mateo County?


The selection of San Mateo County vacation rentals we have selected for you start as low as $170 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in San Mateo County?


Vacation rentals in San Mateo County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of San Mateo County vacation rentals to suit everyone. 


Why should I choose a vacation rental in San Mateo County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. 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. 


How do I find the best deal on a vacation rental in San Mateo County?


Find vacation rentals in San Mateo County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in San Mateo County.  


What amenities are available in a vacation rental in San Mateo County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in San Mateo County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in San Mateo County?   


Everytime is a great time to head to San Mateo County! Staying in a San Mateo County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in San Mateo County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect San Mateo County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in San Mateo County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your San Mateo County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.  


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