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

The Golden Gate Bridge with a clear view of the towers and cables, spanning across the water.
Vacation RentalsVacation Rentals

San Francisco

San Francisco

Our top choices for San Mateo County vacation rentals

A rocky coastline with a cave-like formation and waves crashing onto the shore.

1. 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.
The price is CA $195
CA $481 total
includes taxes & fees
Oct 4 - Oct 5
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
A coastal landscape with a beach, a path, and distant mountains.

2. 4Beds Private Unit Near BeachWalk Golf

4Beds Private Unit Near BeachWalk Golf
2.0 star property
Sharp Park
9.0 out of 10, Wonderful, (7 reviews)
"Our group loved how much space there was for everyone to be able to move around and rest comfortably!"
United States
Jacqueline
The price is CA $169
CA $528 total
includes taxes & fees
Nov 3 - Nov 4
4Beds Private Unit Near BeachWalk Golf
Lounge

3. Mint House Menlo Park by Kasa

Mint House Menlo Park by Kasa
4.0 star property
Menlo Park
7.6 out of 10, Good, (37 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
The price is CA $378
CA $437 total
includes taxes & fees
Oct 4 - Oct 5
Mint House Menlo Park by Kasa
A wooden lattice structure with a sofa and a small table, surrounded by plants and a patterned rug.

4. 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
The price is CA $180
CA $362 total
includes taxes & fees
Oct 4 - Oct 5
Oceanview Penthouse, Stylish, Walking to Beach
A round wooden table with a white pot containing a plant, flanked by two blue chairs with gold legs, on a light-colored wooden floor.

5. 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.
The price is CA $168
CA $344 total
includes taxes & fees
Oct 4 - Oct 5
Stylish Seaside Cottage - Walking to Beach
A cozy bedroom with a wooden ceiling, a bed with white linens, and a textured blanket.

6. Small Beach Cottage near the Coastal Trail and The Ritz

Small Beach Cottage near the Coastal Trail and The Ritz
Arleta Park
9.8 out of 10, Exceptional, (136 reviews)
"Great dog friendly well appointed tiny house."
United States
Deb L.
The price is CA $295
CA $557 total
includes taxes & fees
Oct 4 - Oct 5
Small Beach Cottage near the Coastal Trail and The Ritz
A bedroom with a bed, a desk, a chair, a window, and a door.

7. 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.
The price is CA $175
CA $305 total
includes taxes & fees
Oct 10 - Oct 11
214A - Cozy Studio with AC & Kitchen near Stanford
A coastal landscape with a beach, rocky cliffs, and vegetation.

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

Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ
Miramar
8.8 out of 10, Excellent, (25 reviews)
"Great location, clean and private space."
United States
Alec H.
The price is CA $262
CA $601 total
includes taxes & fees
Oct 18 - Oct 19
Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ
A wooden deck with a grill, a round table with chairs, and a view of the ocean and hills.

9. Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach

Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
Pedro Point
9.2 out of 10, Wonderful, (12 reviews)
"Fantastic Host, amazing view and a wonderful VRBO property!"
United States
Jason A.
The price is CA $138
CA $470 total
includes taxes & fees
Oct 5 - Oct 6
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
A neatly made bed with white linens and towels, a wooden slatted headboard, and wall-mounted artwork depicting landscapes.

10. 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 $205
CA $504 total
includes taxes & fees
Nov 3 - Nov 4
Coast PalmTree Yard 2BR Block from Beach
A hotel room with two beds, each with white bedding and a red accent. There are two wall-mounted lamps providing light.

11. 2 Queen Beds | Mini Fridge

2 Queen Beds | Mini Fridge
Belmont
The price is CA $139
CA $160 total
includes taxes & fees
Oct 6 - Oct 7
2 Queen Beds | Mini Fridge
A spacious living room with a large wooden coffee table, a sofa with patterned cushions, and a view of the outside through a large window.

12. 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
The price is CA $148
CA $487 total
includes taxes & fees
Oct 26 - Oct 27
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
A wooden deck with a metal railing overlooking a forested area.

13. Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (61 reviews)
"We really enjoyed our stay here! One of the best equipped houses we’ve ever rented , and the lovey creek babbling by the porch , it was awesome."
United States
Donna M.
The price is CA $284
CA $479 total
includes taxes & fees
Oct 6 - Oct 7
Cottage In The Woods
A coastal landscape with a rocky shoreline, a small island, and purple flowers in the foreground.

14. Stunning Ocean Mountain View Near SF/SFO/Beaches

Stunning Ocean Mountain View Near SF/SFO/Beaches
Sharp Park
7.6 out of 10, Good, (4 reviews)
"Really great checkin directions. Great location. It’s very close to Moon Raker. "
United States
Crispus P.
The price is CA $202
CA $349 total
includes taxes & fees
Oct 19 - Oct 20
Stunning Ocean Mountain View Near SF/SFO/Beaches
A modern living room with a grey sofa, a white armchair, and a grey ottoman. There is a wooden shelf with a plant and a white statue. A large window provides a view of the sky.

15. 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
The price is CA $287
CA $664 total
includes taxes & fees
Oct 13 - Oct 14
Oceanview Sunset View 3BR Luxe Home Yard
A two-story house with a gabled roof and a front porch.

16. Modern Guesthouse Retreat in the Heart of Silicon Valley

Modern Guesthouse Retreat in the Heart of Silicon Valley
West Menlo Park
9.2 out of 10, Wonderful, (18 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 $328
CA $469 total
includes taxes & fees
Oct 12 - Oct 13
Modern Guesthouse Retreat in the Heart of Silicon Valley
A modern kitchen with white cabinetry, a gas stove, and a stainless steel range hood.

17. 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 $198
CA $489 total
includes taxes & fees
Oct 6 - Oct 7
LakeFront Lavender House
A bedroom with a bed, a window, and a wall-mounted shelf with plants.

18. 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
The price is CA $171
CA $426 total
includes taxes & fees
Oct 12 - Oct 13
Maddux Homes near Westlake
A coastal landscape with a sandy beach, cliffs, and a field of wildflowers.

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.
The price is CA $59
CA $563 total
includes taxes & fees
Oct 4 - Oct 5
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
A beach with rocky cliffs and waves crashing onto the shore.

20. Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.8 out of 10, Exceptional, (53 reviews)
"Everything was as advertised. Had a great time. The host was very kind and easy to communicate with, and it was a very romantic get away for me and my partner. Would stay here again!"
United States
Sergio D.
The price is CA $339
CA $544 total
includes taxes & fees
Oct 12 - Oct 13
Luxury Spa Retreat Guest House with Ocean View
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

The Westin San Francisco Airport

The Westin San Francisco Airport

10/10 Excellent
"Appreciated the food coupons and the access to mail service when I left two items behind."
Jeanne 2-night trip
Posted less than an hour ago
The Westin San Francisco Airport