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Vacation rentals in San Mateo County

Vacation rentals in San Mateo County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in San Mateo County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Tuscan Villa, 20 min to SF, stunning ocean view!
SUPERHOSTEntire guest suite · 6 guests · 3 beds · 1 bathroom
Tuscan Villa, 20 min to SF, stunning ocean view!

All are welcome to come enjoy our clean/sanitized, quiet and comfortable Tuscan Villa overlooking the Pacific Ocean! You will be completely surrounded by nature. Wake up to birds singing and you may see bunnies, red tail hawks , hummingbirds and the occasional deer walking thru the property. Sit on the patio and watch the sunset over the Pacific or walk out your door for a hike!! Only 20 min drive to SF. Enjoy San Francisco but then return to a quiet, roomy and serene setting.

What guests are saying:

“Mars’ place was beyond beautiful! Very clean and incredible views. Loved the thoughtful touches Mars included in her home as well. Had a great stay with close friends for my birthday, it was five of us in total and there was plenty of room. Mars was an amazing host, so kind and accommodating! Highly recommend, I can’t wait to stay here again!”

Sunny redwood forest cottage
SUPERHOSTEntire cottage · 3 guests · 2 beds · 1.5 bathrooms
Sunny redwood forest cottage

Located in Ben Lomond half way between Big Basin State Park and Santa Cruz Beach Boardwalk, our redwood forest cottage has a queen bed in the bedroom and a double Murphy bed in the living room. Jacuzzi and outdoor shower available. Dining on deck for up to 10. Beautiful & tranquil.

What guests are saying:

“Ellen's place is amazing. It is so relaxing to stay at. The backyard is heaven. The hot tub is incredible among the redwoods, with pretty colorful lights that change colors in the drink holders. The house itself is super cute and has everything you will probably need at an air b n b. I would recommend backing into the driveway because it's steep and a little hard to back down. Also, be sure to grab some firewood for the fire pit. It's such a great area to relax and enjoy the trees. There's also a hammock out front. Enjoy your serene and relaxing stay there! I hope to stay with Ellen again as soon as possible myself!”

Little Cottage on the Hill
SUPERHOSTEntire guest house · 2 guests · 1 bed · 1 bathroom
Little Cottage on the Hill

Enjoy a peaceful stay at this charming, secluded detached garden cottage great for a stay-cation or as a work-from-home alternative. Due to the coronavirus, we are taking extra care to disinfect frequently touched surfaces between reservations. The cottage features a queen-sized bed, wood burning fireplace,  private bathroom and kitchenette. Perfect for both leisure and Business travelers.

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for San Mateo County holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in San Mateo County

Stunning World Traveler Art-Filled Ecological Home
PLUSEntire house
Stunning World Traveler Art-Filled Ecological Home
Price:$ 282 SGD / night
Take 5 on the Plant-Filled Veranda of an Arty Studio
PLUSPrivate room
Take 5 on the Plant-Filled Veranda of an Arty Studio
Price:$ 166 SGD / night
Private Garden Cottage
SUPERHOSTEntire guest house
Private Garden Cottage
Price:$ 156 SGD / night
100sf Cute room w/ private bath, separate entrance
SUPERHOSTPrivate room
100sf Cute room w/ private bath, separate entrance
Price:$ 68 SGD / night
New Private Studio  Close to SFO,  SF and Beach!
SUPERHOSTEntire flat
New Private Studio Close to SFO, SF and Beach!
Price:$ 142 SGD / night
Cozy 1 bdrm/1 bath, near SFO, Washer & Dryer incl
SUPERHOSTEntire guest suite
Cozy 1 bdrm/1 bath, near SFO, Washer & Dryer incl
Price:$ 150 SGD / night
Master Bedroom For 2 guests with Spacious Bathroom
Private room
Master Bedroom For 2 guests with Spacious Bathroom
Price:$ 116 SGD / night
New bright studio, separate entrance
SUPERHOSTEntire guest suite
New bright studio, separate entrance
Price:$ 163 SGD / night
Casita By The Bay, San Mateo
SUPERHOSTEntire house
Casita By The Bay, San Mateo
Price:$ 149 SGD / night
Stylish Loft, Clean and Private, Business Travel
SUPERHOSTEntire loft
Stylish Loft, Clean and Private, Business Travel
Price:$ 136 SGD / night
Home away from home -  HEPA air filter!
SUPERHOSTEntire flat
Home away from home - HEPA air filter!
Price:$ 178 SGD / night
San Francisco Airport, Gorgeous
SUPERHOSTPrivate room
San Francisco Airport, Gorgeous
Price:$ 89 SGD / night
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