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Check prices for these dates

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25 Jul - 27 Jul
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1 Aug - 3 Aug
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15 Aug - 17 Aug
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12 Sept - 14 Sept

Featured Villas in San Mateo and around

A Grand Villa, Private Lake, Monet Garden, 25567 Main House
Enjoy cooking in this well-equipped kitchen with a large island, stainless steel range hood, and oven.

A Grand Villa, Private Lake, Monet Garden, 25567 Main House

9.4 out of 10, Exceptional, (8)
"Great house, with amazing surrounding gardens, perfect for our family. We hosted some relatives for a small gathering on Sunday and the setting couldn't have been more scenic and beautiful."
A Grand Villa, Private Lake, Monet Garden, 25567 Main House
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
Enjoy meetings and gatherings in this elegant space with a polished table, wooden beams, and framed artwork.

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

9.8 out of 10, Exceptional, (16)
"A delightful place to stay with amazing views and the sound of the ocean. So peaceful! "
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
By The Bay Retreat
Features a sleek kitchen with stainless steel appliances, white cabinetry, and a marble countertop.

By The Bay Retreat

10.0 out of 10, Exceptional, (5)
"Wonderful private space. Loved the hot tub and outdoor area. Comfortable living room and bedrooms. Very easy to communicate with the host. They were really great. Enjoyed our time!"
By The Bay Retreat
Luxury Mid-Century Modern Home w/ XL Deck
Cozy living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

Luxury Mid-Century Modern Home w/ XL Deck

10.0 out of 10, Exceptional, (8)
"The property is so beautiful inside, with everything you could need. The setting is also gorgeous. It is a perfect property and would happily stay again!"
Luxury Mid-Century Modern Home w/ XL Deck
Luxurious Vintage French Chateau
Relax by the inviting pool and hot tub, surrounded by lush greenery and mature trees.

Luxurious Vintage French Chateau

9.8 out of 10, Exceptional, (6)
"Beautiful property and neighborhood. Location was perfect. "
Luxurious Vintage French Chateau
@ Marbella Lane - KnollTop Property | HotTub
Experience the rugged coastline with a grassy hill and dramatic rock formations.

@ Marbella Lane - KnollTop Property | HotTub

9.4 out of 10, Exceptional, (84)
"Lovely place to stay for a weekend trip with friends. Lots of space to keep everyone comfortable, and just a quick walk to the beach! Would recommend to anyone with a larger group looking to enjoy Pacifica. "
@ Marbella Lane - KnollTop Property | HotTub
Serene Canyon View Luxury Villa • Pool • Hot Tub • Sauna Retreat
Enjoy the serene coastal landscape with gentle waves lapping against the shore.

Serene Canyon View Luxury Villa • Pool • Hot Tub • Sauna Retreat

9.8 out of 10, Exceptional, (35)
"Weekend with friends in Pacifica was great. The house was as advertised - thanks very much!"
Serene Canyon View Luxury Villa • Pool • Hot Tub • Sauna Retreat
Luxury 4BR4Ba Basketball Court, Hot Tub Spa, Foosball, Pool Table, Tesla Charger
Relax in this serene garden oasis with a comfortable seating area and lush green surroundings.

Luxury 4BR4Ba Basketball Court, Hot Tub Spa, Foosball, Pool Table, Tesla Charger

10.0 out of 10, Exceptional, (2)
"The kids enjoyed all of the games including basketball hoop, pool table and the Grandma enjoyed having her own space on the lower level.Thanks for being so prompt with communication Jay!"
Luxury 4BR4Ba Basketball Court, Hot Tub Spa, Foosball, Pool Table, Tesla Charger
Elegant & Luxe 5BR Escape w/ Tiki Barn - Close to SF & Minutes to Piedmont/Grand
Relax on the patio with a barbecue grill and comfortable seating.

Elegant & Luxe 5BR Escape w/ Tiki Barn - Close to SF & Minutes to Piedmont/Grand

10.0 out of 10, Exceptional, (23)
"Enjoyed the multiple kitchens living rooms to really give different spaces for the group to spend time in"
Elegant & Luxe 5BR Escape w/ Tiki Barn - Close to SF & Minutes to Piedmont/Grand
Luxury Designer Home with Hot Tub, Parking Garage Near San Francisco UC Berkeley
Relax in a serene outdoor space with a hot tub, rocking chair, and lush green surroundings.

Luxury Designer Home with Hot Tub, Parking Garage Near San Francisco UC Berkeley

10.0 out of 10, Exceptional, (13)
"House is soothing and tastefully design"
Luxury Designer Home with Hot Tub, Parking Garage Near San Francisco UC Berkeley
14+ million estate, 2.5 miles from Stanford
Stunning Mediterranean-style house with a tiled roof and arched windows, surrounded by beautifully manicured gardens and a tree-lined driveway.

14+ million estate, 2.5 miles from Stanford

10.0 out of 10, Exceptional, (1)
14+ million estate, 2.5 miles from Stanford
Stunning Ocean Mountain View Near SF+Beach 3 Suite
Enjoy a serene coastal view with access to a sandy beach and grassy hills.

Stunning Ocean Mountain View Near SF+Beach 3 Suite

2.0 star property
9.0 out of 10, Wonderful, (2)
" A group of friends needed a one-night stay prior to an early morning flight out of SFO. The home was super clean and comfortable. It's spacious with multiple bed options. There was a nice welcome basket. Nana Su was very responsive and easy to communicate with. We would definitely stay again!"
Stunning Ocean Mountain View Near SF+Beach 3 Suite
Exclusive Estate in the Heart of SV, Near Stanford
Relax in this serene outdoor space with a dining table and comfortable seating for two.

Exclusive Estate in the Heart of SV, Near Stanford

Exclusive Estate in the Heart of SV, Near Stanford
Spacious 3 BR 2B House Sunnyvale Park
Microwave, oven, stovetop, dishwasher

Spacious 3 BR 2B House Sunnyvale Park

4.0 star property
Spacious 3 BR 2B House Sunnyvale Park
4k sft secluded hill-top villa on an acre land.
Relax on the outdoor deck with a sofa set and dining area under a pergola, surrounded by a serene lawn and trees.

4k sft secluded hill-top villa on an acre land.

4k sft secluded hill-top villa on an acre land.
Family hideout in the hearth of San Francisco
Relax in a serene outdoor space with a covered seating area featuring two chairs and two swing seats.

Family hideout in the hearth of San Francisco

Family hideout in the hearth of San Francisco
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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Frequently asked questions

Why book your villa in San Mateo with Expedia?
With Expedia, it's a cinch to find your ideal villa in San Mateo. Travelling with the family? Make the most of our helpful filters to look for stays with perks like a swimming pool. If you have a budget in mind, decide on how much you want to spend and your preferred star rating. We'll help you find the perfect pad that gels with your style and taste.
How can I find cheap villas in San Mateo?
Expedia is here to help you track down cheap villas in San Mateo. Use our handy filter tool to select budget, star rating and amenities to refine your search and find an amazing place to stay in a few quick clicks.
What is there to do near my villa in San Mateo?
Whatever your tastes or interests, San Mateo has tons to keep you busy. CuriOdyssey, Coyote Point Park and Hillsdale Shopping Centre are on most travellers' trip plans. Don't forget to explore Poplar Creek Golf Course, Parkside Aquatic Park and Lakeshore Park Beach either. With Expedia's San Mateo hotel deals, you can discover even more fabulous attractions like these with the money you save.