A coastal landscape with a sandy beach, rocky cliffs, and the ocean.

San Mateo Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for San Mateo vacation rentals

A modern kitchen with white cabinetry, a stainless steel refrigerator, and a microwave.

1. @ Marbella Lane - Bright and Cozy Home near SFO

@ Marbella Lane - Bright and Cozy Home near SFO
North Central
7.0 out of 10, Good, (4 reviews)
"Very cute and cozy. Great location."
United States
Daisy V.
$398 nightly
The price is $443
Aug 30 - Aug 31
Total with taxes and fees
@ Marbella Lane - Bright and Cozy Home near SFO
A modern living room with a sofa, coffee table, and dining area.

2. 20%OFF! Chic Home with Expansive big Backyard

20%OFF! Chic Home with Expansive big Backyard
East San Mateo
8.0 out of 10, Very Good, (9 reviews)
"Complimentary goodies, clean, warm, departure gift. "
United States
Osvaldo D.
$308 nightly
The price is $323
Sep 9 - Sep 10
Total with taxes and fees
20%OFF! Chic Home with Expansive big Backyard
A modern house with large windows, a wooden deck, and a cozy seating area.

3. 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
$292 nightly
The price is $335
Aug 31 - Sep 1
Total with taxes and fees
LakeFront Lavender House
A modern living room with a fireplace, a television, and a view of a lake through large sliding doors.

4. Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
$374 nightly
The price is $429
Aug 30 - Aug 31
Total with taxes and fees
Lakefront Retreat WaterViews 3BR 1.5BA
A modern living room with a grey sofa, green chairs, and a marble coffee table.

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
$344 nightly
The price is $394
Sep 7 - Sep 8
Total with taxes and fees
Mid Century Garden View Home Parking
A modern dining area with a wooden table set for four, a grey sofa in the background, and a large window with a view of the outdoors.

6. Sanmateo Cozy Central 3b1b Home Garage Parking AC

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
North Central
$426 nightly
The price is $489
Sep 21 - Sep 22
Total with taxes and fees
Sanmateo Cozy Central 3b1b Home Garage Parking AC
A living room with a flat-screen TV, grey sofas, a coffee table, and a small side table with a vase of flowers.

7. Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown

Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
North Central
10.0 out of 10, Exceptional, (3 reviews)
"It was perfect for stay with a small kid! "
United States
Jan H.
$483 nightly
The price is $543
Aug 31 - Sep 1
Total with taxes and fees
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
A modern kitchen with white cabinets, a stainless steel refrigerator, and a microwave.

8. Marbella Lane - Bright and Cozy Home near SFO

Marbella Lane - Bright and Cozy Home near SFO
North Central
$486 nightly
The price is $547
Aug 31 - Sep 1
Total with taxes and fees
Marbella Lane - Bright and Cozy Home near SFO
A waterfront deck with outdoor seating, red umbrellas, and a view of buildings across the water.

9. Offsite family retreat property in the heart of Silicon Valley

Offsite family retreat property in the heart of Silicon Valley
East San Mateo
10.0 out of 10, Exceptional, (6 reviews)
"Very clean, well stocked, great deck, good location."
United States
Arvin K.
$640 nightly
The price is $684
Aug 31 - Sep 1
Total with taxes and fees
Offsite family retreat property in the heart of Silicon Valley
A spacious living room with a large TV, a piano, a drum set, and a view of the city.

10. Panoramic Bayview 4BR · Single-Level · 1Gbps WiFi

Panoramic Bayview 4BR · Single-Level · 1Gbps WiFi
South San Mateo
10.0 out of 10, Exceptional, (1 review)
"We stayed for almost two weeks and this stay exceeded all expectations! The space was immaculately clean—truly spotless—and felt like a luxury boutique hotel thanks to the host's thoughtful touches like provided slippers and robes. The bedding was incredibly comfortable, and the picture window offers a fabulous view that we loved waking up to. Plus, the location is unbeatable with Whole Foods and Trader Joe's just nearby. A perfect stay, highly recommend. Thanks Lili!"
United States
YX C.
$1,274 nightly
The price is $1,431
Sep 13 - Sep 14
Total with taxes and fees
Panoramic Bayview 4BR · Single-Level · 1Gbps WiFi
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a microwave.

11. @ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
North Central
$388 nightly
The price is $438
Sep 2 - Sep 3
Total with taxes and fees
@ Marbella Lane - Bright and Cozy Home Near SFO
A modern living room with a large grey sofa, a flat-screen TV, and a potted plant.

12. LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry

LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry
Burlingame Terrace
9.6 out of 10, Exceptional, (11 reviews)
"Our host was excellent and the location of the unit was perfect"
United States
Maura Z.
$426 nightly
The price is $426
Aug 29 - Aug 30
Total with taxes and fees
LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry
A modern bedroom with a large bed, a sofa, and a green door.

13. 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
$195 nightly
The price is $227
Aug 31 - Sep 1
Total with taxes and fees
Beachy 1BR Escape with SofaBed Golf
A neatly made bed with white linens and towels, a wooden slatted headboard, and wall-mounted artwork depicting landscapes.

14. 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)
$338 nightly
The price is $393
Sep 14 - Sep 15
Total with taxes and fees
Coast PalmTree Yard 2BR Block from Beach
A single-story house with a front porch, a mailbox, and a number sign.

15. Private and charming Bay Area home. Centrally located to all Bay Area cities!

Private and charming Bay Area home. Centrally located to all Bay Area cities!
Avalon
10.0 out of 10, Exceptional, (10 reviews)
"I loved my stay here."
United States
Ann
$268 nightly
The price is $298
Aug 29 - Aug 30
Total with taxes and fees
Private and charming Bay Area home. Centrally located to all Bay Area cities!
A modern living room with a sofa, coffee table, and a fireplace. There is a TV mounted on the wall and a dining table with chairs.

16. 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
$393 nightly
The price is $457
Sep 1 - Sep 2
Total with taxes and fees
Coastal Palm Tree 2BR Retreat Ocean View
A courtyard with outdoor seating, a bicycle, and a building with a shop entrance.

17. Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Heritage Downtown
9.4 out of 10, Exceptional, (19 reviews)
"Great location and comfortable bed"
United States
Karly G.
$333 nightly
The price is $351
Sep 8 - Sep 9
Total with taxes and fees
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
A staircase with wooden beams and large windows overlooking a beach.

18. 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.
$333 nightly
The price is $345
Aug 30 - Aug 31
Total with taxes and fees
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
A bedroom with a bed, a window with curtains, a view of the sea, and a wardrobe.

19. Charming 2BR Coastal Getaway in Pacifica

Charming 2BR Coastal Getaway in Pacifica
2.0 star property
Westview
7.8 out of 10, Good, (6 reviews)
"Loved this quaint apartment with amazing views of the ocean! I would definitely stay here again."
United States
Daniel
$317 nightly
The price is $369
Sep 20 - Sep 21
Total with taxes and fees
Charming 2BR Coastal Getaway in Pacifica
A kitchen with a wooden cutting board, a toaster, and various kitchen items on the counter.

20. Sunny side Bayview heights

Sunny side Bayview heights
Bayview
9.6 out of 10, Exceptional, (59 reviews)
"Great value for a good size suite close to downtown SF. Having laundry was nice and the bunk beds in the separate closet room was ideal for a child. Excellent suite overall and only minor issue was we could hear a lot of footsteps upstairs at night and early morning."
Canada
hong dean
$177 nightly
The price is $185
Sep 20 - Sep 21
Total with taxes and fees
Sunny side Bayview heights
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 Hotel Reviews

Fairmont San Francisco

Fairmont San Francisco

10/10 Excellent
"Great staff, beautiful hotel"
Eric 3-night trip
Posted less than an hour ago
Fairmont San Francisco

Find out more about San Mateo

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

San Mateo vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $89 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Mateo rentals

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

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in San Mateo?

Yes, we offer vacation rentals in San Mateo close to Coyote Point Park, or you can choose a secluded option if you'd like a relaxing place to stay. Tourists like the array of shops and top-notch restaurants in San Mateo. You can also check out the festivals while you're visiting.

What are some of the best vacation rentals in San Mateo?

Absolutely Private President's Suite, Computer, Wi-Fi, Laundry, Pub. Parking: This vacation home rental near San Mateo is located by the ocean and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in San Mateo?

Expedia has 43 vacation rentals for your stay in San Mateo.

What’s there to see and do in San Mateo?

Family-friendly attractions include Coyote Point Park and The San Mateo Japanese Garden, whereas San Francisco Bay and Sawyer Camp Trail are a couple of great spots to enjoy the outdoors. In the larger area, you’ll find popular places like Oracle Park and Pier 39.

What’s a vacation rental in San Mateo like?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in San Mateo. Vacation rentals feature extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family getaway.