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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for San Mateo vacation rentals

A modern living room with a grey sofa, green chairs, and a marble coffee table.

1. 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
$290 nightly
The price is $333
Sep 26 - Sep 27
Total with taxes and fees
Mid Century Garden View Home Parking
A modern living room with a grey sofa, green chairs, a coffee table, and large windows with a view of palm trees and a clear sky.

2. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
$288 nightly
The price is $288
Sep 26 - Sep 27
Total with taxes and fees
Mid Century Garden View Home Parking
A modern living room with a sofa, coffee table, and dining area.

3. 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.
$325 nightly
The price is $343
Oct 7 - Oct 8
Total with taxes and fees
20%OFF! Chic Home with Expansive big Backyard
A compact kitchen with a sink, microwave, and cabinets.

4. @ Marbella Lane - Adorable and Quiet Studio

@ Marbella Lane - Adorable and Quiet Studio
Central San Mateo
6.0 out of 10, (6 reviews)
"I rented this unit for my son who is visiting from New York. It workedc out perfect for us. We would run it again."
United States
Bob S.
$494 nightly
The price is $553
Sep 25 - Sep 26
Total with taxes and fees
@ Marbella Lane - Adorable and Quiet Studio
A modern living room with a fireplace, a television, and a view of a lake through large sliding doors.

5. 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
Sep 23 - Sep 24
Total with taxes and fees
Lakefront Retreat WaterViews 3BR 1.5BA
A living room with a flat-screen TV, grey sofas, a coffee table, and a small side table with a vase of flowers.

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

Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
Central San Mateo
10.0 out of 10, Exceptional, (3 reviews)
"It was perfect for stay with a small kid! "
United States
Jan H.
$421 nightly
The price is $475
Sep 29 - Sep 30
Total with taxes and fees
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
A modern house with large windows, a wooden deck, and a cozy seating area.

7. 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
$337 nightly
The price is $387
Oct 4 - Oct 5
Total with taxes and fees
LakeFront Lavender House
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a microwave.

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

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
Central San Mateo
$645 nightly
The price is $734
Sep 25 - Sep 26
Total with taxes and fees
@ Marbella Lane - Bright and Cozy Home Near SFO
A compact kitchen with a sink, microwave, and cabinets.

9. Marbella Lane - Adorable and Quiet Studio

Marbella Lane - Adorable and Quiet Studio
Central San Mateo
$718 nightly
The price is $805
Sep 25 - Sep 26
Total with taxes and fees
Marbella Lane - Adorable and Quiet Studio
A modern living room with a fireplace, a television, and a view of a lake through large sliding glass doors.

10. Lakefront 3Beds/1.5Bath Retreat w/ Water Views • Walk to Shops • Near SF

Lakefront 3Beds/1.5Bath Retreat w/ Water Views • Walk to Shops • Near SF
East San Mateo
8.0 out of 10, Very good, (1 review)
"the housekeeper was there when we arrived and slowed our check-in. the floors looked clean but weren't. the pillows are horrible. be sure to bring your own. the location is convenient and the view is lovely."
United States
Kymberly G.
$473 nightly
The price is $473
Sep 23 - Sep 24
Total with taxes and fees
Lakefront 3Beds/1.5Bath Retreat w/ Water Views • Walk to Shops • Near SF
A modern house with a covered patio, large windows, and a wooden fence.

11. Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF

Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF
East San Mateo
$432 nightly
The price is $432
Oct 4 - Oct 5
Total with taxes and fees
Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF
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
$267 nightly
The price is $278
Sep 30 - Oct 1
Total with taxes and fees
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
A coastal landscape with a sandy beach, cliffs, and a field of wildflowers.

13. 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)
"The property is clean, convenient, and well-appointed. Owner communication was great. Would rent again in a heartbeat. "
United States
Carmela
$352 nightly
The price is $359
Oct 4 - Oct 5
Total with taxes and fees
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
A balcony with wicker furniture, a white railing, and a view of the sunset over the ocean.

14. Oceanview Penthouse, Stylish, Walking to Beach

Oceanview Penthouse, Stylish, Walking to Beach
El Granada
10.0 out of 10, Exceptional, (51 reviews)
"Everything was absolutely perfect. It was the perfect getaway perfect area thank you so much."
United States
Don
$253 nightly
The price is $275
Oct 4 - Oct 5
Total with taxes and fees
Oceanview Penthouse, Stylish, Walking to Beach
A neatly made bed with white linens and towels, a wooden slatted headboard, and wall-mounted artwork depicting landscapes.

15. 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
A kitchen with a wooden cutting board, a toaster, and various kitchen items on the counter.

16. Sunny side Bayview heights

Sunny side Bayview heights
Bayview
9.6 out of 10, Exceptional, (60 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
$176 nightly
The price is $184
Oct 19 - Oct 20
Total with taxes and fees
Sunny side Bayview heights
A beach with waves and a sunset.

17. 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.
$248 nightly
The price is $270
Sep 28 - Sep 29
Total with taxes and fees
Stylish Seaside Cottage - Walking to Beach
A bedroom with a bed, a desk, a chair, a window, and a door.

18. 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.
$185 nightly
The price is $185
Oct 23 - Oct 24
Total with taxes and fees
214A - Cozy Studio with AC & Kitchen near Stanford
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.

19. 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
A staircase with wooden beams and large windows overlooking a beach.

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.
$420 nightly
The price is $442
Sep 25 - Sep 26
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 Hotel Reviews

Club Quarters Hotel Embarcadero, San Francisco

Club Quarters Hotel Embarcadero, San Francisco

10/10 Excellent
"Clean and nice stay"
Brad 2-night trip
Posted 1 hour ago
Club Quarters Hotel Embarcadero, 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 $99 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?

Spacious 4BR Family Retreat with Indoor Pool, Jacuzzi & Movie Room – Near SFO: This vacation home rental near San Mateo offers an indoor pool, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family. You can relax into your vacation with a pool table and a hot tub.

How many vacation rentals are there in San Mateo?

Expedia has 44 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 CuriOdyssey, 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 Pier 39 and Oracle Park.

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.