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 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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
$329 nightly
The price is $377
Oct 15 - Oct 16
Total with taxes and fees
Mid Century Garden View Home Parking
A modern house with large windows, a wooden deck, and a cozy seating area.

2. 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
$366 nightly
The price is $420
Oct 24 - Oct 25
Total with taxes and fees
LakeFront Lavender House
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.

3. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
$367 nightly
The price is $367
Oct 12 - Oct 13
Total with taxes and fees
Mid Century Garden View Home Parking
A living room with a flat-screen TV, grey sofas, a coffee table, and a small side table with a vase of flowers.

4. 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.
$437 nightly
The price is $491
Oct 18 - Oct 19
Total with taxes and fees
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
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
$459 nightly
The price is $527
Oct 23 - Oct 24
Total with taxes and fees
Lakefront Retreat WaterViews 3BR 1.5BA
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a microwave.

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

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
Central San Mateo
$886 nightly
The price is $1,010
Oct 16 - Oct 17
Total with taxes and fees
@ Marbella Lane - Bright and Cozy Home Near SFO
A compact kitchen with a sink, microwave, and cabinets.

7. @ Marbella Lane - Adorable and Quiet Studio

@ Marbella Lane - Adorable and Quiet Studio
North Central
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.
@ Marbella Lane - Adorable and Quiet Studio
An outdoor seating area with a fire feature and a mural.

8. Marriott Vacation Club®, San Francisco

Marriott Vacation Club®, San Francisco
3.0 star property
Fisherman's Wharf
9.2 out of 10, Wonderful, (1,506 reviews)
"we loved it especially its location"
United States
nizar
$161 nightly
The price is $190
Oct 25 - Oct 26
Total with taxes and fees
Marriott Vacation Club®, San Francisco
A coastal landscape with a beach, rocky cliffs, and vegetation.

9. 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
8.6 out of 10, Excellent, (26 reviews)
"Great location, clean and private space."
United States
Alec H.
$391 nightly
The price is $427
Oct 18 - Oct 19
Total with taxes and fees
Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ
A wooden lattice structure with a sofa and a small table, surrounded by plants and a patterned rug.

10. 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
$266 nightly
The price is $290
Oct 26 - Oct 27
Total with taxes and fees
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.

11. Stylish Seaside Cottage - Walking to Beach

Stylish Seaside Cottage - Walking to Beach
El Granada
9.4 out of 10, Exceptional, (58 reviews)
"Clean, cozy, comfortable and as described. Very comfortable bed too! Close to HMB restaurants and shops, will stay again!"
United States
Chase T.
$259 nightly
The price is $282
Nov 1 - Nov 2
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.

12. 214A - Cozy Studio with AC & Kitchen near Stanford

214A - Cozy Studio with AC & Kitchen near Stanford
Redwood City
9.0 out of 10, Wonderful, (8 reviews)
"Perfect stay for a quick get away! "
United States
Sylvia L.
$198 nightly
The price is $198
Oct 12 - Oct 13
Total with taxes and fees
214A - Cozy Studio with AC & Kitchen near Stanford
A rocky coastline with a cave-like formation and waves crashing onto the shore.

13. 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.
$308 nightly
The price is $321
Oct 12 - Oct 13
Total with taxes and fees
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
A cozy bedroom with a wooden ceiling, a bed with white linens, and a textured blanket.

14. 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 little place!"
United States
Jeffrey B.
$349 nightly
The price is $395
Oct 19 - Oct 20
Total with taxes and fees
Small Beach Cottage near the Coastal Trail and The Ritz
A coastal view with a rocky shoreline, waves crashing onto the beach, and a clear sky.

15. Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
10.0 out of 10, Exceptional, (32 reviews)
"Great location. An easy walk to the coastal trail."
United States
Barbara M.
$331 nightly
The price is $355
Oct 13 - Oct 14
Total with taxes and fees
Modern Coastal Retreat, Walk to Downtown HMB & Beach
A staircase with wooden beams and large windows overlooking a beach.

16. 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.
$392 nightly
The price is $410
Oct 18 - Oct 19
Total with taxes and fees
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
A coastal landscape with a beach, a path, and distant mountains.

17. 4Beds Private Unit Near BeachWalk Golf

4Beds Private Unit Near BeachWalk Golf
2.0 star property
Sharp Park
9.0 out of 10, Wonderful, (8 reviews)
"Our group loved how much space there was for everyone to be able to move around and rest comfortably!"
United States
Jacqueline
$378 nightly
The price is $439
Oct 15 - Oct 16
Total with taxes and fees
4Beds Private Unit Near BeachWalk Golf
A courtyard with outdoor seating, a bicycle, and a building with a shop entrance.

18. 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, (20 reviews)
"Great location and comfortable bed"
United States
Karly G.
$341 nightly
The price is $359
Oct 19 - Oct 20
Total with taxes and fees
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
A bedroom with a bed, a bedside table with a lamp, a trash bin, and a painting on the wall.

19. Marbella Lane - 2BR Guest House Dtwn RWC Pking

Marbella Lane - 2BR Guest House Dtwn RWC Pking
3.0 star property
Palm Park
$452 nightly
The price is $510
Oct 25 - Oct 26
Total with taxes and fees
Marbella Lane - 2BR Guest House Dtwn RWC Pking
A modern, well-lit room with a bed, a dining area with a table and chairs, a TV mounted on the wall, and a large window providing natural light.

20. Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.6 out of 10, Exceptional, (25 reviews)
"It was a great cozy space and perfect for our trip to the area! Super accessible, but also very private. Absolutely worth the trip here!"
United States
Cera B.
$213 nightly
The price is $213
Oct 24 - Oct 25
Total with taxes and fees
Palo Alto Cottage: Privacy, Comfort & Convenience
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

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

8/10 Good
"Enjoyed our stay. Had to cross driveway to get to room. Hotel larger and much busier than expected. Felt staff always occupied and needed information on how to get around SF. Could use more accessibility to bus routs maps available. Breakfast was the best I have ever had."
Sarah 2-night trip
Posted 2 hours ago
Hotel Riu Plaza Fisherman's Wharf

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 45 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 Chase Center 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.