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

San Mateo Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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.
$386 nightly
The price is $431
Oct 25 - Oct 26
Total with taxes and fees
@ Marbella Lane - Bright and Cozy Home near SFO
A modern living room with a grey sofa, green chairs, and a marble coffee table.

2. 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
$337 nightly
The price is $387
Oct 24 - Oct 25
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.

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
$338 nightly
The price is $388
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.

4. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
$372 nightly
The price is $372
Oct 23 - Oct 24
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.

5. 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.
$434 nightly
The price is $488
Oct 26 - Oct 27
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.

6. Marbella Lane - Bright and Cozy Home near SFO

Marbella Lane - Bright and Cozy Home near SFO
North Central
$535 nightly
The price is $602
Oct 25 - Oct 26
Total with taxes and fees
Marbella Lane - Bright and Cozy Home near SFO
A modern living room with a fireplace, a television, and a view of a lake through large sliding doors.

7. Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
4.0 out of 10, (1 review)
"Poor coordination"
United States
Aigars
$424 nightly
The price is $487
Oct 26 - Oct 27
Total with taxes and fees
Lakefront Retreat WaterViews 3BR 1.5BA
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
$389 nightly
The price is $440
Oct 24 - Oct 25
Total with taxes and fees
@ Marbella Lane - Bright and Cozy Home Near SFO
A brown leather chair with a white pillow, a wooden desk with a lamp, a small plant, and a woven basket.

9. 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
$252 nightly
The price is $274
Oct 26 - Oct 27
Total with taxes and fees
Oceanview Penthouse, Stylish, Walking to Beach
Two wicker chairs with cushions, a round glass table, and a patterned rug on a wooden deck.

10. 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.
$250 nightly
The price is $272
Oct 26 - Oct 27
Total with taxes and fees
Stylish Seaside Cottage - Walking to Beach
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.

11. 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, (15 reviews)
"nice place...close to restaurants...easy parking!"
United States
Luz
$318 nightly
The price is $332
Oct 26 - Oct 27
Total with taxes and fees
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
A coastal landscape with a pebble beach, a grassy area, and a view of the ocean.

12. Oceanview 2BR 1Bath Balcony Sunset Views

Oceanview 2BR 1Bath Balcony Sunset Views
2.5 star property
Westview
Oceanview 2BR 1Bath Balcony Sunset Views
A coastal landscape with a beach, a path, and distant mountains.

13. 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
$338 nightly
The price is $393
Oct 22 - Oct 23
Total with taxes and fees
4Beds Private Unit Near BeachWalk Golf
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, (137 reviews)
"Great little place!"
United States
Jeffrey B.
$331 nightly
The price is $375
Nov 1 - Nov 2
Total with taxes and fees
Small Beach Cottage near the Coastal Trail and The Ritz
A staircase with wooden beams and large windows overlooking a beach.

15. 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, (26 reviews)
"Very pleasant in great location "
United States
Eric B.
$376 nightly
The price is $391
Nov 3 - Nov 4
Total with taxes and fees
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
A wooden deck with a grill, a round table with chairs, and a view of the ocean and hills.

16. Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach

Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
Pedro Point
9.2 out of 10, Wonderful, (12 reviews)
"Fantastic Host, amazing view and a wonderful VRBO property!"
United States
Jason A.
$321 nightly
The price is $336
Nov 2 - Nov 3
Total with taxes and fees
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
A coastal view with a rocky shoreline, waves crashing onto the beach, and a clear sky.

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

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
10.0 out of 10, Exceptional, (33 reviews)
"Great location. An easy walk to the coastal trail."
United States
Barbara M.
$305 nightly
The price is $326
Oct 22 - Oct 23
Total with taxes and fees
Modern Coastal Retreat, Walk to Downtown HMB & Beach
A hot tub in a backyard with a wooden deck, outdoor furniture, and a wooden fence.

18. Charming Garden Cottage- steps to historic Old Town Half Moon Bay

Charming Garden Cottage- steps to historic Old Town Half Moon Bay
Heritage Downtown
9.8 out of 10, Exceptional, (65 reviews)
"Clean; cheerful! Wonderful location."
United States
Catherine
$438 nightly
The price is $462
Nov 16 - Nov 17
Total with taxes and fees
Charming Garden Cottage- steps to historic Old Town Half Moon Bay
A modern bedroom with a large bed, two sofas, a glass coffee table, and a view of the outdoors.

19. Private garden suite near SFO + EV

Private garden suite near SFO + EV
Paradise Valley
10.0 out of 10, Exceptional, (36 reviews)
"We attended a wedding in the city and included some visits to local attractions, Very enjoyable stay."
United States
Mary M.
$265 nightly
The price is $300
Oct 29 - Oct 30
Total with taxes and fees
Private garden suite near SFO + EV
An outdoor seating area with a fire feature and a mural.

20. Marriott Vacation Club®, San Francisco

Marriott Vacation Club®, San Francisco
3.0 star property
Fisherman's Wharf
9.2 out of 10, Wonderful, (1,527 reviews)
"Very friendly staff. Very clean hotel. Close walking distance to fisherman's wharf and everything else we wanted to do will definitely stay again."
United States
Patrick
$178 nightly
The price is $210
Nov 13 - Nov 14
Total with taxes and fees
Marriott Vacation Club®, 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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Top San Mateo Hotel Reviews

Hotel Julian

Hotel Julian

10/10 Excellent
"Great staff"
Martis 3-night trip
Posted less than an hour ago
Hotel Julian

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.