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 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.
The price is ￥27,466
￥75,468 total
includes taxes & fees
Oct 8 - Oct 9
@ Marbella Lane - Bright and Cozy Home near SFO
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
The price is ￥24,587
￥57,206 total
includes taxes & fees
Oct 12 - Oct 13
LakeFront Lavender House
A modern living room with a grey sofa, green chairs, and a marble coffee table.

3. 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
The price is ￥26,225
￥61,804 total
includes taxes & fees
Oct 12 - Oct 13
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
North Central
10.0 out of 10, Exceptional, (3 reviews)
"It was perfect for stay with a small kid! "
United States
Jan H.
The price is ￥35,800
￥76,663 total
includes taxes & fees
Oct 26 - Oct 27
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
A modern kitchen with white cabinets, a stainless steel refrigerator, and a microwave.

5. Marbella Lane - Bright and Cozy Home near SFO

Marbella Lane - Bright and Cozy Home near SFO
North Central
The price is ￥52,248
￥117,939 total
includes taxes & fees
Oct 9 - Oct 10
Marbella Lane - Bright and Cozy Home near SFO
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.

6. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
The price is ￥23,687
￥57,953 total
includes taxes & fees
Oct 12 - Oct 13
Mid Century Garden View Home Parking
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
The price is ￥36,795
￥78,449 total
includes taxes & fees
Oct 25 - Oct 26
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
North Central
The price is ￥45,303
￥88,069 total
includes taxes & fees
Oct 8 - Oct 9
@ 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
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.
The price is ￥46,741
￥89,993 total
includes taxes & fees
Oct 10 - Oct 11
@ Marbella Lane - Adorable and Quiet Studio
A compact kitchen with a sink, microwave, and cabinets.

10. Marbella Lane - Adorable and Quiet Studio

Marbella Lane - Adorable and Quiet Studio
North Central
The price is ￥70,875
￥130,852 total
includes taxes & fees
Oct 10 - Oct 11
Marbella Lane - Adorable and Quiet Studio
An outdoor seating area with a fire feature and a mural.

11. Marriott Vacation Club®, San Francisco

Marriott Vacation Club®, San Francisco
3.0 star property
Fisherman's Wharf
9.2 out of 10, Wonderful, (1,497 reviews)
"we loved it especially its location"
United States
nizar
The price is ￥26,687
￥31,410 total
includes taxes & fees
Oct 25 - Oct 26
Marriott Vacation Club®, San Francisco
A wooden lattice structure with a sofa and a small table, surrounded by plants and a patterned rug.

12. 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
The price is ￥22,865
￥43,974 total
includes taxes & fees
Oct 12 - Oct 13
Oceanview Penthouse, Stylish, Walking to Beach
A coastal view with a rocky shoreline, waves crashing onto the beach, and a clear sky.

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

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
10.0 out of 10, Exceptional, (31 reviews)
"Great location. An easy walk to the coastal trail."
United States
Barbara M.
The price is ￥31,124
￥56,650 total
includes taxes & fees
Oct 7 - Oct 8
Modern Coastal Retreat, Walk to Downtown HMB & 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.

14. 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
The price is ￥16,235
￥50,477 total
includes taxes & fees
Oct 26 - Oct 27
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
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.

15. 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.
The price is ￥22,234
￥43,280 total
includes taxes & fees
Oct 12 - Oct 13
Stylish Seaside Cottage - Walking to Beach
A coastal landscape with a beach, a path, and distant mountains.

16. 4Beds Private Unit Near BeachWalk Golf

4Beds Private Unit Near BeachWalk Golf
2.0 star property
Sharp Park
9.0 out of 10, Wonderful, (7 reviews)
"Our group loved how much space there was for everyone to be able to move around and rest comfortably!"
United States
Jacqueline
The price is ￥18,760
￥58,522 total
includes taxes & fees
Nov 3 - Nov 4
4Beds Private Unit Near BeachWalk Golf
A pier extending into the ocean during sunset.

17. New Coastal Home🐠 Steps to pier🐢 16mins to SFO✈️

New Coastal Home🐠 Steps to pier🐢 16mins to SFO✈️
Sharp Park
9.8 out of 10, Exceptional, (32 reviews)
"Great location, very easy check in and out"
United States
Alyssa V.
The price is ￥31,868
￥65,075 total
includes taxes & fees
Oct 15 - Oct 16
New Coastal Home🐠 Steps to pier🐢 16mins to SFO✈️
A cozy bedroom with a wooden ceiling, a bed with white linens, and a textured blanket.

18. 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 dog friendly well appointed tiny house."
United States
Deb L.
The price is ￥32,687
￥61,908 total
includes taxes & fees
Oct 19 - Oct 20
Small Beach Cottage near the Coastal Trail and The Ritz
A staircase with wooden beams and large windows overlooking a beach.

19. 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.
The price is ￥28,470
￥65,031 total
includes taxes & fees
Oct 19 - Oct 20
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
A modern living room with a large bean bag, a fireplace, and a television.

20. Relax Coastal Retreat: Beautiful 2B Home Nr Beach

Relax Coastal Retreat: Beautiful 2B Home Nr Beach
El Granada
10.0 out of 10, Exceptional, (12 reviews)
"Great stay!"
United States
Jason M.
The price is ￥23,529
￥81,450 total
includes taxes & fees
Oct 8 - Oct 9
Relax Coastal Retreat: Beautiful 2B Home Nr Beach
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

Hilton San Francisco Airport Bayfront

Hilton San Francisco Airport Bayfront

10/10 Excellent
"Fantastic location and property"
Mario 1-night trip
Posted less than an hour ago
Hilton San Francisco Airport Bayfront

Find out more about San Mateo

Search for holiday rentals in San Mateo on Expedia! You can easily find your home rentals, villas, holiday apartments in San Mateo using one of the methods below:

  • View our selection of featured holiday rentals in San Mateo
  • Use the map to find apartments and other holiday homes in the San Mateo neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Mateo while they last

Look no further and take a look at our great range of rental properties in San Mateo!

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.