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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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
The price is CA $238
CA $558 total
includes taxes & fees
Oct 12 - Oct 13
Mid Century Garden View Home Parking
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a microwave.

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

@ Marbella Lane - Bright and Cozy Home near SFO
Central San Mateo
7.0 out of 10, Good, (4 reviews)
"Very cute and cozy. Great location."
United States
Daisy V.
The price is CA $230
CA $653 total
includes taxes & fees
Oct 1 - Oct 2
@ 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.

3. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
The price is CA $170
CA $471 total
includes taxes & fees
Oct 12 - Oct 13
Mid Century Garden View Home Parking
A modern house with large windows, a wooden deck, and a cozy seating area.

4. 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 CA $227
CA $521 total
includes taxes & fees
Oct 4 - Oct 5
LakeFront Lavender House
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
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 CA $329
CA $693 total
includes taxes & fees
Oct 26 - Oct 27
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.

6. Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is CA $322
CA $695 total
includes taxes & fees
Oct 14 - Oct 15
Lakefront Retreat WaterViews 3BR 1.5BA
A modern kitchen with white cabinets, a stainless steel refrigerator, and a microwave.

7. Marbella Lane - Bright and Cozy Home near SFO

Marbella Lane - Bright and Cozy Home near SFO
North Central
The price is CA $497
CA $1,092 total
includes taxes & fees
Oct 3 - Oct 4
Marbella Lane - Bright and Cozy Home near SFO
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
The price is CA $399
CA $782 total
includes taxes & fees
Oct 1 - Oct 2
@ Marbella Lane - Bright and Cozy Home Near SFO
A rocky coastline with a cave-like formation and waves crashing onto the shore.

9. 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.
The price is CA $181
CA $452 total
includes taxes & fees
Oct 4 - Oct 5
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
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.

10. 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.
The price is CA $176
CA $360 total
includes taxes & fees
Oct 7 - Oct 8
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, (14 reviews)
"nice place...close to restaurants...easy parking!"
United States
Luz
The price is CA $147
CA $461 total
includes taxes & fees
Oct 14 - Oct 15
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
A coastal landscape with a sandy beach, cliffs, and a field of wildflowers.

12. 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)
"Beautiful location and space. Location was perfect and exactly what we needed"
United States
Patricia D.
The price is CA $55
CA $533 total
includes taxes & fees
Oct 4 - Oct 5
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
A hot tub in a backyard with a wooden deck, outdoor furniture, and a wooden fence.

13. 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, (64 reviews)
"Clean; cheerful! Wonderful location."
United States
Catherine
The price is CA $245
CA $678 total
includes taxes & fees
Oct 19 - Oct 20
Charming Garden Cottage- steps to historic Old Town Half Moon Bay
A wooden lattice structure with a sofa and a small table, surrounded by plants and a patterned rug.

14. 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 CA $198
CA $384 total
includes taxes & fees
Oct 4 - Oct 5
Oceanview Penthouse, Stylish, Walking to Beach
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, (25 reviews)
"Very pleasant in great location "
United States
Eric B.
The price is CA $607
CA $1,030 total
includes taxes & fees
Oct 16 - Oct 17
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
Lounge

16. Mint House Menlo Park by Kasa

Mint House Menlo Park by Kasa
4.0 star property
Menlo Park
7.6 out of 10, Good, (37 reviews)
"The property was beautiful and looked exactly like the photos. It was in a very nice clean area, pet friendly, and had a lot of space to work. We did not get to check out the gym but it looked very nice as well! Definitely looking forward to staying at other Kasa properties in the future!"
United States
Tiffanie
The price is CA $319
CA $370 total
includes taxes & fees
Oct 2 - Oct 3
Mint House Menlo Park by Kasa
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.

17. 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
The price is CA $176
CA $452 total
includes taxes & fees
Oct 11 - Oct 12
Coastal Palm Tree 2BR Retreat Ocean View
A kitchen with a wooden cutting board, a toaster, and various kitchen items on the counter.

18. Sunny side Bayview heights

Sunny side Bayview heights
Bayview
9.6 out of 10, Exceptional, (60 reviews)
"Nice landing spot when visiting that city"
United States
Mickey D.
The price is CA $115
CA $263 total
includes taxes & fees
Oct 19 - Oct 20
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

Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

10/10 Excellent
"Great stay with great views of the airport and water."
Lori-Anne 1-night trip
Posted 1 hour ago
Bay Landing San Francisco Airport Hotel

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Mateo vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Mateo vacation rentals we have selected for you start as low as CA $132 per night. Entering your travel dates in the search wizard 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.