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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for San Mateo vacation rentals

Classic House | Living area

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 ￥16,712
￥50,557 total
includes taxes & fees
Sep 26 - Sep 27
Mid Century Garden View Home Parking
Living area

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 ￥22,345
￥68,356 total
includes taxes & fees
Sep 8 - Sep 9
@ Marbella Lane - Bright and Cozy Home near SFO
House, 2 Bedrooms, Patio, Lake View | Exterior

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
The price is ￥17,017
￥48,217 total
includes taxes & fees
Sep 8 - Sep 9
LakeFront Lavender House
Living area

4. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
The price is ￥12,501
￥45,628 total
includes taxes & fees
Sep 26 - Sep 27
Mid Century Garden View Home Parking
Living area

5. 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.
The price is ￥24,330
￥50,046 total
includes taxes & fees
Sep 9 - Sep 10
20%OFF! Chic Home with Expansive big Backyard
House, 3 Bedrooms, Patio, Lake View | Living area

6. Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is ￥21,517
￥60,552 total
includes taxes & fees
Sep 8 - Sep 9
Lakefront Retreat WaterViews 3BR 1.5BA
House

7. Sanmateo Cozy Central 3b1b Home Garage Parking AC

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
Central San Mateo
The price is ￥39,642
￥78,919 total
includes taxes & fees
Sep 20 - Sep 21
Sanmateo Cozy Central 3b1b Home Garage Parking AC
Living area

8. 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.
The price is ￥43,440
￥84,055 total
includes taxes & fees
Sep 29 - Sep 30
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
Living area

9. Marbella Lane - Bright and Cozy Home near SFO

Marbella Lane - Bright and Cozy Home near SFO
Central San Mateo
The price is ￥34,338
￥95,250 total
includes taxes & fees
Sep 17 - Sep 18
Marbella Lane - Bright and Cozy Home near SFO
Interior

10. Brand New Remodel · Waterfront 2B1B · 15 mins SFO

Brand New Remodel · Waterfront 2B1B · 15 mins SFO
East San Mateo
The price is ￥34,943
￥69,272 total
includes taxes & fees
Sep 8 - Sep 9
Brand New Remodel · Waterfront 2B1B · 15 mins SFO
Living area

11. @ 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 ￥37,977
￥79,301 total
includes taxes & fees
Sep 13 - Sep 14
@ Marbella Lane - Bright and Cozy Home Near SFO
Exterior

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

Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF
East San Mateo
The price is ￥24,377
￥57,035 total
includes taxes & fees
Sep 8 - Sep 9
Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF
Living area

13. 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.
The price is ￥29,377
￥70,005 total
includes taxes & fees
Sep 8 - Sep 9
Lakefront 3Beds/1.5Bath Retreat w/ Water Views • Walk to Shops • Near SF
Comfort Studio, 1 Queen Bed, Non Smoking, Garden View

14. Modern Pacifica Studio Near Beaches & SF

Modern Pacifica Studio Near Beaches & SF
2.5 star property
Westview
The price is ￥12,095
￥32,226 total
includes taxes & fees
Sep 8 - Sep 9
Modern Pacifica Studio Near Beaches & SF
Interior

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 ￥15,993
￥50,017 total
includes taxes & fees
Sep 8 - Sep 9
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
Family Apartment, 2 Bedrooms

16. 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)
The price is ￥19,038
￥51,197 total
includes taxes & fees
Sep 9 - Sep 10
Coast PalmTree Yard 2BR Block from Beach
Outdoor dining

17. 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.
The price is ￥11,141
￥44,612 total
includes taxes & fees
Sep 8 - Sep 9
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Outdoor dining

18. 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.
The price is ￥14,735
￥49,370 total
includes taxes & fees
Sep 8 - Sep 9
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
Beach

19. Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
South Downtown
9.4 out of 10, Exceptional, (42 reviews)
"The property is clean, convenient, and well-appointed. Owner communication was great. Would rent again in a heartbeat. "
United States
Carmela
The price is ￥17,611
￥73,507 total
includes taxes & fees
Sep 9 - Sep 10
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
Beach

20. 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
8.8 out of 10, Excellent, (24 reviews)
"Great location, clean and private space."
United States
Alec H.
Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ
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

Parc 55 San Francisco - A Hilton Hotel

Parc 55 San Francisco - A Hilton Hotel

10/10 Excellent
"The location of this hotel is the best. Right on top of the bart exit. Easy for us to commute to Oakland concert and walk to many attractions. The facility is a bit outdated but overall clean. It's pet-friendly so you will hear barking when you walk through the hallway."
Yu 1-night trip
Posted less than an hour ago
Parc 55 San Francisco - A Hilton Hotel

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
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  • 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?

Vintage San Francisco Bay Area Home: This vacation home rental near San Mateo offers a garden, a selection of books, and a Smart TV to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a stovetop, a microwave, and an electric kettle, so you can cook with friends or family.

How many vacation rentals are there in San Mateo?

Expedia has 43 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 Parkside Aquatic Park, whereas San Francisco Bay and JoinVille Park 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.