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

San Mateo Vacation Rentals

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Our top choices for San Mateo vacation rentals

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, 5, (5 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is CA $160
CA $462 total
includes taxes & fees
Sep 26 - Sep 27
Mid Century Garden View Home Parking

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, 4, (4 reviews)
"Very cute and cozy. Great location."
United States
Daisy V.
The price is CA $452
CA $932 total
includes taxes & fees
Sep 16 - Sep 17
@ Marbella Lane - Bright and Cozy Home near SFO

3. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
The price is CA $111
CA $401 total
includes taxes & fees
Sep 26 - Sep 27
Mid Century Garden View Home Parking

4. 20%OFF! Chic Home with Expansive big Backyard

20%OFF! Chic Home with Expansive big Backyard
East San Mateo
8.0 out of 10, 9, (9 reviews)
"Complimentary goodies, clean, warm, departure gift. "
United States
Osvaldo D.
The price is CA $250
CA $483 total
includes taxes & fees
Oct 8 - Oct 9
20%OFF! Chic Home with Expansive big Backyard

5. 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 CA $352
CA $701 total
includes taxes & fees
Sep 20 - Sep 21
Sanmateo Cozy Central 3b1b Home Garage Parking AC

6. LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
8.0 out of 10, 1, (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 $221
CA $508 total
includes taxes & fees
Oct 4 - Oct 5
LakeFront Lavender House

7. Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is CA $236
CA $590 total
includes taxes & fees
Sep 17 - Sep 18
Lakefront Retreat WaterViews 3BR 1.5BA

8. Marbella Lane - Bright and Cozy Home near SFO

Marbella Lane - Bright and Cozy Home near SFO
Central San Mateo
The price is CA $872
CA $1,575 total
includes taxes & fees
Sep 20 - Sep 21
Marbella Lane - Bright and Cozy Home near SFO

9. 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, 3, (3 reviews)
"It was perfect for stay with a small kid! "
United States
Jan H.
The price is CA $386
CA $750 total
includes taxes & fees
Sep 29 - Sep 30
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown

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

Brand New Remodel · Waterfront 2B1B · 15 mins SFO
East San Mateo
Brand New Remodel · Waterfront 2B1B · 15 mins SFO

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 CA $754
CA $1,182 total
includes taxes & fees
Sep 16 - Sep 17
@ Marbella Lane - Bright and Cozy Home Near SFO

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 CA $294
CA $592 total
includes taxes & fees
Oct 4 - Oct 5
Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF

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, 1, (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 CA $311
CA $684 total
includes taxes & fees
Sep 23 - Sep 24
Lakefront 3Beds/1.5Bath Retreat w/ Water Views • Walk to Shops • Near SF

14. Modern Pacifica Studio Near Beaches & SF

Modern Pacifica Studio Near Beaches & SF
2.5 star property
Westview
The price is CA $115
CA $295 total
includes taxes & fees
Sep 20 - Sep 21
Modern Pacifica Studio Near Beaches & SF

15. 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, 43, (43 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 CA $62
CA $540 total
includes taxes & fees
Oct 4 - Oct 5
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

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, 1, (1 review)
The price is CA $159
CA $443 total
includes taxes & fees
Sep 21 - Sep 22
Coast PalmTree Yard 2BR Block from Beach

17. Oceanview Penthouse, Stylish, Walking to Beach

Oceanview Penthouse, Stylish, Walking to Beach
El Granada
10.0 out of 10, 51, (51 reviews)
"Everything was absolutely perfect. It was the perfect getaway perfect area thank you so much."
United States
Don
The price is CA $192
CA $377 total
includes taxes & fees
Sep 21 - Sep 22
Oceanview Penthouse, Stylish, Walking to Beach

18. 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, 25, (25 reviews)
"Very pleasant in great location "
United States
Eric B.
The price is CA $204
CA $524 total
includes taxes & fees
Sep 30 - Oct 1
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

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

Marbella Lane - 2BR Guest House Dtwn RWC Pking
3.0 star property
Palm Park
Marbella Lane - 2BR Guest House Dtwn RWC Pking

20. 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, 9, (9 reviews)
"Clean,great location,super comfortable bed."
United States
michael
The price is CA $268
CA $554 total
includes taxes & fees
Oct 11 - Oct 12
Coastal Palm Tree 2BR Retreat Ocean View
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

Find out more about San Mateo

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with San Mateo. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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 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 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.