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. @ 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 CA $302
CA $666 total
includes taxes & fees
Nov 2 - Nov 3
@ Marbella Lane - Bright and Cozy Home Near SFO

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
Mid Century Garden View Home Parking

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 CA $305
CA $606 total
includes taxes & fees
Nov 20 - Nov 21
LakeFront Lavender House

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 CA $317
CA $687 total
includes taxes & fees
Nov 6 - Nov 7
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown

5. Marbella Lane - Bright and Cozy Home near SFO

Marbella Lane - Bright and Cozy Home near SFO
North Central
The price is CA $337
CA $1,061 total
includes taxes & fees
Nov 30 - Dec 1
Marbella Lane - Bright and Cozy Home near SFO

6. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
10.0 out of 10, Exceptional, (1 review)
"A beautiful space that is quiet and clean, perfect for our needs after arriving in California. Highly recommend!"
United States
Jeff&Melissa W.
Mid Century Garden View Home Parking

7. Lakefront Retreat • Water Views.3Beds1.5Bath

Lakefront Retreat • Water Views.3Beds1.5Bath
East San Mateo
The price is CA $316
CA $761 total
includes taxes & fees
Nov 1 - Nov 2
Lakefront Retreat • Water Views.3Beds1.5Bath

8. @ 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 CA $185
CA $598 total
includes taxes & fees
Nov 2 - Nov 3
@ Marbella Lane - Bright and Cozy Home near SFO

9. LakeFront Lavender House

LakeFront Lavender House
East San Mateo
The price is CA $308
CA $672 total
includes taxes & fees
Nov 20 - Nov 21
LakeFront Lavender House

10. 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
The price is CA $313
CA $680 total
includes taxes & fees
Nov 10 - Nov 11
Lakefront Retreat WaterViews 3BR 1.5BA

11. Marriott Vacation Club®, San Francisco

Marriott Vacation Club®, San Francisco
3.0 star property
Fisherman's Wharf
9.2 out of 10, Wonderful, (1,540 reviews)
"Nice place for the family to land very centrally located"
United States
ashley
The price is CA $178
CA $209 total
includes taxes & fees
Nov 29 - Nov 30
Marriott Vacation Club®, San Francisco

12. Mint House Menlo Park by Kasa

Mint House Menlo Park by Kasa
4.0 star property
Menlo Park
7.4 out of 10, Good, (39 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 $187
CA $217 total
includes taxes & fees
Nov 14 - Nov 15
Mint House Menlo Park by Kasa

13. 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 $158
CA $331 total
includes taxes & fees
Nov 1 - Nov 2
Oceanview Penthouse, Stylish, Walking to Beach

14. 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)
"Excellent host and house! Home was exceptionally clean, amazing bathroom, and short walk to the beach. We truly loved our stay!"
United States
Cortney P.
The price is CA $309
CA $547 total
includes taxes & fees
Nov 11 - Nov 12
Modern Coastal Retreat, Walk to Downtown HMB & Beach

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 CA $153
CA $327 total
includes taxes & fees
Nov 2 - Nov 3
Stylish Seaside Cottage - Walking to Beach

16. 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.
The price is CA $119
CA $436 total
includes taxes & fees
Nov 3 - Nov 4
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

17. Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Heritage Downtown
9.6 out of 10, Exceptional, (21 reviews)
"Great location and comfortable bed"
United States
Karly G.
The price is CA $152
CA $485 total
includes taxes & fees
Nov 4 - Nov 5
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

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, (138 reviews)
"Great little place!"
United States
Jeffrey B.
The price is CA $268
CA $522 total
includes taxes & fees
Nov 1 - Nov 2
Small Beach Cottage near the Coastal Trail and The Ritz

19. 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)
"very nice stay for group or family very nice location "
United States
vincent
The price is CA $210
CA $569 total
includes taxes & fees
Nov 4 - Nov 5
4Beds Private Unit Near BeachWalk Golf

20. Oceanview 2BR 1Bath Balcony Sunset Views

Oceanview 2BR 1Bath Balcony Sunset Views
2.5 star property
Westview
Oceanview 2BR 1Bath Balcony Sunset Views
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?

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.