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Holiday Rentals in San Mateo

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Our top choices for San Mateo holiday rentals

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
2.0 star property
East San Mateo
8.8 out of 10, Excellent, (3 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is €339
includes taxes & fees
22 Jan - 23 Jan
Mid Century Garden View Home Parking

20%OFF! Chic Home with Expansive big Backyard

20%OFF! Chic Home with Expansive big Backyard
East San Mateo
8.4 out of 10, Very good, (5 reviews)
"Perfect location."
United States
Kitiara C.
The price is €249
includes taxes & fees
13 Jan - 14 Jan
20%OFF! Chic Home with Expansive big Backyard

LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
The price is €343
includes taxes & fees
15 Jan - 16 Jan
LakeFront Lavender House

Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is €455
includes taxes & fees
22 Jan - 23 Jan
Lakefront Retreat WaterViews 3BR 1.5BA

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
2.0 star property
East San Mateo
The price is €383
includes taxes & fees
14 Jan - 15 Jan
Mid Century Garden View Home Parking

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 €411
includes taxes & fees
22 Jan - 23 Jan
Sanmateo Cozy Central 3b1b Home Garage Parking AC

Offsite family retreat property in the heart of Silicon Valley

Offsite family retreat property in the heart of Silicon Valley
East San Mateo
10.0 out of 10, Exceptional, (6 reviews)
"Very clean, well stocked, great deck, good location."
United States
Arvin K.
The price is €862
includes taxes & fees
9 Feb - 10 Feb
Offsite family retreat property in the heart of Silicon Valley

Lakefront Retreat • Water Views.3Beds1.5Bath

Lakefront Retreat • Water Views.3Beds1.5Bath
2.0 star property
East San Mateo
The price is €483
includes taxes & fees
14 Jan - 15 Jan
Lakefront Retreat • Water Views.3Beds1.5Bath

7 minutes away from SFO!Experience a freshly remodeled modern tranquil residence

7 minutes away from SFO!Experience a freshly remodeled modern tranquil residence
East San Mateo
8.8 out of 10, Excellent, (3 reviews)
"Great communication between owner, supplies provided, sf very close "
United States
Elita Y.
The price is €267
includes taxes & fees
21 Jan - 22 Jan
7 minutes away from SFO!Experience a freshly remodeled modern tranquil residence

LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
The price is €387
includes taxes & fees
15 Jan - 16 Jan
LakeFront Lavender House

Stunning and unique AirStream on the Coastal Trail and near Poplar Beach

Stunning and unique AirStream on the Coastal Trail and near Poplar Beach
Arleta Park
10.0 out of 10, Exceptional, (21 reviews)
"Very clean, comfortable and quiet."
United States
John
The price is €228
includes taxes & fees
11 Jan - 12 Jan
Stunning and unique AirStream on the Coastal Trail and near Poplar Beach

Coral Reef Inn & Suites

Coral Reef Inn & Suites
2.5 star property
East End
6.8 out of 10, (2,884 reviews)
"all good. real nice breakfast bar"
United States
William U
The price is €86
includes taxes & fees
10 Jan - 11 Jan
Coral Reef Inn & Suites

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, (38 reviews)
"The stay was great, would recommend for quick getaway. "
United States
Kiera E.
The price is €465
includes taxes & fees
4 Feb - 5 Feb
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

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

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Heritage Downtown
9.8 out of 10, Exceptional, (8 reviews)
"Great place "
United States
Marie S.
The price is €241
includes taxes & fees
19 Jan - 20 Jan
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

A Gem in the San Francisco Bay

A Gem in the San Francisco Bay
Golden Gate
9.2 out of 10, Wonderful, (67 reviews)
"Beautiful home. Very clean. Very nicely decorated. Extremely peaceful environment. Good vibes. "
United States
Jay L.
The price is €158
includes taxes & fees
10 Jan - 11 Jan
A Gem in the San Francisco Bay

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
Miramar
6.8 out of 10, (11 reviews)
"Great location. "
United States
Lea M.
The price is €103
includes taxes & fees
11 Jan - 12 Jan
Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants

Stunning 2 Bedroom 1 Bath Home near BART

Stunning 2 Bedroom 1 Bath Home near BART
3.0 star property
Daly City
10.0 out of 10, Exceptional, (1 review)
The price is €269
includes taxes & fees
11 Jan - 12 Jan
Stunning 2 Bedroom 1 Bath Home near BART

Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach
2.0 star property
Alsace Lorraine
10.0 out of 10, Exceptional, (7 reviews)
"Beach nearby. Very clean and nice vacation rental. The hosts really care about their guests and it shows. "
United States
Angela
The price is €264
includes taxes & fees
14 Jan - 15 Jan
Modern Coastal Retreat, Walk to Downtown HMB & Beach

Oceanview Penthouse, Stylish & Walking to Beach

Oceanview Penthouse, Stylish & Walking to Beach
El Granada
10.0 out of 10, Exceptional, (36 reviews)
"The studio is in a great location and is centrally located within walking distance to shops and restaurants. Pictures were accurate and the place was spotless; would definitely stay here again."
United States
Steven D.
The price is €283
includes taxes & fees
11 Jan - 12 Jan
Oceanview Penthouse, Stylish & Walking to Beach

Sunny side Bayview heights

Sunny side Bayview heights
Bayview
9.4 out of 10, Exceptional, (44 reviews)
"Easy parking close enough to the city center, hot shower, fridge, microwave, everything we needed for our dogs and a comfortable bed. Happy with our stay, will stay again. "
United States
Esmeralda
The price is €186
includes taxes & fees
1 Feb - 2 Feb
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

Find out more about San Mateo

Everything you need to know about San Mateo holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Mateo holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Mateo holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Mateo holiday rentals we have selected for you start as low as €86 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 holiday 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 holiday.

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. 

Frequently asked questions

Can I find a holiday rental in San Mateo?

Yes, there are holiday rentals in San Mateo close to Coyote Point Park, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that San Mateo has to offer?

Mid Century Garden View Home Parking: This highly rated holiday home rental in San Mateo offers a garden and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Our travellers also rate Sanmateo Cozy Central 3b1b Home Garage Parking AC as a favourite home for rent in San Mateo.

How many holiday rentals are there in San Mateo?

Expedia has 38 holiday 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 wider area, you’ll find popular places such as Oracle Park and Pier 39.

What’s a holiday rental in San Mateo like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Mateo. Holiday rentals offer extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family getaway.