Holiday Rentals in San Mateo

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Holiday Rentals in San Mateo

Holiday Home in East San Mateo

2.0 star property
8.8 out of 10, Excellent, (3)
"This is a very clean comfortable property! "
United States
Serena
The price is €327
includes taxes & fees
2 Dec - 3 Dec
Mid Century Garden View Home Parking

Holiday Home in East San Mateo

8.8 out of 10, Excellent, (3)
"Great communication between owner, supplies provided, sf very close "
United States
Elita Y.
The price is €290
includes taxes & fees
9 Dec - 10 Dec
7 minutes away from SFO!Experience a freshly remodeled modern tranquil residence

Holiday Home in North Central

2.0 star property
The price is €442
includes taxes & fees
8 Dec - 9 Dec
Sanmateo Cozy Central 3b1b Home Garage Parking AC

Holiday Home in East San Mateo

2.0 star property
The price is €365
includes taxes & fees
8 Dec - 9 Dec
Mid Century Garden View Home Parking

Holiday Home in East San Mateo

10.0 out of 10, Exceptional, (6)
"This property easily accommodates large groups and families. Beautiful, private, and it has everything you need and more."
United States
Denise S.
The price is €746
includes taxes & fees
8 Dec - 9 Dec
Offsite family retreat property in the heart of Silicon Valley

Holiday Home in East San Mateo

8.4 out of 10, Very good, (5)
"Perfect location."
United States
Kitiara C.
The price is €293
includes taxes & fees
4 Dec - 5 Dec
20%OFF! Chic Home with Expansive big Backyard

Mobile Home in Half Moon Bay

10.0 out of 10, Exceptional, (19)
"Relaxing getaway space for 2 "
United States
Alejandro V.
The price is €283
includes taxes & fees
30 Nov - 1 Dec
Stunning and unique AirStream on the Coastal Trail and near Poplar Beach

Apartment in Pacifica

2.0 star property
9.6 out of 10, Exceptional, (4)
"Loved this quaint apartment with amazing views of the ocean! I would definitely stay here again."
United States
Daniel
The price is €257
includes taxes & fees
5 Dec - 6 Dec
Charming 2BR Coastal Getaway in Pacifica

Apartment in Sharp Park

3.0 star property
9.0 out of 10, Wonderful, (6)
"Clean,great location,super comfortable bed."
United States
michael
The price is €291
includes taxes & fees
30 Nov - 1 Dec
Coastal Palm Tree 2BR Retreat Ocean View

Holiday Home in Half Moon Bay

9.8 out of 10, Exceptional, (7)
"Great place "
United States
Marie S.
The price is €275
includes taxes & fees
29 Nov - 30 Nov
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Apartment in Rancho San Antonio

2.0 star property
9.8 out of 10, Exceptional, (10)
"Very nice stay Karen was so helpful and so sweet about all questions I had ! Would definitely stay again "
United States
Jai G.
The price is €195
includes taxes & fees
26 Nov - 27 Nov
Cozy 1-Bedroom in a Modern Victorian Oakland Home

Apartment in Sharp Park

2.0 star property
The price is €171
includes taxes & fees
29 Nov - 30 Nov
Peaceful 1BR Stay - Golf & Beach

Holiday Home in Half Moon Bay

9.2 out of 10, Wonderful, (5)
"This was a wonderful place to stay. I will definitely be going back with more of my family. It was in a great location near downtown Half Moon Bay you could walk maybe less than 100 feet and be on Main Street. The host was great and was very quick to respond. I enjoyed staying at this place extremely! will definitely be going back soon"
United States
Cameron
The price is €121
includes taxes & fees
1 Dec - 2 Dec
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

Cottage in Oakland

8.8 out of 10, Excellent, (17)
"My niece and I stayed here and had a lovely night. Hosts were gracious and helpful with recommendations. Beautiful view and gardens. "
United States
Jacob S.
The price is €168
includes taxes & fees
7 Dec - 8 Dec
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

Apartment in Bayview

9.4 out of 10, Exceptional, (42)
"Place was cozy, very close to the freeway. "
United States
Frank D.
The price is €184
includes taxes & fees
21 Dec - 22 Dec
Sunny side Bayview heights

Cottage in Midtown

9.4 out of 10, Exceptional, (6)
"Beautiful and great! Friendly hosts"
United States
C D.
The price is €189
includes taxes & fees
1 Dec - 2 Dec
Palo Alto Cottage: Privacy, Comfort & Convenience

Apartment in El Granada

10.0 out of 10, Exceptional, (35)
"This place is amazing.. great place to stay and enjoy your anniversary "
United States
anthony
The price is €289
includes taxes & fees
1 Dec - 2 Dec
Oceanview Penthouse, Stylish & Walking to Beach

Cottage in West Alameda

9.8 out of 10, Exceptional, (59)
"We enjoyed our stay. Nice property and very conveniently located for us! The outdoor courtyard area was delightful."
United States
Steven S.
Large Cottage Near SF, Beach, Airport w/Backyard

Holiday Home in Daly City

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is €272
includes taxes & fees
30 Nov - 1 Dec
Stunning 2 Bedroom 1 Bath Home near BART

Holiday Home in West Oakland

9.8 out of 10, Exceptional, (12)
"We chose this over hotels for our work trip"
United States
Kihep P.
The price is €263
includes taxes & fees
30 Nov - 1 Dec
Relax at a Charming West Oakland Victorian
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 €82 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?

Stunning 2 Bedroom 1 Bath Home near BART: This holiday home rental outside of San Mateo has free WiFi and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in San Mateo?

Expedia has 36 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 The San Mateo Japanese Garden, whereas San Francisco Bay and Sawyer Camp Trail are a couple of great spots to enjoy the outdoors. Other places in town to visit include San Mateo County Event Center and Hillsdale Shopping Center.

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.