San Mateo Holiday Rentals

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Holiday Rentals in San Mateo

Exterior
Beautiful and Lush Hidden Wisteria Getaway
10.0 out of 10, Exceptional, (281)
"This is my second time here. I discovered Evan more thoughtful things this time! I was here for a week this time and my only suggestion would be a new mattress. I love this place and I will be back!"
Beautiful and Lush Hidden Wisteria Getaway
Beach
32nd Ave Casa next to Legion of Honor Museum, park, restaurants, bus, playground
10.0 out of 10, Exceptional, (29)
"This was the best VRBO I have stayed at. The rental was in a very quiet part of town close to beach, parks, the bus stop was literally 2 houses down and there was a grocery store and drug store right across the street. It was very clean and had some very interesting artwork. Check in and out was a breeze. I will DEFINITELY rent this unit when I go back to San Francisco."
32nd Ave Casa next to Legion of Honor Museum, park, restaurants, bus, playground
Aerial view
Contemporary 3bedrooms 2bathrooms in private top floor in very safe neighborhood
10.0 out of 10, Exceptional, (10)
"Cool house! Spacious, well supplied, and clean. Would recommend!"
The price is AU$808
per night
14 May - 15 May
Contemporary 3bedrooms 2bathrooms in private top floor in very safe neighborhood
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Smart TV, printers
One Bedroom Cottage
10.0 out of 10, Exceptional, (32)
"The cottage served as convenient and comfortable base for us while visiting relatives in Half Moon Bay. The property was clean and had everything we needed during our stay. The property is easy walking distance to downtown Half Moon Bay and the State Beach (about half a mile). The host was very responsive to inquiries and accomodating when we arrived a few hours early."
One Bedroom Cottage
Terrace/patio
Pacific Heights Victorian Garden Bedroom & Private Bathroom
10.0 out of 10, Exceptional, (113)
"By far the best VRBO we've stayed in. Stylishly furnished down to the smallest detail. Quiet and comfortable. Springer was the perfect host. We'll definitely come back."
The price is AU$629
per night
22 May - 23 May
Pacific Heights Victorian Garden Bedroom & Private Bathroom
Property grounds
Beach Front 6000SF 10b/6bth Luxury House 7 Miles to SF
10.0 out of 10, Exceptional, (8)
"We gathered for a business retreat for 11 people, the home had ample and comfortable private space for everyone, great spaces for meetings, meals, games and relaxing. Beautiful walk down the beach to the overlook covered in wildflowers. The home has every kitchen tool and gadget you can imagine and enough space to feed an army."
Beach Front 6000SF 10b/6bth Luxury House 7 Miles to SF
Property grounds
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
9.8 out of 10, Exceptional, (11)
"My daughter, best friend and I really enjoyed our stay! The house is located directly across from the beach with views from the patio off one of the rooms. Very short walk to multiple costal access points and restaurants. The house was very clean, cozy and well stocked. I wish there were screens on the windows so that we could’ve kept them open more and an earlier check in would’ve been awesome! Overall, we very much enjoyed our stay."
The price is AU$844
per night
13 May - 14 May
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
Exterior
Pacific Heights Victorian Home Bedroom and Bathroom
9.8 out of 10, Exceptional, (57)
"Very bright, comfortable room with all necessities. Bathroom was just fine as well. Loved sitting in the cozy library with a fascinating collection of books. Will definately stay here again."
The price is AU$541
per night
23 May - 24 May
Pacific Heights Victorian Home Bedroom and Bathroom
Property grounds
Entire Home to explore Beaches, Restaurants, Coastline, Hiking, Activities
9.6 out of 10, Exceptional, (27)
"Location was perfect for our weekend golf trip. House was clean, comfortable and spacious."
The price is AU$943
per night
13 May - 14 May
Entire Home to explore Beaches, Restaurants, Coastline, Hiking, Activities
Beach/ocean view
Stylish Seaside Cottage - Walking to Beach
9.6 out of 10, Exceptional, (27)
"Great place to stay! Love half moon bay!"
The price is AU$427
per night
16 May - 17 May
Stylish Seaside Cottage - Walking to Beach
Fridge, microwave, oven, coffee/tea maker
COZY 3Br2Ba and a living room with Sunny patio
9.6 out of 10, Exceptional, (10)
"The place was great. Comfortable beds and clean apartment. Maybe the kitchen could have more items like knives, ketchup, sugar, pans, blender, but overall it was a 5-star place. The communication with the owner was good as well. Thanks Kenny!"
COZY 3Br2Ba and a living room with Sunny patio
Beach nearby
San Francisco Bay area: Elegant Pacific Ocean View, sleeps 10, gourmet kitchen
9.6 out of 10, Exceptional, (159)
"L"
San Francisco Bay area: Elegant Pacific Ocean View, sleeps 10, gourmet kitchen
Exterior
Quiet Garden Apt., geographic center of The City
9.4 out of 10, Exceptional, (225)
"We enjoyed the apartment very much! Great location and safe area."
Quiet Garden Apt., geographic center of The City
Property grounds
Beach Town Home w/Hot Tub - Walk to Beaches, Downtown, Activities and more
9.4 out of 10, Exceptional, (32)
"This was an amazing place to stay. Close to the beach and town. It was great relaxing in the hot tub after our busy days exploring. Would definitely stay again!"
The price is AU$761
per night
12 May - 13 May
Beach Town Home w/Hot Tub - Walk to Beaches, Downtown, Activities and more
Property grounds
Vintage San Francisco Bay Area Home
9.2 out of 10, Wonderful, (55)
"Beautiful house I love it every thing was perfect super clean and nice I recommended 100% Thank you"
Vintage San Francisco Bay Area Home
Fridge, microwave, oven, stovetop
Beach Town Home - Walk to Beaches, Downtown, Activities and so much more...
9.2 out of 10, Wonderful, (16)
"The place was clean enough, comfortable and had good amenities. The biggest complaint I had was the location on the map looks like it’s on the beach, not right on the highway. Please adjust the pin location on your posting for more accuracy. Thank you."
The price is AU$1,128
per night
20 May - 21 May
Beach Town Home - Walk to Beaches, Downtown, Activities and so much more...
Fridge, microwave, oven, stovetop
Absolutely Private President's Suite, Computer, Wi-Fi, Laundry, Pub. Parking
9.0 out of 10, Wonderful, (371)
"Very enjoyable stay. Comfortable bed. Clean. Great location."
Absolutely Private President's Suite, Computer, Wi-Fi, Laundry, Pub. Parking
Fridge, microwave, oven, stovetop
The Landing Stirp - 5min from SFO
9.0 out of 10, Wonderful, (4)
"Clean, convenient, comfortable. Great Korean BBQ place — Seoul Kalbi — 5 mins away."
The price is AU$441
per night
22 May - 23 May
The Landing Stirp - 5min from SFO
Fridge, microwave, oven, stovetop
2BR Near Balboa Park Bart
8.8 out of 10, Excellent, (13)
"We travel quite a bit and have stayed at several VRBO locations across the country, with a range or experiences. This was definitely among our top three and now our go to for SFO! My mother-in-law, who is a young 92 year old, kept commenting how cute it was; she loved the kitchen. Everything was PERFECT and we enjoyed an early Thanksgiving dinner with our daughter. Great location, easy access. Parking can be tricky late evening but that is SF. We highly recommend and will be back."
2BR Near Balboa Park Bart
Property grounds
New renovation 7bd/3ba whole house -Deck Views!
8.4 out of 10, Very good, (18)
"We came to San Francisco for a wedding and the whole family wanted to stay together rather than be split up in hotel rooms. This house was perfect! The updates are very nice and it was really clean. The only negative would be the kitchen was not very well stocked if you needed to cook a meal for a large group (as far as large utensils, serving dishes and pans) Other than that, it was great and we would definitely stay again. The host was very responsive, he sent the door code the day of, it was...
New renovation 7bd/3ba whole house -Deck Views!
Don't see what you're looking for?
See all available properties in San Mateo
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.

San Mateo Holiday Home Travel Info

Number of holiday homes
12
Popular accommodation
San Mateo apartments
Known landmarks
Coyote Point Park, Hiller Aviation Museum and CuriOdyssey
International airports
San Francisco, CA (SFO-San Francisco Intl.), San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.) and Oakland, CA (OAK-Oakland Intl.)

Other types of properties in San Mateo you may be interested in

Lobby sitting area
Hotel Riu Plaza Fisherman's Wharf
4.0 star property
8.8 out of 10, Excellent, (6178)
"Wonderful place to stay—so convenient! Our only issue was the entrance to the parking garage was very low and we couldn’t get our vehicle in (limit of 6 feet). Otherwise, all was great!"
The price is AU$239
per night
21 May - 22 May
Hotel Riu Plaza Fisherman's Wharf
Terrace/patio
Club Quarters Hotel in San Francisco
4.0 star property
8.8 out of 10, Excellent, (1600)
"Quiet clean."
The price is AU$208
per night
26 May - 27 May
Club Quarters Hotel in San Francisco
Exterior
The Westin St. Francis San Francisco on Union Square
4.5 star property
8.8 out of 10, Excellent, (2694)
"I've stayed at this property multiple times and each time I enjoy my stay. It's a 10 min walk to China town and a 5 minute driver to Fisherman's wharf. The rooms are nice and I love the views from the Tower. The staff is friendly and accomodating. I look forward to my next venture here. "
The price is AU$293
per night
31 May - 1 June
The Westin St. Francis San Francisco on Union Square
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.

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, 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 favourite 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 depend 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 AU$224 per night. Entering your travel dates in the search wizard might find you 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?

3BD House/4 Beds Near Golden Gate Park !: This holiday home rental outside of San Mateo offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in San Mateo?

Expedia has 43 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 Central Park 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.

Recent reviews of San Mateo properties
Expedia verified reviews

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

5/5 Excellent
"Wonderful place to stay—so convenient! Our only issue was the entrance to the parking garage was very low and we couldn’t get our vehicle in (limit of 6 feet). Otherwise, all was great!"
A verified traveller stayed at Hotel Riu Plaza Fisherman's Wharf
Posted 3 hours ago
Hotel Riu Plaza Fisherman's Wharf