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

San Mateo Holiday Rentals

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for San Mateo holiday rentals

Exterior

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
LakeFront Lavender House
Living area

Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is HK$1,608
HK$3,645 total
includes taxes & fees
9 Jul - 10 Jul
Lakefront Retreat WaterViews 3BR 1.5BA
Living area

@ 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 HK$1,236
HK$2,761 total
includes taxes & fees
30 Jul - 31 Jul
@ Marbella Lane - Bright and Cozy Home Near SFO
TV

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, (2 reviews)
"It was perfect for stay with a small kid! "
United States
Jan H.
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
3 bedrooms

Sanmateo Cozy Central 3b1b Home Garage Parking AC

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
North Central
The price is HK$2,035
HK$3,957 total
includes taxes & fees
9 Jul - 10 Jul
Sanmateo Cozy Central 3b1b Home Garage Parking AC
Outdoor dining

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 HK$3,037
HK$6,081 total
includes taxes & fees
12 Jul - 13 Jul
Offsite family retreat property in the heart of Silicon Valley
Property grounds

ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat

ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat
Central San Mateo
10.0 out of 10, Exceptional, (86 reviews)
"Great stay, great location, great time. "
United States
greg d.
The price is HK$3,169
HK$5,565 total
includes taxes & fees
26 Jul - 27 Jul
ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat
Living area

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
8.6 out of 10, Excellent, (4 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is HK$2,478
HK$4,419 total
includes taxes & fees
4 Aug - 5 Aug
Mid Century Garden View Home Parking
Exterior

Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF

Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF
East San Mateo
Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF
Smart TV, books

Panoramic Bayview 4BR · Single-Level · 1Gbps WiFi

Panoramic Bayview 4BR · Single-Level · 1Gbps WiFi
South San Mateo
The price is HK$5,653
HK$10,966 total
includes taxes & fees
18 Jul - 19 Jul
Panoramic Bayview 4BR · Single-Level · 1Gbps WiFi
TV, offices

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, Very good, (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 HK$2,376
HK$4,329 total
includes taxes & fees
20 Jul - 21 Jul
Lakefront 3Beds/1.5Bath Retreat w/ Water Views • Walk to Shops • Near SF
1 bedroom, iron/ironing board, free WiFi, bed sheets

@ Marbella Lane - Adorable and Quiet Studio

@ Marbella Lane - Adorable and Quiet Studio
North Central
4.0 out of 10, (4 reviews)
"I rented this unit for my son who is visiting from New York. It workedc out perfect for us. We would run it again."
United States
Bob S.
The price is HK$816
HK$2,542 total
includes taxes & fees
29 Jul - 30 Jul
@ Marbella Lane - Adorable and Quiet Studio
1 bedroom, iron/ironing board, free WiFi

Beachy 1BR Escape with SofaBed Golf

Beachy 1BR Escape with SofaBed Golf
2.0 star property
Sharp Park
8.0 out of 10, Very good, (2 reviews)
"Pet friendly, nice quiet neighborhood next to the beach."
United States
Amatullah
The price is HK$745
HK$1,778 total
includes taxes & fees
9 Jul - 10 Jul
Beachy 1BR Escape with SofaBed Golf
Outdoor dining

Affordable 2BR Apt | Uptown + Parking + Near Shops & Dining

Affordable 2BR Apt | Uptown + Parking + Near Shops & Dining
Oakland Ave - Harrison St
10.0 out of 10, Exceptional, (4 reviews)
"It was perfect for what we were doing and easy to get to"
United States
Julie R.
The price is HK$753
HK$3,166 total
includes taxes & fees
14 Jul - 15 Jul
Affordable 2BR Apt | Uptown + Parking + Near Shops & Dining
2 bedrooms, individually furnished, iron/ironing board, free WiFi

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, Exceptional, (1 review)
The price is HK$1,082
HK$2,717 total
includes taxes & fees
13 Jul - 14 Jul
Coast PalmTree Yard 2BR Block from Beach
2 bedrooms, iron/ironing board, travel cot, WiFi

Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
Oakland
9.0 out of 10, Wonderful, (21 reviews)
"I really enjoyed my stay in this lovely and quiet cottage!"
United States
Tovah A.
The price is HK$1,184
HK$1,754 total
includes taxes & fees
14 Jul - 15 Jul
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
Interior

BRAND NEW - ENTIRE FLOOR w/ OCEAN Beach View and PARKING!

BRAND NEW - ENTIRE FLOOR w/ OCEAN Beach View and PARKING!
Sunset District
9.8 out of 10, Exceptional, (102 reviews)
"Our second stay was just s good as the first. We will be back on our next trip out!"
United States
Heidi
The price is HK$1,094
HK$1,957 total
includes taxes & fees
13 Jul - 14 Jul
BRAND NEW - ENTIRE FLOOR w/ OCEAN Beach View and PARKING!
Outdoor dining

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, (15 reviews)
"Great location and comfortable bed"
United States
Karly G.
The price is HK$1,479
HK$3,399 total
includes taxes & fees
23 Jul - 24 Jul
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Fridge, microwave, oven, stovetop

Enjoy a stylish experience at this Kick back and relax in a calm stylish space

Enjoy a stylish experience at this Kick back and relax in a calm stylish space
Paradise Park
8.6 out of 10, Excellent, (28 reviews)
"Well provisioned, Very close to buslines and near Bart"
United States
David D.
The price is HK$1,235
HK$2,067 total
includes taxes & fees
8 Jul - 9 Jul
Enjoy a stylish experience at this Kick back and relax in a calm stylish space
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

Hotel Caza Fisherman's Wharf

Hotel Caza Fisherman's Wharf

10/10 Excellent
"Great location"
Abdul 1-night trip
Posted less than an hour ago
Hotel Caza Fisherman's Wharf

Find out more about San Mateo

Search for holiday rentals in San Mateo on Expedia! You can easily find your home rentals, villas, holiday apartments in San Mateo using one of the methods below:

  • View our selection of featured holiday rentals in San Mateo
  • Use the map to find apartments and other holiday homes in the San Mateo neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Mateo while they last

Look no further and take a look at our great range of rental properties in San Mateo!

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?

Wing of San Francisco（旧金山之翼）2 BRooms for 1–4 people: This holiday home rental outside of San Mateo offers a patio, a selection of games and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave.

How many holiday rentals are there in San Mateo?

Expedia has 45 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 JoinVille 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.