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San Mateo Holiday Rentals

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for San Mateo holiday rentals

Exterior
Mid Century Garden View Home Parking

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)
"This is a very clean comfortable property! "
United States
Serena
The price is HK$1,231
HK$2,976 total
includes taxes & fees
4 Jan - 5 Jan
Mid Century Garden View Home Parking
Private kitchen
LakeFront Lavender House

LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
The price is HK$1,378
HK$2,826 total
includes taxes & fees
6 Jan - 7 Jan
LakeFront Lavender House
Interior
20%OFF! Chic Home with Expansive big Backyard

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)
"Perfect location."
United States
Kitiara C.
The price is HK$1,121
HK$2,385 total
includes taxes & fees
4 Jan - 5 Jan
20%OFF! Chic Home with Expansive big Backyard
Terrace/patio
Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is HK$2,047
HK$3,905 total
includes taxes & fees
15 Jan - 16 Jan
Lakefront Retreat WaterViews 3BR 1.5BA
3 bedrooms
Sanmateo Cozy Central 3b1b Home Garage Parking AC

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 HK$2,126
HK$3,964 total
includes taxes & fees
4 Jan - 5 Jan
Sanmateo Cozy Central 3b1b Home Garage Parking AC
Exterior detail
Mid Century Garden View Home Parking

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
2.0 star property
East San Mateo
The price is HK$1,596
HK$3,378 total
includes taxes & fees
15 Jan - 16 Jan
Mid Century Garden View Home Parking
Property grounds
Offsite family retreat property in the heart of Silicon Valley

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)
"Very clean, well stocked, great deck, good location."
United States
Arvin K.
The price is HK$2,492
HK$5,356 total
includes taxes & fees
4 Jan - 5 Jan
Offsite family retreat property in the heart of Silicon Valley
Living area
@ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
Central San Mateo
The price is HK$5,653
HK$8,267 total
includes taxes & fees
12 Jan - 13 Jan
@ Marbella Lane - Bright and Cozy Home Near SFO
Terrace/patio
Lakefront Retreat • Water Views.3Beds1.5Bath

Lakefront Retreat • Water Views.3Beds1.5Bath

Lakefront Retreat • Water Views.3Beds1.5Bath
2.0 star property
East San Mateo
The price is HK$2,319
HK$4,296 total
includes taxes & fees
12 Jan - 13 Jan
Lakefront Retreat • Water Views.3Beds1.5Bath
Interior
Marbella Lane - Bright and Cozy Home near SFO

Marbella Lane - Bright and Cozy Home near SFO

Marbella Lane - Bright and Cozy Home near SFO
2.0 star property
Central San Mateo
The price is HK$4,214
HK$7,510 total
includes taxes & fees
13 Jan - 14 Jan
Marbella Lane - Bright and Cozy Home near SFO
Outdoor dining
7 minutes away from SFO！Experience a freshly remodeled modern tranquil residence

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)
"Great communication between owner, supplies provided, sf very close "
United States
Elita Y.
The price is HK$1,121
HK$2,386 total
includes taxes & fees
4 Jan - 5 Jan
7 minutes away from SFO！Experience a freshly remodeled modern tranquil residence
Terrace/patio
LakeFront Lavender House

LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
The price is HK$1,651
HK$3,278 total
includes taxes & fees
5 Jan - 6 Jan
LakeFront Lavender House
Fridge, microwave, oven, stovetop
@ Marbella Lane - Bright and Cozy Home near SFO

@ Marbella Lane - Bright and Cozy Home near SFO

@ Marbella Lane - Bright and Cozy Home near SFO
Central San Mateo
5.0 out of 10, (2)
"I was happy with everything except responsive time. I could ask a question and it’d take 4-8 hours for them to respond! Also no AC which wasn’t listed! And also it is an apartment not a house"
United States
Jaymar T.
The price is HK$3,129
HK$5,987 total
includes taxes & fees
13 Jan - 14 Jan
@ Marbella Lane - Bright and Cozy Home near SFO
Property grounds
Stunning and unique AirStream on the Coastal Trail and near Poplar Beach

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)
"Very clean, comfortable and quiet."
United States
John
The price is HK$1,103
HK$2,039 total
includes taxes & fees
4 Jan - 5 Jan
Stunning and unique AirStream on the Coastal Trail and near Poplar Beach
Beach
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

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, (37)
"The stay was great, would recommend for quick getaway. "
United States
Kiera E.
The price is HK$553
HK$3,171 total
includes taxes & fees
5 Jan - 6 Jan
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
Terrace/patio
Cozy 1-Bedroom in a Modern Victorian Oakland Home

Cozy 1-Bedroom in a Modern Victorian Oakland Home

Cozy 1-Bedroom in a Modern Victorian Oakland Home
2.0 star property
San Antonio
10.0 out of 10, Exceptional, (12)
"The location is great for the price. Close access to Lake Merritt and Temescula if you have a car! The host was super communicative and friendly. "
United States
Alissa R.
The price is HK$747
HK$1,733 total
includes taxes & fees
4 Jan - 5 Jan
Cozy 1-Bedroom in a Modern Victorian Oakland Home
Exterior
Coastal Palm Tree 2BR Retreat Ocean View

Coastal Palm Tree 2BR Retreat Ocean View

Coastal Palm Tree 2BR Retreat Ocean View
3.0 star property
Sharp Park
9.0 out of 10, Wonderful, (6)
"Clean,great location,super comfortable bed."
United States
michael
The price is HK$1,331
HK$2,904 total
includes taxes & fees
9 Jan - 10 Jan
Coastal Palm Tree 2BR Retreat Ocean View
Interior
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

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

Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
Oakland
8.8 out of 10, Excellent, (18)
"It was so lovely I extended my stay and extra night which is probably why this is asking me for 2 reviews."
United States
Lorraine N.
The price is HK$1,090
HK$1,620 total
includes taxes & fees
4 Jan - 5 Jan
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
Exterior
A Gem in the San Francisco Bay

A Gem in the San Francisco Bay

A Gem in the San Francisco Bay
Golden Gate
9.2 out of 10, Wonderful, (67)
"Beautiful home. Very clean. Very nicely decorated. Extremely peaceful environment. Good vibes. "
United States
Jay L.
The price is HK$700
HK$1,398 total
includes taxes & fees
15 Jan - 16 Jan
A Gem in the San Francisco Bay
Property grounds
Quiet cozy garden studio in glen park. washer / dryer

Quiet cozy garden studio in glen park. washer / dryer

Quiet cozy garden studio in glen park. washer / dryer
2.0 star property
Glen Park
8.4 out of 10, Very good, (6)
"Location was prefect for us. Good location for the Bart system and good restaurants."
United States
gene o.
The price is HK$654
HK$2,666 total
includes taxes & fees
4 Jan - 5 Jan
Quiet cozy garden studio in glen park. washer / dryer
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

Handlery Union Square Hotel

Handlery Union Square Hotel

10/10 Excellent
"Everything was great , except for the valet. They were terrible. Other than that the actual hotel was good. I’d definitely recommend it for stays in SF"
Jamel 1-night trip
Posted 9 hours ago
Handlery Union Square Hotel

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?

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.