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Holiday Rentals in San Mateo

Find the holiday rentals that appeal to you the most

The best holiday rentals in San Mateo

Check out our pick of great holiday rentals in San Mateo

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Mill Rose Inn

Half Moon Bay (Near San Mateo)

Situated in Half Moon Bay, 1.5 km from Half Moon Bay State Beach, Mill Rose Inn has a garden, parking on-site and rooms with free WiFi access.

I
Ines
From
Switzerland
It’s a very charming place, special and very cozy and comfortable
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 226 reviews
Price from
US$249
1 night, 2 adults

Seal Cove Inn

Half Moon Bay (Near San Mateo)

Ideally situated on a bluff above the Pacific Ocean, Seal Cove Inn is located in Half Moon Bay, just 30 minutes' drive from San Francisco.

A
Anna
From
Netherlands
It’s a wonderful, peaceful and welcoming place
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 294 reviews
Price from
US$369
1 night, 2 adults

3 bedroom residential home in the lovely town near SFO San Francisco

Millbrae (Near San Mateo)

3 bedroom residential home in the lovely town near SFO San Francisco, a property with a garden, is located in Millbrae, 25 km from Moscone Center, 25 km from University Of San Francisco, as well as 25...

C
Chlodette Eizl
From
United Kingdom
Modern and clean. I love how aesthetic and minimalist the whole place were. 7 minutes away from San Francisco Airport. Accessible to Uber. Around 30 minutes away from San Francisco City Proper
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 24 reviews
Price from
US$280
1 night, 2 adults

Lovely 3 bedroom house for 6 people Near SFO SF Bay Area Newly updated

San Bruno (Near San Mateo)

Set in San Bruno in the California region, Lovely 3 bedroom house for 6 people Near SFO SF Bay Area Newly updated offers accommodation with free WiFi and free private parking.

S
Smits
From
United Kingdom
Clean, everything we needed and exactly like the description. Great communication as well, thank you for having us
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 28 reviews
Price from
US$300
1 night, 2 adults

HI Point Montara Lighthouse

Montara (Near San Mateo)

Set in Montara, 1.2 km from Montara State Beach, HI Point Montara Lighthouse has a private beach area, private parking and rooms with free WiFi access.

M
Miglė Marija
From
Lithuania
It was really one of a kind place to stay 🤍! Loved everything about it - from the views to the ocean (and sunsets!), to the privacy and slow pace you can feel here. You will have pretty little garden, amazing views from the cliff, private beach, great public transport access to other beaches and ocean towns. Private parking if you arrive with a car. Big plus - the kitchen, washing machine, sound of the ocean right from your bed, super clean bedroom/bathroom, and well-maintained, fast communication, felt safe and private. And you can meet really good-hearted people, fellow travelers in here! 🌙✨
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 97 reviews
Price from
US$149
1 night, 2 adults

Nantucket Whale Inn, Half Moon Bay

Half Moon Bay (Near San Mateo)

Situated in Half Moon Bay and only 1.7 km from Poplar Beach, Nantucket Whale Inn, Half Moon Bay features accommodation with mountain views, free WiFi and free private parking.

L
Linda
From
Germany
We stayed 11 days in the "Light Ship" room and enjoyed every day with a delicious warm breakfast, fresh fruit, 24h coffee/tee/water and the complimentary glass of wine in the evening. The ladies of the service were always very friendly and helpful. The location at Main Street is ideally located close to Highway #1 with restaurants nearby and beach /costal trail access in 10 min. walking distance.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 248 reviews
Price from
US$240.37
1 night, 2 adults

Cowper Inn

Palo Alto (Near San Mateo)

Cowper Inn, a property with a garden, is situated in Palo Alto, 10 km from Shoreline Amphitheatre, 31 km from San Jose Convention Center, as well as 44 km from Oakland Coliseum.

B
BERNA
From
Turkey
I stayed there for 15 days. It was a wonderful place to stay at Palo Alto. It was really comfortable, clean and very well equipped. Great location. Hugo was an amazing owner! He is so kind and helpful. Strongly recommended, I would definitely stay again.
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 62 reviews
Price from
US$302.88
1 night, 2 adults

Ocean View Inn

Montara (Near San Mateo)

Set within 300 metres of Montara State Beach and 30 km of Lands End Lookout Visitor Center in Montara, Ocean View Inn offers accommodation with seating area.

A
Aleksandra
From
Russia
Great location, spacious room, very clean, friendly staff.
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 302 reviews
Price from
US$259
1 night, 2 adults

Cozy Affordable Private Rooms near Grand Ave Miller

South San Francisco (Near San Mateo)

Situated within 17 km of Oracle Park and 17 km of San Francisco City Hall in South San Francisco, Cozy Affordable Private Rooms near Grand Ave Miller features accommodation with a kitchen.

M
Matthias
From
Germany
It was really easy to reach the facility. I missed the instructions to enter the house and room and they were just a call away. At some point the wifi lost connection. This was also fixed by the managers in no time!
Scored out of 10, guest rating 6.2
Pleasant - What previous guests thought, 20 reviews
Price from
US$75.90
1 night, 2 adults

San Francisco Private Room and Bathroom - Free Street Parking

San Francisco (Near San Mateo)

San Francisco Private Room and Bathroom - Free Street Parking is located in San Francisco, 11 km from San Francisco City Hall, 11 km from Oracle Park, as well as 12 km from Moscone Center.

D
Dennis
From
Australia
Very convenient clean and PingPing was a lovely host.
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 19 reviews
Price from
US$104.22
1 night, 2 adults
All holiday rentals in San Mateo

Most booked holiday rentals in San Mateo and surroundings in the past month

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Popular with guests booking holiday rentals in San Mateo

Popular with guests booking holiday rentals in San Mateo

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Popular with guests booking holiday rentals in San Mateo

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Popular with guests booking holiday rentals in San Mateo

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 5 reviews

Popular with guests booking holiday rentals in San Mateo

Scored out of 10, guest rating 6.7
Pleasant - What previous guests thought, 3 reviews

Popular with guests booking holiday rentals in San Mateo

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 19 reviews

Popular with guests booking holiday rentals in Belmont

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Popular with guests booking holiday rentals in Redwood City

Popular with guests booking holiday rentals in Redwood City

Popular with guests booking holiday rentals in Foster City

Enjoy breakfast in San Mateo and nearby

Located in Foster City, 27 km from Shoreline Amphitheatre and 34 km from Oracle Park, Foster City 2BR w Gym Pool WD nr highways SFO-566 provides spacious air-conditioned accommodation with a balcony...

Set in Foster City, 27 km from Shoreline Amphitheatre and 34 km from Oracle Park, Foster City 2BR w Gym Pool WD nr highways SFO-567 offers spacious air-conditioned accommodation with a balcony and...

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Located 38 km from Oracle Park, 38 km from San Francisco City Hall and 39 km from Moscone Center, Lovely Belmont Apartment with Stunning Views! provides accommodation set in Belmont.

Scored out of 10, guest rating 4.5
Disappointing - What previous guests thought, 2 reviews

Boasting a hot tub, Modern Guesthouse w Private Patio and Hot Tub is located in Redwood City.

Set in Redwood City, 19 km from Shoreline Amphitheatre and 42 km from Oracle Park, Redwood City 2BR w Pool WD Parking nr WF TJ SFO-627 offers spacious air-conditioned accommodation with a balcony and...

Set in Redwood City, 18 km from Shoreline Amphitheatre and 38 km from San Jose Convention Center, Redwood City 1BR w Lounge Gym WD nr Caltrain SFO-1082 offers spacious air-conditioned accommodation...

Redwood City Escape with Big-Screen TV! is set in Redwood City, 39 km from San Jose Convention Center, 44 km from Oracle Park, and 49 km from Oakland Coliseum.

Set in Redwood City, 18 km from Shoreline Amphitheatre and 38 km from San Jose Convention Center, Redwood City 2BR w Gym Parking nr Caltrain SFO-607 offers spacious air-conditioned accommodation with...

These holiday rentals in San Mateo and nearby have options with free cancellation

Situated in Redwood City, 18 km from Shoreline Amphitheatre and 38 km from San Jose Convention Center, Redwood City 1BR w Roof Gym WD nr Caltrain SFO-959 features spacious air-conditioned...

Located in Redwood City, 38 km from San Jose Convention Center and 43 km from Oracle Park, Redwood City 1BR w Gym WD nr Caltrain SFO-918 offers air conditioning.

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