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

Holiday Homes in San Mateo

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Our top choices for San Mateo holiday homes

1. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
7.2 out of 10, Good, (5 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is AU$455
includes taxes & fees
26 Sept - 27 Sept
Mid Century Garden View Home Parking

2. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
The price is AU$400
includes taxes & fees
26 Sept - 27 Sept
Mid Century Garden View Home Parking

3. @ Marbella Lane - Adorable and Quiet Studio

@ Marbella Lane - Adorable and Quiet Studio
Central San Mateo
6.0 out of 10, (6 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 AU$446
includes taxes & fees
22 Sept - 23 Sept
@ Marbella Lane - Adorable and Quiet Studio

4. 20%OFF! Chic Home with Expansive big Backyard

20%OFF! Chic Home with Expansive big Backyard
East San Mateo
8.0 out of 10, Very good, (9 reviews)
"Complimentary goodies, clean, warm, departure gift. "
United States
Osvaldo D.
The price is AU$481
includes taxes & fees
7 Oct - 8 Oct
20%OFF! Chic Home with Expansive big Backyard

5. Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown

Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
Central San Mateo
10.0 out of 10, Exceptional, (3 reviews)
"It was perfect for stay with a small kid! "
United States
Jan H.
The price is AU$681
includes taxes & fees
29 Sept - 30 Sept
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown

6. Sanmateo Cozy Central 3b1b Home Garage Parking AC

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
Central San Mateo
Sanmateo Cozy Central 3b1b Home Garage Parking AC

7. Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
Heritage Downtown
9.6 out of 10, Exceptional, (14 reviews)
"nice place...close to restaurants...easy parking!"
United States
Luz
The price is AU$411
includes taxes & fees
30 Sept - 1 Oct
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

8. Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach

Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
Pedro Point
9.2 out of 10, Wonderful, (12 reviews)
"Fantastic Host, amazing view and a wonderful VRBO property!"
United States
Jason A.
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach

9. Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
South Downtown
9.2 out of 10, Wonderful, (43 reviews)
"The property is clean, convenient, and well-appointed. Owner communication was great. Would rent again in a heartbeat. "
United States
Carmela
The price is AU$532
includes taxes & fees
4 Oct - 5 Oct
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

10. Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
Miramar
9.8 out of 10, Exceptional, (25 reviews)
"Very pleasant in great location "
United States
Eric B.
The price is AU$480
includes taxes & fees
20 Sept - 21 Sept
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

11. Charming 1-bedroom house with AC, WiFi in delightful San Bruno

Charming 1-bedroom house with AC, WiFi in delightful San Bruno
San Bruno
5.8 out of 10, (6 reviews)
"Recommend."
United States
Max
The price is AU$316
includes taxes & fees
22 Sept - 23 Sept
Charming 1-bedroom house with AC, WiFi in delightful San Bruno

12. Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Montara
9.2 out of 10, Wonderful, (86 reviews)
"The sounds of the ocean as you look at the stars from your room…enough said. Thank you! "
United States
NATALIE T.
The price is AU$391
includes taxes & fees
24 Sept - 25 Sept
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

13. Near SFO Premium Neighborhood Free Parking Private

Near SFO Premium Neighborhood Free Parking Private
Millbrae
9.4 out of 10, Exceptional, (3 reviews)
"Property was very clean and clearly marked. It was stocked well with waters. "
United States
Lauren T.
The price is AU$1,502
includes taxes & fees
20 Oct - 21 Oct
Near SFO Premium Neighborhood Free Parking Private

14. New! Modern & Sleek 4BR home w/high ceilings

New! Modern & Sleek 4BR home w/high ceilings
San Mateo
9.6 out of 10, Exceptional, (23 reviews)
"Nice neighborhood and very clean property with nice backyard. Very happy with our stay. The little park was lovely too"
United States
Shauna Z.
The price is AU$1,185
includes taxes & fees
13 Oct - 14 Oct
New! Modern & Sleek 4BR home w/high ceilings

15. Stunning 2 Bedroom 1 Bath Home near BART

Stunning 2 Bedroom 1 Bath Home near BART
3.0 star property
Daly City
10.0 out of 10, Exceptional, (1 review)
The price is AU$358
includes taxes & fees
20 Sept - 21 Sept
Stunning 2 Bedroom 1 Bath Home near BART

16. Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
Heritage Downtown
7.8 out of 10, Good, (21 reviews)
"Thanks for a great stay!"
United States
April M.
The price is AU$243
includes taxes & fees
18 Oct - 19 Oct
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

17. 3B house in Redwood City Walk to Caltrain with AC Parking near Stanford 1Gbps

3B house in Redwood City Walk to Caltrain with AC Parking near Stanford 1Gbps
Roosevelt
3B house in Redwood City Walk to Caltrain with AC Parking near Stanford 1Gbps

18. Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more

Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
El Granada
9.2 out of 10, Wonderful, (41 reviews)
"We had a wonderful time. There are beach views from both bedrooms and the porch is wonderful. We would recommend and would stay again."
United States
Aaron M.
The price is AU$734
includes taxes & fees
23 Sept - 24 Sept
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more

19. Charming Garden Cottage- steps to historic Old Town Half Moon Bay

Charming Garden Cottage- steps to historic Old Town Half Moon Bay
Heritage Downtown
9.8 out of 10, Exceptional, (63 reviews)
"Clean; cheerful! Wonderful location."
United States
Catherine
The price is AU$671
includes taxes & fees
19 Oct - 20 Oct
Charming Garden Cottage- steps to historic Old Town Half Moon Bay

20. Large and Cozy Home 2BD 2BA Near SF

Large and Cozy Home 2BD 2BA Near SF
2.5 star property
Bayshore Heights
The price is AU$427
includes taxes & fees
21 Sept - 22 Sept
Large and Cozy Home 2BD 2BA Near SF
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

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San Mateo Holiday Homes information

Number of reviews
330
Accommodation
881 Holiday Homes
Lowest Price
AU$243
Highest Price
AU$1,502

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