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 €355
includes taxes & fees
12 Oct - 13 Oct
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 €295
includes taxes & fees
12 Oct - 13 Oct
Mid Century Garden View Home Parking

3. 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, (3 reviews)
"It was perfect for stay with a small kid! "
United States
Jan H.
The price is €427
includes taxes & fees
1 Nov - 2 Nov
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown

4. Marbella Lane - Bright and Cozy Home near SFO

Marbella Lane - Bright and Cozy Home near SFO
North Central
The price is €623
includes taxes & fees
8 Oct - 9 Oct
Marbella Lane - Bright and Cozy Home near SFO

5. Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ

Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ
Miramar
8.8 out of 10, Excellent, (25 reviews)
"Great location, clean and private space."
United States
Alec H.
The price is €369
includes taxes & fees
18 Oct - 19 Oct
Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ

6. 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 €686
includes taxes & fees
13 Oct - 14 Oct
New! Modern & Sleek 4BR home w/high ceilings

7. 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 €202
includes taxes & fees
4 Oct - 5 Oct
Charming 1-bedroom house with AC, WiFi in delightful San Bruno

8. 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 €308
includes taxes & fees
26 Oct - 27 Oct
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

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)
"Beautiful location and space. Location was perfect and exactly what we needed"
United States
Patricia D.
The price is €353
includes taxes & fees
4 Oct - 5 Oct
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

10. 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 €853
includes taxes & fees
1 Nov - 2 Nov
Near SFO Premium Neighborhood Free Parking Private

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

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Montara
9.2 out of 10, Wonderful, (87 reviews)
"Great host! Big fenced in yard for the dogs as well. Located near many awesome hikes. We would definitely stay again! "
United States
Brent J.
The price is €312
includes taxes & fees
4 Oct - 5 Oct
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

12. 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, (64 reviews)
"Clean; cheerful! Wonderful location."
United States
Catherine
The price is €448
includes taxes & fees
6 Oct - 7 Oct
Charming Garden Cottage- steps to historic Old Town Half Moon Bay

13. 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.
The price is €302
includes taxes & fees
5 Oct - 6 Oct
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach

14. 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, (22 reviews)
"Thanks for a great stay!"
United States
April M.
The price is €155
includes taxes & fees
14 Oct - 15 Oct
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

15. Relax Coastal Retreat: Beautiful 2B Home Nr Beach

Relax Coastal Retreat: Beautiful 2B Home Nr Beach
El Granada
10.0 out of 10, Exceptional, (11 reviews)
"Great stay!"
United States
Jason M.
The price is €523
includes taxes & fees
8 Oct - 9 Oct
Relax Coastal Retreat: Beautiful 2B Home Nr Beach

16. Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.8 out of 10, Exceptional, (53 reviews)
"Everything was as advertised. Had a great time. The host was very kind and easy to communicate with, and it was a very romantic get away for me and my partner. Would stay here again!"
United States
Sergio D.
The price is €347
includes taxes & fees
4 Oct - 5 Oct
Luxury Spa Retreat Guest House with Ocean View

17. 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 €567
includes taxes & fees
22 Oct - 23 Oct
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more

18. Miramar Oasis! Ocean View, Hot Tub, Steps2Beach, Roof Deck, Fire Pit, Coastal Trail

Miramar Oasis! Ocean View, Hot Tub, Steps2Beach, Roof Deck, Fire Pit, Coastal Trail
Miramar
9.2 out of 10, Wonderful, (16 reviews)
"Great location for a coastal vacation. Close to the trails and beach, easy to take a drive up and down the coast to restaurants and shopping. Loved the spacious kitchen/living area and spending time on the deck. "
United States
Julie H.
The price is €568
includes taxes & fees
4 Oct - 5 Oct
Miramar Oasis! Ocean View, Hot Tub, Steps2Beach, Roof Deck, Fire Pit, Coastal Trail

19. 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 €264
includes taxes & fees
20 Oct - 21 Oct
Stunning 2 Bedroom 1 Bath Home near BART

20. Stunning Two Bedroom Mediterranean Home

Stunning Two Bedroom Mediterranean Home
3.0 star property
West Oakland
The price is €621
includes taxes & fees
18 Oct - 19 Oct
Stunning Two Bedroom Mediterranean Home
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

Find out more about San Mateo

San Mateo Holiday Homes information

Number of reviews
397
Accommodation
905 Holiday Homes
Lowest Price
€155
Highest Price
€853

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