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Vacation Rentals in San Mateo County

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Top Cities in San Mateo County

San Francisco featuring a bay or harbor and a bridge
Vacation RentalsVacation Rentals

San Francisco

San Francisco

Our top choices for San Mateo County vacation rentals

Exterior
Mid Century Garden View Home Parking

Vacation Home in East San Mateo

Mid Century Garden View Home Parking
2.0 star property
8.8 out of 10, Excellent, (3)
"This is a very clean comfortable property! "
United States
Serena
The price is ￥17,969
￥51,748 total
includes taxes & fees
Dec 21 - Dec 22
Mid Century Garden View Home Parking
Standard Room
Cozy and Affordable Homes in Santa Ana

Apartment in St. Francis

Cozy and Affordable Homes in Santa Ana
2.0 star property
6.2 out of 10, (27)
"Location for work was great but the room was cold"
United States
Paul
The price is ￥10,657
￥22,552 total
includes taxes & fees
Dec 19 - Dec 20
Cozy and Affordable Homes in Santa Ana
Standard Studio, 1 Queen Bed | Free WiFi
Peaceful 1BR Stay - Golf & Beach

Apartment in Sharp Park

Peaceful 1BR Stay - Golf & Beach
2.0 star property
The price is ￥9,766
￥28,472 total
includes taxes & fees
Dec 22 - Dec 23
Peaceful 1BR Stay - Golf & Beach
House (4 Bedrooms) | Interior
Steps to Ocean: Luxe Family Home in Half Moon Bay!

Cottage in Arleta Park

Steps to Ocean: Luxe Family Home in Half Moon Bay!
3.0 star property
Steps to Ocean: Luxe Family Home in Half Moon Bay!
Beach nearby, sun loungers
Beautifully Renovated 2B1B • Private Backyard • Steps to Beach • Free Parking

Condo in Sharp Park

Beautifully Renovated 2B1B • Private Backyard • Steps to Beach • Free Parking
2.0 star property
9.6 out of 10, Exceptional, (17)
"wonderful little place conveniently located in a very walkable pacifica. The owner was very responsive and helpful, I would absolutely recommend this gem of a stay. "
United States
Nick C.
The price is ￥23,177
￥53,990 total
includes taxes & fees
Dec 18 - Dec 19
Beautifully Renovated 2B1B • Private Backyard • Steps to Beach • Free Parking
Family Apartment, 2 Bedrooms | Beach/ocean view
Coast PalmTree Yard 2BR Block from Beach

Apartment in Sharp Park

Coast PalmTree Yard 2BR Block from Beach
2.5 star property
The price is ￥27,127
￥60,367 total
includes taxes & fees
Dec 18 - Dec 19
Coast PalmTree Yard 2BR Block from Beach
View from property
Stunning 2BR Ocean Mountain Sunset View

Apartment in Westview

Stunning 2BR Ocean Mountain Sunset View
2.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful place quiet and peaceful the view is amazing in the morning. "
United States
Astrid
The price is ￥19,531
￥49,734 total
includes taxes & fees
Dec 19 - Dec 20
Stunning 2BR Ocean Mountain Sunset View
Beach
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Vacation Home in South Downtown

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
9.4 out of 10, Exceptional, (37)
"The stay was great, would recommend for quick getaway. "
United States
Kiera E.
The price is ￥4,990
￥53,903 total
includes taxes & fees
Dec 28 - Dec 29
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
Beach
Stylish Seaside Cottage - Walking to Beach

Apartment in El Granada

Stylish Seaside Cottage - Walking to Beach
9.4 out of 10, Exceptional, (50)
"Great tiny place. "
United States
Laura M.
The price is ￥27,747
￥42,628 total
includes taxes & fees
Dec 18 - Dec 19
Stylish Seaside Cottage - Walking to Beach
Terrace/patio
Oceanview Penthouse, Stylish & Walking to Beach

Apartment in El Granada

Oceanview Penthouse, Stylish & Walking to Beach
10.0 out of 10, Exceptional, (36)
"I loved this little place so much!!! I would definitely recommend this to a solo traveler or a couple! It was darling and the plants on the property were so amazingly beautiful! I wish I never had to leave! Bed was super comfy and the bathroom was super nice!Thank you for everything!Kimberly"
United States
Kimberly O.
The price is ￥33,947
￥49,758 total
includes taxes & fees
Dec 18 - Dec 19
Oceanview Penthouse, Stylish & Walking to Beach
Exterior
Coastal Palm Tree 2BR Retreat Ocean View

Apartment in Sharp Park

Coastal Palm Tree 2BR Retreat Ocean View
3.0 star property
9.0 out of 10, Wonderful, (6)
"Clean,great location,super comfortable bed."
United States
michael
The price is ￥28,212
￥59,827 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Coastal Palm Tree 2BR Retreat Ocean View
Private kitchen
3-bedroom house with AC and Deck in Redwood City 2 free parking walk to Caltrain

Vacation Home in Roosevelt

3-bedroom house with AC and Deck in Redwood City 2 free parking walk to Caltrain
2.0 star property
6.0 out of 10, (1)
"Pretty basic furnishing and kitchen. "
United States
Jane B.
The price is ￥47,123
￥70,685 total
includes taxes & fees
Jan 5 - Jan 6, 2026
3-bedroom house with AC and Deck in Redwood City 2 free parking walk to Caltrain
Interior
W. Menlo Luxurious executive mansion over 4000sqft

Vacation Home in West Menlo Park

W. Menlo Luxurious executive mansion over 4000sqft
9.6 out of 10, Exceptional, (20)
"Beautiful home with large bedrooms and a great kitchen area! Extremely clean! Owner had great communication the whole time. Will definitely be staying there again!!"
United States
Garrett W.
The price is ￥117,478
￥189,910 total
includes taxes & fees
Dec 30 - Dec 31
W. Menlo Luxurious executive mansion over 4000sqft
Fridge, microwave, oven, stovetop
Serene Two-Bedroom Stay Near the Pacific

Vacation Home in Bayshore Heights

Serene Two-Bedroom Stay Near the Pacific
2.0 star property
10.0 out of 10, Exceptional, (1)
"Small hiccup with checking in but it was immediately handled. The place was nice. Quiet. And exactly as pictured. "
United States
Troy W.
Serene Two-Bedroom Stay Near the Pacific
Beach
Modern Coastal Retreat, Walk to Downtown HMB & Beach

Apartment in Alsace Lorraine

Modern Coastal Retreat, Walk to Downtown HMB & Beach
2.0 star property
10.0 out of 10, Exceptional, (7)
"Beach nearby. Very clean and nice vacation rental. The hosts really care about their guests and it shows. "
United States
Angela
The price is ￥27,204
￥51,860 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Modern Coastal Retreat, Walk to Downtown HMB & Beach
Property grounds
Modern Coastal 2B1B • Remodeled • Walk to Pier • Backyard • Free Parking

Apartment in Sharp Park

Modern Coastal 2B1B • Remodeled • Walk to Pier • Backyard • Free Parking
2.0 star property
10.0 out of 10, Exceptional, (4)
"Nicely renovated, well stocked kitchen."
United States
jirong d.
The price is ￥23,177
￥53,990 total
includes taxes & fees
Dec 18 - Dec 19
Modern Coastal 2B1B • Remodeled • Walk to Pier • Backyard • Free Parking
Fridge, microwave, oven, stovetop
Stunning 3BR: Pool Table, Arcades, Chic Comfort

Vacation Home in South San Francisco

Stunning 3BR: Pool Table, Arcades, Chic Comfort
9.6 out of 10, Exceptional, (7)
"Clean, affordable, and easy access to airport and highway. Says parks 3 vehicles, but it’s a super tight squeeze. "
United States
Ariel M.
The price is ￥44,643
￥114,863 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Stunning 3BR: Pool Table, Arcades, Chic Comfort
Microwave, oven, stovetop, dishwasher
Pacifica Beach 3Bedroom Coastal Retreat near SF / SFO free parking

Vacation Home in Sharp Park

Pacifica Beach 3Bedroom Coastal Retreat near SF / SFO free parking
10.0 out of 10, Exceptional, (4)
"Great house that was comfortable and a friendly host that was communicative and helpful. "
United States
Bradley N.
The price is ￥44,643
￥77,682 total
includes taxes & fees
Dec 18 - Dec 19
Pacifica Beach 3Bedroom Coastal Retreat near SF / SFO free parking
Exterior detail
ADU studio guesthouse unit in a brand new 2/3 acre Spanish mansion In Atherton

Apartment in Fair Oaks

ADU studio guesthouse unit in a brand new 2/3 acre Spanish mansion In Atherton
2.0 star property
9.0 out of 10, Wonderful, (4)
"Great restful stay at a cute spot near Stanford health care facilities."
United States
Mike M.
The price is ￥24,887
￥53,944 total
includes taxes & fees
Dec 18 - Dec 19
ADU studio guesthouse unit in a brand new 2/3 acre Spanish mansion In Atherton
Deluxe House, 3 Bedrooms, Ocean View | Dining room
Oceanview Sunset View 3BR Luxe Home Yard

Apartment in Westview

Oceanview Sunset View 3BR Luxe Home Yard
3.0 star property
8.0 out of 10, Very Good, (1)
"place is very good. Also area is really great. Very close to the ocean."
United States
Ajit
The price is ￥30,227
￥71,179 total
includes taxes & fees
Dec 18 - Dec 19
Oceanview Sunset View 3BR Luxe Home Yard
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 County Hotel Reviews

DoubleTree by Hilton San Francisco Airport North Bayfront

DoubleTree by Hilton San Francisco Airport North Bayfront

10/10 Excellent
"Clean "
Mellissa 2-night trip
Posted 2 days ago
DoubleTree by Hilton San Francisco Airport North Bayfront

Find out more about San Mateo County

Vacation Apartments in San Mateo County

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