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Search results; Over 1,000 homes in San Mateo

Top guest favourite
Home in San Mateo
Panoramic Bay View • Single-Level • 1Gbps WiFi
4 bedrooms, 4 beds, 2 private bathrooms
20–25 Sept
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5.0 out of 5 average rating, 26 reviews
Top guest favourite
Home in San Mateo
Spacious house downtown San Mateo
5 bedrooms, 8 beds, 4 bathrooms
25–30 Sept
5.0 out of 5 average rating, 41 reviews
Featured hotel
Room in San Bruno
Villa Montes Hotel, Selected by hotel
1 double bed, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 3 reviews
Flat in San Mateo
2BR renovated | downtown San Mateo | near Caltrain
2 bedrooms, 2 beds, 1 bathroom
24–29 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in San Mateo
3BR/3BA House 8 min from SFO | Free Parking
3 bedrooms, 5 beds, 3 bathrooms
18–23 Sept
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Home in San Mateo
SFO 10 Min • Family 2BR + Patio Games • Baby-Ready
2 bedrooms, 3 beds, 1 bathroom
12–17 Sept
4.9 out of 5 average rating, 153 reviews
Home in San Mateo
Cozy San Mateo, close to 101, downtown, tech
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
New place to stay
Featured hotel
Room in Burlingame
King with patio view
1 king bed, 1 bathroom
8–13 Sept
Guest favourite
Room in San Mateo
Stay Alpha Home • Luxury Suite w/ Bathroom • Patio
1 queen bed, 1 bathroom
19–24 Sept
4.9 out of 5 average rating, 21 reviews
Superhost
Room in San Mateo
A room near San Francisco airport in San Mateo
1 bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 3 reviews
Flat in San Mateo
2026 Newly Renovated - Quiet, Hillsdale, Belmont
3 bedrooms, 3 beds, 3 bathrooms
19–24 Sept
Top guest favourite
Guest house in Belmont
A Comfortable, Clean, & Private Guest House
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.98 out of 5 average rating, 498 reviews
Top guest favourite
Guest house in San Mateo
Charming Private Quiet Backyard Studio
1 queen bed, 1 bathroom
10–15 Nov
4.94 out of 5 average rating, 262 reviews
Top guest favourite
Guest suite in San Mateo
Charming Mid-SF Peninsula Suite sleeps 2-4
1 bedroom, 3 beds, 1 bathroom
23–28 Sept
4.96 out of 5 average rating, 188 reviews
Top guest favourite
Home in South San Francisco
Sunshine Garden South San Francisco
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 45 reviews
Guest favourite
Flat in San Mateo
Modern Studio, walk to grocery, backyard oasis
1 bedroom, 1 queen bed, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Belmont
Sunlit 2B1B house w/ Deck & Garden on Belmont hill
2 bedrooms, 2 beds, 1 bathroom
17–22 Sept
4.94 out of 5 average rating, 107 reviews
Top guest favourite
Home in Half Moon Bay
Half Moon Bay Coastal Home Walk Beach & Harbor SPA
4 bedrooms, 6 beds, 3 bathrooms
8–13 Nov
4.99 out of 5 average rating, 413 reviews
Top guest favourite
Home in Redwood City
Family 2BR • Park & Pickleball • Walk to Town
2 bedrooms, 3 beds, 1 bathroom
17–22 Oct
5.0 out of 5 average rating, 80 reviews