Holiday rentals in San Mateo

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Top-rated holiday rentals in San Mateo

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Flat in San Mateo
Fabulous apartment in downtown San Mateo
Relax away from the hustle of the city in your apartment in downtown San Mateo. Located only two blocks from the San Mateo Caltrain, you can get to or from SF or SJ in 30 minutes. Our home has a separate entrance for the guest apartment on the second floor. Tuck yourself away in the California King sized bed, or explore downtown on foot. With over 100 restaurants in walking distance, you will not have a shortage of delicious dining. Eat out or enjoy a meal in the comfort of your home. Welcome!
31 Mar – 7 AprIndividual Host,
€ 137 per night
4.94 out of 5 average rating, 182 reviews
Guest favourite
Guest suite in San Mateo
San Mateo Getaway Private 2 Bedroom
Bright & spacious 2 bedroom apartment with beautiful backyard in San Mateo. In-law apartment with private entrance dedicated to hosting guests. Located in quiet residential neighborhood, but close to activities for families and singles. Amenities include wet bar area with toaster oven, coffee maker, mini fridge and microwave! Laundry available upon request. Easy access to San Francisco/San Jose via 280 & 101. Close to SFO, Cal train/BART and Downtown San Mateo. Lots of street parking.
5–12 JunIndividual Host,
€ 151 per night
4.92 out of 5 average rating, 294 reviews
Guest favourite
Guest house in San Carlos
Private Garden Cottage
Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.
27 May – 3 JunIndividual Host,
€ 145 per night
4.99 out of 5 average rating, 579 reviews

Popular amenities for San Mateo holiday rentals

Stay near San Mateo's top sights

Hillsdale Shopping Center150 locals recommend
San Mateo County Event Center16 locals recommend
Whole Foods Market158 locals recommend
San Mateo Central Park29 locals recommend
Trader Joe's21 locals recommend
Marina Plaza Shopping Center3 locals recommend

Other great holiday rentals in San Mateo

Guest favourite
Guest house in Belmont
Charming Cottage Studio
27 Aug – 3 SepIndividual Host,
€ 105 per night
4.84 out of 5 average rating, 199 reviews
Superhost
Flat in Pacifica
Luxury Beach View Apartment
18–25 Nov
€ 162 per night
4.79 out of 5 average rating, 666 reviews
Guest favourite
Home in Burlingame
Cozy Modern Craftsman Retreat
25 May – 1 JunIndividual Host,
€ 167 per night
4.91 out of 5 average rating, 144 reviews
Guest favourite
Guest house in Redwood City
Soak up the Serenity on the Patio of a Charming Cottage
4–11 Dec
€ 116 per night
4.92 out of 5 average rating, 292 reviews
Guest favourite
Guest suite in Emerald Hills
Elegant retreat in Redwood City
10–17 Sep
€ 140 per night
4.92 out of 5 average rating, 141 reviews
Guest favourite
Guest house in Burlingame
Clean&Cozy Cottage near downtown Burlingame & SFO
3–8 Jun
€ 166 per night
4.98 out of 5 average rating, 284 reviews
Guest favourite
Home in San Mateo
❤️ Delightful 1B/1B modern with a leisure garden
24–31 AugIndividual Host,
€ 169 per night
4.83 out of 5 average rating, 260 reviews
Guest favourite
Home in San Mateo
Lovely Mid-Century home near SF, SFO, & Peninsula
10–17 MayProfessional Host,
€ 488 per night
4.93 out of 5 average rating, 105 reviews
Superhost
Guest house in San Mateo
Charming cozy studio King-sized bed
13–20 SepProfessional Host,
€ 182 per night
4.85 out of 5 average rating, 159 reviews
Guest favourite
Home in Montara
A private beachy pad in Montara
24 Apr – 1 MayIndividual Host,
€ 133 per night
4.98 out of 5 average rating, 266 reviews
Guest favourite
Place to stay in San Mateo
Cottage on the Water -SUP,Kayaking,Canoeing
19–26 Jul
€ 148 per night
4.92 out of 5 average rating, 66 reviews
Guest favourite
Guest suite in Foster City
New modern 1 bedroom unit
15–22 AugIndividual Host,
€ 124 per night
4.98 out of 5 average rating, 59 reviews

Quick stats about holiday rentals in San Mateo

Total rentals

620 properties

Rentals with dedicated workspaces

320 properties have a dedicated workspace

Rentals with a pool

100 properties have a pool

Pet-friendly rentals

150 properties allow pets

Family-friendly rentals

200 properties are a good fit for families

Total number of reviews

19K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. San Mateo County
  5. San Mateo