5 Best Vacation Rentals in San Mateo - Holiday Lettings - Cabins

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356 Vacation rentals

17

Vacation apartment in San Mateo

California / San Mateo

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
A brand, spanking new room in a 1bd unit that is at the center of everything in the Bay Area. 30 min to SF, SJ, or Oakland. 20 min to SFO or Palo Alto. Minutes away from major Peninsula freeways. Close to all tech and biotech firms. This is a newly constructed apartmen …see more

from $185 / night

$1,295 / week

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from $185 / night

12

Vacation apartment rental

California / San Mateo

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
A spacious 1bd unit that is at the center of everything in the Bay Area. 30 min to SF, SJ, or Oakland. 20 min to SFO or Palo Alto. Minutes away from major Peninsula freeways. Close to all tech and biotech firms. Guest Access The room: - Guest's own queen-sized bed - G …see more

from $189 / night

$1,323 / week

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from $189 / night

5

San Mateo Vacation home rental

California / San Mateo

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
The back unit of this beautiful Spanish Style triplex located in the fabulous Aragon neighborhood. Both bedrooms and Laundry w/Washer/Dryer are upstairs.The eat-in kitchen has new appliances and access to the rear of the building. The living room has new wall to wall ca …see more

from $400 / night

$2,500 / week

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from $400 / night

24

Vacation home in San Mateo

California / San Mateo

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
** Please note that the homeowner lives on site, in a completely separate unit, and may be present during your stay ** See why Silicon Valley is one of the most prosperous places on Earth in this cozy 3-bedroom, 2-bathroom vacation rental home for 6. Located in San Mat …see more

from $180 / night

$1,260 - $1,750 / week

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avg. 9 minutes

from $180 / night

20

Vacation home in San Mateo

California / San Mateo

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
Enjoy your morning coffee or evening cocktail in a large private yard with a professionally designed garden! This 1br/1ba duplex unit in San Mateo is perfect for business travelers or couples looking for a pleasant escape to the Bay Area Peninsula. You’ll find the foll …see more

from $140 / night

$980 / week

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from $140 / night

(2) Excellent 

27

Studio rental in San Mateo

California / San Mateo

Studio 5 2 nights min

  • Studio
  • Sleeps 5
  • 2 nights min
  • Child friendly
NOTE:  Professional photos to come!  Stay tuned! Embrace the Lifestyle! Find enjoyment and entertainment at our apartment. With an exceptional variety of superb amenities coupled with an urban atmosphere, the community brings everything you need to your doorstep. Discov …see more

from $206 / night

$1,297 / week

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from $206 / night

35

Vacation home in San Mateo

California / San Mateo

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
This cozy home is kids friendly, good for a family vacation. It is also suitable for business trip with high speed WIFI. It is well equipped with all the amenities you need to enjoy your stay! 15 minutes walk to San Mateo Downtown. 11 minutes walk to Cal Train Station, …see more

from $260 / night

$1,820 / week

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from $260 / night

41

Vacation studio in San Mateo

California / San Mateo

Studio 5 2 nights min

  • Studio
  • Sleeps 5
  • 2 nights min
  • Child friendly
Embrace the Lifestyle! Find enjoyment and entertainment at our apartment with an exceptional variety of superb amenities coupled with an urban atmosphere, the community brings everything you need to your doorstep. Discover the endless possibilities in San Mateo. Home Am …see more

from $205 / night

$1,290 / week

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from $205 / night

18

Vacation apartment in San Mateo

California / San Mateo

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
This cozy home is kids friendly, good for a family vacation. It is also suitable for business trip with high speed WIFI. It is well equipped with all the amenities you need to enjoy your stay! 15 minutes walk to San Mateo Downtown. 11 minutes walk to Cal Train Station, …see more

from $128 / night

$896 / week

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from $128 / night