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Holiday rentals in Hillsborough

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Hillsborough

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

Little Cottage on the Hill
SUPERHOST
Entire guest house · 2 guests · 1 bed · 1 bathroom
Little Cottage on the HillEnjoy a peaceful stay at this charming, secluded detached garden cottage great for a stay-cation or as a work-from-home alternative. Due to the coronavirus, we are taking extra care to disinfect frequently touched surfaces between reservations. The cottage features a queen-sized bed, wood burning fireplace,  private bathroom and kitchenette. Perfect for both leisure and Business travelers.
Beautiful View Near Downtown w/ Parking!!
Entire rental unit · 2 guests · 1 bed · 1 bathroom
Beautiful View Near Downtown w/ Parking!!Best Airbnb location in the area! We are located inside a large apartment complex located 2 blocks walking distance to Downtown San Mateo. The neighborhood quiet and always sunny. You will enjoy your coffee with a VIEW looking through our "floor to ceiling windows"! Fully equipped kitchen. You will get complementary safe parking in our garage. <b><i>THIS IS THE CLOSEST AIRBNB TO DOWNTOWN!!</b> </i>
Cheerful 1-bedroom residential home.
Private room · 2 guests · 1 bed · 1 shared bathroom
Cheerful 1-bedroom residential home.Immaculate room in a peaceful setting. WiFi, parking and private entrance. Room has a Queen Tempur-pedic bed with adjustable frame. Outside has a beautiful fire pit and garden lights. You also have access to our free standing family room with 2 65in TV's. This room has a Peloton bike and free weights for your use. Also included is a small fridge, Keurig coffee maker, lots of coffee, creamer, water, soda, snacks and candy! Free pick up and drop off to the airport if it fits in my schedule.

Holiday rentals for every style

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Popular amenities for Hillsborough holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Hillsborough

SUPERHOST
  1. Private room
  2. Burlingame
SFO,Bart,Walk to Downtown-Gem!
₹6,462 per night
SUPERHOST
  1. Entire cottage
  2. Millbrae
Modern Luxury Cottage, walk to Bart & Caltrain!
₹13,272 per night
SUPERHOST
  1. Entire guest house
  2. Burlingame
Entire 1 br Cottage, walk to hospital
₹9,678 per night
SUPERHOST
  1. Entire guest house
  2. Belmont
Private Garden Cottage in Belmont Hills
₹14,930 per night
SUPERHOST
  1. Entire rental unit
  2. Burlingame
Cozy Artists Studio in downtown Burlingame
₹9,893 per night
SUPERHOST
  1. Entire guest house
  2. San Mateo
Private, Quiet, and Comfy San Mateo Guesthouse
₹7,781 per night
SUPERHOST
  1. Entire rental unit
  2. Burlingame
Home away from home - HEPA air filter!
₹9,753 per night
SUPERHOST
  1. Private room
  2. Burlingame
Cozy Super Single Bed-Parking-Near SFO
₹4,362 per night
SUPERHOST
  1. Entire rental unit
  2. San Mateo
Cozy Studio 1B/1B w A/C No Pet in San Mateo
₹9,903 per night
SUPERHOST
  1. Entire guest suite
  2. San Mateo
Cozy King Bed | Spa Shower | WiFi | SmartTVs
₹8,038 per night
SUPERHOST
  1. Entire guest house
  2. Burlingame
Clean&Cozy Cottage near downtown Burlingame & SFO
₹10,428 per night
SUPERHOST
  1. Entire townhouse
  2. Burlingame
Newly Built Home! Biz Ready + Centrally Located
₹22,689 per night