
Holiday rentals in Hillsborough
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Top-rated holiday rentals in Hillsborough
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Hillsborough holiday rentals
Other great holiday rentals in Hillsborough
Top guest favourite

Guest house in San Mateo
5 out of 5 average rating, 14 reviewsStowe Cottage in San Mateo Park, California
Guest favourite

Guest suite in San Bruno
4.94 out of 5 average rating, 146 reviewsStylish Private Guest Suite Near SF and SFO
Guest favourite

Guest suite in Burlingame
4.87 out of 5 average rating, 114 reviewsGorgeous Suite close to SFO Airport, Self Check-In
Superhost

Home in Burlingame
4.96 out of 5 average rating, 45 reviewsBright Spanish-style home in Burlingame
Guest favourite

Guest suite in San Mateo
4.91 out of 5 average rating, 43 reviewsLuxury guesthouse close to SFO/Parking/waterfront

Apartment in San Mateo
5 out of 5 average rating, 3 reviewsLuxury loft by the water

Guest suite in San Mateo
5 out of 5 average rating, 4 reviewsPrivate suite in a house with bath
Guest favourite

Home in San Mateo
4.94 out of 5 average rating, 124 reviewsStylish 3-BR Home w/ Cozy Fire Pit & Backyard Fun
Quick stats about holiday rentals in Hillsborough
Total rentals
180 properties
Total number of reviews
6.8K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Destinations to explore
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Oakland Holiday rentals
- Sacramento Holiday rentals
- Monterey Holiday rentals
- San Francisco Peninsula Holiday rentals
- Central California Holiday rentals
- San Francisco Holiday rentals
- San Francisco Bay Area Holiday rentals
- Gold Country Holiday rentals
- Northern California Holiday rentals
- Rentals with a washing machine and dryer Hillsborough
- Pet-friendly rentals Hillsborough
- Rentals with a firepit Hillsborough
- Rentals with a hot tub Hillsborough
- Rentals with outdoor seating Hillsborough
- Fitness-friendly rentals Hillsborough
- Rentals with a patio Hillsborough
- Rentals with pools Hillsborough
- Flat rentals Hillsborough
- Family-friendly rentals Hillsborough
- Family-friendly rentals Hillsborough
- Rentals with a fireplace Hillsborough
- House rentals Hillsborough
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Santa Cruz Beach
- Capitola Beach
- Rio Del Mar Beach
- Golden Gate Park
- Stanford University
- Oracle Park
- Seacliff State Beach
- Twin Peaks
- Davenport Beach
- Montara State Beach
- Bolinas Beach
- Pescadero State Beach
- Twin Lakes State Beach
- Capitola State Beach
- New Brighton State Beach
- Muir Woods National Monument
- Rodeo Beach
- Mission Dolores Park
- China Beach, San Francisco
- Rockaway Beach
- Bonny Doon Beach
- Black Sands Beach
- Joaquin Miller Park
- Golden Gate Bridge