
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

Guest suite in Hillsborough
4.74 out of 5 average rating, 19 reviewsPrivate SFO Oasis: Pool & Jacuzzi - Near San Mateo

Flat in San Mateo
5 out of 5 average rating, 4 reviewsBrand New Modern Luxury Unit | Walk to Downtown
Guest favourite

Private room in Belmont
4.94 out of 5 average rating, 125 reviewsPrivate bedroom with double bed.
Top guest favourite

Guest suite in San Carlos
4.98 out of 5 average rating, 57 reviewsPrivate Modern Studio & Patio with stunning views
Top guest favourite

Home in San Mateo
5 out of 5 average rating, 10 reviewsOpening Discount - Renovated 3b1.5b San Mateo hill
Superhost

Flat in San Mateo
4.84 out of 5 average rating, 31 reviewsLovely Gorgeous View Walkable Location!
Guest favourite

Home in San Mateo
4.93 out of 5 average rating, 56 reviewsAttached home(ADU) with great view and convenience
Guest favourite

Private room in San Mateo
4.83 out of 5 average rating, 356 reviewsOrdinary house room 1
Quick stats about holiday rentals in Hillsborough
Total rentals
180 properties
Total number of reviews
6.7K reviews
Family-friendly rentals
70 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
90 properties have a dedicated workspace
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Santa Barbara Holiday rentals
- San Joaquin River Holiday rentals
- Wine Country Holiday rentals
- Family-friendly rentals Hillsborough
- Rentals with a patio Hillsborough
- Rentals with a fireplace Hillsborough
- Flat rentals Hillsborough
- Rentals with a washing machine and dryer Hillsborough
- House rentals Hillsborough
- Rentals with a firepit Hillsborough
- Rentals with a hot tub Hillsborough
- Fitness-friendly rentals Hillsborough
- Pet-friendly rentals Hillsborough
- Rentals with outdoor seating Hillsborough
- Rentals with pools Hillsborough
- Santa Cruz Beach
- Capitola Beach
- Golden Gate Park
- Rio Del Mar Beach
- Stanford University
- Oracle Park
- Seacliff State Beach
- Muir Woods National Monument
- Twin Peaks
- Bolinas Beach
- Montara State Beach
- Davenport Beach
- Pescadero State Beach
- Mission Dolores Park
- SAP Center
- Twin Lakes State Beach
- Golden Gate Bridge
- Six Flags Discovery Kingdom
- Henry Cowell Redwoods State Park
- Pier 39
- New Brighton State Beach
- Rodeo Beach
- California’S Great America
- Bonny Doon Beach