
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
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Guest suite in Millbrae
4.78 out of 5 average rating, 1,228 reviewsCharming Private Studio Near SFO
Top guest favourite

Guest suite in Miramar
4.99 out of 5 average rating, 109 reviewsModern Pillar Point View Suite
Top guest favourite

Guest house in Woodside
4.99 out of 5 average rating, 339 reviewsRustic Cabin in the Redwoods
Top guest favourite

Guest house in Hillsdale
4.98 out of 5 average rating, 451 reviewsA Comfortable, Clean, & Private Guest House
Guest favourite

Home in Burlingame
4.96 out of 5 average rating, 53 reviewsBright Spanish-style home in Burlingame
Guest favourite

Guest suite in San Carlos
4.98 out of 5 average rating, 60 reviewsPrivate Modern Studio & Patio with stunning views
Top guest favourite

Home in Montara
5 out of 5 average rating, 108 reviewsSea Wolf Bungalow
Top guest favourite

Farm stay in Woodside
4.97 out of 5 average rating, 115 reviewsApartment w hot tub / forest & ocean view
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
- Santa Barbara Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- South Lake Tahoe Holiday rentals
- San Joaquin River Holiday rentals
- Family-friendly rentals Hillsborough
- Rentals with a washing machine and dryer Hillsborough
- Rentals with a patio Hillsborough
- Rentals with outdoor seating Hillsborough
- Flat rentals Hillsborough
- House rentals Hillsborough
- Rentals with a firepit Hillsborough
- Rentals with a hot tub Hillsborough
- Pet-friendly rentals Hillsborough
- Rentals with pools Hillsborough
- Rentals with a fireplace Hillsborough
- Fitness-friendly rentals Hillsborough
- Santa Cruz Beach
- Capitola Beach
- Golden Gate Park
- Stanford University
- Rio Del Mar Beach
- Oracle Park
- Muir Woods National Monument
- Seacliff State Beach
- Twin Peaks
- Bolinas Beach
- Golden Gate Bridge
- SAP Center
- Montara State Beach
- Mission Dolores Park
- Davenport Beach
- Pescadero State Beach
- Henry Cowell Redwoods State Park
- Twin Lakes State Beach
- Six Flags Discovery Kingdom
- Pier 39
- California’S Great America
- Rodeo Beach
- New Brighton State Beach
- Painted Ladies