Vacation rentals in Hillsborough
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Top-rated vacation rentals in Hillsborough
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Hillsborough vacation rentals
Other great vacation rentals in Hillsborough
Guest suite in San Mateo
4.94 out of 5 average rating, 206 reviewsLuxury King Bed & Spa Bathroom
Jul 6 – 13
Guesthouse in La Honda
4.95 out of 5 average rating, 381 reviewsBicycle Shack @ La Honda Pottery
Apr 5 – 12
Guesthouse in Belmont
4.97 out of 5 average rating, 363 reviewsA Comfortable & Private Guest House
Mar 28 – Apr 4
Guesthouse in Woodside
4.96 out of 5 average rating, 156 reviewsMountain Retreat
Sep 4 – 11
Apartment in El Granada
4.87 out of 5 average rating, 401 reviewsStudio near Harbor/Half Moon Bay
Jun 3 – 10
Apartment in Burlingame
4.97 out of 5 average rating, 403 reviewsHome away from home in wonderful Burlingame
Oct 5 – 12
Condo in Hillsborough
5.0 out of 5 average rating, 8 reviewsBreathtaking View Modern 1b1b on Top of the World
Sep 6 – 13
Guest suite in San Mateo
5.0 out of 5 average rating, 26 reviewsTop floor private Suite with amazing views
Jun 7 – 14
Quick stats about vacation rentals in Hillsborough
Total rentals
200 properties
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
6K reviews
Frequently Asked Questions
How much does it cost to stay in guesthouse rentals in Hillsborough?
Experience the best of Hillsborough with our guesthouse rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Hillsborough have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in Hillsborough. Enjoy a tailored experience with all the comforts you desire.
Are there Hillsborough vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Hillsborough, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Hillsborough have a kitchen?
Absolutely! We offer over 70 house rentals with a kitchen in Hillsborough. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Hillsborough?
Four-legged friends are welcome in Hillsborough. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Hillsborough?
Yes! Work meets play with ease at over 100 vacation rentals in Hillsborough featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do guesthouse rentals in Hillsborough have free parking?
Absolutely! We offer over 10 guesthouse rentals with free parking in Hillsborough. Enjoy a tailored experience with all the comforts you desire.
Do guesthouse rentals in Hillsborough have wifi?
Absolutely! We offer over 10 guesthouse rentals with wifi in Hillsborough. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Hillsborough?
Hillsborough has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Where should I stay in Hillsborough?
Make yourself at home in Hillsborough by choosing from our most frequently booked neighborhoods. We have over 580 vacation rentals in Parrot Drive Area, over 870 vacation rentals in Lakeview, and over 700 vacation rentals in Hillsborough Heights.
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