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
Guesthouse in San Carlos
4.99 out of 5 average rating, 585 reviewsPrivate Garden Cottage
May 28 – Jun 4
Guesthouse in Pacifica
4.98 out of 5 average rating, 369 reviewsNEW Private Studio! Close to SF/SFO/Beach Sanitize
Sep 3 – 10
Guesthouse in Redwood City
4.98 out of 5 average rating, 377 reviewsQuiet , Private Studio / Cottage
Oct 18 – 25
Guest suite in Burlingame
4.96 out of 5 average rating, 194 reviews2 Bedroom Home Away from Home
May 11 – 18
Condo in Hillsborough
5.0 out of 5 average rating, 8 reviewsBreathtaking View Modern 1b1b on Top of the World
Nov 25 – Dec 2
Guest suite in Burlingame
4.85 out of 5 average rating, 85 reviewsGorgeous Suite close to SFO Airport, Self Check-In
May 14 – 21
Guest suite in San Mateo
5.0 out of 5 average rating, 26 reviewsTop floor private Suite with amazing views
Jun 7 – 14
Guest suite in San Mateo
4.97 out of 5 average rating, 70 reviewsLuxurious 1-bedroom place with hot tub
Aug 31 – Sep 7
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 guesthouse rentals in Hillsborough have a kitchen?
Absolutely! We offer over 10 guesthouse 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 house rentals in Hillsborough have free parking?
Absolutely! We offer over 60 house rentals with free parking in Hillsborough. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Hillsborough have wifi?
Absolutely! We offer over 80 house 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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