Family-friendly vacation rentals in Hillsborough
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Hillsborough
Guests agree: these family-friendly homes 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 family-friendly rentals
Family-friendly home rentals with a hot tub
Guesthouse in Kensington
4.94 out of 5 average rating, 605 reviewsSecluded luxury cottage & hot tub
Feb 10 – 17
Guest suite in Los Altos Hills
4.8 out of 5 average rating, 148 reviewsA private hillside suite nestled among oaks
May 23 – 30
Guesthouse in San Leandro
4.94 out of 5 average rating, 216 reviewsGarden getaway near SF
Sep 7 – 14
Home in Burlingame
4.98 out of 5 average rating, 144 reviewsSFO Luxury House 4BR/3BA near SF & Silicon Valley
Jul 12 – 19
Guesthouse in Walnut Creek
4.91 out of 5 average rating, 502 reviewsTropical Garden Cottage +HOT TUB &POOL by Downtown
Mar 7 – 14
Cabin in Oakland
4.97 out of 5 average rating, 185 reviewsSpa style cottage! Jacuzzi, Sauna, Pool, Views!
Sep 15 – 22
Cabin in Oakland
4.92 out of 5 average rating, 172 reviewsHike-in Bay Views Cabin w HotTub
Jul 27 – Aug 3
Home in Half Moon Bay
4.98 out of 5 average rating, 313 reviewsHalf Moon Bay Coastal Home Walk Beach & Harbor SPA
Apr 3 – 10
Family- and pet-friendly home rentals
Cabin in Los Gatos
4.9 out of 5 average rating, 398 reviewsThe Coach House
Aug 24 – 31
Guest suite in Oakland
4.96 out of 5 average rating, 124 reviewsMontclair Creekside Retreat
May 30 – Jun 6
Apartment in Mill Valley
4.87 out of 5 average rating, 663 reviewsMill Valley Retreat
Apr 25 – May 2
Guest suite in Berkeley
4.93 out of 5 average rating, 549 reviewsGarden Apt. with Gourmet Vittles
Oct 16 – 23
Apartment in Oakland
4.87 out of 5 average rating, 269 reviewsMontclair Retreat-quiet, elevator, in unit laundry
Jul 5 – 12
Guest suite in San Jose
4.88 out of 5 average rating, 644 reviewsHillside Retreat Private 2-Room Guest Unit & Pool
Jul 15 – 22
Train in Cupertino
4.92 out of 5 average rating, 345 reviewsCaboose in the redwoods just outside of Cupertino
Oct 29 – Nov 5
Home in Stinson Beach
4.93 out of 5 average rating, 257 reviewsLuxury and Design- 200 ft or 1 min walk to beach
Oct 11 – 18
Family-friendly home rentals with a pool
Guesthouse in San Rafael
4.9 out of 5 average rating, 380 reviewsRomantic Mtn Studio - Pool, Sauna, Views!
Mar 3 – 10
Guest suite in San Jose
4.92 out of 5 average rating, 116 reviewsQuiet and Comfortable Studio
May 22 – 29
Guesthouse in Monte Sereno
4.9 out of 5 average rating, 186 reviewsGreenwood Guest House, a Peaceful Oasis
Feb 17 – 24
Home in Portola Valley
4.92 out of 5 average rating, 137 reviews3 BR Home on Vineyard nr Palo Alto & Stanford
Jun 1 – 6
Condo in Mountain View
4.95 out of 5 average rating, 122 reviewsSpacious Top Floor Condo Retreat
Jun 8 – 15
Home in Menlo Park
4.85 out of 5 average rating, 155 reviewsModern French Country Style Home
Feb 15 – 22
Home in San Jose
4.92 out of 5 average rating, 154 reviewsSplash Pad
Jan 22 – 29
Guest suite in San Rafael
4.87 out of 5 average rating, 433 reviewsSTUNN SF BAY/ MT TAM VIEW, LRG APT. SLEEPS 6, POOL
Mar 25 – Apr 1
Quick stats about vacation rentals that are family-friendly in Hillsborough
Total rentals
60 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
60 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Total number of reviews
2K reviews
Destinations to explore
- Sacramento Vacation rentals
- Monterey Vacation rentals
- Carmel-by-the-Sea Vacation rentals
- Santa Cruz Vacation rentals
- Berkeley Vacation rentals
- Big Sur Vacation rentals
- Palo Alto Vacation rentals
- San Francisco Bay Area Vacation rentals
- San Francisco Bay Vacation rentals
- Santa Barbara Vacation rentals
- San Jose Vacation rentals
- San Francisco Vacation rentals
- Family-friendly rentals United States
- Family-friendly rentals San Francisco
- Family-friendly rentals California
- Family-friendly rentals San Jose
- Family-friendly rentals Sacramento
- Rentals with a washer and dryer Hillsborough
- Rentals with pools Hillsborough
- Rentals with outdoor seating Hillsborough
- Fitness-friendly rentals Hillsborough
- Rentals with a patio Hillsborough
- House rentals Hillsborough
- Rentals with a hot tub Hillsborough
- Pet-friendly rentals Hillsborough
- Rentals with a fireplace Hillsborough
- Monthly Rentals Hillsborough
- Apartment rentals Hillsborough
- Rentals with a fire pit Hillsborough
- Family-friendly rentals San Mateo County
- 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