
Family-friendly holiday rentals in San Mateo
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Top-rated family-friendly rentals in San Mateo
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for San Mateo family-friendly rentals
Family-friendly home rentals with a hot tub

Game room, 20 min to SF, hot tub, beach 1 block

Private Garden Cottage in Belmont Hills

Separate entry room near Stanford

Garden Oasis Suite with Spa and Pool, Walnut Creek

Guesthouse Garden Retreat

Private Queen Suite-Pool & Hot Tub, private entry

Near SFO! Clean&Spacious Hot Tub w/ Stunning Views

Pool, Hot tub, Sauna I Your Silicon Valley Luxury
Family- and pet-friendly home rentals

Modern newly built Spaceroom

Bicycle Shack @ La Honda Pottery

Modern Pillar Point View Suite

Beautiful Spacious Living w/Resort Like Feel

Step back in time on this beautiful classic yacht

Adorable Garden Cottage near Stanford

Charming Studio

Lovely Craftsman Bungalow
Family-friendly home rentals with a pool

Quiet Poolside Cottage for Solitude

Lakeside Retreat (w/ private parking)

Delightful Tiny Home in the Redwoods !

Pool, Jacuzzi, Sauna, Huge Views, gated, ADU

Rustic Cabin in the Redwoods

Little Poolside House near Downtown Mountain View!

Cozy BUS on Farm Animal Rescue with CITY VIEW

Tropical Garden Cottage +HOT TUB &POOL by Downtown
Quick stats about holiday rentals that are family-friendly in San Mateo
Total rentals
200 properties
Total number of reviews
7.2K reviews
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
120 properties have a dedicated workspace
Wi-Fi availability
200 properties include access to Wi-Fi
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
- House rentals San Mateo
- Guesthouse rentals San Mateo
- Condo rentals San Mateo
- Rentals with breakfast San Mateo
- Fitness-friendly rentals San Mateo
- Pet-friendly rentals San Mateo
- Rentals with an EV charger San Mateo
- Rentals with a patio San Mateo
- Cabin rentals San Mateo
- Townhouse rentals San Mateo
- Rentals with pools San Mateo
- Rentals with a fireplace San Mateo
- Apartment rentals San Mateo
- Rentals with a washing machine and dryer San Mateo
- Rentals with a hot tub San Mateo
- Rentals with outdoor seating San Mateo
- Cottage rentals San Mateo
- Private suite rentals San Mateo
- Rentals with a fire pit San Mateo
- Family-friendly rentals San Mateo County
- Family-friendly rentals California
- Family-friendly rentals United States
- 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