
Family-friendly holiday rentals in San Mateo County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in San Mateo County
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

3 BR Home on Vineyard nr Palo Alto & Stanford
Professionally cleaned detached home nestled among an oak grove, waterfall & vineyard in the hills above Stanford (10 min), Palo Alto (20 min), Menlo Park (10-20 min), Mountain View (25 min) and San Francisco and San Jose. Perfect for families and groups; staycations, off-sites or startups visiting Silicon Valley . See resort-style amenities below. LATEST UPGRADES: better AC, faster internet & WiFi6 for lots of devices & bandwidth. Pickleball lines on tennis court; putting green w/ remote tees.
Indoor spacesFamilyLaundry

Poplar Beach Getaway: Family-Friendly, Near Beach!
Family-friendly, relaxed home in a quiet residential neighborhood - 1/2 block from the blufftops, a 10-minute stroll to lovely Poplar Beach, and 1/2 mile from scenic Main Street restaurants, shops, and cafes. 3 bedrooms with queen beds, two baths, a living area, a well-equipped kitchen, a spacious kid-friendly den, and a backyard with a new deck ensure you all have room to spread out and relax after a fun day at the beach or exploring the area. Short drive to San Francisco, Santa Cruz, San Jose.
Indoor spacesFamilyParking

Rustic Cabin in the Redwoods
Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.
Indoor spacesKitchenHospitality

A beautiful Tree house -your own retreat
This charming 2 bedrooms is nestled among the trees in beautiful Woodside, California. This town is 30 minutes from San Francisco and right behind Stanford University. Our tree house is a private, peaceful, modern and a very comfortable detached guest house. The house has a fully equip kitchen, BBQ and very peaceful settings, enjoy nature hikes and be surrounded by peaceful trees and yet just minutes away from town. If your days are not available try airbnb.com/h/woodsidebestplacetostay
KitchenIndoor spacesBathroom

Paradise Treehouse & Heavenly Cabin
A soulful and energetic paradise. Beautiful, private, peaceful & wild surroundings complimented with modern luxuries and comfort. A stunning, unique, & unrivaled experience sure to impact you deeply. Soak in the outdoor tub while you plan your next adventure. Just minutes from the beach, amazing hiking, views and biking. Outfitted with organic latex mattresses, down comforters, top of the line appliances, smoking fast internet and a spectacular wifi sound system with world class acoustics.
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SkyHigh Redwoods Retreat with Bay Views
Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.
KitchenFamilyLayout

5 min walk to Beach, Sleeps 11, perfect for family
Welcome to our beach house in the beautiful Half Moon Bay! Our 2 story home is located in the family-friendly Alsace Lorraine neighborhood, it's perfect for a memorable family vacation. It's 1 block from the scenic coastal bluff trail & Half Moon Bay State Beach. Downtown is a few minutes walk to restaurants, shops & cafes or simply chill on the beach & watch grey whales or dolphins. Each bedroom also has an office desk to make our home an ideal location for working remote.
Indoor spacesFamilyGetting around

Oceanfront w/ Direct Beach Access + New Hot Tub
This private oceanfront retreat offers direct beach access, lush gardens, and a spacious lawn. Walk to restaurants, music venues, and galleries nearby. Relax in the hot tub with ocean views or gather around the fire pit at sunset. Surfer’s Beach and Princeton Harbor are just north, and the Coastal Trail passes by for scenic biking and walking. Enjoy surfing, golfing, horseback riding, swimming—or simply unwind with a cocktail while watching the sunset.
Indoor spacesFamilyAccess

Caboose in the redwoods just outside of Cupertino
This rustic caboose is just 10 minutes from Cupertino and downtown Saratoga, perfect for both business travelers, outdoor adventurers, and everything in between. There are lots of nearby hiking and biking trails, as well as other exciting outdoor activities. Being so close to Silicon Valley, yet feeling so far from it all is a truly unique experience unlike anywhere else. Pets generally ok. Check with hosts. Pets must not be left alone.
KitchenIndoor spacesLocation

SFO 10 Min • Family 2BR + Patio Games • Baby-Ready
Two queen bedrooms, a private patio with lawn games, an in-unit washer/dryer, and a baby-and-toddler setup that covers everything from crib to high chair — this is the Bay Area family home you've been searching for. Ten minutes from SFO, a block from groceries and restaurants, and a short walk to Seal Point Park's waterfront trails, it's the kind of place where you actually unpack and settle in, not just sleep between activities
FamilyKitchenQuiet

Guest House in the Woods
Our guest house is located close to La Honda and Woodside in the North Santa Cruz Mountains. Located in the Redwood forest and looks down onto a beautiful creek from a lovely deck. There are many open space hiking and biking trails within a short drive, and the beach. 5 miles from Alice's Resturant. San Francisco and Santa Cruz are easily accessible. The house has vaulted ceilings and a full kitchen, and laundry.
Indoor spacesFamilyLayout

Entire Private Coastal Retreat - Spectacular Ocean
Guest will enjoy the privacy of being the only residence on the premises - Your own private coastal retreat with spectacular ocean front views. A fully stocked gourmet kitchen with chef’s appliances, ample cookware, basic spices and condiments, luxurious linens and bedding, beach towels, blankets, board games, Apple TV and Netflix, and toiletries for your stay.
FamilyKitchenAccess
Popular amenities for San Mateo County family-friendly rentals
Family-friendly home rentals with a hot tub

Private Garden Cottage Belmont Hills*Pool*HotTub*
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Half Moon Bay Coastal Home Walk Beach & Harbor SPA
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Walk to the Beach from this Ocean Front Home
FamilyIndoor spacesAir conditioning

Secluded Ocean View Apartment / Hot Tub
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Apartment w hot tub / forest & ocean view
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Ocean View House Few Steps from Miramar Beach
KitchenIndoor spacesQuiet

4BR Oasis w/ Hot Tub near Stanford
KitchenFamilyBackyard

Coastal Redwood Getaway on a Creek
Indoor spacesKitchenTV
Family- and pet-friendly home rentals

Serene Modern Home with Yard & Parking
KitchenFamilyBreakfast

Stunning California Coast Airstream (New Listing)
FamilyKitchenSleep quality

Stairway to Heaven - 2 bedroom
Indoor spacesKitchenBackyard

Stylish Spacious Seaside Retreat, Walking to Beach
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Oceanfront Oasis, Sunsets & Crashing Waves
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Bicycle Shack @ La Honda Pottery
FamilyKitchenSolo travel

Private Cottage House - Walk to Beaches Harbor
FamilyIndoor spacesGetting around

Adorable Garden Cottage near Stanford
FamilyKitchenLocation
Family-friendly home rentals with a pool

Luxury Silicon Valley Wellness and Work Oasis
KitchenFamilySolo travel

Separate entry room near Stanford
KitchenIndoor spacesHot tub

Modern 4bd/3ba w/ pool In Downtown MV
FamilyKitchenCheckout

The Hacienda- Santa Cruz Mountain Ridgetop Retreat
FamilyIndoor spacesLocation

Large Home in Palo Alto, 5 bedrooms, Pool
KitchenIndoor spacesTV

Beautiful Spacious Living w/Resort Like Feel
Indoor spacesFamilyAmenities

Modern and Cozy 1BR Apartment in San Mateo with AC
Indoor spacesKitchenNearby

Your spacious home in Silicon Valley (2bd/2ba)
KitchenIndoor spacesGetting around
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- Family-friendly rentals California
- Family-friendly rentals United States
- Stanford University
- Santa Cruz Beach
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Muir Woods National Monument
- Capitola Beach
- Golden Gate Bridge
- Moscone Center
- Oracle Park
- University of California-Berkeley
- SAP Center
- Levi's Stadium
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Pier 39
- University of California San Francisco
- Six Flags Discovery Kingdom
- California’S Great America
- Oakland Arena
- Bernal Heights
- Palace of Fine Arts
- Rodeo Beach
- Seacliff State Beach
- Things to do San Mateo County
- Things to do California
- Art workshops California
- Landmarks California
- Flying California
- Cooking California
- Tastings California
- Wildlife California
- Wellness California
- Food tours California
- Museums California
- Outdoors California
- Cultural tours California
- Shopping and fashion California
- Performances California
- Galleries California
- Water sports California
- Workouts California
- Dining California
- Architecture California
- Things to do United States
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- Shopping and fashion United States
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