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Family-friendly vacation 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.

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Guest suite in Millbrae

4.78 out of 5 average rating, 1,128 reviews

Charming Private Studio Near SFO

Private studio overlooks a beautiful garden is minutes away from the Bart Station and SFO Airport! Enjoy a bathroom, wi-fi, outdoor garden area, parking for a perfect little getaway/vacation. Queen bed and couch. Please note this listing only accommodates for two people and we do not accommodate additional guests. We hope you respect this rule as the neighborhood is quiet and would like to respect our neighbors. Infants and children are considered as guests. Note: No Kitchen, 3 night max stay

Home in Portola Valley

4.93 out of 5 average rating, 142 reviews

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.

Guest suite in San Mateo

4.92 out of 5 average rating, 310 reviews

San Mateo Getaway Private 2 Bedroom

Bright & spacious 2 bedroom apartment with beautiful backyard in San Mateo. In-law apartment with private entrance dedicated to hosting guests. Located in quiet residential neighborhood, but close to activities for families and singles. Amenities include wet bar area with toaster oven, coffee maker, mini fridge and microwave! Laundry available upon request. Easy access to San Francisco/San Jose via 280 & 101. Close to SFO, Cal train/BART and Downtown San Mateo. Lots of street parking.

Cottage in Woodside

4.97 out of 5 average rating, 363 reviews

Kings Mountain Studio Cabin

Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those who are inclined to have an active lifestyle, We are close to Purisima Creek, Huddart Park, and El Corte De Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space) 20 minutes away from Half Moon Bay with beautiful beaches and 30 min. from Stanford, Palo Alto. We are adjacent to The Mountain House Restaurant. Res recommended. Short drive to local breakfast place. NO PETS!

Guesthouse in Half Moon Bay

4.82 out of 5 average rating, 461 reviews

Cottage-near Beaches, trails & Harbor

Beach cottage in village of El Granada w/ocean view from property. Walk to Surfer’s beach, 2-minute drive to harbor. Bike or stroll on the paved coastal bluff trail. Kayak in the harbor. Hiking in the hills behind the cottage in Quarry Park. Full kitchen. Attached covered deck. Cable TV & WIFI. Queen size memory foam bed. Sit around the outdoor firepit at night-see the stars & hear the ocean waves. Boat harbor nearby with seafood restaurants, brew pubs & live music. 3 miles drive to Main St.

Guest suite in Redwood City

4.96 out of 5 average rating, 212 reviews

Immaculate 1 K Bed Apt for business or travel

- Private, 650 sq ft, no shared living spaces - Simple self-checkin, keyless entry - Immaculately clean, contemporary, bright - Sunny backyard with fruit trees - Close to Stanford, Kaiser, 101, FB - Kitchenette: microwave, minifridge, coffee maker, toaster, kettle - Large bedroom with king bed - Feather duvet, freshly laundered cover - Fast dependable wireless - TVs: 55" and 32" (bedrm) 100+ free channels or byo streaming - Parking next to entrance - Full laundry (shared with main house)

Guest suite in Woodside

4.88 out of 5 average rating, 361 reviews

Stay Nestled in Ancient Redwoods in Silicon Valley

Welcome to our 6-acre home, High Ground, & have our kid and pet friendly carriage house to yourself! The large studio apt with separate entrance has stunning views of ancient redwood trees + the Bay/Mount Diablo. Immediate hiking trails, wildlife, minutes to: Alice's restaurant (5), Michelin-rated Village Pub (15) highway 280 (15) Palo Alto/Menlo Park/Half Moon Bay/Ocean (30), SFO (35) San Francisco (45). Perfect for a northern CA retreat, business in the Valley or sight-seeing in San Fran.

Train in Cupertino

4.92 out of 5 average rating, 369 reviews

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.

Guesthouse in Woodside

4.99 out of 5 average rating, 502 reviews

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.

Guesthouse in Atherton

4.99 out of 5 average rating, 180 reviews

Charming Cottage near Stanford in Lovely Garden

Relax in our light and airy cottage situated in a beautiful garden setting, the perfect get-away after a day of business meetings or visiting with family. We are close to major Silicon Valley destinations; 45 minutes from San Francisco, San Jose and the beach in Half Moon Bay — easy access to Highways 101 and 280. Our quiet neighborhood full of mature oak trees beckons you to take a walk.

Rental unit in El Granada

4.87 out of 5 average rating, 431 reviews

Studio near Harbor/Half Moon Bay

Studio with a comfy queen sized bed , kitchen and bathroom. Queen air mattress also available (additional charge for more than two guests- please book with the correct number). Second bed is a choice between an air mattress and pull out couch. Blocks from the beach/Princeton harbor and coastside trail. Quaint Half Moon Bay is a couple of miles south, San Francisco is 20 miles north.

Guesthouse in Hillsborough

4.94 out of 5 average rating, 850 reviews

Little Cottage on the Hill

Enjoy a peaceful stay at this charming, secluded detached garden cottage great for a stay-cation or as a work-from-home alternative. Due to the coronavirus, we are taking extra care to disinfect frequently touched surfaces between reservations. The cottage features a queen-sized bed, a fireplace, private bathroom and kitchenette. Perfect for both leisure and Business travelers.

Vacation rentals for every style

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Apartments

Convenient locations with everyday essentials

Popular amenities for San Mateo County family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in Los Altos Hills

4.79 out of 5 average rating, 154 reviews

A private hillside suite nestled among oaks

Home in Half Moon Bay

4.98 out of 5 average rating, 331 reviews

Half Moon Bay Coastal Home Walk Beach & Harbor SPA

Guest suite in San Carlos

4.81 out of 5 average rating, 185 reviews

Sweet Studio -SF Peninsula

Rental unit in Burlingame

4.97 out of 5 average rating, 418 reviews

Home away from home in wonderful Burlingame

Home in Redwood City

4.97 out of 5 average rating, 297 reviews

Private suite

Home in Palo Alto

4.91 out of 5 average rating, 168 reviews

Lovely 4BR house with patio, hot tub (Stanford)

Condo in Mountain View

4.95 out of 5 average rating, 124 reviews

Spacious Top Floor Condo Retreat

Home in Burlingame

4.97 out of 5 average rating, 152 reviews

SFO Luxury House 4BR/3BA near SF & Silicon Valley

Family- and pet-friendly home rentals

Guesthouse in Menlo Park

4.93 out of 5 average rating, 146 reviews

Luxury Guesthouse in the heart of Silicon Valley

Home in San Bruno

4.88 out of 5 average rating, 191 reviews

Family Friendly great for 2 familys

Rental unit in Half Moon Bay

4.94 out of 5 average rating, 201 reviews

The Captain's Quarters

Home in East Palo Alto

4.96 out of 5 average rating, 407 reviews

Large, Comfy, Art-filled, Work-friendly Home

Home in Daly City

4.89 out of 5 average rating, 249 reviews

SF Luxury living! 8bed/5bath 1 block from subway!

Home in Daly City

4.86 out of 5 average rating, 322 reviews

Modern Retreat Free Cleaning

Home in Daly City

4.88 out of 5 average rating, 217 reviews

Spacious Full House 10 Minutes from The Mission

Home in Montara

4.73 out of 5 average rating, 347 reviews

Stunning Oceanview Coastal Home Beach Trails

Family-friendly home rentals with a pool

Guesthouse in Redwood City

4.97 out of 5 average rating, 77 reviews

Cozy 1 BR Pool house with bdrm loft (2 sgl bds)

Serviced apartment in Menlo Park

4.86 out of 5 average rating, 7 reviews

Upscale 2BR in Menlo Park | Kitchen + Laundry

Serviced apartment in Mountain View

4.75 out of 5 average rating, 4 reviews

Sunny & spacious 2BR in downtown Mountain View

Serviced apartment in Menlo Park

4.83 out of 5 average rating, 6 reviews

Upscale 2BR Apt near Meta HQ | Washer/Dryer

Home in San Mateo

4.94 out of 5 average rating, 16 reviews

Life Home

Villa in Menlo Park

4.81 out of 5 average rating, 27 reviews

Mid Century Modern Living w/Pool

Home in Belmont

4.58 out of 5 average rating, 12 reviews

Charming family house in a Great location

Rental unit in Menlo Park

4.38 out of 5 average rating, 8 reviews

Locale Menlo Park | Modern Studio near Caltrain

Destinations to explore