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 favorite

Guest suite in San Mateo

4.92 out of 5 average rating, 313 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.

Guest favorite

Home in San Mateo

4.87 out of 5 average rating, 229 reviews

❤️Charming Best Location 2B/2B Near SFO

This beautiful 2B/2B house boasts a lovely front garden view. Features include a full kitchen, central heating, and an in-house washer/dryer. Garage or driveway parking are available. It's conveniently located just 10 minutes from SFO Airport, making it an excellent choice for vacations, business, and professional stays. Enjoy high-speed internet and a new 50” QLED smart TV. The property is within walking distance to Roblox's office and the San Mateo Event Center, with easy access to the 101.

Guest favorite

Cottage in Woodside

4.98 out of 5 average rating, 372 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!

Guest favorite

Guesthouse in Half Moon Bay

4.82 out of 5 average rating, 478 reviews

Cozy beach bungalow near harbor & coastal trails

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 favorite

Guest suite in Woodside

4.88 out of 5 average rating, 365 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.

Guest favorite

Cottage in San Carlos

4.97 out of 5 average rating, 218 reviews

Carmelita Creek House

The creek house is on a beautiful tree lined street, walking distance to downtown San Carlos. The house is a spacious one bedroom cottage with designer finishes and gorgeous vaulted ceilings. You will be surrounded by mature redwoods on the peaceful balcony and one with nature at the fire pit overlooking a year round creek. Amenities include a full sized kitchen, comfortable workspace, washer/dryer, fast WiFi, cable TV and a gas fireplace. We live in the main house on the property.

Guest favorite

Townhouse in Palo Alto

4.96 out of 5 average rating, 113 reviews

Cozy Room with "Private" Entrance, quiet neighbhd

Our charming private guest room (suite) is located on the first floor of a townhouse if you want a private, comfortable, and centrally-located place. The room has a queen-sized bed, a huge closet, and a stocked bathroom. Our self-check-in system allows for flexible check-in times anytime after 3 pm. Ideal for Stanford or downtown Palo Alto visitors, nearby grocery and convenience stores. An excellent choice for a comfortable and private stay in Palo Alto.

Guest favorite

Train in Cupertino

4.92 out of 5 average rating, 380 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.

Guest favorite

Guesthouse in Woodside

4.99 out of 5 average rating, 515 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.

Guest favorite

Guesthouse in Atherton

4.99 out of 5 average rating, 191 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.

Guest favorite

Rental unit in El Granada

4.86 out of 5 average rating, 442 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.

Guest favorite

Guesthouse in Hillsborough

4.95 out of 5 average rating, 874 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.