Family-friendly holiday rentals in Woodside

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Woodside

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Guest house

4.97 out of 5 average rating, 198 reviews

Mt Carmel Cottage Charmer-Bright, Stylish & Clean

Beautiful cottage constructed with its own entry, offering beauty, comfort and privacy for your travel needs. Great location for couples, solo & business travelers alike. Cottage well appointed with many travel needs. Expertly maintained and cleaned. Walking distance to Caltrain (.9 mile), bustling downtown Redwood City (.6 mi), boutiques, coffee, restaurants, parks, movies (1.1 mi) & 5 miles to Palo Alto. Easy access to San Francisco, San Jose and the Silicon Valley. CVD Vaccinated Hosts.

Guest favourite

Cottage

4.98 out of 5 average rating, 371 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 favourite

Guest house

4.82 out of 5 average rating, 477 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 favourite

Guest suite

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 favourite

Townhouse

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 favourite

Guest house

4.94 out of 5 average rating, 121 reviews

Elegant & Convenient RWC Studio

Welcome to an elegant studio with full amenities including a completely stocked kitchen, washer/dryer, off-street parking AND is conveniently located to everything!! Situated in N. Silicon Valley: 5 min to HWY 101; 30 min to 3 major airports (SFO/OAK/SJC) & 30min to San Francisco (26 mi), or skip traffic & walk 10 min to catch Cal train. This place is perfect for couples, solo adventurers, business travelers, and small families with young kids.

Guest favourite

Guest house

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 favourite

Guest house

4.99 out of 5 average rating, 190 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 favourite

Rental unit

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 favourite

Guest house

4.94 out of 5 average rating, 871 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.

Superhost

Rental unit

4.96 out of 5 average rating, 113 reviews

Luxury Studio in the heart of Silicon Valley

Come and enjoy this brand new and newly furnished Studio nestled in the hills. This studio offers luxury and comfort for the most discerning corporate traveler or a perfect place to stay at when visiting the Bay Bay Area. This is a luxurious studio with private entrance. The studio is part of a beautiful house centrally located in Redwood City hills.