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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.

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Guest suite in Millbrae

4.78 out of 5 average rating, 1082 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

5–12 Sep

€ 112 per night

Guest house in Half Moon Bay

4.82 out of 5 average rating, 424 reviews

Near harbor & Surfer’s beach, with outdoor Firepit

Guest cottage in village of El Granada w/ocean view from property. 5-minute walk to Surfer’s beach & 2-minute drive to harbor. Go biking or take a stroll on the paved coastal bluff trail. Hiking in the hills behind the cottage in Quarry Park. Full kitchen with 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. 5-min drive to Main St.

10–17 Jun

€ 180 per night

Guest favourite

Guest suite in San Mateo

4.92 out of 5 average rating, 299 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.

20–25 Jul

€ 166 per night

Guest suite in Los Altos Hills

4.8 out of 5 average rating, 148 reviews

A private hillside suite nestled among oaks

Better than the Four Seasons or the Rosewood! Beautiful, compact, private in-law suite in the walk out basement of our modern home. Enter via outdoor stairs from parking area to suite. Serene bay views and lush greenery below grand oaks. Your suite has a very comfortable King bed, Japanese washlet, closet space, TV, wi-fi, private washer/dryer, fully equipped kitchen with gas stove, microwave, fridge/freezer & dishwasher. Ceiling fan, radiant in-floor cooling/heating. Private parking. 280 SF.

17–24 Jul

€ 153 per night

Guest favourite

Cabin in Woodside

4.97 out of 5 average rating, 342 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!

4–11 Apr

€ 192 per night

Guest favourite

Guest suite in Woodside

4.89 out of 5 average rating, 340 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.

29 Jul – 5 Aug

€ 134 per night

Guest favourite

Home in Redwood City

4.97 out of 5 average rating, 289 reviews

Private suite

Our home offers a private getaway perfect for business or a place to relax outside the city. Enjoy your private deck, complete with jacuzzi, and enter our large, sunny suite. Features Cal-King bed, on suite bath with heated tile flooring and bluetooth shower speaker. On site kitchenette includes mini bar, microwave, toaster oven, coffee maker & fridge/freezer. High speed WIFI connection and desk for workspace. Smart TV with blu ray, DVD, and cable.

22–29 Jun

€ 167 per night

Guest favourite

Train in Cupertino

4.92 out of 5 average rating, 345 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.

1–8 Dec

€ 213 per night

Guest favourite

Guest house in Woodside

4.99 out of 5 average rating, 483 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.

1–8 Feb

€ 224 per night

Guest favourite

Guest house in Atherton

4.99 out of 5 average rating, 174 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.

8–15 Jan

€ 176 per night

Guest favourite

Flat in El Granada

4.87 out of 5 average rating, 402 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.

1–8 Apr

€ 175 per night

Guest favourite

Guest house in Hillsborough

4.95 out of 5 average rating, 810 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.

11–18 Oct

€ 137 per night

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Popular amenities for San Mateo County family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Apartment in Mountain View

4.95 out of 5 average rating, 122 reviews

Spacious Top Floor Condo Retreat

16–23 Aug

€ 305 per night

Guest favourite

Flat in Burlingame

4.97 out of 5 average rating, 403 reviews

Home away from home in wonderful Burlingame

31 Jul – 7 Aug

€ 195 per night

Guest favourite

Home in Half Moon Bay

4.98 out of 5 average rating, 313 reviews

Half Moon Bay Coastal Home Walk Beach & Harbor SPA

3–10 Apr

€ 543 per night

Guest favourite

Home in Portola Valley

4.92 out of 5 average rating, 137 reviews

3 BR Home on Vineyard nr Palo Alto & Stanford

1–6 Jun

€ 569 per night

Bungalow in Redwood City

4.81 out of 5 average rating, 100 reviews

Craftsman Bungalow in Silicon Valley

14–21 Sep

€ 374 per night

Guest favourite

Home in Palo Alto

4.92 out of 5 average rating, 162 reviews

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

20–27 Jun

€ 714 per night

Guest favourite

Home in Burlingame

4.98 out of 5 average rating, 143 reviews

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

12–19 Jul

€ 693 per night

Home in San Mateo

5.0 out of 5 average rating, 10 reviews

Gorgeous 4 bd, 3 bath w/ stunning View

20–27 Jul

€ 523 per night

Family- and pet-friendly home rentals

Guest favourite

Guest house in San Leandro

4.92 out of 5 average rating, 118 reviews

Charming Backyard Guest House with Koi Pond

6–13 Nov

€ 142 per night

Guest favourite

Guest house in Menlo Park

4.93 out of 5 average rating, 139 reviews

Luxury Guesthouse in the heart of Silicon Valley

7–14 Nov

€ 248 per night

Guest favourite

Flat in Mountain View

4.86 out of 5 average rating, 265 reviews

Executive Downtwn Contemporary 2BR Groundfloor Apt

15–22 Mar

€ 205 per night

Guest favourite

Home in San Bruno

4.88 out of 5 average rating, 187 reviews

Family Friendly great for 2 familys

3–10 May

€ 338 per night

Guest favourite

Flat in Half Moon Bay

4.94 out of 5 average rating, 196 reviews

The Captain's Quarters

2–9 Apr

€ 457 per night

Guest favourite

Home in East Palo Alto

4.96 out of 5 average rating, 552 reviews

Stunning World Traveler, Art Filled, Lush Garden, Eco Home

1–8 Jun

€ 358 per night

Guest favourite

Flat in Pacifica

4.97 out of 5 average rating, 118 reviews

Beach Front Luxury property only 7 miles to SF

28 Oct – 4 Nov

€ 815 per night

Guest house in Palo Alto

4.93 out of 5 average rating, 153 reviews

1 Bedroom downtown - Great for Business & Family

6–13 Jun

€ 234 per night

Family-friendly home rentals with a pool

Home in Burlingame

4.86 out of 5 average rating, 155 reviews

Cozy, Spacious Villa with Private Pool & Bay View!

16–23 Sep

€ 971 per night

Home in Menlo Park

4.85 out of 5 average rating, 155 reviews

Modern French Country Style Home

20–27 Mar

€ 1,241 per night

Guest favourite

Guest house in Redwood City

4.97 out of 5 average rating, 75 reviews

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

29 Nov – 6 Dec

€ 250 per night

Home in San Mateo

4.6 out of 5 average rating, 63 reviews

Life House

6–13 Jun

€ 361 per night

Flat in Menlo Park

5.0 out of 5 average rating, 4 reviews

Upscale 2BR in Menlo Park | Kitchen + Laundry

25 Nov – 2 Dec

€ 386 per night

Guest favourite

Home in Menlo Park

4.89 out of 5 average rating, 76 reviews

Spacious Home in the Heart of West Menlo Park

20–27 Jul

€ 1,103 per night

Flat in Palo Alto

5.0 out of 5 average rating, 11 reviews

Spacious, quiet and convenient

29 Oct – 5 Nov

€ 281 per night

Guest favourite

Villa in Menlo Park

4.81 out of 5 average rating, 26 reviews

Mid Century Modern Living w/Pool

22–29 Dec

€ 901 per night

Destinations to explore