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

10-Min SFO *A/C* Modern Comfort 2BR Family Retreat
Welcome to our beautifully remodeled 2-bedroom home, just minutes from Downtown San Mateo! Whether you’re a couple, a family, or a business traveler, this is the perfect spot for you. Enjoy a fully equipped kitchen, comfortable living space, and kids-friendly amenities. Explore San Mateo's vibrant neighborhoods or take a short drive to San Francisco. We've thought of everything to make your stay comfortable, including fast WiFi and plush bedding. Book now and experience the best of the Bay Area!

Private 1 bedroom suite for quick SFO trip withA/C
1 bedroom 1 bathroom guest suite with private entrance. Good for a short SFO trip. But be aware it might not fit family vacation need! Newly remodeled kitchen, full bathroom, Wi-Fi, gas cooktop, coffee maker, toaster, microwave. Soft foam topper queen bed. Convenient for Bay Area commuter, 15 mins driving to SFO airport. Close to 101, 280 freeway. 30 mins driving to San Francisco or 50 mins to San Jose. 15 mins walk to grocery store, Starbucks and restaurants. Easy and free street parking.

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.

Private Garden Cottage
Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.

Gracious Flat in Downtown San Mateo
Don't miss your chance to stay in this historic mansion in downtown San Mateo- with new elegant touches placed throughout the flat, you can enjoy the old with the new. 3 blocks from San Mateo Caltrain, Philz coffee and all that lovely downtown San Mateo has to offer. Includes free parking & shared on site coin-operated laundry facilities. If you're modern urban people who accept noise from the train/other tenants & love the vibrant downtown diversity, this is the perfect place for you.

Cozy private in-law suite, close to SFO, fast WiFi
Newly renovated, spacious in-law unit in the Belmont hills with a private entrance and Bay views. This adorable space is cozy and great for a weekend respite or remote work. SFO airport is just 15 mins away. Close by Stanford and San Carlos. Short drive to hiking trails and 30 mins away from the Pacific ocean. Easy access to San Francisco and San Jose, via freeway 101, 280, and 92. 🌞 Solar-powered through the day with battery 🔋 back-up at night. No outages and eco-friendly. 🌲

Newly remodeled 2bed/1bath close to SFO
Welcome to my sweet home! A Safe and quite neighborhood! Newly remodeled bathroom. Conveniently located near SFO airport, easy access to Free way 101 and Caltrain. 5 min drive to downtown San Mateo where you can find restaurants, shops and theater. 1 block away from a shopping plaza where has Chavez super market, Mexican, Indian, and Chinese restaurants, salon, and foot massage. 5 min drive to SFO airport, 20 min to SF downtown or San Jose. Brand new washer/dryer. Free Wifi

Hidden French Gem for Fam/Biz~near Caltrain,SFO
Highly welcome respectful travelers to step through the 750ft super quiet European-style private studio with secluded bay view. Curl up in front of the 4K TV for movie nights at this stylish, soundproofed nest with a luxury mattress, washer and dryer! — welcome infant & kids. — Read everything to avoid surprises. — 5 min walks to park, Caltrain/restaurants; 10~13 min drive to SFO/Stanford; 20-25 min SF. — No pets, no smoking/vaping, no party! — book for 3 if need single bed

Modern room & loft, private entrance
Modern room & loft with private entrance & private bathroom. Completely private space + free parking + self check-in + superfast Wi-Fi (940 Mbps). Conveniently located in a quiet & safe residential neighborhood with Bayhill Shopping Center, Tanforan Mall, BART and Caltrain stations nearby. Easy access to highway 101 & 280, SFO airport (6-minute drive or 3 miles), San Francisco (16-25 minute drive to downtown), and San Francisco Baking Institute (11-minute drive).

Luxury King Bed & Spa Bathroom
Our spacious guest suite has its own private entrance, comfortable pillow-top king size bed, work-friendly laptop desk, hi-speed wifi, spa bathroom with heated floor, mini fridge, and microwave. The guest suite is part of the main home, but there are no shared spaces and the areas are separated by a locked solid wood door & noise-dampening cushions. Our guest suite is ideal for couples visiting family in the neighborhood.

New modern 1 bedroom unit
New modern 1 bedroom/studio unit in beautiful residential neighborhood near the water. Separate entrance that is fully furnished with top of the line appliances and high ceilings. Full size bed. Close access to highway 101, 92 and 280. Plenty of shopping nearby, Bridgepointe Shopping Center and Hillsdale Mall. Need to relax, stroll down to Gull Park to enjoy the water. Kayak and Stand-up Paddle Board available to borrow

New, modern quiet private studio
New modern private studio attached to the main house with a private staircase entrance. Easy free parking in front of the entrance. Located in heart of the Bay Area: 15 minutes to SFO airport, 19 minutes to Half Moon Bay, 17 minutes to Stanford. Enjoy nice views with morning coffee. Ideal for 1-2 guests. Working desk, wifi, tv, comfortable linens, small fridge, microwave and Phillips coffee machine.
Popular amenities for San Mateo family-friendly rentals
Family-friendly home rentals with a hot tub

Mission Private 1BR/BA Garden Suite Separate Entry

Private Garden Cottage in Belmont Hills

Guesthouse Garden Retreat

Secluded luxury cottage & hot tub

Apartment w hot tub / forest & ocean view

Near SFO! Clean&Spacious Hot Tub w/ Stunning Views

Tropical Garden Cottage +HOT TUB &POOL by Downtown

5 min to SF, Luxurious couple retreat,spa,balcony
Family- and pet-friendly home rentals

Modern newly built Spaceroom

Bicycle Shack @ La Honda Pottery

★EV+★Hillside SFO View★Home Theater★Pool Table

Serene Modern Home with Yard & Parking

Private cottage in a garden

New convenient comfortable studio

Adorable Garden Cottage near Stanford

Small Beach Cottage Near the Coastal Trail
Family-friendly home rentals with a pool

Lakeside Retreat (w/ private parking)

Delightful Tiny Home in the Redwoods !

Pool, Jacuzzi, Sauna, Huge Views, gated, ADU

Separate entry room near Stanford

Rustic Cabin in the Redwoods

Beautiful Spacious Living w/Resort Like Feel

3 BR Home on Vineyard nr Palo Alto & Stanford

Garden Oasis Studio with Spa and Pool Walnut Creek
When is the best time to visit San Mateo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $314 CAD | $349 CAD | $337 CAD | $328 CAD | $366 CAD | $381 CAD | $386 CAD | $379 CAD | $348 CAD | $334 CAD | $325 CAD | $320 CAD |
| Avg. temp | 11 °C | 12 °C | 13 °C | 14 °C | 16 °C | 17 °C | 18 °C | 18 °C | 19 °C | 17 °C | 14 °C | 11 °C |
Quick stats about vacation rentals that are family-friendly in San Mateo

Total vacation rentals
Explore 190 vacation rentals in San Mateo

Verified guest reviews
Over 7,390 verified reviews to help you choose

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
190 of San Mateo vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across San Mateo rentals

4.8 Average rating
San Mateo stays are highly rated by guests—averaging 4.8 out of 5!
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