
Family-friendly holiday rentals in San Benito County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in San Benito County
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

The Bell H Ranch Barndominium.
Get away from it all when you stay under the stars. Enjoy our charming little home on the historic Rancho San Justo Spanish Land Grant. Surrounded by the Gabilan Mountains, decorated in Western decor, separate from the main residence. Near wineries, 5 miles from Historic Mission San Juan Bautista, 45 minutes from Santa Cruz, Monterey and San Jose. Pinnacles National Park is in the same County. There is a barn cat, 2 horses in pastures, a lot of common areas to enjoy. Breathe deep, relax & enjoy
FamilyIndoor spacesWi-Fi
4.84 out of 5 average rating, 99 reviews
A Spacious Stay Near Monterey|Large Groups
Located in a safe, convenient, quiet, and nice neighborhood, the entire house is ideal for a huge family/ friends reunion. Minutes drive to shopping centers and a 24-hour supermarket. Only 4 miles from I-101. 30 minutes to Monterey Peninsular. A good place to stop by between San Francisco and Los Angeles. Every room in the house is clean, comfy and spacious, guaranteed to be the best option for your travels and rest, also provides you with some everyday cooking utensils.Self-check in and out!!
FamilyIndoor spacesCheckout
4.88 out of 5 average rating, 162 reviews
Cozy Apartment Right Downtown
If your looking for a quality centrally located place to stay. Fifth Street Retreat is your choice. RIGHT DOWNTOWN. We are also close to other cities. If you want the ocean Monterey and Carmel Valley and Santa Cruz is right next door. If you want the city, San Francisco is above us. If your interested in hiking, Pinnacle National Park is in our back yard. Hollister Hills if you are a motorcycle enthusiast. Walking and bicycling trails. So many great restaurants, bakeries and bars. #enjoyus
FamilyIndoor spacesComfort
4.91 out of 5 average rating, 114 reviews
Cozy 10 Acre Prunedale homestead, Central Location
Cozy countryside retreat located in Central California, a short drive away from many major tourist destinations. This home is set on 10 acres of land, perfect for those looking for a private and secluded place to relax with friends and family! Castroville - 10 min Marina State Beach - 15 min Moss Landing State Beach - 20 min Monterey - 25 min Carmel-by-the-sea - 30 min Gilroy Premium Outlets - 30 min Pebble Beach - 35 min Santa Cruz - 40 min San Jose - 50 min San Francisco - 1 hr & 45 min
KitchenFamilyParking
4.99 out of 5 average rating, 103 reviews
Silvio Home at Puma Road Winery
The Silvio Home is located in the heart of the River Road Wine Trail. The stunning backdrop of the Santa Lucia Highlands and breathtaking views of the Salinas Valley farmland promise an unforgettable getaway. The surrounding vineyard along with the adjacent Puma Road Winery & Tasting Room will complete your wine country experience. Driving proximity to beautiful Big Sur, Carmel, Carmel Valley and Monterey with great dining and attractions provides the best Monterey County has to offer.
FamilyIndoor spacesLong stay
4.92 out of 5 average rating, 143 reviews
Luna Llena
Welcome to our spacious studio nestled on the second floor of a detached unit within this picturesque estate. With an enchanting backdrop of Diablo Range mountains, while the surrounding vineyard provides a delightful ambiance to relish. You can wake up to the occasional misty mornings that add a touch of mystery and charm. prepare to be captivated by the most gorgeous sunsets that paint the sky with hues of enchanting colors. Welcome to your oasis of tranquility and natural beauty!
Indoor spacesKitchenHot tub
4.95 out of 5 average rating, 108 reviews
Ponce's Guest Home
This San Juan Bautista home is located in place where you aren't to far from doing fun activities your family will be close to everything when you stay at this centrally-located place. San Juan bautista Historic park , San juan de Anza National historic trail. Close to Gilroy Gardens Family theme park, Hollister Hills State vehicular ,Water Oasis, 18th barrel tasting room,,Close Monterey county and Santa cruz county and much more. This home has a capacity for small and big family's.
KitchenFamilyLaundry
4.94 out of 5 average rating, 141 reviews
Gazebo Oasis | Spacious home | Central | KingBeds
Welcome to our luxurious 4-bedroom, 3-bathroom retreat that epitomizes comfort and relaxation! This spacious Airbnb home is the perfect haven for your dream vacation. As you step inside, you'll be captivated by the stylish design and inviting ambiance. Cook a feast in the fully stocked kitchen and have plenty of space to serve it on two dining areas. Unwind in the upstairs jacuzzi or enjoy California weather under the backyard gazebo. Enjoy large, comfy beds for great sleep.
KitchenFamilyHiking
4.99 out of 5 average rating, 129 reviews
The Telegraph Office Cabin, near Mercy Hotsprings.
Set on the site of an old town from the 1880's, now a working dairy farm, the "Telegraph Office" is a beautiful and comfortable escape to the charm and serenity of the country. The farm offers a unique opportunity to see where the best milk and dairy products are made. The farm enjoys some of the best sunshine in California, best night sky, mountain views, sunrises and sunsets. Relax, commune with the animals, birdwatch, hike, sit by a campfire, or whatever suits you.
Indoor spacesFamilyHospitality
4.96 out of 5 average rating, 133 reviews
Paicines Ranch, The Garden Cottage
Paicines Ranch is just 20 minutes from Pinnacles National Park (https://www.nps.gov/pinn/index.htm), agriculture, scenic drives and our ranch is a birders' paradise with over 200 species of birds visiting our property. The Paicines Ranch is the perfect location for couples, solo adventurers, and business travelers. The Garden Cottage has two queen rooms and a shared private bathroom. It has a microwave, mini fridge, and a coffee maker with coffee and tea provided.
FamilyIndoor spacesBarbecue
4.86 out of 5 average rating, 116 reviews
A Comfortable Residential House in Quiet Community
This house is located in a nice and quiet neighborhood, kids and families friendly, nearby parks, playgrounds, markets. It's a residential house, so any event or party is forbidden. The house has security camera outside driving way and front door. If you are planning to host an event or party, this is not a suitable place. The house has central heating, doesn't have A/C for cooling. The house has cooking utensils. We also have Netflix pre-set up on the TV.
FamilyIndoor spacesCleanliness
4.84 out of 5 average rating, 618 reviews
Barlocker's Rustling Oaks Ranch - The Studio
The ranch is close to Monterey Bay Aquarium, California Rodeo Salinas, Pinnacles National Monument, John Steinbeck's Museum and Victorian House, and the Laguna Seca Raceway. The ranch studio apartment includes two twin beds, a full bath, and half kitchen. Pets are welcome upon pre-approval from the on-site manager. No pets are to be left unattended. There is a pet fee $25 per night add pet to booking. Gardeners come early TUESDAY MORNINGS
Indoor spacesFamilyHiking
4.8 out of 5 average rating, 547 reviewsPopular amenities for San Benito County family-friendly rentals
Family-friendly home rentals with a hot tub

Pine Canyon retreat
Indoor spacesFamilyQuiet
5.0 out of 5 average rating, 27 reviews
Stunning 3BR Hollister Retreat
FamilyIndoor spacesPets
4.91 out of 5 average rating, 67 reviews
Centrally Located, Bright 4 bedroom home
FamilyIndoor spacesAmenities
4.94 out of 5 average rating, 54 reviews
Luxury modern fully equipped Private studio
Family- and pet-friendly home rentals
Rancho Tranquillo Rustic Chic Glamping Tent
KitchenFamilyBackyard
4.97 out of 5 average rating, 242 reviews
2-Story Family, Dog Stay w/King Bed, Yard, Grill
Indoor spacesFamilyValue
4.84 out of 5 average rating, 134 reviews
The Ranch Retreat, Bunkhouse 3 "The Stall"
KitchenIndoor spacesHiking
4.93 out of 5 average rating, 89 reviews
Oaks Loft and Gathering Barn
KitchenFamilyCondition
5.0 out of 5 average rating, 20 reviews
Farm-stay Cabin-Chic #A Pinnacles National Park
FamilyIndoor spacesWi-Fi
4.94 out of 5 average rating, 62 reviews
6 Bedroom Coastal Oasis
Indoor spacesFamilyOutdoor spaces
4.88 out of 5 average rating, 86 reviews
Cozy Escape
KitchenIndoor spacesAccuracy
4.94 out of 5 average rating, 95 reviews
Mountain View Retreat- Private Entrance ADU
FamilyIndoor spacesLocation
4.93 out of 5 average rating, 91 reviewsFamily-friendly home rentals with a pool

San Juan Bautista Enchanted cottage NOT AN RV
KitchenIndoor spacesSleep quality
4.84 out of 5 average rating, 37 reviews
Serene Vineyard Chateau with Pool, Hot Tub, BBQ
Indoor spacesKitchenNearby
4.9 out of 5 average rating, 88 reviews
5 BR Hacienda | Pool, Hot Tub & 3 King Suites
FamilyKitchenComfort
5.0 out of 5 average rating, 34 reviews
Home near Pebble Beach, Carmel, Monterey
KitchenFamilyLocation
4.83 out of 5 average rating, 18 reviews
AirBnb Farm Charm
FamilyIndoor spacesParking
4.79 out of 5 average rating, 110 reviews
Tiny House with an outdoor Hot Tub - Very private!
KitchenAccuracyView
5.0 out of 5 average rating, 4 reviews
San Juan Bautista studio Cottage
KitchenFamilyLong stay
4.86 out of 5 average rating, 70 reviews
The Nest at Ranch View Estate
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