Family-friendly holiday rentals in San Benito County

An Ideal Stay for Tourists/Events/Family Reunions

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!!

Studio El Oceano-New Monterey Bay Relaxing Studio

This unique place has a style all its own. Come enjoy our wonderful private studio just a drive a way from beautiful Monterey Bay. The studio has a modern vibe decor with exquisite attention to detail while keeping every amenity in mind to make your stay comfortable and relaxing. It is attached to the house, with a private entrance and shares a patio with other Airbnb guests. Located in a colorful, working-class neighborhood in Salinas, conveniently located to grocery stores and restaurants.

The Highlands House at Pessagno Winery

The newly renovated Highlands House 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 Pessagno Winery & Tasting Room will complete your wine country experience. Driving proximity to beautiful Carmel / Valley and Monterey with great dining and attractions provides the best Monterey County has to offer.

Comfy 4BR House w/AC for Family or Business

Spacious, air-conditioned 4-bedroom home with 3 full bathrooms, a loft, kitchen, family room, and laundry room with washer/dryer. Includes 2 smart TVs and sleeps up to 10 guests with 6 beds: 1 king, 1 queen, 2 full, and 2 twin beds—perfect for families, groups, and work crews on assignment. Located in a safe, quiet neighborhood with free parking, close to shopping, a 24-hour supermarket, Hwy 101, and near Laguna Seca, Monterey, Carmel, and Big Sur—an ideal stop between San Francisco and LA.

Downtown Hollister Q Bed Fully Stocked kitchen

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

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 (that will be collected upon arrival). We offer a 12x12 dog kennel. Gardeners come early TUESDAY MORNINGS

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.

Piney Creek Retreat

When you are ready to take a break from it all, escape to the mountains and relax in your 400 sq ft attached but private studio. Lounge by the pool during the day, and unwind in the hot tub with your favorite glass of wine from one of the many nearby wineries. When you are ready to mingle again, Carmel Valley Village is 45 min away, with Carmel by the Sea and Monterey being another 15 min. For the adventurous, Arroyo Seco campground is less than 10 min; and Pinnacles NP is 45 min.

2-Story Family, Dog Stay w/King Bed, Yard, Grill

This tall-ceiling, 2-story home is perfect for an intimate reunion with your friends, family, & pets. - 1 King bed, 3 Queens, 1 Twin XL - Fenced backyard & patio - 1 Gbps high-speed internet - Smart TVs and lights - 2-car driveway, residential street parking - Water softener & filter system - Washer/dryer is only available upon request - Treadmill, office with desk, BBQ grill, & firepit - Small pet-friendly - Just a few blocks away from a grocery, food, & shopping complex

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.

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.

Family & Group Retreat Near Monterey • Sleeps 20

Spacious retreat near Monterey—perfect for families & groups up to 20! Relax in the cedar sauna, enjoy mountain views, and gather for games or cozy evenings. • Spacious living & dining areas with neon wings photo spot • Cedar sauna + outdoor shower • Fire pit & BBQ gazebo • Pool table + dining gazebo • Putting green, cornhole, exercise bike & rower • Kids’ sandbox & splash table • Fully fenced yard + 6 car parking • Superhost hospitality, 200+ 5 star reviews