Holiday rentals in San Benito County

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.

Cozy Spanish-Style Casita Retreat

Escape to this charming Spanish-style casita, newly renovated to provide a perfect blend of modern luxury and serene tranquility. Nestled on the outskirts of town, this retreat invites you to unwind, relax, and reconnect. The casita is equipped with state-of-the-art appliances, offering everything you need for a comfortable stay. Whether you're whipping up a meal in the modern kitchen or streaming your favorite shows on the smart TV, this space has been designed to cater to all your needs.

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

Cabin B @ Farm. Longhorns, Wildlife, dogs, parks

This open cabin is a tiny home but it feels very open with a large deck. Surround yourself with the beauty of open Farmland. Fall asleep to unobstructed views of the stars & wake up to the warm glow of the sunrise. Vineyards, Olives, Pond, hiking, biking, as well as Pinnacle National park nearby. Hollister Hills is 10 min. away for all terrain riding & hiking trails. Many animals- Coyotes, Horses, Longhorns, Owls here at this tranquil getaway. We welcome dogs & kids. Don't leave unattended

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!

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.

Discover City of Hollister

Discover this charming 3-bedroom home and 2 full bathrooms, located within Hollister city limits, near schools and shopping. The kitchen has granite counters , gas cooktop, an island with 2 built in A/C outlets, and stainless-steel appliances. Enjoy open concept living with a seamless flow to the family room. Smart home amenities and features include a fiber internet connection, solar monitoring, and ceiling speakers. The whole family to this great place with lots of room for fun.

Barlocker's Rustling Oaks Ranch - The Cottage

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 cottage offers two bedrooms, one large full bath including a whirlpool tub, a living room & dining area, full kitchen, and washer/dryer. Pets are welcome upon pre-approval by the onsite manager. Pets cannot be left unattended. There is a pet fee $25 per night can be zelled or paid cash upon arrival .

Estate Casita: Private Fire Pit & Views

Escape to our private 5-acre Spanish Hacienda. This sun-drenched casita is a peaceful sanctuary with a gated entrance, private deck, and dedicated fire pit for stargazing. Perfect for couples or solo travelers visiting Pinnacles National Park or local wineries. Features mountain views, a cozy full bed with premium linens, and a sparkling clean full bath. Experience total privacy and serenity in the Hollister countryside. No shared walls—just peace, quiet, and stunning sunsets.

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.

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.

The Ranch Retreat bunkhouse 4 “ The Saddle”

Enjoy your visit to our historic California Cattle Ranch staying in one of our romantic cabins topping off your “Ranch Retreat” experience. The Gabilan Mountains are calling you to experience their majestic views of Oaks and rolling hills atop the Panoche pass. Forty five minutes south of Hollister on a road less traveled, see some of the most beautiful California landscape unscathed. Bird watch, paint, or do whatever you enjoy most with your most gracious hosts.