Pet-friendly vacation 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.

Hollister Hills, The Pinnacles & Wine trail CabinB

This open cabin is a tiny home but it feels very open with a large deck. More pics soon! Surround yourself by open Farmland. Fall asleep to unobstructed views of 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 well behaved dogs. Don't leave unattended

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

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.

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.

The Ranch House, near Mercy Hotsprings!

The Ranch House is a beautiful and comfortable escape to the charm and serenity of the country. Just a mile from our working dairy farm which offers a unique opportunity to see where the best milk and dairy products are made. Baby cows graze there too. The Ranch House enjoys some of the best sunshine in California, best night sky, mountain views, sunrises and sunsets. Relax, commune with the animals, birdwatch, hike, or whatever.

Rancho Tranquillo Rustic Chic Glamping Tent

Go eco-friendly glamping in this hillside retreat on a working cattle ranch. The solar-powered luxurious tent features a kitchenette, outdoor shower, private outhouse, covered front porch, and a fire pit. Enjoy expansive views of the valley below. Accessible only by private road, this immersive spot is exclusive, unique and seemingly a world away. Private and rustic, this is glamping at its best! Seasonal: April - Oct.

Brand New House, Family Friendly and Big Backyard

Relax and make yourself at home at our beautiful one level 3 bedrooms and 2 baths home in the heart of Hollister, CA. This accommodation features open concept kitchen, washer/dryer, more... Perfect for family/friends gatherings. Update: Our place is newly renovated, from CARPET to a Hardwood. We do not have an outdoor Hot Tub Thank you, please read below for more details.