Holiday rentals in San Benito County

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 (heating fee) 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.

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.

The Ranch Retreat, Bunkhouse 3 "The Stall"

Experience a stay like no other in the historic Ranch Retreat bunkhouses from the 1930's on this working cattle ranch in the glorious Gabilan Mountains. Smack dab in the middle of California. Lounge under the Majestic Oaks as you bird watch, paint, write, or hike through the rolling hills where Hammond Livestock Company raise their grass fed cattle. Just down a country road from Mercy Hotsprings, Pinnacles State Park, Panoche Hills Observatory, San Benito Historic Park and so much more!

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

Casa Rosa -1000 Acres Near Pinnacles Nat'l Park

Our charming La Casa Rosa Cottage features comfortable sitting and dining areas with views of our olive trees and rolling hills. Main level has a master bedroom, bathroom, small living room, dining room and a 'loft style bedroom' downstairs with a twin trundle bed. Private backyard provides amazing stargazing! Tennis, basketball, game room, hiking trails, farm animals (llamas, alpacas, horses, donkeys, peafowl, 2 friendly ranch dogs, cats, etc). Only 10 miles to Pinnacles East entrance.

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.

Serene Vineyard Chateau with Pool, Hot Tub, BBQ

Disconnect from city life in the heart of Carmel Valley wine country. The Vineyard Chateau sits on 5 creek-front acres with a working Merlot vineyard and countless amenities. Explore 25+ wine tasting rooms in Carmel Valley Village, a scenic hike in nearby Ventana Wilderness, or chill & grill by the seasonal saltwater pool (May-Oct). Add a personalized on-site wine experience, massage, or private chef for an even more unforgettable getaway. Perfect for a family or two couples.

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.

2-Cabins Sleeps 8 The Pinnacles & Hollister Hills

The 2 cabins close but far enough away for privacy. Bring your relaxed mood. Reconnect with nature at this unforgettable pair of Tiny homes. Open feel w/ plenty of area all to yourselves, Gaze at the unobstructed sky, full of beautiful stars, sunrises & sunsets. Enjoy looking at the Olive groves, Vineyards, Longhorns, Horses, Bunnies, Owls, Birds, Coyote, if you want nature with all the comforts this is your spot. Come and make some unforgettable memories.

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.