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Holiday houses in San Benito County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in San Benito County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
Home in Greenfield
4.81 out of 5 average rating, 196 reviews

Spacious Furnished Home Near Pinnacles Hwy 101

Built in 1954. Mainly original single-family home. Unwind inside private home! Equipped with 1 full size bed, 1 queen size bed, and 1 cal king bed. 1 full bathroom in master bedroom. 1 shared full bathroom. Full size kitchen, living room, and backyard. Greenfield is located in south Salinas Valley. It’s a rural, small town bustling with agricultural. Located two streets from HWY 101, nearby Pinnacles National Park/ 30 mins to Salinas/ 55 mins to Monterey Peninsula/ 1 hour to Paso Robles🌈

Top Guest favourite
The exterior of the cottage is presented with a brick patio area surrounded by well-maintained lawn and landscaping. Two wooden chairs are positioned on the patio, set against the backdrop of the cottage's welcoming entrance. A clear blue sky visually enhances the inviting scene.
Home in Salinas
4.91 out of 5 average rating, 312 reviews

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.

Top Guest favourite
A spacious sectional sofa in light beige is positioned in an inviting living area. A round wooden coffee table is centered in front, adorned with a small plant and decorative items. Two framed artworks hang on the wall, and natural light enters through the windows.
Guesthouse in Hollister
5 out of 5 average rating, 33 reviews

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.

Top Guest favourite
The exterior of a mint green bunkhouse is shown, featuring a sloped roof, a welcoming front porch with steps, and multiple large windows allowing natural light. The surrounding area includes trees and a grassy yard, creating a charming rural ambiance.
Farm in Paicines
4.93 out of 5 average rating, 85 reviews

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!

Guest favourite
A well-lit bedroom is accessed through an open door, featuring a spacious bed with a textured beige coverlet. Natural light enters through a window with white blinds, and a decorative mirror is positioned nearby, enhancing the room's bright and airy feel.
Condo in Hollister
4.92 out of 5 average rating, 107 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

Top Guest favourite
The living room features a rustic stone fireplace as a focal point, accompanied by a glass coffee table displaying several books. A cozy leather sofa and an elegant armchair add comfort to the space, while a large window allows natural light to illuminate the room.
Home in Salinas
4.99 out of 5 average rating, 97 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

Top Guest favourite
A gated entrance leads guests along a well-paved driveway lined with mature trees and lush vineyards. Rolling hills serve as a backdrop, complementing the serene landscape under a clear blue sky.
Guesthouse in Hollister
4.96 out of 5 average rating, 104 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!

Guest favourite
Home in San Juan Bautista
4.95 out of 5 average rating, 128 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.

Guest favourite
A modern living area features a large sectional sofa in grey and an accent chair in teal. A coffee table sits in the center, surrounded by a soft area rug. Wall art adds visual interest, and a large television is positioned against a light-colored wall beside a window.
Home in Hollister
4.99 out of 5 average rating, 121 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.

Top Guest favourite
Farm stay in Paicines
4.96 out of 5 average rating, 128 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.

Top Guest favourite
Tiny home in Hollister
5 out of 5 average rating, 9 reviews

Private Casita | Fire Pit & Mountain Views

Escape to La Casita, a private retreat on our peaceful 5-acre Spanish Hacienda estate. Enjoy mountain views, a private fire pit, and star-filled skies in a quiet countryside setting. Perfect for couples, solo travelers, and remote workers seeking to relax and recharge. Conveniently located near wineries, downtown Hollister, and within driving distance of Pinnacles National Park. Wake to birdsong, enjoy nearby horses, and experience the charm of country living.

Guest favourite
A covered porch features two bright red Adirondack chairs facing a stone fire pit. The surrounding landscape includes gently rolling hills under a clear blue sky, complementing the peaceful ambiance of the hillside retreat.
Tent in San Juan Bautista
4.97 out of 5 average rating, 239 reviews

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.

Popular amenities for San Benito County holiday rentals