
Vacation rentals in San Benito County
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Top-rated vacation rentals in San Benito County
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Beautiful Log Cabin near Pinnacles at Bar SZ Ranch
Take a trip back in time at our Ponderosa Log Cabin, conveniently located near Pinnacles National Park. This 2100 sq ft, 3 bd/2.5 ba home is cozy and spacious, with views of surrounding pastures and mountains. Enjoy sitting on the wraparound porch, BBQing in the backyard, and cozying up by the stone fireplace. You can also join us at the barn to meet our animals! Set on 2200 acres in its own valley with California oak trees and golden hills, the Bar SZ Ranch offers a unique country experience.

Love Nest-1000 Acres & Hiking Near Pinnacles Park
Just 10 minutes to Pinnacles, Love Nest is private and charming; perfect for 1-2 guests. The 'log cabin' exterior is fitting and interior reminiscent of “Gone with the Wind” era. Included; queen bed, tapestry love seat, 'faux fireplace' heater, A/C, DVD player, refrigerator, microwave, electric tea kettle, coffee/teas, quality bed linens, towels, essentials (shampoo/conditioner, body wash, soap, toilet paper etc) with a small closet for belongings. Bathroom is private w/toilet, sink and shower.

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.

Downtown Hollister 1 BR 1 BA Free Parking & WiFi
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

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

Foothill Oasis Near Monterey – Relax & Play!
Escape to a newly renovated foothill retreat 35 mins from Monterey! Perfect for families or groups, this modern-rural home features: • 6-car parking & barrier-free access • Fully equipped kitchen • Spacious backyard w/mountain view • Zen style spa corner: sauna, shower, bench & water fountain • Outdoor gazebo, fire pit, BBQ, dining area • Fun for all: putting green, pool table, cornhole, exercise bike, rowing machine • Kids’ play area: boat sandbox & rainforest splash table

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!

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.

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.

Farm-stay Cabin-Chic #A Pinnacles National Park
You will love the open concept of Ranch & Cabins. Immerse yourself into Nature. You will see many Longhorns on the property which are fenced in. Hiking, biking, all-terrain park near by. Star gaze & watch the many animals to view from large decks. The Pinnacle national Park known for its rock climbing & condors is a great way to spend the day hiking, going through caves, and catching waterfalls.
Popular amenities for San Benito County vacation rentals
Other great vacation rentals in San Benito County

Private one-bedroom residential home in Salinas

Guest Room w/ Dedicated Bathroom

Comfy, clean full bed 30 minutes from Monterey!

Esau's First Floor Queen Bed w/Private Bathroom

Private deck/separate entrance to a country room

Cozy Bedroom a Quiet Community

BR #4 - La Casa aFortunada! "The Lucky Home"

Private Country Charm on 2.5 acres
Destinations to explore
- Pinnacles National Park
- Pfeiffer Big Sur State Park
- Gilroy Gardens Family Theme Park
- Sand City Beach
- Moss Landing State Beach
- Eagle Ridge Golf Club
- Fort Ord Dunes State Park
- Zmudowski State Beach
- Monterey State Beach
- Salinas River State Beach
- Del Monte Golf Course
- Garland Ranch Regional Park
- McWay Beach
- CordeValle Golf Club
- Island Beach
- Ft Ord Beach
- Scheid Vineyards - Winery & Tasting Room
- Manzoni Estate Vineyard
- Jetty Beach
- Solis Winery