Holiday rentals in San Benito County

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Top-rated holiday rentals in San Benito County

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

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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

The Highlands House at Pessagno Winery

The quaint and charming 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.

ValueFamilyCheckout

4.91 out of 5 average rating, 320 reviews

Superhost

A wine bottle rests on a rustic wooden post, secured by a unique leather strap and vintage-style accessories. Soft string lights illuminate the welcoming entrance area, featuring wooden rocking chairs and a large sign that reads 'WELCOME'.

Barn in San Juan Bautista

The Bell H Ranch Barndominium.

Get away from it all when you stay under the stars. Enjoy our charming little home on the historic Rancho San Justo Spanish Land Grant. Surrounded by the Gabilan Mountains, decorated in Western decor, separate from the main residence. Near wineries, 5 miles from Historic Mission San Juan Bautista, 45 minutes from Santa Cruz, Monterey and San Jose. Pinnacles National Park is in the same County. There is a barn cat, 2 horses in pastures, a lot of common areas to enjoy. Breathe deep, relax & enjoy

FamilyLocationAccess

4.84 out of 5 average rating, 103 reviews

Superhost

Home in Greenfield

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🌈

FamilyValueComfort

4.8 out of 5 average rating, 204 reviews

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.

Guest house in Hollister

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!

LocationValueSleep quality

4.95 out of 5 average rating, 109 reviews

Guest favourite

Home in San Juan Bautista

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.

ValueLocationBeach

4.94 out of 5 average rating, 144 reviews

Guest favourite

Home in Hollister

Cozy Escape

Welcome to our Cozy Escape! This fully updated and furnished house is the perfect retreat. Step inside and you'll be greeted by a bright and airy open floorplan, featuring a comfy sofa, and a smart TV. The Kitchen is fully equipped. The house has four fully furnished, spacious bedrooms. The bathrooms are sleek with walk-in showers and premium toiletries. Outside, you'll find a covered patio where you can shoot some pool, or enjoy a BBQ and the fire pit with friends and family.

FamilyValueCleanliness

4.94 out of 5 average rating, 96 reviews

Guest favourite

An inviting pool area is framed by a spacious deck and lush landscaping, complemented by a covered outdoor kitchen and seating area. Natural light highlights the vibrant red of the home's exterior against a backdrop of rolling hills and greenery.

Home in Carmel Valley Village

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, hike in nearby Ventana Wilderness, or chill & grill by the seasonal saltwater pool (May-Oct). Upgrade with our popular Poolside Wine & Charcuterie Pairing featuring our very own small-batch VINCENT VINES wines. Perfect for a family or two couples.

ValueLocationLaundry

4.9 out of 5 average rating, 90 reviews

Top guest favourite

Farm stay in Paicines

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.

FamilyValueCheck-in

4.96 out of 5 average rating, 134 reviews

Top guest favourite

A charming yellow cabin with a welcoming porch is surrounded by trees and an open space. Large windows provide natural light, and a glimpse of the cloudy sky can be seen above. The surrounding area features dry grass and the outline of another green building in the background.

Cabin in Paicines

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.

LocationFamilyAccuracy

4.98 out of 5 average rating, 87 reviews

Guest favourite

A charming two-story home is set against a clear blue sky. The exterior features a pleasing combination of grey stucco and a tiled roof. A driveway leads to two garage doors, while lush greenery and vibrant purple flowers enhance the property's appeal.

Home in Salinas

6 Bedroom Coastal Oasis

Tranquility personified - this stunning retreat just minutes away from the Monterey Bay is ready for your coastal getaway. Inside the home, you’ll find a fully equipped chef’s kitchen and an abundance of living space for the whole family to unwind after a long day of exploring all that the Monterey area has to offer. Centrally located near shopping centers, walking trails, and Starbucks. The absolute perfect atmosphere to compliment your journey to the coast.

LocationFamilyDecor

4.89 out of 5 average rating, 87 reviews

Guest favourite

The living room features a comfortable sectional sofa arranged around a central coffee table. A television is positioned against a wall, complemented by a media console. Bright light enters through several windows, and a cozy armchair offers additional seating beside a lamp.

Home in Salinas

A Comfortable Residential House in Quiet Community

This house is located in a nice and quiet neighborhood, kids and families friendly, nearby parks, playgrounds, markets. It's a residential house, so any event or party is forbidden. The house has security camera outside driving way and front door. If you are planning to host an event or party, this is not a suitable place. The house has central heating, doesn't have A/C for cooling. The house has cooking utensils. We also have Netflix pre-set up on the TV.

LocationValueNearby

4.84 out of 5 average rating, 620 reviews

Guest favourite

A covered entryway features a smooth ramp leading to the studio apartment. Flower pots add touches of color, while a picnic table with a checkered cloth is positioned in front. Signs and decor enhance the welcoming environment.

Flat in Salinas

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 add pet to booking. Gardeners come early TUESDAY MORNINGS

LocationValueQuiet

4.8 out of 5 average rating, 551 reviews