Holiday houses 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.

FamilyLocationWalkability

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

LocationFamilyHospitality

4.84 out of 5 average rating, 102 reviews

Guest favourite

The exterior of a two-story house is displayed, featuring a light-colored facade with stone accents. A two-car garage is visible, and the front porch is supported by white columns. Lush landscaping surrounds the entrance, adding to the appealing appearance.

Home in Salinas

A Spacious Stay Near Monterey｜Large Groups

Located in a safe, convenient, quiet, and nice neighborhood, the entire house is ideal for a huge family/ friends reunion. Minutes drive to shopping centers and a 24-hour supermarket. Only 4 miles from I-101. 30 minutes to Monterey Peninsular. A good place to stop by between San Francisco and Los Angeles. Every room in the house is clean, comfy and spacious, guaranteed to be the best option for your travels and rest, also provides you with some everyday cooking utensils.Self-check in and out!!

LocationFamilyNearby

4.88 out of 5 average rating, 163 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🌈

ValueFamilySleep quality

4.8 out of 5 average rating, 204 reviews

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

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

LocationValueCheck-in

4.91 out of 5 average rating, 117 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.

LocationValueParks

4.94 out of 5 average rating, 143 reviews

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

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.

LocationFamilyKitchen

4.99 out of 5 average rating, 129 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.

LocationValueHospitality

4.9 out of 5 average rating, 89 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.

LocationValueGetting around

4.96 out of 5 average rating, 134 reviews

Guest favourite

A quaint cottage is shown, featuring a white exterior with green trim. A path leads to the front door, framed by a large tree and grassy areas. Surrounding hills can be seen in the background, providing a scenic view of the countryside.

Guesthouse in Paicines

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.

LocationValueOutdoor spaces

4.86 out of 5 average rating, 116 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.

LocationFamilyComfort

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.

LocationFamilyAccess

4.89 out of 5 average rating, 87 reviews