Holiday rentals with outdoor seating in San Benito County

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 Q Bed Fully Stocked kitchen

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

Big Beautiful Home Away From Home/9beds/18 Guests

"Big Beautiful Home Away from Home" for 1 to 18 guests located in a nice established neighborhood. Guest will have complete access to a full kitchen, 4 private bedrooms with 2 full size beds each, 2 upstairs full bathrooms, 2 living rooms, 2 dining areas, nook area, downstairs sofa bed and half bath, front yard and backyard patio with BBQ and LED lights at night. In addition, guest have exclusive usage to get comfortable and experience 100% privacy as home is NON OWNER OCCUPIED!

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

La 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.

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 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.

2-Story Family, Dog Stay w/King Bed, Yard, Grill

This tall-ceiling, 2-story home is perfect for an intimate reunion with your friends, family, & pets. - 1 King bed, 3 Queens, 1 Twin XL - Fenced backyard & patio - 1 Gbps high-speed internet - Smart TVs and lights - 2-car driveway, residential street parking - Water softener & filter system - Washer/dryer is only available upon request - Treadmill, office with desk, BBQ grill, & firepit - Small pet-friendly - Just a few blocks away from a grocery, food, & shopping complex

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.

Lux 1 Bed 1 Bath Home with Private Entry and Patio

Luxurious private 1 bedroom suite with its own entry from its patio on the 1st floor of 2 story home. Fully equipped kitchen with a stove, dishwasher, cooking utensils, coffeemaker, teakettle, blender, modern dishes. Washer/dryer combo Comfortable king size bed Renovated bathroom with shower Large walk-in closet plus pantry Private fenced patio with a charcoal BBQ grill and outdoor furniture Sauna available upon request for extra fee. Quiet space with great views.

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.

Family & Group Retreat Near Monterey • Sleeps 16+

A welcoming family retreat near Monterey—designed for gathering, relaxing, and making memories together. Enjoy spacious indoor living, a fully fenced yard, and cozy evenings under the gazebo. • Sleeps 16+ comfortably • Cedar sauna + warm outdoor shower • Fire pit & two gazebos (dining + pool table) • Putting green, games & kids’ play area • Mountain views + parking for 6 cars • Superhost hospitality, 200+ 5 star 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.