Pet-friendly holiday rentals in San Benito County

Weekend Warriors Get Away

Golf courses W/I 3 to 23 miles: Over 29 to chose from examples;Jack Nicholas, Poppy Hills, Spanish Bay, Pebble Beach, Quail Lodge, Black Horse and Luguna. 40 miles from both Sata Cruz and Big Sur. Mountain bike and horseback trails nearby. Race track: Laguna Seca: 8 Over 37 local wineries. Monterey/Canary Row/Monterey Bay Aquarium:17 Carmel/Pebble Beach:19 Point Lobos scuba diving:25 Dining, nightlife, beach close by. Home is in a great neighborhood, good for couples, adventurers & families.

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.

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!

Country setting travel trailer

Newer 31' travel trailer on acreage, includes yard and dog yard! Quiet, serene, secluded area. Relax among the trees, birds and wildlife while being within reach of Monterey, Big Sur, Santa Cruz and San Francisco, all a short drive away. Queen bed in bedroom & the couch folds to a queen. Fireplace heats the room and recliners have heat/massage. Owners on premises to help with all your needs. Yard with outdoor kitchen, table and fire pit, plenty of parking and only 4 minutes to highway.

Fenced Yard & Outdoor Bar: Hillside Paicines Home!

Pets Welcome w/ Fee | Ranch Setting | Outdoor Space w/ Traeger Grill Wake up to rolling hills and fresh air at this Paicines vacation rental, perfect for adventurous groups and families! With tranquil surroundings and a furnished deck for outdoor relaxation, this single-story home offers authentic ranch living. Spend days hiking in Pinnacles National Park or exploring downtown Hollister. After, dine with your crew, sip cocktails or local wine al fresco, and cozy up by the fire!

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

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.

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.

The Ranch House, near Mercy Hotsprings!

The Ranch House is a beautiful and comfortable escape to the charm and serenity of the country. Just a mile from our working dairy farm which offers a unique opportunity to see where the best milk and dairy products are made. Baby cows graze there too. The Ranch House enjoys some of the best sunshine in California, best night sky, mountain views, sunrises and sunsets. Relax, commune with the animals, birdwatch, hike, or whatever.

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.

Brand New House, Family Friendly and Big Backyard

Relax and make yourself at home at our beautiful one level 3 bedrooms and 2 baths home in the heart of Hollister, CA. This accommodation features open concept kitchen, washer/dryer, more... Perfect for family/friends gatherings. Update: Our place is newly renovated, from CARPET to a Hardwood. We do not have an outdoor Hot Tub Thank you, please read below for more details.