Pet-friendly holiday rentals in San Simeon

Romantic Vineyard Guesthouse - 2 min from wineries

Top 5% of all Airbnb listings. Enjoy a romantic stay in our cozy Guesthouse with covered parking on our Vineyard Estate. You'll love the quiet and stargazing in this amazing location. We are just minutes from Paso Robles' best wineries and a quick 5 minute drive to quaint downtown Paso Robles - where you can enjoy shopping, parks, and restaurants. Within San Luis Obispo county you are 45 minutes from anything including wineries, vineyards, festivals, farmers markets, and of course the beach.

Vintage Ranch Cottage, Paso Robles

Nestled on 66 acres in the heart of Paso Robles wine country and featured on Netflix's hit show, Stays Here, is Vintage Ranch Cottage. Surrounded by mature vineyards and rolling hills, the cottage leaves nothing to be desired of the Paso Robles wine country experience. Centrally located 10 minutes to downtown, 5 minutes to the Adelaida wine trail, 15 minutes to Lake Nacimiento and 35 minutes to the coast! Come enjoy gorgeous Paso Robles and "stay here" at Vintage Ranch! @vintageranch on IG

Welcome to The Hidden Cottage Downtown Morro Bay

The Hidden Cottage is an adorable vintage cottage in downtown Morro Bay. Our cozy cottage is truly a hidden gem featuring 2 bedrooms 1 bath that was built in early 1920s and retains most of its sweet charm. Right downtown and a quick walk to the Embarcadero and beach. Perfect location to walk to restaurants, bars, music, shopping, movies, coffee and more! Morro Bay is short drive to Wine Country, SLO, Pismo Beach, Cambria. Bring your pets we love all animals! Fun and walkable location!

Casita Oliva

Romantic, freestanding casita with private courtyard, set upon the hillside of a working olive farm in Paso Robles, California. Vintage Moroccan and Spanish light fixtures, built-in Moroccan queen-sized bed, refrigerator, coffee maker and basic utensils make this a perfect home-away-from-home or private retreat. The en suite bathroom features a porcelain tub/shower and stone sink. An outdoor fireplace, fountain and gorgeous views to the surrounding hillside complete the setting.

Shade Oak

Spring flowers paint the hills of the Central Coast. Warm days and crisp nights make spring a great time to enjoy the beauty of the wildflowers and wild life of the the back canyons. Enjoy the peace and solitude of the Central Coast back country in this 10ft x 12ft furnished wall tent. Enjoy the magnificent sunset over the vibrant greens, pinks and yellows of springtime in the back canyons. Temperatures average mid 60s/70s in the daytime and upper 40s/low 50s at night.

440 Acre log Cabin Lake Nacimiento

Ever dream of escaping to an authentic cabin in the woods with no neighbors, no “people” noise, no boundaries, simply the sounds of undisturbed nature? Bee Rock’s “El Rancho Cantina”, it’s storybook cabin & sprawling 440 acres on a seasonal arm of Lake Nacimiento offers its serene ambiance & panoramic setting to those seeking a space away from it all. Visitors can enjoy recreating at both Lake Nacimiento & Lake San Antonio. Both Marinas are a short 10-15-minute drive.

Coastal Retreat/King Beds/EV Charger/Big Sur Cabin

Experience the enchantment of a secluded woodland retreat, nestled within the embrace of nature's beauty. This Big Sur Style private house, nestled in the woods, offers a remarkable ambiance akin to a magnificent treehouse. Immerse yourself in the breathtaking surroundings, with floor-to-ceiling windows that provide uninterrupted panoramic views of the lush, forested canyon preserve. Complete with 2 king beds and 1 queen bed along with a sleeper sofa.

Modern Cayucos Bungalow - Ocean Views and Hot Tub

Welcome to our modern and chic Cayucos surf shack! Perched upon the hillsides of southern Cayucos, enjoy sweeping ocean views of Estero Bay, from the front balcony while sitting next to the outdoor gas fire pit, or from the secluded back patio while soaking in your very own private hot tub! This cottage includes a spacious backyard for your pup to roam that backs up to hundreds of acres of nature and open space.

Boho A-Frame Cabin w/ Sauna

Escape to this enchanting unique A-Frame cabin guesthouse on California's central coast. With a sauna, fireplace, BBQ, and starlit sleeping loft. It's the perfect retreat for two. Surrounded by state parks, the bay, and hiking trails, adventure awaits right outside your door. Whether you're seeking serenity or exploration, this hidden gem offers the ultimate California escape.