Pet-friendly holiday rentals in San Simeon

Romantic Vineyard Guesthouse - 2 min from wineries

Top 5% of all listing with 900+ 5-star reviews. Enjoy a romantic stay in our amenity rich 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 wineries, festivals, farmers markets, CalPoly, and of course the beach.

Cute Cambria Cottage~Ocean Views and Dog Friendly!

Charming 1100 sq. ft. Cape Cod, 2 story quest cottage. Large, open studio living/dining/kitchen area plus 3/4 bathroom. Quaint beachy/casual decor. Queen bed is downstairs, full and daybed upstairs. Cable tv/ dvd combo and Roku for streaming, electric fireplace and WiFi. Our stand alone cottage is separated from main home by a great enclosed deck with ocean views. Private walkway to cottage without stairs and wheelchair accessible, ample off street parking in large driveway and dog friendly, to

The Farm House,Paso Robles| Firepit| Pet Friendly

Escape to The Farm House, a serene hilltop retreat on 40 private acres along Highway 46 West. Surrounded by breathtaking vineyard views, this 2-bedroom home (1 king, 1 queen) features an open kitchen perfect for entertaining and a cozy outdoor patio with a BBQ and firepit. You’ll will love the peaceful setting, ideal for relaxation, yet within walking distance of several amazing wineries. Whether enjoying the quiet space or exploring nearby tasting rooms, it’s the perfect wine country getaway!

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!

Roadrunner Ridge

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.

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 and gorgeous views to the surrounding hillside complete the setting.

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.

Peaceful Suite by the Bay

Unwind in our peaceful private suite on a quiet acre by the bay. Enjoy ocean sounds, eucalyptus trees, birdlife, and bay views from your suite, covered deck, and giant fenced front yard. Easy walk down to the bay for walking trails/kayaking/paddleboarding. Just 5 minutes from Montana de Oro state park epic beaches and hiking/biking trails. Close to great food, wine, and coffee - plus friendly visits with our donkey (Ozzie), horse (Nina), and chickens!

Modern Farmhouse Escape with Vineyard

Modern Farmhouse Luxury With Private Vineyard Views 2 KING + 1 QUEEN Bedroom 10 Minutes to Downtown Paso Located on the prestigious west side Paso Robles Walk to acclaimed boutique wineries Premium Mattresses Plush Cotton Towels, 400-Thread-Count Sheets Spa Bathroom with Massage Shower Gourmet Stocked Kitchen Enchanting Olive Tree Courtyard with Market Lights Perfect for couples' retreats and wine enthusiasts seeking elegance and seclusion

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.

The Black Barn, Paso Robles

Welcome to The Black Barn, Paso Robles. Situated on 20 acres The Black Barn sits atop a stunning hillside overlooking gorgeous and expansive views of Paso Robles wine country. Centrally located to wineries, breweries, Vina Robles, Sensorio and downtown Paso Robles! Private, stylish and meticulously maintained your stay will leave nothing to be desired.