Pet-friendly holiday rentals in San Simeon

The Los Osos Valley Guest House

Settle into authentic 'SLO CAL' in our cozy and casual Surf Ranchita - The Los Osos Valley Guest House is a rustic hideaway nestled between quaint rural farmlands, laid back Los Osos and the rugged natural coastline. It's a perfect base stay with it's casual rustic vibe, unique character and renovated modern conveniences. Enjoy a fully stocked 3 bedroom house with hot tub, infrared sauna, outdoor shower, 4 TVs private WiFi, heated marble floors, BBQ patio and outdoor seating with amazing views.

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.

Cambria coastal retreat, Deck, Fire Pit, EV, Views

Experience a Big Sur-style woodland retreat in Cambria. This beautifully appointed 2-bed, 2-bath home comfortably sleeps 8, blending coastal charm with forest tranquility. Enjoy treehouse vibes, a fully equipped kitchen, and an expansive deck with panoramic forest views and a fire pit. Just minutes from Moonstone Beach & Hearst Castle. Features include high-speed Wi-Fi, dedicated workspace, EV charger, and pet-friendly amenities. Perfect for family getaways seeking relaxation and adventure.

Boots and Barrels Wine Escape

Charming centrally located private home 3 miles from downtown, close to West Side wineries such as Daou, Halter Ranch, and Tablas Creek and 1.5 miles from the fairgrounds/event center. Enjoy an open floor plan with 3 bed and 2 baths. Relax in the large 7 person hot tub and by the fire pit or get competitive with a game of corn hole while BBQ'ing, this property offers plenty of privacy and space. -3 bd/2bath -Hot Tub -Corn Hole -Plenty Parking including trailers -Washer/Dryer -Pet Friendly

Cambria Suite Stay

Our charming 1928 suite offers all the comforts of home. Although only 100 square feet, guests describe the suite as cute, cozy, quiet. Here are a few details: Close proximity to beaches, wineries, neighboring tourist cities, attractions Mini fridge, microwave, Keurig one-cup coffee maker, make-up mirror, steamer, regular coffee, sweetener, creamer Bathroom Amenities Dog Friendly (One medium or two small dogs) Fireplace, Portable Heater, Portable AC, Ceiling Fan WIFI, Netflix, Hulu

Blue Bonnet 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.

Vintage Cottage - on vineyard + feat. on Netflix

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!

Serene 2BR • Sauna • Cinema • Near Downtown

Relax in this spacious 2-bedroom, 2-bath Paso Robles retreat with a cozy living room featuring a cinema projector and screen. Enjoy the 'Pink Room' with a TV, record player, and games. Amenities include a wood barrel sauna, firepit, EV charger, and a fully equipped kitchen with a dining area. With front and back fenced yards, private parking for 2 vehicles, and just a short walk to Market Walk and downtown, this home blends comfort, convenience, and relaxation.

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!

Lake Views Hilltop Ranch - 160 Acre Escape

Secluded private hilltop cabin just 5 minutes from the marina, between Lake Nacimiento and Lake San Antonio. Set on 160 lake-view acres—bring your boats! Horses and longhorn cattle graze nearby (and no flies!). This artfully designed 3BR, 2BA ranch home offers sweeping lake, valley, and mountain views. Located on the Wildflower Triathlon route—perfect for cycling, scenic drives to wineries and missions, and epic stargazing. Wildlife sightings possible!

Pet Friendly Garden Cottage 2 Bdrm

Cute Garden Cottage in Cambria, 1/2 block away from Main Street and all the great shops and restaurants in Cambria's East Village. Plenty of parking, easy walking distance to town, 1.5 miles from the beach. The cottage has a private enclosed yard and is not attached to another building - great for pets and relaxing - with picnic table & umbrella and propane fire ring and shared BBQ. Great for kids, 2 and older.

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.