Pet-friendly holiday rentals in San Simeon

Historic Gem in Cambria

This gem is in the middle of the action. Walking distance from restaurants, shops, antiquing, wine tasting, nature walks and the beach. What a great place to maintain or get back that peaceful state of mind we are all searching for these days. This charming house has all the amenities to make your get away a magical experience. If you like to people watch or look at nature, the only thing you need to do is decide to be in the front of the house or the back of the house. 2 Dogs < 25lbs Max

Secluded 440 Acre log Cabin Lake Naci Retreat

The Ralph Lauren 2026 Spring campaign was photographed at our log cabin in the woods—and once you arrive, you’ll see why. No neighbors, no traffic noise, no boundaries—just wide-open, undisturbed nature. “El Rancho Cantina” sits on 440 private acres along a seasonal arm of Lake Nacimiento, offering serene rustic charm with upscale comforts. Hike for miles, unwind under the stars, and truly disconnect. Both Lake Nacimiento and Lake San Antonio marinas are just a scenic 10–15 minute drive away.

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.

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

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.

Front Row on Cayucos Beach

Stylish beachfront apartment in downtown Cayucos! This recently remodeled apartment features all new furniture, fixtures, cabinetry and quartz counters. Entertain beach-going friends with your own cabana on Oceanfront! Guests have shared use of a chic carport lounge with dining table, sectional patio chaise, beach toys and games for all. An ideal suite for solo travelers and couples of all ages looking for a getaway in California's last wild beach town.

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 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.

Quiet beautiful cottage with wide open spaces.

Enjoy the best weather Cambria has to offer, fog in the morning & sun mid-day with ocean breezes. Our home sits on top of a slope with beautiful views of the mountains, wildlife, ocean, & is a 5 min walk from the Cambria Pines Lodge & 10 min walk to downtown. Enjoy your coffee or a meal in the serenity of the downstairs or upstairs deck. Easy access, easy parking, family friendly, & pet friendly.

Olive House - tranquil retreat on an olive farm

Escape to Olive House, a private hillside retreat in Paso Robles with 360-degree vineyard views. This 2-bed, 2-bath home comfortably fits 4 guests. Features include a full kitchen, multiple fireplaces, and a stunning courtyard. Enjoy rustic charm and modern comforts, just a short drive from historic downtown. Perfect for a romantic getaway or a peaceful wine country adventure.

Sanctuary on Sunset Ridge ~ Panoramic Ocean Views

Enjoy extraordinary VIEWS, PEACE, and PRIVACY just 15 minutes from downtown and beaches. Within 10-15 minutes: Hiking, Biking, SUP, Kayaking, Surfing, Wine Tasting, Great Restaurants, etc., etc. We are good-dog friendly. 3-night minimum stay. We have 2 ensuite King bedrooms - the 2nd has a loft with a double bed. Check us out on Insta: @sanctuaryonsunsetridge