Pet-friendly holiday rentals in San Simeon

The Boathouse Cottage Waterfront Morro Bay

“The Boathouse Cottage” is perfect for a romantic getaway or just relaxing with a great view. It is located directly on the gorgeous Bayfront of Morro Bay, on a Bayfront dock. Although, the dock is not floating, your front yard IS the water. Watch sea life frolic just beyond your deck. Enjoy barbecue's alfresco on the dock at sunset. Unwind after your day, relaxing by the "natural gas" fire pit. Bring your stand up paddle boards and launch at the neighboring launching ramp! Limitless fun!

Cutest in Cayucos! - 2 bed Casita steps from beach

Stylish, simple all-newly renovated cottage 2-min walk from the sand in idyllic California beach town. Two-unit property a short 3-blocks to restaurants and iconic pier. Perfect for surfing, beachcombing, wine tasting, hiking, sightseeing, fishing. The ideal mid-state stop, it is near Morro Bay, Cambria, Paso Robles vineyards, Hearst Castle and PCH/Big Sur. Front yard with gas firepit and shared beautiful backyard. Guest house on property too. CondeNast selected Best AirBnbs in California 2024

Back Bay Getaway - Dog Friendly - Home in Los Osos

Our peaceful home is located a short walk from the back bay of Los Osos. Its new design makes for a restful getaway with its luxurious bedroom, hot tub, and soothing bath. Our home is close to many local favorite hiking, biking, kayaking, surfing, and paddle boarding locations such as Montana de Oro and Morro Bay. The outdoor patio is the perfect setting for a family bbq with a lawn for your pets to play. A short distance away is delicious cuisine, coffee shops, golfing, and local art studios.

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.

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!

Ocean's Calling Cottage Sleeps five. 2 bed/2bath

*Pet friendly with pre approval * (Cats are not allowed In the home due to allergies.)Minutes to the surf & sand! Nestled in this quiet North Morro Bay neighborhood is your 2 bed 2 bath Cottage Style getaway. Our home is a good fit for 2 couples or small family as it is located in a quiet family oriented neighborhood. A short 26 miles to Hearst Castle, wineries & just 13 minutes to Cal Poly for "Mustang families! (Please request pre approval if bringing your pet) Permit # STR25-151

Entire Hobby Farm, Surrounded by Vineyards

This place is magical. Seven private acres with 360 degree views are surrounded by vineyards which can be seen through most windows. On property, depending on the season, you will find apples, pears, peaches, cherries, figs, loquats, persimmons, pomegranates, pecans, chestnuts, and several grape varieties. The outdoor space includes a wrap-around covered patio, outdoor dining, multiple sitting areas, fire pits, swings, games, and outdoor cooking. It is truly one of a kind.

440 Acre log Cabin Lake Nacimiento Rancho Cantina

Ralph Lauren 2026 Spring line was shot at our Log cabin in the woods! No neighbors, no “people” noise, no boundaries, just Undisturbed nature. “El Rancho Cantina”, it’s storybook cabin & sprawling 440 acres on a seasonal arm of Lake Nacimiento offers serene rustic ambiance but upscale comforts! Miles of hiking. Escape for those seeking a space away from it all. Visitors can enjoy both Lake Nacimiento & Lake San Antonio with Marinas a short 10-15-minute drive.

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!

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.

J & T Beach Cottage, Ocean Views & Walk to Beach

Permit #STR25-075 Cute and clean beach cottage, 3 short blocks to Atascadero State Beach/Morro Strand, rooftop patio with panoramic views of Morro Rock and the beach. 2 bedrooms, each with their own fully renovated bathroom. Simple, fully equipped kitchen, sat TV, wifi, and washer/dryer. Plenty of off-street parking. Great for beach getaways. Close to Cayucos, Cambria and the West Paso Robles wineries.