Pet-friendly holiday rentals in San Simeon

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.

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.

Bayview Retreat – King Beds, Rock View, EV Charger

Need more space? Book the downstairs 1 bed/1 bath unit too! Welcome to one of the newest vacation rental on the Embarcadero—fully renovated with brand new everything! Wake up to stunning views of Morro Rock from the master bedroom and catch glimpses of the ocean from the cozy living room. Stroll to Morro Rock and unwind on the nearby sandy beach. Sleep soundly on ultra-soft luxury linens, plush pillows, and a comfy hybrid mattress that makes every night feel like a getaway.

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.

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.

Coastal Retreat Private Deck EV Charger King Beds

Escape to our Big Sur-style woodland retreat in Cambria! This 2-bed, 2-bath home offers treehouse vibes with panoramic forest views. Features a chef's kitchen, fireplace, and expansive deck with a fire pit. Comfortably sleeps 8 guests. Just minutes from Moonstone Beach, charming villages, and a short drive to Hearst Castle. Perfect for families or groups seeking a serene coastal getaway.

Vineyard View Hacienda Retreat

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.

Windrush Inn - Unit Bay

The Windrush Inn Unit Bay sits directly across from the ocean and boardwalk along Cambria’s famous Moonstone Beach. Ownership of the Inn has recently changed. As your new hosts, we are excited to announce a remodel of the facility and hope that Windrush Inn will become you favorite destination spot on Moonstone Beach!

Wine Down Cottage by the Sea

The Wine Down Cottage in the heart of Cambria's Lodge Hill. This rustic American ranch home was completely remodeled with the travelers wishes in mind. It's the ideal place for that get away retreat with that loved one and family. (We do allow dogs but there is a 75.00 pet fee. Please inquire before booking)