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.

Hidden Hart of Cambria

Welcome to Hidden Hart of Cambria - a peaceful retreat on California’s Central Coast. Located in a quiet neighborhood minutes from Moonstone Beach, Hearst Castle, Fiscalini Ranch, and downtown, it’s perfect for couples, families, and friends. Enjoy beach days, wine tasting, and cozy nights. Fully equipped for comfort and dog-friendly, so the whole family can come. Ideal for getaways, holidays, or a relaxing escape. CAMBRIA CHRISTMAS MARKET - ACROSS THE STREET Plan your Christmas trip now!

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!

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.

Charming Cambria Retreat, 3BD 2BA HotTub, FirePit

Welcome to Whispering Pines, your serene retreat in Cambria! Nestled in the majestic pines, this beautifully remodeled 3BD (3 beds, 1 sofa bed) , 2BA home offers peaceful forest views and daily visits from local wildlife. Enjoy cozy evenings by the fireplace, unwind in the brand-new hot tub, and enjoy the outdoor fire pits under the stars. With vaulted ceilings, outdoor seating areas, & a fully stocked kitchen, this home is perfect for families & friends - pets welcome too!

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!

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!

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!

Pet Friendly 2 Bdrm- Awesome East Village location

Pet Friendly low key two bedroom apartment is your cozy home base, in the heart of Cambria's sunny historic East Village, with splendid hikes in every direction, a blooming shared front garden, organic market and fantastic restaurants at a stone’s throw, and 2 miles to Moonstone beach. Who needs to drive! This listing has a queen bedroom and a small single bedroom - so it's suitable for folks wanting 2 separate beds, for up to 3 people.

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.