Pet-friendly holiday rentals in San Simeon

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/two small dogs) Fireplace, Portable Heater, Portable Fan/Mister, Ceiling Fan WIFI, Netflix, Hulu

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.

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!

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.

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.