Cottage holiday rentals in San Simeon

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

Cactus Casa - Pet, king bed, wlk2DT, Chef's kitche

Welcome to Blue Cactus Casa, a charming downtown craftsman style (2B/1B) home nestled in the heart of Paso Robles. Crafted by a local legend, the executive chef of the renowned Etto Pasta Bar, this cottage is a true culinary gem. You'll discover a perfect blend of comfort and convenience, inviting you to savor the rich tapestry of experiences that Paso Robles has to offer. Immerse yourself in the warmth of this quaint abode, just blocks away from the bustling downtown square. Bring your pets!

Magnolia Vineyard Winemakers Cottage

Located on a hill near well-known wineries is Magnolia Vineyard Wine Makers Cottage. There are expansive views from the deck overlooking our Vineyard, oak-studded hillside, and city lights beyond. This remodeled barn offers complete privacy yet is only eight minutes from downtown Paso Robles. This charming 3 bedroom, 2 bath outfitted with fine linens, and all the essentials. On the large deck one can sip on a glass of wine watching the sunset or sip on a cup of coffee to watch the sunrise.

The Redwood Hearts Cottage in Cambria

This beautiful Mid-Century cottage was built using redwood hearts & offers an "Early California" feeling with its vaulted ceilings & picture windows offering beautiful views. Enjoy easy access to town and the beach from this convenient, location. A spacious deck overlooks the mountains and the yard has fruit trees. Watch the turkeys, deer, and sunsets in this serene, natural setting. Note: This property is exempt from accepting assistance animals, due to a host respiratory disability.

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!

Walk to Embarcadero + Kids Dream Yard + Pool Table

Fully remodeled quaint 800 square foot, one-story beach cottage has two bedrooms and one bathroom, and will comfortable accommodate a total of 6 guests. (Maximum occupancy of 6 guests is strictly enforced) Property is located just steps from Morro Bay Harbor and Embarcadero! Large private backyard is great for kiddos with a swing set, playhouse, and pool table. Adults can enjoy patio dining, lounging in the hammock, or take a stroll down memory lane playing the classic Nintendo System!

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!

Romantic Ocean View Cambria Cottage

Desirable Happy Hill above Moonstone Beach. Guests rave about deck and view. Beautiful location. Unique Cambria experience away from most rentals but close to village. Gas Firepit. NO indoor FP. Warm, welcoming cottage. Peaceful street. Beautiful ocean view from LR, kitchen, one bedroom and large deck. Woodsy. Romantic. Blocks to village/beach. Great WIFI. Flatscreen TV for streaming. Well equipped kitchen. Special place to gather with loved ones.

Historic Little Red Cottage in Harmony

Our Rustic Little Cottage in the heart of the picturesque Town of Harmony, population 18 (if you count the cows) is the perfect artist or couples retreat looking for inspiration and a place to unplug and unwind, hence no wifi or television. The town is in the country surrounded by open pasture lands. Lots of wildlife and critters such as field mice, oppossums, raccoons abound. Harmony is right off scenic Highway 1 between Cayucos and Cambria.

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.

Cottage at Old Morro - dreamy oak grove setting

Escape to The Cottage, a charming retreat on the Central Coast, nestled under majestic oaks and twinkling bistro lights. Perfect for couples, this cozy space is your ideal home base for exploring Paso Robles wineries, SLO, and scenic Highway 1. Features a Cal King bed, full kitchen, and a private outdoor oasis with a gas fire pit. A magical setting for your next adventure.

Perfect Pink Paradise

Well, this is definitely a vacation rental that you will not forget from the moment you arrive to the property. The home has been passionately decorated inside and out. There are ocean views from almost every room in the home, not to mention the two exterior decks where guests can lounge. The neighborhood is all residential and peaceful.