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

Bohemian Beach Cottage • 2 Min Walk to Sea / Cafes

Pismo Beach / Shell Beach Location, location! Nearly oceanfront—just ½ block to a stunning locals-only beach with tide pools & sunbathing. Downtown Pismo is just 1 mile south. A cottage full of earthy, artsy, bohemian charm. No fancy not overly updated. Amenities include: • Gas fireplace • Real hardwood floors • Full cozy kitchen w/ new appliances • 1) Tuft & Needle Queen mattress • 2) Queen sofa sleeper and high-end auto-inflate Queen airbed • Deck w/ table, umbrella • Lush, fenced backyard.

The Cottage at Old Morro

After a little time off Airbnb, The Cottage is back and better than ever Spring 2025! The perfect stop for your Central Coast adventure! Tastefully appointed and well stocked, the cottage is perfect for a getaway to Paso Robles wine country, the beach, San Luis Obispo, hiking trips or the famous HWY 1! The cottage is set in a beautiful spot at the lower end of our property under a mature and majestic grove of oak trees adjacent to a beautiful white barn with overhead twinkling bistro lights.

1929 Spanish colonial home walkable to everywhere!

Summer and fall now open! This cute 2 bedroom/1 bath historical home with two king beds and convertible twin chair offers everything you'll need: outdoor patio, indoor dining, full kitchen, fast WiFi, Roku TV w/ streaming channels, ceiling fans, comfy linens, parking w/ EV charger, and more! Walking distance to everything in downtown MB and the waterfront, even our famous Morro Rock. Please ask any questions before booking, and thanks for considering little Morro Bay for your next vacation!

Vintage Ranch Cottage, Paso Robles, California

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! @vintageranch on IG

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.

Beautiful Ocean Front Cottage, Cayucos California

Welcome to our beautiful ocean front cottage by the sea. The front garden welcomes you and the view out the back will calm and restore your soul. Walk down the private steps to the beach. Hot water outside shower, gas fire pit, ocean viewing deck - it is all there to complete your ocean front vacation experience. Fully stocked kitchen and all linens provided. You will love it! Due to severe allergies of some of our guests we cannot accommodate service animals at this time.

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.