Cottage holiday rentals in San Simeon

The Boathouse Cottage Waterfront Morro Bay

“The Boathouse Cottage” is perfect for a romantic getaway or just relaxing with a great view. It is located directly on the gorgeous Bayfront of Morro Bay, on a Bayfront dock. Although, the dock is not floating, your front yard IS the water. Watch sea life frolic just beyond your deck. Enjoy barbecue's alfresco on the dock at sunset. Unwind after your day, relaxing by the "natural gas" fire pit. Bring your stand up paddle boards and launch at the neighboring launching ramp! Limitless fun!

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

Ivy House-HotTub-Firepit-Tesla Charging

The Ivy House is an 800 sq ft beautifully decorated home that sits on 5.5 acres used as a venue. It gives the feel of being out in the country but so close to relaxation and fun. Located 4.2 miles from downtown Paso Robles. Guests love the property has a security gate and a private Tesla charging station. Your front view is looking out across an award-winning vineyard. Your own Hot Tub set 24/7 at 104* with 20 jets. You also have adjacent private seating with a propane Fire Pit. tot#6002408

Peaceful Cottage in an Olive Grove

Come relax in this cozy cottage removed from the frantic world but so close you can easily go back at any time. Whether you choose to unwind in the serenity that surrounds our olive farm or venture out to experience all that SLO County has to offer, you'll be in the perfect spot for either or both. We're on a road less traveled with neighbors few and far between but located just 10 minutes from wine tasting, beaches, downtown SLO, the Village of Arroyo Grande, hiking trails and so much more.

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

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!

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.

1929 Spanish colonial home walkable to everywhere!

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!

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.