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

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.

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.

Wine Country Cottage -Large Comfortable Studio

Nestled in the beautiful El Pomar Wine District, this very comfortable cottage is surrounded by rolling oak covered hills, neighboring vineyards, and wildlife. Set in a private, yet open environment, the property abuts one of the most popular routes for local and visiting bicyclists. A 10 minute drive from Highway 101 gets you away from town, but amongst vineyards, wildlife, quiet, and stars. With many wineries "just around the corner", the location is ideal for exploring near or far.

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!

Ocean View Cottage: Hot Tub - 2 King beds - Solar

-This is the LOWER LEVEL 950 sq ft unit of the DUPLEX. -PLEASE reconsider booking if you have difficulties taking the MANY steps from the street to your cottage. -ONLY for the BOOKED # of guests, NOT for their "visitors". -The solar powered cottage is tucked up in a very quiet neighborhood on the hills of Morro Bay. -You'll have access to the entire cottage with its own entrance, an adjacent deck, as well as to all 6 new decks, kids' slide, bridge to "Crow's nest", the new hot tub

Slo Fish House Retreat

Good bye city life ! The Fish House is an amazing addition to our stunningly beautiful 29 acres! Views from the dock are guaranteed to take your breath away. Let the awe of nature rejuvenate your soul as you enjoy all that is San Luis Obispo. Whether you are coming to town for pleasure or for work, we are perfectly located just 10 minutes from downtown SLO, the airport, Edna Valley wineries, and Cal Poly; and 20 minutes from Avila or Pismo Beach.

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.