Cottage vacation rentals in San Simeon

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Top-rated cottage rentals in San Simeon

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Guest favorite

Cottage in Big Sur

4.94 out of 5 average rating, 210 reviews

Big Sur Blue Cottage with Ocean view

Located on South Coast Big Sur, this Off-the-grid house sits atop a hill with expansive ocean views. Perfect for a digital detox. NOTE: "The cottage is currently only accessible via south Hwy 1 from Cambria due to a landslide closing the northern route. Attractions in North Big Sur, including Julia Pfeiffer State Park,McWay Falls, are unreachable. Detours add 4 hours; plan accordingly. We're not liable for itinerary changes." NOTE: 4WD/AWD VEHICLE AN ABSOLUTE MUST TO GET TO THE HOUSE. NO TESLA

Top guest favorite

Cottage in Cayucos

4.98 out of 5 average rating, 163 reviews

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

Guest favorite

Cottage in Pismo Beach

4.87 out of 5 average rating, 386 reviews

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.

Top guest favorite

Cottage in Atascadero

4.96 out of 5 average rating, 196 reviews

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.

Guest favorite

Cottage in San Luis Obispo

4.95 out of 5 average rating, 423 reviews

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.

Top guest favorite

Cottage in Paso Robles

4.97 out of 5 average rating, 235 reviews

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

Guest favorite

Cottage in Cambria

4.85 out of 5 average rating, 165 reviews

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.

Guest favorite

Cottage in Morro Bay

4.96 out of 5 average rating, 291 reviews

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!

Top guest favorite

Cottage in Cayucos

5 out of 5 average rating, 102 reviews

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.

Guest favorite

Cottage in San Luis Obispo

4.99 out of 5 average rating, 363 reviews

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.

Guest favorite

Cottage in Harmony

4.92 out of 5 average rating, 161 reviews

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.

Guest favorite

Cottage in Morro Bay

4.92 out of 5 average rating, 323 reviews

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.