
Cottage holiday rentals in San Simeon
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Top-rated cottage rentals in San Simeon
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Quaint Cottage | 3min to the Bay/ Quiet/ Fast WiFi
𓅰 𓅬 𓅭 𓅮 𓅯 ★★★★★ "Perfect stay in Morro Bay! The view from the deck in front is perfect for your morning coffee and evening cocktail" 𓇼 Self Check-in 𓇼 No checkout chores 𓇼 Washer + Dryer 𓇼 Heat + AC 𓇼 Pup Friendly 𓇼 2 blocks from Nature Trails 𓇼 Walkable to The Bay 𓇼 Minutes from golf course 𓇼 2 dedicated parking spots Camargue Cottage is in a quiet neighborhood blocks away from downtown Morro Bay. Explore the coastline & nature preserves, SLO's food scene & famous wine country

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 kitchen
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!

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.

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!

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!

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.
Popular amenities for cottage rentals in San Simeon
Cottage rentals with a hot tub

Private Guesthouse w/Hot Tub & Vineyard Views

Farm House Suite

SLO Escape - Outdoor spa/Firepit/CalPoly/Bikes!

Restored Cottage with Pool, Charm and Views
Pet-friendly cottage rentals

Vine St. Vacation Cottage -200 Steps to City Park

Pico Cottage on Bell Street

Beach Getaway

Camp Cottonwood

Charming Coastal Cottage|Garden & Walk to the Bay

Peaceful Cottage in an Olive Grove

Renovated Cottage Arroyo Grande Village

Wildlife and Wine
Private cottage rentals

Wine Country Cottage -Large Comfortable Studio

The "Chicken House" - Cozy, downtown SLO

Peaceful Retreat in SLO Wine Country near beach

Bison Ridge

Downtown Weekender. 1630 Pine St

Walk to Embarcadero + Kids Dream Yard + Pool Table

Romantic Ocean View Cambria Cottage

Pet-Friendly Cottage w/ Firepit 3 Miles to Pismo
Destinations to explore
- Southern California Holiday rentals
- Los Angeles Holiday rentals
- Stanton Holiday rentals
- Northern California Holiday rentals
- Channel Islands of California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- Palm Springs Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Fernando Valley Holiday rentals
- Cayucos Beach
- Moonstone Beach
- Montaña de Oro State Park
- Morro Strand State Beach
- Sand Dollar Beach
- Cayucos State Beach
- Pismo State Beach
- Morro Rock Beach
- Morro Bay Golf Course
- Mission San Luis Obispo de Tolosa
- Julia Pfeiffer Burns State Park
- Hearst Castle
- Oceano Dunes State Vehicular Recreation Area
- Dinosaur Caves Park
- Charles Paddock Zoo
- Pismo Preserve
- Treebones Resort
- Sensorio
- Monarch Butterfly Grove
- Vina Robles Amphitheatre
- Elephant Seal Vista Point
- Talley Vineyards
- Harmony Headlands State Park
- Austin Hope Winery




