
Cottage holiday rentals in San Simeon
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Top-rated cottage rentals in San Simeon
Guests agree: These cottages are highly rated for location, cleanliness and more.

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
LocationFamilyCheck-in
4.98 out of 5 average rating, 121 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
LocationFamilyHeating
4.98 out of 5 average rating, 208 reviews
Cactus Casa |walk to coffee shop!
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!
ValueLocationQuiet
4.99 out of 5 average rating, 148 reviews
Romantic Ocean View Cambria Cottage
True ocean view with whitewater views of Shamel Park. Desirable Happy Hill above Moonstone Beach. Guests rave about large view deck with gas firepit and beautiful location. Unique Cambria experience on very large woodsy lot with frequent wildlife visitors. Peaceful street but close to West Village. Warm, welcoming cottage with view from LR, kitchen, one bedroom and deck. Rustic and romantic. Great WIFI. Flatscreen TV for streaming. Many repeat guests. Special place to gather with loved ones.
LocationFamilyAccuracy
4.88 out of 5 average rating, 349 reviews
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.
ValueFamilyAccuracy
4.99 out of 5 average rating, 293 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.
ValueLocationParking
4.86 out of 5 average rating, 183 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!
FamilyLocationCheck-in
4.92 out of 5 average rating, 413 reviews
Tipsyon12th |Walk to Downtown!
Quaint cottage within walking distance (10 minutes walk on 12th St) to the downtown square. Perfect for a group of 4-5, Tipsy on 12th includes two bedrooms with comfy queen beds as well as a dedicated office space with a twin bed. The detached Casita includes a secondary family room with pull-out sofa. There are 4 separate sleeping areas on the property. New dishwasher, off-street parking, fire table, coffee station, and corn hole! Fully-fenced spacious backyard. Bring your pups!
FamilyLocationKitchen
5.0 out of 5 average rating, 108 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.
LocationFamilyLayout
4.98 out of 5 average rating, 130 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 humming all around. Harmony is right off scenic Highway 1 between Cayucos and Cambria. Comfortably sleeps 3, max of 4 with use of trundle bed.
ValueFamilyAmenities
4.93 out of 5 average rating, 179 reviews
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!
FamilyValueView
4.98 out of 5 average rating, 342 reviews
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!
ValueFamilyHeating
4.9 out of 5 average rating, 518 reviewsPopular amenities for San Simeon cottage rentals
Cottage rentals with a hot tub

Guest Favorite! Private Hot Tub & Vineyard Views
FamilyLocationBathroom
4.97 out of 5 average rating, 356 reviews
Restored Cottage with Pool, Charm and Views
LocationFamilySleep quality
4.93 out of 5 average rating, 97 reviews
Farm House Suite
FamilyLocationKitchen
4.71 out of 5 average rating, 21 reviews
Single level. King beds. Fenced yard. Hot tub.
FamilyLocationParking
4.94 out of 5 average rating, 431 reviewsPet-friendly cottage rentals

Charming 3-Bedroom Spanish Bungalow
LocationValueIndoor spaces
4.91 out of 5 average rating, 108 reviews
Vine St. Vacation Cottage -200 Steps to City Park
ValueFamilyKitchen
4.93 out of 5 average rating, 326 reviews
Charming Coastal Cottage|Garden & Walk to the Bay
ValueLocationCheck-in
4.87 out of 5 average rating, 334 reviews
Casa Del Mar-Ocean View! Walk to Beach, No Pet FEE
FamilyLocationParks
4.9 out of 5 average rating, 317 reviews
Wildlife and Wine
FamilyLocationPets
4.98 out of 5 average rating, 241 reviews
Beach Getaway
FamilyValueParks
4.86 out of 5 average rating, 273 reviews
Renovated Cottage Arroyo Grande Village
ValueFamilyAir conditioning
4.97 out of 5 average rating, 216 reviews
Peaceful Cottage in an Olive Grove
ValueLocationAir conditioning
4.95 out of 5 average rating, 503 reviewsPrivate cottage rentals

Cottage at Old Morro - dreamy oak grove setting
LocationValueDecor
4.96 out of 5 average rating, 300 reviews
Cayucos Cottage
ValueFamilyView
4.97 out of 5 average rating, 219 reviews
"Clancy's Cottage"a cozy 2bdr house
FamilyLocationLaundry
4.98 out of 5 average rating, 836 reviews
Downtown Weekender. 1630 Pine St
ValueFamilyKitchen
4.97 out of 5 average rating, 115 reviews
Central Ace High Bungalow
FamilyLocationHeating
4.9 out of 5 average rating, 168 reviews
Downtown Dream Cottage-2 Blocks to Square
ValueLocationDecor
4.96 out of 5 average rating, 448 reviews
Boho Beach Cottage 2 min Walk to Beach And town
LocationFamilyHeating
4.88 out of 5 average rating, 434 reviews
Chez Chalet Ritz
FamilyLocationHospitality
4.92 out of 5 average rating, 168 reviewsDestinations to explore
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- Cayucos Beach
- Moonstone Beach
- Pismo State Beach
- Hearst Castle
- Montaña de Oro State Park
- Morro Strand State Beach
- Sand Dollar Beach
- Cayucos State Beach
- Morro Rock Beach
- California Polytechnic State University
- Julia Pfeiffer Burns State Park
- Treebones Resort
- Dinosaur Caves Park
- Sensorio
- Mission San Luis Obispo de Tolosa
- Pismo Preserve
- Charles Paddock Zoo
- Monarch Butterfly Grove
- Vina Robles Amphitheatre
- JUSTIN Vineyards & Winery
- Tablas Creek Vineyard
- Downtown City Park
- Niner Wine Estates
- Talley Vineyards




