House holiday rentals in San Simeon

4.99 out of 5 average rating, 108 reviews

Home in Baywood-Los Osos

The Los Osos Valley Guest House

Settle into authentic 'SLO CAL' in our cozy and casual Surf Ranchita - The Los Osos Valley Guest House is a rustic hideaway nestled between quaint rural farmlands, laid back Los Osos and the rugged natural coastline. It's a perfect base stay with it's casual rustic vibe, unique character and renovated modern conveniences. Enjoy a fully stocked 3 bedroom house with hot tub, infrared sauna, outdoor shower, 4 TVs private WiFi, heated marble floors, BBQ patio and outdoor seating with amazing views.

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A serene ocean view is captured as the sun rises on the horizon, casting warm golden hues across the water. Silhouettes of trees frame the scene, enhancing the tranquil atmosphere of the coastal setting.

4.98 out of 5 average rating, 385 reviews

Cute Cambria Cottage~Ocean Views and Dog Friendly!

Charming 1100 sq. ft. Cape Cod, 2 story quest cottage. Large, open studio living/dining/kitchen area plus 3/4 bathroom. Quaint beachy/casual decor. Queen bed is downstairs, full and daybed upstairs. Cable tv/ dvd combo and Roku for streaming, electric fireplace and WiFi. Our stand alone cottage is separated from main home by a great enclosed deck with ocean views. Private walkway to cottage without stairs and wheelchair accessible, ample off street parking in large driveway and dog friendly.

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4.98 out of 5 average rating, 104 reviews

The exterior of the Summit Schoolhouse is illuminated at dusk, highlighting the charming façade and welcoming porch. Surrounding landscaping features native plants and pathways, while soft lighting accentuates the harmony of the home with its natural setting.

Home in Paso Robles

The Summit Schoolhouse on Peachy Canyon Road

Located on Peachy Canyon Road, a main artery connecting many Paso Robles west side wineries, you get to enjoy the peace and quiet of the country, while still being only 15 minutes away from all that downtown Paso Robles and Templeton have to offer. Soaring 11 foot ceilings, give the cozy space a large and airy feel, which includes two bedrooms, two bathrooms, laundry, great room and gourmet kitchen. On two terraced acres, the back yard includes a dining area, bocce ball court and fire pit.

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4.99 out of 5 average rating, 339 reviews

Cambria coastal retreat, Deck, Fire Pit, EV, Views

Experience a Big Sur-style woodland retreat in Cambria. This beautifully appointed 2-bed, 2-bath home comfortably sleeps 8, blending coastal charm with forest tranquility. Enjoy treehouse vibes, a fully equipped kitchen, and an expansive deck with panoramic forest views and a fire pit. Just minutes from Moonstone Beach & Hearst Castle. Features include high-speed Wi-Fi, dedicated workspace, EV charger, and pet-friendly amenities. Perfect for family getaways seeking relaxation and adventure.

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A cozy living area showcases a white brick fireplace with an electric insert and a large flat-screen TV on a white media console. A round coffee table sits in the center, surrounded by comfortable seating in neutral tones, with blue and white accents visible. Light enters through the windows.

4.87 out of 5 average rating, 199 reviews

Hidden Hart of Cambria

Welcome to Hidden Hart of Cambria - a peaceful retreat on California’s Central Coast. Located in a quiet neighborhood minutes from Moonstone Beach, Hearst Castle, Fiscalini Ranch, and downtown, it’s perfect for couples, families, and friends. Enjoy beach days, wine tasting, and cozy nights. Fully equipped for comfort and dog-friendly, so the whole family can come. Ideal for getaways, holidays, or a relaxing escape. CAMBRIA CHRISTMAS MARKET - ACROSS THE STREET Plan your Christmas trip now!

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4.98 out of 5 average rating, 265 reviews

The image captures a scenic view of a vineyard landscape at sunset, framed by a large tree and various plants in the foreground. Gentle hills lined with vines stretch toward the horizon, while warm light casts a golden glow over the scene.

Home in Paso Robles

Entire Hobby Farm, Surrounded by Vineyards

This place is magical. Seven private acres with 360 degree views are surrounded by vineyards which can be seen through most windows. On property, depending on the season, you will find apples, pears, peaches, cherries, figs, loquats, persimmons, pomegranates, pecans, chestnuts, and several grape varieties. The outdoor space includes a wrap-around covered patio, outdoor dining, multiple sitting areas, fire pits, swings, games, and outdoor cooking. It is truly one of a kind.

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The exterior of a modern home is framed by lush trees, showcasing a spacious deck with comfortable seating. Warm lighting from surrounding outdoor decorations enhances the tranquil atmosphere. The structure features a mix of gray siding and large windows, inviting natural light into the living spaces.

4.94 out of 5 average rating, 101 reviews

Charming Cambria Retreat, 3BD 2BA HotTub, FirePit

Welcome to Whispering Pines, your serene retreat in Cambria! Nestled in the majestic pines, this beautifully remodeled 3BD (3 beds, 1 sofa bed) , 2BA home offers peaceful forest views and daily visits from local wildlife. Enjoy cozy evenings by the fireplace, unwind in the brand-new hot tub, and enjoy the outdoor fire pits under the stars. With vaulted ceilings, outdoor seating areas, & a fully stocked kitchen, this home is perfect for families & friends - pets welcome too!

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5.0 out of 5 average rating, 134 reviews

A spacious bedroom features a large bed with crisp white linens and a decorative throw. The room is illuminated by natural light from two windows, with a modern ceiling fan overhead and warm wood accents on the walls.

Home in Paso Robles

Serene 2BR • Sauna • Cinema • Near Downtown

Relax in this spacious 2-bedroom, 2-bath Paso Robles retreat with a cozy living room featuring a cinema projector and screen. Enjoy the 'Pink Room' with a TV, record player, and games. Amenities include a wood barrel sauna, firepit, EV charger, and a fully equipped kitchen with a dining area. With front and back fenced yards, private parking for 2 vehicles, and just a short walk to Market Walk and downtown, this home blends comfort, convenience, and relaxation.

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Ocean waves roll onto a sandy shore, creating a serene atmosphere. Rocky formations are visible along the coastline, accented by vibrant coastal vegetation. The water reflects shades of blue and green under natural sunlight, while gentle surf adds a calming sound to the landscape.

4.99 out of 5 average rating, 520 reviews

Enchanting Cambria home ocean view: 2blocks2ocean

Welcome to our comfortable and clean 3-bedroom ocean view home. Feel the ocean breeze, listen to the waves and relish the view as you savor your morning coffee on one of the two decks. This marine terrace Cambria home boasts a great location in a quiet neighborhood on the Marine Terrace. It is an easy 2-block stroll to the ocean and a 5-minute walk to the start of the Bluff Trail of the 400 acre oceanside Fiscalini Ranch preserve.

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4.98 out of 5 average rating, 241 reviews

The hot tub is positioned on a patio, surrounded by greenery, with a view of the sunset over the ocean. The tranquil water reflects the warm colors of the evening sky, while a portion of the cottage and a nearby window are visible in the background.

Home in Cayucos

Modern Cayucos Bungalow - Ocean Views and Hot Tub

Welcome to our modern and chic Cayucos surf shack! Perched upon the hillsides of southern Cayucos, enjoy sweeping ocean views of Estero Bay, from the front balcony while sitting next to the outdoor gas fire pit, or from the secluded back patio while soaking in your very own private hot tub! This cottage includes a spacious backyard for your pup to roam that backs up to hundreds of acres of nature and open space.

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A serene outdoor seating area is presented, featuring two wooden chairs positioned on gravel. Surrounding elements include low stone walls and small greenery, while the ocean view is framed by the gentle hues of dawn or dusk in the sky.

4.92 out of 5 average rating, 142 reviews

Oceanside, Restored, Vintage, Retreat in Cambria

Escape to our charming beach house with unparalleled ocean views. This cozy retreat features a fireplace in the living rooms, an open-concept design, a fully equipped kitchen, and three comfortable bedrooms. Spend your days unwinding on the expansive deck, perfect for lounging and barbecues. Explore the nearby town's attractions and immerse yourself in the coastal beauty of Cambria. Your dream beach vacation awaits.

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A spacious outdoor deck is featured, with white chairs arranged on one side. Beyond the railing, a serene garden area is visible, lined with a wooden fence and diverse greenery. A large tree stands prominently, surrounded by a tranquil landscape under an overcast sky.