Holiday houses in San Simeon

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Top-rated holiday rentals in San Simeon

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A bright living area features a spacious sectional sofa, accented with soft striped fabric. A wooden coffee table centers the space, complemented by two vibrant red chairs. Large windows allow natural light and glimpses of distant ocean views, enhancing the cozy atmosphere.
Home in Cambria
4.97 out of 5 average rating, 458 reviews

Hummingbird House in Charming Cambria

- Please note: cannot accommodate young children or pets - Unique craftsman style - Short stroll to Nature Trail, on Park Hill, up the hill from park and beach - Window seat and deck w/distant ocean view - Free Wifi, Smart TV with free Netflix - Stairs Please note: We cannot accommodate young children or pets. Two bedrooms, 2 baths on different levels for quiet and privacy. A peaceful art-filled retreat near nature trails, park and beach. Note: There is an additional fee for more than 2 guests.

Top Guest favourite
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.
Home in Cambria
4.98 out of 5 average rating, 376 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.

Top Guest favourite
Home in Cambria
4.99 out of 5 average rating, 334 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.

Top Guest favourite
A charming cottage exterior is surrounded by mature oak trees, offering a serene outdoor space. A patio features a dining table with chairs and a pair of rocking chairs, inviting relaxation. Nearby, decorative lanterns and planters enhance the inviting setting.
Cottage in Paso Robles
4.98 out of 5 average rating, 321 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!

Top Guest favourite
A rustic exterior of a ranch-style home is showcased, featuring a combination of wooden and stone elements. Large windows allow natural light to fill the interior, while potted plants add greenery to the entrance. A gravel path leads to the inviting façade.
Cabin in Lake Nacimiento
4.95 out of 5 average rating, 217 reviews

Lake Views Hilltop Ranch - 160 Acre Escape

Secluded private hilltop cabin just 5 minutes from the marina, between Lake Nacimiento and Lake San Antonio. Set on 160 lake-view acres—bring your boats! Horses and longhorn cattle graze nearby (and no flies!). This artfully designed 3BR, 2BA ranch home offers sweeping lake, valley, and mountain views. Located on the Wildflower Triathlon route—perfect for cycling, scenic drives to wineries and missions, and epic stargazing. Wildlife sightings possible!

Top Guest favourite
The image captures a coastal view at sunset, with soft orange and pink hues illuminating the sky. Gentle waves crash against dark rocky outcrops, while the ocean stretches toward the horizon, showcasing a serene and natural landscape.
Home in Cambria
4.96 out of 5 average rating, 210 reviews

Cozy stylish Cambria home ocean view: 1block2ocean

Relax in this stylish home 1-block from ocean and relish the better than hotel experience. Feel the ocean breeze, listen to the waves and enjoy the view! Savor your coffee on the deck of this ideal getaway where sky, ocean and green pines compete. This updated, newly painted and decorated split level home is located in the desirable Marine Terrace: 2-blocks to the Fiscalini Ranch, an oceanfront natural preserve with trails for walking and biking.

Top Guest favourite
A modern living room is displayed with wooden beams overhead. A dark blue couch and a wooden chair are arranged around a circular coffee table, with a telescope positioned by large sliding doors that reveal views of the surrounding area. Natural light fills the space.
Townhouse in Cambria
4.97 out of 5 average rating, 190 reviews

Coastal Breezes -10 Minutes from Hearst Castle

Coastal Breezes & 10 minute drive to Hearst Castle.| Escape the hustle in this peaceful, light-filled haven. Featuring massive sliding glass doors that blur the line between the cozy living room and the Pacific Ocean, our home invites the outdoors in. After a day of exploring Hearst Castle (just 10 minutes away!) or walking the Moonstone Beach boardwalk, come home to sink into plush bedding and watch the sunset from your private ocean-view deck.

Top Guest favourite
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
4.98 out of 5 average rating, 231 reviews

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.

Top Guest favourite
The interior space features a cozy sleeping area with a neatly arranged quilted bedspread. A wooden bar with high stools is positioned near the window, providing a view of the greenery outside. The warm wood paneling adds to the inviting ambiance.
Tiny home in Cambria
4.99 out of 5 average rating, 131 reviews

Ranch living w/ incredible views

Enjoy ranch style living located only 5 mins from downtown Cambria. We’re located right outside the coastal fog belt, so when it’s foggy in town we usually have perfect temps and sunshine! Even though it’s considered a “tiny home” it is very spacious with full amenities including full-size refrigerator, a nice gas BBQ grill, free level 2 charging, and a full size washer and dryer.

Top Guest favourite
The spacious bedroom features a calming design with a king bed, a cozy gas stove, and a kitchenette area. Natural light fills the room through two windows, with forest views visible outside. A handcrafted door leads to the private entrance.
Apartment in Cambria
4.99 out of 5 average rating, 378 reviews

The Owl Box

Private, quiet above garage apartment with beautiful forest views. Access to forest trailhead that leads to ocean. Newly remodeled unit with handmade Cambria Pines counter tops. Cozy gas fireplace, three quarter bath with custom shower and cal king bed. Kitchen nook with small fridge, microwave, sink, coffee maker and hot water pot. Wifi available. Two night minimum.

Top Guest favourite
A covered outdoor patio offers stylish seating around a central fire pit, overlooking expansive views of rolling hills. A ceiling fan provides comfort, while soft light illuminates the landscape at sunset, creating a welcoming space for relaxation.
Home in Paso Robles
5 out of 5 average rating, 325 reviews

High Ridge Cottage - vineyard views and hot tub

Escape to our private hilltop cottage in Paso Robles wine country! This stylish retreat offers breathtaking 360-degree views, a new hot tub, and a fire pit. Comfortably sleeping 4 in two private king suites, it's the perfect serene getaway. You're just minutes from world-class wineries, Sensorio, and Vina Robles Amphitheater. Your ultimate Central Coast vacation awaits!

Top Guest favourite
A contemporary home is highlighted with expansive glass doors, allowing views of the surrounding landscape. A wooden dining table is shown, adorned with a sunflower. The deck extends along the residence, featuring comfortable seating areas.
Home in San Luis Obispo
4.96 out of 5 average rating, 144 reviews

Sanctuary on Sunset Ridge ~ Panoramic Ocean Views

Enjoy extraordinary VIEWS, PEACE, and PRIVACY just 15 minutes from downtown and beaches. Within 10-15 minutes: Hiking, Biking, SUP, Kayaking, Surfing, Wine Tasting, Great Restaurants, etc., etc. We are good-dog friendly. 3-night minimum stay. We have 2 ensuite King bedrooms - the 2nd has a loft with a double bed. Check us out on Insta: @sanctuaryonsunsetridge

Popular amenities for San Simeon holiday rentals