Holiday rentals in San Simeon Bay

Paso Robles Wine Country Ranch House & Firepit

Escape to a peaceful countryside haven nestled on 46 private acres in Paso Robles, on the outskirts of the Adelaida wine district. This 3 bedroom, 2 bath home is an ideal retreat for couples, families, or a girls’ getaway. With French countryside decor, king-size beds, and a fully stocked kitchen, this home blends comfort and charm. Unwind under starry skies by the fire pit, savor meals with loved ones at the outdoor dining table, and enjoy the ultimate escape into quiet, nature-filled solitude.

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.

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.

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.

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!

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!

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.

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.

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.

Quiet beautiful cottage with wide open spaces.

Enjoy the best weather Cambria has to offer, fog in the morning & sun mid-day with ocean breezes. Our home sits on top of a slope with beautiful views of the mountains, wildlife, ocean, & is a 5 min walk from the Cambria Pines Lodge & 10 min walk to downtown. Enjoy your coffee or a meal in the serenity of the downstairs or upstairs deck. Easy access, easy parking, family friendly, & pet friendly.

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.

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!