Pet-friendly holiday rentals in San Simeon

Back Bay Getaway - Dog Friendly - Home in Los Osos

Our peaceful home is located a short walk from the back bay of Los Osos. Its new design makes for a restful getaway with its luxurious bedroom, hot tub, and soothing bath. Our home is close to many local favorite hiking, biking, kayaking, surfing, and paddle boarding locations such as Montana de Oro and Morro Bay. The outdoor patio is the perfect setting for a family bbq with a lawn for your pets to play. A short distance away is delicious cuisine, coffee shops, golfing, and local art studios.

Romantic Vineyard Guesthouse - 2 min from wineries

Top 5% of all Airbnb listings. Enjoy a romantic stay in our cozy Guesthouse with covered parking on our Vineyard Estate. You'll love the quiet and stargazing in this amazing location. We are just minutes from Paso Robles' best wineries and a quick 5 minute drive to quaint downtown Paso Robles - where you can enjoy shopping, parks, and restaurants. Within San Luis Obispo county you are 45 minutes from anything including wineries, vineyards, festivals, farmers markets, and of course the beach.

Vintage Ranch Cottage, Paso Robles, California

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! @vintageranch on IG

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.

Casita Oliva

Romantic, freestanding casita with private courtyard, set upon the hillside of a working olive farm in Paso Robles, California. Vintage Moroccan and Spanish light fixtures, built-in Moroccan queen-sized bed, refrigerator, coffee maker and basic utensils make this a perfect home-away-from-home or private retreat. The en suite bathroom features a porcelain tub/shower and stone sink. An outdoor fireplace, fountain and gorgeous views to the surrounding hillside complete the setting.

Shade Oak

Spring flowers paint the hills of the Central Coast. Warm days and crisp nights make spring a great time to enjoy the beauty of the wildflowers and wild life of the the back canyons. Enjoy the peace and solitude of the Central Coast back country in this 10ft x 12ft furnished wall tent. Enjoy the magnificent sunset over the vibrant greens, pinks and yellows of springtime in the back canyons. Temperatures average mid 60s/70s in the daytime and upper 40s/low 50s at night.

Peaceful Suite by the Bay

Unwind in our peaceful private suite on a quiet acre by the bay. Enjoy ocean sounds, eucalyptus trees, birdlife, and bay views from your suite, covered deck, and giant fenced front yard. Easy walk down to the bay for walking trails/kayaking/paddleboarding. Just 5 minutes from Montana de Oro state park epic beaches and hiking/biking trails. Close to great food, wine, and coffee - plus friendly visits with our donkey (Ozzie), horse (Nina), and chickens!

Coastal Retreat/King Beds/EV Charger/Big Sur Cabin

Experience the enchantment of a secluded woodland retreat, nestled within the embrace of nature's beauty. This Big Sur Style private house, nestled in the woods, offers a remarkable ambiance akin to a magnificent treehouse. Immerse yourself in the breathtaking surroundings, with floor-to-ceiling windows that provide uninterrupted panoramic views of the lush, forested canyon preserve. Complete with 2 king beds and 1 queen bed along with a sleeper sofa.

Boho A-Frame Cabin w/ Sauna

Escape to this enchanting unique A-Frame cabin guesthouse on California's central coast. With a sauna, fireplace, BBQ, and starlit sleeping loft. It's the perfect retreat for two. Surrounded by state parks, the bay, and hiking trails, adventure awaits right outside your door. Whether you're seeking serenity or exploration, this hidden gem offers the ultimate California escape.