Pet-friendly vacation 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.

Peaceful Cottage in an Olive Grove

Come relax in this cozy cottage removed from the frantic world but so close you can easily go back at any time. Whether you choose to unwind in the serenity that surrounds our olive farm or venture out to experience all that SLO County has to offer, you'll be in the perfect spot for either or both. We're on a road less traveled with neighbors few and far between but located just 10 minutes from wine tasting, beaches, downtown SLO, the Village of Arroyo Grande, hiking trails and so much more.

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.

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!

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.

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.