Pet-friendly holiday rentals in San Simeon

Casa Angelita is a wonderful gem. It is private, very well equipped and at a drivable distance from wineries and restaurants and other activities in the area. If you’re looking for a wonderful place to retreat and enjoy peace and quiet time in the countryside or you want to enjoy all the activities that the area has to offer, this is the place for you.

This was our first time staying here and we would come back. It has a great enclosed yard if you have a pet and parking right outside. The inside was clean and the bed was very comfortable. At one point I contacted the host and they replied very quickly. It’s a nice place!

Our family stayed here while attending the wedding of a local friend and had a wonderful visit. Many of our events were far from town and this location was perfect for us as we planned to cook our breakfasts and lunches here. The kitchen has everything you could need and if you forget a few things the store is about a 15 minute drive. The house is very comfortable with room for everyone to spread out. Beds are very comfortable and there are lots of games to keep everyone busy during down time. The Jacuzzi is an added benefit as well as the nice yard and patio. Perfect for hanging out with your doggo and family. We had a wonderful stay and highly recommend the Ranchette!

Thank you for opening your home and welcoming us so warmly. We felt like you gave us permission to make ourselves at home, and we did. Your common areas were perfect for us. We had lots of cooks in your large, well-stocked kitchen, and made full use of your counter space and equipment. We all gathered around your big dining table and enjoyed family meals together. Your living room was perfect for our evenings of singing together and telling stories. We think the high ceiling made for good acoustics! We also loved the location and proximity to Fiscalini Ranch. The neighborhood flock of wild turkeys were quite entertaining, too.

It’s always such a pleasure to stay in Susan’s home! She is such a fantastic hostess. ☺️ She is always so attentive to our needs. And we are thrilled to come back soon!

Our stay at the luxury retreat at Serendpity farms was very enjoyable, the house was very clean and had everything we needed. The location was a beautiful hilly a country setting very quiet and a great place for walking our dogs, our host Denise's was good about informing us on rules, check in and check out.

Lovely stay in Baywood Bay with a communicative and kind host! There’s so much to do in the area and this is a great place to stay to explore all the fun things to do nearby. And the cottage is so cute!

We had a wonderful stay in Paso Robles! The home was in a great location, very clean, comfortable, and well-equipped with everything we needed. The amenities were excellent, and both my wife’s family and I truly enjoyed our time here. We’d definitely recommend it and look forward to staying again on our next visit!

David's place was perfect for us! It is so comfortable and we loved watching Directv...what a treat! The kitchen space is fully stocked with lots of clear directions. David was very helpful and accommodating. Even the main house seems close to the guest house, it is still VERY private. Thank you David for a wonderful stay!!

I absolutely loved staying here. I came here with my dog for a short getaway from LA and to check out the Santa Ynez area. The fenced in yard was perfect for my dog, who was in bliss with all the space, new smells and nature sounds. The guest house is so cute, private and opens out to the pool and yard area that is on top of a hill overlooking other vast properties with horses grazing, grapes growing, hawks flying over...It’s so beautiful and peaceful. Everything in the guest house was clean and organized, even pool towels were provided for me and my dog. The bed was very comfortable and I loved leaving the windows open for a breeze and to hear all the birds and other night sounds. The property is a short drive to Santa Ynez and Los Olivos, both very nice to walk around and very dog friendly! Cute restaurants and Alanna recommended a few dog friendly options for me. I loved my stay here, Alanna was a great host, and I hope to be back.

Beautiful location, peaceful, relaxing, and easy to drive to other local activities. Had everything we needed.

Thank you Jeffery for great service and nice experience. It’s a lovely and peaceful place, very quiet and pleasant. All the amenities were functional and convenient. The only things you need to take in consideration it’s pretty far out from the main attractive points of this area but at the same time you enjoy beautiful rides so it’s also allowed you enjoy a unique experience.

This was truly one of the best Airbnbs we’ve ever stayed at. The space was not only spotless but beautifully decorated, with so many thoughtful touches—water by the bed, luxe bathroom amenities, cozy candles throughout… it felt like a boutique retreat. The pool was absolutely stunning, and having the horses wander right up to it made for the most magical, relaxing afternoon. The hosts were incredibly kind and even offered to extend our checkout since no one was checking in after us. We came for a couples getaway and had the perfect balance of activity and chill: wine tasting and dinner out the first night, then biking into town for breakfast and soaking up the sun at the pool with wine and lunch the next day. The animals and peaceful farm setting just sealed the deal. 10/10 would recommend—this place is a gem

Very well maintained home with lots of updates and amenities. Location was super convenient to wineries and local towns with lots of character. Kids loved the pool, and the shades were also much appreciated for relaxation poolside.

We had a lovely stay at Terry's place! It comfortably fit the 8 people in our bachelorette party, and was not far from many lovely vineyards in Paso, and only 10 mins from downtown Paso. The backyard was huge, and the house was comfortable. Despite being on a corner it felt very private. Would reccommend!

Brian's place was the perfect spot for our family's celebration of my 65th birthday and my Grandson Sonny's 1st birthday party. My daughter teaches and lives at Dunn School, so Brian's place was within walking distance to her school and downtown Los Olivos. We celebrated my birthday at the area restaurants on Saturday and had Sonny's Party at Brian's place on Sunday. Standouts included a great outdoor grill and spacious outside area for all the guests, top-of-the-line kitchen appliances inside the house, plenty of seating inside and out, outdoor games for kids and adults, an in-ground outdoor fireplace, with s'more ingredients supplied by Brian for the fire. Spa available, maybe we will try it next time:) Brian reached out to us to make sure we had everything we needed and was available to answer any questions. I will definitely be a regular customer!!

Wonderful home to return to each night, we enjoyed our time there. Everything was as described - very clean home, bathroom and landscaping. It was easy to connect to the WiFi and TV. The black out curtains were incredibly useful against the very hot sun and the A/C was awesome! We were in town for a beer festival and it was a great relief to come home to that afterwards. The street noise wasn’t noticeable as the house is behind a fence and had good sound insulation.

Absolutely love my stay in the pirate cabin. It was cozy and quaint. It was easy, and the perfect spot for an easy going vacation. Totally worth checking out.

Wonderful tiny house, friendly and responsive host. Nice quiet neighborhood and plenty of private space outside.

My family enjoyed this location more than any other AirBnB we have been to. A real treat in the midst of nature. Very peaceful, comfortable. We hope to be back someday.

We thoroughly enjoyed our beach cottage stay. It felt like a breath of fresh air with its beach decor and vibes.

Nice place down a quiet and safe street. Hosts were kind and responsive, and our kids loved the firepit and smores. House was clean and as described. Worked out nicely for our fam for a one night stopover.

This beautiful home was perfect for my two granddaughters and I. They love how they felt at home saying “Grammy I love this house .” We felt right at home cooking and baking cookies. Thank you Diana for sharing your home with us. We will be back for sure.

We had a great stay at the Carriage House. The whole process was very easy and the place was clean and comfortable, and we had total privacy. We had an event in Paso Robles first and then spent the next two days hanging out in pismo and avila beach, and the location was absolutely perfect for all our excursions. We highly recommend the Carriage House. Thanks Greg!