Guesthouse at the Flying Caballos Ranch

San Luis Obispo, California
$579 avg/night
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 4

Max Sleeps

The Guesthouse at the Flying Caballos Ranch sits next to our century old farmhouse and is located in the rolling hills of Edna Valley, minutes from wine country and downtown San Luis Obispo.

This newly remodeled 2-bedroom, 2-bathroom guesthouse accommodates up to 4 guests (1 double bed & 1 king bed). The guesthouse features a full kitchen, dining room with seating for 4 guests, and a cozy living room. The guesthouse has a private entrance, large front fenced yard and back yard withBBQ, deck, fire pit, and chairs. Come enjoy the beautiful views of Edna Valley!

The Flying Caballos Ranch offers several other historic homes that are available to rent. Please be sure to check out our other properties on the ranch (Farmhouse #174490, Cozy Cottage #228510)

HISTORY:
The Flying Caballos Ranch was originally owned by the Alfred Madonna family in the early 1900's and encompassed several hundred acres, operating as a dairy farm. The Madonna's grew their own vegetables, vineyard, and orchard. They hunted deer and fished for salmon, all on the ranch. Currently, the ranch consists of approximately 100 acres with horse and cattle grazing, a year-round creek, and unobstructed views of Edna Valley and Islay Hill.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    2 Total (up To 50 Lbs Per Pet) Pet Friendly Welcoming Dogs Only
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee Grinder Coffee/tea Maker Dishwasher Ice Maker Microwave Oven Paper Towels Refrigerator Stovetop
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Garden Patio
  • BATHROOMS

    2 Bathrooms Hair Dryer Shampoo Shower/tub Combination Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Cycling Nearby Ecotours Nearby Golf Nearby Hiking Nearby Jet Skiing Nearby Kayaking Nearby Parasailing Nearby Water Park Nearby Whale Watching Nearby
  • ENTERTAINMENT

    TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near Outlet Shopping
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Availability

Review Review

  • Helene P.

    Submitted Jul 28, 2025

    Stayed Jul 23, 2025

    Property was really clean and the area beautiful; saw a fox, rabbits and ground squirrels. We had a little problem with getting in (didn't realize we needed to enter the actual sign for # before the number at the gate but figured it out). We are all seniors....Beds comfy and facilities were very nice for the 3 of us. Only would have liked a little bit more items for those of us who actually cook and clean up (e.g. only one sponge; some items we expected to be there were missing and we had to do a lot of shopping for wrapping, cleanup and storage). We have a feeling that most who stay at the property are there for an event and don't stay a full 4 days (and cook). That said, it was really a nice property, very quiet and well kept up, and very convenient to get into San Luis Obispo for shopping and concerts which we attended. Would absolutely stay there again and highly recommend it.

  • Alysha S.

    Submitted Jul 29, 2021

    Stayed Jul 26, 2021

    Stayed here with my kids and dog for a little family get away from So Cal. So peaceful here and the stay was comfortable. They had everything we needed and Sarah was awesome at responding. Thank you for having us.

  • Joyce B.

    Submitted Mar 29, 2021

    Stayed Mar 12, 2021

    We enjoyed our stay at this charming guest house. It was comfortable and convenient for us. We would love to return on our next trip to SLO.

  • Christopher R.

    Submitted Dec 26, 2020

    Stayed Nov 15, 2020

    This property was just magical and so charming. The house was very clean and the grounds well kept. It was nearby the wineries and still close to downtown. The host was incredibly helpful and welcoming. We hope to visit again in the future.

  • Allison S.

    Submitted Nov 23, 2020

    Stayed Nov 6, 2020

    Great experience at Sarah’s property. So close to wineries and close enough to downtown! No issues and it was a fantastic weekend :) thanks!

  • Submitted Aug 6, 2020

    Stayed Jul 17, 2020

    Sarah’s property is amazing! My friends and I had such a nice time, the property is so peaceful and calming, but you are also so close to all of the San Luis Obispo amenities. We even walked to dinner one night! The house itself was so cute and really authentic, we had a great time just hanging out in the backyard and bbqing. Sarah was so easy to communicate with, I would highly recommend a stay at the Flying Caballos Ranch!

  • Belinda W.

    Submitted Jul 19, 2020

    Stayed Jun 30, 2020

    We came to this place for a little family vacation and it was perfect! Really clean on arrival and the kitchen had lots of new loo moo my amenities. Even though it’s a retro looking house, there were lots of mod cons. The linen was all super soft - and while we wished we’d brought our own former pillows - everything was really nicely furnished. The location felt quite remote when we drove in, with the payoff being the countryside, but we were actually quite close to town and nearby shops were only a few mins. The only surprise for us was how close the guest house was. With both houses being occupied, we were lucky the couple staying there we’re home much! We had a really lovely stay and would definitely stay again.

  • Submitted Apr 30, 2016

    Stayed Dec 31, 1969

    My family stayed in the guesthouse for a week long vacation. The setting of this ranch was unbelievable! We had views of large open fields and rolling hills one way, and views of vineyards from the back yard! The weather was perfect and we spent much of our time on the patio or playing games in the yard. The house is charming and comfortable with a slightly retro feel, and

  • Mark W.

    Submitted Mar 14, 2014

    Stayed Dec 31, 1969

    First off, Krysta, the new innkeeper, is trying very hard to improve things. She was very attentive to our needs - they were many. The kitchen needed a lot of things (provided) and the beds needed mattress pads (provided). We also secured a flashlight from her and liners for drawers and cupboards. The housekeeping is suspect, as the cleanliness was sub-par (for ex., the vacuum cleaner barely worked). We also had to re-wash all dishes and would not use the sponge and scrubber provided. Lamps were dim, so hard to read in the livingroom. Also, this is a dog-friendly place, but the groundskeeper was placing poison around to combat ground squirrels; not a good thing for Fido. It's an ok overnight/weekend place, but we cannot recommend for a longer-term stay. That said, improvements are being made and Krysta's good efforts may make this a more desirable place very soon.

  • Tom P.

    Submitted Jul 15, 2012

    Stayed Dec 31, 1969

    This review is for the Water Tower property on the Flying Caballos ranch. We enjoyed a special anniversary at the fun and charming Water Tower on the Flying Caballos ranch. (See website.) The unique three-level structure is cozy inside, but has a useful kitchen, comfy bed and top level with vineyard, mountain and ranch views. The finishes and details throughout are of a high and artistic standard, and the place was spotless. It is a perfect retreat for two (or one). Don't be hesitant about the outdoor shower, which is sufficiently enclosed and private, and boasts a large rainfall showerhead. Also, don't worry about the nearby airport. We did not find the occasional small and medium-sized airplanes intrusive, and there was no air traffic at night. From Flying Caballos we walked the grounds and even explored the adjoining vineyard. Ten minutes by car is lively and charming downtown SLO. We also must make special thanks to property manager Joleen, who was responsive, friendly and helpful throughout our experience. Thanks!

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Total

Includes taxes and fees
$579+
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