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 with BBQ, 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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Amenities
Kitchen
Pet-friendly
Free WiFi
Air conditioning
Outdoor space
Mountain view
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Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Refundable Pet Security Deposit: $500
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Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
We should mention
A car is recommended for transport to and from this property
About the area
San Luis Obispo
Located in San Luis Obispo, this holiday home is near a water park. The area's natural beauty can be seen at Avila Hot Springs and Oceano Dunes State Vehicular Recreation Area. San Luis Obispo Railroad Museum and San Luis Obispo Children's Museum are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Madonna Plaza Shopping Center - 9 min drive - 7.3 km
Laguna Lake Park - 9 min drive - 6.9 km
Downtown SLO Farmers' Market - 11 min drive - 6.9 km
Getting around
San Luis Obispo Station - 11 min drive
San Luis Obispo, CA (SBP-San Luis Obispo County Regional) - 3 min drive
Restaurants
Old San Luis Bbq Company - 3 min drive
Pizza Republic - 3 min drive
Liquid Gravity Brewing - 4 min drive
Efren’s Mexican Restaurant - 6 min drive
Jersey Mike's Subs - 3 min drive
Frequently asked questions
Is Guesthouse at the Flying Caballos Ranch pet-friendly?
Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.
How much does it cost to stay at Guesthouse at the Flying Caballos Ranch?
As of 31 March 2026, prices found for a 1-night stay for 2 adults at Guesthouse at the Flying Caballos Ranch on 3 April 2026 start from NZ$827, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Guesthouse at the Flying Caballos Ranch?
On-site parking is available at the property.
What time is check-in at Guesthouse at the Flying Caballos Ranch?
Check-in begins at 4:00 PM.
What time is check-out at Guesthouse at the Flying Caballos Ranch?
Checkout is at 11:00 AM.
Where is Guesthouse at the Flying Caballos Ranch located?
Situated in San Luis Obispo, this holiday home is 2.9 mi (4.6 km) from Edna Valley Vineyard and within 6 miles (10 km) of California Polytechnic State University, San Luis Obispo and San Luis Obispo Railroad Museum. Emerson Park and Bubblegum Alley are also within 6 miles (10 km).
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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.
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.
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.
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!
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.
Belinda W.
Stayed 3 nights in Jun 2020
Archival
10/10 Excellent
30 April 2016
Retro Cozy!
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
Archival
4/10 Poor
Mark W.
14 March 2014
Nice setting, but needs work
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.
Mark W.
Archival
10/10 Excellent
Tom P.
15 July 2012
Magical stay at the Water Tower
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!