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Guesthouse at the Flying Caballos Ranch

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Guesthouse at Flying Caballos Ranch
A living room with a sofa set, a round coffee table, and a green armchair. There are two lamps and a wall-mounted guitar display.
Dining Nook
Kitchen
Bedroom #1

Reviews

9.6 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Kitchen
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space
  • Parking available

Explore the area

View in a map
San Luis Obispo, CA
  • Place, Edna Valley Vineyard
    ‪7 min drive‬
  • Place, Piedra Creek Winery
    ‪9 min drive‬
  • Place, Madonna Plaza Shopping Center
    ‪10 min drive‬
  • Airport, San Luis Obispo, CA (SBP-San Luis Obispo County Regional)
    ‪15 min walk‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom #1

1 Double Bed

Bedroom #2

1 Queen Bed

2 bathrooms

Bathroom #1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom #2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

Guesthouse at the Flying Caballos Ranch

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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House Rules

Check in after 4:00 PM
Minimum age to rent: 22
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

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

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. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and horse riding nearby.
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Map
San Luis Obispo, CA

What's nearby

  • Edna Valley Vineyard - 7 min drive - 5.9 km
  • Piedra Creek Winery - 9 min drive - 7.7 km
  • Madonna Plaza Shopping Center - 10 min drive - 9.9 km
  • Laguna Lake Park - 11 min drive - 9.5 km
  • Avila Hot Springs - 13 min drive - 15.0 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
  • ‪Liquid Gravity Brewing - ‬4 min drive
  • ‪Pizza Republic - ‬3 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 8 May, 2026, prices found for a 1-night stay for 2 adults at Guesthouse at the Flying Caballos Ranch on 14 Jul, 2026 start from S$602, 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 San Luis Obispo Museum of Art are also within 6 miles (10 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 10 out of 11 reviews
Rating 8 - Good. 0 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 1 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Helene P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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 4 nights in Jul 2025
Verified

10/10 Excellent

Susan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Combine this with the other structures on the property for anything from an intimate weekend to a wedding. Loved everything about it.
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Alysha S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great little getaway

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.
Stayed 2 nights in Jul 2021
Verified

10/10 Excellent

Joyce B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sweet cottage retreat

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.
Stayed 2 nights in Mar 2021
Verified

10/10 Excellent

Christopher R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We had an amazing vacation.

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.
Stayed 3 nights in Nov 2020
Verified

10/10 Excellent

Allison S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place!

Great experience at Sarah’s property. So close to wineries and close enough to downtown! No issues and it was a fantastic weekend :) thanks!
Stayed 2 nights in Nov 2020
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

The perfect getaway location

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!
Stayed 2 nights in Jul 2020
Verified

10/10 Excellent

Belinda W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A lovely house with everything we needed

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.
Stayed 3 nights in Jun 2020
Archival

10/10 Excellent

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.

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.
Archival

10/10 Excellent

Tom P.

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!

About the host

Hosted by Sarah Hames

Host profile image

Why they chose this property

What makes this property unique

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