Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled Family icon
Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Guesthouse at the Flying Caballos Ranch

Bedrooms 2
Property type house
Minimum Stay 3 nights


About the property

2 Bedroom, 2 Bath Guesthouse (Sleeps 4-6)

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.

Built in 1952, this 2-bedroom, 2-bathroom guesthouse can accommodate up to 6 guests (2 doubles, 1 sofa sleeper). Each room in the home is unique and has been decorated with the utmost attention to detail. The guesthouse features a full kitchen, dining room with seating for 4 guests, and a cozy living room with sofa sleeper. The guesthouse has a private entrance, large fenced front and back yard with BBQ and patio furniture, and a single car garage. 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)


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.

More Details

Property Manager
Sarah Hames
Member since: 2008
Speaks: english
Response time:
Within a few days
Response rate:
Calendar last updated:
April 16, 2018


San Luis Obispo House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
House Rules:
  • Check-in: 2:00 PM
  • /
  • Check-out: 12:00 PM
  • Max. occupancy: 6
  • Children welcome
  • Parties/events not allowed
  • Pets considered ...
  • Non smoking only
Location Type:
  • Mountain View
  • Away From It All
  • Family
  • Romantic
  • Clothes Dryer
  • Garage ...
  • Heating
  • Internet
  • Linens Provided
  • Living Room
  • Parking
  • Parking Off Street
  • Parking for RV/Boat/Trailer
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • seating for 4 people
  • 2 Bathrooms
  • Bathroom #2 - toilet , combination tub/shower
    Bathroom #1 - toilet , shower
  • 2 Bedrooms, Sleeps 6
  • Bedroom #1 - 1 double
    Bedroom #2 - 1 double
  • Books
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • Deck / Patio
  • Lawn / Garden
  • Outdoor Grill
  • limited accessibility
  • churches
  • cinemas
  • health/beauty spa
  • live theater
  • restaurants
  • water parks
  • winery tours
Leisure Activities:
  • antiquing
  • bird watching
  • boating
  • eco tourism
  • horseback riding
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • mountain biking
  • parasailing
  • pier fishing
  • rock climbing
  • sailing
  • snorkeling/diving
  • surfing
  • swimming
  • wind-surfing


4/5 -
(3 traveler reviews)

66% Complete
0% Complete
0% Complete
33% Complete
0% Complete
Guesthouse at the Flying Caballos Ranch
average rating of 4.0 based on 3 reviews
San Jose, Ca

Retro Cozy!

  • 5 of 5

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

  • Submitted: Apr 30, 2016
  • Stayed: March 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

Nice setting, but needs work

  • 2 of 5

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.

  • Submitted: Mar 7, 2014
  • Stayed: February 2014
  • Source: VRBO, from HomeAway
Did you find this review helpful?
3 0
Branford, CT

Magical stay at the Water Tower

  • 5 of 5

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!

  • Submitted: Jul 13, 2012
  • Stayed: July 2012
  • Source: VRBO, from HomeAway
Did you find this review helpful?
3 2


Nearest Airport
0.6 Miles
San Luis Obispo Country Regional Airport
Nearest Barpub
4 Miles
Downtown San Luis Obispo
Nearest Golf
5 Miles
Laguna Lake Golf Course
Nearest Train
3 Miles
Amtrak Station - SLO
Nearest Restaurant
4 Miles
Downtown San Luis Obispo
Nearest Beach
9 Miles
Pismo Beach, Avila Beach, Shell Beach
Car: recommended


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $150
Damage Deposit $600

The Refundable Security Deposit of $600 is required to secure your reservation and the remaining balance is due 30 days from your arrival date. Refundable Pet Security Deposit is $300. We accept Visa, MasterCard, Checks, and Cash. A signed agreement is required for all reservations.

Holidays are booked at Peak Season rate with a 3 night minimum (New Year's, Easter, Memorial Day, 4th of July, Labor Day, Thanksgiving, and Christmas). Cal Poly Graduation Weekend requires a 5 night minimum in all of the homes or 4 night minimum with option of onsite Graduation Party (additional fee).

Manager's Cancellation Policy

  • 50% refund if canceled at least 30 days before arrival date.
  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

You might like these similar properties