Oaks & Madeira—A Luxury Wine Escape in Paso Robles

Paso Robles, California
$1158 avg/night Minimum Stay 2 Nights
Bed 4

Bed

Bath 5

Bath

Home Country House

Property Type

Sleep 14

Max Sleeps

Night 2 nights

Min Stay

Exciting News! Pool upgrade in progress (approx. April 20–July 10)! Daytime construction may be noticeable, access will be via the back gate, and BBQ/fire pit access remains available—thank you for your patience as we add this exciting new amenity. Please read below for further details.

Escape to Oaks and Madeira—a private, luxury farmhouse estate on 100 acres in Paso Robles Wine Country. Just 10 minutes from downtown, this beautifully remodeled 4BR/4.5BA home offers vaulted ceilings, a chef’s kitchen, and seamless indoor-outdoor living. Enjoy peaceful mornings on the patio, sunset walks up to the vineyard, and cozy nights by the fire pit. Perfect for wine weekends, special celebrations, or simply getting away from it all.

The Living Space - 4BR | 4.5BA | Sleeps 10
Sleep: Stylish and comfortable bedrooms with plush bedding and premium linens for restful evenings.
Living & Relaxing: Open and inviting living spaces with ample seating, Smart TV, and tasteful décor for socializing or relaxing after a day of exploring.
Equipped Kitchen: Full kitchen with modern appliances, perfect for preparing meals, casual breakfasts, or wine-country evenings in.
Dining Areas: Indoor and outdoor dining options invite long dinners with friends and family in this serene setting.

Barn Loft & Outdoor Patio
Need extra space This separate barn loft offers a fun bonus area with a ping pong/pool table, half bath, washer/dryer, plus AC and heat for year-round comfort. Two pull-out couches provide flexible sleeping or lounging. Enjoy the patio with views of the iconic oak tree, then relax in the laid-back barn setting. Note: Separate from the main home, no shower (use main house), and stairs are required.

Outdoor Living Highlights
Fire pit lounge — perfect for stargazing and storytelling
Covered patio with outdoor dining + lounge seating
Bocce court and shaded gathering spots
Pickleball court with seating to watch and enjoy the game
Take a peaceful walk up the hill to enjoy views of our vineyard and the surrounding countryside

Location
10 min from downtown Paso Robles
30 Minutes: Central Coast beaches and San Luis Obispo
A quick drive to scenic hikes, olive oil farms & more

Ideal for Groups, Wine Lovers & Special Occasions
Whether you're here for wine tasting, a milestone celebration, or a peaceful escape:
Wine tasting weekends — Guest-only perks included with your stay!
Family reunions & birthday trips
Friends' getaways — quiet, scenic, and close to everything Paso has to offer

A Working Vineyard & Olive Oil Farm
Please note: Oaks and Madeira is a working vineyard and olive oil farm. You may see our friendly farm staff on the property during your stay as they go about their day-to-day tasks. They will not disturb you and are respectful of guest privacy at all times—but you may spot tractors, vineyard maintenance, or olive grove work happening nearby.

Important Guest Info
Rental Contract: A signed rental agreement is required within 48 hours of booking confirmation.
Security Deposit: A refundable $750 security deposit is required per stay to cover potential incidentals.
Shared Property: Please note that the owners live on-site in the primary residence, and there is another separate rental unit on the property.
Quiet Hours: Starts at 10:00 PM. Please be mindful of neighborhood noise and local ordinances.
Access & Roads: Easily accessible via paved roads; standard vehicles are suitable.
Cancellation Fee: We understand that plans can change. TVR is committed to offering a flexible cancellation policy whenever possible; however, all cancellations will incur a $75 cancellation processing fee. We strongly encourage guests to purchase travel insurance to help protect their vacation investment in the event of unexpected changes.

Guest Perks Program
When you stay with Templeton Vacation Rentals, you get exclusive perks throughout Paso Robles: discounts at wineries, local dining, tours, and experiences! Details and codes are sent before your stay so you can plan the perfect visit.

Exciting Pool Upgrade in Progress
We’re excited to be enhancing the property with a brand-new pool! Construction will take place in the front of the home approximately April 20 through July 10. A photo in the listing highlights the area where work will be occurring. During this time, the construction area will be safely fenced, and access to the property will be via the back gate. While there may be noticeable daytime construction noise, work is scheduled primarily Monday–Friday from 8:00 AM to 5:00 PM, with very limited activity on some weekends. Guests will continue to enjoy full access to the BBQ and fire pit area, so you’ll still have plenty of space to relax and unwind outdoors. Once construction is complete, all future stays will enjoy access to our beautiful new pool, and we can’t wait to share this exciting new amenity. Thank you so much for your patience and understanding as we make this upgrade—we know it will be worth it!

⚠️ Please Note: Due to the remote location of this property and the private one-way dirt road with a narrow single-lane bridge, no oversized vehicles are permitted. This includes large trucks, commercial vehicles, RVs, trailers, and dually trucks. We’re always looking for ways to make our property even better for our guests! Currently, we’re working on some exciting upgrades, solar with battery backup, and even a pool in the future. While you may notice occasional improvements happening around the property, rest assured that all work will be wrapped up by 5 PM each day, and no work will take place on weekends. The grounds may not be picture-perfect during this process, but your comfort, privacy, and experience will always remain our top priority. Due to extreme fire risk, the wood-burning fireplace and Santa Maria–style BBQ are not for guest use and may only be operated by a hired private chef. A propane BBQ is provided for guest use.

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

Feature Features

  • MORE

    Books Games Smoke-free Property Desk Desk Chair Dryer Iron/ironing Board
  • OUTDOOR

    BBQ Grill(s) Firepit Garden
  • INTERNET

    Available In All Rooms: Free WiFi Available In Some Public Areas: Internet Access
  • LANGS SPOKEN

    English
  • FAMILY FRIENDLY

    Children's Books Dining Table Highchair Kitchen Microwave Refrigerator Separate Dining Area Separate Living Room Travel Crib
  • ACTIVITIES NEARBY

    Fitness Center Access Hiking Wildlife And Game Walks
  • BEDROOM

    Air Conditioning Bed Sheets Heating
  • BATHROOM

    5 Bathrooms Hair Dryer Shower Towels
  • ENTERTAINMENT

    Smart TV
  • OUTDOOR SPACE

    Balcony
  • FOOD AND DRINK

    Coffee/tea Maker Cookware/dishes/utensils Dining Room Dining Table Dishwasher Ice Maker Kitchen Kitchen Island Microwave Oven Refrigerator Spices Stovetop Toaster

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 14

Map Map

School District Availability

Review Review

  • Submitted Oct 28, 2025

    Stayed Oct 24, 2025

    We had an amazing stay at this property. The location was a quick drive to downtown Paso. Love the privacy of the home and being surrounded by nature. Looking forward to staying there again!

  • Jodie S.

    Submitted Oct 14, 2025

    Stayed Oct 5, 2025

    Lovely home, clean, and very well appointed. We had a great time there, and really enjoyed the home, and the views. You will not be disappointed, would highly recommend.

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Total

Includes taxes and fees
$1,158+
View details