Entire home
Oaks & Madeira—A Luxury Wine Escape in Paso Robles
Holiday home in Paso Robles with kitchen and balcony
Photo gallery for Oaks & Madeira—A Luxury Wine Escape in Paso Robles





4 bedrooms 4+ bathrooms 282.9 sq m
Popular amenities
Explore the area

Paso Robles, CA
- Vina Robles Winery and Amphitheater9 min drive
- Sensorio9 min drive
- Paso Robles Horse Park15 min drive
- San Luis Obispo, CA (SBP-San Luis Obispo County Regional)48 min drive
Rooms & beds
4 bedrooms
Downstairs Ensuite
1 Queen Bed
Primary Ensuite Bedroom Downstairs
1 King Bed
Upstairs King Ensuite
1 King Bed
Upstairs Two Queens Family Ensuite
2 Queen Beds
4 bathrooms, 1 half bathroom
Downstairs Half Bathroom
Toilet
Downstairs Queen Ensuite Bathroom
Toilet · Shower only
Primary Ensuite Bathroom Downstairs
Bathtub · Toilet · Shower only
Upstairs Family Ensuite Bathroom
Toilet · Shower only
Upstairs Kings Ensuite Bathroom
Toilet · Shower only
Spaces
Kitchen
Balcony
Separate dining area
Garden
About this property
Oaks & Madeira—A Luxury Wine Escape in Paso Robles
🌿 Oaks and Madeira — Luxury Wine Escape on 100 Acres | Sleeps 10
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.
Whether you're unwinding by the fire pit or relaxing beneath centuries-old oaks, this is California living at its finest.
🛏️ The Space – 4BR | 4.5BA | Sleeps 10
This elegant, newly renovated farmhouse blends rustic charm with upscale amenities:
✅ 4 spacious bedrooms — each with a private en-suite bathroom
✅ Gourmet kitchen with chef-grade appliances, oversized island, and wine fridge
✅ Open-concept living & dining with vaulted ceilings and sweeping vineyard views
✅ Half bath for guests
✅ Washer/dryer, fast Wi-Fi, Smart TVs & central heat/AC
🌾 Outdoor Living Highlights
This is California living at its best—where the indoors flow seamlessly to the outdoors:
🔥 Fire pit lounge — perfect for stargazing and storytelling
🍷 Covered patio with outdoor dining + lounge seating
🏐 Bocce court and shaded gathering spots
🌳 Take a peaceful walk up the hill to enjoy views of our vineyard and the surrounding countryside
🎉 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
📍 Location
Located on Paso Robles’ desirable Westside, you’re just:
🍇 10 min from downtown Paso Robles
🍷 Surrounded by world-class wineries, tasting rooms, and dining
🌅 A quick drive to scenic hikes, olive oil farms & more
🚜 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.
To finalize your reservation, guests must:
✔ Sign our rental agreement within 48 hours of booking.
✔ Pay a $500 refundable deposit before arrival.
⚠️ 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, including a brand-new pickleball court, 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.
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.
Whether you're unwinding by the fire pit or relaxing beneath centuries-old oaks, this is California living at its finest.
🛏️ The Space – 4BR | 4.5BA | Sleeps 10
This elegant, newly renovated farmhouse blends rustic charm with upscale amenities:
✅ 4 spacious bedrooms — each with a private en-suite bathroom
✅ Gourmet kitchen with chef-grade appliances, oversized island, and wine fridge
✅ Open-concept living & dining with vaulted ceilings and sweeping vineyard views
✅ Half bath for guests
✅ Washer/dryer, fast Wi-Fi, Smart TVs & central heat/AC
🌾 Outdoor Living Highlights
This is California living at its best—where the indoors flow seamlessly to the outdoors:
🔥 Fire pit lounge — perfect for stargazing and storytelling
🍷 Covered patio with outdoor dining + lounge seating
🏐 Bocce court and shaded gathering spots
🌳 Take a peaceful walk up the hill to enjoy views of our vineyard and the surrounding countryside
🎉 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
📍 Location
Located on Paso Robles’ desirable Westside, you’re just:
🍇 10 min from downtown Paso Robles
🍷 Surrounded by world-class wineries, tasting rooms, and dining
🌅 A quick drive to scenic hikes, olive oil farms & more
🚜 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.
To finalize your reservation, guests must:
✔ Sign our rental agreement within 48 hours of booking.
✔ Pay a $500 refundable deposit before arrival.
⚠️ 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, including a brand-new pickleball court, 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.
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Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space
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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
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
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
We should mention
A car is recommended for transport to and from this property
About the area
Paso Robles
Located in Paso Robles, this holiday home is in a rural area. Paso Robles Pioneer Museum and Studios on the Park are cultural highlights, and some of the area's activities can be experienced at Paso Robles Children's Museum and Anglim Winery. Ravine Waterpark and Terrace Hill Olive Oil are also worth visiting. Take the opportunity to explore the area for outdoor excitement like hiking and other activities like wildlife walks.

Paso Robles, CA
What's nearby
- Ravine Waterpark - 8 min drive - 8.7 km
- Firestone Walker Brewing - 8 min drive - 10.2 km
- Vina Robles Winery and Amphitheater - 9 min drive - 10.2 km
- Sensorio - 9 min drive - 11.3 km
- Paso Robles Horse Park - 15 min drive - 8.4 km
Getting around
Restaurants
- McDonald's - 5 min drive
- Taco Bell - 6 min drive
- Starbucks - 5 min drive
- Denny's - 5 min drive
- Su Casa - 5 min drive
Frequently asked questions
Reviews
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About the host
Hosted by Sarah Maggelet-Templeton Vacation Rentals

Why they chose this property
Oaks and Madeira offers a rare combination of luxury, privacy, and authentic Wine Country living. Unlike typical rentals, you’ll enjoy a recently remodeled farmhouse nestled on nearly 100 acres of vineyards and olive groves, providing a peaceful escape without sacrificing convenience.
Whether you’re gathering with family and friends in the gourmet kitchen, unwinding under the stars by the fire pit, or exploring local wineries just minutes away, this estate creates unforgettable memories in a stunning natural setting. It’s the perfect blend of comfort, elegance, and rustic charm—designed for those who want a true Paso Robles experience.
Whether you’re gathering with family and friends in the gourmet kitchen, unwinding under the stars by the fire pit, or exploring local wineries just minutes away, this estate creates unforgettable memories in a stunning natural setting. It’s the perfect blend of comfort, elegance, and rustic charm—designed for those who want a true Paso Robles experience.
What makes this property unique
Secluded luxury on nearly 100 acres of private vineyard and olive groves — your own peaceful retreat just minutes from downtown Paso Robles
Recently remodeled farmhouse that perfectly blends modern amenities with rustic Wine Country charm
Expansive outdoor living spaces designed for entertaining and relaxation — from wood-fired pizza nights to stargazing by the fire pit
Vineyard views and fresh country air that create an unforgettable backdrop for every moment
Ideal for groups, celebrations, and retreats looking for a true wine country experience with privacy and style
Recently remodeled farmhouse that perfectly blends modern amenities with rustic Wine Country charm
Expansive outdoor living spaces designed for entertaining and relaxation — from wood-fired pizza nights to stargazing by the fire pit
Vineyard views and fresh country air that create an unforgettable backdrop for every moment
Ideal for groups, celebrations, and retreats looking for a true wine country experience with privacy and style
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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