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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

Enjoy the expansive Oaks & Madeira property
Living Room with Fireplace & Large Windows
Chef’s Kitchen with Oversized Island
Gather under the patio for unforgettable meals
Primary suite featuring a king bed, dedicated office, and spa-like ensuite
4 bedrooms4+ bathrooms282.9 sq m

Popular amenities

  • Air conditioning
  • Parking available
  • Dryer
  • Washer
  • Fireplace
  • Barbecue grill

Explore the area

View map
Paso Robles, CA
  • Vina Robles Winery and Amphitheater
    ‪9 min drive‬
  • Sensorio
    ‪9 min drive‬
  • Paso Robles Horse Park
    ‪15 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.

Add dates for prices

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.
Map
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

  • Paso Robles Station - 15 min drive
  • San Luis Obispo, CA (SBP-San Luis Obispo County Regional) - 50 min drive

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

Where is Oaks & Madeira—A Luxury Wine Escape in Paso Robles located?

Situated in a rural location, this holiday home is within 6 miles (10 km) of Paso Robles Pioneer Museum, Studios on the Park and Paso Robles Children's Museum. Downtown City Park and Paso Robles History Museum are also within 6 miles (10 km).

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About the host

Hosted by Sarah Maggelet-Templeton Vacation Rentals

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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.

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

Languages:

English

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