Summer Weekends Are Booking Fast! Book Direct and Save!

Paso Robles, CA

Oaks & Madeira

4 bedrooms7 beds5 baths14 guests5.0 (11)

About the property

🔨 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.

🔨 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.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jul 22, 2026$600Not Available2
Jul 23, 2026$600Not Available2
Jul 24, 2026$750Not Available2
Jul 25, 2026$779Not Available2
Jul 26, 2026$600Available2
Jul 27, 2026$600Available2
Jul 28, 2026$600Available2
Jul 29, 2026$600Available2
Jul 30, 2026$619Not Available2
Jul 31, 2026$737Not Available2
Aug 1, 2026$768Not Available2
Aug 2, 2026$678Not Available2
Aug 3, 2026$689Available2
Aug 4, 2026$647Available2
Aug 5, 2026$653Available2
Aug 6, 2026$1,031Not Available2
Aug 7, 2026$1,191Not Available2
Aug 8, 2026$1,182Not Available2
Aug 9, 2026$951Available2
Aug 10, 2026$905Available2
Aug 11, 2026$833Available2
Aug 12, 2026$866Available2
Aug 13, 2026$994Available2
Aug 14, 2026$1,198Not Available2
Aug 15, 2026$1,178Not Available2
Aug 16, 2026$922Available2
Aug 17, 2026$835Available2
Aug 18, 2026$833Available2
Aug 19, 2026$827Available2
Aug 20, 2026$926Not Available2
Aug 21, 2026$1,129Not Available2
Aug 22, 2026$1,171Not Available2
Aug 23, 2026$884Not Available2
Aug 24, 2026$773Available2
Aug 25, 2026$740Available2
Aug 26, 2026$757Available2
Aug 27, 2026$860Available2
Aug 28, 2026$1,107Available2
Aug 29, 2026$1,134Not Available2
Aug 30, 2026$827Available2
Aug 31, 2026$721Available2
Sep 1, 2026$722Available2
Sep 2, 2026$721Available2
Sep 3, 2026$862Available2
Sep 4, 2026$1,637Not Available3
Sep 5, 2026$1,605Not Available3
Sep 6, 2026$1,583Not Available3
Sep 7, 2026$612Not Available2
Sep 8, 2026$600Available2
Sep 9, 2026$613Available2
Sep 10, 2026$705Available2
Sep 11, 2026$859Not Available2
Sep 12, 2026$879Not Available2
Sep 13, 2026$662Available2
Sep 14, 2026$600Available2
Sep 15, 2026$691Available2
Sep 16, 2026$709Available2
Sep 17, 2026$741Not Available2
Sep 18, 2026$927Not Available2
Sep 19, 2026$925Not Available2
Sep 20, 2026$702Not Available2
Sep 21, 2026$702Available2
Sep 22, 2026$621Available2
Sep 23, 2026$652Available2
Sep 24, 2026$766Available2
Sep 25, 2026$959Available2
Sep 26, 2026$958Not Available2
Sep 27, 2026$683Available2
Sep 28, 2026$649Available2
Sep 29, 2026$750Available2
Sep 30, 2026$762Available2
Oct 1, 2026$806Not Available2
Oct 2, 2026$1,008Not Available2
Oct 3, 2026$1,013Not Available2
Oct 4, 2026$760Available2
Oct 5, 2026$798Available2
Oct 6, 2026$682Available2
Oct 7, 2026$685Available2
Oct 8, 2026$812Available2
Oct 9, 2026$1,101Not Available2
Oct 10, 2026$1,078Not Available2
Oct 11, 2026$1,103Not Available2
Oct 12, 2026$686Not Available2
Oct 13, 2026$600Available2
Oct 14, 2026$649Available2
Oct 15, 2026$839Not Available2
Oct 16, 2026$1,142Not Available2
Oct 17, 2026$1,102Not Available2
Oct 18, 2026$645Available2
Oct 19, 2026$783Not Available2
Oct 20, 2026$787Not Available2

Amenities

Balcony
Dedicated workspace
Fridge
Dining table
Wifi
Bath linens
TV
Garden

5.0 · 11 reviews

Casey
Casey
3 weeks ago

Oaks & Madeira was a fantastic house for our group of 8 visiting Paso Robles for the week! The space and surrounding grounds are first-class. It's clear significant thought and care has gone into making this a truly special vacation property. Templeton Vacation Rentals was a pleasure to work with throughout our stay, responsive and genuinely attentive from start to finish. The addition of the pool will only add to what is already a beautiful space. Highly recommended!

John
John
June 2026

Sara at Templeton was super helpful. We left a piece of jewelry behind, she personally drove over, found it and mailed it to us the next day, she went above and beyond!

Patti
Patti
May 2026

Great house... perfect location.. very clean... great for 3 couples

Where you'll be

Paso Robles, CA, 93446, US

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 11:00 AM.
Maximum 14 guests.