Paso Robles, CA
Oaks & Madeira—A Luxury Wine Escape in Paso Robles
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.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| May 19, 2026 | $621 | Not Available | 2 |
| May 20, 2026 | $621 | Available | 2 |
| May 21, 2026 | $621 | Not Available | 2 |
| May 22, 2026 | $693.36 | Not Available | 2 |
| May 23, 2026 | $870.48 | Not Available | 2 |
| May 24, 2026 | $810 | Available | 2 |
| May 25, 2026 | $621 | Available | 2 |
| May 26, 2026 | $621 | Available | 2 |
| May 27, 2026 | $621 | Available | 2 |
| May 28, 2026 | $665.28 | Available | 2 |
| May 29, 2026 | $819.72 | Not Available | 2 |
| May 30, 2026 | $840.24 | Not Available | 2 |
| May 31, 2026 | $621 | Not Available | 2 |
| Jun 1, 2026 | $621 | Not Available | 2 |
| Jun 2, 2026 | $621 | Available | 2 |
| Jun 3, 2026 | $621 | Available | 2 |
| Jun 4, 2026 | $651.24 | Not Available | 2 |
| Jun 5, 2026 | $800.28 | Not Available | 2 |
| Jun 6, 2026 | $779.76 | Not Available | 2 |
| Jun 7, 2026 | $665.28 | Available | 2 |
| Jun 8, 2026 | $655.56 | Available | 2 |
| Jun 9, 2026 | $621 | Available | 2 |
| Jun 10, 2026 | $669.60 | Available | 2 |
| Jun 11, 2026 | $636.12 | Available | 2 |
| Jun 12, 2026 | $837 | Not Available | 2 |
| Jun 13, 2026 | $1,074.60 | Not Available | 2 |
| Jun 14, 2026 | $1,145.88 | Not Available | 2 |
| Jun 15, 2026 | $741.96 | Available | 2 |
| Jun 16, 2026 | $713.88 | Available | 2 |
| Jun 17, 2026 | $711.72 | Available | 2 |
| Jun 18, 2026 | $887.76 | Available | 3 |
| Jun 19, 2026 | $1,053 | Not Available | 3 |
| Jun 20, 2026 | $1,042.20 | Not Available | 3 |
| Jun 21, 2026 | $720.36 | Not Available | 3 |
| Jun 22, 2026 | $668.52 | Available | 2 |
| Jun 23, 2026 | $906.12 | Not Available | 2 |
| Jun 24, 2026 | $910.44 | Not Available | 2 |
| Jun 25, 2026 | $983.88 | Not Available | 2 |
| Jun 26, 2026 | $1,168.56 | Not Available | 2 |
| Jun 27, 2026 | $1,137.24 | Not Available | 2 |
| Jun 28, 2026 | $920.16 | Not Available | 2 |
| Jun 29, 2026 | $820.80 | Not Available | 2 |
| Jun 30, 2026 | $842.40 | Available | 2 |
| Jul 1, 2026 | $865.08 | Available | 2 |
| Jul 2, 2026 | $1,464.48 | Available | 3 |
| Jul 3, 2026 | $1,506.60 | Available | 3 |
| Jul 4, 2026 | $1,497.96 | Not Available | 3 |
| Jul 5, 2026 | $942.84 | Available | 3 |
| Jul 6, 2026 | $825.12 | Available | 2 |
| Jul 7, 2026 | $839.16 | Available | 2 |
| Jul 8, 2026 | $853.20 | Available | 2 |
| Jul 9, 2026 | $972 | Available | 2 |
| Jul 10, 2026 | $1,371.60 | Available | 2 |
| Jul 11, 2026 | $1,373.76 | Not Available | 2 |
| Jul 12, 2026 | $866.16 | Available | 2 |
| Jul 13, 2026 | $963.36 | Available | 2 |
| Jul 14, 2026 | $1,126.44 | Available | 2 |
| Jul 15, 2026 | $1,122.12 | Available | 2 |
| Jul 16, 2026 | $1,487.16 | Not Available | 2 |
| Jul 17, 2026 | $1,777.68 | Not Available | 2 |
| Jul 18, 2026 | $2,084.40 | Not Available | 2 |
| Jul 19, 2026 | $1,061.64 | Available | 2 |
| Jul 20, 2026 | $1,080 | Available | 2 |
| Jul 21, 2026 | $1,080 | Available | 2 |
| Jul 22, 2026 | $1,231.20 | Available | 2 |
| Jul 23, 2026 | $1,362.96 | Available | 2 |
| Jul 24, 2026 | $1,745.28 | Not Available | 2 |
| Jul 25, 2026 | $1,715.04 | Not Available | 2 |
| Jul 26, 2026 | $1,014.12 | Available | 2 |
| Jul 27, 2026 | $1,044.36 | Available | 2 |
| Jul 28, 2026 | $1,296 | Available | 2 |
| Jul 29, 2026 | $1,101.60 | Available | 2 |
| Jul 30, 2026 | $1,257.12 | Available | 2 |
| Jul 31, 2026 | $1,453.68 | Available | 2 |
| Aug 1, 2026 | $1,496.88 | Not Available | 2 |
| Aug 2, 2026 | $1,242 | Available | 2 |
| Aug 3, 2026 | $1,058.40 | Available | 2 |
| Aug 4, 2026 | $1,016.28 | Available | 2 |
| Aug 5, 2026 | $1,050.84 | Available | 2 |
| Aug 6, 2026 | $1,224.72 | Not Available | 2 |
| Aug 7, 2026 | $1,441.80 | Not Available | 2 |
| Aug 8, 2026 | $1,434.24 | Not Available | 2 |
| Aug 9, 2026 | $1,154.52 | Available | 2 |
| Aug 10, 2026 | $959.04 | Available | 2 |
| Aug 11, 2026 | $956.88 | Available | 2 |
| Aug 12, 2026 | $957.96 | Available | 2 |
| Aug 13, 2026 | $1,116.72 | Available | 2 |
| Aug 14, 2026 | $1,329.48 | Available | 2 |
| Aug 15, 2026 | $1,301.40 | Not Available | 2 |
| Aug 16, 2026 | $1,009.80 | Available | 2 |
| Aug 17, 2026 | $867.24 | Available | 2 |
Where you'll sleep
Amenities
New · 1 review
Average rating will appear after 3 reviews
My family had an unforgettable three weeks at this property. We have rented many vacation properties that were very good but this property has no faults. Situated in a beautiful setting surrounded by nature and vineyards yet very close to downtown Paso Robles. The house is beautifully designed with a chefs kitchen and all the cookware and accessories you need labelled in drawers for convenience. The outdoor space includes a fire pit and the wrap around deck is perfect for enjoying the surroundings. We did not think we would use the pickleball court but ended up playing allot and loving it. The fact that it sits in a picturesque spot behind the house adds to the enjoyment. The house nails what a vacation property should be.
Where you'll be
Paso Robles, CA, 93446, US






