Oaks & Madeira—A Luxury Wine Escape in Paso Robles

Top rated by guests
Welcome to Oaks & Madeira in Paso Robles
Chef’s Kitchen with Oversized Island
Chill drinks in style—fridge, bar, and wine fridge included
Flawless design meets culinary luxury, with direct access to the dining room
Expansive eat-in island with induction cooktop and oven
review stars
10Outstanding
(4 Ratings)
"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 ..."
Charles H.
Don't miss out! Price and availability may change
10 / 10
Outstanding(4 Ratings)

Farm Stay in Sierra Nevada, CA

14 guests · 4 bedrooms · 5 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this farm stay rental

🏊 Exciting News — Our New Pool Is Open! Our brand-new pool is complete and available for guest use! We’re still putting the finishing touches on the surrounding landscaping and awaiting some of our new outdoor furniture, but the pool itself is ready for you to enjoy. Please read below for additional pool 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, relaxing afternoons by the pool, 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: The barn loft is separate from the main home, does not have a shower (guests may use the main house), and requires stairs for access.

🌾 Outdoor Living Highlights
• Brand-new pool — complete and open for guest use
• 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
• Peaceful walks up the hill with views of our vineyard and the surrounding countryside

📍 Location
• 10 minutes from downtown Paso Robles
• 30 minutes from Central Coast beaches and San Luis Obispo
• A quick drive to scenic hikes, olive oil farms, wineries, and more

🎉 Ideal for Groups, Wine Lovers & Special Occasions
Whether you’re here for wine tasting, a milestone celebration, or a peaceful escape, Oaks and Madeira provides a beautiful setting for:
• Wine tasting weekends — guest-only perks included with your stay!
• Family reunions & birthday trips
• Friends’ getaways — quiet, scenic, and close to everything Paso Robles 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 occasionally spot tractors, vineyard maintenance, or olive grove work happening nearby.

🔑 Important Guest Info
• Pool Heating: Available upon request for an additional fee of approximately $400 for a 2–3 night stay. Pool heating must be requested at least 72 hours in advance to allow adequate time for the pool to reach temperature. The pool can be heated to a maximum of 85°F. Additional fees may apply for longer stays or extended heating periods.
• 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: Quiet hours begin at 10:00 PM. Please be mindful of noise and local ordinances.
• Access & Roads: Please review the vehicle and road restrictions below before arrival.
• 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, including discounts at wineries, local dining, tours, and experiences! Details and codes are sent before your stay so you can plan the perfect visit.

⚠️ Please Note
• Vehicle Restrictions: 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.
• Property Improvements: We’re always looking for ways to make our property even better for our guests. While you may occasionally notice minor finishing touches or improvements happening around the property, your comfort, privacy, and experience will always remain our top priority.
• Fire Safety & BBQ Use: Due to extreme fire risk, the wood-burning fireplace and Santa Maria–style BBQ are not available for guest use and may only be operated by a hired private chef. A propane BBQ is provided for guest use.

Amenities at Oaks & Madeira—A Luxury Wine Escape in Paso Robles

Non-smoking
No pets allowed
Family friendly

Map of Sierra Nevada, CA


Ratings and reviews

10 / 10
Outstanding(4 Ratings)
10 / 10Outstanding·Apr 2026
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.
10 / 10Outstanding·Oct 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!
10 / 10Outstanding·Oct 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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FAQs

Is parking included with this farm stay?

Parking is not specified as an available amenity at Oaks & Madeira—A Luxury Wine Escape in Paso Robles. For more information, we encourage you to contact the property about where to park.

Is there a pool at this farm stay?

We didn’t find pool listed as an amenity for this farm stay. It may be worth double checking if a pool is important for your stay.

Is Oaks & Madeira—A Luxury Wine Escape in Paso Robles pet friendly?

Unfortunately, this farm stay is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Oaks & Madeira—A Luxury Wine Escape in Paso Robles?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.