Holiday rentals with outdoor seating in Paso Robles

Romantic Vineyard Guesthouse - 2 min from wineries

Top 1% of all listing with 900+ 5-star reviews. Enjoy a romantic stay in our amenity rich Guesthouse with covered parking on our vineyard estate. You'll love the quiet and stargazing in this amazing location. We are just minutes from Paso Robles' best wineries and a quick 5 minute drive to quaint downtown Paso Robles - where you can enjoy shopping, parks, and restaurants. Within San Luis Obispo county you are 45 minutes from wineries, festivals, farmers markets, CalPoly, and of course the beach.

MIDCENTURY MANOR-Hot Tub & 5 Blocks to Town Center

Fall in love with MIDCENTURY MANOR, located on the desirable west side of downtown Paso Robles in this fully restored Midcentury home! Enjoy the vintage and modern conveniences together: 2 Bedrooms 1.5 Baths, Sleeps 4. This home is located just 5 blocks from the Town Center, take an easy walk to the famed Paso Robles restaurants & downtown wineries. Gourmet kitchen and amazing outdoor living with multiple patio areas & spa. This is truly a special home and perfect to explore the Central Coast.

The Hill on Prancing Deer

Our studio guest suite sits atop a hill in the rural part of Paso Robles on 2 acres & very close to all Hwy 46 EAST best wineries. 15 minutes west will get you downtown for fabulous restaurants, wine tasting & the Paso Downtown square. Close to Sensorio light show & Vina Robles amphitheater. Just 45 minutes from the beaches (Cambria, Cayucos, Morro Bay, Avila & San Simeon (home of Hearst Castle). Come see the giant elephant seals on the shore near San Simeon or the sea otters in Morro Bay.

The Cottage at Old Morro

After a little time off Airbnb, The Cottage is back and better than ever Spring 2025! The perfect stop for your Central Coast adventure! Tastefully appointed and well stocked, the cottage is perfect for a getaway to Paso Robles wine country, the beach, San Luis Obispo, hiking trips or the famous HWY 1! The cottage is set in a beautiful spot at the lower end of our property under a mature and majestic grove of oak trees adjacent to a beautiful white barn with overhead twinkling bistro lights.

Vintage Ranch Cottage, Paso Robles

Nestled on 66 acres in the heart of Paso Robles wine country and featured on Netflix's hit show, Stays Here, is Vintage Ranch Cottage. Surrounded by mature vineyards and rolling hills, the cottage leaves nothing to be desired of the Paso Robles wine country experience. Centrally located 10 minutes to downtown, 5 minutes to the Adelaida wine trail, 15 minutes to Lake Nacimiento and 35 minutes to the coast! Come enjoy gorgeous Paso Robles and "stay here" at Vintage Ranch! @vintageranch on IG

Sip and Stay: Countryside Paso Robles Wine Region

Simply the best getaway. This truly unique accommodation is perfect if you are looking for a quiet relaxing experience with Paso Robles gastronomy & wine tasting. This 1 bedroom, 1 bath, full kitchen is located just a few miles outside Templeton and Paso Robles with it's unique modern farmhouse design and breathtaking views. The outdoor deck with fire pit will have you sipping wine and enjoying the countryside for hours before you retire to a relaxing night of sleep with your loved one.

Entire Hobby Farm, Surrounded by Vineyards

This place is magical. Seven private acres with 360 degree views are surrounded by vineyards which can be seen through most windows. On property, depending on the season, you will find apples, pears, peaches, cherries, figs, loquats, persimmons, pomegranates, pecans, chestnuts, and several grape varieties. The outdoor space includes a wrap-around covered patio, outdoor dining, multiple sitting areas, fire pits, swings, games, and outdoor cooking. It is truly one of a kind.

Casita Oliva

Romantic, freestanding casita with private courtyard, set upon the hillside of a working olive farm in Paso Robles, California. Vintage Moroccan and Spanish light fixtures, built-in Moroccan queen-sized bed, refrigerator, coffee maker and basic utensils make this a perfect home-away-from-home or private retreat. The en suite bathroom features a porcelain tub/shower and stone sink. An outdoor fireplace and gorgeous views to the surrounding hillside complete the setting.

The Barn at Old Morro

The Barn at Old Morro is a refreshing and beautiful space centrally located to all the Central Coast has to offer! Tastefully appointed and well stocked, the barn is the perfect getaway for Paso Robles wine country, the Cayucos/Cambria/Morro Bay Coast, San Luis Obispo shopping or exploring the gorgeous Big Sur coastline! Set in a beautiful spot at the lower end of our property under a mature and majestic grove of oak trees with overhead twinkling bistro lights.

Modern Farmhouse Escape with Vineyard

Modern Farmhouse Luxury With Private Vineyard Views 2 KING + 1 QUEEN Bedroom 10 Minutes to Downtown Paso Located on the prestigious west side Paso Robles Walk to acclaimed boutique wineries Premium Mattresses Plush Cotton Towels, 400-Thread-Count Sheets Spa Bathroom with Massage Shower Gourmet Stocked Kitchen Enchanting Olive Tree Courtyard with Market Lights Perfect for couples' retreats and wine enthusiasts seeking elegance and seclusion

The Black Barn, Paso Robles

Welcome to The Black Barn, Paso Robles. Situated on 20 acres The Black Barn sits atop a stunning hillside overlooking gorgeous and expansive views of Paso Robles wine country. Centrally located to wineries, breweries, Vina Robles, Sensorio and downtown Paso Robles! Private, stylish and meticulously maintained your stay will leave nothing to be desired.

High Ridge Cottage, Paso Robles

Perched on a gorgeous hilltop with 365 degree views of Paso Robles wine country this incredibly stylish, custom and newly built home with a hot tub offers stunning views, countless amenities and is centrally located to all the epic Central Coast points of interest including wineries, Sensorio light field, breweries and Vina Robles amphitheater!