Holiday rentals with outdoor seating in Paso Robles

Winemaker's Hideaway in the Heart of Paso Robles

Stay in the heart of Paso Robles and enjoy brand new construction with peaceful views of oak tree studded hills and the convenience of being downtown. After enjoying the pleasures that San Luis Obispo County has to offer, whether it’s wine tasting, Hearst Castle, or amazing coastline, this comfortable one bedroom offers a central location and so many options for a relaxing evening. Take a leisurely stroll to the owner’s tasting room on 12th St. downtown for a complimentary wine tasting of Bushong Vintage Company’s award winning wines. Enjoy a quiet home cooked meal or barbeque on the covered deck while watching deer graze. Or walk to the Paso Robles square for a memorable fine dining experience. This cozy hideaway can easily host up to four people in comfort on the memory foam mattress in the bedroom and the American Leather fold out sofa with a Temperpedic mattress. It is conveniently located close to the Mid-State fairgrounds, six blocks from the grocery store, and nine easily walkable blocks from beautiful downtown, which offers wine tasting, dining, and shopping. This is our new local hospitality venture, but we invite you to look at reviews of our Joshua Tree vacation rental. We have an excellent hosting history and look forward to hosting you for your Paso Robles adventure. Take a stroll to the owner’s tasting room on 12th St. downtown for a complimentary tasting of Bushong Vintage Company’s award-winning wines. As well as fine dining, San Luis Obispo offers an amazing coastline, along with the famous Hearst Castle. We love pets, but if you'd like to bring yours with you, please note that there is not a fenced yard at the Hideaway and we ask that you don't leave your pet unattended in the house while your are not there. We also ask that pets are not allowed on the furniture.

WeSTSiDE SPaNiSH BuNGaLOW -Hot Tub & Walk Downtown

WESTSIDE SPANISH BUNGALOW is in the ideal location, only blocks to the downtown core which features renowned restaurants and the park square. This Spanish bungalow is located on desirable Chestnut Street in west side Paso Robles. The two bedroom home has been meticulously updated while retaining its period look and feel. Gourmet kitchen with butcher block countertops and subway tile with a unique breakfast nook. The formal dining room opens to the entry courtyard and sits on a hill overlooking d

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.

Magnolia Vineyard Winemakers Cottage

Located on a hill near well-known wineries is Magnolia Vineyard Wine Makers Cottage. There are expansive views from the deck overlooking our Vineyard, oak-studded hillside, and city lights beyond. This remodeled barn offers complete privacy yet is only eight minutes from downtown Paso Robles. This charming 3 bedroom, 2 bath outfitted with fine linens, and all the essentials. On the large deck one can sip on a glass of wine watching the sunset or sip on a cup of coffee to watch the sunrise.

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.

Vintage Cottage - on vineyard + feat. on Netflix

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!

Walk DOWNTOWN! High-end remodel w porch/2 firepits

This charming 1930's vineyard bungalow, just north of Vine, sits in the heart of Paso Robles within close proximity to the Downtown Core. The home has been completely renovated and is ready for you! The two bedroom and one bathroom home features central heating and air, hardwood flooring, fully landscaped front and rear yards with boutique vineyard (coming soon) and much more. French doors lead you out to patios and fire pits where you can gather and relax.

Serene 2BR • Sauna • Cinema • Near Downtown

Relax in this spacious 2-bedroom, 2-bath Paso Robles retreat with a cozy living room featuring a cinema projector and screen. Enjoy the 'Pink Room' with a TV, record player, and games. Amenities include a wood barrel sauna, firepit, EV charger, and a fully equipped kitchen with a dining area. With front and back fenced yards, private parking for 2 vehicles, and just a short walk to Market Walk and downtown, this home blends comfort, convenience, and relaxation.

BRAND NEW Renovation2+2, Walk2DTown, MktWalk, Fair

Brand new high-end renovation! Beautiful get-away, nestled in the heart of Paso Robles near all downtown restaurants, wineries, boutiques, and bars. Take a short walk to the newly opened Paso MarketWalk, or relax around a fire pit and enjoy a game of darts or corn-hole while you bbq in the private, spacious backyard. Perfect for two couples or a family. Plenty of space inside and out! Two car covered parking.

The Owl on Hilltop

Nestled in one of the original Blue Diamond Almond orchards, this one bedroom, one bath guest suite has a full kitchen, a cozy living room, a bathroom reminiscent of a spa, and two wonderfully relaxing deck spaces. It is an intimate space that is walking distance to downtown Paso Robles. Watch the deer move through the neighborhood while you unwind after a day of wine tasting. Paso Robles STR19-0212.

Olive House - tranquil retreat on an olive farm

Escape to Olive House, a private hillside retreat in Paso Robles with 360-degree vineyard views. This 2-bed, 2-bath home comfortably fits 4 guests. Features include a full kitchen, multiple fireplaces, and a stunning courtyard. Enjoy rustic charm and modern comforts, just a short drive from historic downtown. Perfect for a romantic getaway or a peaceful wine country adventure.

Black Barn - hilltop ranch home with vineyard view

Escape to The Black Barn, a stylish and peaceful modern farmhouse retreat in Paso Robles. Perched on 20 private acres, this unique space offers expansive wine country views. Perfect for a couple or small family of three, it features a king bed, a twin bed, and a private patio with a fire pit. Enjoy the ultimate private getaway just minutes from top wineries and attractions.