Family-friendly holiday rentals 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.

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.

Wine Country Trail, Gated, View, Studio & Patio

This beautiful private Paso Robles detached studio is in a gated property on the Paso Robles wine trail with views overlooking a beautiful vineyard & a horse ranch. Located just 3 minutes drive from Field Of Light at Sensorio & Vina Robles Amphitheatre, Enjoy the quaint countryside while also being just minutes away from Downtown, World Class Restaurants & Bars. The property is also only 30 minutes from the beautiful coastline towns like Avila, Pismo, Cambria & the lively San Luis Obispo.

Maverick Hill Ranch Farm Stay

Come and spend the night in our little red barn. This special place is close to everything, making it easy to plan your visit. Our little barn has a small kitchenette, a large king size bed and a rustic bathroom. We have also included a cool corduroy bean bag that converts into a full size mattress. The room includes a large TV with Netflix and prime, Kurig coffee maker, a variety of teas, outdoor patio with a fire pit. On the property we have horses, cats, chickens and many dogs.

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.

Roadrunner Ridge

Spring flowers paint the hills of the Central Coast. Warm days and crisp nights make spring a great time to enjoy the beauty of the wildflowers and wild life of the the back canyons. Enjoy the peace and solitude of the Central Coast back country in this 10ft x 12ft furnished wall tent. Enjoy the magnificent sunset over the vibrant greens, pinks and yellows of springtime in the back canyons. Temperatures average mid 60s/70s in the daytime and upper 40s/low 50s at night.

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.

Utopia on Union: a Guest Suite

Welcome to Utopia on Union, a bright and spacious private suite with separate entrance located in the heart of Paso’s East side wine country. Escape from the hustle and bustle in our quiet rural retreat, but you won’t miss out on any of the action since this space is located on the Union Road Wine Trail in the midst of countless wineries, yet less than a 15-minute drive downtown Paso Robles. Thoughtful amenities make this the perfect place to unwind.

Darling Paso Cottage 2blks DT/2 King Bds/Firepit

A charming, 1950's inspired home, located on a quiet block, just a short walk from downtown--where you can find award winning restaurant, bars, tasting rooms. The two bedroom, one bathroom home has been completely renovated with KING size beds and features a full kitchen, hardwood flooring, air and heating, washer/dryer, and much more. The front yard is beautifully landscaped, while the backyard has a full patio/dining area, BBQ, & Tiki bar.

Wine Country Casita

Our Casita is located 1 1/2 miles from downtown Paso Robles in a safe and quiet neighborhood. It features a private entrance, a recently renovated, clean, and spacious room for up to 2 guests. It offers a queen bed, comfortable sofa, great Wifi, smart TV, coffee bar, microwave, and refrigerator/freezer. The private bath has a walk-in shower. Parking is available on the street.

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!