Family-friendly holiday rentals in Paso Robles

Romantic Vineyard Guesthouse - 2 min from wineries

Top 1% of all listings with 1000 5-star reviews. Enjoy a romantic stay in our amenity rich Guesthouse with covered parking on a 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.

Cactus Casa |walk to coffee shop!

Welcome to Blue Cactus Casa, a charming downtown craftsman style (2B/1B) home nestled in the heart of Paso Robles. Crafted by a local legend, the executive chef of the renowned Etto Pasta Bar, this cottage is a true culinary gem. You'll discover a perfect blend of comfort and convenience, inviting you to savor the rich tapestry of experiences that Paso Robles has to offer. Immerse yourself in the warmth of this quaint abode, just blocks away from the bustling downtown square. Bring your pets!

Eco Cottage: Firepit/ Bikes/ walk to Fair and DT

Downtown Scandanavian home, fully renovated. Located on the north end, it’s just a short walk/ bike ride to fairgrounds (1/4 mile), shops, wineries, restaurants/bars in the city park center (1.5 miles). Enjoy all that Paso Robles has to offer from our charming, eco-forward bungalow. Relax in the large fenced backyard, start up the bbq, or play a round of bocce before heading out to town. Just blocks from Paso Marketwalk where you’ll find food, wine, coffee, and live music a short walk away :)

The Summit Schoolhouse on Peachy Canyon Road

Located on Peachy Canyon Road, a main artery connecting many Paso Robles west side wineries, you get to enjoy the peace and quiet of the country, while still being only 15 minutes away from all that downtown Paso Robles and Templeton have to offer. Soaring 11 foot ceilings, give the cozy space a large and airy feel, which includes two bedrooms, two bathrooms, laundry, great room and gourmet kitchen. On two terraced acres, the back yard includes a dining area, bocce ball court and fire pit.

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.

WeSTSiDE SPaNiSH BuNGaLOW -Hot Tub & Walk Downtown

WESTSIDE SPANISH BUNGALOW is in the ideal location, blocks to the downtown core featuring 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,subway tile and a unique breakfast nook. A formal dining room opens to the entry courtyard and sits on a hill overlooking downtown.

Casa Caballo: Vineyard views and close to downtown

Make the most of your wine country experience in this wonderful 3 bedroom / 2 bathroom home! The idyllic setting nestled in an almond orchard gives you a secluded feel for a rural experience with beautiful views. Plenty of outdoor seating and a hot tub! Casa Caballo is a five minute drive to both downtown Paso and the Paso Robles Event Center. We are pet-friendly for well-behaved dogs, with a 2 dog maximum. Please be sure to add a pet to your reservation when booking. License # 6009385

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.

Pool & Vineyard Views Hideaway House

NOTE: This property is 2 miles away from the main park. The Hideaway House, located two miles away from Vinyl Vineyards, features an open floor plan with a Queen bed, full bath, fully stocked modern kitchen, stylish contemporary decor, high speed internet, smart TV, deck, BBQ, outdoor table, private pool, tennis courts, firepit, jaw dropping vista views of vineyards and the 35 acre wooded property. 2 parking spots. Linens, towels, and basic kitchen supplies provided.

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!

The Vino View Farmhouse

Modern Farmhouse Estate on 2+ acres with breathtaking vineyard views. 4 BDRMs: 2 King beds + pull-out sofa, and 2 Queens. 2 full baths, gourmet kitchen, fireplace, fire pit, Jacuzzi, and spacious living areas. Game room with pool table, ping-pong, foosball, flat-screen TV, and bar. Minutes from Horse Park, Water Park, Hunter Golf, and top Paso Robles wineries. Family, pet-friendly, accessible, and perfect for unforgettable group retreats.

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.