Holiday houses in San Luis Obispo County

The Los Osos Valley Guest House

Settle into authentic 'SLO CAL' in our cozy and casual Surf Ranchita - The Los Osos Valley Guest House is a rustic hideaway nestled between quaint rural farmlands, laid back Los Osos and the rugged natural coastline. It's a perfect base stay with it's casual rustic vibe, unique character and renovated modern conveniences. Enjoy a fully stocked 3 bedroom house with hot tub, infrared sauna, outdoor shower, 4 TVs private WiFi, heated marble floors, BBQ patio and outdoor seating with amazing views.

Value · Family · EV charging

4.5 Acre Farmhouse in Wine Country w/Hot Tub

Come unwind on this gated 4.5-acre retreat, newly built in 2019! Located in the heart of the Templeton Gap wine region — with wineries just down the street — you’ll be minutes from both downtown Templeton and Atascadero. Relax on the spacious 500 sq. ft. patio and take in the sweeping views while enjoying a BBQ, sipping local wine, playing lawn games, or soaking in the hot tub under the stars. Inside, the game room offers darts, pool, ping pong, Connect 4, Pop-A-Shot, and more for family fun!

Family · Location · Pool

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.

Value · Location · Walkability

1884 Elegant Home: Fire Pit, Tesla Tech, Near DT

Step into history at this charming 2-bedroom railroad house in downtown SLO. Enjoy its preserved heritage, from the 11-foot tall ceilings to the spacious kitchen. Sleep luxuriously on Purple mattresses in both bedrooms. Unwind next to the fire pit in the backyard. It's a short 7 min. stroll to downtown & next to 5 restaurants including Sally Lou's coffee shop & the train station. Experience SLO's charm like never before with this perfect location home. Send us a message to plan your trip!

Location · Family · Parking

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.

Value · Family · Biking

Private, Wooded Home, and a Modern Design

Escape into tranquility at this spacious and serene retreat. Nestled within a grove of coastal oaks, this welcoming home offers a private oasis where you can unwind amidst flourishing native plants and observe the local wildlife leisurely wandering by. Set on 20 acres at the Northern tip of Los Padres National Forest, this custom 2700 square foot residence provides an tranquil haven 10 minutes to Morro Bay and 25 minutes to Cayucos, Paso Wine Country, and San Luis Obispo.

Family · Location · Hiking

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!

Value · Location · Condition

Serenity On Serrano

Serenity on Serrano is a Frank Lloyd Wright-inspired peaceful haven set in one of SLO's most prestigious neighborhoods right on the edge of a creek. This midcentury modern home is just steps to hiking, the downtown, shopping, and restaurants. Be prepared for nature as it's common to be greeted by wild turkeys, birds, and more. Enjoy the tranquility of minimalist design. Note: There is $25 per night for each extra guest over 4. Permit # H-0408-2023

Family · Location · Sleep quality

Wine Country Hilltop Retreat

Kick back and relax in this calm, stylish space with spectacular Edna Valley views. Read a book on your hillside patio and see buffalo and longhorns grazing in neighboring fields. After an incredible sunset, unwind by your firepit at night under a sky full of stars. This private country escape is also at the center of it all - 15 minutes to beaches & Cal Poly, 5 minutes to airport & 20+ wineries/tasting rooms, 10 minutes to beautiful downtown SLO.

Family · Value · Beach

Pool+Hot Tub+Outdoor Living

Message me now to see how you can earn extra discounts! Perched atop a secluded hill in Wine Country, your soon-to-be vacation home offers a stunning retreat just a stone's throw away from the vibrant downtown square. You will LOVE the tranquil nights with the covered patio complete with a BBQ grill and a cozy fire pit. Indulge in a friendly game of cornhole or giant jenga. Unwind from the day by swimming or with a soothing soak in the hot tub.

Location · Family · Comfort

Mid Century Modern Loft Downtown SLO

This unique place has a style all it's own. Mid century modern loft located just a few blocks from downtown SLO. 10 min walk and 3 min drive to all the great shops and restaurants SLO has to offer. Thick glass walls in the bedroom allow for an open loft like experience. Many fun details throughout the place create a truly unique vibe. This 800sf loft located upstairs above a salon is private and has designed parking.

Value · Family · Layout

Mid-Century Design Close to Downtown & Cal Poly

Mid-Century-Design Homestay's private addition offers a tranquil space to explore San Luis Obispo and Central Coast. We thoroughly clean and sanitize plus HEPA air purifier - 24/7. Two separate bedrooms. Fine Art and white walls with large windows. License #113141. It has heat/AC, kitchenette, Pvt. bathroom off of the main bedroom, washer/dryer, Pvt. entrance, free parking, with or without a friendly Lab.

Family · Location · Air conditioning