Book Holiday Homes in San Luis Obispo Wine Country
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Featured Holiday Homes in San Luis Obispo Wine Country

Magnificent Ocean views! On Oceano sandy beach with fire pit

BEACHFRONT with Spa

Baywood Cottage #1 | Walk to Bay | Dog Friendly

Coach House Cottage in heart of wine region with vineyard views

MOUNTAIN TOP GETAWAY : Best View In SLO! : Pets welcome

Charming getaway close to beaches

Iconic Modern Farmhouse- San Luis Obispo

Luxury Village Home Close to Beaches and Wineries!

3BR Resort Style Escape w/ Pool, Spa, & Backyard. 5 Mins to Beach. Pet-Friendly!
San Luis Obispo Wine Country Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our San Luis Obispo Wine Country vacation homes are the perfect way for you to wing it.
Holiday houses in San Luis Obispo Wine Country let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of San Luis Obispo Wine Country in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local San Luis Obispo Wine Country adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in San Luis Obispo Wine Country with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of San Luis Obispo Wine Country vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
San Luis Obispo Wine Country Holiday Homes essential information
Accommodation | 804 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Magnificent Ocean views! On Oceano sandy beach with fire pit , BEACHFRONT with Spa , Baywood Cottage #1 | Walk to Bay | Dog Friendly, Coach House Cottage in heart of wine region with vineyard views, MOUNTAIN TOP GETAWAY : Best View In SLO! : Pets welcome, Charming getaway close to beaches, Iconic Modern Farmhouse- San Luis Obispo, Luxury Village Home Close to Beaches and Wineries!, 3BR Resort Style Escape w/ Pool, Spa, & Backyard. 5 Mins to Beach. Pet-Friendly! |
Top Locations for Holiday Homes in San Luis Obispo Wine Country
Top trending hotels in San Luis Obispo Wine Country

Spyglass Inn

La Quinta Inn & Suites by Wyndham San Luis Obispo Downtown

Madonna Inn

Embassy Suites by Hilton San Luis Obispo
More ways to explore San Luis Obispo Wine Country
Top picks
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^Subject to availability and chosen travel dates.