What are the top rated Winter Rentals in San Luis Obispo?

There are a lot of options in San Luis Obispo. If you plan on staying in the San Luis Obispo area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in San Luis Obispo: <a href="/property/the-green-cottage-on-morro-bay-a-fabulously-romantic-waterfront-get-away-for-two/HA-321260613" class="class="static-page-link"">The GREEN COTTAGE on Morro Bay—A Fabulously Romantic Waterfront Get-Away for Two</a> <a href="/property/the-cottage-cozy-peaceful-private-walk-downtown-embarcadero-winter-discount/HA-321776316" class="class="static-page-link"">The Cottage-Cozy-Peaceful-Private Walk Downtown &amp; Embarcadero Winter discount</a> <a href="/property/explore-the-central-coast-from-portola-inn-guest-house/HA-321248471" class="class="static-page-link"">Explore the Central Coast from Portola Inn Guest House</a> <a href="/property/snow-birds-monthly-discounts-available-1-block-to-pier-1-2-block-to-sand/HA-3213313826" class="class="static-page-link"">SNOW BIRDS Monthly discounts available! 1 block to pier 1/2 block to sand</a> <a href="/property/caretakers-house-at-harmony-ranch/HA-3213089033" class="class="static-page-link"">Caretakers house at Harmony ranch</a> <a href="/property/beachwalk-boogie-boards-beach-chairs-all-here/HA-3213314010" class="class="static-page-link"">Beachwalk-boogie boards, beach chairs , all here!</a> <a href="/property/renovated-private-hippy-beach-shack-with-full-bath/HA-3214295987" class="class="static-page-link"">Renovated Private Hippy Beach Shack With Full Bath</a> <a href="/property/hear-the-waves-from-our-cottage-perfect-for-couples-with-2-kiddos/HA-3213314005" class="class="static-page-link"">Hear the waves from our cottage! Perfect for couples with 2 kiddos</a> <a href="/property/welcome-to-serendipity-sands-in-the-heart-of-shell-beach/HA-3213354926" class="class="static-page-link"">Welcome to Serendipity Sands in the heart of Shell Beach</a> <a href="/property/hidden-gem-rural-location-mins-from-paso-center-english-style-farm-cottage/HA-3213179312" class="class="static-page-link"">Hidden Gem! Rural Location, mins from Paso center. English style farm cottage.</a>

How much does it cost to rent a place to stay near San Luis Obispo in the wintertime?

The average cost for winter rentals in San Luis Obispo is $332 per night. Piratecovecottages has a wide list of great winter places to stay near San Luis Obispo that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.

Are there any winter cottages/chalets in San Luis Obispo that allow pets?

Yes, here are the top cottage/chalet rentals in San Luis Obispo that allow you to bring your pet or dog: Vines & Views. Modern designer cottage with 360-degree views of vines & wildlife Cottage by the Lakes with Patio by Lake Nacimiento 4 Cayucos Bungalows Steps to Beach, Sleeps 16, Pet Friendly Romantic SLO Wine Country Retreat near beaches See all <a href="/all/usa/california/san-luis-obispo/pet-friendly-rentals" class="class=&#34;static-page-link&#34;">pet-friendly vacation rentals in San Luis Obispo</a> on Piratecovecottages

Do you have any winter rentals in San Luis Obispo that are suitable for families?

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in San Luis Obispo to find what works for you.

Are there winter accommodations in San Luis Obispo that have indoor swimming pools?

As of 2026, the data from Piratecovecottages shows that there are over 76 private swimming pools or indoor pools accommodations near San Luis Obispo along with other great amenities.

Winter Rentals in San Luis Obispo:【 GREAT PRICES 】

Vines & Views. Modern designer cottage with 360-degree views of vines & wildlife

From US $250

10.0 (55 Reviews)

Cottage

Vines & Views. Modern designer cottage with 360-degree views of vines & wildlife

Air Conditioner
Parking
TV

San Luis Obispo Winter Rentals & Holiday Homes

Discover winter rentals San Luis Obispo - We found 76 exact matches

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