Winter Vacation Rentals & Cabin Rentals in San Diego, CA

Compare 9,662 available vacation home properties, starts from $59

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ACCOMMODATION TYPES

Monthly & Short Term Winter Vacation Rentals in San Diego, CA: Top Deals

Found Hotel San Diego
Found Hotel San Diego
Found Hotel San Diego
Found Hotel San Diego
Found Hotel San Diego
Found Hotel San Diego
Found Hotel San Diego
Found Hotel San Diego
4.0 (878 reviews)
Found Hotel San Diego
Hotel
$30 /night
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SD Glamour 2/1 Sleeps 6
SD Glamour 2/1 Sleeps 6
SD Glamour 2/1 Sleeps 6
SD Glamour 2/1 Sleeps 6
SD Glamour 2/1 Sleeps 6
SD Glamour 2/1 Sleeps 6
SD Glamour 2/1 Sleeps 6
5.0 (4 reviews)
SD Glamour 2/1 Sleeps 6
Hotel
$59 /night
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The Beach Cottages
The Beach Cottages
The Beach Cottages
The Beach Cottages
The Beach Cottages
The Beach Cottages
4.3 (407 reviews)
The Beach Cottages
Hotel
$105 /night
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DoubleTree by Hilton San Diego-Mission Valley
DoubleTree by Hilton San Diego-Mission Valley
DoubleTree by Hilton San Diego-Mission Valley
DoubleTree by Hilton San Diego-Mission Valley
DoubleTree by Hilton San Diego-Mission Valley
DoubleTree by Hilton San Diego-Mission Valley
DoubleTree by Hilton San Diego-Mission Valley
4.1 (315 reviews)
DoubleTree by Hilton San Diego-Mission Valley
Hotel
$123 /night
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International Travelers House Downtown Hostel
International Travelers House Downtown Hostel
International Travelers House Downtown Hostel
International Travelers House Downtown Hostel
International Travelers House Downtown Hostel
International Travelers House Downtown Hostel
International Travelers House Downtown Hostel
International Travelers House Downtown Hostel
4.2 (786 reviews)
International Travelers House Downtown Hostel
Hostel
$26 /night
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The Bed And Breakfast Inn at La Jolla
The Bed And Breakfast Inn at La Jolla
The Bed And Breakfast Inn at La Jolla
The Bed And Breakfast Inn at La Jolla
The Bed And Breakfast Inn at La Jolla
The Bed And Breakfast Inn at La Jolla
The Bed And Breakfast Inn at La Jolla
The Bed And Breakfast Inn at La Jolla
The Bed And Breakfast Inn at La Jolla
4.2 (175 reviews)
The Bed And Breakfast Inn at La Jolla
Hotel
$239 /night
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ITH Beach Bungalow Surf Hostel San Diego
ITH Beach Bungalow Surf Hostel San Diego
ITH Beach Bungalow Surf Hostel San Diego
ITH Beach Bungalow Surf Hostel San Diego
ITH Beach Bungalow Surf Hostel San Diego
ITH Beach Bungalow Surf Hostel San Diego
ITH Beach Bungalow Surf Hostel San Diego
4.2 (567 reviews)
ITH Beach Bungalow Surf Hostel San Diego
Bungalow
$30 /night
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Hampton Inn San Diego Downtown
Hampton Inn San Diego Downtown
Hampton Inn San Diego Downtown
Hampton Inn San Diego Downtown
Hampton Inn San Diego Downtown
Hampton Inn San Diego Downtown
Hampton Inn San Diego Downtown
4.2 (895 reviews)
Hampton Inn San Diego Downtown
Hotel
$139 /night
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Little Italy Condos by Barsala
Little Italy Condos by Barsala
Little Italy Condos by Barsala
Little Italy Condos by Barsala
Little Italy Condos by Barsala
Little Italy Condos by Barsala
Little Italy Condos by Barsala
4.3 (7 reviews)
Little Italy Condos by Barsala
Hotel
$144 /night
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Similar Inspirational Vacation Rental Destinations

How Does The Vacation Home Rental Price Look Like in San Diego, CA?
Vacation House & Condo Rental Price Information in San Diego, CA
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The graph shows the percentages of vacation homes in each price bucket. San Diego has the largest percentage (16.77%) of homes in $150 - $200 price range.
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What are some great places for snowbirds to visit in San Diego, CA?
Snowbirds' Guide to San Diego
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San Diego is an ideal spot for snowbirds looking to escape the winter blues. With its temperate climate, gorgeous beaches, and a plethora of activities, it's no wonder why so many flock to this coastal city each year. From La Jolla Cove to Balboa Park, there’s something for everyone to enjoy. Proximity to healthcare services makes it an even more attractive destination.

  • La Jolla Cove

    Take in the stunning views from La Jolla Cove, an idyllic beach with crystal-clear waters. It's perfect for swimming, snorkeling or just soaking up the sun. Plus, the nearby restaurants offer delicious meals to refuel after a day of fun in the sun!

  • Balboa Park

    Spend the day exploring Balboa Park, home to 17 museums, performing arts venues, gardens and more. Take a tour of the historic buildings, stroll through one of the lush botanical gardens, or catch a show at the theater. There's something for everyone here!

  • Seaport Village

    Shop till you drop at Seaport Village, a waterfront shopping center with over 70 unique stores and eateries. You'll love browsing the boutiques and souvenir shops, as well as strolling along the boardwalk and taking in the breathtaking views of the bay.

How Many Rental Accommodations Are Pets Friendly in San Diego, CA?
Percentage of Pet Friendly Rental Properties in San Diego, CA
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23.60% of vacation homes in San Diego are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
What Are The Must-Visit Places in San Diego, CA?
Destinations To Visit During the Winter in San Diego, CA
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