Book Luxury Winter Rentals in San Bernardino County

We selected the 101 homes worth renting in this location

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Home spotlights in San Bernardino County

The Oasis

The Oasis

  • 8 guests

  • 4 bedrooms

Joshua Tree, San Bernardino County

As soon as you step through the door of this renovated 1960s house, you know you’ve found something pretty special. With a dazzling desert setting and an interior that could grace the cover of a glossy magazine, it’s not your average home.

Black Arrow

Black Arrow

  • 12 guests

  • 5 bedrooms

San Bernardino County, California

Combining comforting mountain interiors and contemporary design, Black Arrow is a charming cabin with a little extra luxury and style. Spread across three floors, the five-bedroom home can accommodate up to ten guests, with the option of sleeping two further guests on a sofa bed in the living room.

Desert Saga

Desert Saga

  • 6 guests

  • 2 bedrooms

San Bernardino County, California

When architect, Malek Alqadi combined astute environmentalism with his exquisite taste, he didn't just create this home, he sparked a revolution in sustainable tourism. Set on the edge of the Joshua Tree National Park, guests take the lead in operating this clean yet luxurious off-grid space.

Wild Rocks

Wild Rocks

  • 6 guests

  • 3 bedrooms

Yucca Valley, San Bernardino County

Wild Rocks is one of those homes that always appears effortlessly chic. Designed by Oller & Pejic, it’s an architectural gem set against Yucca Valley’s rugged desert terrain.


We selected the top 3% holiday homes in San Bernardino County Vacation Rentals for Winter

Explore the 101 most perfect homes in our collection

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Most popular homes in San Bernardino County

The Chaparral Oasis

The Chaparral Oasis

  • 2 guests

  • 1 bedrooms

Wonder Valley, Twentynine Palms

The Log Cab-Inn

The Log Cab-Inn

  • 4 guests

  • 2 bedrooms

San Bernardino County, California

Mojave Rhythm

Mojave Rhythm

  • 10 guests

  • 5 bedrooms

Joshua Tree, San Bernardino County

Desert Willow

Desert Willow

  • 4 guests

  • 2 bedrooms

Yucca Valley, San Bernardino County

Ranch Of The Rising Sun

Ranch Of The Rising Sun

  • 4 guests

  • 2 bedrooms

San Bernardino County, California

Magic Of Sage

Magic Of Sage

  • 4 guests

  • 2 bedrooms

Homestead Valley, San Bernardino County

Abstractionist

Abstractionist

  • 4 guests

  • 2 bedrooms

Joshua Tree, San Bernardino County

The Sundial

The Sundial

  • 4 guests

  • 2 bedrooms

San Bernardino County, California

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Check upcoming rates & availability for San Bernardino County Vacation Rentals for Winter


Frequently asked questions

Browse our remarkable collection of luxury Vacation Rentals for Winter in San Bernardino County, California, United States. As only the top 3% of homes go on to become Plum Award winners, you can be certain that your chosen home will be ideal for you. Each home in our range must pass 3 rounds of testing, and comes fully furnished with a well-equipped kitchen, all linen, and essential bathroom toiletries included. Make the most of the chilly season, and wrap up warm in a comfortable Winter Holiday Rental in San Bernardino County. Reach out to our caring team of experts, who love nothing more than helping you discover the perfect home for your trip.

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