Book Luxury Winter Rentals in Village

We selected the 1076 homes worth renting in this location

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Age 13+

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Age 1 to 12

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Home spotlights in Village

El Cielo

El Cielo

  • 12 guests

  • 5 bedrooms

San Luis Obispo County, California

Nestled in the hills of the Central California Coast, this private slice of heaven is yours to call home for a while. Though you’ll feel totally secluded with only deer as your neighbours, you’ll be just a fifteen-minute drive from Pismo Beach, fourteen minutes from Arroyo Grande, twenty-six minutes from the town of San Luis Obispo and surrounded by excellent wineries on all sides.

Redwood & Palm

Redwood & Palm

  • 6 guests

  • 3 bedrooms

Santa Cruz County, California

Surrounded by hiking trails, golf courses, and stretches of Pacific coast, this home in Santa Cruz not only has an enviable location, but it’s bursting with the potential for plenty of memories made. The backyard, alone, has a private swimming pool, tiki bar, and a swath of green turf that the kids will love running around on – especially when they’re hiding from the dinosaur.

Pacific Shipping

Pacific Shipping

  • 4 guests

  • 1 bedrooms

Montecito, Santa Barbara County

Full of personalised little touches and less than ten minutes from downtown Santa Barbara, this modern coastal cottage is an Instagrammer's dream. From the outside, it takes inspiration from industrial-style shipping containers, while inside the home's muted palette and minimalist design induces a peaceful serenity.

Keen Evergreen

Keen Evergreen

  • 6 guests

  • 3 bedrooms

Pine Mountain Club, Kern County

Forest cabins generally have an old-world feel to them but not this modern beauty. Built out on stilts at the top of a hill and set over three floors – each with a deck to make the most of the views – this home looks out across the woods to the mountains.


We selected the top 3% holiday homes in Village Vacation Rentals for Winter

Explore the 1076 most perfect homes in our collection

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Most popular homes in Village

Dew Drop

Dew Drop

  • 8 guests

  • 5 bedrooms

Oxnard Shores, Oxnard

The Viticulturalist

The Viticulturalist

  • 4 guests

  • 2 bedrooms

Paso Robles, San Luis Obispo County

Canyon Bliss

Canyon Bliss

  • 6 guests

  • 3 bedrooms

Eastern Goleta Valley, Santa Barbara County

Cali Vista

Cali Vista

  • 8 guests

  • 4 bedrooms

Polo Grounds, Bakersfield

Red Robles

Red Robles

  • 3 guests

  • 1 bedrooms

San Luis Obispo County, California

Golden State

Golden State

  • 8 guests

  • 5 bedrooms

Ventura, California

Hollywood Character

Hollywood Character

  • 8 guests

  • 4 bedrooms

Hollywood Hills West, Los Angeles

Real Living

Real Living

  • 12 guests

  • 6 bedrooms

The Flats, Beverly Hills

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Check upcoming rates & availability for Village Vacation Rentals for Winter


Frequently asked questions

Browse our remarkable collection of luxury Vacation Rentals for Winter in Village. 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 Village. 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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