Book a holiday vacation rental

Celebrate the season, your way

The Wagon Road Lodge vacation rental located in Breckenridge, CO
Person skiing down a mountain slope.

Host your holiday in a vacation home

From twinkling lights and festive feasts to cozy fireside moments, the holidays are best spent together. Make this season unforgettable with a holiday vacation home that fits your celebration perfectly—whether it’s a mountain cabin dusted with snow, a beachfront escape for a sunny Christmas, or a spacious lake house made for family gatherings.

The front of a Gulf Shores vacation rental.

Find the perfect home for every holiday

  • Thanksgiving gatherings: Create your own feast away from home with kitchens made for cooking and dining rooms ready for celebration. Share stories, laughter, and one too many slices of pie.
  • Christmas getaways: Trim the tree, hang the stockings, and sip cocoa while snowflakes fall—or swap snow boots for flip-flops and wake up to the sound of gentle waves.
  • New Year’s Eve retreats: Ring in the new year in style, whether that means stargazing from a mountain hot tub, dancing the night away in a downtown condo, or watching fireworks burst over the ocean.
  • Spring and summer holidays: When the weather warms up, keep the celebration going. Plan a long weekend by the lake, host a Fourth of July barbecue, or unwind by the water on Labor Day.



Where to stay this holiday season

From coast to coast (and mountain peak to shoreline), our homes set the stage for unforgettable holiday moments.

Mountain cabins and ski chalets

A cozy winter retreat for snowy adventures

Snuggle up by the fire after a day on the slopes and make holiday memories in a warm, inviting cabin. Perfect for families, couples, or groups looking for a classic snowy escape.

Coastal escapes

Celebrate the holidays with sand and surf

Swap snow for sun and enjoy a festive holiday on the beach. Coastal escapes are ideal for relaxing by the waves, taking long walks, or hosting a warm-weather holiday gathering.

Lakeside homes

Peaceful getaways surrounded by water

Lakeside homes provide scenic winter views and quiet retreats for those who want a mix of relaxation and seasonal adventure. Perfect for family gatherings, cozy firesides, or outdoor winter activities.

City stays

Festive urban escapes with lights and culture

Experience the magic of the holidays in vibrant cities. Enjoy sparkling lights, local markets, seasonal events, and world-class dining just steps from your condo or apartment.

Beach chairs with umbrellas on a beach near an Islamorada, Florida snowbird vacation rental.

FEATURED BEACH DESTINATION

Florida

No matter what holiday you’re celebrating, Florida is filled with ways to spend your vacation. Find romantic fine-dining restaurants, theme parks your kids will love, and coastal activities for all ages. With plenty of pet-friendly vacation homes available, you can bring the whole family along—your tropic escape awaits.

snowcapped mountains and a ski lift in whistler

FEATURED SKI VACATION DESTINATION

Whistler, British Columbia

As far as winter wonderlands go, Whistler makes an especially dreamy Christmas destination, with snow-capped mountain views and world-class ski trails. Find exciting family activities, like dog sledding, sleigh rides, or snow tubing through the Coca-Cola Tube Park. Whistler Blackcomb’s Winterfest will stir some holiday spirit, and their New Year’s Eve celebration brings the whole mountain village together.

Winter holiday vacation inspiration