Winter vacation rentals

Defy the winter’s chill with these cozy and cool homes
Skiers walking with skis on a mountain in snow.
A castle in the snow in Sandpoint, Idaho.

whistler cascade lodge pool and hot tub at winter time

Best winter cabins and warm weather escapes

From balmy beach cottages to snow-covered chalets, we’ve gathered the best spots to travel to this season. Here’s inspiration for your next winter getaway, from the coast to the slopes.





Ski cabin getaways

After a day of schussing down the slopes, kick back at your warm cabin and gather around the fireplace to trade stories of the day’s adventures.

Steamboat Springs in the winter.
Steamboat Springs, Colorado
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A snow covered lodge with a hot tub in Killington, VT.
Killington, Vermont
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Aerial shot of ski-in/ski-out rentals near the slopes in Breckenridge, CO.
Breckenridge, Colorado
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Deer Valley Resort in Park City
Park City, Utah
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Vail, Colorado
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luxury lodge in big sky with snow-covered mountains in the background
Big Sky, Montana
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snowcapped mountains and a ski lift in whistler
Whistler, BC
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Best family winter cabin vacations

Put the phones away, pull out the games, and roast those s’mores. Family fun reaches all new heights in these picturesque mountain getaways.

The deck overlooking the Smoky Mountains at a vacation rental in Sevierville, TN
Smoky Mountains, Tennessee
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vacation rental in the poconos
Poconos, Pennsylvania
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Lake Tahoe snowshoeing
Lake Tahoe, California/Nevada
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Jackson Hole, Wyoming
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big bear ski slopes
Big Bear Lake, California
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The living area of a vacation rental in Lake Ozark, MO.
The Ozarks
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Hoodoo ski lift.
Sisters, Oregon
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Adirondack's

FEATURED WINTER CABIN GETAWAY

The Adirondacks, New York

Escape to these magnificent glacier-carved mountains in the Upstate New York wilderness, whether you want to relax along Lake Placid or snowboard down Gore Mountain.

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Winter cabins and cottages with a hot tub

3 Bed | 3 Bath | Sleeps 6
Ski Retreat
$175 - $833
5 Bed | 3.5 Bath | Sleeps 10
The Whimsical Wayfarer
$300 - $1107
5 Bed | 3.5 Bath | Sleeps 10
Hillside View Vacation Home
$1000 - $1000
3 Bed | 2.5 Bath | Sleeps 12
Southwest Heaven
$300 - $704
6 Bed | 6.5 Bath | Sleeps 14
Easy Bend Getaway
$181 - $974
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Snowy winter cabins with a fireplace

5 Bed | 3 Bath | Sleeps 12
Aspen Lodge
$345 - $919
3 Bed | 2 Bath | Sleeps 6
Base Camp 32
$160 - $562
2 Bed | 2 Bath | Sleeps 4
West End Haven
$206 - $539
5 Bed | 5.5 Bath | Sleeps 14
Infinite View
$240 - $1469
4 Bed | 5.5 Bath | Sleeps 10
Snowmass Sanctuary
$1200 - $3422
5 Bed | 6.5 Bath | Sleeps 14
Daybreak Ridge
$3000 - $10491
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Skiers on a run at Snowmass.

FEATURED SKI RESORT

Aspen Snowmass Ski Resort

Glide down Snowmass’ serene slopes, a legendary winter playground tucked in Colorado’s White River National Forest.

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Ski-in/ski-out vacation rentals

Don’t want anything to stand in between you and the slopes? Here’s where to stay for that perfect powder and stunning views.

1 Bed | 1 Bath | Sleeps 4
SlopeSide Escape
$150 - $719
3 Bed | 3 Bath | Sleeps 10
Saddlewood Bluff Court #73
$265 - $2059
3 Bed | 2 Bath | Sleeps 6
Ski Lift Trail
$270 - $1311
2 Bed | 2 Bath | Sleeps 7
The Crescent 104
$126 - $543
1 Bed | 1 Bath | Sleeps 2
Northstar Getaway
$129 - $480
2 Bed | 3 Bath | Sleeps 8
Majestic Alpine Retreat
$122 - $1904
1 Bed | 1 Bath | Sleeps 4
Okemo Mountain Lodge B203
$49 - $963
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Pet-friendly winter vacation rentals

Make your pup feel right at home with these homes boasting sprawling nature and cozy areas for napping.

3 Bed | 2 Bath | Sleeps 8
Golden A-Frame
$98 - $536
4 Bed | 3.5 Bath | Sleeps 10
Crystal View
$172 - $1105
2 Bed | 2 Bath | Sleeps 6
Chelan Peaks
$190 - $1000
4 Bed | 4.5 Bath | Sleeps 10
Skislope Heights Retreat
$275 - $345
6 Bed | 3 Bath | Sleeps 12
Eagles Nest
$600 - $1500
6 Bed | 6.5 Bath | Sleeps 11
Mountain Enchantment
$260 - $1692
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The living area of a vacation rental in Manitowish Waters, WI.

FEATURED VACATION HOME FOR ICE-FISHING

Chippewa Retreat - Den

Manitowish Waters, Wisconsin

Curl up to this lakefront retreat, complete with a river rock gas fireplace and well-stocked kitchen for cooking up the day’s catch.

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Best winter cabin getaways on the East Coast

Whether you want big thrills in the snow or a kick-back weekend in front of the fireplace, find your ideal winter cabin from Maine to Georgia.

Okemo Mountain Resort, VT
Okemo, Vermont
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Cape Cod deck.
Cape Cod, Massachusetts
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log cabin near deep creek lake covered in snow
Deep Creek Lake, Maryland
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Best cities in the U.S. to celebrate Oktoberfest
North Georgia
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Skiers on the White Mountains
White Mountains, New Hampshire
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Cape Elizabeth light house in the winter.
Coastal Maine
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The exterior of a large lodge in Swanton, MD.

FEATURED EAST COAST WINTER VACATION HOME

Peaceful Paradise

Swanton, Maryland

This luxury Craftsman-style lodge along the banks of Deep Creek Lake offers three levels of exquisite details, including glossy hardwood floors, a chef’s dual kitchen, and lake-facing decks.

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Florida beach destinations

Swap out icy streets and snow days for Florida’s sun-kissed beaches, oceanfront pools, and balmy weather.

Sky view of a condo building overlooking the ocean on Amelia Island, Fl.
Amelia Island
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The view from a patio at a condo rental in Panama City Beach, FL.
Panama City Beach
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aerial view of homes, palm trees, golf courses, and manmade lakes in Naples
Naples
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Aerial view of the beach in St. Petersburg, FL.
St. Petersburg
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Colorful houses along the beach in Miami.
Miami
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Oceanfront vacation rentals in Florida

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STAY LONGER

Snowbird vacation destinations

30a, Florida

Emerald gulf waters, lush golf courses, and a hammock strung between the palms—your winter never looked so good.

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Vacation rental on the Gulf Coast with a dock and private beach.
Gulf Coast

The softest sand, the clearest waters, and the most charming coastal towns to spend the winter in. Not a snow day in sight.

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The view of Phoenix, Arizona's cityscape with mountains in the background and a cactus in the foreground.
Phoenix, Arizona

Escape the winter chill in beautiful vast deserts, surrounded by red rock formations, saguaro cacti, and renowned wellness spas.

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The pool area at a resort in Mexico near the ocean.
Mexico

A palm-fringed, chili-spiced, sun-soaked, and culture-filled winter awaits along the spectacular shores and cities of Mexico.

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Lounge chairs on a the beach under palm trees overlooking the ocean with a dock in the foreground at a vacation rental in Belize,
Belize

Admire ancient Mayan ruins, trek through lush rainforests, and discover the chilled-out charm along Belize’s Caribbean coast.

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A vacation rental drone shot of a place to stay near Key West.

FEATURED LUXURY BEACH HOME

Villa of the Setting Sun

The Florida Keys

Escape to this secluded luxury paradise near Key West, with your own private beach, heated saltwater pool, and paddleboard and kayaks.

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Desert destinations

Aerial shot of Golf courses in Palm Springs.
Palm Springs, California

A mid-century and mystical desert oasis, Palm Springs offers the ideal blend of a glamorous getaway and Joshua Tree’s nature-filled escape.

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Moab at sunset.
Moab, Utah

An outdoor enthusiast’s paradise, Moab is the gateway to Arches and Canyonlands National Parks and home to renowned starry skies.

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The view of the Canyon at a vacation rental in Sedona, AZ.
Sedona, Arizona

The crown jewel of the Verde Valley, Sedona offers everything from energy vortexes to an unexpected wine scene to epic red rock landscape.

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living space of santa fe vacation home with large fireplace and sliding glass doors leading to balcony
Santa Fe, New Mexico

Known for its Pueblo-style architecture and incredible arts scene, Santa Fe also boasts sun-drenched hikes and spa experiences.

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Mountain stream in a canyon valley at Zion National Park
Zion National Park

Explore one of the country’s most treasured national parks, known for gorgeous views, one-of-a-kind slot canyons, and iconic hiking trails.

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The back area of a house rental in New Mexico.

FEATURED DESERT VACATION HOME

Casa del Sol Naciente
El Prado, New Mexico

A southwestern stunner with an authentic kiva fireplace, luxurious rustic sepia-toned interiors, outdoor hot tub, and awe-inspiring mountain views.

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Oceanfront rentals in Hawaii

Escape to these sun-drenched Pacific islands, where palm-fringed blue lagoons, lush rainforests, cascading waterfalls, and beaches offer endless adventures.

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More vacation inspiration

The pool area with a mountain view and a hot tub at a vacation rental in Desert Hot Springs, CA.
Spring vacation rentals
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View from a balcony overlooking the ocean.
Summer vacation rentals
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A bistor table with lines and oranges accompanied with drinks overlooking a bay in California.
Long-term vacation rentals
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blue skies over a snow capped mountain in aspen, co in front of a lake surrounded by pine trees and fall colors
Fall vacation rentals
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Get Inspired