Great Winter Vacation Rentals Under $100 a Night — If You Share

November through February are opportune months for winter sports, as snowfall accumulates on the slopes offering opportunities for skiing, snowshoeing, snowmobiling, sledding, and more. Whether in California's Olympic Valley, Colorado's ski towns, or New England's snowy charm, cheap homestays can be found for nightly rates of less than $100 a person. So grab the extended family or those trusted folks in your pandemic bubble and plan a winter wonderland getaway.

Prices and availability are subject to change.

Related: 20 Best Winter Home Rentals in America

Breckenridge, Colorado

Sleeps 4 | Check prices and availability

Colorado boasts some of the nation's best ski slopes, especially Breckenridge. This one-bedroom condo is located near almost everything, including historic Main Street and the Breckenridge gondola.

Related: Amazing Ski-In, Ski-Out Airbnb Rentals Near Breckenridge

Gardiner, Montana

Sleeps 6| Check prices and availability

If you've always thought Yellowstone National Park would be an incredible winter vacation, not only are you right but this vacation rental will let you visit America's most iconic national park while also not breaking the bank. With two bedrooms, one bath, and incredible views of the Yellowstone River, it's also less than a half mile from the park's north entrance. 

Related: 15 Best Places to See the Northern Lights on a Budget

Whistler, British Columbia

Sleeps 4 | Check prices and availability

Canada is home to miles of slopes and plentiful snowfall — and the largest ski resort in North America, Whistler Blackcomb. For less than $40 a night per person, this studio suite is a steal. The area of White Gold, located close to the town center, boasts amazing mountain backdrops. Guests have access to an outdoor hot tub.

Warren, Vermont

Sleeps 10 | Check prices and availability

This eclectic four-bedroom, two-bath rental allows for a couple of families to stay for a very reasonable nightly rate. It's less than a mile from Sugarbush Ski Resort, and amenities include a fireplace, Wi-Fi, TV, and "the cozy ambience of a mountain tree house."

Related: Amazing Ski-In, Ski-Out Airbnbs in Killington

Fairbanks, Alaska

Sleeps 10| Check prices and availability

Few places offer scenery and winter activities like Fairbanks, Alaska, does, and you might get some Northern Lights action to boot. This gorgeous log cabin offers four bedrooms, three baths, and a waterfront deck. Other amenities include a game room with skee ball and a pool table, board games, and an open layout. The rental is within easy driving distance of attractions like Pioneer Park, the Palace Theatre, and the Dog Mushing Museum. 

Related: Best Vacation Rentals for Seeing the Northern Lights

Litchfield, Connecticut

Sleeps 6| Check prices and availability

This Nutmeg State town offers a historic and relaxed vibe for winter travelers, and this four-bedroom, two-bath house gives them a chic and comfortable place from which to explore. Nearby is Black Rock State Park, and there are a handful of ski resorts within half an hour of the property. If not skiing or hiking, check out the local wineries, distillery, restaurants, shopping, and more. 

Taos County, New Mexico

Sleeps 4 | Check prices and availability

This adorable and light-filled one-bedroom, one-bath condominium is within walking distance of the ski lifts and about eight miles from Red River Ski Area. Need a day off from skiing? It's less than 15 miles from the historic Taos Plaza, too.

Related: Amazing Ski-In, Ski-Out Airbnb Rentals Near Taos

Park City, Utah

Sleeps 8| Check prices and availability

Park City, Utah, is a popular winter destination. It offers skiing and other winter sports by day, and a cosmopolitan nightlife apres ski. But you don't have to spend a ton to experience it. This two-bedroom, two-bath condo is just five minutes from the Deer Valley's ski lifts, and just over a mile from Main Street's bustling action. Amenities include a fireplace, private hot tub, heated parking, and killer views. 

Related: 50 Best Small Towns to Visit in Winter

Olympic Valley, California

Sleeps 6 | Check prices and availability

Less than two miles from the Village at Squaw Valley, this two-bedroom, two-bath condo offers plenty of space for three couples or a family with 1,634 square feet. Amenities include a fireplace and washer and dryer. 

Related: 20 Best Winter Home Rentals in America

Snoqualmie Pass, Washington
Sleeps 10 | Check prices and availability

With this pet-friendly rental you'll be just steps away from alpine skiing and snowboarding, Nordic skiing, and winter tubing. After a long day on the slopes, warm up in front of the fireplace, play games, or enjoy a warm winter cocktail on the deck. 

Related: A-Frame Cabins That Are Perfect for Fall Getaways

Sun Valley, Idaho

Sleeps 7 | Check prices and availability

Sure, you might be pretty cozy with seven others in this 623-square-foot space, but who really cares when you're spending your days on the slopes of nearby Sun Valley Ski Resort? When you are at the condo, you can relax in front of the gas fireplace, refuel in the fully equipped kitchen, or take in the views from the large deck.

Related: 18 Off-the-Radar Mountain Towns Across America

Nederland, Colorado

Sleeps 6 | Check prices and availability

Get the best of all worlds with this nearly 1,300-square-foot, two-bedroom, one-bath cabin. Eldora Ski Resort is only 10 minutes away, there are cross-country ski trails right outside the cabin door, and the towns of Nederland and Boulder are a short drive away. Amenities for this pet-friendly rental include a fireplace, washer and dryer, TV, and internet. 

Related: 13 Destinations for Cheap Skiing

Harbor Springs, Michigan

Sleeps 8 | Check prices and availability

If you enjoy minimalism and mid-century modern design, you'll love this two-bedroom, two-bath rental that's within walking distance of the state's Nub's Nob Ski Area. Want a day off from rolling in the snow? Both Harbor Springs and Petoskey are a few minutes drive away and offer lots of shopping and dining opportunities. 

Related: 25 Vacation Rentals with Secret Rooms and Hidden Passages

Big Sky, Montana

Sleeps 11 | Check prices and availability

Organize travel for up to 11 people and head to Big Sky for a very reasonably priced vacation at this mountain lodge. With three bedrooms and four baths, there's plenty of room for everyone, and the property offers stylish decor and incredible mountain views. Amenities include a hot tub, Sonos sound system, fireplace, and private deck, and guests can head into town or the nearby Big Sky Resort when they're feeling restless. 

Related: 25 Coolest Tiny Home Rentals on Airbnb and Vrbo

Stratton, Maine

Sleeps 7 | Check prices and availability

This pet-friendly, 2,200-square-foot rental provides stellar views of Mount Bigelow and the Sugarloaf Ski and Golf Resort, which is just over 10 miles away. If you're a fan of less adrenaline-inducing ski adventure, there are cross country trails right outside the door. Amenities in this cozy and eclectic space include a wood-burning stove and an open floor plan.