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Luxury Snow Retreats: 7 Winter Villa Destinations Across Canada and the United States

Category: Activities & Experiences | 07.16.2025

Snow-dusted mountains, crisp alpine air, and private villas designed for après-ski bliss — these seven handpicked winter destinations invite you to experience North America’s most exclusive cold-weather escapes. Whether you’re carving powder in Whistler or relaxing fireside in Park City, each HV property offers the perfect base for an unforgettable snowy getaway. From world-class slopes to cozy in-villa experiences, every moment is tailored by your dedicated Experience Manager.

Big Sky Montana

Epic slopes and wide-open skies

Tucked between Yellowstone National Park and Montana’s soaring peaks, Big Sky delivers a sense of unspoiled wilderness with all the comforts of a high-end alpine village. The expansive terrain at Big Sky Resort is ideal for skiers of all levels, while snowshoeing, wildlife spotting, and snowmobiling offer adventure beyond the slopes.

The town’s quiet luxury is defined by fire-warmed taverns, locally sourced dining, and wide open skies that feel cinematic in scale. Whether you’re gathering with friends for après-ski or seeking solitude in nature, Big Sky’s balance of rugged beauty and upscale comfort makes it a truly special retreat.

Where to Stay in Big Sky, Montana:

Wildridge Chalet
Custom-built with soaring ceilings, hardwood floors, and a massive wrap-around deck, the 5-bedroom home has the ambiance of a rustic lodge with the amenities of a modern resort, including a sauna. Glass doors open the living area to the expansive private deck, furnished with comfortable lounge chairs. After a day on the slopes, cozy up to the wood-burning outdoor fire pit for après-ski at home. Ideal for large groups, the Wildridge Chalet comfortably accommodates up to 16 guests with a layout designed for privacy. It features an in-law suite above the garage, complete with two bedrooms, an office suite, and a private kitchenette. Four twin rollaway beds provide extra flexibility across the home’s five spacious bedrooms. Learn more about Wildridge Chalet

Silverado Lodge
A sprawling modern cabin situated halfway between Big Sky’s Town Center and the Spanish Peaks mountain range, a 5-minute drive from restaurants, shops and entertainment downtown and just 20 minutes from skiing at Big Sky Resort. Constructed using Western red cedar logs, the 5-bedroom estate offers a feeling of seclusion with sweeping views and a private sledding hill in the backyard. High ceilings with towering beams, floor-to-ceiling windows, multiple private decks and wood-burning fireplaces evoke a classic alpine lodge, while radiant heat, DirecTV and a bubbling hot tub add modern comforts. Learn more about Silverado Lodge

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Mont Tremblant, Quebec

A French-Canadian classic reimagined

Charming and culturally rich, Mont Tremblant evokes the spirit of the French Alps with Canadian warmth and hospitality. Nestled in the Laurentian Mountains, this picturesque village offers a romantic and family-friendly atmosphere, complete with cobblestone streets, pastel-coloured architecture, and alpine charm.

Its vibrant pedestrian village is alive with French-inspired cafés, patisseries, boutiques, and spas. On the slopes, enjoy well-groomed terrain and panoramic views of Lac Tremblant. Off the slopes, discover dog-sledding, Scandinavian-inspired spas, and snowshoe trails through the forest. Tremblant is ideal for travellers who crave the comforts of luxury in a storybook setting.

Where to Stay in Mont Tremblant, Quebec:

Nansen Chalet
An exclusive, newly built property designed for optimal privacy and balance between modern living and natural tranquillity. This 4-bedroom + den home (5 sleeping areas) features 3.5 bathrooms, ski-in/ski-out access, a billiards table, a private hot tub, and uninterrupted views of Mont Tremblant. As an end unit in a premium location, it offers both seclusion and connection to the mountain. Learn more about Nansen Chalet

Chalet Grand Foret
This beautifully designed 5-bedroom home combines open-concept architecture with a cozy, minimalist style. With a view of the ski hill, an outdoor hot tub, a game room, and forested paths nearby, it’s ideal for nature lovers and families. Highlights include a large dining area, a sleek kitchen, and a unique backyard tree house/garden studio with a slide and swings — perfect for entertaining or retreating. Learn more about Chalet Grand Foret

Chalet Domain
A modern retreat set on the edge of Mont Tremblant’s rich boreal forest. The 4-bedroom home is thoughtfully designed with expansive windows, two large living areas, a billiards table, a wet bar, and a private spa and sauna. After a day of adventure, unwind by the outdoor firepit or enjoy cocktails while taking in unobstructed views of the surrounding trees. Ideal for family escapes or corporate retreats. Learn more about Chalet Domain

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Whistler, British Columbia

Canada’s most iconic ski destination

Consistently ranked among the top ski resorts in the world, Whistler blends adventure and indulgence with signature West Coast style. Its twin peaks—Whistler and Blackcomb—offer terrain for every level, while its alpine village delivers fine dining, luxury shopping, and vibrant après-ski culture.

Off the slopes, guests enjoy dog sledding, Scandinavian spas, heli-skiing, and a thriving art and culinary scene. Whistler rewards both thrill-seekers and those seeking serenity with an elevated lifestyle set against breathtaking scenery.

Where to Stay in Whistler, British Columbia:

Chalet Solitude
Modern open space ski-in/ski-out chalet in one of Whistler’s most sought-after neighbourhoods. Stunning panoramic views over the valley. Amazing amenities including a private outdoor pool, hot tub, sauna/steam room and full-size gym. The open-concept first floor allows guests to choose their adventure: relax in a grand living room with a gas fireplace, enjoy a state-of-the-art chef’s dream kitchen, dine with 16 of your closest friends at a custom marble table, or unwind in your private whisky room or wine bar. Head outside and relax after a busy day in the avant-garde container pool and jacuzzi hot tub, surrounded by wooded views of the valley below. Learn more about Chalet Solitude

Snowridge 7
Steps from the slopes and minutes from Whistler’s Creekside village, this gorgeous and classic log cabin chalet offers the perfect getaway for any large group. Featuring 7 bedrooms, this chalet keeps you close to everything you need, while also inviting you to escape. When you’re not out for a day of skiing in the mountains, or exploring the nearby shops and restaurants, this chalet is a wonderful home base – complete with a large fireplace and comfortable living space, full kitchen, billiards room, separate TV room, a private hot tub and a deck that offers sweeping views of the area. Learn more about Snowridge 7

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Breckenridge, Colorado

Alpine charm with historic flair

Breckenridge is where Victorian history meets modern alpine living. With five peaks of skiable terrain, charming boutiques, and a lively après scene, it’s a family-friendly haven filled with warmth and wonder. The colourful Main Street is a joy to explore, with restaurants, art galleries, and local treasures.

Outdoor enthusiasts will enjoy snowshoeing and fat biking, while relaxation seekers will appreciate the quiet beauty and cozy spaces this Colorado gem has to offer. Breckenridge offers the perfect blend of recreation and relaxation.

Where to Stay in Breckenridge, Colorado:

Summit Peak
Experience unparalleled mountain views in this “Summit Peak.” This beautiful, pet-friendly getaway features 6 bedrooms, 5.5 bathrooms, and spacious accommodations for up to 16 guests. You’ll enjoy mountain views from various areas throughout this home, including the gourmet kitchen and living room. On the lower level, guests enjoy a secondary kitchen and a billiards room — the perfect place to hang out after a long day on the slopes. Learn more about Summit Peak

Breck Haüs
A modern cabin with vaulted ceilings, rough-sawn beams and cast-iron design accents, Breck Haüs combines the atmosphere of a Western lodge with modern décor to create a stylish retreat just 5 minutes from downtown Breckenridge. An open-concept layout connects the kitchen, great room, and rustic dining table. The wall of windows opens to a deck with sunset views. Outside, enjoy a fire pit and grill on bluebird days or cool evenings. Learn more about Breck Haüs

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Jackson Hole, Wyoming

Raw wilderness meets refined luxury

Jackson Hole offers a distinct blend of natural grandeur and understated sophistication. Located at the gateway to Grand Teton and Yellowstone National Parks, it’s beloved for its expert-level terrain, pristine backcountry, and close-knit Western charm.

Expect hushed snowfall, epic powder runs, and vibrant cultural offerings including galleries, ranch-style dining, and live music. For those craving immersion in both wilderness and warmth, Jackson Hole is the ultimate frontier escape.

Where to Stay in Jackson Hole, Wyoming:

Granite Ridge Lodge
Perched at the base of Jackson Hole Mountain Resort, Granite Ridge Lodge offers outdoor convenience and nature immersion. Nestled in a glade of evergreens, valley and mountain views are visible from every room, and a rocky stream meanders through the property. Inside, rustic elegance shines — exposed beams, a stone fireplace, and curated décor set the tone. Outdoors, enjoy a hot tub, dining patio, and grill. Learn more about Granite Ridge Lodge

Park City, Utah

A mountain town with Hollywood flair

Known for its world-renowned film festival and refined alpine energy, Park City blends glitz with wilderness. Skiers love Deer Valley’s groomed runs and Park City Mountain’s sprawling terrain, while town explorers enjoy upscale shops, galleries, and acclaimed dining.

It’s an easy winter escape with a high-touch vibe, ideal for both adventurous families and sophisticated couples. Sundance or not, Park City always feels like a red-carpet experience.

 

Where to Stay in Park City, Utah:

Snow Park Lodge
An elegant home overlooking the base of Deer Valley Resort, Snow Park Lodge sits just 5 minutes from skiing, hiking and mountain adventures. Vaulted ceilings, log beams, and exposed river-rock accent walls evoke the ambiance of a European lodge. At the same time, new furnishings, heated floors, and top-of-the-line appliances add modern amenities. Learn more about Snow Park Lodge

Deer Crest Haus
Located just above the Jordanelle Express Gondola, the 4-bedroom townhouse overlooks Lake Jordanelle with unobstructed views of the surrounding mountains. With three spacious living rooms, a theatre with recliner seating, a lounge with air hockey, and a backyard with a covered patio, the three-level home is ideal for groups and families with children. Learn more about Deer Crest Haus

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Sun Valley, Idaho

A hidden gem with a storied past

Nestled in Idaho’s alpine wilderness, Sun Valley is where refined simplicity and alpine elegance meet. Known for its light powder and low crowds, it offers an exceptional ski experience with a laid-back pace and captivating views. Downtown Ketchum complements the slopes with boutique shops, fine dining, and a small-town charm that high-end travellers love.

It’s a place where you’ll feel a connection to nature, a slower rhythm, and space to truly unwind, whether through adventure or stillness.

Where to Stay in Sun Valley, Idaho:

Eagle Lake Estate
A grand mountain property on sprawling grounds, with gardens, a fire pit, a jacuzzi, outdoor lounge areas, lake and mountain views. This property is situated 8 minutes from Sun Valley and Ketchum, offering over 2 acres of privacy. Learn more about Eagle Lake Estate

Nordic Contemporary
A 3-level lodge in the desirable Warm Springs neighbourhood that marries mid-century modern design with the atmosphere of a cozy European home. Designed in the spirit of the Danish concept, hygge, a quality of coziness and conviviality in everyday moments, Nordic Contemporary is filled with quiet spaces to curl up with a good book, catch up with an old friend over tea, or watch the snow fall outside. Learn more about Nordic Contemporary

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Plan the Perfect Winter Escape

Whether you’re chasing fresh powder, planning a family holiday, or want to slow down in style, HV’s curated villa collection and personalized service make your winter getaway seamless and spectacular. Let HV craft your perfect snow escape. Start planning with your Experience Manager today.

 

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