1. Breckenridge, CO
Blue River Lodge
Orchestrate a swanky 20-person reunion in the mountains at just $47.50/person! This sophisticated Breckenridge stunner, located on a private wooded lot minutes from Main Street, boasts incredibly luxurious amenities, including five large private decks, an eight-person hot tub, a gourmet kitchen, and a private pond. Ready to hit the slopes? The house is walking distance to the base of Peak 9.
2. Taos, NM
Ski Valley’s Ridgerunner Lodge
Taos for ten, anyone? At $30/person a night, the roomy Ridgerunner Lodge in Taos Ski Valley is an unbelievable find! The main cabin boasts a huge upstairs loft and a secluded back porch with a hot tub, a separate building with a game room and a foosball table, and a private “chalet” for two. Ridgerunner’s position at the resort’s entrance also guarantees skiers easy access to the slopes and ápres-ski action.
3. Whistler, BC
Bustling Whistler Village’s ski-in/ski-out condominium
Location! Location! Location! Ski out of a sprawling, well-appointed two-bedroom penthouse condo right near all the action at the base of Blackcomb Mountain. It’s also a quick walk from Whistler Village, a pedestrian-friendly hamlet abuzz with activities for every member of your clan. The property itself is fit for nine winter warriors at $46.33/person a night and includes a private balcony with an outdoor grill, a fireplace, and a fully equipped kitchen.
4. South Lake Tahoe, CA
Heavenly Valley chalet in South Lake Tahoe
A prime slice of Heavenly Valley can be yours for $35/person a night courtesy of this cozy Lake Tahoe chalet! You and ten of your nearest and dearest could be gazing at views of the Sierra Mountains from the floor-to-ceiling windows, or topping off a day of skiing or snowboarding with some time in the hot tub. Spend your evenings gathered around the fire with cups of hot cocoa (or hot toddies) in hand.
5. Okemo, VT
Host the whole family at this Vermont mountain house
Located just a mile from Okemo Mountain and its 104 trails, a block off the town’s Main Street, and a short drive from Killington, this recently renovated Victorian gem sleeps 26 powder hounds for only $46.15/person a night. With 4,300 square feet of space—including nine bedrooms, a large gourmet kitchen and dining room area, and even a sledding hill—you’ll have room to entertain the whole family!
6. Jackson Hole, WY
Grand views from a modern Jackson Hole condo
If you have a thing for rooms with a view, the scenery from this Wyoming retreat will make your winter break. Take in glorious vistas of the Grand Teton peaks from the living areas and back porch of this fully appointed Jackson Hole condo for a mere $34.38/person a night. With room for eight, this welcoming stay is close to the Jackson Hole Golf and Tennis Club, five minutes from Grand Teton National Park, and 19 miles from Jackson Hole Mountain Resort.
7. Vail, CO
Happy trails courtesy of a comfortable Colorado condo
Who knew it was possible for six people to take Vail by storm for $50/person a night? Now you do! This Pitkin Creek rental can host an extended crew with two bedrooms, two baths, a queen-size sleeper sofa, plus wood-burning fireplace, deck with grill, outdoor hot tub, and enviable status as the first stop on Vail Village’s free bus line. There’s even a 55-inch HDTV for when you want to chill out inside your comfy condo.
8. Boone, NC
Antique log cabin in the North Carolina High Country
Oh, Pioneers! Right off the scenic Blue Ridge Parkway lies a mountain retreat ideal for a quartet of travelers seeking peace and quiet for $38.50/person a night. The cozy log cabin sits on four wooded acres prime for cross-country skiing in the North Carolina High Country. For downhillers, Sugar Mountain and Beech Mountain Resorts are less than an hour away. Antique lovers will appreciate period pieces mingling with modern amenities throughout this two-bedroom, two-bathroom haven.