Luxury Vacation Rentals for Large Groups in Winter Park
Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 14 large group vacation rentals – enter your dates for availability.
Winter Park, Colorado
Wander Winter Park Sky
Next avail.
Dec 2 - Dec 4
410
Winter Park, Colorado
Wander Winter Park Ridge
Next avail.
Dec 2 - Dec 4
410
Winter Park, Colorado
Wander Winter Park Riverfront
Next avail.
Dec 2 - Dec 4
410
Fraser, CO, United States of America
Wander Fraser Pines
Next avail.
Dec 2 - Dec 4
410
Fraser, Colorado
Wander Winter Park Summit
Next avail.
Dec 2 - Dec 4
410
Winter Park, Colorado
Wander Winter Park Roam
Next avail.
Dec 5 - Dec 7
410
Winter Park, Colorado
Wander Winter Park Pines
Next avail.
Dec 2 - Dec 4
412
Winter Park, Colorado
Wander Winter Park Manor
Next avail.
Dec 2 - Dec 4
412
5
Welcome to your large group retreat in Winter Park
Gather your crew and stretch out in our luxury large-group vacation rentals in Winter Park. These polished mountain homes feature expansive great rooms, multi-level layouts, and flexible sleeping arrangements so everyone has space to connect and space to recharge.
Thoughtful details elevate every moment, from chef-ready kitchens with double appliances and oversized islands to private hot tubs, media lounges, and gear-friendly mudrooms. With ultra fast WiFi, dedicated work areas, pristine cleaning, and 24/7 concierge, Wander blends hotel-grade consistency with the comfort of a private home. Settle in with confidence knowing the home you booked looks exactly like the photos.
Winter Park, Colorado
Wander Winter Park Riverfront
Next avail.
Dec 2 - Dec 4
410
Winter Park, Colorado
Wander Winter Park Valley
Next avail.
Dec 2 - Dec 4
616
5
Winter Park, Colorado
Wander Winter Park Pines
Next avail.
Dec 2 - Dec 4
412
Granby, Colorado
Wander Winter Park Grove
Next avail.
Dec 2 - Dec 4
416
Fraser, Colorado
Wander Winter Park Summit
Next avail.
Dec 2 - Dec 4
410
Winter Park, Colorado
Wander Winter Park Roam
Next avail.
Dec 5 - Dec 7
410
Winter Park, Colorado
Wander Winter Park Ridge
Next avail.
Dec 2 - Dec 4
410
Fraser, CO, United States of America
Wander Fraser Pines
Next avail.
Dec 2 - Dec 4
410
Winter Park, Colorado
Wander Winter Park Riverfront
Next avail.
Dec 5 - Dec 8
410
Fraser, CO, United States of America
Wander Fraser Pines
Next avail.
Dec 5 - Dec 7
410
Fraser, Colorado
Wander Winter Park Summit
Next avail.
Dec 5 - Dec 8
410
Winter Park, Colorado
Wander Winter Park Roam
Next avail.
Dec 12 - Dec 15
410
Granby, Colorado
Wander Fraser Mountain
Next avail.
Dec 12 - Dec 15
412
Winter Park, Colorado
Wander Winter Park Majesty
Next avail.
Dec 5 - Dec 8
514
Winter Park, Colorado
Wander Winter Park Pinnacle
Next avail.
Dec 12 - Dec 15
415
Winter Park, Colorado
Wander Winter Park Valley
Next avail.
Dec 12 - Dec 15
616
5
IT'S A VACATION HOME, BUT BETTER
The Wander difference
Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.
All homes in Winter Park
Winter Park, Colorado
Wander Winter Park Sky
Next avail.
Dec 2 - Dec 4
410
Winter Park, Colorado
Wander Winter Park Ridge
Next avail.
Dec 2 - Dec 4
410
Winter Park, Colorado
Wander Winter Park Riverfront
Next avail.
Dec 2 - Dec 4
410
Fraser, CO, United States of America
Wander Fraser Pines
Next avail.
Dec 2 - Dec 4
410
Fraser, Colorado
Wander Winter Park Summit
Next avail.
Dec 2 - Dec 4
410
Winter Park, Colorado
Wander Winter Park Roam
Next avail.
Dec 5 - Dec 7
410
Winter Park, Colorado
Wander Winter Park Pines
Next avail.
Dec 2 - Dec 4
412
Winter Park, Colorado
Wander Winter Park Manor
Next avail.
Dec 2 - Dec 4
412
5
Discover more large groups activities in Winter Park
Set against the Continental Divide, Winter Park delivers Colorado alpine drama with a relaxed spirit. Legendary Mary Jane moguls, sprawling tree runs, and long groomers anchor an authentic mountain scene that keeps snow lovers returning year after year.
When the snow softens, lift-served biking at Trestle, miles of singletrack, and wildflower-strewn ridgelines take over. Crisp mornings, big blue skies, and starlit nights define the Fraser Valley, with easy access from Denver or a seasonal train that glides straight to the base area.
All of this is why Wander’s luxury large-group vacation rentals in Winter Park are the perfect choice, whether you’re traveling for work or leisure.