
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 21 large group vacation rentals – enter your dates for availability.

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.
Highlights in Winter Park
Gather your crew for an unforgettable mountain adventure with vast ski slopes, scenic trails, and lively group-friendly activities for everyone.
Winter Park Resort
Mary Jane Territory
Coca-Cola Tube Park
Trestle Bike Park
Grand Park Community Recreation Center
Devil's Thumb Ranch Resort & Spa
Fraser River Trail
Berthoud Pass
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
Fraser, Colorado
Wander Winter Park Vista
Next avail.
Jan 17 - Feb 2
416
Winter Park, Colorado
Wander Winter Park Allure
Next avail.
Jan 19 - Jan 21
517
Winter Park, Colorado
Wander Winter Park Mountainview
Next avail.
Jan 17 - Jan 19
1119
Fraser, CO
Wander Fraser Pines
Next avail.
Jan 19 - Jan 21
410
Winter Park, Colorado
Wander Winter Park Riverside
Next avail.
Jan 17 - Jan 19
410
Granby, Colorado
Wander Fraser Peaks
Next avail.
Jan 17 - Jan 19
410
Winter Park, Colorado
Wander Winter Park Creek
Next avail.
Jan 17 - Jan 19
518
Granby, Colorado
Wander Fraser Mountain
Next avail.
Jan 20 - Jan 22
412
Most popular amenities for large group vacation rentals in Winter Park
More popular large group destinations near Winter Park
Other popular amenities & vacation types in Winter Park

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.
FAQs: Vacation Rentals in Winter Park
Why should I book a Wander in Winter Park over other large group vacation rentals?
Wander offers a level of consistency and quality you won’t find with most large group vacation rentals.
Every home in Winter Park delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?
Which are Wander’s most popular large group vacation rentals in Winter Park?
Some of our most popular large group vacation rentals in Winter Park include Wander Winter Park Valley, Wander Winter Park Riverfront, and Wander Winter Park Sanctuary. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.
How many different large group vacation rentals does Wander have available in Winter Park?
Wander offers 21 large group vacation rentals in Winter Park, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.
What time is check-in and check-out at Wander’s large group vacation rentals in Winter Park?
You can check-in to Wander large group vacation rentals in Winter Park after 4.00pm and check-out before 10.00am.
Do Wander’s large group vacation rentals in Winter Park have WiFi access?
Yes. Every Wander home in Winter Park has ultra fast, reliable WiFi so you can stay connected throughout your stay.
What is Wander’s cancellation policy?
You can cancel your reservation within 24 hours of booking for a full refund.
For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.
For some homes, a 30-day deadline applies; this will be clearly shown before you book.














