Luxury Vacation Rentals for Families 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 family vacation rentals – enter your dates for availability.
Winter Park, Colorado
Wander Winter Park Peaks
Next avail.
Dec 2 - Dec 4
46
Winter Park, Colorado
Wander Winter Park
Next avail.
Dec 2 - Dec 4
26
Winter Park, Colorado
Wander Winter Park Glade
Next avail.
Dec 2 - Dec 4
36
Winter Park, Colorado
Wander Winter Park Arrow
Next avail.
Dec 2 - Dec 4
26
Winter Park, Colorado
Wander Winter Park Alpine
Next avail.
Dec 2 - Dec 4
38
4
Winter Park, Colorado
Wander Winter Park Retreat
Next avail.
Jan 4 - Jan 8
38
Winter Park, Colorado
Wander Winter Park Timber
Next avail.
Dec 2 - Dec 4
38
Winter Park, Colorado
Wander Winter Park Sky
Next avail.
Dec 2 - Dec 4
410
Welcome to family adventures in Winter Park
Bring the whole crew to Winter Park with Wander. Our luxury family vacation rentals in Winter Park, Colorado pair the polish of a five-star stay with the space and privacy families crave. Think multi-bedroom layouts, cozy living rooms for movie nights, and outdoor spaces for snow-day debriefs and summer sunsets.
Every home is beautiful and operated to hotel standards, with ultra fast WiFi, pristine cleaning, and 24/7 concierge. Many homes feature bunk rooms, game spaces, private hot tubs, and in-home laundry for effortless routines. Work and play flow easily with dedicated workstations and smart entertainment so everyone finds their pace.
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 Peaks
Next avail.
Dec 2 - Dec 4
46
Winter Park, Colorado
Wander Winter Park Pines
Next avail.
Dec 2 - Dec 4
412
Winter Park, Colorado
Wander Winter Park Alpine
Next avail.
Dec 2 - Dec 4
38
4
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
Next avail.
Dec 5 - Dec 7
26
Winter Park, Colorado
Wander Winter Park Glade
Next avail.
Dec 5 - Dec 7
36
Winter Park, Colorado
Wander Winter Park Alpine
Next avail.
Dec 5 - Dec 8
38
4
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
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 Peaks
Next avail.
Dec 2 - Dec 4
46
Winter Park, Colorado
Wander Winter Park
Next avail.
Dec 2 - Dec 4
26
Winter Park, Colorado
Wander Winter Park Glade
Next avail.
Dec 2 - Dec 4
36
Winter Park, Colorado
Wander Winter Park Arrow
Next avail.
Dec 2 - Dec 4
26
Winter Park, Colorado
Wander Winter Park Alpine
Next avail.
Dec 2 - Dec 4
38
4
Winter Park, Colorado
Wander Winter Park Retreat
Next avail.
Jan 4 - Jan 8
38
Winter Park, Colorado
Wander Winter Park Timber
Next avail.
Dec 2 - Dec 4
38
Winter Park, Colorado
Wander Winter Park Sky
Next avail.
Dec 2 - Dec 4
410
Discover more family fun in Winter Park
High in the Rockies, Winter Park delivers four seasons of easygoing mountain adventure for all ages. Gentle ski terrain and tubing hills keep first-timers smiling in winter, while mellow trails along the Fraser River and lift-served biking bring summer fun without the fuss.
The town blends alpine scenery with a relaxed, family-first pace. Expect wide-open views, bluebird skies, and a calendar of festivals, concerts, and outdoor experiences that make planning simple. With quick access from Denver yet a world away in feel, it is an effortless base for memory-filled days and cozy nights. This is why Wander’s luxury family vacation rentals in Winter Park, Colorado are the perfect choice, whether you’re traveling for work or leisure.