Holiday Rentals in Winter Park
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Holiday Rentals in Winter Park

Zephyr Mountain Lodge

A Frame Club

Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out

Perfect mountain getaway any time of year!

Indian Peaks Resort

The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

Trestle House | Ski Out Your Back Door | WP's Most Stunning Home INSTAGRAM FAMOUS!

Mountain view home with private hot tub, fireplace, WiFi, and washer/dryer

Top Floor Mountain Retreat, Prime Location to WP Base Village, Trestle Bike Park

Condo w/ View - 1 Block to Main St - 4 Mi to Ski!

Newly renovated Winter Park condo on the Fraser River

Winter Park Resort Lodging - Fraser Crossing Condos

Luxury Ski in/Ski out town home, private hot tub, great for families and groups

New Listing! Hot Tub & Fireplace Mountain Retreat

Easy stroll to Summer Jazz Festival! Private Hot Tub 4 BR

Ski-In/Ski-Out Retreat w/ Iron Horse Pool Access!
Other types of properties in Winter Park you may be interested in

The Vintage Hotel
Holiday Accommodation Winter Park
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Winter Park are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Winter Park itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Winter Park holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Winter Park, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Winter Park with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.