Winter Park Vacation Rental Getaways
Featured Properties
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Winter Park
Home
3 BR/ 4 BA
Sleeps 6
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Winter Park
Condo
4 BR/ 5 BA
Sleeps 13
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Winter Park
Condo
2 BR/ 3 BA
Sleeps 8
| Sort by: | Type | BR/BA/Sleeps | Price |
|---|---|---|---|
Stay in luxurious comfort near the slopes in this Lakota ...Winter ParkNew Listing**** You won't want to leave this three bedroom town home with unobstructed slope v... |
Condo | 3 / 3 / 10 |
$280 -
$775
|
1415 Bear TrailWinter ParkGorgeous brand new unit in Bear Crossing, luxury furnishings with private hot tub, full kitchen, thr... |
Home | 3 / 4 / 12 |
* Online booking available
$199 -
$599
|
Huge mountain home nestled in the pines, just 500 yards f...Winter ParkDescription: Nestled in the pines just 500 yards from the base of Winter Park Ski Area, Beau West Lo... |
Room/ Suite | 5 / 6 / 17 |
$395 -
$1400
|
Exquisite Base Camp Townhome Below The Trails Of Winter P...Winter ParkDescription: Beautiful ski-in/ski-out property in Winter Park, with 3,000+ square feet of luxury liv... |
Condo | 4 / 5 / 14 |
$395 -
$1400
|
Ultimate Mountain Retreat, bird's eye view from highest p...Winter ParkDescription: This luxury private home sits at one of the highest points in Winter Park, giving you ... |
Room/ Suite | 5 / 5 / 12 |
$375 -
$1350
|
Spectacular condo with great location in downtown WP, plu...Winter ParkDescription: Come stay in this first-floor, high-end condo, conveniently located in the heart of WP,... |
Condo | 2 / 2 / 6 |
$165 -
$495
|
Super cozy furnishings & modern amenities await you at th...Winter ParkIf you stay in the village, you've got it all - comfort, convenience, and charm. A short walk to th... |
Condo | 1 / 1 / 4 |
$90 -
$365
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Trailhead 721Winter ParkCentrally located between The Fraser River and Vasquez Creek in downtown Winter Park across the stre... |
Condo | 1 / 1 / 4 |
* Online booking available
$109 -
$299
|
Four BR 3 Bath Luxury Trademark Townhome in the heart of ...Winter ParkFour Bed 3 Bath Luxury Trademark Townhome in the heart of old town.Very comfortable and tastefully d... |
Condo | 4 / 3 / 11 |
* Online booking available
$450 -
$450
|
Pine Shadows At VasquezWinter ParkThis adorable Hide-Away 2 story home is located above Winter Park, one block from the Vasquez Wilder... |
Home | 2 / 2 / 6 |
* Online booking available
$89 -
$249
|
Luxurious penthouse condo, jaw dropping views of the slop...Winter ParkDescription: This stunning penthouse not only offers amazing views of Winter Park Resort, but it’s a... |
Condo | 5 / 5 / 15 |
$385 -
$1550
|
Peaceful 3 BR townhome close to restaurants & shops of Wi...Winter ParkDescription: This bright and roomy townhome is set on a peaceful lake, and only moments away from do... |
Condo | 3 / 3 / 8 |
$245 -
$675
|
Ski in Ski out slopeside building one BR at the Zypher Mo...Winter ParkZypher Mountain Lodge is about as close as you can sleep to the chairlifts without camping outside!!... |
Condo | 1 / 1 / 4 |
* Online booking available
$175 -
$175
|
Enjoy restaurants, stores and fun right on your doorstep ...Winter ParkDescription: Enjoy the convenience of being able to roll out of bed and right onto the slopes in min... |
Condo | 1 / 1 / 4 |
$95 -
$395
|
Nicest one BR at the Iron Horse Resort boasts a recent ta...Winter ParkOur ski-in, ski-out Winter Park condo is one of the largest one-bedroom layouts in the Iron Horse Re... |
Condo | 1 / 1 / 6 |
* Online booking available
$275 -
$275
|
Relax in elegant comfort in this modern Downtown Winter P...Winter ParkDescription: You’ll love your stay in this gorgeous end unit, conveniently located in the heart of d... |
Condo | 4 / 4 / 10 |
$295 -
$825
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Perfect Location in Downtown Winter Park, 3 story home w/...Winter ParkDescription: You’ll love the cozy comfort that this beautiful three–story-home has to offer. Relax i... |
Condo | 4 / 5 / 12 |
$295 -
$825
|
Ski-In/Ski-Out Stop Messing About! Gorgeous 1 bed condo ...Winter ParkDescription: Jump on the lift in minutes from this comfortable one bedroom condo. With all of the am... |
Condo | 1 / 1 / 5 |
$95 -
$395
|
Hidden gem next to WP Resort with views of the slopes & F...Winter ParkDescription: Peace, quiet and easy access to the slopes, this condo is a dream come true. With two l... |
Condo | 3 / 3 / 6 |
$210 -
$585
|
Rocky Mountain Dream Home, Minutes from Winter Park slopes!Winter ParkDescription: This huge beautiful home is conveniently located just minutes from the Winter Park Reso... |
Condo | 5 / 4 / 12 |
$335 -
$935
|
Cozy Studio at Snowblaze Condominiums.Winter ParkThis is a very nicely furnished studio located in Downtown Winter Park. It is steps away from great... |
Condo | 0 / 1 / 4 |
* Online booking available
$135 -
$135
|
Spectacular corner unit condo with panoramic mountain viewsWinter ParkDescription: As a front corner unit, this condo has spectacular panoramic views of the mountains. Yo... |
Condo | 2 / 2 / 8 |
$170 -
$655
|
Huge, luxurious townhome in heart of Winter Park - hot tu...Winter ParkYou'll love the room this 4-bedroom town home at Sawmill Station provides for the whole family and e... |
Condo | 4 / 4 / 10 |
$280 -
$775
|
Highly sought after Resort Village Loft. Books up fast, ...Winter ParkDescription: This luxurious and convenient loft offers high-end furnishings, flat screen TV’s, a gas... |
Condo | 3 / 3 / 10 |
$295 -
$1240
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Fully Remodeled Ski in Ski out Studio at the full service...Winter ParkEverything has been fully remodeled in this cozy and modern studio. It is located on the fourth flo... |
Condo | 0 / 1 / 4 |
* Online booking available
$125 -
$125
|
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