- Founders Pointe
- Fraser Crossing
- Hi Country Haus
- Hideaway Village
- Hideaway Village South
- High Seasons
- Iron Horse
- Kings Crossing
- Lakota
- Leland Creek
- Private Homes
- Private Homes, Old Town
- Red Quill Village
- Riverwalk
- Sawmill Station
- Silverado I
- Silverado II
- Slopeside Village
- Snowblaze
- Sundance West
- Tall Pines
- Telemark
This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Winter Park Vacation Rentals Show this location only Back to top
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Great Deals for Presidents Weekend Stays 3+ Days
Studio/1BA
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Sleeps 2-4
– Iron Horse #115597
$50- $250/nt
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Luxurious Ski in/Ski Out Mountain Sanctuary
2BR+/2BA
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Sleeps 8
– Zephyr Mountain Lodge #428189
$200 - $550 per night 1-3 night min stay
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Great Deals for Presidents Weekend Stays 3+ Days
1BR+/1BA
–
Sleeps 2-4
– Founders Pointe #163211
$85- $295/nt
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Beautiful Summer Vacation Home!
3BR+/3.5BA
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Sleeps 5-9
– Winter Glen #422037
$275 - $575 per night 2-5 night min stay
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Super Deals from $150/nt. Sleeps 14, Steps to Bus & Nature, Hot Tub
4BR+/4BA
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Sleeps 11-16
– Sawmill Station #202613
$99- $625/nt
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Best Value in Lakota
3BR/2.5BA
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Sleeps 8
– Lakota #339905
From $150/nt
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Great Rate..Great Location Downtown Winter Park 3 Bdr 3.5 Bath
3BR+/3.5BA
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Sleeps 7-9
– Sawmill Station #265929
119/nt and up
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Great Deals for Presidents Weekend Stays 3+ Days
2BR+/3BA
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Sleeps 6-8
– Iron Horse #207178
$125- $695/nt
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Fabulous Ski-in Ski-Out Condo
1BR+/1BA
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Sleeps 2-4
– Founders Pointe #313027
From $80/nt
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Luxurious Spacious Loft in Prime Location! Get Ready to Ski!
3BR+/3BA
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Sleeps 14
– Winter Park Village #372026
From $350/nt
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Bear Crossing, 3 Bedroom, 3.5 Bath, Stunning Townhome!
3BR/3.5BA
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Sleeps 6
– Bear Crossing #207666ha
$300 per night
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It's Snowing in Winter Park! Awesome Condo @ Base of Mnt-Sleeps 1-4!
1BR/1BA
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Sleeps 1-4
– Winter Park Village #447663
$150/nt - $275/nt
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Amazing Location Nestled Between Vasquez Creek and the Fraser River
3BR/2BA
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Sleeps 7
– Riverwalk #442382
$300 - $475 per night 3-5 night min stay
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Zephyr Mountain Lodge-2 BR/2BA-Good Deals
2BR/2BA
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Sleeps 4-6
– Zephyr Mountain Lodge #420643
$175- $545/night
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Great Deals for Presidents Weekend Stays 3+ Days
1BR/1BA
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Sleeps 2-4
– Zephyr Mountain Lodge #280264
$95- $295/nt
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Discounts for Summer, Condo Tucked in Cozy Corner
1BR+/1BA
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Sleeps 6
– Iron Horse #408190
From $75/nt
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Rest of Season-$125+ Night/2BR-2BA@Base/Sleeps 8/Lift Tkt Deals/Call!!
2BR+/2BA
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Sleeps 4-8
– Fraser Crossing #435578
$80/nt - $499/nt
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Last Minute Special Rates!!! Book Now!!!
4BR+/3.5BA
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Sleeps 11-12
– Antlers at Lakota #385686
$175 - $575 per night 2 night min stay
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Beautiful Condo - Elevator Access
2BR+/2BA
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Sleeps 4-6
– Silverado II #310675
From $175/nt - $1500/wk - $2700/mo
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Newly Remodeled River-Front Top Floor Condo
2BR+/2BA
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Sleeps 8
– Hi Country Haus #315097
$93 - $289 per night 2-3 night min stay
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Large, Luxury Private Home in Downtown Winter Park on Vasquez Creek
8BR/8.5BA
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Sleeps 25
– Private Homes #371047
From $900 - $1,500/nt
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Escape to the Mountains & Enjoy Winter Park's Premier Retreat
2BR+/2BA
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Sleeps 6-8
– Kings Crossing #256933
$125- $350/nt
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Winter Park: Stunning Views, Hot Tub, Walk to Lifts, Discount Lift Tix
3BR+/3BA
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Sleeps 9-10
– Trademark #109200
$200 - $750 per night 2-5 night min stay
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Beautiful Downtown Winter Park Condo with Free Wi-Fi
1BR+/1BA
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Sleeps 4-6
– Hi Country Haus #258323
$100 per night 2 night min stay
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3+ Bed,Close to Town, Private Hot Tub, Shuttle Route,Wifi
3BR+/3.5BA
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Sleeps 8
– Bear Crossing #24872
From $175/nt
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2 Bdr Condo in Downtown Winterpark !!
2BR+/2BA
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Sleeps 8-10
– Trailhead Lodge #192971
From $130/nt
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Large Family Home, Pole Creek Golf Course - 5 BR, Views,Wifi,Garage
5BR+/5BA
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Sleeps 14
– Private Homes #23254
From $325/nt
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Gorgeous Winter Park Condo! 3 BR Condo Very Near the Base!
3BR+/3.5BA
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Sleeps 6-9
– Trademark #97185
$250- $600/nt
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4 Bedroom,Private Hot Tub, Garage,Close to Town, Internet
4BR+/3.5BA
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Sleeps 10-12
– Elk Run #99481
$250- $600/nt
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Spacious New Townhome, Base of Ski Slopes. Lifts 5 Min Walk
3BR+/3.5BA
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Sleeps 8-10
– Private Homes, Old Town #194815
$350- $600/nt
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Beautiful Riverside Mountain Condo with Private Hot Tub
2BR+/2BA
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Sleeps 7
– Winter Park Place #190053
$80- $375/nt
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Jump Out of Bed and on to the Slopes! Great Zephyr Slopeside Condo.
2BR+/2BA
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Sleeps 8
– Zephyr Mountain Lodge #224062
From $190/nt
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Top Notch 3 Bed,Wifi,Bus Route,Near Town,Garage,Creekside
3BR+/3BA
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Sleeps 11
– Other Winter Park Properties #429469
From 175/nt
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Private Home W/Hot Tub in Old Town!
3BR+/2BA
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Sleeps 6-12
– Private Homes, Old Town #5064
$150- $350 nt for main house
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Winter Park-Ski-in/Ski-Out 4 BR, Hot Tub, Stay & Ski Discounts
4BR+/4.5BA
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Sleeps 8-12
– Base Camp on Jane Creek #179123
$400 - $1200 per night 2-5 night min stay
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Ski-in Ski-Out Iron Horse 2+BR/2BA; King Bed; Quiet End Unit
2BR+/2BA
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Sleeps 4-8
– Iron Horse #107307
From $85/nt
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Remodeled, Spacious, Downtown Condo with All Amenities
2BR+/2BA
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Sleeps 7
– Snowblaze #74749
From $75/nt
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Custom 5-Bedroom Home - Perfect for Families!
5BR/4BA
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Sleeps 10
– Elk Run #20713
$400-$850/nt - $2500-$5500/wk
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Crestview Place 3BR/3BA - Located Next to Cooper Creek Mall
3BR/3BA
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Sleeps 6-10
– Crestview Place #6309
From $100/nt or $700-$2000/wk
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New 4 Bedroom Townhome - Superb Views - Close to Slopes
4BR/3.5BA
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Sleeps 10
– Lakota #79700
From $250/nt
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Remodeled Mountain Getaway Minutes from Winter Park Skiing!
2BR+/2BA
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Sleeps 4-6
– Hideaway Village #102573
$100 - $225 per night 2-3 night min stay
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New Lower Rate for Jan & Febt - Virtual Tour and Online Booking !
2BR+/1.5BA
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Sleeps 6
– Hi Country Haus #50030
From $99/nt
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Best Location! Best Price! Best Views! New Years Eve Dates.
3BR/3BA
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Sleeps 10-12
– Crestview Place #72752
$125- $340/nt
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Ski-in/Ski-Out Iron Horse Luxury Condo. Sleeps 6. Pool, Hot Tub.
1BR+/1BA
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Sleeps 6
– Iron Horse #279757
$95 - $250 per night 3 night min stay
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Luxury Lakota Mountain Lodge Townhome - Spectacular Views!!!
3BR+/2.5BA
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Sleeps 7-9
– Lakota #32444
$175-$375/nt - $1400-$3400/wk
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Downtown Brand New 2 Bedroom, with All Amenities, Gorgeous...
2BR+/2BA
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Sleeps 6-8
– Trailhead Lodge #208008
$100- $325/nt
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Great Views; Walk to Town; on Free Shuttle Route to Resort
3BR+/3BA
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Sleeps 6-8
– Snowblaze #128012
$200- $400/nt
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3 BR/3 BA Townhome - So Close to Winter Park & Mary Jane Base!
3BR+/3BA
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Sleeps 9
– Lakota #60543
$195-$400/nt - $1195-$2650/wk
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The Snow is Falling! Book Now for the Ski Season!
3BR+/3.5BA
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Sleeps 8
– Sawmill Station #56326
$225- $475/nt
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Great Location -- Cozy Cabin in Winter Park - Sleeps 10!
3BR+/2BA
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Sleeps 8-11
– Timber Run #42322
$130- $300/nt
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Ground-Level Riverfront Condo in Downtown Winter Park
1BR+/1BA
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Sleeps 2-4
– Hi Country Haus #436949
$64 - $125 per night 2-4 night min stay
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Downtown 4 BR Loft, Private Hot Tub, Internet, Free Shuttle
4BR/3BA
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Sleeps 10
– Telemark #150716
From $175/nt
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Convenient, Affordable Studio W/ All the Amenities from $60/nt
Studio/1BA
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Sleeps 4
– Snowblaze #71918
From $55/nt
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Gorgeous 2 Bed, 2 Bath on Bus Route, Private Hot Tub...
2BR+/2BA
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Sleeps 6
– Vasquez Run #107830
$100- $250/nt
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Winter Park Luxury Condominum and Mountain Getaway!
2BR/2BA
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Sleeps 4-6
– Sawmill Station #71638
$150 - $200 per night 2-5 night min stay
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You Want to Stay Here! Location, Views & Furnishing to Die for!
3BR/3BA
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Sleeps 6
– Trademark #272428
From $210/nt
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Spacious Townhome in Pines with Private Hot Tub and Internet
2BR+/2.5BA
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Sleeps 4-6
– Kings Crossing #72565
From $125/nt
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4 BR/3 BA 2400 S/F Luxury Townhome in Old Town Winter Park!!
4BR+/3BA
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Sleeps 9-11
– Trademark #78960
$295- $795/nt
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Ready to Get Away!!! Last Minute Specials Available!!
4BR+/4BA
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Sleeps 13
– Private Homes #318805
$300 - $400 per night 2-3 night min stay
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Townhouse W/ Private Hot Tub, on Ski Bus Route, Walk to Town
3BR/3BA
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Sleeps 7-9
– Kings Crossing #385004
From $200/nt
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Truly Special! Spectacular Winter Park Home Perched High Above Town.
5BR/4.5BA
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Sleeps 12
– Hideaway Village South #334872
From $460/nt
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Cozy, Affordable, Family-Friendly, End Unit
2BR+/1BA
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Sleeps 4-8
– Hi Country Haus #382757
From $95/nt
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Great Summer Rates!!-2BR/2BA Cozy Winter Park Condo-Don't Miss!
2BR+/2BA
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Sleeps 6-8
– Beaver Village #129752
$55-$315/nt - $595- $1395/wk
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Winter Park Mtn Luxury Town House/Free Ski Shuttle
3BR+/3.5BA
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Sleeps 8
– Timber Lake #259468
$250/nt - $525/nt
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Riverside Retreat
March and April Weekday Deals Mon-Thursday
2BR+/1.25BA
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Sleeps 6-8
– Hi Country Haus #144499
$80- $250/nt
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40% Off Weekdays at This Beautiful Rocky Mountain Getaway.
3BR/2.5BA
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Sleeps 8
– Lakota #374272
Start at $280/night
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Ski-in/Ski-Out, Winter Park Studio
Studio+/1BA
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Sleeps 2-4
– Iron Horse #213239
$80- $175/nt
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40% Off Weekdays This Summer: Awesome Zephyr Condo at Wpr
2BR/2BA
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Sleeps 6
– Zephyr Mountain Lodge #264418
From $190/nt
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Beautiful Condo Close to Zephyr Lift.
1BR+/1BA
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Sleeps 2-4
– Founders Pointe #169462
From $110/nt
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The Luxury of the Rockies!
4BR/3BA
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Sleeps 10
– Trademark #204574
$300- $500/nt
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Family Fun on Tap: Swim, Bike & Hike at Trailhead 723.
3BR/3BA
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Sleeps 8
– Trailhead Lodge #268331
From $200/nt
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Cozens Pointe - Quiet Luxury/Pristine Views- New Home
2BR+/2BA
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Sleeps 4-6
– Other Winter Park Properties #189366
$125- $325/nt
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Wonderful Winter Park Getaway!!!!!
5BR+/6BA
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Sleeps 10-17
– Bridgers Cache #420316
$1250- $2000/nt
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Luxury Townhome with Gorgeous Views and Private Location
4BR/4.5BA
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Sleeps 12
– Red Quill Village #261258
$300- $600/nt
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Luxury Top Floor 3 Bedroom Ski Condo with Outdoor Pool/Hot Tub!
3BR/3BA
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Sleeps 9
– Trailhead Lodge #301772
$250- $495/nt
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Fabulous Dreamcatcher Townhome in Prestigious Lakota...Views!
5BR+/4.5BA
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Sleeps 12-14
– Lakota #321685
$550- $1200/nt
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Winter Park Family Friendly Condo with Master Suite
2BR+/2.5BA
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Sleeps 8
– Timber Run #329614
$150 - $250/nt
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Great Deals for Presidents Weekend Stays 3+ Days
2BR+/2BA
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Sleeps 6-8
– Fraser Crossing #280136
$125- $495/nt
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Amazing New Townhome, Close to Ski Base, Hot Tub, Great View
3BR+/3.5BA
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Sleeps 10
– Red Quill Village #332141
From $200- $590/nt
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Family-Friendly, Beautiful, New, Private, Great Location Condo
3BR/3BA
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Sleeps 5-10
– Trailhead Lodge #455929
$200 - $425 per night 2-3 night min stay
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Cozy/Clean Two-Bedroom Condo - Walk to Town - Hi Country Haus
2BR+/2BA
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Sleeps 4-6
– Hi Country Haus #101279
$90- $200/nt
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3 Bedroom Winter Park Condo
3BR+/2BA
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Sleeps 6-9
– Hi Country Haus #254300
$150 - $200 per night 2 night min stay
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Relax in the Mtns. at Wp's Hottest Address: Base Camp on Jane Creek
4BR+/4.5BA
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Sleeps 10-14
– Base Camp on Jane Creek #308035
From $395/nt
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Relax in This Beautiful Tonwhome in the Heart of Downtown Winter Park
3BR/3BA
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Sleeps 6-8
– Sawmill Station #309618
From $230/nt
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Great Deals for Presidents Weekend Stays 3+ Days
1BR+/1BA
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Sleeps 4
– Zephyr Mountain Lodge #100892
$95- $295/nt
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Adorable Log Cabin
1BR+/1BA
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Sleeps 2-4
– Hideaway Village #133105
Seasonal Cash or Check
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Best Rate$55 Every Night*+Disc.If 55+Years Freewifi
1BR/1BA
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Sleeps 1-2
– Hi Country Haus #134071
$55/n t& $75nt
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Penthouse Studio* Ski-in/Out* Fireplace* Balcony*
Studio/1BA
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Sleeps 4
– Iron Horse #358528
From $45 - night
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Cozy Studio at Winter Park Base
Studio+/1BA
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Sleeps 4-5
– Founders Pointe #422379
$100 to $250 per night
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Great Deals for Presidents Weekend Stays 3+ Days
3BR/3BA
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Sleeps 6
– Trailhead Lodge #432853
$135 to $395 / night
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Streamside Privacy, Backs Nat'l Forest, 5 Star Reviews!
5BR/2.5BA
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Sleeps 10-14
– Hideaway Village South #5738
$325- $600/nt
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2 Downtown Winter Park Condos.
2BR+/1BA
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Sleeps 4-6
– High Seasons #32435
$135/nt - $810/wk
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Beautifully Remodeled Condo on the Fraser River
2BR/1.5BA
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Sleeps 5
– Hi Country Haus #328589
$90 - $220 per night 4 night min stay
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Pristine Condo on the River with All the Modern Amenities
3BR/2BA
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Sleeps 6
– Hi Country Haus #107902
$150 - $300 per night 2 night min stay
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Winter Park - Vasquez Village-Must See! Spring Break Specials!!!
3BR+/2BA
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Sleeps 8
– Vasquez Village #50640
$175 per night 3 night min stay
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Luxury 1BR, 2baths,Near Base,Great View,W/D, Full Kitchen; Great Weekly Rates.
1BR/2BA
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Sleeps 5
– Trademark #105995
$100 - $219 per night
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Luxury Townhome in Beautiful Rocky Mountain Setting
4BR/4.5BA
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Sleeps 8-10
– Red Quill Village #20138
$250-$600/nt - $2500-$3600/wk
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Luxury 5 Star 2BR/2BA Remodel at an Affordable Price
2BR+/2BA
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Sleeps 4-6
– Beaver Village #304980
$150 - $325 per night 2-4 night min stay
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Bright and Spacious with Views, Pool, Hot Tub, Wifi.
2BR+/2BA
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Sleeps 6-8
– Snowblaze #383136
$125 - $285 per night 3-4 night min stay
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Lowest Priced Unit in Complex!
3BR+/1.5BA
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Sleeps 9
– Sawmill Station #47075
$99 - $345 per night 2-6 night min stay
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Great Deals for Presidents Weekend Stays 3+ Days
Studio/1BA
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Sleeps 2-4
– Iron Horse #115597
Overview of Winter Park Vacation Rentals
A Winter Park ski vacation is an authentic Colorado family vacation experience. The towns of Winter Park and Fraser have small town feel with a small year round population, but the Winter Park, Colorado lodging options abound in Winter Park vacation rentals, rental homes and Winter Park condos and in the surrounding Fraser Valley.
In winter, high altitudes make for great powder skiing and snowboarding conditions. The ski area opens mid November and the Winter Park ski vacation season usually lasts into April. Winter Park ski lodging also offers a nearby playground for snowshoeing, scenic chairlift rides, guided mountain tours and tubing. Many Winter Park vacation rentals offer ski-in-ski-out access or in-town convenience. The Lift, the free shuttle service in Winter Park, Colorado makes regular runs to the ski area daily during ski season, and shuttles between Winter Park vacation rentals and Fraser lodging in the summer.
Summer fun on a Winter Park vacation begins with the longest alpine slide in Colorado. Other family fun includes mountain biking, fishing, golf, mini golf and summer chairlift rides. Fall colors peak in September, and Winter Park vacation rentals make a perfect home base for exploring the High Country. Estes Park is about two hours to the north through scenic Rocky Mountain National Park. Summit County, with additional shopping, restaurant and recreation options, is about ninety minutes to the southwest.
Another great feature in Winter Park, Colorado is the National Sports Center for the Disabled. This renowned sports center offers adaptive equipment and expert staff to train and provide year round access to the trails and slopes for people with various disabilities.
Fly into Denver International Airport, about two hours by car from Winter Park lodging via I-70 and U.S. 40, or take the Winter Park Ski Train from Denver’s Union Station direct to Winter Park ski resort accommodations. The historic Ski Train has been making the trip for over 50 years. It runs through 29 tunnels, including the more than six-mile long Moffat Tunnel and makes the trip each weekend from late December to April and on Saturdays in August.