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Winter Park Rentals

From $302 per night (USD)
VRBO
Zephyr Mountain Lodge, Condo | Ski-In/Ski-Out Continental Divide Views (Value-Rated Condo 2202)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! ...
From $302 per night (USD)
VRBO
From $365 per night (USD)
Expedia
Fraser Crossing/Founders Pointe, Condo | 2 bedroom King Beds & Washer/Dryer (Premium Rated Condo 4449)
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Located just 150 yards from the base of Winter Park Resort, so close you can see when the gondola opens. **The ...
From $365 per night (USD)
Expedia
From $341 per night (USD)
VRBO
Zephyr Mountain Lodge, Condo | 2 Bedroom (Select-Rated Condo 1615)
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! ...
From $341 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Zephyr Mountain Lodge, Condo | 2 Bedroom (Value-Rated Condo 1607)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! ...
From $307 per night (USD)
Expedia
From $319 per night (USD)
VRBO
Zephyr Mountain Lodge, Condo | 2 bedroom (Select-Rated Condo 1604)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! ...
From $319 per night (USD)
VRBO
From $318 per night (USD)
Expedia
Zephyr Mountain Lodge, Condo | 2 Bedroom (Select-Rated Condo 1316)
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! ...
From $318 per night (USD)
Expedia
From $529 per night (USD)
VRBO
Fraser Crossing/Founders Pointe, Condo | 3 bedroom Ski Slope Views (Select Rated Condo 3625)
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located just 150 yards from the base of Winter Park Resort, so close you can see when the gondola opens. **The s ...
From $529 per night (USD)
VRBO
From $349 per night (USD)
Expedia
Fraser Crossing/Founders Pointe, Condo | 2 Bedroom (Select-Rated Condo 3311)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located just 150 yards from the base of Winter Park Resort, so close you can see when the gondola opens. **The Spac ...
From $349 per night (USD)
Expedia
From $334 per night (USD)
VRBO
Zephyr Mountain Lodge, Condo | 2 bedroom, Gas Fireplace & Continental Divide Views (Premium Rated Condo 1701)
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Stay closest to the slopes, just 110 feet from the gondola. **The Space** Delightful two-bedroom, two-bath con ...
From $334 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Zephyr Mountain Lodge, Condo | 2 Bedroom (Premium-Rated Condo 1400)
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! **T ...
From $346 per night (USD)
Expedia
From $308 per night (USD)
VRBO
Zephyr Mountain Lodge, Condo | 2 bedroom Continental Divide Views (Select Rated Condo 2608)
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! ...
From $308 per night (USD)
VRBO
From $340 per night (USD)
Expedia
Fraser Crossing/Founders Pointe, Condo | 2 bedroom w/ Gondola Access (Value Rated Condo 3402)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located just 150 yards from the base of Winter Park Resort, so close you can see when the gondola opens. **The s ...
From $340 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Zephyr Mountain Lodge, Condo | 2 bedroom Continental Divide & The Village Views (Select Rated Condo 2402)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! ...
From $327 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Fraser Crossing/Founders Pointe, Condo | 2 Bedroom (Premium Unit 4185)
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Located just 150 yards from the base of Winter Park Resort, so close you can see when the gondola opens. **The S ...
From $348 per night (USD)
Expedia
From $304 per night (USD)
VRBO
Zephyr Mountain Lodge, Condo | 2 bedroom Ski Slopes Balcony Views (Value Rated Condo 2411)
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! ...
From $304 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Zephyr Mountain Lodge, Condo | 2 Bedroom (Value-Rated Condo 1309)
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! ...
From $344 per night (USD)
Expedia
From $524 per night (USD)
VRBO
Zephyr Mountain Lodge, Condo | 3 Bedroom (Premium-Rated Condo 2323)
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Stunning Zephyr Mountain Lodge corner three bedroom condominium on third floor overlooking the Village and Continental ...
From $524 per night (USD)
VRBO
From $525 per night (USD)
Expedia
Zephyr Mountain Lodge, Condo | 3 Bedroom (Premium-Rated Condo 2505)
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! **T ...
From $525 per night (USD)
Expedia
From $321 per night (USD)
VRBO
Zephyr Mountain Lodge, Condo | 2 Bedroom (Select-Rated Condo 2406)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! ...
From $321 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Zephyr Mountain Lodge, Condo | 1 Bedroom - (Premium-Rated Condo 2319)
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! ...
From $280 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Zephyr Mountain Lodge, Condo | 1 Bedroom (Premium-Rated Condo 1304)
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! **T ...
From $276 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Fraser Crossing/Founders Pointe, Condo | 2 bedroom (Premium-Rated Condo 3506)
Bedrooms:
2
Bathrooms:
1
Sleeps:
7
Located just 150 yards from the base of Winter Park Resort, so close you can see when the gondola opens. **The S ...
From $356 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Cozy ski gem with fireplace & full kitchen - great location near slopes
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Hi Country 9-3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $167 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Winter Park Condo w/ Fireplace - 4 Mi to Slopes!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Spend your days shredding the slopes and hitting the trails in Colorado’s scenic Winter Park! This 2-bedroom, 2-bath vac ...
From $196 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Mountain Condo on Bus Line, Walkable to Downtown.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Treat yourself to a true Rocky Mountain vacation at this 2-bed, 2-bath condo behind downtown Winter Park. This property ...
From $297 per night (USD)
VRBO
Click For Pricing
Expedia
Mtn Condo w/ Ski Locker & Pools - 3 Mi to Resort!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Pack your bags for the adventure of a lifetime at this vacation rental! Nestled in the desirable Silverado II Resort, th ...
Click For Pricing
Expedia
From $831 per night (USD)
VRBO
Lakota Vista | Custom Mountain Home | Near Ski Resort | Bubbling Private Hot Tub
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
- Please note, this home does not have air conditioning, but there is a ceiling fan or portable fan in each room. Perch ...
From $831 per night (USD)
VRBO
From $171 per night (USD)
Expedia
Fraser Crossing 3423 Ski In Ski Out Winter Park Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Fraser Crossing is located just across the street from the Winter Park Resort Village and considered a ski in ski out co ...
From $171 per night (USD)
Expedia
From $166 per night (USD)
VRBO
Cozy Condo w/ Views, 3 Mi to Winter Park Resort!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the best of Winter Park from this idyllic 2-bed, 2-bath condo! From here, you'll be just an easy 3-mile drive ...
From $166 per night (USD)
VRBO
From $217 per night (USD)
Expedia
Ski-In Condo | Walk to Gondola, Stunning Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Winter Park Short Term Rental Registration NO. 007546 Nestled in the heart of Winter Park Resort, this charming condo ca ...
From $217 per night (USD)
Expedia
From $255 per night (USD)
VRBO
Cozy Log Home,3 min to slopes sleeps 10-11, Free shuttle steps away. location!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Fabulous Log Cabin home! Amazing Views from back deck of Continental Divide & Slopes . WIFI, cable, games galore! Free b ...
From $255 per night (USD)
VRBO
From $372 per night (USD)
Expedia
Cozy Winter Park Condo, Walk to Ski Shuttle!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Mornings on the slopes and afternoons on the trails await in Winter Park. This 2-bedroom, 2-bath condo offers access to ...
From $372 per night (USD)
Expedia
From $345 per night (USD)
VRBO
3 bedroom mountain getaway, full kitchen and more!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy the perfect Winter Park mountain getaway in this cozy 3 bedroom, 3 bath condo with a fully equipped kitchen. The c ...
From $345 per night (USD)
VRBO
From $155 per night (USD)
Expedia
Renovated water-view retreat with hot tub & heated pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Modern Hi Country Haus Getaway 10-15 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $155 per night (USD)
Expedia
From $306 per night (USD)
VRBO
The Riverside Sanctuary: Cozy Old Town Escape
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Winter Park Short Term Rental Registration NO. 008274 Experience unbeatable convenience with a shuttle to Winter Park R ...
From $306 per night (USD)
VRBO
From $208 per night (USD)
Expedia
Four-Season Winter Park Condo w/ Pool Access!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Seasonal recreation on world-class mountain trails awaits at this Winter Park vacation rental! Located in the Trailhead ...
From $208 per night (USD)
Expedia
From $174 per night (USD)
VRBO
Great Mountain View’s
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to our quaint, charming and lovely vacation home! Here you will enjoy the peace and amazing views of the mountai ...
From $174 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Fraser Crossing 3227 Ski In Ski Out Winter Park Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Fraser Crossing is located just across the street from the Winter Park Resort Village. The 10 person gondola at Winter P ...
From $205 per night (USD)
Expedia
From $254 per night (USD)
VRBO
Creekside 3-br w/ fireplace, pool, hot tub, steps to ski shuttle, downtown WP
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Brightly lit, recently remodeled condo surrounded by tall trees and open space with World Class fishing on the roaring F ...
From $254 per night (USD)
VRBO
From $139 per night (USD)
Expedia
Ski-In/Ski-Out Winter Park Condo w/ Hot Tub Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Reconnect with family and friends at this 1-bed, 1-bath vacation rental condo, offering a prime location just steps from ...
From $139 per night (USD)
Expedia
From $248 per night (USD)
VRBO
Airy Winter Park Gem w/ Private Outdoor Hot Tub!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Crisp mountain air, high elevation fun, and a relaxing vacation await you at this idyllic 3-bed, 3.5-bath townhome at Wi ...
From $248 per night (USD)
VRBO
From $249 per night (USD)
Expedia
☑ Perfect Downtown Location | Close to Skiing & Park | Trailhead Lodges 822
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Trailhead Lodges is the perfect location for everything Winter Park. Whether it is dining downtown, enjoying a summer co ...
From $249 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Snowblaze A23 communal indoor pool & hot tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
SnowBlaze is located downtown Winter Park, Colorado, and only a short walk to shopping, restaurants, and nightlife. This ...
From $185 per night (USD)
VRBO
From $477 per night (USD)
Expedia
Base Camp 490 Private Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Base Camp 490 is a Luxury Mountainside Chalet with a 3,800 square foot floorplan. This Ski-In Ski-Out home has an open l ...
From $477 per night (USD)
Expedia
From $268 per night (USD)
VRBO
New Luxury Loft 208 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $268 per night (USD)
VRBO
From $508 per night (USD)
Expedia
Zephyr Mountain Lodge, Condo | 3 bedroom Ski Slope Views (Premium rated Condo 2407)
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! ...
From $508 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Zephyr Mountain Lodge, Condo | 2 bedroom (Premium-Rated Condo 1506)
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! ...
From $323 per night (USD)
VRBO
From $922 per night (USD)
Expedia
Beautiful townhome in the heart of Town of Winter Park w/PRIVATE HOT TUB
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Beautiful townhome in the heart of Town of Winter Park. PRIVATE HOT TUB avail end of summer 2022 Beautiful, spacious a ...
From $922 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy Townhome Just 4 Miles to Winter Park Resort!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Hit the slopes at Winter Park or Mary Jane Resort when you stay at this beautiful 3-bedroom, 2.5-bathroom vacation renta ...
Click For Pricing
VRBO
From $255 per night (USD)
Expedia
Luxury condo in the heart of Town of WP. Access to pool, hot tub & pool table
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
This open-floor concept condo is centrally located within Winter Park. Close to the town park and festivals, the Lift b ...
From $255 per night (USD)
Expedia
From $698 per night (USD)
VRBO
Arrow on the Creek | ☀ Private Hot Tub | Colorful & Modern Downtown Townhome
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Welcome to Arrow on the Creek, a newly built townhome that's perfectly located on Vasquez Creek and just steps from ever ...
From $698 per night (USD)
VRBO
From $520 per night (USD)
VRBO
Mountain condo with access to skiing and mountain biking/hiking
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
2nd floor condo with deck overlooking the Winter park ski resort. Huge living room and kitchen with island with 3 larg ...
From $520 per night (USD)
VRBO
From $242 per night (USD)
VRBO
Micro Guest Suite Downtown Winter Park GREAT LOCATION
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Bright, newly renovated micro guest suite in the heart of Winter Park, Colorado. This comfortable small hotel sized room ...
From $242 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Chill 303 | Modern Design | Close To Slopes | Luxe Condo | Pool + Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Luxe + Modern + New = the perfect vacation at Chill 303, Winter Park's newest luxury condo by the slopes. This three bed ...
From $391 per night (USD)
Expedia
From $262 per night (USD)
VRBO
New Luxury Loft 307 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $262 per night (USD)
VRBO
From $202 per night (USD)
Expedia
Amazing mountain views, 2 bedroom, common area hot tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Ground level updated 2 bedroom, 2 bath is bright and inviting with spectacular views of the mountains. It is the perfec ...
From $202 per night (USD)
Expedia
From $685 per night (USD)
VRBO
Ski In Out Luxury Villa 492 I Hot Tub I Great Views I FREE Adventures Daily
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $685 per night (USD)
VRBO
From $199 per night (USD)
Expedia
Cozy Condo on Vasquez Creek w/ Free Shuttle Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Let the relaxing sound of Vasquez Creek right outside the window wash over you at the Creekside Condos, a quaint vacatio ...
From $199 per night (USD)
Expedia
Click For Pricing
VRBO
New River Front Luxury Villa 238 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
6
Bathrooms:
4
Sleeps:
10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
Click For Pricing
VRBO
From $220 per night (USD)
Expedia
Family/ Pet Friendly Downtown Winter Park Condo 3BD/2BA
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Walk to restaurants and shops from our condo. This 1100 sq ft condominium 3rd floor, corner unit sleeps 8 (10 with owner ...
From $220 per night (USD)
Expedia
From $379 per night (USD)
VRBO
Trailhead Lodges 514 | Stellar Views from Balcony | Walk To The Best Restaurants
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Steps from downtown Winter Park, Trailhead 514 condo is a spot on vacation location. The open floor plan harbors an invi ...
From $379 per night (USD)
VRBO
From $746 per night (USD)
Expedia
Leland Creek Luxury Home I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $746 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Cozy Ski-In/Ski-Out Winter Park Resort Condo!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Plan your Rocky Mountain escape to this rustic-yet-polished 1-bedroom, 1-bath vacation rental located at the base of Win ...
From $172 per night (USD)
VRBO
From $641 per night (USD)
Expedia
Luxury Villa 509 I Next To Resort I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $641 per night (USD)
Expedia
From $585 per night (USD)
VRBO
New River Front Luxury Villa 242 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $585 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Spacious 2B-2B Condo in WP - Mtn. Views, Hot Tub / Pool, Free Shuttle, Walkable
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
PRIME LOCATION W/ A VIEW! You will fall for this large, luxurious, penthouse condo, conveniently located in the heart o ...
From $270 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Newly Updated TopFlr Views Of FootHills_River Private Balcony Hideaway Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Beautiful Newly furnished condo just minutes from all things Winter Park. This unit was just updated with new furniture ...
From $235 per night (USD)
VRBO
From $448 per night (USD)
Expedia
New Luxury Villa 262 I Arcade I Rooftop Hot Tub With Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $448 per night (USD)
Expedia
From $441 per night (USD)
VRBO
Hideaway Park Escape steps to Music with pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Winter Park Short Term Rental Registration NO. 008296 Welcome to Trailhead Lodge, your perfect Winter Park getaway! Nes ...
From $441 per night (USD)
VRBO
From $835 per night (USD)
Expedia
New Luxury Villa 403 I Next To Resort I Hot Tub I Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $835 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Trailhead 212 Downtown walk to bars, restaurants
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Modern Condo in Downtown Winter Park | Walk to Events, Shops & Trails | Heated Pool & Hot Tub Welcome to Trailhead Lodg ...
From $224 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Cozy Winter Park Condo w/ Hot Tub & Shuttle!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Take your next vacation to new heights with a trip to Winter Park! This 2-bedroom, 2-bath Silverado I condo is perfectly ...
From $278 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Winter Park Condo w/ Balcony ~ 4 Mi to Slopes
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Conveniently located near Main Street shops and restaurants, this 2-bedroom, 2-bathroom Winter Park vacation rental has ...
From $279 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Ski In Out Luxury Condo 3325 I Huge Hot Tub I Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $268 per night (USD)
Expedia
From $442 per night (USD)
VRBO
New Luxury Villa 290 I Rooftop Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $442 per night (USD)
VRBO
From $372 per night (USD)
Expedia
Fully Remodeled, Two Bed, Two Bath, Best Views, Steps from Town
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This wonderful two-bedroom, two-bathroom Winter Park Vacation Rental Third floor unit, with the best view in the complex ...
From $372 per night (USD)
Expedia
From $268 per night (USD)
VRBO
New Luxury Loft 5 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $268 per night (USD)
VRBO
From $416 per night (USD)
Expedia
New Luxury Loft 305 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $416 per night (USD)
Expedia
From $270 per night (USD)
VRBO
New Luxury Loft 308 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $270 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Slopeside Luxury Condo 97 A I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $268 per night (USD)
Expedia
From $266 per night (USD)
VRBO
New Luxury Loft 207 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The mixture of sophistication and rustic lodge reflects the charm of Winter Park in our Hideaway Station Luxury Loft #20 ...
From $266 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Ski in Ski out slopeside two bedroom at the Zephyr Mountain Lodge. Sleeps 8
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Comfortable 2 bed room 2 bath condo with views of the base area and gondola. Steps from the elevator make it easy to ge ...
From $226 per night (USD)
Expedia
From $268 per night (USD)
VRBO
New Luxury Corner Loft 12 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $268 per night (USD)
VRBO
From $208 per night (USD)
Expedia
Ski-in/out third-floor condo with hot tub, balcony, mountain views & fast WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Zephyr Mountain Ski-In/Ski-Out Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $208 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Luxurious Townhome With 3 En-suites, Gorgeous Views and Private Hot Tub!
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Welcome to Your Dream Getaway in Winter Park! You will LOVE this stunning townhome just one mile from downtown Winter Pa ...
From $303 per night (USD)
VRBO
From $266 per night (USD)
Expedia
New Luxury Loft 16 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $266 per night (USD)
Expedia
From $477 per night (USD)
VRBO
Amazing Cabin Just Above Downtown Winter Park. Private Hot Tub!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Brand new rental, our cabin is in the perfect location just above downtown Winter Park. We have walked (just under a mi ...
From $477 per night (USD)
VRBO
From $411 per night (USD)
Expedia
Luxury Penthouse P2 I Spectacular Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $411 per night (USD)
Expedia
Click For Pricing
VRBO
New luxury condo in the heart of downtown Winter Park with everything you need!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Newly built luxury condo in the heart of downtown Winter Park. This beautifully furnished and fully equipped condo is pe ...
Click For Pricing
VRBO
From $272 per night (USD)
Expedia
Ski In Out Luxury Condo 2507 I Hot Tub I Gym I Ski Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $272 per night (USD)
Expedia
Click For Pricing
VRBO
New Luxury Loft 19 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
Click For Pricing
VRBO
From $268 per night (USD)
Expedia
Ski In Out Luxury Condo 4454 I Huge Hot Tub I Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $268 per night (USD)
Expedia
From $2528 per night (USD)
VRBO
Ultimate Luxury Ski Chalet | Casa de Montana | Hot Tub, Vintage Video Games & More!
Bedrooms:
7
Bathrooms:
7
Sleeps:
19
Casa de Montaña is the ultimate luxury, ski in ski out home in Winter Park, boasting direct access to the Corridor ski t ...
From $2528 per night (USD)
VRBO
From $144 per night (USD)
Expedia
A cozy non-smoking condo on the Fraser River in downtown Winter Park.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Please, if you smoke don't book our wonderful condo. We no longer allow fires in the fireplace for safety reasons so ple ...
From $144 per night (USD)
Expedia
From $339 per night (USD)
VRBO
New Ground Level Riverfront Suite - Walk to Village!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winter Park Resort is now OPEN for skiing! Get your 2024/25 ski vacation booked soon before remaining dates are gone! ...
From $339 per night (USD)
VRBO
From $620 per night (USD)
Expedia
Exceptional 5 bedroom home private HT, sleeps 12, close to town
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
The Leland Creek home is a luxuriously decorated and furnished private five bedroom house with three master suites - the ...
From $620 per night (USD)
Expedia
From $1047 per night (USD)
VRBO
7 BR home in central Winter Park with great views on bus route
Bedrooms:
5
Bathrooms:
7
Sleeps:
16
Our home features a fully stocked kitchen, perfect for cooking and entertaining. As this is our personal residence, the ...
From $1047 per night (USD)
VRBO
From $266 per night (USD)
Expedia
Luxury Condo 613 I Pool I Club House I Hot Tub I Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $266 per night (USD)
Expedia
From $213 per night (USD)
VRBO
Winter Park Condo: Proximity to Cafes & Rec Center
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Everything in downtown Winter Park will be within walking distance when you choose this top-floor condo as your Grand Co ...
From $213 per night (USD)
VRBO
From $401 per night (USD)
Expedia
Private outdoor hot tub, views, garage parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This tri-level townhome located in Winter Park Colorado is just delightful! Tons of light and a lot of square footage ma ...
From $401 per night (USD)
Expedia

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