Winter Park, Colorado Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Winter Park, Colorado on RentalSaver.com!

Winter Park Rentals

From $351 per night (USD)
VRBO
Zephyr Mountain Lodge, Condo | 2 Bedroom (Select-Rated Condo 1316)
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 $351 per night (USD)
VRBO
$Fraser Crossing\/Founders Pointe, Condo | 3 bedroom Ski Slope Views (Select Rated Condo 3625)$
From $613 per night (USD)
Expedia
Fraser Crossing\/Founders Pointe, Condo | 3 bedroom Ski Slope Views (Select Rated Condo 3625)
Bedrooms:
2
Bathrooms:
3
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 $613 per night (USD)
Expedia
$Fraser Crossing\/Founders Pointe, Condo | 2 Bedroom (Select-Rated Condo 3311)$
From $383 per night (USD)
VRBO
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 $383 per night (USD)
VRBO
From $368 per night (USD)
Expedia
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 $368 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Zephyr Mountain Lodge, Condo | 2 Bedroom (Premium-Rated Condo 1400)
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! **T ...
From $366 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Zephyr Mountain Lodge, Condo | 2 bedroom Continental Divide Views (Select Rated Condo 2608)
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 $350 per night (USD)
Expedia
$Fraser Crossing\/Founders Pointe, Condo | 2 bedroom w\/ Gondola Access (Value Rated Condo 3402)$
From $360 per night (USD)
VRBO
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 $360 per night (USD)
VRBO
From $357 per night (USD)
Expedia
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 $357 per night (USD)
Expedia
$Fraser Crossing\/Founders Pointe, Condo | 2 Bedroom (Premium Unit 4185)$
From $393 per night (USD)
VRBO
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 $393 per night (USD)
VRBO
From $332 per night (USD)
Expedia
Zephyr Mountain Lodge, Condo | 2 bedroom Ski Slopes Balcony Views (Value Rated Condo 2411)
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 $332 per night (USD)
Expedia
From $368 per night (USD)
VRBO
Zephyr Mountain Lodge, Condo | 2 Bedroom (Value-Rated Condo 1309)
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 $368 per night (USD)
VRBO
From $562 per night (USD)
Expedia
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 $562 per night (USD)
Expedia
From $564 per night (USD)
VRBO
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 $564 per night (USD)
VRBO
From $359 per night (USD)
Expedia
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 $359 per night (USD)
Expedia
From $283 per night (USD)
VRBO
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 $283 per night (USD)
VRBO
From $279 per night (USD)
Expedia
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 $279 per night (USD)
Expedia
$Fraser Crossing\/Founders Pointe, Condo | 2 bedroom (Premium-Rated Condo 3506)$
From $387 per night (USD)
VRBO
Fraser Crossing\/Founders Pointe, Condo | 2 bedroom (Premium-Rated Condo 3506)
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 $387 per night (USD)
VRBO
$Zephyr Mountain Lodge, Condo | Ski-In\/Ski-Out w\/ Balcony Views (Value-Rated Condo 1516)$
From $331 per night (USD)
Expedia
Zephyr Mountain Lodge, Condo | Ski-In\/Ski-Out w\/ Balcony Views (Value-Rated Condo 1516)
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! **T ...
From $331 per night (USD)
Expedia
$Zephyr Mountain Lodge, Condo | Ski-In\/Ski-Out Village Corridor View (Value-Rated Condo 2310)$
From $565 per night (USD)
VRBO
Zephyr Mountain Lodge, Condo | Ski-In\/Ski-Out Village Corridor View (Value-Rated Condo 2310)
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Exceptional Zephyr Mountain Lodge three-bedroom condominium overlooking the Continental Divide. Enjoy custom tile bathr ...
From $565 per night (USD)
VRBO
$Fraser Crossing\/Founders Pointe, Condo | Ski-In\/Ski-Out (Premium-Rated Condo 3235)$
From $393 per night (USD)
Expedia
Fraser Crossing\/Founders Pointe, Condo | Ski-In\/Ski-Out (Premium-Rated Condo 3235)
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 Spa ...
From $393 per night (USD)
Expedia
From $351 per night (USD)
VRBO
Zephyr Mountain Lodge, Condo | 2 Bedroom (Select-Rated Condo 1707)
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! **T ...
From $351 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Zephyr Mountain Lodge, Condo | 2 bedroom (Select-Rated Condo 1408)
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! **T ...
From $353 per night (USD)
Expedia
$Zephyr Mountain Lodge, Condo | Ski-In\/Ski-Out w\/ Fireplace (Select-Rated Condo 1602)$
From $355 per night (USD)
VRBO
Zephyr Mountain Lodge, Condo | Ski-In\/Ski-Out w\/ Fireplace (Select-Rated Condo 1602)
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! **T ...
From $355 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Zephyr Mountain Lodge, Condo | Ski Slope View (Select-Rated Condo 2405)
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! **T ...
From $355 per night (USD)
Expedia
$Fraser Crossing\/Founders Pointe, Condo | Ski Slope View (Premium-Rated Condo 4340)$
From $385 per night (USD)
VRBO
Fraser Crossing\/Founders Pointe, Condo | Ski Slope View (Premium-Rated Condo 4340)
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 Spac ...
From $385 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Zephyr Mountain Lodge, Condo | 2 Bedroom (Select-Rated Condo 1321)
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! **T ...
From $353 per night (USD)
Expedia
Click For Pricing
VRBO
New River Front Luxury Villa 234 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 $780 per night (USD)
Expedia
♥ Slopeside Retreat | Large & Built For Families | Sleeps 17! | Ski Hill Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
17
Guaranteed to make you smile, Slopeside Retreat is a spacious log townhome that makes for a wonderful retreat in quaint ...
From $780 per night (USD)
Expedia
$Zephyr Mountain Lodge, Condo | Ski-In\/Ski-Out Continental Divide Views (Value-Rated Condo 2202)$
From $331 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 $331 per night (USD)
VRBO
Click For Pricing
Expedia
Cozy ski gem with fireplace & full kitchen - great location near slopes
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Hi Country 9-3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
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Expedia
$Winter Park Condo w\/ Fireplace - 4 Mi to Slopes!$
From $243 per night (USD)
VRBO
Winter Park Condo w\/ Fireplace - 4 Mi to Slopes!
Bedrooms:
2
Bathrooms:
3
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 $243 per night (USD)
VRBO
From $193 per night (USD)
Expedia
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 $193 per night (USD)
Expedia
$Cozy Condo w\/ Views, 3 Mi to Winter Park Resort!$
From $185 per night (USD)
VRBO
Cozy Condo w\/ Views, 3 Mi to Winter Park Resort!
Bedrooms:
2
Bathrooms:
3
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 $185 per night (USD)
VRBO
$Mtn Condo w\/ Ski Locker & Pools - 3 Mi to Resort!$
Click For Pricing
Expedia
Mtn Condo w\/ Ski Locker & Pools - 3 Mi to Resort!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Pack your bags for the adventure of a lifetime at this vacation rental! Nestled in the desirable Silverado II Resort, th ...
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Expedia
From $1049 per night (USD)
VRBO
Lakota Vista | Custom Mountain Home | Near Ski Resort | Bubbling Private Hot Tub
Bedrooms:
5
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 $1049 per night (USD)
VRBO
From $175 per night (USD)
Expedia
Fraser Crossing 3423 Ski In Ski Out Winter Park Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The hot tubs are up and running but there is minimal construction still happening! DISCOUNTS OR REFUNDS WILL NOT BE PROV ...
From $175 per night (USD)
Expedia
From $233 per night (USD)
VRBO
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 $233 per night (USD)
VRBO
From $354 per night (USD)
Expedia
Cozy Winter Park Condo, Walk to Ski Shuttle!
Bedrooms:
2
Bathrooms:
3
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 $354 per night (USD)
Expedia
From $383 per night (USD)
VRBO
Enjoy the perfect WP mountain getaway - 3 bed 3
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy the perfect getaway at this cozy 3 bedroom condo with a fully equipped kitchen. Comfortable interior with updated ...
From $383 per night (USD)
VRBO
From $157 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 $157 per night (USD)
Expedia
From $308 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 $308 per night (USD)
VRBO
$Four-Season Winter Park Condo w\/ Pool Access!$
From $226 per night (USD)
Expedia
Four-Season Winter Park Condo w\/ Pool Access!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Seasonal recreation on world-class mountain trails awaits at this Winter Park vacation rental! Located in the Trailhead ...
From $226 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 $190 per night (USD)
Expedia
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 $190 per night (USD)
Expedia
From $218 per night (USD)
VRBO
Fraser Crossing 3227 Ski In Ski Out Winter Park Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The hot tubs are up and running but there is minimal construction still happening! DISCOUNTS OR REFUNDS WILL NOT BE PROV ...
From $218 per night (USD)
VRBO
From $334 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 $334 per night (USD)
Expedia
$Creekside 3-br w\/ fireplace, pool, hot tub, steps to ski shuttle, downtown WP$
From $267 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 $267 per night (USD)
VRBO
$Ski-In\/Ski-Out Winter Park Condo w\/ Hot Tub Access$
From $147 per night (USD)
Expedia
Ski-In\/Ski-Out Winter Park Condo w\/ Hot Tub Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Reconnect with family and friends at this 1-bed, 1-bath vacation rental condo, offering a prime location just steps from ...
From $147 per night (USD)
Expedia
From $330 per night (USD)
VRBO
New Luxury Loft 404 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $330 per night (USD)
VRBO
$Airy Winter Park Gem w\/ Private Outdoor Hot Tub!$
From $289 per night (USD)
Expedia
Airy Winter Park Gem w\/ Private Outdoor Hot Tub!
Bedrooms:
4
Bathrooms:
4
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 $289 per night (USD)
Expedia
From $184 per night (USD)
VRBO
Snowblaze A23 communal indoor pool & hot tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
SnowBlaze is located downtown Winter Park, Colorado, and only a short walk to shopping, restaurants, and nightlife. This ...
From $184 per night (USD)
VRBO
From $590 per night (USD)
Expedia
Base Camp 490 Private Hot Tub
Bedrooms:
5
Bathrooms:
5
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 $590 per night (USD)
Expedia
$Family friendly condo w\/ mountain views, gas fireplace, & a shared hot tub$
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VRBO
Family friendly condo w\/ mountain views, gas fireplace, & a shared hot tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Old Town Winter Park Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
Click For Pricing
VRBO
From $293 per night (USD)
Expedia
New Luxury Loft 208 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 $293 per night (USD)
Expedia
From $563 per night (USD)
VRBO
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 $563 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Zephyr Mountain Lodge, Condo | 2 bedroom (Premium-Rated Condo 1506)
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 $367 per night (USD)
Expedia
$Beautiful townhome in the heart of Town of Winter Park w\/PRIVATE HOT TUB$
From $399 per night (USD)
VRBO
Beautiful townhome in the heart of Town of Winter Park w\/PRIVATE HOT TUB
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Beautiful townhome in the heart of Town of Winter Park. PRIVATE HOT TUB avail end of summer 2022 Beautiful, spacious a ...
From $399 per night (USD)
VRBO
Click For Pricing
Expedia
Cozy Townhome Just 4 Miles to Winter Park Resort!
Bedrooms:
3
Bathrooms:
5
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
Expedia
From $299 per night (USD)
VRBO
Luxury condo in the heart of Town of WP. Access to pool, hot tub & pool table
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This open-floor concept condo is centrally located within Winter Park. Close to the town park and festivals, the Lift b ...
From $299 per night (USD)
VRBO
From $335 per night (USD)
Expedia
Hideaway Station TE 209
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hideaway Station is a modern and new condominium located in the perfect spot of downtown Winter Park, Colorado. For thos ...
From $335 per night (USD)
Expedia
From $748 per night (USD)
VRBO
Ski In Out Luxury Villa 492 I Hot Tub I Great Views I FREE Adventures Daily
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
HOT TUB IS OUT OF ORDER AS OF 3/20/25. THIS DISCLAIMER WILL BE REMOVED WHEN THE ISSUE IS RESOLVED. Exclusive Complimen ...
From $748 per night (USD)
VRBO
From $840 per night (USD)
Expedia
Arrow on the Creek | ☀ Private Hot Tub | Colorful & Modern Downtown Townhome
Bedrooms:
5
Bathrooms:
6
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 $840 per night (USD)
Expedia
$Mountain condo with access to skiing and mountain biking\/hiking$
From $489 per night (USD)
VRBO
Mountain condo with access to skiing and mountain biking\/hiking
Bedrooms:
4
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 $489 per night (USD)
VRBO
From $231 per night (USD)
Expedia
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 $231 per night (USD)
Expedia
From $514 per night (USD)
VRBO
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 $514 per night (USD)
VRBO
From $300 per night (USD)
Expedia
New Luxury Loft 307 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $300 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Wonderful family condo - amazing mountain views
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Ground level updated 2 bed condo is minutes from downtown and approximately 3 miles to the Winter Park Resort on the fre ...
From $259 per night (USD)
VRBO
$Cozy Condo on Vasquez Creek w\/ Free Shuttle Access$
From $226 per night (USD)
Expedia
Cozy Condo on Vasquez Creek w\/ Free Shuttle Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Let the relaxing sound of Vasquez Creek right outside the window wash over you at the Creekside Condos, a quaint vacatio ...
From $226 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
$Family\/ Pet Friendly Downtown Winter Park Condo 3BD\/2BA$
From $256 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 $256 per night (USD)
Expedia
From $408 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 $408 per night (USD)
VRBO
From $904 per night (USD)
Expedia
Leland Creek Luxury Home I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $904 per night (USD)
Expedia
$Cozy Ski-In\/Ski-Out Winter Park Resort Condo!$
From $173 per night (USD)
VRBO
Cozy Ski-In\/Ski-Out Winter Park Resort Condo!
Bedrooms:
1
Bathrooms:
2
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 $173 per night (USD)
VRBO
From $659 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:
4
Bathrooms:
4
Sleeps:
14
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $659 per night (USD)
Expedia
From $465 per night (USD)
VRBO
Updated and spacious 2 bedroom, mt views from private balcony
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This lovely decorated unit has 1,200 square feet on the first floor of the building. Please note that there are approxi ...
From $465 per night (USD)
VRBO
From $674 per night (USD)
Expedia
New River Front Luxury Villa 242 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $674 per night (USD)
Expedia
$Spacious 2B-2B Condo in WP - Mtn. Views, Hot Tub \/ Pool, Free Shuttle, Walkable$
From $270 per night (USD)
VRBO
Spacious 2B-2B Condo in WP - Mtn. Views, Hot Tub \/ Pool, Free Shuttle, Walkable
Bedrooms:
2
Bathrooms:
3
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)
VRBO
From $265 per night (USD)
Expedia
RiverViews TopFlr Private HideawayPark Cozy InTown
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Beautifully furnished condo just minutes from all things Winter Park. This unit was decorated to provide the warmth and ...
From $265 per night (USD)
Expedia
From $510 per night (USD)
VRBO
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 $510 per night (USD)
VRBO
From $198 per night (USD)
Expedia
Hideaway Park Escape: Shuttle, Pool, and Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Winter Park Short Term Rental Registration NO. 008296 Welcome to Trailhead Lodge, your perfect Winter Park getaway! Nes ...
From $198 per night (USD)
Expedia
From $894 per night (USD)
VRBO
New Luxury Villa 403 I Next To Resort I Hot Tub I Views I Best Price I FREE Adventures Daily
Bedrooms:
4
Bathrooms:
6
Sleeps:
13
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $894 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Trailhead 212 Downtown walk to bars, restaurants
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Trailhead Lodges is a premier condominium property located in Downtown Winter Park, Colorado. With high-end amenities, a ...
From $241 per night (USD)
Expedia
$Cozy Winter Park Condo w\/ Hot Tub & Shuttle!$
From $272 per night (USD)
VRBO
Cozy Winter Park Condo w\/ Hot Tub & Shuttle!
Bedrooms:
2
Bathrooms:
4
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 $272 per night (USD)
VRBO
$Winter Park Condo w\/ Balcony ~ 4 Mi to Slopes$
From $316 per night (USD)
Expedia
Winter Park Condo w\/ Balcony ~ 4 Mi to Slopes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Conveniently located near Main Street shops and restaurants, this 2-bedroom, 2-bathroom Winter Park vacation rental has ...
From $316 per night (USD)
Expedia
From $296 per night (USD)
VRBO
Ski In Out Luxury Condo 3325 I Huge Hot Tub I 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 $296 per night (USD)
VRBO
From $501 per night (USD)
Expedia
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 $501 per night (USD)
Expedia
From $345 per night (USD)
VRBO
Fully Remodeled, Two Bed, Two Bath, Best Views, Steps from Town
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This wonderful two-bedroom, two-bathroom Winter Park Vacation Rental Third floor unit, with the best view in the complex ...
From $345 per night (USD)
VRBO
From $295 per night (USD)
Expedia
New Luxury Loft 5 I Hot Tub I Great 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 $295 per night (USD)
Expedia
From $612 per night (USD)
VRBO
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 $612 per night (USD)
VRBO
From $293 per night (USD)
Expedia
New Luxury Loft 308 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 $293 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Slopeside Luxury Condo 97 A 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 $309 per night (USD)
VRBO
From $411 per night (USD)
Expedia
Luxury Penthouse P2 I Spectacular Views I Best Price I FREE Adventures Daily
Bedrooms:
4
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
From $299 per night (USD)
VRBO
New Luxury Loft 207 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The mixture of sophistication and rustic lodge reflects the charm of Winter Park in our Hideaway Station Luxury Loft #20 ...
From $299 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Ski in Ski out slopeside two bedroom at the Zephyr Mountain Lodge. Sleeps 8
Bedrooms:
2
Bathrooms:
3
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 $235 per night (USD)
Expedia
From $295 per night (USD)
VRBO
New Luxury Corner Loft 12 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $295 per night (USD)
VRBO
$Ski-in\/out third-floor condo with hot tub, balcony, mountain views & fast WiFi$
From $209 per night (USD)
Expedia
Ski-in\/out third-floor condo with hot tub, balcony, mountain views & fast WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Zephyr Mountain Ski-In/Ski-Out Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $209 per night (USD)
Expedia
From $342 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 $342 per night (USD)
VRBO
Click For Pricing
Expedia
Pet Friendly private HT, great views on Main Street
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Take a break in downtown Winter Park - luxurious Pet friendly accommodations the Arrow Townhomes. This 3 bedroom is a gr ...
Click For Pricing
Expedia
From $300 per night (USD)
VRBO
New Luxury Loft 16 I Hot Tub I Great 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 $300 per night (USD)
VRBO
From $489 per night (USD)
Expedia
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 $489 per night (USD)
Expedia

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