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Winter Park Rentals

$Luxury Condo in Dtown Winter Park w\/ Hot Tub!$
From $488 per night (USD)
VRBO
Luxury Condo in Dtown Winter Park w\/ Hot Tub!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
On-Site Restaurants | Elevator + Step-Free Access | Airport Shuttle | Sweeping Mountain Views Nestled in walkable downt ...
From $488 per night (USD)
VRBO
From $630 per night (USD)
Expedia
Luxe Home | Minutes To Skiing | Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Discover this stunning 3-bedroom, 3-bath condo nestled in the heart of Old Town Winter Park, offering the perfect balanc ...
From $630 per night (USD)
Expedia
$Family-friendly 4 BD home w\/ Hot Tub & Mt Views$
From $360 per night (USD)
VRBO
Family-friendly 4 BD home w\/ Hot Tub & Mt Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Experience luxurious comfort in our brand-new 4-bedroom, 3.5-bathroom downtown winter park retreat. With ample 2500 squa ...
From $360 per night (USD)
VRBO
From $580 per night (USD)
Expedia
Luxe Condo | Walk to Music, Shops & Nature
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Hideaway Haven | Where River Calm Meets Mountain Charm Welcome to Hideaway Haven, a brand-new, design-forward 3-bedroom ...
From $580 per night (USD)
Expedia
From $335 per night (USD)
VRBO
3 Bedroom Condo with Game Room!
Bedrooms:
5
Bathrooms:
4
Sleeps:
11
Charming Mountain Retreat - Creekside Serenity | 3BR Condo Welcome to your perfect mountain getaway! Nestled in the hear ...
From $335 per night (USD)
VRBO
$Luxury Condo In Downtown Winter Park\n$
From $288 per night (USD)
Expedia
Luxury Condo In Downtown Winter Park\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our luxury mountain condominium at Après Winter Park! Enjoy our new construction luxury mountain condo with h ...
From $288 per night (USD)
Expedia
From $403 per night (USD)
VRBO
Ideal location for ski families!
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Enjoy a stylish experience at this centrally-located place. Just off Main St. in downtown winter park with a free ski sh ...
From $403 per night (USD)
VRBO
$Conveniently located condo with W\/D, full kitchen & shared pool\/hot tub access$
From $224 per night (USD)
Expedia
Conveniently located condo with W\/D, full kitchen & shared pool\/hot tub access
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Crisp Mountain Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $224 per night (USD)
Expedia
From $269 per night (USD)
VRBO
Easy access to Downtown and Winter Park Resort - Trailside Escape - Winter Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Cozy 2-Bed, 2-Bath Condo in Winter Park – Modern Lodge Vibes This charming condo sleeps up to 8 guests with 5 beds and ...
From $269 per night (USD)
VRBO
From $497 per night (USD)
Expedia
Chill 301 | Modern Design | Close To Slopes | Luxe Condo | Pool + Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience the ultimate mountain getaway to Winter Park Chill 301. This luxurious three bedroom, two bathroom condo is p ...
From $497 per night (USD)
Expedia
From $693 per night (USD)
VRBO
STUNNING new home. Few minutes from Winter Park Ski Resort and Town of WP
Bedrooms:
4
Bathrooms:
4
Sleeps:
13
This stunning Lakota townhome is located just across the street from the entrance to Winter Park Resor and a short 4-mil ...
From $693 per night (USD)
VRBO
$Walk to Dtwn: Winter Park Studio w\/ Hot Tub Access$
From $134 per night (USD)
Expedia
Walk to Dtwn: Winter Park Studio w\/ Hot Tub Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
'Trestle Retreat' | 0.2 Mi to Cooper Creek Square | Mountain Views | Free Shuttle Ski, explore, relax — repeat! Wake up ...
From $134 per night (USD)
Expedia
$Loft Condo, downtown Winter Park, ski\/bike, hot tub, wifi, sleep 6, 2.5 bed\/bath$
Click For Pricing
VRBO
Loft Condo, downtown Winter Park, ski\/bike, hot tub, wifi, sleep 6, 2.5 bed\/bath
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
New rental, offers easy access to everything in and around Winter Park and Grand County; free New rental, offers easy ac ...
Click For Pricing
VRBO
From $274 per night (USD)
Expedia
Winter Park condo minutes from everything
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The condo is in the heart of it all. The resort shuttle is in front of the building giving you access to the mountain in ...
From $274 per night (USD)
Expedia
From $227 per night (USD)
VRBO
1st floor ski in & out resort condo with hot tubs, fitness room, covered garage.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Make yourself at home in this ski in ski out studio Winter Park retreat. This cozy condo features a Queen murphy bed, a ...
From $227 per night (USD)
VRBO
From $287 per night (USD)
Expedia
Ski In Out Luxury Condo 3406 I Huge Hot Tub I 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 $287 per night (USD)
Expedia
From $609 per night (USD)
VRBO
New Luxury Villa 155 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
6
Bathrooms:
5
Sleeps:
11
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $609 per night (USD)
VRBO
$Condo w\/ Pool Access - Walk to Event Center!$
From $262 per night (USD)
Expedia
Condo w\/ Pool Access - Walk to Event Center!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Hot Tub Access | Close to Lift Bus Stop | Steps to Rendezvous Event Center & Main Street | Ground-Floor Unit There's no ...
From $262 per night (USD)
Expedia
From $142 per night (USD)
VRBO
MODERN NEW BUILD IN WINTER PARK-steps from trail.beautiful ski in out.1 br+den.
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
**Charming New Build in Winter Park - Steps from the Trail!** Discover the charm of Winter Park in this inviting 1-bedr ...
From $142 per night (USD)
VRBO
From $674 per night (USD)
Expedia
Winter Park Resort Luxury Getaway with Hot Tub
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
Winter Park Short Term Rental Registration NO. 024876 Welcome to Ironhorse Manor, a luxurious woodland retreat nestled i ...
From $674 per night (USD)
Expedia
From $670 per night (USD)
VRBO
Adventure Awaits: Bike & Hot Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your perfect winter getaway at Zephyr Mountain Lodge! This charming condo is ideally located just steps from ...
From $670 per night (USD)
VRBO
From $249 per night (USD)
Expedia
Amenities Deck Level | Walk to Gondola | WP Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Ski Mountain Condo, located in Winter Park Resort's Fraser Crossing Building, Includes Resort Amenities and Ski ...
From $249 per night (USD)
Expedia
From $767 per night (USD)
VRBO
Stunning Luxury Townhome, Downtown Winter Park
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Luxurious Downtown Winter Park Townhome with Private Hot Tub, Rooftop Fire Pit, and EV Charger – 4 Bedrooms, 3 Baths, Sl ...
From $767 per night (USD)
VRBO
From $430 per night (USD)
Expedia
Ski-In Ski-Out Condo at Zephyr Mountain Lodge 1518
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to your perfect mountain retreat at Zephyr Mountain Lodge, located right at the base of Winter Park Resort! Whet ...
From $430 per night (USD)
Expedia
From $258 per night (USD)
VRBO
Winter Park Mountain Retreat with Serene Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This charming condo sleeps 4 comfortably, with a pull-out couch for 2 extra guests. Enjoy the warmth of a cozy gas firep ...
From $258 per night (USD)
VRBO
$Brand New Ski In\/Ski Out 3-bedroom condo at base of Winter Park$
From $814 per night (USD)
Expedia
Brand New Ski In\/Ski Out 3-bedroom condo at base of Winter Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This 3-bedroom condo in Winter Park is perfect for your escape to the mountains with Ski In/Ski Out access to Winter Par ...
From $814 per night (USD)
Expedia
$Brand New Ski In\/Ski Out 2-bedroom condo at base of Winter Park$
From $612 per night (USD)
VRBO
Brand New Ski In\/Ski Out 2-bedroom condo at base of Winter Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This 2-bedroom condo in Winter Park is perfect for your escape to the mountains with Ski In/Ski Out access to Winter Par ...
From $612 per night (USD)
VRBO
$Brand New Ski In\/Ski Out studio condo at base of Winter Park$
From $357 per night (USD)
Expedia
Brand New Ski In\/Ski Out studio condo at base of Winter Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This Studio condo in Winter Park is perfect for your escape to the mountains with Ski In/Ski Out access to Winter Park M ...
From $357 per night (USD)
Expedia
From $587 per night (USD)
VRBO
Hot Tub | Mountain Views | Steps to Trails
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Experience mountain luxury at BEAR HAUS, a stunning 3-bedroom, 3.5-bathroom townhouse located in the coveted Bear Crossi ...
From $587 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Luxury Villa 705 I Private Hot Tub I Views I Best Price I FREE Adventures Daily
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $397 per night (USD)
Expedia
From $973 per night (USD)
VRBO
Luxury Home 1040 I Next To Resort I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $973 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Luxury Townhome 124 I Hot Tub I Great Views I Best Price 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 $420 per night (USD)
Expedia
$2 Mi to Winter Park Resort: Condo w\/ Pool Access!$
From $245 per night (USD)
VRBO
2 Mi to Winter Park Resort: Condo w\/ Pool Access!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Walkable Downtown Location | Near Dining | Access to Ski Resort Bus Line If alpine serenity is what you seek, look no f ...
From $245 per night (USD)
VRBO
Click For Pricing
Expedia
Winter Park Wanderlust
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: Nestled right on Main St. in the heart of downtown Winter Park, this condo serves as the perfect base for your ...
Click For Pricing
Expedia
From $475 per night (USD)
VRBO
Alpine Serenity: Cozy Home & Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Nestled in the heart of the Rockies, this dreamy retreat blends luxury and coziness, capturing the true spirit of a moun ...
From $475 per night (USD)
VRBO
From $726 per night (USD)
Expedia
Trailside Mountain Retreat with Private Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
**Experience the Magic of Winter Park in This Stunning 4-Bedroom Mountain Retreat!** Nestled against the national forest ...
From $726 per night (USD)
Expedia
From $132 per night (USD)
VRBO
Cozy 1BR Condo in the Heart of Winter Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located centrally in town walkable to lots of restaurants and retail at Copper Creek Square. Easy access to free parking ...
From $132 per night (USD)
VRBO
$NEW! Premium Unit 4285 Fraser Crossing\/Founders Pointe$
From $389 per night (USD)
Expedia
NEW! Premium Unit 4285 Fraser Crossing\/Founders Pointe
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Townhome style two bedroom condo at Founders Pointe with great access to the base area and right off the parking garage ...
From $389 per night (USD)
Expedia
$*New* Ski in\/Ski out Studio | Onsite Amenities!$
From $327 per night (USD)
VRBO
*New* Ski in\/Ski out Studio | Onsite Amenities!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Cozy up to this charming slope side condo tucked away in the forests of Winter Park, the perfect mountain escap ...
From $327 per night (USD)
VRBO
From $523 per night (USD)
Expedia
Luxurious 3 bedroom, mt view and clubhouse
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This remarkable three bedroom, three bathroom condominium is situated in the heart of downtown Winter Park, offering con ...
From $523 per night (USD)
Expedia
From $216 per night (USD)
VRBO
Beautiful, renovated 2 bedroom in downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
An ideal two-bedroom condominium rental located in the downtown area with a spacious and fully renovated living area, co ...
From $216 per night (USD)
VRBO
$Downtown Townhome-Style Condo w\/Shared Hot Tub, Fireplace, Fast WiFi, Views$
From $241 per night (USD)
Expedia
Downtown Townhome-Style Condo w\/Shared Hot Tub, Fireplace, Fast WiFi, Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Crestview Ski Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $241 per night (USD)
Expedia
From $478 per night (USD)
VRBO
Luxury Cabin 120 I Hot Tub I Great Views I Best Price 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 $478 per night (USD)
VRBO
From $381 per night (USD)
Expedia
2BR Ski-In Ski-Out Condo with Desirable Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the ultimate mountain getaway at this top-floor, 2-bedroom condo at Iron Horse Condominiums. This true ski-in ...
From $381 per night (USD)
Expedia
$Luxury Log Home w\/ Hot Tub Near Downtown WP$
From $917 per night (USD)
VRBO
Luxury Log Home w\/ Hot Tub Near Downtown WP
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Moose Drool Lodge | Where Rustic Charm Meets Downtown Convenience Welcome to Moose Drool Lodge, a luxurious 4-bedroom l ...
From $917 per night (USD)
VRBO
Click For Pricing
Expedia
New Luxury Chalet 61 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
Click For Pricing
Expedia
From $576 per night (USD)
VRBO
New Luxury Chalet 47 I Great Views I Hot Tub I Best Price I FREE Adventures Daily
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $576 per night (USD)
VRBO
From $192 per night (USD)
Expedia
Spacious 1 bedroom, private deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
A wonderfully spacious and remodeled 1 bedroom unit located within 2 blocks of main street in downtown Winter Park and o ...
From $192 per night (USD)
Expedia
From $117 per night (USD)
VRBO
Cozy 1-bedroom condo in charming Winter Park, CO
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Consider this cozy condo your home away from home while you visit Winter Park. This marvelous property features a peacef ...
From $117 per night (USD)
VRBO
From $398 per night (USD)
Expedia
Trademark 54 | Close To Slopes | Mountain Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to your perfect mountain retreat in Winter Park! Located just 1/3 of a mile from the lifts, with easy access to ...
From $398 per night (USD)
Expedia
From $396 per night (USD)
VRBO
Mountain modern home near downtown Winter Park
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Have fun with the whole family at this centrally-located, stylish place in the heart of Winter Park! Take a quick stroll ...
From $396 per night (USD)
VRBO
From $382 per night (USD)
Expedia
Remodeled ground floor 3 bedroom, mt views
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Ground floor 3 bedroom condo, updated and at the end of the building for added privacy. The living room offers new hardw ...
From $382 per night (USD)
Expedia
From $350 per night (USD)
VRBO
Creekside 502 Winter Park Colorado
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your serene mountain retreat at 145 Arapahoe Rd Unit 502 in Winter Park, Colorado. This charming 2-bedroom, 2 ...
From $350 per night (USD)
VRBO
From $1813 per night (USD)
Expedia
Winter Park Ski House
Bedrooms:
10
Bathrooms:
6
Sleeps:
16
LUXURIOUS MOUNTAIN RETREAT Welcome to your ultimate Colorado escape—an extraordinary 6,200 sq. ft. mountain estate wher ...
From $1813 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Lovely 2-bedroom condo nestled in lodgepole pines in downtown Winter Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover the beauty of Winter Park from Forest Haven, a beautiful, thoughtfully appointed two-bedroom condo, which is a ...
From $338 per night (USD)
VRBO
From $171 per night (USD)
Expedia
Pool + Hot Tub Access: Condo in Winter Park!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Decks w/ Mountain Views | Fireplace | Transit Service On-Site Your next Rocky Mountain adventure awaits at this Winter ...
From $171 per night (USD)
Expedia
$New Ski In\/Out Condo w\/ Balcony & Hot Tub- short walk\/ski to the Village Resort!$
From $318 per night (USD)
VRBO
New Ski In\/Out Condo w\/ Balcony & Hot Tub- short walk\/ski to the Village Resort!
Bedrooms:
1
Bathrooms:
1
Sleeps:
7
Escape to a stunning new (2023) condo, located ON the ski run & just a short walk (or ski!) down to the Village Resort f ...
From $318 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Founders Point Studio! Base of Winter Park Resort!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Welcome to our charming studio at Founders Point, located just steps away from the base of Winter Park Ski Reso ...
From $224 per night (USD)
Expedia
$Spacious 1BR, Fireplace, Amenities Deck | WP Resort | Ski-in\/out$
Click For Pricing
VRBO
Spacious 1BR, Fireplace, Amenities Deck | WP Resort | Ski-in\/out
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Escape to the serene beauty of Winter Park with a stay at this delightful 1-bedroom, 1-bath condo, perfect for ...
Click For Pricing
VRBO
$Condo w\/ Spas & Pool: 3 Mi to Winter Park Resort!$
From $157 per night (USD)
Expedia
Condo w\/ Spas & Pool: 3 Mi to Winter Park Resort!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nearby Trails | 3 Mi to Fraser Tubing Hill Centrally located in Winter Park, this cozy 1-bedroom, 1-bath vacation renta ...
From $157 per night (USD)
Expedia
From $296 per night (USD)
VRBO
New Luxury Condo 3409 I Hot Tub I AC 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 $296 per night (USD)
VRBO
$Bullseye Retreat | Luxury Ski Retreat w\/ Hot Tub$
From $883 per night (USD)
Expedia
Bullseye Retreat | Luxury Ski Retreat w\/ Hot Tub
Bedrooms:
8
Bathrooms:
5
Sleeps:
10
This luxurious mountain home designed for travelers seeking style, comfort, and convenience in the heart of Winter Park. ...
From $883 per night (USD)
Expedia
From $397 per night (USD)
VRBO
New Luxury Loft 219 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $397 per night (USD)
VRBO
From $660 per night (USD)
Expedia
Ideal Winter Park Retreat – Ski, and Relax! New Listing - 6 Yr STR Hosted Home
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Lots of reviews on competitor site, just search for same area or listing title. Fantastic location! This townhouse is ju ...
From $660 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Slope view and steps from the gondola in Winter Park!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your perfect mountain getaway in the heart of Winter Park! This charming condo is the ultimate retreat after ...
From $268 per night (USD)
VRBO
$Downtown Winter Park w\/ Hot Tub and Loft$
From $278 per night (USD)
Expedia
Downtown Winter Park w\/ Hot Tub and Loft
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Welcome to your modern mountain retreat, where the beauty of the mountains meets the lively charm of downtown Winter Par ...
From $278 per night (USD)
Expedia
From $293 per night (USD)
VRBO
New Headwaters Condo 206 I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $293 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Unit 511 - Updated Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This cozy two-bedroom, two-bathroom condo features a gas fireplace in the open concept living, kitchen, dining room with ...
From $284 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Unit 512 - Updated Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This cozy two-bedroom, two-bathroom condo features a gas fireplace in the open concept living, kitchen, dining room with ...
From $299 per night (USD)
VRBO
From $281 per night (USD)
Expedia
Unit 222 - Premium Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect getaway at our charming two-bedroom, two-bathroom condo, meticulously designed to offer you a co ...
From $281 per night (USD)
Expedia
From $322 per night (USD)
VRBO
Unit 514 - Updated Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This cozy two-bedroom, two-bathroom condo features a gas fireplace in the open concept living, kitchen, dining room with ...
From $322 per night (USD)
VRBO
From $281 per night (USD)
Expedia
Unit 131 - Premium Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect getaway at our charming two-bedroom, two-bathroom condo, meticulously designed to offer you a co ...
From $281 per night (USD)
Expedia
From $324 per night (USD)
VRBO
Unit 111 - Updated Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This cozy two-bedroom, two-bathroom condo features a gas fireplace in the open concept living, kitchen, dining room with ...
From $324 per night (USD)
VRBO
From $272 per night (USD)
Expedia
Unit 313 - Standard Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This cozy two-bedroom, two-bathroom condo features a gas fireplace in the open concept living, kitchen, dining room with ...
From $272 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Unit 212 - Updated Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This cozy two-bedroom, two-bathroom condo features a gas fireplace in the open concept living, kitchen, dining room with ...
From $291 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Unit 121 - Premium Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect getaway at our charming two-bedroom, two-bathroom condo, meticulously designed to offer you a co ...
From $270 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Unit 414 - Updated Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This cozy two-bedroom, two-bathroom condo features a gas fireplace in the open concept living, kitchen, dining room with ...
From $284 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Unit 613 - Standard Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This cozy two-bedroom, two-bathroom condo features a gas fireplace in the open concept living, kitchen, dining room with ...
From $263 per night (USD)
Expedia
From $281 per night (USD)
VRBO
Unit 234 - Premium Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This cozy two-bedroom, two-bathroom condo features a gas fireplace in the open concept living, kitchen, dining room with ...
From $281 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Unit 112 - Updated Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This cozy two-bedroom, two-bathroom condo features a gas fireplace in the open concept living, kitchen, dining room with ...
From $289 per night (USD)
Expedia
From $759 per night (USD)
VRBO
Gorgeous Luxury Cabin walking distance to downtown and shuttle.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
<p>Nestled in Winter Park, this 4-bedroom, 4-bathroom vacation home brings it all within your reach. Fans of nature and ...
From $759 per night (USD)
VRBO
From $421 per night (USD)
Expedia
New Luxury Chalet 366 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $421 per night (USD)
Expedia
From $585 per night (USD)
VRBO
Cozy 3-bedroom townhome in beautiful Winter Park with great views, WiFi
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to this lovely townhome in picturesque Winter Park. With 3 queen beds and 1 twin bed spread across 3 bedrooms, th ...
From $585 per night (USD)
VRBO
From $364 per night (USD)
Expedia
New Listing! 3 Miles to Resort | Hot tub | Fireplace | EV Charger
Bedrooms:
4
Bathrooms:
3
Sleeps:
12
Welcome to your perfect mountain retreat in the heart of Winter Park, Colorado! This beautifully appointed 3-bedroom, 3. ...
From $364 per night (USD)
Expedia
From $289 per night (USD)
VRBO
Cozy river front 1-bedroom condo with WiFi, fitness room in tranquil Winter Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Prepare to unwind in this cozy 1-bedroom riverfront condo located in Winter Park. It’s just a 6-minute drive to Winter P ...
From $289 per night (USD)
VRBO
From $433 per night (USD)
Expedia
Stylish penthouse on Winter Park’s Main St - amazing continental divide views!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Escape to Paws, Pine & Peaks a luxurious condo with spectacular views of the Continental Divide in beautiful Winter Park ...
From $433 per night (USD)
Expedia
From $449 per night (USD)
VRBO
Luxury 3 bedroom townhome, river views and pet friendly
Bedrooms:
5
Bathrooms:
4
Sleeps:
11
This three bedroom townhome at Vasquez Creek, conveniently located on a bus route, offers beautiful river views, a gas f ...
From $449 per night (USD)
VRBO
From $585 per night (USD)
Expedia
Two Master Suites, Hot Tub and Magnificent Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Experience the ultimate mountain getaway in this 4 Bedroom/3.5 bath home directly across from Winter Park Ski Resort. En ...
From $585 per night (USD)
Expedia
From $295 per night (USD)
VRBO
New Headwaters Condo 209 I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $295 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Rustic Cozy 2-bedroom condo Close to ski Shuttle in the heart of Winter Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in the pines, within walking distance of downtown Winter Park, Silverado II has everything you need under one ro ...
From $189 per night (USD)
Expedia
From $485 per night (USD)
VRBO
NEW! Select Unit 2509 - Zephyr Mountain Lodge
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Comfortably appointed two bedroom condominium at Zephyr Mountain Lodge Riverside with THE view of the Gondola and base ...
From $485 per night (USD)
VRBO
From $360 per night (USD)
Expedia
New Listing! Hot Tub & Fireplace Mountain Retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Escape to the heart of the Rocky Mountains and experience the ultimate winter wonderland at our cozy mountain lodge in W ...
From $360 per night (USD)
Expedia
From $407 per night (USD)
VRBO
NEW! Premium Unit 1305 - Zephyr Mountain Lodge
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Adorable one bedroom condominium at Zephyr Mountain Lodge with cozy décor for your couple's getaway including a queen s ...
From $407 per night (USD)
VRBO
From $506 per night (USD)
Expedia
Slopeside Luxury Villa 82 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $506 per night (USD)
Expedia
$NEW! 3BR\/3BA Penthouse Downtown, Htd Pool\/Hot Tub next to park and playground$
From $589 per night (USD)
VRBO
NEW! 3BR\/3BA Penthouse Downtown, Htd Pool\/Hot Tub next to park and playground
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Welcome to one of the most desirable, convenient, and cozy locations in downtown Winter Park! This elevator accessed 3 b ...
From $589 per night (USD)
VRBO
From $866 per night (USD)
Expedia
Luxury Escape | Views, Trails, Hot Tub + Sauna
Bedrooms:
5
Bathrooms:
4
Sleeps:
14
Mountain Majesty Nestled high amidst the majestic peaks, Mountain Majesty offers an unparalleled luxury villa experienc ...
From $866 per night (USD)
Expedia
From $649 per night (USD)
VRBO
Catwalk | Double Queen + Twin Bunks at Gravity Haus Winter Park, Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
12
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $649 per night (USD)
VRBO
From $584 per night (USD)
Expedia
Escape to the Mountains: Relaxing Retreat with Double Queens + Twin Bunks
Bedrooms:
2
Bathrooms:
2
Sleeps:
12
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $584 per night (USD)
Expedia
From $933 per night (USD)
VRBO
Slopeside Custom Chalet I 2 Hot Tubs I Fire Tables I Views I Best Price I FREE Adventures Daily
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $933 per night (USD)
VRBO
$Spacious home w\/ kitchen, wifi, great views, deck & convenient location$
From $276 per night (USD)
Expedia
Spacious home w\/ kitchen, wifi, great views, deck & convenient location
Bedrooms:
4
Bathrooms:
3
Sleeps:
9
Trailside Tranquility Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $276 per night (USD)
Expedia

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