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Winter Park Rentals

From $581 per night (USD)
VRBO
Spacious Modern Condo in Heart of Winter Park with Luxe Amenities
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Winter Park Short Term Rental Registration NO. 024870 Experience the perfect blend of luxury and convenience in this stu ...
From $581 per night (USD)
VRBO
$Luxury 3BR\/3BA Family Retreat with Hot Tub & Stunning Mountain Views!$
From $528 per night (USD)
VRBO
Luxury 3BR\/3BA Family Retreat with Hot Tub & Stunning Mountain Views!
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
***BRAND NEW LISTING***Discover your perfect mountain retreat in our beautifully furnished 3-bedroom, 3.5-bathroom townh ...
From $528 per night (USD)
VRBO
From $971 per night (USD)
VRBO
Lakota Lookout private hot tub
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Lakota Lookout Mountain View Townhome | Hot Tub Welcome to your ideal mountain retreat in Winter Park, Colorado! This ...
From $971 per night (USD)
VRBO
From $342 per night (USD)
Expedia
WinterPark*Ski*CoffeeBar*Pets+*CommunalHotTub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Cozy Winter Park Abode: Your ideal alpine retreat just 3 miles from Winter Park Ski Resort! This designer condo offers m ...
From $342 per night (USD)
Expedia
From $650 per night (USD)
VRBO
NEW LISTING! Value Unit 1422 - 2BR - Zephyr Mountain Lodge
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay just 110 feet from the gondola for unbeatable access to mountain adventures! This cozy two-bedroom, two-bathroom co ...
From $650 per night (USD)
VRBO
From $2116 per night (USD)
Expedia
Canopy House | A Stunning Ski In Ski Out Masterpiece
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
Discover unparalleled mountain living at Canopy House, a mountain haven nestled amongst the trees in Winter Park. This l ...
From $2116 per night (USD)
Expedia
From $552 per night (USD)
VRBO
Cozy Rustic Condo with Scenic Views & Modern Amenities in Winter Park
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Viking Alpine Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $552 per night (USD)
VRBO
From $825 per night (USD)
Expedia
210 Sawyer with Private Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
No matter the season—winter, spring, summer, or fall—you'll love our newly renovated mountain retreat. In winter, you're ...
From $825 per night (USD)
Expedia
From $538 per night (USD)
VRBO
4-bedroom Modern Mtn Vacation
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A Stylish Escape w/ excellent location to all Winter Park and Fraser has to offer. 4 miles to Winter Park Resort, ~20 mi ...
From $538 per night (USD)
VRBO
From $956 per night (USD)
Expedia
Comfy condo next to Gondola
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to your perfect mountain getaway! Nestled in the heart of the charming Winter Park Ski Resort, our comfy Condo o ...
From $956 per night (USD)
Expedia
From $281 per night (USD)
VRBO
Peaceful 1-bedroom mountain condo in Winter Park
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Relax in this cozy and stylish retreat after enjoying a day in the mountains. The spacious and updated one-bedroom cond ...
From $281 per night (USD)
VRBO
$New 2BD\/2BA Condo - in Winter Park! Walk to restaurants & steps from bus line!$
From $507 per night (USD)
Expedia
New 2BD\/2BA Condo - in Winter Park! Walk to restaurants & steps from bus line!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Brand new build in Timber Fox/ROAM community with fully stocked gourmet kitchen that opens up to the living and dining a ...
From $507 per night (USD)
Expedia
From $506 per night (USD)
VRBO
Trailhead 322 Shared Hot Tub, Pool, Private Balcony, and Grill
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Luxurious 2nd-Floor Condo with Shared Hot Tub, Pool, Private Balcony, and Grill Experience the best of Winter Park in t ...
From $506 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Comfortable 3 bedroom, private deck, close to downtown
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This charming and welcoming townhome, featuring an in-home sauna, offers ample space and a retro aesthetic, making it an ...
From $396 per night (USD)
Expedia
$Luxury Villa 308 Next To Resort \/ Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily$
From $908 per night (USD)
VRBO
Luxury Villa 308 Next To Resort \/ Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide up to $500 of Free activities ...
From $908 per night (USD)
VRBO
From $903 per night (USD)
Expedia
Luxe Rhapsody | 4 min. to Winter Park Resort
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Calling all discerning travelers who crave the ultimate blend of luxury, music, and mountain adventure! Rhapsody Retreat ...
From $903 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Central Winter Park Luxury -Shuttle & Walkable Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winter Park Short Term Rental Registration NO. 024872 Escape to this serene and modern second-floor condo in the heart o ...
From $410 per night (USD)
VRBO
From $1109 per night (USD)
VRBO
Rocky Mountain Retreat | 6 min. to Winter Park Resort
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Embrace Mountainside Magic at Rocky Mountain Retreat Escape to Rocky Mountain Retreat, a brand-new, custom-built villa ...
From $1109 per night (USD)
VRBO
From $844 per night (USD)
VRBO
Gem in Old Town Winter Park: Walk to Ski Lifts!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Private Hot Tub | Scenic Mountain + Ski Run Views | On-Site Ski Shuttle | Gas Fireplace Whether you're looking for a wi ...
From $844 per night (USD)
VRBO
$Luxury Condo In Downtown Winter Park\n$
From $308 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 $308 per night (USD)
Expedia
From $409 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 $409 per night (USD)
VRBO
From $1020 per night (USD)
Expedia
Luxury location at Winter Park Resort with Hot Tub
Bedrooms:
5
Bathrooms:
5
Sleeps:
11
Winter Park Short Term Rental Registration NO. 024876 Welcome to Ironhorse Manor, a luxurious woodland retreat nestled i ...
From $1020 per night (USD)
Expedia
From $359 per night (USD)
VRBO
Ski-in and Ski-Out at Winter Park Resort
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 $359 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $193 per night (USD)
VRBO
Luxe Townhome | Private Hot Tub & Amazing Views
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Summary: Welcome to our exquisite newly listed luxury townhome, nestled less than 5 miles away from the world-renowned W ...
From $193 per night (USD)
VRBO
From $434 per night (USD)
Expedia
NEW remodeled 3 bedroom, river view, 3 private decks, outdoor firepit
Bedrooms:
5
Bathrooms:
4
Sleeps:
13
Completely remodeled 3 bedroom townhome offers 3 private decks and a wonderful creek view. Main entry floor is on the g ...
From $434 per night (USD)
Expedia
From $2550 per night (USD)
VRBO
Winter Park Luxury Home
Bedrooms:
8
Bathrooms:
3
Sleeps:
10
Brand New Mountain Contemporary home located in the uber exclusive Leland Creek Neighborhood privately tucked away yet o ...
From $2550 per night (USD)
VRBO
$Luxury, END UNIT townhome w\/amazing views & privacy. High-end furnishings. Cozy.$
From $396 per night (USD)
Expedia
Luxury, END UNIT townhome w\/amazing views & privacy. High-end furnishings. Cozy.
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
If you are looking for the perfect mountain getaway then look no further. Our location is at the end of Lower Bear Trail ...
From $396 per night (USD)
Expedia
$Designer Winter Park Condo w\/ Private Hot Tub$
From $555 per night (USD)
VRBO
Designer Winter Park Condo w\/ Private Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
***SUPERHOST*** Enjoy a stylish experience! Welcome to our charming retreat nestled in the heart of the majestic Winter ...
From $555 per night (USD)
VRBO
From $870 per night (USD)
Expedia
Indulge | Majestic Views | Teepee | Hot Tub
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Pioneer Retreat at Moose Lodge is a unique grand timber standalone log A-Frame with an energy all its own. Designed with ...
From $870 per night (USD)
Expedia
$2BR\/1.5BA Brand New Remodel,Old Town,free bus$
From $421 per night (USD)
VRBO
2BR\/1.5BA Brand New Remodel,Old Town,free bus
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
LOCATION!!! THIS CONDO IS RIGHT NEXT TO The Saloon at A-Frame Club where you can catch the FREE ski shuttle, or ride y ...
From $421 per night (USD)
VRBO
$Wonderful 3 Bed\/3 Bath Condo, Free Ski Shuttle, Forest and Creek Views$
From $543 per night (USD)
Expedia
Wonderful 3 Bed\/3 Bath Condo, Free Ski Shuttle, Forest and Creek Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Avoid the traffic to Fraser and the crowded parking at the ski resort. Book this 3-bedroom, 3-bathroom Winter Park vacat ...
From $543 per night (USD)
Expedia
From $792 per night (USD)
VRBO
Perfect Vacation Home for Every Season in Downtown Winter Park
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This beautiful townhouse is in the perfect location to enjoy all Grand County has to offer! We are only a 3 minute walk ...
From $792 per night (USD)
VRBO
$3BR\/2Ba Home W\/Hot Tub, Sauna, Walk to Everything! Private Yard W\/View & Bbq$
From $430 per night (USD)
VRBO
3BR\/2Ba Home W\/Hot Tub, Sauna, Walk to Everything! Private Yard W\/View & Bbq
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This property is a private mountain home in downtown Winter Park a few blocks walking distance to town. Just a few blo ...
From $430 per night (USD)
VRBO
$PREMIUM Mountain View Luxury Condo at WP Base 2B\/2B w\/ deck$
From $636 per night (USD)
VRBO
PREMIUM Mountain View Luxury Condo at WP Base 2B\/2B w\/ deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This could be the best vacation your family and friends have ever had in Winter Park. As soon as you step into this Pre ...
From $636 per night (USD)
VRBO
From $759 per night (USD)
VRBO
Zephyr Lodge Ski-in Ski-Out, 2 Bedroom with view of Mary Jane & Ice Skating Pond
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Quite and comfortable 5th Floor condo at the base of Winter Park. Stay slope-side in the Zephyr Mountain Lodge Riversid ...
From $759 per night (USD)
VRBO
From $577 per night (USD)
VRBO
2 Masters, Private Hot Tub, Superb Views - Close to WP Resort Skiing, Biking
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Winter Park Short-Term Rental Registration No. 001347 Minimum stays (3 - 5 nights) are required during holidays and hig ...
From $577 per night (USD)
VRBO
From $156 per night (USD)
VRBO
Cozy 1-bed, 1-bath condo on the Fraser river in downtown Winter Park, Colorado
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Tucked away near the Fraser river, this second floor 1-bedroom, 1-bathroom condo is the perfect place to make a fire and ...
From $156 per night (USD)
VRBO
$3 Bed 3 1\/2 Bath with garage, hot tub and unbeatable downtown location$
From $439 per night (USD)
VRBO
3 Bed 3 1\/2 Bath with garage, hot tub and unbeatable downtown location
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
We invite you to stay in our recently remodeled and upgraded gorgeous townhome in the heart of Winter Park! Park you ...
From $439 per night (USD)
VRBO
From $661 per night (USD)
VRBO
4 Bedroom,Private Hot Tub, Garage,Close to Town, Free Bus
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Winter Park Short-Term Rental Registration No. 003378 Minimum stays (3 - 5 nights) are required during holidays and hig ...
From $661 per night (USD)
VRBO
From $307 per night (USD)
VRBO
Top Floor with Beautiful Views! Brand New Luxurious Flooring! Great location!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
WELCOME! Please be aware that the amenity decks with access to grills and hot tubs will be closed for renovation from M ...
From $307 per night (USD)
VRBO
From $393 per night (USD)
VRBO
Sledding Hill Views! Steps to dining & shops!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This former model unit won both the Parade of Homes Grand Award as well as the People's Choice Award for Trailhead Lodge ...
From $393 per night (USD)
VRBO
From $528 per night (USD)
VRBO
Luxury 3 Bdrm, 3.5 Bath Townhome in Downtown WP
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
*** We closely monitor and follow the government guidelines for short-term rentals. *** We are located immediately ad ...
From $528 per night (USD)
VRBO
From $687 per night (USD)
VRBO
Steps from the new gondola! True ski-in, ski-out.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This condo is complete luxury and convenience. The Slopeside Zephyr building is the ONLY truly ski-in, ski-out Winter P ...
From $687 per night (USD)
VRBO
From $279 per night (USD)
VRBO
1 BR sleeps 5. Walk to the Gondola! Woods & Fraser River off the back deck.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Enjoy the entire condo with the convenience you want, winter or summer! This first floor condo has an open floor plan an ...
From $279 per night (USD)
VRBO
From $661 per night (USD)
VRBO
Winter Park Retreat - In The Heart Of Downtown
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Located in the heart of downtown Winter Park, this 4 bedroom, 5 bathroom townhome has 4 floors of pure comfort featuring ...
From $661 per night (USD)
VRBO
From $741 per night (USD)
VRBO
Walk to downtown Winter Park with views of Parry Peak
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Very private unit in an upscale townhouse complex called Winter Glen. Our private driveway is great for the kids to pl ...
From $741 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Walk to Slopes, Newer Unit, Biggest Hot Tub, Great Views !!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
NEW LUXURY HOT TUBS are on track to be operational by December 25th!. The tubs are onsite as of mid October, welded toge ...
From $320 per night (USD)
Expedia
$Fantastic front corner 2BD\/2BA Condo At Base Of Winter Park$
From $407 per night (USD)
VRBO
Fantastic front corner 2BD\/2BA Condo At Base Of Winter Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
(Winter Park Short-Term Rental Registration No. 005388) NEW LUXURY HOT TUBS are on track to be operational by Decem ...
From $407 per night (USD)
VRBO
From $1973 per night (USD)
Expedia
Custom Mtn Home near downtown Winter Park, on Shuttle Route, Hot tub!!
Bedrooms:
7
Bathrooms:
9
Sleeps:
19
Welcome to The Aspen Lodge! We are located in Winter Park, Colorado. Within minutes from your doorstep you can enjoy y ...
From $1973 per night (USD)
Expedia
From $518 per night (USD)
VRBO
Borders National Forest Trail Head For Amazing Winter and Summer Activities
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Cozy house in the Town of Winter Park, only a six-minute drive to the ski resort, or take the free Lift Bus to the resor ...
From $518 per night (USD)
VRBO
From $1358 per night (USD)
VRBO
SKIERS ROOST IN THE GATED SKI IN SKI OUT BRIDGERS CACHE COMMUNITY WP STR 066224
Bedrooms:
5
Bathrooms:
3
Sleeps:
10
This unique home in a ski-in/ ski-out community at a world class resort redefines the mountain chalet. Contemporary li ...
From $1358 per night (USD)
VRBO
From $542 per night (USD)
VRBO
Private End Condo . .
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our condo is located on the second floor at the end of the building and has a very large private patio nestled in the mo ...
From $542 per night (USD)
VRBO
$Platinum Top Floor | Ski-in\/Ski-out | WP Resort$
From $337 per night (USD)
VRBO
Platinum Top Floor | Ski-in\/Ski-out | WP Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Ski Mountain Condo, located in Winter Park Resort's Fraser Crossing Building, Includes Resort Amenities and Ski ...
From $337 per night (USD)
VRBO
$Top Floor Ski-in\/out Mountain Retreat | WP Resort$
From $719 per night (USD)
VRBO
Top Floor Ski-in\/out Mountain Retreat | WP Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Ski Mountain Condo, located in Winter Park Resort's Founder's Pointe Building, Includes Resort Amenities and Sk ...
From $719 per night (USD)
VRBO
$PREMIUM AMENITIES DECK LEVEL CONDO\/ WALK TO GONDOLA and BASE ACTIVITIES$
From $392 per night (USD)
VRBO
PREMIUM AMENITIES DECK LEVEL CONDO\/ WALK TO GONDOLA and BASE ACTIVITIES
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Winter Park short term rental registration no. 007728. Nestled amid the pristine winter wonderland of the Rocky Mounta ...
From $392 per night (USD)
VRBO
$Spacious, Modern Penthouse condo w\/access to shared hot tub. Ski in & ski out$
From $2325 per night (USD)
VRBO
Spacious, Modern Penthouse condo w\/access to shared hot tub. Ski in & ski out
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Extraordinary totally renovated ski-in/ski-out 3 bed / 3 bath condo at the base of Winter Park Resort. This property is ...
From $2325 per night (USD)
VRBO
From $340 per night (USD)
VRBO
Minutes from the lifts, seconds from the hot tub!
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Town of Winter Park short term rental registration #005586. Just a few minute walk to the lifts, including the new gon ...
From $340 per night (USD)
VRBO
From $314 per night (USD)
VRBO
A side by side Premier is located Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This condo is our "home away" and we keep it that way. We have premier located side by side condos that are snuggled up ...
From $314 per night (USD)
VRBO
$3 bed\/3 ba Townhouse: hot tub, amazing view and on shuttle route$
From $542 per night (USD)
VRBO
3 bed\/3 ba Townhouse: hot tub, amazing view and on shuttle route
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Step into comfort and convenience in this charming Winter Park townhome! On the ground level, you'll find a convenient ...
From $542 per night (USD)
VRBO
From $594 per night (USD)
VRBO
Beautiful Ski In Ski Out 2 bedroom steps to Gondola
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Excellent fourth floor newly remodeled condo that's ski in/ski out at Zephyr Mountain Lodge. This convenient location en ...
From $594 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Perfect spot for Fall Events in Winter Park. TOWP STR Permit #006902
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Enjoy this beautifully upgraded 2bed/2bath with divide and river views! • 2 Bedroom / 2 full baths • Vaulted grea ...
From $412 per night (USD)
Expedia
From $374 per night (USD)
VRBO
3 bedroom family condo in downtown Winter Park. Minutes to the mountain!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Large ski condo just minutes to the base of Winter Park and Mary Jane mountains. Free shuttle to Winter Park Ski Resort ...
From $374 per night (USD)
VRBO
From $1934 per night (USD)
Expedia
Spacious & Luxurious 8-Bedroom Retreat in Downtown Winter Park on Vasquez Creek
Bedrooms:
9
Bathrooms:
9
Sleeps:
18
Welcome to The Lodge on Vasquez Creek, one of the largest and most luxurious private homes in the Winter Park/Fraser Val ...
From $1934 per night (USD)
Expedia
From $291 per night (USD)
VRBO
A Real Ski-in Ski-Out Unit
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Ultimate Ski in/ski out Slopeside Mountain View You are welcome to share our convenient, family-owned condo at the base ...
From $291 per night (USD)
VRBO
$Spacious condo just moments from Winter Park Ski Resort w\/shared hot tub$
From $629 per night (USD)
VRBO
Spacious condo just moments from Winter Park Ski Resort w\/shared hot tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to your mountain getaway! This townhome is in Old Town Winter Park which is ideally situated less than 1 mile to ...
From $629 per night (USD)
VRBO
From $734 per night (USD)
VRBO
Perfect mountain getaway any time of year!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This beautiful condo, is in a prime location, has gorgeous mountain views, is close to slopes, has a private hot tub, a ...
From $734 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Peaceful cozy place on the river with great views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Amazing location in WinterPark; secluded by trees and river and pond in front of building with a peaceful wilderness sur ...
From $173 per night (USD)
Expedia
$WP Base! Zephyr Mtn Ldge 1BR Ski In\/Out, Smart TVs, solo WiFi, NEW BATH & CARPET$
From $346 per night (USD)
VRBO
WP Base! Zephyr Mtn Ldge 1BR Ski In\/Out, Smart TVs, solo WiFi, NEW BATH & CARPET
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
NEW CARPET!!!!!!! NEW BATHROOM!!!! Wii!!! NEW 50 inch Smart TV, NEW dedicated, independent internet, fresh paint, update ...
From $346 per night (USD)
VRBO
From $284 per night (USD)
VRBO
Walking Distance to Downtown, River and Beautiful Trails - Clean and Cozy!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Relaxing Winter Park Condo Close to Everything! Enjoy the peaceful deck of this ground floor corner unit with picnic ar ...
From $284 per night (USD)
VRBO
$Condo w\/access to Private Rec Center w\/pool & hot tub. New remodeled kitchen$
From $315 per night (USD)
VRBO
Condo w\/access to Private Rec Center w\/pool & hot tub. New remodeled kitchen
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This first floor condo features a large open floor plan with newly remodeled kitchen The kitchen has everything you need ...
From $315 per night (USD)
VRBO
From $752 per night (USD)
VRBO
NEW beautiful Townhouse at downtown Winter Park with private rooftop hot tub!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
You can’t beat this NEW 4 bed 3 bath in the heart of downtown Winter Park! The New Arrow townhome complex is just steps ...
From $752 per night (USD)
VRBO
From $429 per night (USD)
VRBO
Ski-in Ski-out condo with pool and hot tub! Located between Winter Park and MJ.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
We think you are going to LOVE our Winter Park condo!! -It's 60 steps to the slopes! Just walk out your door, grab your ...
From $429 per night (USD)
VRBO
$Family-friendly, sleeps 8, steps from shuttle, and 1\/2 mile from Main Street$
From $347 per night (USD)
VRBO
Family-friendly, sleeps 8, steps from shuttle, and 1\/2 mile from Main Street
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Our warm, spacious, and comfortable condo is perfect for staying in with friends and family, but a glance out the bright ...
From $347 per night (USD)
VRBO
From $278 per night (USD)
VRBO
Enjoy front row seat to all Winter Park downtown activities.
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Bright, comfortable, two bedroom 1200 square foot condo overlooking popular Hideaway Park in downtown Winter Park's Trai ...
From $278 per night (USD)
VRBO
From $768 per night (USD)
VRBO
Newly renovated Condo at the Base. Access to shared hot tub & ski-lockers
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
NOTE THAT THE HOT TUBS AND AMENITY DECKS AT FOUNDERS POINTE & FRASER CROSSING ARE CLOSED as new hot tubs are being insta ...
From $768 per night (USD)
VRBO
From $466 per night (USD)
VRBO
Feel the essence of wonderful Colorado. Winter or summer, autumn and spring.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Our 8700 foot elevation gives Winter Park a prolonged ski season and an outstanding cooler summer climate you arrive ear ...
From $466 per night (USD)
VRBO
From $982 per night (USD)
VRBO
Large Upscale Retreat off Vasquez Rd. Sleeps 14
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Fantastic 4,500 sq. ft. 3 story cabin minutes from downtown Winter Park ! Sleeps up to 16 people in 5 bedrooms. Spiral ...
From $982 per night (USD)
VRBO
$Modern Condo at Iron Horse - Ski In \/ Ski Out, Sleeps 4$
From $416 per night (USD)
VRBO
Modern Condo at Iron Horse - Ski In \/ Ski Out, Sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Modern Renovated Studio, Ski In/Ski Out, Approximately 50 steps to trail, Full access to resort amenities - hot tubs, in ...
From $416 per night (USD)
VRBO
From $558 per night (USD)
Expedia
New creek side chateau guest suite! Booking for summer NOW! With hot tub!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Alpine Ski Retreat is a beautiful, new home offering a spacious interior and unique amenities. This rental is for ...
From $558 per night (USD)
Expedia
From $391 per night (USD)
VRBO
Luxurious Townhouse with Unrivaled Views Overlooking Winter Park Resort
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
If you have a passion for cooking, the chef's kitchen on the main floor will truly delight you. It boasts a top-of-the-l ...
From $391 per night (USD)
VRBO
From $1103 per night (USD)
VRBO
New Home at Base of Winter Park Ski Resort
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Come enjoy all Winter Park has to offer this winter! Located in the heart of Old Town, walking distance to Winter Park R ...
From $1103 per night (USD)
VRBO
$3BR \/ 2BA FAMILY FRIENDLY CONDO - Sleeps 10$
From $538 per night (USD)
VRBO
3BR \/ 2BA FAMILY FRIENDLY CONDO - Sleeps 10
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
3br / 2ba Family friendly condo. This newly listed 1300 S.F. condo is located just 0.7 mile from downtown Winter Park. ...
From $538 per night (USD)
VRBO
$Charming Log Cabin w\/ Hot Tub in Winter Park, CO$
From $299 per night (USD)
VRBO
Charming Log Cabin w\/ Hot Tub in Winter Park, CO
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This cabin is a true log cabin built and located in Winter Park, Co. The cabin is within a few minutes walk to parks, re ...
From $299 per night (USD)
VRBO
From $694 per night (USD)
VRBO
Timber Run 2 Bed sleeps 6 with washer dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is a 2 bedroom 2 bathroom unit on the first floor of the building and has 1,200 interior square feet. In the living ...
From $694 per night (USD)
VRBO
$Sunny Private Home with ELEVATOR & Hot Tub - Ski in\/out!$
From $2680 per night (USD)
VRBO
Sunny Private Home with ELEVATOR & Hot Tub - Ski in\/out!
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
This home is a well planned, light-filled property in the prestigious Bridger's Cache subdivision, a gated community at ...
From $2680 per night (USD)
VRBO
From $776 per night (USD)
VRBO
Luxurious Downtown Log Cabin
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
PLEASE NOTE: VRBO may not be showing the correct location. This property is in DOWNTOWN WINTER PARK, about 3 miles from ...
From $776 per night (USD)
VRBO
From $1443 per night (USD)
VRBO
Dreamy Slope Side Ski Chalet 2 Hot Tubs, Theater room at Winter Park Resort
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Welcome to your ski vacation Home! Large 6 bedroom 3.5 bath Sleeps 16-18 at Winter Park Resort. Open floorplan, 2 cover ...
From $1443 per night (USD)
VRBO
From $592 per night (USD)
VRBO
Bear Crossing Cabin at Winter Park - With Hot Tub & Views!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Beautiful, bright, family-friendly 3-bedroom just 1 mile up the hill from town and 4 miles from Winter Park/Mary Jane re ...
From $592 per night (USD)
VRBO
From $670 per night (USD)
VRBO
Fantastic townhouse in the heart of Downtown. Best in Red Quill Village
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
This stunning and spacious 4 bedroom/5 bathroom townhouse is located in the heart of downtown Winter Park and is the bes ...
From $670 per night (USD)
VRBO
From $346 per night (USD)
VRBO
Ski-in Ski-Out One Bedroom Condo at the Iron Horse
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
THE CONDO: Our condominium has one bedroom and one bath. You may ski-in and ski-out. The unit has a queen bed in th ...
From $346 per night (USD)
VRBO
From $1176 per night (USD)
VRBO
Convenient, Cozy, Scenic 3bd 3.5ba Townhome - Walk to Base, Bus & Fraser River
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
STR # 004804 This 3 story, 3 bed 3.5 bath condo offers great views of the Winter Park slopes. Located just outside the ...
From $1176 per night (USD)
VRBO
From $215 per night (USD)
VRBO
Cozy 1 Bedroom Hi Country Haus - on river !
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Very comfortable, one-bedroom condominium located in Hi Country Haus in Winter Park, 1 block off of Main Street on free ...
From $215 per night (USD)
VRBO
From $369 per night (USD)
VRBO
Mountain views, 5 minute drive to Winter Park skiing, walk to National Forest
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Bright and sunny end unit with great light and views of the Continental Divide. 3 bedrooms, 2 1/2 baths and space to enj ...
From $369 per night (USD)
VRBO
From $2753 per night (USD)
VRBO
Beautiful Custom Timber Frame Home with Large Game Room 3600 sq ft
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Want an unforgettable vacation in the Rocky Mountains, come stay at our luxury custom timber frame home with an extra-la ...
From $2753 per night (USD)
VRBO
From $1119 per night (USD)
Expedia
Ski in 9 Bedroom, great for large groups!
Bedrooms:
8
Bathrooms:
9
Sleeps:
16
9 Bedroom 8 Bath Rustic Chalet. This home is great for large gatherings. Perfect spot for large groups who like to spend ...
From $1119 per night (USD)
Expedia
From $179 per night (USD)
VRBO
Retro 70s Condo in Winter Park in Colorado's Rocky Mountains!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
NOTICE--OUR HIDEAWAY VILLAGE CLUBHOUSE WITH POOL AND HOT TUB HAS BEEN CLOSED BECAUSE OF STRUCTURAL DAMAGE. THEREFORE, T ...
From $179 per night (USD)
VRBO
$Spectacular Views! Luxury 3BR\/2BA in Base Area Location - Trademark$
From $612 per night (USD)
VRBO
Spectacular Views! Luxury 3BR\/2BA in Base Area Location - Trademark
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Short Term Rental License Number: 005160 SUMMER IN WINTER PARK IS AMAZING! BOOK YOUR MOUNTAIN VACATION HERE! The R ...
From $612 per night (USD)
VRBO
From $666 per night (USD)
VRBO
Luxury Winter Retreat in Winter Park: Steps to Main Street with Private Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Luxury Town home Steps to Main Street w/Hot Tub Escape to the ultimate winter retreat in Winter Park, Colorado. This lu ...
From $666 per night (USD)
VRBO
From $426 per night (USD)
VRBO
Luxury condo, Pool and Hot Tub, Ski Shuttle, Downtown, Close to All!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winter Park Short Term Rental Reg # 4667. Condo in newest Trailhead building, beautifully decorated, well equipped, spac ...
From $426 per night (USD)
VRBO

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