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Winter Park Rentals

From $400 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 $400 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 $294 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 $294 per night (USD)
VRBO
From $423 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 $423 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 $1039 per night (USD)
Expedia
Mountain Majesty | Hot Tub, Sauna, & Scenic Trails
Bedrooms:
5
Bathrooms:
4
Sleeps:
14
Mountain Majesty Nestled high amidst the majestic peaks, Mountain Majesty offers an unparalleled luxury villa experienc ...
From $1039 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
$Downtown Winter Park w\/ Hot Tub and Loft$
From $266 per night (USD)
VRBO
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 $266 per night (USD)
VRBO
From $132 per night (USD)
Expedia
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)
Expedia
From $148 per night (USD)
VRBO
Cozy Condo In Town - On Blue Bus Route to Resort - Walk to Restaurants & Grocery
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cute, cozy condo in Winter Park proper On the blue bus route - https://www.theliftwp.com/route-selector-page Walk to res ...
From $148 per night (USD)
VRBO
From $203 per night (USD)
Expedia
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 $203 per night (USD)
Expedia
From $417 per night (USD)
VRBO
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 $417 per night (USD)
VRBO
$Luxury, END UNIT townhome w\/amazing views & privacy. High-end furnishings. Cozy.$
From $326 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 $326 per night (USD)
Expedia
$Designer Winter Park Condo w\/ Private Hot Tub$
From $260 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 $260 per night (USD)
VRBO
From $693 per night (USD)
Expedia
Indulge | Majestic Views | Teepee | Hot Tub
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
Pioneer Retreat at Moose Lodge is a unique grand timber standalone log A-Frame with an energy all its own. Designed with ...
From $693 per night (USD)
Expedia
$2BR\/1.5BA Brand New Remodel,Old Town,free bus$
From $255 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 $255 per night (USD)
VRBO
From $324 per night (USD)
Expedia
Wonderful 3 Bed, 3 Bath Condo, River and Forest Views, Steps from Shuttle.
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 $324 per night (USD)
Expedia
From $136 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 $136 per night (USD)
VRBO
From $717 per night (USD)
Expedia
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 $717 per night (USD)
Expedia
$3BR\/2Ba Home W\/Hot Tub, Sauna, Walk to Everything! Private Yard W\/View & Bbq$
From $354 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 $354 per night (USD)
VRBO
$PREMIUM Mountain View Luxury Condo at WP Base 2B\/2B w\/ deck$
From $330 per night (USD)
Expedia
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 $330 per night (USD)
Expedia
From $370 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 $370 per night (USD)
VRBO
From $479 per night (USD)
Expedia
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 $479 per night (USD)
Expedia
From $539 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 $539 per night (USD)
VRBO
From $148 per night (USD)
Expedia
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 until ...
From $148 per night (USD)
Expedia
From $458 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 $458 per night (USD)
VRBO
$3 Bed 3 1\/2 Bath with garage, hot tub and unbeatable downtown location$
From $390 per night (USD)
Expedia
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 $390 per night (USD)
Expedia
From $381 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 $381 per night (USD)
VRBO
From $208 per night (USD)
Expedia
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 $208 per night (USD)
Expedia
From $292 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 $292 per night (USD)
VRBO
From $478 per night (USD)
Expedia
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 $478 per night (USD)
Expedia
From $593 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 $593 per night (USD)
VRBO
From $151 per night (USD)
Expedia
Walk to Slopes, Newer Unit, Biggest Hot Tub, Great Views !!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
New hot tub is open and it's AWESOME! Has led lighting, water features, improved seating, bubblers, better views and mor ...
From $151 per night (USD)
Expedia
$Fantastic front corner 2BD\/2BA Condo At Base Of Winter Park$
Click For Pricing
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 hot tub is open and it's AWESOME! Has led lighting, wat ...
Click For Pricing
VRBO
$3.3 Miles to Winter Park Resort. Borders Nat'l Forest\/Trails. Sleeps 12$
From $460 per night (USD)
Expedia
3.3 Miles to Winter Park Resort. Borders Nat'l Forest\/Trails. Sleeps 12
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 $460 per night (USD)
Expedia
$Spacious, Modern Penthouse condo w\/access to shared hot tub. Ski in & ski out$
From $435 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 $435 per night (USD)
VRBO
From $2151 per night (USD)
Expedia
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 $2151 per night (USD)
Expedia
From $821 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 $821 per night (USD)
VRBO
$Platinum Top Floor | Ski-in\/Ski-out | WP Resort$
From $214 per night (USD)
Expedia
Platinum Top Floor | Ski-in\/Ski-out | WP Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Ski Mountain Condo, located in Winter Park Resort's Fraser Crossing Building, Includes Resort Amenities and Ski ...
From $214 per night (USD)
Expedia
$Top Floor Ski-in\/out Mountain Retreat | WP Resort$
From $293 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 $293 per night (USD)
VRBO
$Ski-in\/ski-out Slopeside condo--we own two, side-by-side, for larger groups!$
From $251 per night (USD)
Expedia
Ski-in\/ski-out Slopeside condo--we own two, side-by-side, for larger groups!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your home away from home, perfect for couples or larger families. We offer access to two side-by-side condo's (unit 1405 ...
From $251 per night (USD)
Expedia
$3 bed\/3 ba Townhouse: hot tub, amazing view and on shuttle route$
From $452 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 $452 per night (USD)
VRBO
From $1255 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 $1255 per night (USD)
Expedia
From $668 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 $668 per night (USD)
VRBO
From $257 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 $257 per night (USD)
Expedia
From $340 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 $340 per night (USD)
VRBO
From $1858 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 $1858 per night (USD)
Expedia
From $246 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 $246 per night (USD)
VRBO
$Beautiful 2 bd\/2 ba condo in the heart of town with all the amenities$
Click For Pricing
Expedia
Beautiful 2 bd\/2 ba condo in the heart of town with all the amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
High end finishes complete this 2bd/2ba condo with gorgeous views of Winter Park resort. Walk to town, or step outside ...
Click For Pricing
Expedia
$Spacious condo just moments from Winter Park Ski Resort w\/shared hot tub$
From $444 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 $444 per night (USD)
VRBO
From $122 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 $122 per night (USD)
Expedia
$WP Base! Zephyr Mtn Ldge 1BR Ski In\/Out, Smart TVs, solo WiFi, NEW BATH & CARPET$
From $151 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 $151 per night (USD)
VRBO
From $204 per night (USD)
Expedia
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 $204 per night (USD)
Expedia
$Condo w\/access to Private Rec Center w\/pool & hot tub. New remodeled kitchen$
From $211 per night (USD)
VRBO
Condo w\/access to Private Rec Center w\/pool & hot tub. New remodeled kitchen
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The Rec Center will be closed for maintenance starting 21 April for 2 weeks. We are installing dehumidifiers and doing ...
From $211 per night (USD)
VRBO
From $435 per night (USD)
Expedia
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 $435 per night (USD)
Expedia
$Family-friendly sleeps 8+, @ shuttle stop, with garage, 1\/2 mile from Main St.$
From $301 per night (USD)
VRBO
Family-friendly sleeps 8+, @ shuttle stop, with garage, 1\/2 mile from Main St.
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 $301 per night (USD)
VRBO
From $236 per night (USD)
Expedia
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 $236 per night (USD)
Expedia
From $654 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 $654 per night (USD)
VRBO
From $234 per night (USD)
Expedia
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 $234 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Newly renovated Condo at the Base. Access to shared hot tub & ski-lockers
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Additionally, at times there will be construction noise, possible Mondays-Saturdays (allowed work hours 7 am to 7 pm), w ...
From $238 per night (USD)
VRBO
From $418 per night (USD)
Expedia
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 $418 per night (USD)
Expedia
From $842 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 $842 per night (USD)
VRBO
$Modern Condo at Iron Horse - Ski In \/ Ski Out, Sleeps 4$
From $377 per night (USD)
Expedia
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 $377 per night (USD)
Expedia
From $385 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 $385 per night (USD)
VRBO
From $368 per night (USD)
Expedia
Luxury Winter Park home in Old Town. Walk to lifts
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Beautiful and spacious 3 bedroom 4 bathroom townhome located less than a mile from the lifts. Two balconies, foyer for ...
From $368 per night (USD)
Expedia
From $351 per night (USD)
VRBO
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 $351 per night (USD)
VRBO
From $980 per night (USD)
Expedia
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 $980 per night (USD)
Expedia
$<NEWLY LISTED> 3BR \/ 2BA FAMILY FRIENDLY CONDO - Sleeps 10$
From $347 per night (USD)
VRBO
<NEWLY LISTED> 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 $347 per night (USD)
VRBO
$Charming Log Cabin w\/ Hot Tub in Winter Park, CO$
From $263 per night (USD)
Expedia
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 $263 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $424 per night (USD)
Expedia
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 $424 per night (USD)
Expedia
From $756 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 $756 per night (USD)
VRBO
From $135 per night (USD)
Expedia
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 $135 per night (USD)
Expedia
From $560 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 $560 per night (USD)
VRBO
From $257 per night (USD)
Expedia
Luxury Condo at Standard Pricing. Overlooking Hideaway Park. Pool & hot tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This beautifully upgraded 2 bed 2 bath condo overlooks Hideaway Park and downtown Winter Park. Trailhead Lodge is locat ...
From $257 per night (USD)
Expedia
From $694 per night (USD)
VRBO
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 $694 per night (USD)
VRBO
From $179 per night (USD)
Expedia
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)
Expedia
From $1069 per night (USD)
VRBO
Two Master Suites, Sleeps 9, 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 $1069 per night (USD)
VRBO
$Spectacular Views! Luxury 3BR\/2BA in Base Area Location - Trademark$
From $388 per night (USD)
Expedia
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 $388 per night (USD)
Expedia
From $463 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 $463 per night (USD)
VRBO
From $307 per night (USD)
Expedia
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 $307 per night (USD)
Expedia
$Lux 2B\/2B Dwtn Condo w\/ clubhouse, faces Hideaway Park stage\/sledding hill,WiFi$
From $311 per night (USD)
VRBO
Lux 2B\/2B Dwtn Condo w\/ clubhouse, faces Hideaway Park stage\/sledding hill,WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winter Park Short-Term Rental Registration No. 001952 Stay here once and you’ll never want to stay anywhere else! This ...
From $311 per night (USD)
VRBO
From $1237 per night (USD)
Expedia
Experience Mountain Luxury at Its Finest: 5-Bedroom Retreat In Winter Park
Bedrooms:
5
Bathrooms:
5
Sleeps:
15
Indulge in beauty, comfort, and convenience at our spacious 5-bedroom, 5-bath, 4,000 sq. ft. mountain retreat in the cov ...
From $1237 per night (USD)
Expedia
From $157 per night (USD)
VRBO
Completely Updated Condo in Great Location only steps to the Gondola
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Closest unit to the slopes and Gondola. Oversized 1 Bedroom with queen bed, bunk bed and queen memory foam sofa bed. ...
From $157 per night (USD)
VRBO
From $471 per night (USD)
Expedia
Exquisite Riverfront Home with Mountain Views and Private Hot Tub, Downtown
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Telemark is located in downtown Winter Park which is the hub for activity and services for the area. Most restaurant ...
From $471 per night (USD)
Expedia
From $389 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 $389 per night (USD)
VRBO
From $227 per night (USD)
Expedia
Spacious condo in prime location! Enjoy mountain views, pool, hot tubs & more
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
This welcoming & roomy 1,100 sq. ft. top-floor corner unit offers inspiring views of Byers Peak and Fraser River. With a ...
From $227 per night (USD)
Expedia
From $285 per night (USD)
VRBO
Remodeled Ski in Ski out condo. Great for families. Access to pool & hot tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
HOA update February 18th 2025: The pool will be closed until end of March while the HOA is waiting for parts to arrive ...
From $285 per night (USD)
VRBO
From $244 per night (USD)
Expedia
MOST AMAZING VIEWS from this condo. Only minutes from slopes. Shared hot tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
You’re sure to love this bright two bedroom, three bath condo that looks out on to the Fraser River. The kitchen has pl ...
From $244 per night (USD)
Expedia
$Ski-In\/Out \/ 2 King Suites + Sleeping Loft \/ Pool & Hot Tubs & private garage$
From $306 per night (USD)
VRBO
Ski-In\/Out \/ 2 King Suites + Sleeping Loft \/ Pool & Hot Tubs & private garage
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
HOA update February 18th 2025: The pool will be closed until end of March while the HOA is waiting for parts to arrive ...
From $306 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Ski in Ski out slopeside two bedroom at the Zephyr Mountain Lodge. Sleeps 8!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This is one of the larger two bedroom units in Zephyr and sleeps 8. It has awesome views of the divide, and a boot drye ...
From $232 per night (USD)
Expedia
$Views to Continental Divide from ski-in\/out condo with access to hot tubs$
From $432 per night (USD)
VRBO
Views to Continental Divide from ski-in\/out condo with access to hot tubs
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Location! Location! Location! This Zephyr Mountain Lodge condo is about as close as you can sleep to the Gondola without ...
From $432 per night (USD)
VRBO
$UPDATED Ski in Ski out condo with private washer\/dryer. Access to hot tub$
From $300 per night (USD)
Expedia
UPDATED Ski in Ski out condo with private washer\/dryer. Access to hot tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This ski in/ski out updated 2 bedroom/ 2 bath condo at Zephyr Mountain Lodge is located right at the base of Winter Par ...
From $300 per night (USD)
Expedia
$Slope-Side Condo in WP Resort: Ski-in\/Ski-out with Shared Hot Tub Access$
From $155 per night (USD)
VRBO
Slope-Side Condo in WP Resort: Ski-in\/Ski-out with Shared Hot Tub Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
NOTE THAT THE HOT TUBS AND AMENITY DECKS AT FOUNDERS POINTE & FRASER CROSSING ARE CLOSED as new hot tubs are being insta ...
From $155 per night (USD)
VRBO
$Updated ground-level Ski In\/Ski Out condo. Pool & Hot Tub access included$
From $269 per night (USD)
Expedia
Updated ground-level Ski In\/Ski Out condo. Pool & Hot Tub access included
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
HOA update February 18th 2025: The pool will be closed until end of March while the HOA is waiting for parts to arrive ...
From $269 per night (USD)
Expedia
$Ski in \/ ski out condo overlooking the base area. Access to shared hot tubs$
From $360 per night (USD)
VRBO
Ski in \/ ski out condo overlooking the base area. Access to shared hot tubs
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
This updated spacious 3 bedroom/ 3 bath condo features spectacular views of the slopes from all three bedrooms as well a ...
From $360 per night (USD)
VRBO
$Ski-in\/Ski-out condo right at the base with access to 2 shared hot tubs.$
From $159 per night (USD)
Expedia
Ski-in\/Ski-out condo right at the base with access to 2 shared hot tubs.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Just steps away from being on the mountain, you will enjoy everything this updated one bedroom Zephyr Mountain Lodge con ...
From $159 per night (USD)
Expedia
$Luxury condo w\/underground parking. Only minutes from slopes. Shared hot tub$
From $355 per night (USD)
VRBO
Luxury condo w\/underground parking. Only minutes from slopes. Shared hot tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Very comfortable and tastefully decorated luxury 1800 square foot townhome 1/4 mile from the base area. You will enjo ...
From $355 per night (USD)
VRBO
From $454 per night (USD)
Expedia
Luxury Townhome in Beautiful Rocky Mountain Setting
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
This beautiful mountain townhouse features all the comforts of home. The master bedroom features a king-sized bed and a ...
From $454 per night (USD)
Expedia

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