Winter Park Rentals
From $397 per night (USD)VRBO
New Ski In Out Luxury Loft 102 I Hot Tub I Gym 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 $397 per night (USD)VRBO
From $1877 per night (USD)Expedia
Winterhaven Estate by AvantStay | Sleeps 19 Guests | Views, Firepit, Hot Tub
- Bedrooms:
- 8
- Bathrooms:
- 11
- Sleeps:
- 19
Welcome to Winterhaven Estate by AvantStay — a private alpine compound in Winter Park, Colorado, designed to bring peopl ...
From $1877 per night (USD)Expedia
From $259 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 $259 per night (USD)VRBO
From $160 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 $160 per night (USD)VRBO
From $168 per night (USD)VRBO
Cozy Condo in WP - On Blue Bus Route - Walk to Downtown, 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 $168 per night (USD)VRBO
From $170 per night (USD)VRBO
Luxe Townhome | Private Hot Tub & Amazing Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to our exquisite newly listed luxury townhome, nestled less than 5 miles away from the world-renowned W ...
From $170 per night (USD)VRBO
From $362 per night (USD)VRBO
NEW remodeled 3 bedroom, river view, 3 private decks, outdoor firepit
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 13
Completely remodeled 3 bedroom townhome offers 3 private decks and a wonderful creek view. Main entry floor is on the g ...
From $362 per night (USD)VRBO
From $657 per night (USD)Expedia
Winter Park Luxury Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 15
SUPER HOST 5 STAR REVIEW NEW PROPERTY- Built in 2023 Mountain Contemporary home located in the uber exclusive Leland Cre ...
From $657 per night (USD)Expedia
From $333 per night (USD)VRBO
Luxury, END UNIT townhome w/amazing views & privacy. High-end furnishings. Cozy.
- Bedrooms:
- 3
- 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 $333 per night (USD)VRBO
From $561 per night (USD)Expedia
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 $561 per night (USD)Expedia
From $857 per night (USD)VRBO
Indulge | Majestic Views | Teepee | Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $857 per night (USD)VRBO
From $433 per night (USD)Expedia
2BR/1.5BA Brand New Remodel,Old Town,free bus
- Bedrooms:
- 1
- 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 $433 per night (USD)Expedia
From $289 per night (USD)VRBO
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 $289 per night (USD)VRBO
From $383 per night (USD)VRBO
3 Bed 3 1/2 Bath with garage, hot tub and unbeatable downtown location
- Bedrooms:
- 2
- 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 $383 per night (USD)VRBO
From $364 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 $364 per night (USD)VRBO
From $310 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 $310 per night (USD)VRBO
From $708 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 $708 per night (USD)VRBO
From $354 per night (USD)VRBO
3BR/2Ba Home W/Hot Tub, Sauna, Walk to Everything! Private Yard W/View & Bbq
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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
From $459 per night (USD)VRBO
4 Bedroom,Private Hot Tub, Garage,Close to Town, Free Bus
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Winter Park Short-Term Rental Registration No. 003378 Minimum stays (3 - 5 nights) are required during holidays and hig ...
From $459 per night (USD)VRBO
From $387 per night (USD)Expedia
2 Masters, Private Hot Tub, Superb Views - Close to WP Resort Skiing, Biking
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Winter Park Short-Term Rental Registration No. 001347 Minimum stays (3 - 5 nights) are required during holidays and hig ...
From $387 per night (USD)Expedia
From $153 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 $153 per night (USD)VRBO
From $149 per night (USD)Expedia
Top Floor with Beautiful Views! Great location! New Luxurious Sleeper Sofa!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Your Winter Park Getaway! We’re excited to welcome you to our luxury condo located in the heart of the Base ...
From $149 per night (USD)Expedia
From $423 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 $423 per night (USD)VRBO
From $336 per night (USD)VRBO
! Available for Jazz Fest ! - Luxury 3 Bdrm, 3.5 Bath Townhome in Downtown WP
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
*** We closely monitor and follow the government guidelines for short-term rentals. *** We are located immediately ad ...
From $336 per night (USD)VRBO
From $188 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 $188 per night (USD)VRBO
From $269 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 $269 per night (USD)VRBO
From $377 per night (USD)VRBO
Winter Park Retreat - In The Heart Of Downtown
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Located in the heart of downtown Winter Park, this 4 bedroom, 5 bathroom townhome has 4 floors of pure comfort featuring ...
From $377 per night (USD)VRBO
From $496 per night (USD)Expedia
Walk to downtown Winter Park with views of Parry Peak
- Bedrooms:
- 3
- 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 $496 per night (USD)Expedia
From $190 per night (USD)VRBO
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 $190 per night (USD)VRBO
From $210 per night (USD)Expedia
Fantastic front corner 2bd condo Base Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
(Winter Park Short-Term Rental Registration No. 005388) This is it! An amazing Winter Park condo located a few hun ...
From $210 per night (USD)Expedia
From $460 per night (USD)VRBO
Borders Nat'l Forest & at Trailhead. 3.3 Miles to Winter Park Resort. Sleeps 12
- Bedrooms:
- 2
- 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)VRBO
From $385 per night (USD)VRBO
Spacious, Modern Penthouse condo w/access to shared hot tub. Ski in & ski out
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $385 per night (USD)VRBO
From $2151 per night (USD)VRBO
SKIERS ROOST IN THE GATED SKI IN SKI OUT BRIDGERS CACHE COMMUNITY WP STR 066224
- Bedrooms:
- 4
- 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)VRBO
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
From $226 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 $226 per night (USD)VRBO
From $466 per night (USD)Expedia
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 $466 per night (USD)Expedia
From $251 per night (USD)VRBO
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)VRBO
From $416 per night (USD)VRBO
3 bed/3 ba Townhouse: hot tub, amazing view and on shuttle route
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Step into comfort and convenience in this charming Winter Park townhome! On the ground level, you'll find a convenient ...
From $416 per night (USD)VRBO
From $1151 per night (USD)VRBO
Custom Mtn Home near downtown Winter Park, on Shuttle Route, Hot tub!!
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 19
Welcome to The Aspen Lodge! We are located in Winter Park, Colorado. Within minutes from your doorstep you can enjoy y ...
From $1151 per night (USD)VRBO
From $322 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 $322 per night (USD)VRBO
From $460 per night (USD)VRBO
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 $460 per night (USD)VRBO
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 $1925 per night (USD)VRBO
Spacious & Luxurious 8-Bedroom Retreat in Downtown Winter Park on Vasquez Creek
- Bedrooms:
- 8
- Bathrooms:
- 8
- 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 $1925 per night (USD)VRBO
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
Click For PricingVRBO
Beautiful 2 bd/2 ba condo in the heart of town with all the amenities
- Bedrooms:
- 1
- 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 PricingVRBO
From $384 per night (USD)VRBO
Spacious condo just moments from Winter Park Ski Resort w/shared hot tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $384 per night (USD)VRBO
From $122 per night (USD)VRBO
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)VRBO
From $214 per night (USD)Expedia
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 $214 per night (USD)Expedia
From $226 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 $226 per night (USD)VRBO
From $454 per night (USD)Expedia
Perfect mountain getaway any time of year!
- Bedrooms:
- 3
- 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 $454 per night (USD)Expedia
From $216 per night (USD)VRBO
Ski-in Ski-out condo with pool and hot tub! Located between Winter Park and MJ.
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $216 per night (USD)VRBO
From $263 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 $263 per night (USD)VRBO
From $216 per night (USD)VRBO
Condo w/access to Private Rec Center w/pool & hot tub. New remodeled kitchen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This first floor condo features a large open floor plan with newly remodeled kitchen The kitchen has everything you need ...
From $216 per night (USD)VRBO
From $453 per night (USD)VRBO
NEW beautiful Townhouse at downtown Winter Park with private rooftop hot tub!
- Bedrooms:
- 3
- 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 $453 per night (USD)VRBO
From $231 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 $231 per night (USD)VRBO
From $225 per night (USD)VRBO
Newly renovated Condo at the Base. Access to shared hot tub & ski-lockers
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Additionally, at times there will be construction noise, possible Mondays-Saturdays (allowed work hours 7 am to 7 pm), w ...
From $225 per night (USD)VRBO
From $418 per night (USD)VRBO
Feel the essence of wonderful Colorado. Winter or summer, autumn and spring.
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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)VRBO
From $842 per night (USD)Expedia
Large Upscale Retreat off Vasquez Rd. Sleeps 14
- Bedrooms:
- 3
- 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)Expedia
From $377 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 $377 per night (USD)VRBO
From $445 per night (USD)VRBO
Luxurious Townhouse with Unrivaled Views Overlooking Winter Park Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $445 per night (USD)VRBO
From $560 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 $560 per night (USD)VRBO
From $920 per night (USD)VRBO
New Home at Base of Winter Park Ski Resort
- Bedrooms:
- 3
- 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 $920 per night (USD)VRBO
From $385 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 $385 per night (USD)VRBO
From $258 per night (USD)VRBO
Charming Log Cabin w/ Hot Tub in Winter Park, CO
- Bedrooms:
- 1
- 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 $258 per night (USD)VRBO
From $756 per night (USD)VRBO
Luxurious Downtown Log Cabin
- Bedrooms:
- 2
- 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 $436 per night (USD)Expedia
Fantastic townhouse in the heart of Downtown. Best in Red Quill Village
- Bedrooms:
- 4
- 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 $436 per night (USD)Expedia
From $130 per night (USD)VRBO
Cozy 1 Bedroom Hi Country Haus - on river !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Very comfortable, one-bedroom condominium located in Hi Country Haus in Winter Park, 1 block off of Main Street on free ...
From $130 per night (USD)VRBO
From $1140 per night (USD)VRBO
Beautiful Custom Timber Frame Home with Large Game Room 3600 sq ft
- Bedrooms:
- 4
- 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 $1140 per night (USD)VRBO
From $584 per night (USD)VRBO
Ski-in Ski-Out One Bedroom Condo at the Iron Horse
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $584 per night (USD)VRBO
From $249 per night (USD)VRBO
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 $249 per night (USD)VRBO
From $635 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 $635 per night (USD)VRBO
From $179 per night (USD)Expedia
Retro 70s Condo in Winter Park in Colorado's Rocky Mountains!
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $453 per night (USD)VRBO
Spectacular Views! Luxury 3BR/2BA in Base Area Location - Trademark
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Short Term Rental License Number: 005160 SUMMER IN WINTER PARK IS AMAZING! BOOK YOUR MOUNTAIN VACATION HERE! The R ...
From $453 per night (USD)VRBO
From $306 per night (USD)Expedia
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 $306 per night (USD)Expedia
From $265 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 $265 per night (USD)VRBO
From $255 per night (USD)Expedia
Lux 2B/2B Dwtn Condo w/ clubhouse, faces Hideaway Park stage/sledding hill,WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Winter Park Short-Term Rental Registration No. 001952 Stay here once and you’ll never want to stay anywhere else! This ...
From $255 per night (USD)Expedia
From $1387 per night (USD)VRBO
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 $1387 per night (USD)VRBO
From $149 per night (USD)VRBO
Completely Updated Condo in Great Location only steps to the Gondola
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Closest unit to the slopes and Gondola. Oversized 1 Bedroom with queen bed, bunk bed and queen memory foam sofa bed. ...
From $149 per night (USD)VRBO
From $364 per night (USD)VRBO
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 $364 per night (USD)VRBO
From $388 per night (USD)VRBO
Bear Crossing Cabin at Winter Park - With Hot Tub & Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $388 per night (USD)VRBO
From $227 per night (USD)VRBO
Spacious condo in prime location! Enjoy mountain views, pool, hot tubs & more
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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)VRBO
From $265 per night (USD)VRBO
Remodeled Ski in Ski out condo. Great for families. Access to pool & hot tub
- Bedrooms:
- 3
- Bathrooms:
- 2
- 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 $265 per night (USD)VRBO
From $229 per night (USD)VRBO
MOST AMAZING VIEWS from this condo. Only minutes from slopes. Shared hot tub
- Bedrooms:
- 3
- Bathrooms:
- 2
- 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 $229 per night (USD)VRBO
From $280 per night (USD)VRBO
Ski-In/Out / 2 King Suites + Sleeping Loft / Pool & Hot Tubs & private garage
- Bedrooms:
- 3
- Bathrooms:
- 2
- 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 $280 per night (USD)VRBO
From $228 per night (USD)VRBO
Ski in Ski out slopeside two bedroom at the Zephyr Mountain Lodge. Sleeps 8!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $228 per night (USD)VRBO
From $389 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 $389 per night (USD)VRBO
From $268 per night (USD)VRBO
UPDATED Ski in Ski out condo with private washer/dryer. Access to hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $268 per night (USD)VRBO
From $141 per night (USD)VRBO
Slope-Side Condo in WP Resort: Ski-in/Ski-out with Shared Hot Tub Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $141 per night (USD)VRBO
From $269 per night (USD)VRBO
Updated ground-level Ski In/Ski Out condo. Pool & Hot Tub access included
- Bedrooms:
- 3
- Bathrooms:
- 2
- 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)VRBO
From $338 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 $338 per night (USD)VRBO
From $138 per night (USD)VRBO
Ski-in/Ski-out condo right at the base with access to 2 shared hot tubs.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Just steps away from being on the mountain, you will enjoy everything this updated one bedroom Zephyr Mountain Lodge con ...
From $138 per night (USD)VRBO
From $318 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 $318 per night (USD)VRBO
From $415 per night (USD)VRBO
Luxury Townhome in Beautiful Rocky Mountain Setting
- Bedrooms:
- 4
- 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 $415 per night (USD)VRBO
From $140 per night (USD)VRBO
Ski In / Ski Out oversided condo right at the base. Access to shared hot tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is one of the larger one bedroom units and sleeps 4. It has an upgraded full kitchen with granite counters and bar ...
From $140 per night (USD)VRBO
From $363 per night (USD)VRBO
FOR RENT 3bd 3 bath,hottub,national forest,Trestle Bike Park,1.1 mile to town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
For Rent - May 15 - Nov. 15, 2025 Our "Blue Sky Condo" is a perfect location with 'out the door access' to all that th ...
From $363 per night (USD)VRBO
From $319 per night (USD)VRBO
50's Ski Town Meets Modern Flair
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Location, location, location! Bring back the 50's skiing era mixed with updated flair. This place is so special to me ...
From $319 per night (USD)VRBO
From $399 per night (USD)VRBO
4BR, 3 bth DOWNTOWN townhome, New Hot Tub, Best location in town!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Perfect 4BR/3BTH vacation rental for a large family or multiple families downtown Winter Park! Main level features maste ...
From $399 per night (USD)VRBO
From $430 per night (USD)VRBO
3BR Lakota Townhome, <1 Mile to Winter Park Resort, Stunning Views, Pet-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Look no further for your perfect mountain getaway in any season...return from your outdoor adventures to the warmth of t ...
From $430 per night (USD)VRBO
From $373 per night (USD)VRBO
Walk to the base! Inside the WP gates! Complete Remodel w/private hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located just one Block from the Winter Park base, this completely remodeled townhouse offers a superb location and incre ...
From $373 per night (USD)VRBO
From $275 per night (USD)VRBO
The Perfect 'Base Camp' for All Your Winter Park Adventures!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This condo was completely remodeled in 2020. Everything was modernized, and all appliances, furniture, bathrooms are br ...
From $275 per night (USD)VRBO