Winter Park Rentals
- From $295 per night (USD)
VRBO
Inviting lodging w\/ private hot tub, high-speed WiFi, foosball, & gas grill
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Winter Park Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $295 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Clubhouse w\/ Hot tub | Pool | 2 bedroom w\/ bunk sleeping area, sleeps 8 in beds 211
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Trailhead Lodges is located in the heart of downtown Winter Park, Colorado. This two-bedroom condo with a bonus sleeping ...
From $200 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This amazing 3 story, END unit townhouse is located in Downtown Winter Park, steps away from Hideaway Park (music venue, ...
From $225 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Ski chalet-inspired condo with forest views, balcony, W\/D & easy transportation
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Winter Park Cozy Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $217 per night (USD)Expedia
- From $138 per night (USD)
VRBO
Fraser Crossing 1 Bedroom modern and comfortable
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Extra spacious updated 1 bedroom, 1 bath accessible condo within the base village of Winter Park Resort. The extra squ ...
From $138 per night (USD)VRBO
- From $141 per night (USD)
Expedia
Modern Ski-In \/ Ski-Out 1BR Condo w\/ FirePlace, Mtn Views & Huge HotTub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
1 BEDROOM / 1 BATHROOM SLEEPS 5 with Mountain Views & FirePlace / Large Shared Hot Tub / Heated Garage / 2 minute Walk ...
From $141 per night (USD)Expedia
- From $119 per night (USD)
VRBO
Condo on the Shuttle Route w\/ Private Sauna, Fireplace & Shared Hot Tubs\/Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Snowblaze Condominiums C14 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $119 per night (USD)VRBO
- From $88 per night (USD)
Expedia
Chic Winter Park Studio w\/ Community Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Enjoy direct ski-in/out access to one of the best ski mountains in the country at this Winter Park vacation rental. Rela ...
From $88 per night (USD)Expedia
- From $210 per night (USD)
VRBO
Creekside townhome on bus route with lovely views, fireplace, W\/D - dog-friendly
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 11
Vasquez Retreat 5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $210 per night (USD)VRBO
- From $486 per night (USD)
Expedia
Amazing 5-Bedroom Home Featuring Private Hot Tub\/Washer & Dryer\/Free WiFi\/Deck
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
Dreamcatcher 7B Rental Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $486 per night (USD)Expedia
- From $108 per night (USD)
VRBO
Wonderful Studio in Complex w\/Ski-In\/Ski-Out Access + Shared Pool & Hot Tub\/WiFi
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Iron Horse Resort 5064 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $108 per night (USD)VRBO
- From $100 per night (USD)
Expedia
Studio on the Shuttle Route with WiFi and Shared Pool, Hot Tubs, and Gym
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Snowblaze Condominiums E103 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $100 per night (USD)Expedia
- From $121 per night (USD)
VRBO
Ideally Located Condo w\/ Easy Shuttle Access & Shared Hot Tub - Walk Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Timber Run Evergreen 9 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $121 per night (USD)VRBO
- From $162 per night (USD)
Expedia
Creekside townhome on the ski shuttle route with gas fireplace
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 10
Vasquez Retreat 6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $162 per night (USD)Expedia
- From $124 per night (USD)
VRBO
Mountain-view condo near skiing & Arapaho National Forest - walk to town
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Vasquez Run B201 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $124 per night (USD)VRBO
- From $92 per night (USD)
Expedia
Simple & Lovely Studio with Wood Fireplace, WiFi & Mountain View Balcony
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Timber Run Vista 2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $92 per night (USD)Expedia
- From $90 per night (USD)
VRBO
Lovely Studio Home w\/Shared Hot Tub & Pool + Free WiFi\/Game Room\/Ping-Pong Table
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Iron Horse Resort 3063 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $90 per night (USD)VRBO
- From $642 per night (USD)
Expedia
☜ Look At Those VIEWS! | Lakota Retreat | LUXE HOME | Private Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 18
Your next luxury vacation starts at Lakota Retreat, a five bedroom, luxe mountain modern home that's across the way from ...
From $642 per night (USD)Expedia
- From $120 per night (USD)
VRBO
Penthouse Studio - Ski In-Out, Iron Horse - Easy Access to Winter Park Base
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Relax on the quiet 6th floor with stunning views of The Continental Divide. Enjoy Sunny mornings from your private balco ...
From $120 per night (USD)VRBO
- From $138 per night (USD)
Expedia
Downtown Winter Park | 1-Stop Shuttle to Trestle Bike Park | Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 3
Snowblaze E209 - a SkyRun Winter Park Property Escape to your perfect summer wonderland less than four miles north of ...
From $138 per night (USD)Expedia
- From $357 per night (USD)
VRBO
Spacious Townhome with Private Hot Tub, minutes away from Winter Park Resort
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Enjoy this beautiful end-unit, three story townhome located just minutes from Winter Park Resort. With five bedrooms an ...
From $357 per night (USD)VRBO
- From $253 per night (USD)
Expedia
Mountain View Retreat, Walk to Winter Park Gondola
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy waking up to freshly-powdered trails and snow-capped peaks with a stay at this 3-bedroom, 3-bath vacation rental. ...
From $253 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Luxury Ski in\/Ski out town home, private hot tub, great for families and groups
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 11
Beautiful & spacious town home unit, located at the base of the mountain. Easy access to the slopes and village. have pl ...
From $450 per night (USD)VRBO
- From $237 per night (USD)
Expedia
New Luxury Loft 101 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $237 per night (USD)Expedia
- From $186 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 $186 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Come Ride, Hike, Dine, Play and Relax! Mountain Retreat at Base of Winter Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This lovely, unbelievably convenient condo was newly renovated with new flooring, fixtures, furnishings, decor, lighting ...
From $350 per night (USD)Expedia
- From $315 per night (USD)
VRBO
Come Ride, Hike, Dine, Play & Relax; XL Condo at Base of Winter Park Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautifully updated Extra Large 1 Bedroom Mountain Retreat in the Zephyr Mountain Lodge at the base of Winter Park Resor ...
From $315 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Ski In\/Out Luxury Condo 1221 \/ Hot Tub \/ Gym \/ Ski Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $200 per night (USD)Expedia
- From $383 per night (USD)
VRBO
👌 Stunning Penthouse | Zephyr Mountain Lodge 2800 | Two Story Condo at Base | All the Amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Wrapped in mountain style from top to bottom, Zephyr Mountain Lodge 2800 is a three bedroom, two level penthouse, ski in ...
From $383 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Modern\/Rustic 2-bedroom Townhouse + Bonus Loft
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Newly renovated modern/rustic three-story A-Frame townhome! Small, but cozy, this 2 bedroom (+ loft) space can comforta ...
From $200 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Winter Park Condo w\/Hot Tub & Shuttle-Walk to Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Fall in love with the Rocky Mountains from this newly built 4-bedroom, 3-bathroom Winter Park vacation rental condo that ...
From $240 per night (USD)VRBO
- From $560 per night (USD)
Expedia
New Luxury Villa 301 Next To Resort \/ Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $560 per night (USD)Expedia
- From $350 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 $350 per night (USD)VRBO
- From $202 per night (USD)
Expedia
Secluded 3 bedroom, large deck area, spacious interior
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This premium 3 bedroom, Hi Country Haus unit has a spacious 1,023 square feet, on the third floor. In the living room a ...
From $202 per night (USD)Expedia
- Click For Pricing
Expedia
Luxurious Town home with mountain views, private decks and spacious floor plan
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This wonderful Bear Crossing town home is great for either a winter or summer getaway to the Colorado Rocky Mountains. ...
Click For PricingExpedia
- From $253 per night (USD)
Expedia
New Luxury Loft 24 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $253 per night (USD)Expedia
- From $97 per night (USD)
VRBO
Second-floor condo with fireplace, hot tub & indoor pool - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hi Country Haus Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $97 per night (USD)VRBO
- From $265 per night (USD)
Expedia
New Luxury Loft 6 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $265 per night (USD)Expedia
- From $450 per night (USD)
VRBO
4BR - In town - walk to Restaurants, Shops, Trails [hot tub] family friendly
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This townhouse is the perfect mountain home for our family because it has 4 bedrooms and 4 bathrooms so everyone has the ...
From $450 per night (USD)VRBO
- From $479 per night (USD)
Expedia
New Luxury Loft 41 \/ Rooftop Hot Tub & Lounge \/ Arcade \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $479 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Luxe Downtown Winter Park Private Hot Tub 4 BR
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Steps to downtown Winter Park with shops, bars, convenience stores, coffee shops Fast Internet Fully stocked kitchen inc ...
From $243 per night (USD)VRBO
- From $409 per night (USD)
Expedia
Slopeside Luxury Villa 136 \/ Ski Views \/ Steam Shower \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $409 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Winter Park Ski in\/out XXL ZML condo w\/ views of ski hill, gondola, base, river
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
One of the few major ski resorts where you can actually ski in and out. Incredibly convenient location, just grab your ...
From $350 per night (USD)VRBO
- From $233 per night (USD)
Expedia
Retro Old School Winter Park Condo! Family Friendly 3 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amazing 3 bedroom condo overlooking the Fraser River and on the free bus line to the mountain! Roomy and spacious yet v ...
From $233 per night (USD)Expedia
- From $799 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 $799 per night (USD)VRBO
- From $298 per night (USD)
Expedia
Downtown 4 bedroom private hot tub & mountain views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Stay in a luxurious downtown Winter Park 4 bedroom townhome for 10 persons. Three interior levels with the lowest level ...
From $298 per night (USD)Expedia
- From $99 per night (USD)
VRBO
Location and Comfort - One Bedroom Ski In \/ Ski out, Hot Tub and Fire Pit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the Winter Park Village, this condo is walking distance to The Gondola and base area. Our One Bedroom Condo ...
From $99 per night (USD)VRBO
- From $140 per night (USD)
Expedia
Fraser Crossing remodeled studio
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Renovated Fraser Crossing Studio - with excellent 5th floor views of the Winter Park Resort and within 150 yard walk to ...
From $140 per night (USD)Expedia
- From $249 per night (USD)
VRBO
Fantastic Family Home w\/Shared Pool & Hot Tub in the heart of Town of WP
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Very comfortable and cozy condo (located on 2nd floor) with newer hard-surface flooring. Comfortable sleeps 8. Primary b ...
From $249 per night (USD)VRBO
- From $168 per night (USD)
Expedia
Winter Park Basecamp for Adventure
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Hi Country Haus! This classic ground floor two bedroom condo is ideally located within the heart of Winter Pa ...
From $168 per night (USD)Expedia
- From $222 per night (USD)
VRBO
Winter Park Condo w\/ Mountain Views + Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Found in the heart of Winter Park, this 3-bedroom, 3-bath vacation rental is the perfect home base for your next outdoor ...
From $222 per night (USD)VRBO
- From $698 per night (USD)
Expedia
Lakota Summit | Across From Ski Resort | Movie Theatre & Video Games | Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Dreamy vacations are made at Lakota Summit, a brand new home nestled in the Lakota neighborhood, featuring sweeping view ...
From $698 per night (USD)Expedia
- From $215 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 $215 per night (USD)VRBO
- From $186 per night (USD)
Expedia
New Listing Ski-In\/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the ultimate Rocky Mountain experience when you stay at this SKI-IN SKI-OUT paradise located right on the river, j ...
From $186 per night (USD)Expedia
- From $340 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 $340 per night (USD)VRBO
- Click For Pricing
Expedia
Peaceful condo on river in downtown WP w\/ pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our condo is ideally located on the lovely Fraser River and in the middle of downtown WP. Take a short walk to shops, re ...
Click For PricingExpedia
- From $225 per night (USD)
VRBO
New 2 Bed\/ 2.5 Bath Downtown Condo - Balcony with Mountain Views!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to the Rockies - you'll surely enjoy your stay in my brand new 2 bedroom, 2.5 bathroom condo! Relax and unwind ...
From $225 per night (USD)VRBO
- From $420 per night (USD)
Expedia
Slopeside Luxury Villa 126 \/ Ski Views \/ Hot Tub \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $420 per night (USD)Expedia
- From $300 per night (USD)
VRBO
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 $300 per night (USD)VRBO
- From $409 per night (USD)
Expedia
New Penthouse Villa 282 \/ Rooftop Hot Tub \/Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $409 per night (USD)Expedia
- From $698 per night (USD)
VRBO
Slopeside Townhome at Winter Park Resort
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Finished in 2021, this modern townhome is convieniently located in Old Town, Winter Park. The Winter Park ski resort is ...
From $698 per night (USD)VRBO
- From $599 per night (USD)
Expedia
Luxury Home 270 Next To Resort \/ Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $599 per night (USD)Expedia
- From $119 per night (USD)
VRBO
Renovated Condo near the Slopes and Trails
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
The perfect getaway...Remodeled, beautifully decorated Condo right in the town of Winter Park. Condo is within walking d ...
From $119 per night (USD)VRBO
- From $95 per night (USD)
Expedia
Walk to Slopes! Newer Condo! Sleeps 4!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Top floor studio located 2 minute walk from the base of the lift and right on the free bus route. Complete with a kitch ...
From $95 per night (USD)Expedia
- From $331 per night (USD)
VRBO
Luxurious Townhouse with Unrivaled Views Overlooking Winter Park Resort
- Bedrooms:
- 4
- 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 $331 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Ski In\/Ski Out about 60 Steps to The Corridor Trail between Mary Jane & Gondola
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our Iron Horse "Slopeside" Condo is located on the 5th floor and about 60 steps from our door across the ski bridge to " ...
From $250 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Ski In\/Out Luxury Condo 4375 \/ Huge Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $200 per night (USD)VRBO
- From $701 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 $701 per night (USD)VRBO
- From $955 per night (USD)
VRBO
Ski in\/out condo,K Bed,memory foam Q pull-out,xbox,deck w\/grill,hot tub,sleeps 5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Rocky Mountain National Park is requiring reservations May - October - see their website for details. ** Be sure to w ...
From $955 per night (USD)VRBO
- From $509 per night (USD)
Expedia
New Luxury Villa 607 Next To Resort \/ Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $509 per night (USD)Expedia
- Click For Pricing
Expedia
Upscale Condo Overlooking Hideaway Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This large bright condo built in 2008 overlooks the concert venue in Hideaway Park in downtown Winter Park. On the secon ...
Click For PricingExpedia
- From $332 per night (USD)
VRBO
Feel the essence of wonderful Colorado. Winter or summer, autumn and spring.
- Bedrooms:
- 2
- 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 $332 per night (USD)VRBO
- From $226 per night (USD)
VRBO
Ski in\/out,2\/2,hot tub,K & T\/Q\/T Bunk,memory foam Q couch\/xbox\/deck grill\/sleep8
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Rocky Mountain National Park is requiring reservations May - October - see their website for details. **Be sure to watc ...
From $226 per night (USD)VRBO
- From $318 per night (USD)
Expedia
New River Front Luxury Villa 232 \/ Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $318 per night (USD)Expedia
- From $177 per night (USD)
VRBO
Newly Built Ski Condo w\/ Hot Tub & Shuttle Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spend your next ski trip in style at this newly constructed 2-bed, 2-bath condo! Walk only a few feet to catch a ride do ...
From $177 per night (USD)VRBO
- From $133 per night (USD)
Expedia
Quick & Easy Access to the Gondola at Winter Park Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Founders Pointe 4368 - a SkyRun Winter Park Property Welcome to our delightful Winter Park Resort Village condo, perfe ...
From $133 per night (USD)Expedia
- From $150 per night (USD)
VRBO
2 Bedroom -Great Ski Area Views - Ski Free Christmas '23
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Book 4 or more nights from Dec 16-27, 2023, and receive vouchers valid for 2 free lift tickets for each night you stay. ...
From $150 per night (USD)VRBO
- From $309 per night (USD)
Expedia
Rustic Charm and Urban Comforts: Winter Park Cabin with Hot Tub and Wildlife Encounters
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Willows Way 106 - a SkyRun Winter Park Property Perfect downtown location in downtown Winter Park! Tucked away off t ...
From $309 per night (USD)Expedia
- From $480 per night (USD)
VRBO
New River Front Luxury Villa 244 \/ Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $480 per night (USD)VRBO
- From $1394 per night (USD)
Expedia
Modern Luxury Condo 3bed\/2bath Ski In\/Ski Out - Great for Families
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Have the ultimate Colorado Mountain experience when you stay at this amazing 3rd floor corner unit. Outfitted with all t ...
From $1394 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Newly renovated Condo at the Base. Access to shared hot tub & ski-lockers
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Hot Tub Renovation Project Tentative Schedule: The anticipated Start date is April 29th, 2024. Project work hours are 7 ...
From $150 per night (USD)VRBO
- From $748 per night (USD)
Expedia
New Luxury Villa 401 Next To Resort \/ Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $748 per night (USD)Expedia
- From $614 per night (USD)
VRBO
Luxurious Double Master Suites, Stunning Mountain View, Hot Tub & WiFi!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Arkouda Lodge! This mountain getaway is just one mile from downtown Winter Park for fine dining and great sh ...
From $614 per night (USD)VRBO
- From $138 per night (USD)
Expedia
The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
In floor radiant heat, fireplace. Three comfortable beds to sleep 6 people. We also supply a Pack and Play crib and Hi ...
From $138 per night (USD)Expedia
- From $154 per night (USD)
VRBO
Zephyr Mtn Lodge Slopeside - True ski-in \/ ski-out at WP base - many UPGRADES
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
BIG upgrades - new windows summer 2023, American Leather king sleep sofa spring 2022, king bed (BR1), plus queen bunk b ...
From $154 per night (USD)VRBO
- From $271 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 $271 per night (USD)VRBO
- From $104 per night (USD)
VRBO
Zephyr Mountain Lodge\/Slope Side Bldg True Ski\/Bike in\/ out with patio walk out
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Know before you book... Check resort dates and hours of operation for both Winter Skiing and Summer Biking. If you pl ...
From $104 per night (USD)VRBO
- From $159 per night (USD)
Expedia
Top Floor Ski-In \/ Ski-Out Studio Condo at the base of Winter Park Resort
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 5
*Discounted Rates through November. Amenity deck with access to Hot tubs and grills is closed for renovation from Apri ...
From $159 per night (USD)Expedia
- From $161 per night (USD)
VRBO
Top Floor Ski-In \/ Ski-Out 1 Bedroom Condo at the base of Winter Park Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
*Discounted Rates through November. Amenity deck with access to Hot tubs and grills is closed for renovation from Apri ...
From $161 per night (USD)VRBO
- From $91 per night (USD)
Expedia
Winter Park Base Studio - 200 yds to Gondola !
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
(Winter Park Short-Term Rental Registration No. 006076) CONSTRUCTION NOTICE - Starting April 29th 2024 the Founders Po ...
From $91 per night (USD)Expedia
- From $219 per night (USD)
VRBO
Newly listed Ski In Ski Out | amenities deck level | Winter Park Resort | 4355
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Founders Pointe is located across from the Base at Winter Park Resort Village and is considered ski in ski out condomini ...
From $219 per night (USD)VRBO
- From $279 per night (USD)
VRBO
Perfect mountain getaway any time of year!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
This beautiful condo, is in a prime location, has gorgeous mountain views, is close to slopes, has a private hot tub, a ...
From $279 per night (USD)VRBO
- From $115 per night (USD)
VRBO
Ski-In, Ski-Out Luxury, Corner Unit. Sleeps 4. Hot Tubs, Pool, 55\" TV. Near Base
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our Winter Park, Colorado condo has all the amenities: * Largest one-bedroom layout * Corner unit offers additional lig ...
From $115 per night (USD)VRBO
- From $266 per night (USD)
Expedia
Chic downtown WP condo; 5 mins to slopes 🎿; walk to drinks🍹& dining, hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Beautiful, remodeled condo in downtown Winter Park. Amazing location and walking distance to restaurants, shopping, brew ...
From $266 per night (USD)Expedia
- Click For Pricing
Expedia
Updated condo in heart of downtown Winter Park with hot tubs & pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hi Country 16-8 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
Click For PricingExpedia
- From $119 per night (USD)
Expedia
**Downtown** Private Hot Tub, Garage, Fireplace & Washer\/Dryer
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
*****Tesla 30A 240v charger charges at 24A in private garage (added in 2021).**** This unit is in a prime location with ...
From $119 per night (USD)Expedia
- From $473 per night (USD)
VRBO
Mountain Home ~ 5 Mi to Winter Park Resort!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Get the best of the winter snow and the summer sun at this stunning Winter Park vacation rental! With stunning views of ...
From $473 per night (USD)VRBO
- Click For Pricing
VRBO
Zephyr - Walkout to the Lifts! Ride, Hike, Play best location in the Village!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Relax, unwind, indulge and enjoy in this PREMIER 2BR/2BA SLOPESIDE CONDO WITH TRUE SKI-IN/SKI-OUT - walk-in Shower in Ma ...
Click For PricingVRBO
- From $90 per night (USD)
VRBO
Mountain View Studio with Shared Hot Tub, Gas Fireplace, and High-Speed WiFi
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Founders Pointe 4445 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $90 per night (USD)VRBO
- From $119 per night (USD)
Expedia
Cozy Winter Park Hideaway: Pool, Hot Tub, and Resort Shuttle Nearby
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hi Country Haus 13-15 - a SkyRun Winter Park Property Step into our inviting condo, nestled alongside the serene river ...
From $119 per night (USD)Expedia