Winter Park Rentals
- From $169 per night (USD)
VRBO
Winter Park Condo, 2 bedrooms, 2 full baths, sleeps 8, walk to town!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This family-friendly Winter Park condo, located in Hi Country Haus features a full kitchen, two bedrooms and two full ba ...
From $169 per night (USD)VRBO
- From $120 per night (USD)
Expedia
Moose Haven! 2 bedrooms, walk to Main Street, mt views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This wonderfully spacious 2 bedroom condominium nickname the Moose Haven, which is reflective in the overall unit decor. ...
From $120 per night (USD)Expedia
- From $393 per night (USD)
VRBO
Luxury in Downtown Winter Park CO
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Location, Location, Location Stay at our luxurious and spacious 4 bedroom / 4.5 bath townhouse in the heart of Winter P ...
From $393 per night (USD)VRBO
- From $233 per night (USD)
Expedia
Rustic meets contemporary in this gorgeous Townhome w\/ private hot tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to the perfect getaway in this 3 Bed/2.5 Bath beautiful townhome full of luxury amenities. Upon entry, you'll f ...
From $233 per night (USD)Expedia
- From $294 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 $294 per night (USD)VRBO
- From $157 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 $157 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 $239 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 $239 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 $230 per night (USD)
Expedia
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 $230 per night (USD)Expedia
- From $458 per night (USD)
VRBO
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 $458 per night (USD)VRBO
- From $134 per night (USD)
Expedia
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 $134 per night (USD)Expedia
- From $219 per night (USD)
VRBO
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 $219 per night (USD)VRBO
- From $138 per night (USD)
Expedia
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 $138 per night (USD)Expedia
- From $140 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 $140 per night (USD)VRBO
- From $638 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 $638 per night (USD)Expedia
- From $306 per night (USD)
VRBO
Spacious Townhome w\/ Hot Tub. Only minutes 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 $306 per night (USD)VRBO
- From $256 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 $256 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 $206 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 $206 per night (USD)Expedia
- From $322 per night (USD)
VRBO
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 $322 per night (USD)VRBO
- From $316 per night (USD)
Expedia
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 $316 per night (USD)Expedia
- From $186 per night (USD)
VRBO
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 $186 per night (USD)VRBO
- From $397 per night (USD)
Expedia
👌 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 $397 per night (USD)Expedia
- Click For Pricing
Expedia
Pet-Friendly Escape: Downtown Convenience, Resort Shuttle, Clubhouse Fun
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Hi Country Haus - 10-18 - a SkyRun Winter Park Property Your pet-friendly haven awaits in the perfect downtown locati ...
Click For PricingExpedia
- From $280 per night (USD)
Expedia
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 $280 per night (USD)Expedia
- From $468 per night (USD)
VRBO
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 $468 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
- From $393 per night (USD)
VRBO
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. ...
From $393 per night (USD)VRBO
- From $202 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 $202 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $206 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 $206 per night (USD)Expedia
- From $481 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 $481 per night (USD)VRBO
- From $313 per night (USD)
Expedia
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 $313 per night (USD)Expedia
- From $389 per night (USD)
VRBO
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 $389 per night (USD)VRBO
- From $299 per night (USD)
Expedia
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 $299 per night (USD)Expedia
- From $228 per night (USD)
VRBO
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 $228 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 townhome – a wonderful location within walking distance of all restaurants, sho ...
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
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $673 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 $673 per night (USD)Expedia
- From $175 per night (USD)
VRBO
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 ...
From $175 per night (USD)VRBO
- From $271 per night (USD)
Expedia
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 $271 per night (USD)Expedia
- From $359 per night (USD)
VRBO
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 $359 per night (USD)VRBO
- From $471 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 $471 per night (USD)Expedia
- From $600 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 $600 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 $184 per night (USD)
VRBO
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 $184 per night (USD)VRBO
- From $188 per night (USD)
Expedia
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 $188 per night (USD)Expedia
- 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 $359 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 $359 per night (USD)Expedia
- 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 $133 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 $133 per night (USD)VRBO
- From $132 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 charming Winter Park Resort Village condo, nestle ...
From $132 per night (USD)Expedia
- From $155 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 $155 per night (USD)VRBO
- From $439 per night (USD)
Expedia
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 $439 per night (USD)Expedia
- From $1323 per night (USD)
VRBO
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 $1323 per night (USD)VRBO
- From $605 per night (USD)
Expedia
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 $605 per night (USD)Expedia
- From $88 per night (USD)
VRBO
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 $88 per night (USD)VRBO
- From $164 per night (USD)
Expedia
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 $164 per night (USD)Expedia
- From $542 per night (USD)
VRBO
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 $542 per night (USD)VRBO
- From $104 per night (USD)
Expedia
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)Expedia
- From $163 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
Amazing views / Large Hot Tub / Heated Garage / 2 minute Walk to the Slopes. This 1 bedroom / 1 bathroom unit is a ne ...
From $163 per night (USD)VRBO
- From $212 per night (USD)
Expedia
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 $212 per night (USD)Expedia
- From $122 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 $122 per night (USD)VRBO
- From $249 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 $249 per night (USD)Expedia
- From $460 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 $460 per night (USD)VRBO
- 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 $138 per night (USD)
VRBO
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 Welcome to our charming condo, nestled by the river and convenie ...
From $138 per night (USD)VRBO
- From $126 per night (USD)
Expedia
Iron Horse 1 bedroom sleeps 4 - cozy condo getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This 1 bedroom unit is on the 4th floor of the building and offers a cozy vacation rental experience and will sleep 4 pr ...
From $126 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Summer Retreat: Dog-Friendly Condo Near Music Scene in Downtown Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Snowblaze A14 - a SkyRun Winter Park Property Stylish 2-bedroom condo in downtown Winter Park. Walk to live music at H ...
From $174 per night (USD)VRBO
- From $231 per night (USD)
Expedia
Downtown Wooded Mountain Setting! Next to Wolf Park on FREE Shuttle. Tim
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Timber Ridge - a SkyRun Winter Park Property This cozy three-level Timber Ridge townhome is nestled in a private wood ...
From $231 per night (USD)Expedia
- From $455 per night (USD)
VRBO
Cozy Winter Park Condo w\/ Patio - Walk to Main St!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Explore one of Colorado’s favorite mountain towns at this 2-bedroom, 2-bathroom Winter Park vacation rental condo. Relax ...
From $455 per night (USD)VRBO
- From $181 per night (USD)
Expedia
AMAZING VIEWS! Walk Into Town, on Ski Shuttle Route
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Winter Park Short-Term Rental Registration #004722 Relax and enjoy this 2nd floor condo (top floor) with unobstructed, ...
From $181 per night (USD)Expedia
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Expedia
Unwind in Style | Luxury Downtown Winter Park Home with Pool & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Silverado II 632 - a SkyRun Winter Park Property Stunning remodel in a great downtown location. This updated Modern 2 ...
Click For PricingExpedia
- From $191 per night (USD)
Expedia
Ski-in\/Ski-out Bliss: Your Dream Getaway near Gondola at Winter Park Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Zephyr Mountain Lodge 1504 - a SkyRun Winter Park Property Located right at the base of Winter Park Resort this 2 bed ...
From $191 per night (USD)Expedia
- Click For Pricing
VRBO
Majestic Moose Haven: Rustic Retreat with Hot Tub in the Mountains
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Willows Way 102 - a SkyRun Winter Park Property Welcome to our charming downtown townhouse in the heart of Winter Par ...
Click For PricingVRBO
- Click For Pricing
Expedia
Ski Ready: Downtown Winter Park, Resort Shuttle at Your Doorstep
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Crestview 603 - a SkyRun Winter Park Property Experience the Crestview Condos with this generous 2-bedroom unit, whic ...
Click For PricingExpedia
- From $300 per night (USD)
VRBO
Downtown 3 Bed 3 Bath Condo Covered Parking \/ Hot Tubs
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Come stay in the heart of Winter Park, Colorado! This open and inviting 3 bedroom, 3 bathroom condo sleeps 8, is within ...
From $300 per night (USD)VRBO
- From $1800 per night (USD)
Expedia
Base Camp-Play hard then rest well in luxury! Ski in\/out 4 BR-secluded-Jane Crk
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 15
This unit offers numerous amenities that make a Winter Park vacation one that you and your family or friends will rememb ...
From $1800 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Luxury Chalet 1240 \/ Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $299 per night (USD)VRBO
- From $399 per night (USD)
Expedia
New Luxury Villa 296 \/ Rooftop Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $399 per night (USD)Expedia
- From $139 per night (USD)
VRBO
2 BR 1-1\/4 Bath Dog friendly, Hi Country Haus 1st Flr WP Condo by river, Cozy!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
***Check out our Reduced / extremely LOW rates for spring, fall and early and late 2023 - 2024 ski season! Ask about re ...
From $139 per night (USD)VRBO
- From $178 per night (USD)
Expedia
3 bedroom family condo - plenty of views and amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Downtown remodeled 3 bedroom condo offers the perfect escape for year round fun! This fully renovated 3-bedroom, 2-bathr ...
From $178 per night (USD)Expedia
- From $145 per night (USD)
VRBO
✓ A+ Base Area Condo | Zephyr Mountain Lodge | Mountain Views | New Decor | Ski In Ski Out
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Zephyr Mountain Lodge 2305 showcases the natural light coming in from the slopes of the Winter Park Resort and features ...
From $145 per night (USD)VRBO
- From $536 per night (USD)
Expedia
Slope side Single Family Home at the base of Winter Park!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Treat Yourself! 5 Bedroom house walkable to the base! Private hot tub overlooking the ski slopes, open floor plan with ...
From $536 per night (USD)Expedia
- From $199 per night (USD)
VRBO
New Luxury Loft 17 \/ 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 $199 per night (USD)VRBO
- From $244 per night (USD)
Expedia
Condo w\/ View - 1 Block to Main St - 4 Mi to Ski!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Hit the slopes and embrace mountain living with this 2-bed, 2-bath condo as your Winter Park base. Featuring a modern in ...
From $244 per night (USD)Expedia
- From $1458 per night (USD)
VRBO
Winter Park Ski Haus | PET-FRIENDLY | Walk To Resort | Unique Ski Chalet | Hot Tub
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 17
PLEASE NOTE: This home will be a 6 bedroom / 6.5 bathroom home starting in winter 24/25. The current photos do not refle ...
From $1458 per night (USD)VRBO
- From $262 per night (USD)
Expedia
New Luxury Townhome 1 \/ Arcade \/ Hot Tub \/ Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $262 per night (USD)Expedia
- From $379 per night (USD)
VRBO
New Luxury Villa 256 \/ Rooftop Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $379 per night (USD)VRBO
- From $221 per night (USD)
Expedia
Downtown Winter Park, in the heart of it all, New Home. TE 405
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Are you looking for a luxury vacation home that is brand new? If this sounds like you, then Hideaway Station is the perf ...
From $221 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Luxury 3br\/3.5ba Town House w\/ Private Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Our townhome has all the comforts of home and is conveniently located on the free ski shuttle in a tranquil mountain set ...
From $350 per night (USD)VRBO
- From $145 per night (USD)
Expedia
Large Glass Front with Beautiful Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Rosita #3 is a two bedroom, two bath condo that can sleep up to six. This deluxe townhouse-style unit is three story wit ...
From $145 per night (USD)Expedia
- From $180 per night (USD)
VRBO
Modern and spacious 1 bdrm condo - walk to everything in downtown Winter Park!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a spacious and bright one bedroom. Large bathroom with a huge bathtub. Fireplace and full-size washer/dryer. G ...
From $180 per night (USD)VRBO
- From $443 per night (USD)
Expedia
🐾 PET-FRIENDLY | Lakota Antlers 300 | Alpenglow Hot Tub Views | Game Room!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Love life in Lakota, the perfect Winter Park location for all seasons and activities. Just across from the ski resort an ...
From $443 per night (USD)Expedia