
James Peak Protection Area Rentals
- From $497 per night (USD)
VRBO
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 $497 per night (USD)VRBO
- From $634 per night (USD)
Expedia
Fraser Crossing condo walk to the slopes and more!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A top floor(6th floor) Fraser Crossing Studio - great views of the Winter Park Resort and within 150 yard walk to the of ...
From $634 per night (USD)Expedia
- 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 $522 per night (USD)
Expedia
Ski In Out Luxury Condo 4657 I Huge Hot Tub I Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the ultimate mountain getaway at Founders Pointe Ski In/Out Luxury Condo #4657, perfectly situated in the hea ...
From $522 per night (USD)Expedia
- From $623 per night (USD)
VRBO
River Front Luxury Villa 236 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Discover the ultimate mountain retreat at Arrow Luxury River Front Townhome 236, nestled in the heart of Winter Park, Co ...
From $623 per night (USD)VRBO
- From $1278 per night (USD)
Expedia
Jane's Ski Chalet | Luxury Mountain Mansion | Sleeps 17 | Modern Decor | Private Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 17
Looking for a dreamy mountain chalet located right on the slopes? Jane's Ski Chalet may be exactly what you're looking f ...
From $1278 per night (USD)Expedia
- From $321 per night (USD)
VRBO
NEW! 3 bed/2 bath w/Private Hot Tub, Walk to Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the perfect mountain getaway with this open and bright 2 bed/1 loft, 2 bath townhome with high-end finishes throug ...
From $321 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Ski In Out Luxury Condo 4574 I Huge Hot Tub I Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience the ultimate mountain getaway at Founders Pointe Ski In/Out Luxury Condo #4574, perfectly situated in the hea ...
From $315 per night (USD)Expedia
- From $268 per night (USD)
VRBO
Founders Pointe 4473 Ski In Ski Out Winter Park Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Founders Pointe is located just across from the Base at Winter Park Resort Village and considered a ski in ski out condo ...
From $268 per night (USD)VRBO
- From $234 per night (USD)
Expedia
Founders Pointe 4471 Ski In Ski Out Winter Park Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Founders Pointe is located just across from the Base at Winter Park Resort Village and considered a ski in ski out condo ...
From $234 per night (USD)Expedia
- From $267 per night (USD)
VRBO
Ski-In/Ski-Out Winter Park Condo w/ Pool Access!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Book your ideal Winter Park retreat to this 2-bedroom, 3-bathroom vacation rental just over a ½ mile from the chairlifts ...
From $267 per night (USD)VRBO
- From $243 per night (USD)
Expedia
☟Stay by the Park | Downtown Condo | Trailhead Lodges 512 | Close To Shops, Skiing & Restaurants
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Trailhead Lodges 512 is a beautiful one bedroom condo that has one of the most enviable locations in downtown Winter Par ...
From $243 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Inviting ski-in/ski-out condo hot tub, gas fireplace, and firepit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Founders Pointe Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $234 per night (USD)VRBO
- From $251 per night (USD)
Expedia
3bd/2.5bth Townhome w/attached garage + Arcade game - Walk to free bus stop
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully modern 3bed/2.5 bath townhome located less than a 5-minute drive from the Winter Park Resort ski lifts and a ...
From $251 per night (USD)Expedia
- Click For Pricing
VRBO
WP Resort Village - Amenity Deck Level - Fireplace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This cozy, fully remodeled condo in the Winter Park Resort Village offers unbeatable convenience! Located on th ...
Click For PricingVRBO
- From $626 per night (USD)
Expedia
Luxury in Downtown Winter Park CO
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Location, Location, Location Stay at our luxurious and spacious 4 bedroom / 4.5 bath townhouse in the heart of Winter P ...
From $626 per night (USD)Expedia
- From $528 per night (USD)
VRBO
Rustic meets contemporary in this gorgeous Townhome w/ private hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the perfect getaway in this 3 Bed/2.5 Bath beautiful townhome full of luxury amenities. Upon entry, you'll f ...
From $528 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Trailhead 211 shared hot tub
- 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 $357 per night (USD)Expedia
- From $680 per night (USD)
VRBO
Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub
- Bedrooms:
- 2
- 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 $680 per night (USD)VRBO
- From $357 per night (USD)
Expedia
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 $357 per night (USD)Expedia
- Click For Pricing
VRBO
Modern Ski-In / Ski-Out 1BR Condo w/ FirePlace, Mtn Views & Huge HotTub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
* NEW GIANT HOT TUB IS OPEN * 1 BEDROOM / 1 BATHROOM SLEEPS 5 with Mountain Views & FirePlace / Large Shared Hot Tub / ...
Click For PricingVRBO
- From $179 per night (USD)
Expedia
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 $179 per night (USD)Expedia
- From $249 per night (USD)
VRBO
Chic Winter Park Studio w/ Community Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $249 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Wonderful Studio in Complex w/Ski-In/Ski-Out Access + Shared Pool & Hot Tub/WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Iron Horse Resort 5064 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $195 per night (USD)Expedia
- From $139 per night (USD)
VRBO
Studio on the Shuttle Route with WiFi and Shared Pool, Hot Tubs, and Gym
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Snowblaze Condominiums E103 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $139 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Lovely Studio Home w/Shared Hot Tub & Pool + Free WiFi/Game Room/Ping-Pong Table
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Iron Horse Resort 3063 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $176 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Penthouse Studio Ski In-Out- Easy Access \nResort amenities Pool Hot Tubs Gym
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax on the quiet 6th floor with stunning views of The Continental Divide. Enjoy Sunny mornings from your private balco ...
From $203 per night (USD)VRBO
- From $349 per night (USD)
Expedia
The Ultimate Escape: Hot Tub, Fire Pit, and Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Winter Park Short Term Rental Registration NO. 007550 Discover the charm of this two-bedroom condo nestled in the heart ...
From $349 per night (USD)Expedia
- From $553 per night (USD)
VRBO
Spacious Townhome with Private Hot Tub, minutes away from Winter Park Resort
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Enjoy this beautiful end-unit, three story townhome located just minutes from Winter Park Resort. With five bedrooms an ...
From $553 per night (USD)VRBO
- From $457 per night (USD)
VRBO
Mountain View Retreat, Walk to Winter Park Gondola
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
- Private Hot Tub - 3 Decks < 1 Mi to Winter Park Resort Enjoy waking up to freshly-powdered trails in the winter and s ...
From $457 per night (USD)VRBO
- From $708 per night (USD)
VRBO
Luxury Ski in/Ski out town home, private hot tub, great for families and groups
- Bedrooms:
- 4
- 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 $708 per night (USD)VRBO
- From $324 per night (USD)
Expedia
Luxury Loft 101 I Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Hideaway Station Luxury Loft 101, a stunning retreat nestled in the heart of Winter Park, Colorado. This beau ...
From $324 per night (USD)Expedia
- From $453 per night (USD)
VRBO
Unbelievably Convenient Ski In Ski Out Winter Park Base/Gondola Mountain Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A true ski-in and ski-out mountain retreat in the Zephyr Mountain Lodge that is unbelievably convenient! No need for sta ...
From $453 per night (USD)VRBO
- From $436 per night (USD)
Expedia
True Ski-In/Ski-Out XL Condo at Village Base and gondola of Winter Park Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A true ski in and ski out mountain retreat in the Zephyr Mountain Lodge that is unbelievably convenient making your Rock ...
From $436 per night (USD)Expedia
- From $446 per night (USD)
VRBO
Ski In Out Luxury Condo 1221 I Hot Tub I Gym I Ski Views I Best Price I Discounted Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the ultimate mountain getaway at the Zephyr Ski In/Out Luxury Condo #1221, perfectly situated at the base of ...
From $446 per night (USD)VRBO
- From $738 per night (USD)
Expedia
Zephyr Mountain Lodge 2800 | Ski In Ski Out | Penthouse Condo
- 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 $738 per night (USD)Expedia
- From $575 per night (USD)
VRBO
Luxury Villa 301 In Resort I Private Hot Tub I Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to Lakota Northwoods Luxury Villa 301, a stunning home nestled in the heart of Winter Park Resort, where breatht ...
From $575 per night (USD)VRBO
- From $275 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 $275 per night (USD)Expedia
- From $337 per night (USD)
VRBO
Luxury Loft 24 I Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover the ultimate mountain retreat at Hideaway Station Luxury Corner Loft 24, nestled in the heart of Winter Park, C ...
From $337 per night (USD)VRBO
- From $138 per night (USD)
Expedia
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 $138 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Contemporary mountain gem near the slopes with private balcony - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Fraser Fantasy Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $343 per night (USD)VRBO
- From $428 per night (USD)
Expedia
Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Steps to downtown Winter Park with shops, bars, convenience stores, coffee shops Fast Internet Fully stocked kitchen inc ...
From $428 per night (USD)Expedia
- From $556 per night (USD)
VRBO
Slopeside Luxury Villa 136 I Ski Views I Steam Shower I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Discover the Slopeside At Cedar Creek Luxury Chalet, a stunning mountain retreat nestled in the heart of Winter Park Res ...
From $556 per night (USD)VRBO
- From $438 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
A true ski in and ski out mountain retreat in the Zephyr Mountain Lodge that is unbelievably convenient! Grab your equip ...
From $438 per night (USD)Expedia
- From $187 per night (USD)
VRBO
Peaceful Fraser Condo w/ Patio - by Hiking Trails!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay off the beaten path at this peaceful 1-bedroom, 1-bathroom vacation rental about a mile off highway 40 in Fraser. T ...
From $187 per night (USD)VRBO
- From $328 per night (USD)
Expedia
Spacious 3-Bedroom Condo with Creekside Serenity & Classic Winter Park Charm!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the perfect getaway in our charming 3-bedroom condo overlooking the picturesque Fraser River! Conveniently loca ...
From $328 per night (USD)Expedia
- From $995 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 $995 per night (USD)VRBO
- From $322 per night (USD)
VRBO
Colorado Lodge w/ Mtn Views - 3 Mi to Winter Park!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
If you're an outdoor enthusiast who loves adventures of all kinds, this 3-bedroom, 2.5-bathroom home is the perfect esca ...
From $322 per night (USD)VRBO
- From $1209 per night (USD)
VRBO
'Snow Dream'- the Ultimate Family Retreat
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
SNOW DREAM-THE ULTIMATE FAMILY RETREAT Snow Dream is a spacious 3200 square foot home situated on .67 acres of pine for ...
From $1209 per night (USD)VRBO
- From $263 per night (USD)
Expedia
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 $263 per night (USD)Expedia
- From $262 per night (USD)
VRBO
Fraser Crossing remodeled studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Renovated Fraser Crossing Studio - with excellent 5th floor views of the Winter Park Resort and within 150 yard walk to ...
From $262 per night (USD)VRBO
- From $208 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 $208 per night (USD)Expedia
- Click For Pricing
VRBO
Dog-Friendly Townhome with Private Deck, Grill, Fireplace, & Free WiFi
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
The Wildflower Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
Click For PricingVRBO
- From $681 per night (USD)
Expedia
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 $681 per night (USD)Expedia
- From $1101 per night (USD)
VRBO
Lakota Summit | Across From Ski Resort | Movie Theatre & Video Games | Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
- Please note, this home does not have air conditioning, but there is a ceiling fan or portable fan in each room. Dream ...
From $1101 per night (USD)VRBO
- From $167 per night (USD)
Expedia
2BD / 1.5 Bath Condo in Winter Park, Colorado (Week 6 - Feb 9 - 16, 2024)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Available for Rent: 2 bedrooms (1.5 baths & sleeper sofa in the living room) Winter Park, Colorado condo (Unit #113) min ...
From $167 per night (USD)Expedia
- From $362 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 $362 per night (USD)VRBO
- 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 $306 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 $306 per night (USD)VRBO
- From $410 per night (USD)
Expedia
New 2 Bed/ 2.5 Bath Downtown Condo - Balcony with Mountain Views!
- Bedrooms:
- 2
- 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 $410 per night (USD)Expedia
- From $572 per night (USD)
VRBO
Slopeside Luxury Villa 126 I Ski Views I Private Hot Tub I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to the Slopeside Mountain Time Luxury Chalet 126, a stunning three-story townhome nestled in the heart of Winter ...
From $572 per night (USD)VRBO
- From $632 per night (USD)
Expedia
Penthouse Villa 282 I Private Rooftop Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Discover the Arrow Penthouse Rooftop Townhome 282, a luxurious retreat nestled in the heart of Winter Park, Colorado. Th ...
From $632 per night (USD)Expedia
- From $1082 per night (USD)
VRBO
Luxury Home 270 In Resort I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Discover the stunning Lakota Timberland Luxury Home 270, nestled in the heart of Winter Park Resort, where breathtaking ...
From $1082 per night (USD)VRBO
- From $231 per night (USD)
Expedia
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 $231 per night (USD)Expedia
- From $496 per night (USD)
VRBO
Ski In Out Luxury Condo 4375 I Huge Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the ultimate mountain getaway at Founders Pointe Ski In/Out Luxury Condo #4375, perfectly situated in the hea ...
From $496 per night (USD)VRBO
- From $203 per night (USD)
Expedia
Ski in/out condo,K Bed,memory foam Q pull-out,xbox,deck has grill,shared hot tub
- 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 $203 per night (USD)Expedia
- From $583 per night (USD)
VRBO
Luxury Villa 607 In Resort I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to the Lakota Trailside Luxury Villa 607, a stunning townhome nestled in the heart of Winter Park, Colorado. Thi ...
From $583 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 $674 per night (USD)
VRBO
River Front Luxury Villa 232 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Discover the ultimate mountain retreat at Arrow Luxury River Front Townhome 232, nestled in the heart of Winter Park, Co ...
From $674 per night (USD)VRBO
- From $256 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 $256 per night (USD)VRBO
- From $341 per night (USD)
VRBO
Cozy condo steps to lifts w/ hot tub access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your mountain retreat in the heart of Winter Park Resort Village - steps from the gondola, dining, and après- ...
From $341 per night (USD)VRBO
- From $330 per night (USD)
Expedia
FIRESIDE MOOSE CONDO - Winter Park, Walk to Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Fireside Moose is a beautiful 2 bedroom, 2 bath condo located in the High Country Haus village. Our condo is tucked ...
From $330 per night (USD)Expedia
- From $653 per night (USD)
VRBO
River Front Luxury Villa 244 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Discover the ultimate mountain retreat at Arrow Luxury River Front Townhome 244, nestled in the heart of Winter Park, Co ...
From $653 per night (USD)VRBO
- From $515 per night (USD)
Expedia
Luxurious and Pristine Winter Park Cabin w Deck Views & Private Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
The Wildflower, a cozy, luxurious, exclusive home in Rendezvous backing to beautiful national forest and open space whil ...
From $515 per night (USD)Expedia
- From $1509 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 $1509 per night (USD)VRBO
- From $266 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 $266 per night (USD)VRBO
- From $930 per night (USD)
VRBO
Luxury Villa 401 In Resort I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Discover the ultimate mountain retreat at Lakota Reserve Luxury Villa 401, perfectly situated next to Winter Park Resort ...
From $930 per night (USD)VRBO
- From $232 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 $232 per night (USD)Expedia
- From $295 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, American Leather king sleep sofa spring, king bed (BR1), plus queen bunk beds with t ...
From $295 per night (USD)VRBO
- From $232 per night (USD)
VRBO
Enjoy a 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 $232 per night (USD)VRBO
- From $156 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 $156 per night (USD)VRBO
- From $247 per night (USD)
Expedia
Top Floor Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Amazing views / Large New Hot Tub / Heated Garage / 2 minute Walk to the Slopes. This studio unit is a newer private ...
From $247 per night (USD)Expedia
- From $307 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 New Hot Tub / Heated Garage / 2 minute Walk to the Slopes. This 1 bedroom / 1 bathroom unit is ...
From $307 per night (USD)VRBO
- Click For Pricing
Expedia
Winter Park Base Studio - Slope View, 200 yds to Gondola !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
(Winter Park Short-Term Rental Registration No. 006076) New hot tub is open and it's AWESOME! Has led lighting, water ...
Click For PricingExpedia
- From $375 per night (USD)
VRBO
Founders Pointe 4355 Ski In Ski Out Winter Park Resort
- 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 $375 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Luxury Mountain Cabin 40 I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the enchanting Rendezvous Mountain Luxury Cabin 40, nestled in the picturesque town of Winter Park, Colorado. T ...
From $351 per night (USD)Expedia
- From $358 per night (USD)
VRBO
Luxury Condo with Hot Tub, Pool, & Private Patio in the Heart of Winter Park!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
New luxury condo in Winter Park featuring high-end amenities including a private clubhouse with gym & game room plus a h ...
From $358 per night (USD)VRBO
- From $585 per night (USD)
Expedia
Perfect mountain getaway close to Winter Park Village!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This beautiful condo, is in a prime location, has gorgeous mountain views, is across the street from the slopes, has a ...
From $585 per night (USD)Expedia
- From $188 per night (USD)
VRBO
Ski-In, Ski-Out, 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 $188 per night (USD)VRBO
- From $327 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 $327 per night (USD)Expedia
- From $253 per night (USD)
VRBO
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 ...
From $253 per night (USD)VRBO
- From $1173 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 $1173 per night (USD)Expedia
- From $142 per night (USD)
VRBO
Mountain View Studio w/ Gas Fireplace, and High-Speed WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Founders Pointe 4445 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $142 per night (USD)VRBO
- From $159 per night (USD)
Expedia
Iron Horse 1 bedroom sleeps 4 - cozy condo getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pool is closed This 1 bedroom unit is on the 4th floor of the building and offers a cozy vacation rental experience and ...
From $159 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Dog-friendly condo near the slopes with W/D - pool, hot tub & volleyball
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Hi Country Haus Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $234 per night (USD)VRBO
- From $592 per night (USD)
VRBO
Spacious multi-family town home with GAME ROOM, GREAT VIEWS & PRIVATE HOT TUB
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
This spacious townhome has it all! 4 bedroom/4.5 bath, private hot tub, game room, big windows and amazing views!!! Aft ...
From $592 per night (USD)VRBO
- 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 $1098 per night (USD)
VRBO
Charming Winter Park Condo - Steps to Slopes!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
No matter the season, this well-appointed Winter Park vacation rental condo is the perfect getaway. The 2-bedroom, 2-bat ...
From $1098 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Cozy and convenient family condo in heart of downtown Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our home away from home. This property is a three bedroom, two bath condo located just off main street of Wi ...
From $257 per night (USD)VRBO
- From $245 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 $245 per night (USD)VRBO




































































































