James Peak Protection Area Rentals
From $853 per night (USD)VRBO
38-Acre Luxury Retreat near Downtown Fraser: King Bed, Hiking, Hot Tub, Fireplace, Gourmet Kitchen
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
With something for everyone your group will absolutely love it here! SLEEPING ARRANGEMENTS: Primary Bedroom: - King be ...
From $853 per night (USD)VRBO
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Unit 512 - Updated Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This cozy two-bedroom, two-bathroom condo features a gas fireplace in the open concept living, kitchen, dining room with ...
Click For PricingExpedia
From $855 per night (USD)VRBO
Apex Manor | Sleeps 12 | Spacious & Scenic Stay
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Discover mountain luxury at Apex Manor, a 4-bedroom, 4.5-bath retreat in Winter Park’s Lakota neighborhood. Wit ...
From $855 per night (USD)VRBO
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4BR Stay w/ Pool, Hot Tub & Serene Mountain Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to Rhapsody Retreat, a chic 4BR condo in downtown Winter Park, part of the exclusive Elysian collection ...
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From $263 per night (USD)VRBO
Downtown Winter Park Gem | Walk to Everything!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Winter Park Short Term Rental Registration NO. 024872 Escape to this serene and modern second-floor condo in the heart o ...
From $263 per night (USD)VRBO
From $362 per night (USD)Expedia
Modern home with full kitchen, washer/dryer and private hot tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Rendezvous Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $362 per night (USD)Expedia
From $697 per night (USD)VRBO
Snowy Retreat! 4BR w/ Hot Tub, BBQ Grill & Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Experience mountain luxury in this 3,000 sq ft Winter Park chalet, ideal for families or groups of up to 10. ...
From $697 per night (USD)VRBO
From $163 per night (USD)Expedia
Cozy Winter Park Riverfront Studio~ Walk Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Riverside Rendezvous is a stylish studio nestled right on the Fraser River. This tranquil location is walkable to all th ...
From $163 per night (USD)Expedia
From $140 per night (USD)VRBO
MODERN NEW BUILD IN WINTER PARK-steps from trail.beautiful ski in out.1 br+den.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
**Charming New Build in Winter Park - Steps from the Trail!** Discover the charm of Winter Park in this inviting 1-bedr ...
From $140 per night (USD)VRBO
From $666 per night (USD)Expedia
Serene Mountain Retreat | 4BR w/ Patio & Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to Iron Horse Manor - your cozy mountain escape in the heart of Winter Park! This 3-story retreat offers rustic ...
From $666 per night (USD)Expedia
From $572 per night (USD)VRBO
Fancy Fox | Sleeps 8 | Walk to Hideaway Park
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Escape to Fancy Fox, a luxurious 4-bedroom villa in downtown Winter Park. Enjoy mountain views from the rooftop ...
From $572 per night (USD)VRBO
From $388 per night (USD)Expedia
New Luxury River Run 75 I Great Views I Hot Tub I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $388 per night (USD)Expedia
From $270 per night (USD)VRBO
Amenities Deck Level | Walk to Gondola | WP Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Ski Mountain Condo, located in Winter Park Resort's Fraser Crossing Building, Includes Resort Amenities and Ski ...
From $270 per night (USD)VRBO
From $305 per night (USD)Expedia
New! Luxurious Modern Condo in Downtown Winter Park | Views | Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience the ultimate in luxury and convenience at this stunning 2-bedroom + bunkroom, 2-bathroom condo in the heart o ...
From $305 per night (USD)Expedia
From $214 per night (USD)VRBO
Conveniently located condo w/ shared pool, hot tub, game room, fitness area
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Hi Country Haus 11-12 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $214 per night (USD)VRBO
From $202 per night (USD)Expedia
Founders Point Studio! Base of Winter Park Resort!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to our charming studio at Founders Point, located just steps away from the base of Winter Park Ski Reso ...
From $202 per night (USD)Expedia
From $192 per night (USD)VRBO
Spacious 1BR, Fireplace, Amenities Deck | WP Resort | Ski-in/out
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Escape to the serene beauty of Winter Park with a stay at this delightful 1-bedroom, 1-bath condo, perfect for ...
From $192 per night (USD)VRBO
From $158 per night (USD)Expedia
Condo w/ Spas & Pool: 3 Mi to Winter Park Resort!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nearby Trails | 3 Mi to Fraser Tubing Hill Centrally located in Winter Park, this cozy 1-bedroom, 1-bath vacation renta ...
From $158 per night (USD)Expedia
From $264 per night (USD)VRBO
New Luxury Condo 3409 I Hot Tub I AC I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $264 per night (USD)VRBO
From $320 per night (USD)Expedia
Near Hiking & Biking: Winter Park Mtn-View Haven!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Family & Group Friendly | Free Shuttle | New Construction | High-End Finishes Nestled along the Fraser River in the cha ...
From $320 per night (USD)Expedia
From $397 per night (USD)VRBO
New Luxury Loft 219 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This brand new luxury vacation home has one of the best locations and views available in the heart of downtown Winter Pa ...
From $397 per night (USD)VRBO
From $1204 per night (USD)Expedia
Luxury Villa 510 In Resort I Private Hot Tub I Great Views I Best Price I Dscounted Attractions
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $1204 per night (USD)Expedia
From $462 per night (USD)Expedia
Rocky Revel! New! Luxury Condo DT Winter Park with FREE Shuttle to the Slopes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Rocky Revel! Don't let the lack of reviews deter you! We recently bought this newly built condo and this is o ...
From $462 per night (USD)Expedia
From $303 per night (USD)Expedia
Arrow 201 Downtown Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Arrow 201 in Downtown Winter Park Experience the charm of this well-lit, spacious 2-bedroom, 2-bathroom condo nestled ...
From $303 per night (USD)Expedia
From $161 per night (USD)VRBO
Winter Park Condo w/ Resort Shuttle On-Site!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Launch your Rocky Mountain getaway from this alpine condo in Winter Park! If you're on a summer holiday, hop on the hiki ...
From $161 per night (USD)VRBO
From $321 per night (USD)Expedia
Upscale condo with full kitchen & shared hot tub - walk to gondola
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Zephyr Mountain Lodge #1511 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $321 per night (USD)Expedia
From $287 per night (USD)VRBO
Walk to Dtwn: Fraser Retreat w/ Hot Tub & Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Quiet Location | River & Mountain Views | 2 Mi to Fraser Park/Winter Park Station Situated in the picturesque mountain ...
From $287 per night (USD)VRBO
From $285 per night (USD)Expedia
Luxury Mountain Chalet 68 I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $285 per night (USD)Expedia
From $835 per night (USD)VRBO
Luxury Villa 211 In Resort I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $835 per night (USD)VRBO
From $285 per night (USD)Expedia
New Luxury Mountain Cabin 17 / Hot Tub & Great Views / Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $285 per night (USD)Expedia
From $395 per night (USD)VRBO
Cozy Winter Park Stay Perfect for Group Travelers | 2 Units | Hot Tubs Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $395 per night (USD)VRBO
From $172 per night (USD)VRBO
Winter Park Getaway: Cozy Family-Friendly Room Available, Hotel with Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $172 per night (USD)VRBO
From $395 per night (USD)VRBO
King & Bunk, Gravity Haus, Near Downtown, 2 Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $395 per night (USD)VRBO
From $172 per night (USD)VRBO
Powder Hound, Gravity Haus Winter Park, Ideal Skier’s Retreat, Gym Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $172 per night (USD)VRBO
From $152 per night (USD)VRBO
Rambler Single King, Gravity Haus Winter Park, Gym Access, Downtown Ease
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $152 per night (USD)VRBO
From $324 per night (USD)Expedia
Ski In Out Luxury Condo 2403 I Hot Tub I Gym I Ski Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $324 per night (USD)Expedia
From $152 per night (USD)VRBO
Modern Stay Near Downtown Winter Park with Hot Tubs & Gym Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $152 per night (USD)VRBO
From $198 per night (USD)VRBO
Idlewild King + Twin Bunks, Gravity Haus Winter Park, Outdoor Hot Tub, Central
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $198 per night (USD)VRBO
From $218 per night (USD)VRBO
Relaxing Mountain Retreat Ideal for Couple Stay | Skiing or Hike Nearby
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $218 per night (USD)VRBO
From $218 per night (USD)VRBO
Catwalk Double Queen + Bunks, Gravity Haus Winter Park, Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $218 per night (USD)VRBO
From $198 per night (USD)VRBO
Winter Park Family Escape: Modern Room with Downtown Access | Outdoor Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $198 per night (USD)VRBO
From $495 per night (USD)Expedia
Luxury Alpine Abode | Sleeps 10 | Downtown Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Luxury Alpine Abode is a stunning 2,000 sq. ft. loft in Winter Park’s new ROAM neighborhood, featuring panorami ...
From $495 per night (USD)Expedia
From $321 per night (USD)VRBO
40 Reunion Ct w/ private hot tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Rendezvous Luxury Home 40 Reunion Ct Make this charming townhome your ultimate mountain retreat in the sought-after Ren ...
From $321 per night (USD)VRBO
From $151 per night (USD)Expedia
Winter Haus! 2 Bedroom Corner Unit in the heart of Winter Park, Colorado.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Winter Haus! This unique unit combines all the best that Winter Park has to offer. Nestled steps away from th ...
From $151 per night (USD)Expedia
From $356 per night (USD)VRBO
Close to slopes and Walk to Downtown Winter Park!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: This is truly THE prime location for your mountain adventures! Experience the ideal Winter Park getaway situate ...
From $356 per night (USD)VRBO
From $736 per night (USD)Expedia
Mary Jane's Dream Home | A True HGTV Dream Home | Private Luxe Lodge
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
- Please note, this home does not have air conditioning, but there is a ceiling fan or portable fan in each room. Welco ...
From $736 per night (USD)Expedia
From $491 per night (USD)VRBO
Exclusive Summer Haven: Winter Park Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Winter Park Short Term Rental Registration NO. 024018 Experience the ultimate Rocky Mountain getaway at this exceptional ...
From $491 per night (USD)VRBO
From $333 per night (USD)Expedia
Select Unit 1710 - 2BR - Zephyr Mountain Lodge
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gorgeous top floor two bedroom two bathroom condominium at Zephyr Mountain Lodge. Custom cabinets, stainless steel appl ...
From $333 per night (USD)Expedia
From $470 per night (USD)VRBO
Sky-High 4BR Chalet w Hot Tub & Breathtaking Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to Basecamp Luxe, your modern mountain escape in the heart of Winter Park. • Rooftop hot tub with Byer ...
From $470 per night (USD)VRBO
From $201 per night (USD)Expedia
3-BR Modern Mountain Bliss w/ Pool, Gym & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your cozy mountain retreat in downtown Winter Park! Unwind by the fire, soak under the stars, & explore trail ...
From $201 per night (USD)Expedia
From $176 per night (USD)VRBO
Hike, Bike, Ski: Winter Park Condo w/ Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Serene Views | Private Deck | In-Unit Laundry | Family Friendly Discover the perfect escape in Winter Park when you sta ...
From $176 per night (USD)VRBO
From $282 per night (USD)Expedia
Modern townhome w/ private hot tub, mountain views, outdoor space
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Serene Escape in Fraser Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $282 per night (USD)Expedia
From $288 per night (USD)VRBO
Modern 3BR Condo | Hot Tub, Mountain View & Trails
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to your mountain escape in the heart of Winter Park! Perfect for families & groups, this stylish downtown condo ...
From $288 per night (USD)VRBO
From $259 per night (USD)VRBO
The AlpenGlow House: Private Hot Tub Retreat with Stunning Mountain Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
***BRAND NEW LISTING***Discover your perfect mountain retreat in our beautifully furnished 3-bedroom, 3.5-bathroom townh ...
From $259 per night (USD)VRBO
From $347 per night (USD)VRBO
Lakota Lookout private hot tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Lakota Lookout Mountain View Townhome | Hot Tub Welcome to your ideal mountain retreat in Winter Park, Colorado! This ...
From $347 per night (USD)VRBO
From $978 per night (USD)Expedia
Cloud Nine Chalet | Sleeps 18 | Hot tub + Movies
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 18
Summary: Cloud Nine Chalet: Luxe Winter Park Escape! ☁️✨ Spacious 5-bedroom chalet with hot tub, theater, game room, and ...
From $978 per night (USD)Expedia
From $343 per night (USD)VRBO
Peaceful 3-BR Getaway w/ Scenic Balcony & Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your mountain getaway in the heart of Winter Park! Relax in style with top amenities & unbeatable location, p ...
From $343 per night (USD)VRBO
From $476 per night (USD)Expedia
New Luxury Chalet 57 I Great Views I Hot Tub I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $476 per night (USD)Expedia
From $178 per night (USD)VRBO
WinterPark*Ski*CoffeeBar*Pets+*CommunalHotTub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Cozy Winter Park Abode: Your ideal alpine retreat just 3 miles from Winter Park Ski Resort! This designer condo offers m ...
From $178 per night (USD)VRBO
From $316 per night (USD)Expedia
NEW LISTING! Value Unit 1422 - 2BR - Zephyr Mountain Lodge
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay just 110 feet from the gondola for unbeatable access to mountain adventures! This cozy two-bedroom, two-bathroom c ...
From $316 per night (USD)Expedia
From $1399 per night (USD)VRBO
Canopy House | Large & Luxe | Stunning Ski In Ski Out Chalet
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Discover unparalleled mountain living at Canopy House, a mountain haven nestled amongst the trees in Winter Park. This l ...
From $1399 per night (USD)VRBO
From $342 per night (USD)Expedia
210 Sawyer with Private Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
No matter the season—winter, spring, summer, or fall—you'll love our newly renovated mountain retreat. In winter, you're ...
From $342 per night (USD)Expedia
From $615 per night (USD)VRBO
4-bedroom Modern Mtn Vacation
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A Stylish Escape w/ excellent location to all Winter Park and Fraser has to offer. 4 miles to Winter Park Resort, ~20 mi ...
From $615 per night (USD)VRBO
From $377 per night (USD)Expedia
Comfy condo next to Gondola
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to your perfect mountain getaway! Nestled in the heart of the charming Winter Park Ski Resort, our comfy Condo o ...
From $377 per night (USD)Expedia
From $260 per night (USD)VRBO
Peaks + Pines + Playtime | Your Iconic Retreat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to "Peaks, Pines & Playtime"—your perfect base for exploring nearby peaks, relaxing among the pines, and enjoyin ...
From $260 per night (USD)VRBO
From $321 per night (USD)Expedia
New 2BD/2BA Condo - in Winter Park! Walk to restaurants & steps from bus line!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Brand new build in Timber Fox/ROAM community with fully stocked gourmet kitchen that opens up to the living and dining a ...
From $321 per night (USD)Expedia
From $281 per night (USD)VRBO
Trailhead 322 Shared Hot Tub, Pool, Private Balcony, and Grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Accommodating up to eight guests, the condo includes two bedrooms and a hallway sleeping nook. The master bedroom featur ...
From $281 per night (USD)VRBO
From $238 per night (USD)Expedia
Comfortable 3 bedroom, private deck, close to downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This charming and welcoming townhome, featuring an in-home sauna, offers ample space and a retro aesthetic, making it an ...
From $238 per night (USD)Expedia
From $592 per night (USD)VRBO
Luxury Villa 308 In Resort I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $592 per night (USD)VRBO
From $455 per night (USD)Expedia
Rendezvous 99 Stagecoach - ski and bike paradise
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Rendezvous - 99 Stagecoach Way - This luxury townhome has over 2400 SF on 3 levels to gather for fun, meals, and memorie ...
From $455 per night (USD)Expedia
From $347 per night (USD)VRBO
Mountainside Winter Park Ski Home w/ Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Bring a jacket and hit the slopes in Winter Park. Since this vacation rental features 4 bedrooms, 3 bathrooms, and a fir ...
From $347 per night (USD)VRBO
From $510 per night (USD)Expedia
Zephyr Mountain Lodge, Condo | 3 Bedroom (Select-Rated Condo 1609)
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! ...
From $510 per night (USD)Expedia
From $247 per night (USD)VRBO
Timber Fox located downtown Winter Park 1307
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Are you looking for a luxurious escape to the mountains? Look no further than our Timber Fox condo! This two-bedroom, tw ...
From $247 per night (USD)VRBO
From $162 per night (USD)Expedia
Cozy Winter Park Mountain Retreat w/ Fireplace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Plan your dream mountain getaway at this 1-bedroom, 1-bath Winter Park vacation rental! Nestled in the heart of the Rock ...
From $162 per night (USD)Expedia
From $401 per night (USD)VRBO
Four-story townhome with private hot tub, roof deck & big mountain views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Lions Gate Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $401 per night (USD)VRBO
From $546 per night (USD)Expedia
Chic 4BR Winter Park Stay w/ Patio, BBQ, & Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome to your cozy mountain getaway in Winter Park! This multi-level townhome offers the perfect blend of comfort & ad ...
From $546 per night (USD)Expedia
From $273 per night (USD)VRBO
Charming 2-story townhome near downtown with fireplace, streaming, washer/dryer
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Lodgepole Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $273 per night (USD)VRBO
From $163 per night (USD)Expedia
Ski-In/Ski-Out MountainView-Free Heated Parking\nBldg. C UNIT #4013
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Our Ski-in/Ski-out Studio with Stunning Mountain and Pool Views! Property Address: 313 Iron Horse Way, Buildi ...
From $163 per night (USD)Expedia
From $131 per night (USD)VRBO
NEW listing - 1 bedroom, private deck, walk to Main Street
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Spacious 1 bedroom with a convenient downtown location. The private patio off the living room has a river view. A full k ...
From $131 per night (USD)VRBO
From $222 per night (USD)Expedia
NEWLY beautiful duplex @ Rendezvous. Minutes to town & resort & AMAZING VIEWS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover the charm of a modern mountain home in Winter Park! As soon as you step through the front door, this mountain r ...
From $222 per night (USD)Expedia
From $686 per night (USD)VRBO
Winterfell at Winter Park Resort, New Luxury Home | Private Hot Tub | Stunning Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
321 Northwoods Place, Winter Park, Colorado Overlooking the slopes of Winter Park Resort and backing to the Arapahoe Nat ...
From $686 per night (USD)VRBO
From $351 per night (USD)Expedia
Luxury Villa 520 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $351 per night (USD)Expedia
From $257 per night (USD)VRBO
Headwaters Luxury Condo 206 I Great Views I Hot Tub I Best Price I Discounted Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $257 per night (USD)VRBO
From $471 per night (USD)Expedia
Beautiful multi-level condo in the heart of Town of WP. Hot tub. Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Pls do not be discuraged from renting this property due to the lack of reviews. The property is brand new to our managem ...
From $471 per night (USD)Expedia
From $446 per night (USD)VRBO
Cozy 3-bedroom townhome in beautiful Winter Park with great views, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this lovely townhome in picturesque Winter Park. With 3 queen beds and 1 twin bed spread across 3 bedrooms, th ...
From $446 per night (USD)VRBO
From $745 per night (USD)Expedia
Mountain Majesty | Sleeps 14 | Hot Tub + Sauna
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Summary: Welcome to Mountain Majesty – your private villa retreat high in the Winter Park peaks! -6BR, 5.5BA – sleeps 1 ...
From $745 per night (USD)Expedia
From $432 per night (USD)VRBO
Catwalk | Double Queen + Twin Bunks at Gravity Haus Winter Park, Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $432 per night (USD)VRBO
From $432 per night (USD)VRBO
Escape to the Mountains: Relaxing Retreat with Double Queens + Twin Bunks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $432 per night (USD)VRBO
From $871 per night (USD)VRBO
Slopeside Custom Chalet I 2 Hot Tubs I Fire Tables I Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $871 per night (USD)VRBO
From $285 per night (USD)Expedia
Ski In Ski Out Condo Dripping in Style | Fraser Crossing 3526
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Settle into style at Fraser Crossing 3526, a beautifully curated two-bedroom condo just steps from Winter Park Resort. F ...
From $285 per night (USD)Expedia
From $625 per night (USD)VRBO
Riverside Reserve | Sleeps 10 | Views+Arcade Fun
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Wake up to the sound of Vasquez Creek in this luxury 4BR townhome in downtown Winter Park. Just a 5-min drive t ...
From $625 per night (USD)VRBO
From $314 per night (USD)Expedia
3BR Mountain Retreat in the Heart of Winter Park with Private Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to 106 Willows Way, a beautifully appointed three-bedroom, three-bathroom home in downtown Winter Park. Designed ...
From $314 per night (USD)Expedia
From $308 per night (USD)VRBO
Escape in Style: Welcome to our Rendezvous Retreat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our charming 3-bedroom duplex, nestled in the picturesque town of Fraser. We're delighted to welcome you to o ...
From $308 per night (USD)VRBO
From $720 per night (USD)Expedia
New Luxury River Front Villa 92 I Rooftop Lounge I Hot Tub I Views I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $720 per night (USD)Expedia
From $331 per night (USD)VRBO
Inviting Condo with Mountain Views, Fireplace & Space for the Entire Family
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Modern Mountain View Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $331 per night (USD)VRBO
From $395 per night (USD)Expedia
Ski In Out Luxury Loft 102 I Hot Tub I Gym I Views I Best Price I Discounted Attractions
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $395 per night (USD)Expedia
From $448 per night (USD)VRBO
Luxury Villa 268 I Private Rooftop Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $448 per night (USD)VRBO
From $137 per night (USD)Expedia
Ski-in/ski-out modern condo w/access to shared hot tub, firepit & fire place
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
FEBRUARY 7TH: HOT TUB IS NOW OPEN !! Inside this beautiful condo, you will find accommodations for five. There is a kin ...
From $137 per night (USD)Expedia
From $802 per night (USD)VRBO
Spacious remodeled home w/Yoga Studio, private hot tub, mountain views.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
This home will be your true mountain paradise with stunning views of the valley below and the vast Continental Divide!! ...
From $802 per night (USD)VRBO
From $283 per night (USD)Expedia
3 BR with Private Hot Tub and views of the slopes in prestigious Lakota!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Beautiful 3 bedroom 2.5 Bath townhouse with attached garage and awesome views of the Winter Park ski slopes! The ski par ...
From $283 per night (USD)Expedia