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Winter Park Rentals

From $358 per night (USD)
VRBO
Trailhead 212 Downtown walk to bars, restaurants
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Trailhead Lodges is a premier condominium property located in Downtown Winter Park, Colorado. With high-end amenities, a ...
From $358 per night (USD)
VRBO
$Cozy Winter Park Condo w\/ Hot Tub & Shuttle!$
From $275 per night (USD)
Expedia
Cozy Winter Park Condo w\/ Hot Tub & Shuttle!
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
Take your next vacation to new heights with a trip to Winter Park! This 2-bedroom, 2-bath Silverado I condo is perfectly ...
From $275 per night (USD)
Expedia
$Winter Park Condo w\/ Balcony ~ 4 Mi to Slopes$
From $415 per night (USD)
VRBO
Winter Park Condo w\/ Balcony ~ 4 Mi to Slopes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Conveniently located near Main Street shops and restaurants, this 2-bedroom, 2-bathroom Winter Park vacation rental has ...
From $415 per night (USD)
VRBO
$Ski In\/Out Luxury Condo 3325 \/ Huge Hot Tub & Views \/ Best Price - $500 FREE Activities Daily$
From $621 per night (USD)
Expedia
Ski In\/Out Luxury Condo 3325 \/ Huge Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
Bedrooms:
2
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 $621 per night (USD)
Expedia
$New Luxury Villa 290 \/ Rooftop Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily$
From $634 per night (USD)
VRBO
New Luxury Villa 290 \/ Rooftop Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
Bedrooms:
3
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 $634 per night (USD)
VRBO
$Slopeside Luxury Condo 97A \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily$
From $579 per night (USD)
Expedia
Slopeside Luxury Condo 97A \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $579 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Fully Remodeled, Two Bed, Two Bath, Best Views, Steps from Town
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This wonderful two-bedroom, two-bathroom Winter Park Vacation Rental Third floor unit, with the best view in the complex ...
From $297 per night (USD)
VRBO
$New Luxury Loft 5 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily$
From $493 per night (USD)
Expedia
New Luxury Loft 5 \/ 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 $493 per night (USD)
Expedia
$New Luxury Loft 305 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily$
From $560 per night (USD)
VRBO
New Luxury Loft 305 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
Bedrooms:
2
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 $560 per night (USD)
VRBO
$New Luxury Loft 308 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily$
From $484 per night (USD)
Expedia
New Luxury Loft 308 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
Bedrooms:
2
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 $484 per night (USD)
Expedia
$New Luxury Loft 207 \/ Pet Friendly \/ Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily$
Click For Pricing
VRBO
New Luxury Loft 207 \/ Pet Friendly \/ Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
Click For Pricing
VRBO
From $400 per night (USD)
Expedia
Ski in Ski out slopeside two bedroom at the Zephyr Mountain Lodge. Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Comfortable 2 bed room 2 bath condo with views of the base area and gondola. Steps from the elevator make it easy to ge ...
From $400 per night (USD)
Expedia
$New Luxury Corner Loft 12 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily$
From $459 per night (USD)
VRBO
New Luxury Corner Loft 12 \/ 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 $459 per night (USD)
VRBO
$Ski-in\/out third-floor condo with hot tub, balcony, mountain views & fast WiFi$
From $300 per night (USD)
Expedia
Ski-in\/out third-floor condo with hot tub, balcony, mountain views & fast WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Zephyr Mountain Ski-In/Ski-Out Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $300 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Luxurious Townhome With 3 En-suites, Gorgeous Views and Private Hot Tub!
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Welcome to Your Dream Getaway in Winter Park! You will LOVE this stunning townhome just one mile from downtown Winter Pa ...
From $433 per night (USD)
VRBO
From $813 per night (USD)
Expedia
Pet Friendly private HT, great views on Main Street
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Take a break in downtown Winter Park - luxurious Pet friendly accommodations the Arrow Townhomes. This 3 bedroom is a gr ...
From $813 per night (USD)
Expedia
$New Luxury Loft 16 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily$
From $520 per night (USD)
VRBO
New Luxury Loft 16 \/ 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 $520 per night (USD)
VRBO
From $751 per night (USD)
Expedia
Amazing Cabin Just Above Downtown Winter Park. Private Hot Tub!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Brand new rental, our cabin is in the perfect location just above downtown Winter Park. We have walked (just under a mi ...
From $751 per night (USD)
Expedia
From $324 per night (USD)
VRBO
Modern Downtown, Indoor Pool and Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This ground floor 2BD/2BA is Hi Country Haus WP bliss. Refreshed with new towels, linens and Colorado ski decor. FREE s ...
From $324 per night (USD)
VRBO
$Luxury Penthouse 2 With Spectacular Views \/ Best Price - $500 FREE Activities Daily$
From $612 per night (USD)
Expedia
Luxury Penthouse 2 With Spectacular Views \/ Best Price - $500 FREE Activities Daily
Bedrooms:
4
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 $612 per night (USD)
Expedia
From $416 per night (USD)
VRBO
New luxury condo in the heart of downtown Winter Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Newly built luxury condo in the heart of downtown Winter Park. This beautifully furnished and fully equipped condo is pe ...
From $416 per night (USD)
VRBO
$Ski In\/Out Luxury Condo 2507 \/ Hot Tub \/ Gym \/ Ski Views \/ Best Price - $500 FREE Activities Daily$
From $598 per night (USD)
Expedia
Ski In\/Out Luxury Condo 2507 \/ 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 $598 per night (USD)
Expedia
$New Luxury Loft 19 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily$
From $316 per night (USD)
VRBO
New Luxury Loft 19 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
Bedrooms:
3
Bathrooms:
2
Sleeps:
9
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $316 per night (USD)
VRBO
$Ski In\/Out Luxury Condo 4454 \/ Huge Hot Tub & Views \/ Best Price - $500 FREE Activities Daily$
From $531 per night (USD)
Expedia
Ski In\/Out Luxury Condo 4454 \/ Huge Hot Tub & 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 $531 per night (USD)
Expedia
From $3439 per night (USD)
VRBO
Ultimate Luxury Ski Chalet | Casa de Montana | Hot Tub, Vintage Video Games & More!
Bedrooms:
8
Bathrooms:
7
Sleeps:
19
Casa de Montaña is the ultimate luxury, ski in ski out home in Winter Park, boasting direct access to the Corridor ski t ...
From $3439 per night (USD)
VRBO
From $168 per night (USD)
Expedia
A cozy non-smoking condo on the Fraser River in downtown Winter Park.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Please, if you smoke don't book our wonderful condo. Find peace and quiet within walking distance of energetic Winter ...
From $168 per night (USD)
Expedia
From $544 per night (USD)
VRBO
New Ground Level Riverfront Suite - Walk to Village!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winter Park Resort is now OPEN for skiing! Get your 2024/25 ski vacation booked soon before remaining dates are gone! ...
From $544 per night (USD)
VRBO
From $1012 per night (USD)
Expedia
Exceptional 5 bedroom home private HT, sleeps 12, close to town
Bedrooms:
5
Bathrooms:
6
Sleeps:
13
The Leland Creek home is a luxuriously decorated and furnished private five bedroom house with three master suites - the ...
From $1012 per night (USD)
Expedia
Click For Pricing
Expedia
Downtown Winter Park Townhouse 3 Mi to Ski Resort!
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Experience the best of Colorado during your stay at this 3-story townhome in Winter Park. Offering 3 bedrooms and 3.5 ba ...
Click For Pricing
Expedia
From $179 per night (USD)
Expedia
Newly remodeled Winter Park Condo On River, perfect get away!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
You will enjoy a memorable vacation in my fully furnished, newly remodeled, 2 bedroom/1bath condo. This 710 ft Condo is ...
From $179 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Budget friendly rental 2 bedroom, private deck, river views
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This lovely Colorado condo in Winter Park is a 2 bedroom unit has 899 square feet of living space and includes a bonus a ...
From $228 per night (USD)
VRBO
From $230 per night (USD)
Expedia
Remodeled 1 bedroom downtown, extra bathroom, clubhouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A 1 bedroom vacation rental with 629 square feet, this unit is spacious, comfortable and on the third and top floor of t ...
From $230 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Mountain Getaway on the Bus Route to Winter Park Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Winter Park short term rental registration number 003436. Welcome to your serene retreat in Winter Park! Discover the p ...
From $236 per night (USD)
VRBO
From $267 per night (USD)
Expedia
Budget priced ground floor 2 bedroom
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The 2 bedroom 1 bathroom unit has been recently renovated and has 651 square feet of living space. In the living room, a ...
From $267 per night (USD)
Expedia
From $426 per night (USD)
VRBO
High-end 3 bedroom with private deck and spacious floor plan
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
A spacious 1, 023 square feet, on the first floor, this is a premium 3 bedroom rental. In the living room a flat screen ...
From $426 per night (USD)
VRBO
From $570 per night (USD)
Expedia
Mountain townhome with hot tub, porches, & easy access to the slopes
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Home Sweet Hideaway Park Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $570 per night (USD)
Expedia
From $1459 per night (USD)
VRBO
7 BR home in central Winter Park with great views on bus route
Bedrooms:
5
Bathrooms:
7
Sleeps:
16
Our home features a fully stocked kitchen, perfect for cooking and entertaining. As this is our personal residence, it i ...
From $1459 per night (USD)
VRBO
$Luxury Condo 613 \/ Pool \/ Club House \/ Hot Tub \/ Views \/ Best Price - $500 FREE Activities Daily$
From $426 per night (USD)
Expedia
Luxury Condo 613 \/ Pool \/ Club House \/ 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 $426 per night (USD)
Expedia
From $305 per night (USD)
VRBO
Winter Park Condo: Proximity to Cafes & Rec Center
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Everything in downtown Winter Park will be within walking distance when you choose this top-floor condo as your Grand Co ...
From $305 per night (USD)
VRBO
From $473 per night (USD)
Expedia
Private outdoor hot tub, views, garage parking
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This tri-level townhome located in Winter Park Colorado is just delightful! Tons of light and a lot of square footage ma ...
From $473 per night (USD)
Expedia
From $531 per night (USD)
VRBO
Incredible Views of Winter Park - Relax in private hot tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
This Lakota property is great for either a winter or summer getaway to the Colorado Rocky Mountains. Three bedroom three ...
From $531 per night (USD)
VRBO
From $507 per night (USD)
Expedia
Luxury & modern interior - 3 bedroom, views and private deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This Winter Park ski condo rental has 1,006 square foot unit is on the 3rd floor of the building and is a wonderfully co ...
From $507 per night (USD)
Expedia
From $330 per night (USD)
VRBO
New interior 2 bedrooms, spacious, close to clubhouse
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A lovely and comfortable 2 bedroom condo offers a large living room area, access to a private deck, wood burning firepla ...
From $330 per night (USD)
VRBO
From $256 per night (USD)
Expedia
Split interior 2 bedroom, comfortable family rental
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A lovely townhome with 880 square feet of living space on two interior floors, this 2 bedroom unit is a good family rent ...
From $256 per night (USD)
Expedia
From $301 per night (USD)
VRBO
2 bedroom private balcony offers river view
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A 3rd floor vacation condo rental has 899 square feet of living space and is comfortably decorated. The main living room ...
From $301 per night (USD)
VRBO
From $418 per night (USD)
Expedia
Family condo rental - 3 bedrooms, river views and much more!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to the Spirit of Yukon Condo! This premium 3 bedroom, Hi Country Haus unit encompasses 1,023 square feet all on ...
From $418 per night (USD)
Expedia
From $415 per night (USD)
VRBO
Budget friendly 3 bedroom, ground floor, close to Main Street
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This Winter Park condo is an end corner unit is on the ground floor offering 1, 060 square feet of living space and many ...
From $415 per night (USD)
VRBO
From $267 per night (USD)
Expedia
Couples getaway condo - river views and hardwood flooring
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A Colorado resort condo rental has a western themed 2 bedroom unit on the third floor of the building providing a wonder ...
From $267 per night (USD)
Expedia
From $619 per night (USD)
VRBO
Ski-in Ski-Out:King in Master; Quiet End Unit; high speed secure internet
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Homey 2 BDR/ 2 BA ski-in/ski-out unit with tons of amenities! PET-FREE - SMOKE-FREE UNIT! HDMI FLAT-SCREEN SMART TV! ...
From $619 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Downtown 2 bedroom, private deck, comfortable rental
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This downtown 2 bedroom 2 bathroom unit is on the second floor and offers a large interior space with 1,085 square feet ...
From $320 per night (USD)
Expedia
From $267 per night (USD)
VRBO
5th Floor With Beautiful views! Full-kitchen! Brand New Luxurious Flooring!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
WELCOME! Please be aware that the amenity decks with access to grills and hot tubs will be closed for renovation from M ...
From $267 per night (USD)
VRBO
Click For Pricing
Expedia
Ground floor condo with free Wi-Fi, flat screen TV and next to the Fraser River
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A Winter Park ski deal, this unit has 572 square feet, on the ground floor of the building and is has been designated as ...
Click For Pricing
Expedia
Click For Pricing
Expedia
Remodeled, ground floor, private deck, walk to the recreation center
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A ground floor condo with 2 bedrooms and 2 bathrooms offers a comfortable mountain theme in the living room, where you w ...
Click For Pricing
Expedia
$Mountainside Winter Park Ski Home w\/ Hot Tub$
From $714 per night (USD)
Expedia
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 $714 per night (USD)
Expedia
From $814 per night (USD)
VRBO
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! The Sp ...
From $814 per night (USD)
VRBO
$Winter Park Ski-in\/Ski-Out House$
From $1184 per night (USD)
VRBO
Winter Park Ski-in\/Ski-Out House
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Treat yourself to a magical Rocky Mountain escape while staying at this lavish 3-bed, 3-bath townhome near the base of W ...
From $1184 per night (USD)
VRBO
$Cozy Winter Park Mountain Retreat w\/ Fireplace$
From $654 per night (USD)
VRBO
Cozy Winter Park Mountain Retreat w\/ Fireplace
Bedrooms:
1
Bathrooms:
2
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 $654 per night (USD)
VRBO
From $513 per night (USD)
Expedia
Four-story townhome with private hot tub, roof deck & big mountain views
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Lions Gate Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $513 per night (USD)
Expedia
$Ski-In\/Ski-Out MountainView-Free Heated Parking\nBldg. C UNIT #4013$
From $257 per night (USD)
VRBO
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 $257 per night (USD)
VRBO
$Luxury Condo 611 \/ Pool \/ Club House \/ Hot Tub \/ Best Price - $500 of FREE Activities Daily$
From $474 per night (USD)
Expedia
Luxury Condo 611 \/ Pool \/ Club House \/ Hot Tub \/ Best Price - $500 of FREE Activities Daily
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $474 per night (USD)
Expedia
From $630 per night (USD)
VRBO
Luxury Villa 865 - Hot Tub - Great Views - Best Price - 500 Dollers of 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 $630 per night (USD)
VRBO
$New Luxury Villa 97 \/ Rooftop Hot Tub & Lounge \/ Great Views - $500 of FREE Activities Daily$
From $947 per night (USD)
Expedia
New Luxury Villa 97 \/ Rooftop Hot Tub & Lounge \/ Great Views - $500 of FREE Activities Daily
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide up to $500 of Free activities ...
From $947 per night (USD)
Expedia
From $969 per night (USD)
VRBO
Summer Luxury: Slope-side Hideaway in Winter Park
Bedrooms:
5
Bathrooms:
4
Sleeps:
11
Winter Park Short Term Rental Registration NO. 018128 Indulge in alpine luxury at our ski-in/ski-out, bike-in/bike-out ...
From $969 per night (USD)
VRBO
From $339 per night (USD)
Expedia
NEWLY beautiful duplex @ Rendezvous. Minutes to town & resort & AMAZING VIEWS
Bedrooms:
2
Bathrooms:
3
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 $339 per night (USD)
Expedia
From $242 per night (USD)
VRBO
NEW listing - 1 bedroom, private deck, walk to Main Street
Bedrooms:
2
Bathrooms:
2
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 $242 per night (USD)
VRBO
From $1645 per night (USD)
Expedia
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 $1645 per night (USD)
Expedia
$Luxury Villa 520 - Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily$
From $472 per night (USD)
VRBO
Luxury Villa 520 - Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $472 per night (USD)
VRBO
$Luxury Villa 510 Next To Resort \/ Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily$
From $1548 per night (USD)
Expedia
Luxury Villa 510 Next To Resort \/ Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide up to $500 of Free activities ...
From $1548 per night (USD)
Expedia
$Downtown Winter Park Condo w\/ Community Hot Tub$
From $499 per night (USD)
VRBO
Downtown Winter Park Condo w\/ Community Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Experience Colorado like never before with a stay at this upscale 3-bedroom, 3-bathroom vacation rental in Winter Park. ...
From $499 per night (USD)
VRBO
From $652 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 $652 per night (USD)
Expedia
From $685 per night (USD)
VRBO
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 $685 per night (USD)
VRBO
From $345 per night (USD)
Expedia
90 Hideaway Unit 10 just steps to National Forest Trails
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful Remodeled Condo just steps to National Forest Trails This charmingly renovated condominium, just a stone's th ...
From $345 per night (USD)
Expedia
From $1023 per night (USD)
VRBO
Sanctuary of Silverado | 6 min. to Winter Park Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Indulge in Mountainside Elegance Escape to Sanctuary of Silverado, a completely remodeled designer condo nestled in the ...
From $1023 per night (USD)
VRBO
From $385 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 $385 per night (USD)
Expedia
From $287 per night (USD)
VRBO
Zephyr Mountain Lodge 2008 | Ground Level
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Zephyr Mountain Lodge 2008 | Base Area 1 Bedroom Condo Ideal ski-in and ski-out location! Views of the Winter Park ski ...
From $287 per night (USD)
VRBO
From $313 per night (USD)
Expedia
The Winter Baker. Near the slopes and Walk to Downtown Winter Park!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to your ideal Winter Park getaway situated in the heart of downtown. Telemark, the building housing this condo, ...
From $313 per night (USD)
Expedia
From $251 per night (USD)
VRBO
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 $251 per night (USD)
VRBO
$New Luxury Villa 211 Next To Resort \/ Hot Tub & Views \/ Best Price - $500 FREE Activities Daily$
From $1312 per night (USD)
Expedia
New Luxury Villa 211 Next To Resort \/ Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide up to $500 of Free activities ...
From $1312 per night (USD)
Expedia
From $1247 per night (USD)
VRBO
Mary Jane's Dream Home | A True HGTV Dream Home | Private Luxe Lodge
Bedrooms:
5
Bathrooms:
5
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 $1247 per night (USD)
VRBO
From $248 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 $248 per night (USD)
VRBO
From $156 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 $156 per night (USD)
VRBO
From $276 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 $276 per night (USD)
VRBO
From $140 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 $140 per night (USD)
VRBO
From $121 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 $121 per night (USD)
VRBO
$Ski In\/Out Luxury Condo 2403 - Hot Tub\/Gym\/Ski Views\/Best Price - $500 Dollars FREE Activities Daily$
From $409 per night (USD)
VRBO
Ski In\/Out Luxury Condo 2403 - Hot Tub\/Gym\/Ski Views\/Best Price - $500 Dollars FREE Activities Daily
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide up to $500 of Free activities ...
From $409 per night (USD)
VRBO
From $135 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 $135 per night (USD)
VRBO
From $154 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 $154 per night (USD)
VRBO
From $182 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 $182 per night (USD)
VRBO
From $164 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 $164 per night (USD)
VRBO
From $138 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 $138 per night (USD)
VRBO
From $287 per night (USD)
VRBO
Cozy Skin-In-Ski-Out Studio in Winter Park with pool, fitness room, WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your cozy getaway awaits in Winter Park at this lovely condo. Nestled in a tranquil setting, this charming property offe ...
From $287 per night (USD)
VRBO
From $375 per night (USD)
Expedia
Charming Colorado Condo: Hike, Bike, Ski & More!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover the perfect getaway in Winter Park when you stay at this modern 2-bedroom, 2-bath vacation rental! This condo o ...
From $375 per night (USD)
Expedia
From $226 per night (USD)
VRBO
Cute, comfy, well-stocked condo with gorgeous views close to bus stop.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to the powder pad! Our place has all the details to make your mountain getaway a fantastic trip. With 2 inviti ...
From $226 per night (USD)
VRBO
From $410 per night (USD)
Expedia
Entire 3-Bed. 8-Person Winter Park Condo With Hot Tub & Amazing Location
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Just one block off the Main St. in Winter Park, with a Free Bus-Stop outside the Resort to take you to the Ski Area & el ...
From $410 per night (USD)
Expedia
From $365 per night (USD)
VRBO
Luxury Condo Steps from Winter Park Gondola
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Winter Park Short Term Rental Registration NO. 024018 Experience the ultimate Rocky Mountain getaway at this exceptional ...
From $365 per night (USD)
VRBO
From $340 per night (USD)
Expedia
NEW LISTING! 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 appli ...
From $340 per night (USD)
Expedia
From $910 per night (USD)
VRBO
Basecamp Luxe | 5 min. to Winter Park Resort
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Escape to Basecamp Luxe, a stylish 4-bedroom, 3-bathroom haven where modern mountain chic meets playful comfort. Perfect ...
From $910 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Park-Side Hideaway - Winter Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled beside Hideaway Park in downtown Winter Park, our condo provides the perfect blend of relaxation and adventure. ...
From $348 per night (USD)
Expedia
From $634 per night (USD)
VRBO
Luxury Mtn Retreat: Family Friendly, Sleeps 10
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: Welcome to Bear Trail Luxury Retreat! This modern mountain home, 2 minutes from Downtown Winter Park, features ...
From $634 per night (USD)
VRBO
From $610 per night (USD)
Expedia
4BR Mountain Escape Family Friendly, Sleeps 10
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Escape to the mountains in a modern, upscale home 2 minutes from Downtown Winter Park that features 4BR/3.5BA, ...
From $610 per night (USD)
Expedia

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