
Winter Park Rentals

- From $672 per night (USD)
VRBO
Hot Tub , Scenic Views w/ Bike Trails
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Winter Park Short Term Rental Registration NO. 018390 Nestled in a serene neighborhood just above downtown Winter Park, ...
From $672 per night (USD)VRBO
- From $224 per night (USD)
Expedia
Winterpark Cozy slope side condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Your family will be close to everything when you stay at this Fraser Crossing Condo at Winter Park. We are right at the ...
From $224 per night (USD)Expedia
- From $170 per night (USD)
VRBO
Walk to town! Indoor pool, sauna, hot tubs.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy your coffee with the mountain views! This spacious (1000 sqft) 2 bed/ 2 bath condo comfortably sleeps 4. Beautiful ...
From $170 per night (USD)VRBO
- From $148 per night (USD)
Expedia
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 $148 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 $231 per night (USD)
Expedia
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 ...
From $231 per night (USD)Expedia
- From $504 per night (USD)
VRBO
Mountain view home with private hot tub, fireplace, WiFi, and washer/dryer
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Bear Trail Villa Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $504 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Modern/Rustic 2-bedroom Townhouse + Bonus Loft
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Newly renovated modern/rustic three-story A-Frame townhome! Small, but cozy, this 2 bedroom (+ loft) space can comforta ...
From $255 per night (USD)Expedia
- From $474 per night (USD)
VRBO
Winter Park Condo w/ Mountain Views + Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Found in the heart of Winter Park, this 3-bedroom, 3-bath vacation rental is the perfect home base for your next outdoor ...
From $474 per night (USD)VRBO
- From $743 per night (USD)
Expedia
Downtown Winter Park w\/ Hot Tub Walk to Music
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Winter Park Short Term Rental Registration NO. 019000 Perfect downtown location in downtown Winter Park! Tucked away o ...
From $743 per night (USD)Expedia
- From $156 per night (USD)
VRBO
All-season slopeside studio with fireplace, views of Moffat Tunnel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Fraser Crossing 3404 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $156 per night (USD)VRBO
- From $1404 per night (USD)
VRBO
Located Downtown Winter Park on Bus Route w/ Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 18
Come and stay in our beautiful home that has lots of character and Colorado charm. When you arrive, park under the cover ...
From $1404 per night (USD)VRBO
- From $841 per night (USD)
VRBO
Timber Top Luxury Home I Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $841 per night (USD)VRBO
- From $1153 per night (USD)
Expedia
Ski In Out Luxury Chalet 277 I Hot Tub I Game Room I Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $1153 per night (USD)Expedia
- From $217 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 $217 per night (USD)VRBO
- From $845 per night (USD)
Expedia
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 $845 per night (USD)Expedia
- From $187 per night (USD)
VRBO
Cozy condo close to the ski resort with shared game room, pool, hot tub, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Cozy Corner Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $187 per night (USD)VRBO
- From $264 per night (USD)
Expedia
Main Level Private Entry-Steps from slopes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fraser Crossing 3133- TURNKEY 2 BR, 2 BA CONDO – STEPS FROM THE SLOPES–MAIN LEVEL ACCESS – SLEEPS 6! LESS THAN 200 YARD ...
From $264 per night (USD)Expedia
- From $171 per night (USD)
VRBO
Hot Tub, Bike Storage, Walk to Restaurants & Shops - Great Rates
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Founders Pointe 4665 by Mountain Vacation Lodging has good quality, space, and a phenomenal location both within the bui ...
From $171 per night (USD)VRBO
- From $441 per night (USD)
Expedia
New Slopeside Luxury Villa 135 I Hot Tub I Ski Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $441 per night (USD)Expedia
- From $262 per night (USD)
VRBO
☞ PET-FRIENDLY | Trailhead Lodges 432 | Luxe Downtown Condo | Walk To Park, Skiing & More
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Trailhead Lodges 432 is great spot for families and groups who want comfort and convenience. This home is located in the ...
From $262 per night (USD)VRBO
- From $232 per night (USD)
Expedia
Alpine Ski Retreat | Amenity Deck Lvl | WP Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Ski Mountain Condo, located in Winter Park Resort's Founders Pointe Building, Includes Resort Amenities and Ski ...
From $232 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Zephyr Mountain Lodge - Beautifully Renovated
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
WinterPark License #019156. Updated condo includes new vinyl throughout, paint, new bathroom, new tub surround, new king ...
From $224 per night (USD)VRBO
- From $205 per night (USD)
Expedia
Mountain-view corner condo with hot tub access & fireplace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Modern Mountain Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $205 per night (USD)Expedia
- From $340 per night (USD)
VRBO
Spacious ski condo with fireplace, pool, hot tub & free shuttle to Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 14
Rustic Relaxation in Winter Park Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...
From $340 per night (USD)VRBO
- From $228 per night (USD)
Expedia
Fantastic mountain condo near the slopes with creek views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 11
Vasquez Vista Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $228 per night (USD)Expedia
- From $659 per night (USD)
VRBO
New Luxury Villa 308 I Next To Resort I Hot Tub I Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $659 per night (USD)VRBO
- Click For Pricing
Expedia
Winter Park Studio | Venture Out This Summer!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Venture out this summer to bike, hike, fish, or golf with your home base at the Iron Horse Condominiums in the beautiful ...
Click For PricingExpedia
- From $540 per night (USD)
VRBO
Condo with fireplace on shuttle route, offering scenic woodland views.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful home offers a rustic atmosphere perfect for your vacation in Winter Park. Private balcony w/beautiful vie ...
From $540 per night (USD)VRBO
- From $173 per night (USD)
Expedia
Cozy 3rd-floor condo with pools, hot tub, gym & fireplace - walkable location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hi Country 11-13 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $173 per night (USD)Expedia
- From $892 per night (USD)
VRBO
Luxury villa with private hot tub and just minutes to WP Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 bedroom 2.5 bath with every amenity in highly requested and coveted upscale Lakota neighborhood with breathtaking moun ...
From $892 per night (USD)VRBO
- From $247 per night (USD)
Expedia
Common Area Construction Discount!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A spacious 2 bed plus loft, 3 story unit on 6th floor of the building. This family rental sleeps 8 offers main floor ha ...
From $247 per night (USD)Expedia
- From $262 per night (USD)
VRBO
New Luxury Loft 2 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 $262 per night (USD)VRBO
- Click For Pricing
Expedia
Mountain Home w/ Hot Tub, Near WP Resort!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Overlooking the mountains and ski slopes, this 4-bedroom, 3.5-bathroom vacation rental is a true winner. With vistas in ...
Click For PricingExpedia
- From $148 per night (USD)
VRBO
Ski-In/Ski-Out Studio at Winter Park Base!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
If you’re looking for a cozy spot in the mountains to call home, this Iron Horse studio is it! From skiing and snowshoei ...
From $148 per night (USD)VRBO
- From $432 per night (USD)
Expedia
Winter Park walk to Everything w/ Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Winter Park Short Term Rental Registration NO. 009100 The ideal location in Winter Park has right in the middle of dow ...
From $432 per night (USD)Expedia
- From $208 per night (USD)
VRBO
Trailhead 232 pool, hot tub, clubhouse
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Trailhead Lodges is a premier condominium property located in Downtown Winter Park, Colorado. With high-end amenities, g ...
From $208 per night (USD)VRBO
- Click For Pricing
Expedia
Luxury Villa 668 I On Pond I Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
Click For PricingExpedia
- From $412 per night (USD)
VRBO
Luxury Villa 305 I Private Hot Tub I Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $412 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Two-story ski condo downtown - fireplace, washer/dryer & garage
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Crestview 303 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $190 per night (USD)Expedia
- From $352 per night (USD)
VRBO
Fraser Crossing/Founders Pointe, Condo | 2 Bedroom (Value Unit 4440)
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 7
This two bedroom two bath condominium at Founders Pointe has a direct view to the ski area and easily accessible near t ...
From $352 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Fraser Crossing/Founders Pointe, Condo | 1 Bedroom w/Kitchenette (Premium Unit 4547)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This beautifully remodeled one bedroom efficiency condominium at Fraser Crossing is perfect for a couple's getaway! Enj ...
From $225 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Condo with Ski Resort View Private Balcony - Fraser Crossing/Founders Pointe Premium-Rated 3619
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Inviting one bedroom efficiency with a vaulted ceiling and private balcony looking over the amenity deck at Fraser Cros ...
From $225 per night (USD)VRBO
- From $226 per night (USD)
Expedia
Fraser Crossing/Founders Pointe, Condo | - 1 Bedroom w/Kitchenette (Premium Unit 4466)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautiful Colorado crafted and decorated one bedroom condominium at Founders Pointe. Offering a special getaway locatio ...
From $226 per night (USD)Expedia
- From $346 per night (USD)
VRBO
First Floor Condo Easy Access to Ski Adventure - Zephyr Mountain Lodge Premium-Rated 2100
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Exceptional two bedroom condominium located at Zephyr Mountain Lodge. Located on the 1st floor for easy access to all t ...
From $346 per night (USD)VRBO
- From $288 per night (USD)
Expedia
Slopeside Ski-In Ski-Out Condo - Zephyr Mountain Lodge Premium-Rated 1214
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautifully decorated Slopeside ski-in/ski-out one bedroom unit located on the second floor with easy access to the lob ...
From $288 per night (USD)Expedia
- From $467 per night (USD)
VRBO
New Luxury Loft 49 I Rooftop Hot Tub I Lounge I Views 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 $467 per night (USD)VRBO
- From $306 per night (USD)
Expedia
Ski-in Ski-out Iron Horse Studio Condo D
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
In building D is the closest access to corridor you can get. Unit is on the same level as bridge to corridor. Covered pa ...
From $306 per night (USD)Expedia
- From $529 per night (USD)
VRBO
Ski Penthouse with Base View Private Deck - Fraser Crossing/Founders Pointe Premium-Rated 4675
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Gorgeous top floor penthouse three bedroom two bathroom with spacious oversize deck overlooking the base area. Enjoy mo ...
From $529 per night (USD)VRBO
- From $508 per night (USD)
Expedia
Ski Condo with Private Garage and Washer Dryer - Parry Peak Loft Premium-Rated 105
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Outstanding Parry Peak Loft three bedroom condo on one floor with private garage and washer/dryer unit. This condo is i ...
From $508 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Contemporary Ski Condo with Continental Divide View- Fraser Crossing/Founders Pointe Premium-Rated 4470
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Lovely 4th floor contemporary one bedroom efficiency condo sleeps 4 people with king bed in the bedroom and queen sofa ...
From $227 per night (USD)VRBO
- From $402 per night (USD)
Expedia
New Luxury Loft 206 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $402 per night (USD)Expedia
- From $399 per night (USD)
VRBO
New Penthouse 304 Near Resort I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $399 per night (USD)VRBO
- Click For Pricing
Expedia
Luxurious Ski Out - 4 bedroom (2 master suites), 4 bath - National Forest Close
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
We have adjusted the cancellation policy to the most lenient option VRBO has. Beyond that, any reservation made for 2020 ...
Click For PricingExpedia
- From $635 per night (USD)
VRBO
New Luxury River Front Villa 110 I Rooftop Lounge I Hot Tub I Views I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $635 per night (USD)VRBO
- From $341 per night (USD)
Expedia
2 bedroom family condo lots of amenities on free town shuttle!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Spacious 2 bedroom, 2 bath sleeping 6 - is bright and inviting with spectacular views of the surrounding forest from the ...
From $341 per night (USD)Expedia
- From $372 per night (USD)
VRBO
Three-story townhome tucked back in the woods near Winter Park
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Relax with the whole family at this peaceful place to stay. This spacious townhome is tucked back in the forest, while l ...
From $372 per night (USD)VRBO
- From $256 per night (USD)
Expedia
Updated condo on bus line with indoor pool, hot tub, & wood-burning fireplace
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Hi Country Happiness Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $256 per night (USD)Expedia
- From $183 per night (USD)
VRBO
Beautiful mountain-view condo with hot tubs, heated pool, fireplace, pool table
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
The Sanctuary Hi Country Haus Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $183 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Cozy mountain-view house with full kitchen, dog-friendly & convenient location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Skiing Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $217 per night (USD)Expedia
- From $178 per night (USD)
VRBO
Ski-in/out studio with mountain views, hot tub, indoor pool, gym & fireplace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Iron Horse Studio D4064 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $178 per night (USD)VRBO
- From $366 per night (USD)
Expedia
Slopeside Luxury Chalet 113 D I Hot Tub I Great Views I Best Price I FREE Adventures 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 $366 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Newest Ski-in/ski-out condo at base of Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Vaulted ceilings and large picture windows with views of the Continental Divide let you know you’re in the Rockies while ...
From $375 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Continental Divide View Riverside Condo - Zephyr Mountain Lodge Select-Rated 2510
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay closest to the slopes, just 110 feet from the gondola. **The space** Zephyr Mountain Riverside two-bedroom c ...
From $317 per night (USD)Expedia
- From $226 per night (USD)
VRBO
Ground Floor Ski Condo Close to Gondola - Fraser Crossing/Founders Pointe Premium-Rated 3305
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Beautifully appointed accommodations, steps from the village. Located just 150 yards from the base of Winter Park Resor ...
From $226 per night (USD)VRBO
- From $734 per night (USD)
Expedia
New Luxury River Front Villa 104 I Rooftop Lounge I Hot Tub I Views I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $734 per night (USD)Expedia
- From $198 per night (USD)
VRBO
Sixth Floor Studio with Village and Mountain View - Fraser Crossing/Founders Pointe Premium-Rated 4669
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautifully appointed accommodations, steps from the village. Located just 150 yards from the base of Winter Park Resor ...
From $198 per night (USD)VRBO
- From $422 per night (USD)
Expedia
Cozy Ski-In/Ski-Out Winter Park Resort Condo!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy up next to the fireplace and admire the breathtaking view of the Rocky Mountains when you stay at this gorgeous 1-b ...
From $422 per night (USD)Expedia
- From $433 per night (USD)
VRBO
Luxury Villa 491 I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $433 per night (USD)VRBO
- From $170 per night (USD)
Expedia
Ski-In/Ski-Out Winter Park Condo w/ Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pack your mountain gear — whether that's skis or hiking boots — and book a stay at this Winter Park condo with a prime l ...
From $170 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Mountain View Ski-In Ski-Out Condo - Zephyr Mountain Lodge Premium-Rated 2516
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful Zephyr Mountain Lodge one bedroom condominium with views of the Continental Divide and Village happenings. Fu ...
From $275 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Fraser Crossing/Founders Pointe, Studio Apartment (Premium Unit 4667)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Beautifully appointed accommodations, steps from the village. Located just 150 yards from the base of Winter Park Resor ...
From $200 per night (USD)Expedia
- From $228 per night (USD)
VRBO
Fraser Crossing/Founders Pointe, Condo | 1 Bedroom w/Kitchenette (Premium Unit 4568)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Beautifully appointed accommodations, steps from the village. Located just 150 yards from the base of Winter Park Reso ...
From $228 per night (USD)VRBO
- From $196 per night (USD)
Expedia
Fraser Crossing/Founders Pointe, Studio Apartment (Premium Unit 3620)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautifully appointed accommodations, steps from the village. Located just 150 yards from the base of Winter Park Resor ...
From $196 per night (USD)Expedia
- From $258 per night (USD)
VRBO
Mountain View Condo with Washer Dryer- Fraser Crossing/Founders Pointe Premium-Rated 4462
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unique and beautiful one bedroom efficiency condominium at Founders Pointe located on the 4th floor, the only one bedroo ...
From $258 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Modern Ski Studio Apartment with In-Room Fireplace - Fraser Crossing/Founders Pointe Premium-Rated 4443
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Rustic and modern studio condo located on the 4th floor, right off the elevator making it easy for guests to come and g ...
From $195 per night (USD)Expedia
- From $277 per night (USD)
VRBO
Contemporary Condo Easy Access to Slopes and the Village - Zephyr Mountain Lodge Premium-Rated 1102
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay closest to the slopes, just 110 feet from the gondola. **The space** This contemporary ski-in/ski-out condo ...
From $277 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Ski Condo with Mountain and Resort View - Fraser Crossing/Founders Pointe Select-Rated 4457
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Cozy two bedroom condominium with oversize sofa to sink into at the end of the day and relax in front of the fireplace. ...
From $350 per night (USD)Expedia
- From $198 per night (USD)
VRBO
Prime Ski-in/Ski-out Gondola view on the slope at Winter Park Base
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Welcome to your mountain retreat at Zephyr Mountain Lodge, where you’ll experience Winter Park Resort like never before. ...
From $198 per night (USD)VRBO
- From $493 per night (USD)
Expedia
572 Telemark with private hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Looking for a luxurious and spacious townhome in the heart of downtown Winter Park? Look no further than this beautiful ...
From $493 per night (USD)Expedia
- Click For Pricing
VRBO
Ski-In/Ski-Out Winter Park Condo w/ Balcony!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Leave your cares behind when you walk through the door of this stylish Winter Park vacation rental! The 4th-floor condo ...
Click For PricingVRBO
- From $400 per night (USD)
Expedia
New Ski In Out Luxury Loft 201 I Hot Tub I Gym I Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $400 per night (USD)Expedia
- From $329 per night (USD)
VRBO
Amazing Views! Downtown Penthouse with Sauna
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Renovated Kitchen and Baths! -Top floor condo with breathtaking resort views - Minutes from downtown - 2 expansive bal ...
From $329 per night (USD)VRBO
- From $332 per night (USD)
Expedia
Beautiful 3 Bedroom/3.5 Bath Townhome w/Private Hot Tub, Garage & Mountain Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Best location with fabulous views in the heart of Winter Park! Spacious 3 bedroom/3.5 bathroom townhome is the perfect ...
From $332 per night (USD)Expedia
- From $143 per night (USD)
VRBO
Bike, Hot Tub Soak, and Poolside Fun in WinterPark
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Winter Park Short Term Rental Registration NO. 020528 The Iron Horse building C is located at the base of the mountain ...
From $143 per night (USD)VRBO
- From $442 per night (USD)
Expedia
Luxury Villa 306 I Next To Resort I Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $442 per night (USD)Expedia
- From $893 per night (USD)
VRBO
New BEAUTIFUL townhome in downtown Winter Park with private rooftop hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Experience the ultimate Rocky Mountain getaway in this newly constructed, exquisite 3-bed, 2.5-bath townhome located in ...
From $893 per night (USD)VRBO
- From $764 per night (USD)
Expedia
New Riverfront Chalet 112 I Rooftop Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $764 per night (USD)Expedia
- Click For Pricing
VRBO
Top-Notch | Locker & Hot Tub | Resort | Ski-in/out
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Ski Mountain Condo, located in Winter Park Resort's Fraser Crossing Building, Includes Resort Amenities and Ski ...
Click For PricingVRBO
- From $1236 per night (USD)
Expedia
Ski In Out Luxury Chalet 275 I Hot Tub I Amazing Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $1236 per night (USD)Expedia
- From $434 per night (USD)
VRBO
Ski In Out Luxury Penthouse 1706 I Hot Tub I Gym I Views 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 $434 per night (USD)VRBO
- Click For Pricing
Expedia
Winter Park Mountain Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Beautiful, bright 3-bedroom townhome a mile up the hill from Winter Park town and four miles from Winter Park/Mary Jane ...
Click For PricingExpedia
- From $166 per night (USD)
VRBO
Zephyr Mountain Lodge 2315 | Ski In Ski Out | Walk To Base Area
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the comfort of Zephyr Mountain Lodge 2315, a gorgeous condo located in the Winter Park Resort Base Area. Enjoy all ...
From $166 per night (USD)VRBO
- From $265 per night (USD)
Expedia
New Luxury Condo 102 Near Resort I Great Views I Best Price I FREE Adventures 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 $265 per night (USD)Expedia
- From $553 per night (USD)
VRBO
Luxury Townhouse in Winter Park - Private Hot Tub & Decks
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
With a downtown Winter Park location and three levels of in-house amenities, this 1700+ sqft 4 bd/4ba mountain home with ...
From $553 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Winter Park Condo Rental: 4 Mi to Ski Resort!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Book an unforgettable escape to the Rocky Mountains at this Winter Park vacation rental! Boasting 2 bedrooms, 3 bathroom ...
From $175 per night (USD)Expedia
- From $701 per night (USD)
VRBO
New River Front Luxury Villa 86 I Rooftop Lounge I Hot Tub I Views I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $701 per night (USD)VRBO
- From $420 per night (USD)
Expedia
Luxury Condo 224 I Pool I Club House I Hot Tub I Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $420 per night (USD)Expedia
- From $228 per night (USD)
VRBO
Mtn-view condo with in/out pools, hot tub, fireplace, great views, rec center
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Lucky Adventure Lodge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $228 per night (USD)VRBO
- From $402 per night (USD)
Expedia
Alpine Bliss | WP Resort | Amenities Deck Level
- 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 $402 per night (USD)Expedia