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Winter Park Rentals

From $444 per night (USD)
VRBO
Updated ground-level Ski In/Ski Out condo. Pool & Hot Tub access included
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
HOA update February 18th 2025: The pool will be closed until end of March while the HOA is waiting for parts to arrive ...
From $444 per night (USD)
VRBO
From $598 per night (USD)
VRBO
Ski in / ski out condo overlooking the base area. Access to shared hot tubs
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
This updated spacious 3 bedroom/ 3 bath condo features spectacular views of the slopes from all three bedrooms as well a ...
From $598 per night (USD)
VRBO
From $241 per night (USD)
VRBO
Recently remodeled Ski in/Ski out condo right by New Gondola. Hot Tub access
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Zephyr Mountain Lodge is about as close as you can sleep to the chairlifts without camping outside! Zephyr has four hot ...
From $241 per night (USD)
VRBO
From $289 per night (USD)
VRBO
UPDATED Ski in Ski out condo with private washer/dryer. Access to hot tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This ski in/ski out updated 2 bedroom/ 2 bath condo at Zephyr Mountain Lodge is located right at the base of Winter Par ...
From $289 per night (USD)
VRBO
From $278 per night (USD)
VRBO
Slope-Side Condo in WP Resort: Ski-in/Ski-out with Shared Hot Tub Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
NOTE THAT THE HOT TUBS AND AMENITY DECKS AT FOUNDERS POINTE & FRASER CROSSING ARE CLOSED as new hot tubs are being insta ...
From $278 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Fully remodeled condo. With convenient ski-in/ski-out access. Hot tub & pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
HOA update February 18th 2025: The pool will be closed until end of March while the HOA is waiting for parts to arrive ...
From $226 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Luxury Condo at Standard Pricing. Overlooking Hideaway Park. Pool & hot tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This beautifully upgraded 2 bed 2 bath condo overlooks Hideaway Park and downtown Winter Park. Trailhead Lodge is locat ...
From $302 per night (USD)
VRBO
From $381 per night (USD)
Expedia
Ski in/Ski out condo w/great views. Overlooking the slopes. Access to hot tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
This unit is 40 feet to the elevator -one of the shortest walks to the snow and skiing! It has spectacular slope side v ...
From $381 per night (USD)
Expedia
From $354 per night (USD)
VRBO
Remodeled Ski in Ski out condo. Great for families. Access to pool & hot tub
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
HOA update February 18th 2025: The pool will be closed until end of March while the HOA is waiting for parts to arrive ...
From $354 per night (USD)
VRBO
From $287 per night (USD)
VRBO
MOST AMAZING VIEWS from this condo. Only minutes from slopes. Shared hot tub
Bedrooms:
3
Bathrooms:
2
Sleeps:
7
You’re sure to love this bright two bedroom, three bath condo that looks out on to the Fraser River. The kitchen has pl ...
From $287 per night (USD)
VRBO
From $420 per night (USD)
VRBO
Ski-In/Out / 2 King Suites + Sleeping Loft / Pool & Hot Tubs & private garage
Bedrooms:
3
Bathrooms:
2
Sleeps:
10
HOA update February 18th 2025: The pool will be closed until end of March while the HOA is waiting for parts to arrive ...
From $420 per night (USD)
VRBO
From $346 per night (USD)
VRBO
Ski in Ski out slopeside two bedroom at the Zephyr Mountain Lodge. Sleeps 8!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This is one of the larger two bedroom units in Zephyr and sleeps 8. It has awesome views of the divide, and a boot drye ...
From $346 per night (USD)
VRBO
From $418 per night (USD)
VRBO
Views to Continental Divide from ski-in/out condo with access to hot tubs
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Location! Location! Location! This Zephyr Mountain Lodge condo is about as close as you can sleep to the Gondola without ...
From $418 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Red Sled at Hi Country Haus - 2 bed, 2 bath with a shuttle stop.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This completely renovated condo includes beds for six people, all new mattresses, a large private deck with seating and ...
From $239 per night (USD)
Expedia
From $482 per night (USD)
VRBO
Luxury 4 BR Cabin: 2 King Suites on Shuttle Route
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Alpine Hollow! Experience the Colorado Rocky Mountains like never before from this warm and inviting home, we ...
From $482 per night (USD)
VRBO
From $381 per night (USD)
Expedia
Private balcony offers mountain views & modern unit
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This beautiful, bright and welcoming two bedroom with loft condominium in the town of Winter Park is conveniently locate ...
From $381 per night (USD)
Expedia
From $591 per night (USD)
VRBO
Arrow 264 | Stargaze From The Private Hot Tub | Modern Downtown Townhome
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome home to Arrow 264, a modern, colorful & eclectic, large four-bedroom townhome that's perfectly located just step ...
From $591 per night (USD)
VRBO
From $584 per night (USD)
VRBO
Bear Crossing Cabin at Winter Park - With Hot Tub & Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Beautiful, bright, family-friendly 3-bedroom just 1 mile up the hill from town and 4 miles from Winter Park/Mary Jane re ...
From $584 per night (USD)
VRBO
From $345 per night (USD)
VRBO
Ski In Out Luxury Condo 3425 I Huge Hot Tub I Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Experience the ultimate mountain getaway at the Fraser Crossing Ski In/Out Luxury Condo #3406, perfectly situated in the ...
From $345 per night (USD)
VRBO
From $447 per night (USD)
VRBO
Exquisite Riverfront Home with Mountain Views and Private Hot Tub, Downtown
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Telemark is located in downtown Winter Park which is the hub for activity and services for the area. Most restaurant ...
From $447 per night (USD)
VRBO
From $491 per night (USD)
VRBO
Best Value Luxury Townhome in Lakota across from Ski Resort, Private Hot Tub!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our luxury townhome is located in the exclusive community of Lakota, in the Antlers sub-division, directly across from W ...
From $491 per night (USD)
VRBO
From $715 per night (USD)
Expedia
Base Camp 476 | Large Townhome Nestled on Slopes | Private Hot Tub | Endless Amenities
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Stay in style at this spacious ski in ski out townhome in Winter Park. With an ideal location, this is the perfect home ...
From $715 per night (USD)
Expedia
From $351 per night (USD)
VRBO
✷ Updated Mountain Condo | Zephyr Mountain Lodge 1601 | Base Area Convenience | Ski In Ski Out!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Looking for something new that's ski in ski out in Winter Park? Check out Zephyr 1601! Featuring a complete makeover in ...
From $351 per night (USD)
VRBO
From $357 per night (USD)
Expedia
✲ Ski In / Ski Out | Zephyr Mountain Lodge 2413 | Updated Condo | Views of Divide
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Be right in the heart of it all in this beautiful one-bedroom base area condo. At Zephyr Mountain Lodge 2413, feel free ...
From $357 per night (USD)
Expedia
From $424 per night (USD)
VRBO
Founders Pointe 4541 | Large & Luxe 5th Floor Condo | A Skier's Dream! | Amenity Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Founders Pointe 4541 is the perfect two bedroom condo to escape to in Winter Park. Featuring a coveted corner location w ...
From $424 per night (USD)
VRBO
From $493 per night (USD)
Expedia
✰ Zephyr Mountain Lodge | 6th Floor Views Right At The Base | Modern Condo | Ski In Ski Out
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Enjoy all the convenience & comfort you could ask for at Zephyr Mountain Lodge 2603, a decked out two bedroom condo nest ...
From $493 per night (USD)
Expedia
From $543 per night (USD)
VRBO
Pet Friendly | Trailhead Lodges 134 | Pool, Hot Tub & Fitness Center | Sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Trailhead Lodges 134 is a modern three bedroom condo perfectly placed in downtown Winter Park, just steps to the Rendezv ...
From $543 per night (USD)
VRBO
From $670 per night (USD)
Expedia
✶ Rustic Mountain Condo | Zephyr Mountain Lodge 1606 | Base Area Convenience | Steps To Everything
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Zephyr Mountain Lodge 1606 is a perfectly situated condo with all the awesome amenities you'll want on your next vacatio ...
From $670 per night (USD)
Expedia
From $696 per night (USD)
VRBO
Base Camp 494 | Ski Home For Lunch | Walk Out To Ski Trails | Bubbly Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Located in the exclusive development of Base Camp on Jane Creek, Base Camp 494 is a spacious townhome that offers a quie ...
From $696 per night (USD)
VRBO
From $416 per night (USD)
Expedia
♥ Love to Ski | Walk to Village & Slopes | Fraser Crossing 3131 | Grill & Chill Outside
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Fraser Crossing 3131 is a fun & colorful two bedroom condo, that's less than 150 yards to the slopes and trails of the W ...
From $416 per night (USD)
Expedia
From $749 per night (USD)
VRBO
☟ Lakota Trailside 609 | Hot Tub, Decks & Fire Pit | Near Winter Park Resort
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
- Please note, this home does not have air conditioning, but there is a ceiling fan or portable fan in each room. Take ...
From $749 per night (USD)
VRBO
From $793 per night (USD)
Expedia
Eagle Wind Lodge | Large & Luxe Ski Lodge | Private Hot Tub | Movie & Game Room
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
Eagle Wind Lodge is a spacious mountain home that easily accommodates several families with plenty of private sleeping r ...
From $793 per night (USD)
Expedia
From $594 per night (USD)
VRBO
Base Village Loft 104 | Ski In Ski Out | Modern Mountain Loft | Walk Everywhere!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Base Village Loft 104 is a stylish & modern, three bedroom condo located in the heart of the Winter Park Resort Village, ...
From $594 per night (USD)
VRBO
From $1102 per night (USD)
Expedia
Base Village Loft 109 | Walk Out To Skiing | Stay Above Shops | Private Balcony
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Live in luxury in this gorgeous, ski in ski out, high-end loft at Winter Park Resort. Base Village Loft 109 features a s ...
From $1102 per night (USD)
Expedia
From $403 per night (USD)
VRBO
Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Bright, modern, and cleverly designed, this downtown condo seems custom made for family vacations. Trailhead Lodges 133 ...
From $403 per night (USD)
VRBO
From $606 per night (USD)
Expedia
Base Village Loft 113 | Luxe & Fun Condo at Base | Awesome Amenities
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Base Village Loft 113 is a hip & modern, three bedroom condo located in the heart of the Winter Park Resort Village, sur ...
From $606 per night (USD)
Expedia
From $409 per night (USD)
VRBO
☻ Base Area Penthouse | Fraser Crossing 3611 | Gorgeous Decor | Amenity Deck!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Sweeping Winter Park Resort views await you at Fraser Crossing 3611, a two-bedroom penthouse condo at the base area in W ...
From $409 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Ponderosa Pines | Townhome w/ Expansive Views | Hot Tub & Amenity Decks
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
- Please note, this home does not have air conditioning, but there is a ceiling fan or portable fan in each room. Do yo ...
From $366 per night (USD)
Expedia
From $598 per night (USD)
VRBO
Base Village Loft 108 | Stay & Play Here | Easy Walk to Gondola | Private Garage at Base
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Base Village Loft is a decked out, perfectly placed three bedroom condo located in the Village at Winter Park Resort. Ju ...
From $598 per night (USD)
VRBO
From $290 per night (USD)
Expedia
☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Trailhead Lodges 424 is a gorgeous condo with a plethora of amenities including a clubhouse with a gym, heated pool, hot ...
From $290 per night (USD)
Expedia
From $1284 per night (USD)
VRBO
Bridger's Cache Ski Lodge | Spacious Ski Chalet | Sleeps 18 | Private Hot Tub
Bedrooms:
5
Bathrooms:
5
Sleeps:
18
Ideal for larger groups looking for the highest end accommodations, Bridger's Cache Ski Lodge is perfect for family reun ...
From $1284 per night (USD)
VRBO
From $497 per night (USD)
Expedia
Ski In Out Luxury Condo 4474 I Huge Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the ultimate mountain getaway at Founders Pointe Ski In/Out Luxury Condo #4474, perfectly situated in the hea ...
From $497 per night (USD)
Expedia
From $365 per night (USD)
VRBO
Hideaway Station TS 23 - New in Downtown Winterpark
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located in the heart of downtown Winter Park in the Hideaway Station building! This modern and amenity-laden condominium ...
From $365 per night (USD)
VRBO
From $244 per night (USD)
Expedia
Fraser Crossing 3405 Ski In Ski Out Winter Park Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Location is the word with this newly listed Fraser Crossing unit, located just across the street from the Winter Park Re ...
From $244 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Winter Park Condo on Bus Route, 2 Blocks to Dtwn!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Your idyllic home base for the Rocky Mountains awaits you at this 2-bedroom, 2-bath vacation rental! Nestled alongside t ...
From $231 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Ski In Out Luxury Condo 4283 I Huge Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the ultimate mountain getaway at the Founders Pointe Ski In/Out Luxury Condo 4283, perfectly situated in the ...
From $369 per night (USD)
Expedia
From $1199 per night (USD)
VRBO
Amazing views from 3 Bdrm Townhome
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Amazing views of the ski resort out the main living room windows. Private deck and large private hot tub looking at the ...
From $1199 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Townhouse with jetted tub, fireplace, views of Continental Divide
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Divide View Townhome Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $289 per night (USD)
Expedia
From $233 per night (USD)
VRBO
Founders Pointe 4549 | ☀ Ski In Ski Out | Across From Ski Village | Gorgeous Amenity Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Freshly updated with modern furnishings, Founders Pointe 4549 is perfect for your next getaway to the mountains! Freshly ...
From $233 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Ski-in/Ski-Out Studio Condo with Balcony and Shared Pool - Year-Round Activities
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Iron Horse Studio Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $229 per night (USD)
Expedia
From $200 per night (USD)
VRBO
Condo on Fraser River < 4 Mi to Winter Park Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Whether you're looking for a relaxing alpine getaway or a vacation full of thrilling adventures on snow-capped peaks, th ...
From $200 per night (USD)
VRBO
From $393 per night (USD)
VRBO
Winter Park Ski-In/Ski-Out Condo w/ Mountain Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This idyllic Winter Park vacation rental condo will serve as the ultimate home base for your next Colorado mountain geta ...
From $393 per night (USD)
VRBO
From $294 per night (USD)
VRBO
Winter Park Cabin - Walk to Main Street & Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
For the ultimate Rocky Mountain experience, escape to this 2-bed, 2-bath Winter Park vacation rental cabin! Offering all ...
From $294 per night (USD)
VRBO
From $1586 per night (USD)
VRBO
Experience Mountain Luxury at Its Finest: 5-Bedroom Retreat In Winter Park
Bedrooms:
5
Bathrooms:
5
Sleeps:
15
Indulge in beauty, comfort, and convenience at our spacious 5-bedroom, 5-bath, 4,000 sq. ft. mountain retreat in the cov ...
From $1586 per night (USD)
VRBO
From $149 per night (USD)
VRBO
Completely Updated Condo in Great Location only steps to the Gondola
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Closest unit to the slopes and Gondola. Oversized 1 Bedroom with queen bed, bunk bed and queen memory foam sofa bed. ...
From $149 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Lux 2B/2B Dwtn Condo w/ clubhouse, faces Hideaway Park stage/sledding hill,WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Winter Park Short-Term Rental Registration No. 001952 Stay here once and you’ll never want to stay anywhere else! This ...
From $306 per night (USD)
Expedia
From $420 per night (USD)
VRBO
✥ Gorgeous Condo | Zephyr Mountain Lodge | Ski In Ski Out | Excellent Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Soak in the style and comfort at Zephyr Mountain Lodge 2302 with new furniture and flooring, bedding and more. A fully e ...
From $420 per night (USD)
VRBO
From $572 per night (USD)
Expedia
Lakota Northwoods 305 | Close To Skiing! | Private Hot Tub w/ Resort Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Lakota Northwoods 305 is a custom mountain home that's perched across from Winter Park Resort that boasts some of the be ...
From $572 per night (USD)
Expedia
From $795 per night (USD)
VRBO
Elk Lodge | 3 Miles To Ski Resort | Private Hot Tub | Sleeps 19 People!
Bedrooms:
5
Bathrooms:
5
Sleeps:
19
Wrap yourself in mountain style at Elk Lodge, a spacious mountain chalet situated in Winter Park, just minutes from worl ...
From $795 per night (USD)
VRBO
From $782 per night (USD)
Expedia
Base Camp 480 | Gorgeous Mountain Townhome On Slopes | Private Hot Tub | Dreamy Luxe Decor
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Step into luxury at Base Camp 480, a four-bedroom, ski in ski out townhome that's perfectly appointed in mountain decor ...
From $782 per night (USD)
Expedia
From $464 per night (USD)
VRBO
✦ Updated Condo | Zephyr Mountain Lodge 2307 | Bright & Sunny Rooms | High End Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy all the convenience & comfort you could ask for at Zephyr Mountain Lodge 2307. This updated condo features two bed ...
From $464 per night (USD)
VRBO
From $284 per night (USD)
Expedia
✔ Check! PET-FRIENDLY | Walk To Downtown | Close To Skiing | Trailhead Lodges 811
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Perfectly placed in downtown Winter Park, Trailhead Lodges 811 is a cozy one bedroom condo that's just steps to Rendezvo ...
From $284 per night (USD)
Expedia
From $1128 per night (USD)
VRBO
Pet Friendly Paradise | Luxe Neighborhood | Hot Tub & Pool Table | Lakota Reserve
Bedrooms:
6
Bathrooms:
6
Sleeps:
18
- Please note, this home does not have air conditioning, but there is a ceiling fan or portable fan in each room. Lakot ...
From $1128 per night (USD)
VRBO
From $367 per night (USD)
Expedia
SKI IN SKI OUT | Fraser Crossing 3517 | Base Area Bliss | Convenient Location
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Fraser Crossing 3517 is a treat that you don't want to miss. This is a rare one-bedroom condo that has hotel-style luxur ...
From $367 per night (USD)
Expedia
From $344 per night (USD)
VRBO
Ski In Ski Out Condo | Zephyr Mountain Lodge 1215 | Hot Tub | Base Area
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Wake up just steps from the slopes in this true ski in ski out condo at Zephyr Mountain Lodge, located in the heart of t ...
From $344 per night (USD)
VRBO
From $289 per night (USD)
Expedia
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 $289 per night (USD)
Expedia
From $423 per night (USD)
VRBO
❂ Base Area Condo | Ski In Ski Out | Zephyr Mountain Lodge | Walk to Everything!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relish luxurious living in this one-level condo, located right in the Village at Winter Park, for an experience you won' ...
From $423 per night (USD)
VRBO
From $567 per night (USD)
Expedia
♡ Perfect Family Condo at Base | Fraser Crossing 3326 | Across From Village
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Fraser Crossing 3326 is a cool corner unit condo that overlooks the Village and slopes of the Winter Park Resort- with a ...
From $567 per night (USD)
Expedia
From $441 per night (USD)
VRBO
Updated Mountain Condo | SKI IN SKI OUT | Zephyr Mountain Lodge 1318 | Private Balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Zephyr Mountain Lodge 1318 welcomes you with warm mountain modern furnishings while boasting an incredible ski in / ski ...
From $441 per night (USD)
VRBO
From $1312 per night (USD)
Expedia
Two Brother's Lodge | Luxury Mountain Lodge | Game Room | Private Hot Tub
Bedrooms:
4
Bathrooms:
6
Sleeps:
19
Step into Two Brothers Lodge and you'll immediately feel at home amongst the open layout and the fresh and clean updated ...
From $1312 per night (USD)
Expedia
From $397 per night (USD)
VRBO
☆ Family Friendly Downtown Townhome | Private Hot Tub & Decks | Walk To Everything
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located in downtown Winter Park, Sawmill Station 214 is a completely redesigned condo just steps away from everything Wi ...
From $397 per night (USD)
VRBO
From $480 per night (USD)
Expedia
★ Stay Downtown in Style | Mtn Modern Townhome | Private Hot Tub & Heated Garage
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Settle into your home away from home at Sawmill Station 104, a hidden gem in downtown Winter Park. This spacious townhom ...
From $480 per night (USD)
Expedia
From $442 per night (USD)
VRBO
☀ Sunny Base Area Condo | Zephyr Mountain Lodge 1303 | Convenient Location | Direct Slope Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the thoughtfully warm decor at Zephyr Mountain Lodge 1303. With a cozy King bed in the Primary Suite and two Twin ...
From $442 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Lakota Mountain Lodge 106 | Across From Resort | Endless Views | Private Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome home to Lakota Mountain Lodge 106. At the end of a busy Winter Park day, you'll love sitting in the bubbly priva ...
From $444 per night (USD)
Expedia
From $1036 per night (USD)
VRBO
☺ Timber Ridge Lodge | 4 Miles To Resort | Private Hot Tub | Large Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
17
Timber Ridge Lodge is a luxury six bedroom chalet perched above Winter Park, CO. This gorgeous lodge features expansive ...
From $1036 per night (USD)
VRBO
From $988 per night (USD)
Expedia
Trout Creek Lodge | Massive Luxury Lodge - SLEEPS 19! | Hot Tub | Game Tables
Bedrooms:
7
Bathrooms:
6
Sleeps:
19
Trout Creek Lodge is your group's premier getaway nestled in the mountains of Winter Park. Boasting six large bedrooms, ...
From $988 per night (USD)
Expedia
From $514 per night (USD)
VRBO
☼ Ski Resort Views From Deck | Slopeside 202 | Private Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Slopeside 202 is a spacious three-bedroom townhome perfectly located between downtown and the mountain, and less than a ...
From $514 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Zephyr Mountain Lodge 2419 | Extra Large Base Area Condo | Hip & Cool Decor | Foosball Table
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay in style at the largest and most remodeled Zephyr one-bedroom - Zephyr Mountain Lodge 2419. This oversized one-bedr ...
From $234 per night (USD)
Expedia
From $500 per night (USD)
VRBO
💎 Deluxe Hot Tub W/ Stunning Views | Custom Decor | Across From Ski Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Lakota Antlers 409 welcomes you with sweeping resort views from each of the three levels along with the large decks & pr ...
From $500 per night (USD)
VRBO
From $454 per night (USD)
Expedia
✹ Gorgeous High-End Condo | Perfect Location | Zephyr Mountain Lodge 1508 | Walk To Slopes
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Smart & sophisticated style set this elegantly furnished condo apart from the rest. This home features a bright & open f ...
From $454 per night (USD)
Expedia
From $512 per night (USD)
VRBO
Sawmill Station 220 | Private Hot Tub | Walk To Shops & Dining
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Sawmill Station 220 is a gorgeous end unit townhome with an amazing location that offers privacy and is just a short str ...
From $512 per night (USD)
VRBO
From $929 per night (USD)
Expedia
Base Camp 472 | Sunny Modern Townhome | Private Hot Tub | On Corridor Trail
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
In this stunning, inviting and airy retreat you can find yourself completely at ease. Base Camp 472 features a complete ...
From $929 per night (USD)
Expedia
From $606 per night (USD)
VRBO
☟ Base Village Loft 102 | WALK DOWNSTAIRS TO BASE AREA | Private Garage | SKI SKI SKI
Bedrooms:
3
Bathrooms:
3
Sleeps:
11
Base Village Loft 102 is a bright & beautiful mountain loft, situated in the center of the Winter Park Resort Village. W ...
From $606 per night (USD)
VRBO
From $479 per night (USD)
Expedia
🐻 Bear Crossing 1390 | Pet Friendly For One Dog | Private Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Bear Crossing 1390 is a perfectly placed three bedroom townhome perched above downtown Winter Park and features breathta ...
From $479 per night (USD)
Expedia
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VRBO
Winter Park Resort Retreat: Steps to Ski Lift
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
No matter the weather, in a t-shirt or sweater, you’re in for endless fun when you stay at this Winter Park vacation ren ...
Click For Pricing
VRBO
From $253 per night (USD)
VRBO
Walkable Winter Park Condo ~ 4 Mi to Slopes!
Bedrooms:
3
Bathrooms:
3
Sleeps:
11
Dust off your skis and get ready for fresh powder at this Winter Park vacation rental! Ideally located just 3.5 miles fr ...
From $253 per night (USD)
VRBO
From $328 per night (USD)
VRBO
Luxury condo, Pool and Hot Tub, Ski Shuttle, Downtown, Close to All!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winter Park Short Term Rental Reg # 4667. Condo in newest Trailhead building, beautifully decorated, well equipped, spac ...
From $328 per night (USD)
VRBO
From $400 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 $400 per night (USD)
Expedia
Click For Pricing
VRBO
Ski In Out Luxury Condo 4475 I Huge Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the ultimate mountain getaway at Founders Pointe Ski In/Out Luxury Condo #4475, perfectly situated in the hea ...
Click For Pricing
VRBO
From $509 per night (USD)
VRBO
Winter Park Townhome w/ Stunning Slope Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your next epic Winter Park escape awaits at this stunning 3-bedroom, 2.5-bath vacation rental townhome - just a 2 minute ...
From $509 per night (USD)
VRBO
From $532 per night (USD)
VRBO
Spectacular Views! Luxury 3BR/2BA in Base Area Location - Trademark
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Winter Park Short Term Rental Registration No: 005160 SUMMER IN WINTER PARK IS AMAZING! BOOK YOUR MOUNTAIN VACATION H ...
From $532 per night (USD)
VRBO
From $781 per night (USD)
Expedia
4BR Luxury Winter Park Townhome • Walk to Main Street & Private Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Luxury Town home Steps to Main Street w/Hot Tub Escape to the ultimate winter retreat in Winter Park, Colorado. This lu ...
From $781 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy Studio | Hot Tub | Ski Locker | WP Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Ski Mountain Condo, located in Winter Park Resort's Founder's Pointe Building, Includes Resort Amenities and Sk ...
Click For Pricing
VRBO
From $303 per night (USD)
Expedia
Amazing 1B Condo At Winter Park Resort and 150 ft to the Gondola.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This cozy 1 king sized bed condo also has a very comfortable queen sofa sleeper is on the amenity deck of Fraser Crossin ...
From $303 per night (USD)
Expedia
Click For Pricing
VRBO
Beautiful Comfortable Two Bedroom Condominium
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful, comfortable two bedroom, two bathroom condominium is located at Silverado II in the town of Winter Park. Sho ...
Click For Pricing
VRBO
From $1053 per night (USD)
Expedia
Ski in 9 Bedroom, great for large groups!
Bedrooms:
8
Bathrooms:
9
Sleeps:
16
9 Bedroom 8 Bath Rustic Chalet. This home is great for large gatherings. Perfect spot for large groups who like to spend ...
From $1053 per night (USD)
Expedia
From $161 per night (USD)
VRBO
Quaint getaway steps from Main Street with fireplace & full kitchen
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Hi Country Haus 6-15 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $161 per night (USD)
VRBO
From $344 per night (USD)
Expedia
3-story townhouse w/ hot tub & deck views
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to your mountain retreat in Winter Park - a cozy base for year-round adventure & relaxation: - Sleeps 10 | 3 be ...
From $344 per night (USD)
Expedia
From $555 per night (USD)
VRBO
Luxury Loft 106 I Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to Hideaway Station Luxury Loft 106, a stunning retreat nestled in the heart of Winter Park, Colorado. This beau ...
From $555 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Chill 404 | Stunning Modern Condo | Hot Tub & Endless Pool | Near Ski Slopes
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Step into style on your next vacation to Winter Park! Chill 404 is a colorful & modern two bedroom, two bathroom condo t ...
From $302 per night (USD)
Expedia

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