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Winter Park Rentals

From $827 per night (USD)
VRBO
Luxury River Front Villa 110 I Rooftop Lounge I Hot Tub I Great Views I Discounted Attractions
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to the Wilds 360 Luxury River Front Roof Top Villa #110, a stunning retreat nestled in the heart of Winter Park. ...
From $827 per night (USD)
VRBO
From $362 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 $362 per night (USD)
Expedia
From $557 per night (USD)
VRBO
Ski In-Out 2bd/3ba Condo - Sleeps Like a 3 Bedroom
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Escape to a spacious ski-in ski-out condo nestled in the Winter Park Ski Resort. Plenty of space for the entire family w ...
From $557 per night (USD)
VRBO
From $501 per night (USD)
Expedia
Perfect Family Getaway in Rendezvous. Free Shuttle. Hot Tub. Walk to Downtown WP
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
PLEASE NOTE: As of May, 2024, there is a new development undergoing construction to the south of the property. We expec ...
From $501 per night (USD)
Expedia
From $690 per night (USD)
VRBO
Luxury Villa 582 On Pond I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to the Telemark River Front Luxury Condo #582, a stunning retreat nestled in the heart of Winter Park. This exqu ...
From $690 per night (USD)
VRBO
From $643 per night (USD)
Expedia
Luxury Villa 254 I Private Rooftop Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover the Arrow Luxury Rooftop Townhome 254, a stunning retreat nestled in the heart of Winter Park, Colorado. This e ...
From $643 per night (USD)
Expedia
From $337 per night (USD)
VRBO
Luxury Loft 4 I Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to Hideaway Station Luxury Loft #4, a stunning retreat nestled in the heart of Winter Park, Colorado. This beaut ...
From $337 per night (USD)
VRBO
From $371 per night (USD)
Expedia
Luxury Condo 414 I Pool I Club House I Hot Tub I Best Price I Discounted Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to the Trailhead Lodge Luxury Condo #414, a stunning retreat nestled in the heart of Winter Park, Colorado. This ...
From $371 per night (USD)
Expedia
From $213 per night (USD)
VRBO
Winter Park Condo w/ Private Balcony: Near Skiing!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Experience a quintessential Colorado getaway at this charming 1-bedroom, 1.5-bath condo in Winter Park! Boasting a prime ...
From $213 per night (USD)
VRBO
From $323 per night (USD)
Expedia
Mountain Modern - Private - Ski-in/out - WP Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Ski Mountain Condo, located in Winter Park Resort's Founder's Pointe Building, Includes Resort Amenities and Sk ...
From $323 per night (USD)
Expedia
From $449 per night (USD)
VRBO
Stunning Winter Park Condo Near Slopes!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Prioritize Colorado beauty with this next-level getaway. Located near all the top attractions, such as Winter Park Resor ...
From $449 per night (USD)
VRBO
From $761 per night (USD)
Expedia
EXCEPTIONAL ski home - best views of the HILL! Across the street from resort.
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
This large 4 bedroom, 3.5 bat home with 2 living areas is exceptional! Complete with two master suites with on-suite ba ...
From $761 per night (USD)
Expedia
From $360 per night (USD)
VRBO
Entire 3-Bed. 8-Person Winter Park Condo With Hot Tub & Amazing Location
Bedrooms:
2
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 $360 per night (USD)
VRBO
From $271 per night (USD)
VRBO
Winter Park Condo w/ Sleeping Loft - Near Main St
Bedrooms:
3
Bathrooms:
2
Sleeps:
7
Escape to the heart of Winter Park and indulge in the ultimate mountain retreat at this 2-bedroom, 3-bath vacation renta ...
From $271 per night (USD)
VRBO
From $282 per night (USD)
VRBO
Pet-friendly 2BR condo w/ sauna & mountain views
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Welcome to your mountain retreat in the heart of Winter Park - perfect for families, friends & outdoor lovers! Enjoy com ...
From $282 per night (USD)
VRBO
Click For Pricing
Expedia
NEW! WinterHaven: Rustic Modern Lodge
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
WinterHaven lodge is a custom, rustic modern home with unique touches throughout to make your mountain vacation memorabl ...
Click For Pricing
Expedia
$Cozy ski retreat in Winter Park! Close proximity to the resort and main street!\n$
From $418 per night (USD)
VRBO
Cozy ski retreat in Winter Park! Close proximity to the resort and main street!\n
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Situated in a quiet neighborhood a few miles from Winter Park Resort, Fritzie's Place is the perfect getaway for relaxin ...
From $418 per night (USD)
VRBO
From $212 per night (USD)
Expedia
Lovely mountain home w/back yard/full kitchen - near trails, shopping, skiing
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Hi Country Haus 11-2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $212 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Hideaway Station TE 309
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Urban Mountain Living in the Heart of Downtown Winter Park Discover urban mountain living in this expansive 1-bedroom, ...
From $262 per night (USD)
VRBO
From $419 per night (USD)
VRBO
Winter Park Townhome w/ Hot Tub, Half Mi to Dtwn!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Embrace exciting ski days and easy hiking trips with this centrally located gem. Surrounded by top attractions, this 3-b ...
From $419 per night (USD)
VRBO
From $346 per night (USD)
VRBO
Ski-in Ski-out Iron Horse Studio Condo C
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
In building C with maximum convenience and the beauty of vaulted ceilings. Unit is on the same level as bridge to corrid ...
From $346 per night (USD)
VRBO
From $715 per night (USD)
Expedia
Select Unit 1520: 3 Bedroom: Zephyr Mountain Lodge
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Stay closest to the slopes, just 110 feet from the gondola. **The Space** Tucked at the end of the hall, this th ...
From $715 per night (USD)
Expedia
From $382 per night (USD)
VRBO
Premium Unit 4650- Fraser Crossing/Founders Pointe
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Adorable studio condominium on the top, 6th floor in Founders Pointe with a vaulted ceiling and art work that shows off ...
From $382 per night (USD)
VRBO
From $388 per night (USD)
Expedia
Premium Unit 3519- Fraser Crossing/Founders Pointe
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 $388 per night (USD)
Expedia
From $423 per night (USD)
VRBO
Premium Unit 1403 - 2 Bedrooms - Zephyr Mountain
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay closest to the slopes, just 110 feet from the gondola. **The Space** Beautiful mountain contemporary Two bed ...
From $423 per night (USD)
VRBO
From $528 per night (USD)
Expedia
Premium Unit 3513- Fraser Crossing/Founders Pointe
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 $528 per night (USD)
Expedia
From $325 per night (USD)
VRBO
Premium Unit 3522- Fraser Crossing/Founders Pointe
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 $325 per night (USD)
VRBO
From $410 per night (USD)
Expedia
Premium Unit 1327 - 1 Bedroom - Zephyr Mountain
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay closest to the slopes, just 110 feet from the gondola. **The Space** Charming one-bedroom condominium in Zep ...
From $410 per night (USD)
Expedia
From $454 per night (USD)
VRBO
Luxury Chalet 1415 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
3
Sleeps:
11
Welcome to Bear Trail Luxury Villa 1415, a stunning townhome nestled in the heart of Winter Park, Colorado. This exquisi ...
From $454 per night (USD)
VRBO
From $676 per night (USD)
Expedia
Luxury Villa 502 In Resort I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
3
Sleeps:
11
Welcome to Lakota Reserve Luxury Villa 502, a stunning retreat nestled in the heart of Winter Park Resort, where breatht ...
From $676 per night (USD)
Expedia
From $1552 per night (USD)
VRBO
Ski In Out Luxury Villa 456 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Discover the ultimate mountain retreat at Basecamp Ski In/Out Luxury Villa 456, nestled in the heart of Winter Park Reso ...
From $1552 per night (USD)
VRBO
From $405 per night (USD)
Expedia
Founders Pointe 4354 | Modern & Bright Condo | Dreamy Design | Amenity Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Founders Pointe 4354 is a dreamy two bedroom condo perfectly situated at the Winter Park base area, just 150 yards to th ...
From $405 per night (USD)
Expedia
From $481 per night (USD)
VRBO
Slopeside Luxury Chalet 100 I Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to Slopeside Village Luxury Chalet 100, a stunning retreat nestled in the heart of Winter Park Resort. This luxu ...
From $481 per night (USD)
VRBO
From $217 per night (USD)
Expedia
Newest built Ski-in/Ski-out condos at base of Winter Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Vaulted ceilings and views of the Continental Divide let you know you’re in the Rockies while enjoying this contemporary ...
From $217 per night (USD)
Expedia
From $370 per night (USD)
VRBO
Premium Unit 4643- Fraser Crossing/Founders Pointe
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 $370 per night (USD)
VRBO
From $361 per night (USD)
Expedia
Premium Unit 1307 - 1 Bedroom - Zephyr Mountain
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay closest to the slopes, just 110 feet from the gondola. **The Space** Gorgeous one-bedroom condominium on ...
From $361 per night (USD)
Expedia
From $538 per night (USD)
VRBO
Luxury 4 bedroom Townhome in Lakota, across from resort, with stunning views!
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Luxury mountain townhome, 4 BR, 3.5 Baths, Sleeps 10, hot tub This spectacular 4 bedroom mountain townhome is perfect f ...
From $538 per night (USD)
VRBO
From $1275 per night (USD)
Expedia
4BR townhouse w/ hot tub, fireplace & slope views
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to your mountain retreat in Winter Park - perfect for families & groups seeking comfort, views, & adventure year ...
From $1275 per night (USD)
Expedia
From $412 per night (USD)
VRBO
Pet-friendly condo w/ balcony, hot tub & gym
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to your cozy Winter Park retreat - a forest-framed condo steps from downtown & minutes to the slopes! Perfect fo ...
From $412 per night (USD)
VRBO
From $343 per night (USD)
VRBO
Come experience The Goat Room at Winter Park's only luxury boutique hotel!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
G.O.A.T. + Llama Loft This room may be one of the greatest hotel rooms because of the very special llama loft. Extra sp ...
From $343 per night (USD)
VRBO
From $424 per night (USD)
VRBO
Get cozy in The Bear Suite at Winter Park's only luxury boutique hotel!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Un-bearable views! The king size retreat has it all, space to lounge, a walk-in closet, mini-fridge, coffee station, do ...
From $424 per night (USD)
VRBO
From $359 per night (USD)
VRBO
Get cozy in The Bighorn Sheep Room at Winter Park's only luxury boutique hotel!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Made for ewe! A luxurious king and queen bed makes this room great for a group up to 4. Room features a mini-fridge, co ...
From $359 per night (USD)
VRBO
From $370 per night (USD)
VRBO
Come experience The Elk Room at Winter Park's only luxury boutique hotel!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Buck wild! The vaulted ceilings, picture perfect views of town and secret cub cave make this room un-herd of. Also feat ...
From $370 per night (USD)
VRBO
From $542 per night (USD)
VRBO
Get cozy in The Bison Suite at Winter Park's only luxury boutique hotel!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Bison, Buffalo, Tatanka A ton of fun! This is our premier one-bedroom suite with a fully equipped kitchen. The living a ...
From $542 per night (USD)
VRBO
From $303 per night (USD)
VRBO
Come experience The Fox Room at Winter Park's only luxury boutique hotel!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stay foxy! A perfect room for one or two guests. We love the fireplace, the private entrance and cozy, yet luxurious ki ...
From $303 per night (USD)
VRBO
From $398 per night (USD)
VRBO
Get cozy in The Moose Suite at Winter Park's only luxury boutique hotel!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Duck, duck, moose! One of our largest rooms and the only one on the main level, Moose features two queen beds, a walk-i ...
From $398 per night (USD)
VRBO
From $268 per night (USD)
VRBO
Get cozy in The Snowshoe Hare Room at Winter Park's only luxury boutique hotel!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Hopping good times! We love the fireplace, the private entrance and cozy, yet luxurious queen bed. Room features a mini ...
From $268 per night (USD)
VRBO
From $279 per night (USD)
VRBO
Come experience The Marmot Room at Winter Park's only luxury boutique hotel!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Small but mighty! Nothing clever here for our small, but mighty room. We love the private entrance and luxurious king b ...
From $279 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Cozy condo w/ shared pool, hot tub, game room, fitness area, & W/D
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hi Country Haus 22-8 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $350 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Ski In Out Luxury Condo 2207 I Hot Tub I Gym I Ski Views I Best Price I Discounted Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Welcome to the Zephyr Ski In/Out Luxury Condo 2207, a stunning retreat nestled at the base of Winter Park Resort. This b ...
From $397 per night (USD)
Expedia
Click For Pricing
VRBO
Newly Renovated Walkable Ski Townhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to this cozy 2-bedroom, 1-bath townhome in Winter Park, perfect for your short-term getaway. Enjoy a fully equipp ...
Click For Pricing
VRBO
From $722 per night (USD)
VRBO
Charming 4-bedroom and 6-bathroom home in Winter Park
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Nestled in the heart of Winter Park, our stunning mountain home offers an amazing and beautiful retreat. Wake up to bre ...
From $722 per night (USD)
VRBO
From $453 per night (USD)
VRBO
Winter Park Mountain Townhome
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Brand new! Located in historic Old Town, very close to Winter Park Resort, the townhome is almost ski-in/ski-out but als ...
From $453 per night (USD)
VRBO
From $590 per night (USD)
Expedia
Luxury Chalet 411 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Welcome to Bear Trail Luxury Chalet 411, a stunning mountain retreat nestled in the heart of Winter Park, Colorado. This ...
From $590 per night (USD)
Expedia
From $361 per night (USD)
VRBO
Cozy Ski-In/Ski-Out Winter Park Condo w/ Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Iron Horse Resort | Private Balcony | On-Site Bus Stop Look forward to long days on the slopes and cozy nights by the f ...
From $361 per night (USD)
VRBO
From $270 per night (USD)
VRBO
Downtown Winter Park Condo w/ Free Bus to Ski Base
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Nestled in the heart of downtown Winter Park, this exquisite 2-bedroom, 1-bath vacation rental offers an unparalleled bl ...
From $270 per night (USD)
VRBO
From $157 per night (USD)
VRBO
Top floor unit on The Corridor! Beautiful alpine views! 5 min. walk to WP Base!
Bedrooms:
1
Bathrooms:
0
Sleeps:
4
Alpine View at The Iron Horse is adjacent to The Corridor. This top floor studio allows you hassle-free access to The Go ...
From $157 per night (USD)
VRBO
Click For Pricing
Expedia
Ski in Ski Out Cozy Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
About this space A Skier's Dream. Studio condo at Iron Horse offers direct access by ski or snowboard to Winter Park Res ...
Click For Pricing
Expedia
From $321 per night (USD)
VRBO
Family friendly 2 bedroom cabin themed interior
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Clubhouse will be closed for season maintenance from 9/22-10/1 A cabin themed getaway condo is perfect for families. Gro ...
From $321 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Luxurious downtown 2 bedroom with lots of amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stunning 2-bedroom in the heart of downtown Winter Park! Immaculate unit with modern design, 9-1/2 ft ceilings, radiant ...
From $404 per night (USD)
Expedia
From $359 per night (USD)
VRBO
Private Sauna, Covered Parking, Hot Tub, Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome home to our condo in the Snowblaze complex! Easily walkable to everything in Winter Park, and only a 5 minute dr ...
From $359 per night (USD)
VRBO
From $296 per night (USD)
VRBO
Come experience The Antelope Room at Winter Park's only luxury boutique hotel!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Oh, deer! The views may make it hard to get out of the cozy, yet luxurious queen bed. The steam shower makes for a refr ...
From $296 per night (USD)
VRBO
From $646 per night (USD)
VRBO
Mountain townhouse w/ hot tub & fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Welcome to your Winter Park retreat - a cozy townhouse for families & groups to relax after mountain adventures! Just mi ...
From $646 per night (USD)
VRBO
From $382 per night (USD)
Expedia
Beautiful Condo at Winter Park!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Beautiful one bedroom condo that sleeps up to 6 and situated at one of the best locations at Iron Horse Condominiums. A ...
From $382 per night (USD)
Expedia
From $684 per night (USD)
VRBO
Luxury Villa 85 I Hot Tub I Rooftop Lounge I Great Views I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to the Wilds 360 Luxury Roof Top Villa #85, a stunning retreat nestled in the heart of Winter Park, Colorado. Th ...
From $684 per night (USD)
VRBO
From $264 per night (USD)
Expedia
Ski In Ski Out | Zephyr Mountain Lodge 2219 | Hot Tub | Base Area
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Zephyr Mountain Lodge 2219 is a serene condo located right at the slopes and base area village. This updated condo is pe ...
From $264 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Modern slopeside out studio with access to hot tub, fire pit & fire place
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Additionally, at times there will be construction noise, possible Mondays-Saturdays (allowed work hours 7 am to 7 pm), w ...
From $265 per night (USD)
VRBO
From $871 per night (USD)
Expedia
Cozy chalet w/ rooftop hot tub & sauna views
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to your mountain escape in Winter Park - the perfect base for adventure & relaxation year-round! Enjoy river & f ...
From $871 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Ski-In/Ski-Out Winter Park Condo w/ Mountain Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Trade the typical hustle and bustle for alpine adventures on a stay at this Winter Park vacation rental! Boasting a prim ...
From $318 per night (USD)
VRBO
From $325 per night (USD)
Expedia
Ski-In/Ski-Out Winter Park Condo w/ Balcony!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to the Rocky Mountains and experience the best of Winter Park at this inviting vacation rental! Boasting an updat ...
From $325 per night (USD)
Expedia
From $553 per night (USD)
VRBO
Gorgeous all-season townhome with private hot tub, two decks, fireplace, & W/D
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Cabin Sweet Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $553 per night (USD)
VRBO
From $388 per night (USD)
Expedia
Premium Unit 4373- Fraser Crossing/Founders Pointe
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 $388 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Premium Unit 4371- Fraser Crossing/Founders Pointe
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Adorable studio on the amenity deck of Founders Pointe offers easy access to the patio hot tub and stunning views of th ...
From $356 per night (USD)
VRBO
From $550 per night (USD)
Expedia
Luxury Villa 402 In Resort I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
3
Sleeps:
14
Welcome to Lakota Reserve Luxury Villa 402, a stunning townhome nestled in the heart of Winter Park Resort, where breath ...
From $550 per night (USD)
Expedia
From $447 per night (USD)
VRBO
Select Unit 1709 - 2BR - Zephyr Mountain Lodge
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! ...
From $447 per night (USD)
VRBO
From $471 per night (USD)
Expedia
Luxury Chalet 100 I Private Hot Tub I Great Views I Arcade I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Welcome to Wolf Park Luxury Chalet #100, a stunning townhome nestled in the heart of Winter Park, Colorado. This exquisi ...
From $471 per night (USD)
Expedia
From $359 per night (USD)
VRBO
✻ Ski In Ski Out | Base Area @ WP | Zephyr Mountain Lodge 1417 | Great Central Location!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This one-level condo located right in the Village at Winter Park is a perfect escape for those looking to get away from ...
From $359 per night (USD)
VRBO
Click For Pricing
Expedia
Family-sized Winter Park condo with heated pool, hot tub and game room!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located a block off Main Street in the beautiful mountain town of Winter Park, Colorado, Lions Gate is a short walk away ...
Click For Pricing
Expedia
From $424 per night (USD)
VRBO
Slopeside Luxury Villa 125 I Private Hot Tub I Ski Views I Best Price I Discounted Attractions
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Slopeside Luxury Villa 125, your perfect getaway nestled in the heart of Winter Park Resort. This stunning to ...
From $424 per night (USD)
VRBO
From $360 per night (USD)
Expedia
Pet-friendly condo w/ hot tub & pool access
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to your cozy mountain retreat in the heart of Winter Park - perfect for outdoor adventures & relaxing evenings b ...
From $360 per night (USD)
Expedia
From $595 per night (USD)
VRBO
Ski & Chill | Pool & Hot Tub • Ski-in Ski-out
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Ski & Chill is a modern 2-bedroom + den condo offering ski-in, ski-out access on Winter Park’s Corridor Trail. ...
From $595 per night (USD)
VRBO
From $447 per night (USD)
Expedia
Mountain townhouse near resort w/ hot tub & views
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to your Rocky Mountain retreat - the perfect base for adventure & relaxation in every season! Steps from Winter ...
From $447 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Walk to Cooper Creek Square: Condo w/ Hot Tub!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Free Shuttle to Winter Park Resort | Cozy Nights Fireside | Delightful Barbecues w/ Grill Nestled in the charming city ...
From $299 per night (USD)
VRBO
From $413 per night (USD)
Expedia
NEW! Premium Unit 2216 - 1 Br - Zephyr Mountain Lodge
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Charming One bedroom at Zephyr Mountain Lodge second floor offering views of the Continental Divide. This condo feature ...
From $413 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Arrow Luxury Rooftop | Shopping and more!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: You couldn’t be more ideally placed to take advantage of one of Colorado’s most popular villages and resorts wh ...
From $486 per night (USD)
VRBO
From $456 per night (USD)
Expedia
NEW! Premium Unit 2308 - 1Br - Zephyr Mountain Lodge
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Contemporary one bedroom at Zephyr Mountain Lodge with views of the Continental Divide and the Village gazebo area. You ...
From $456 per night (USD)
Expedia
From $733 per night (USD)
VRBO
NEW! Premium Unit 2801 - Zephyr Mountain Lodge
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! The ...
From $733 per night (USD)
VRBO
From $434 per night (USD)
Expedia
Stage Coach | Spacious • Winter Park • Luxury
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Stage Coach • Stylish 4BR with Prime Access The Space: Elysian (adj.): A state of perfect comfort, bliss, and ...
From $434 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Alpine Vista Lodge | Sleeps 8 | Steps to Trails
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
The Space: Elysian (adj.): A state of perfect comfort, bliss, and unparalleled luxury; where every detail is crafted to ...
From $461 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Centrally located downtown Winter Park 3 bed condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A comfortable, remodeled 3 bedroom unit with two interior levels and sleeps 9. The main entry level has a living room wi ...
From $400 per night (USD)
Expedia
From $210 per night (USD)
VRBO
Dine, Shop & Shuttle to Resort: Winter Park Haven!
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
Pool + Hot Tub Access (Hi Country Haus) | Near Hiking/Mtn Biking Trails | Outdoor Seating | RMNP Day Trips Seeking an o ...
From $210 per night (USD)
VRBO
Click For Pricing
Expedia
Luxury Winter Park Mountain Retreat & Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Escape to the heart of the Rocky Mountains in this exceptional 4-bedroom, 4.5-bathroom home, nestled in Lakota, one of W ...
Click For Pricing
Expedia
From $230 per night (USD)
VRBO
New 1 bedroom, downtown, mt views and private HT
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Arrow 213, a stunning new condo nestled in the heart of Downtown Winter Park, Colorado. This modern retreat o ...
From $230 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Beautiful 3 bedroom, pet friendly, magnificent river views, walk to WP resort
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Immerse yourself in the pinnacle of mountain living at the exquisite 3-bedroom. Pet Friendly, river views and close to ...
From $343 per night (USD)
Expedia
From $325 per night (USD)
VRBO
Unit 123 - Standard 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 ...
From $325 per night (USD)
VRBO
From $1650 per night (USD)
Expedia
Ski In Out Luxury Chalet 233 I Private Hot Tub I Amazing Views I Best Price I Discounted Attractions
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Welcome to the Bridgers Cache Ski In/Out Luxury Chalet 233, a stunning retreat nestled in the heart of Winter Park Resor ...
From $1650 per night (USD)
Expedia
From $1604 per night (USD)
VRBO
Winter Park Ski Haus, slopeside hot tub, sleeps 19
Bedrooms:
7
Bathrooms:
6
Sleeps:
19
The Winter Park Ski Haus is an exquisitely designed residence for your upcoming Winter Park retreat with 6 bedrooms and ...
From $1604 per night (USD)
VRBO
Click For Pricing
Expedia
Downtown luxury 3 bedroom private hot tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Tri-level townhome on Main Street with 3 bed, 3 bath. Ground level heated garage for 2 cars, storage area. 2nd level ope ...
Click For Pricing
Expedia
From $282 per night (USD)
VRBO
Condo near trails w/ deck, hot tub & fireplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Welcome to your Winter Park retreat - a cozy condo steps from dining, trails & year-round adventure: - Sleeps 7 | 2 bed ...
From $282 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Unit 534 - Standard Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This cozy two-bedroom, two-bathroom condo features a gas fireplace in the open concept living, kitchen, dining room with ...
From $311 per night (USD)
Expedia

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