Winter Park, Colorado Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Winter Park, Colorado on RentalSaver.com!

Winter Park Rentals

$*New* Ski in\/Ski out Studio | Onsite Amenities!$
From $327 per night (USD)
VRBO
*New* Ski in\/Ski out Studio | Onsite Amenities!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Cozy up to this charming slope side condo tucked away in the forests of Winter Park, the perfect mountain escap ...
From $327 per night (USD)
VRBO
From $523 per night (USD)
Expedia
Luxurious 3 bedroom, mt view and clubhouse
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This remarkable three bedroom, three bathroom condominium is situated in the heart of downtown Winter Park, offering con ...
From $523 per night (USD)
Expedia
From $216 per night (USD)
VRBO
Beautiful, renovated 2 bedroom in downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
An ideal two-bedroom condominium rental located in the downtown area with a spacious and fully renovated living area, co ...
From $216 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Luxury Villa 705 I Private Hot Tub I Views I Best Price I FREE Adventures Daily
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $397 per night (USD)
Expedia
From $973 per night (USD)
VRBO
Luxury Home 1040 I Next To Resort I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $973 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Luxury Townhome 124 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
4
Bathrooms:
4
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
$2 Mi to Winter Park Resort: Condo w\/ Pool Access!$
From $245 per night (USD)
VRBO
2 Mi to Winter Park Resort: Condo w\/ Pool Access!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Walkable Downtown Location | Near Dining | Access to Ski Resort Bus Line If alpine serenity is what you seek, look no f ...
From $245 per night (USD)
VRBO
Click For Pricing
Expedia
Winter Park Wanderlust
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: Nestled right on Main St. in the heart of downtown Winter Park, this condo serves as the perfect base for your ...
Click For Pricing
Expedia
From $475 per night (USD)
VRBO
Alpine Serenity: Cozy Home & Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Nestled in the heart of the Rockies, this dreamy retreat blends luxury and coziness, capturing the true spirit of a moun ...
From $475 per night (USD)
VRBO
From $726 per night (USD)
Expedia
Trailside Mountain Retreat with Private Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
**Experience the Magic of Winter Park in This Stunning 4-Bedroom Mountain Retreat!** Nestled against the national forest ...
From $726 per night (USD)
Expedia
From $767 per night (USD)
VRBO
Stunning Luxury Townhome, Downtown Winter Park
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Luxurious Downtown Winter Park Townhome with Private Hot Tub, Rooftop Fire Pit, and EV Charger – 4 Bedrooms, 3 Baths, Sl ...
From $767 per night (USD)
VRBO
From $430 per night (USD)
Expedia
Ski-In Ski-Out Condo at Zephyr Mountain Lodge 1518
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to your perfect mountain retreat at Zephyr Mountain Lodge, located right at the base of Winter Park Resort! Whet ...
From $430 per night (USD)
Expedia
$Brand New Ski In\/Ski Out 2-bedroom condo at base of Winter Park$
From $612 per night (USD)
VRBO
Brand New Ski In\/Ski Out 2-bedroom condo at base of Winter Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This 2-bedroom condo in Winter Park is perfect for your escape to the mountains with Ski In/Ski Out access to Winter Par ...
From $612 per night (USD)
VRBO
$Brand New Ski In\/Ski Out studio condo at base of Winter Park$
From $357 per night (USD)
Expedia
Brand New Ski In\/Ski Out studio condo at base of Winter Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This Studio condo in Winter Park is perfect for your escape to the mountains with Ski In/Ski Out access to Winter Park M ...
From $357 per night (USD)
Expedia
From $587 per night (USD)
VRBO
Hot Tub | Mountain Views | Steps to Trails
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Experience mountain luxury at BEAR HAUS, a stunning 3-bedroom, 3.5-bathroom townhouse located in the coveted Bear Crossi ...
From $587 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Mountain modern home near downtown Winter Park
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Have fun with the whole family at this centrally-located, stylish place in the heart of Winter Park! Take a quick stroll ...
From $396 per night (USD)
Expedia
From $382 per night (USD)
VRBO
Remodeled ground floor 3 bedroom, mt views
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Ground floor 3 bedroom condo, updated and at the end of the building for added privacy. The living room offers new hardw ...
From $382 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Creekside 502 Winter Park Colorado
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your serene mountain retreat at 145 Arapahoe Rd Unit 502 in Winter Park, Colorado. This charming 2-bedroom, 2 ...
From $350 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Pool + Hot Tub Access: Condo in Winter Park!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Decks w/ Mountain Views | Fireplace | Transit Service On-Site Your next Rocky Mountain adventure awaits at this Winter ...
From $171 per night (USD)
VRBO
$New Ski In\/Out Condo w\/ Balcony & Hot Tub- short walk\/ski to the Village Resort!$
From $318 per night (USD)
Expedia
New Ski In\/Out Condo w\/ Balcony & Hot Tub- short walk\/ski to the Village Resort!
Bedrooms:
1
Bathrooms:
1
Sleeps:
7
Escape to a stunning new (2023) condo, located ON the ski run & just a short walk (or ski!) down to the Village Resort f ...
From $318 per night (USD)
Expedia
From $478 per night (USD)
VRBO
Luxury Cabin 120 I Hot Tub I Great Views I Best Price I Free Adventures Daily
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $478 per night (USD)
VRBO
From $381 per night (USD)
Expedia
2BR Ski-In Ski-Out Condo with Desirable Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the ultimate mountain getaway at this top-floor, 2-bedroom condo at Iron Horse Condominiums. This true ski-in ...
From $381 per night (USD)
Expedia
$Luxury Log Home w\/ Hot Tub Near Downtown WP$
From $917 per night (USD)
VRBO
Luxury Log Home w\/ Hot Tub Near Downtown WP
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Moose Drool Lodge | Where Rustic Charm Meets Downtown Convenience Welcome to Moose Drool Lodge, a luxurious 4-bedroom l ...
From $917 per night (USD)
VRBO
Click For Pricing
Expedia
New Luxury Chalet 61 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
Click For Pricing
Expedia
From $576 per night (USD)
VRBO
New Luxury Chalet 47 I Great Views I Hot Tub I Best Price I FREE Adventures Daily
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $576 per night (USD)
VRBO
From $192 per night (USD)
Expedia
Spacious 1 bedroom, private deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
A wonderfully spacious and remodeled 1 bedroom unit located within 2 blocks of main street in downtown Winter Park and o ...
From $192 per night (USD)
Expedia
$Downtown Townhome-Style Condo w\/Shared Hot Tub, Fireplace, Fast WiFi, Views$
From $241 per night (USD)
VRBO
Downtown Townhome-Style Condo w\/Shared Hot Tub, Fireplace, Fast WiFi, Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Crestview Ski Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $241 per night (USD)
VRBO
From $117 per night (USD)
Expedia
Cozy 1-bedroom condo in charming Winter Park, CO
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Consider this cozy condo your home away from home while you visit Winter Park. This marvelous property features a peacef ...
From $117 per night (USD)
Expedia
From $398 per night (USD)
VRBO
Trademark 54 | Close To Slopes | Mountain Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to your perfect mountain retreat in Winter Park! Located just 1/3 of a mile from the lifts, with easy access to ...
From $398 per night (USD)
VRBO
From $335 per night (USD)
Expedia
3 Bedroom Condo with Game Room!
Bedrooms:
5
Bathrooms:
4
Sleeps:
11
Charming Mountain Retreat - Creekside Serenity | 3BR Condo Welcome to your perfect mountain getaway! Nestled in the hear ...
From $335 per night (USD)
Expedia
From $403 per night (USD)
VRBO
Ideal location for ski families!
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Enjoy a stylish experience at this centrally-located place. Just off Main St. in downtown winter park with a free ski sh ...
From $403 per night (USD)
VRBO
$Newly Updated 3B\/2B, Walk to Restaurants, 50 Steps to Ski Shuttle.$
From $254 per night (USD)
Expedia
Newly Updated 3B\/2B, Walk to Restaurants, 50 Steps to Ski Shuttle.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Warm & newly-updated 3-bedroom condo. With a queen bed in two of the bedrooms and 2 bunk beds (one full, three twins) in ...
From $254 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Winter Park Condo on the River: Walk to Downtown!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Riverview where you will enjoy privacy and beautiful views of the Fraser River from this stylish retreat. Th ...
From $290 per night (USD)
VRBO
From $782 per night (USD)
Expedia
Lakota Dreamcatcher South | Hot Tub | Across From Resort
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Escape to this stunning four bedroom home located in the exclusive Lakota neighborhood, just minutes from Winter Park Re ...
From $782 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Winter Park Studio: On the River~ Walk Downtown!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Fireside Haven is a cozy studio located on a secluded spot RIGHT on the Fraser River, yet is walkable to all that downto ...
From $274 per night (USD)
VRBO
$Luxury Condo in Dtown Winter Park w\/ Hot Tub!$
From $488 per night (USD)
Expedia
Luxury Condo in Dtown Winter Park w\/ Hot Tub!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
On-Site Restaurants | Elevator + Step-Free Access | Airport Shuttle | Sweeping Mountain Views Nestled in walkable downt ...
From $488 per night (USD)
Expedia
From $630 per night (USD)
VRBO
Luxe Home | Minutes To Skiing | Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Discover this stunning 3-bedroom, 3-bath condo nestled in the heart of Old Town Winter Park, offering the perfect balanc ...
From $630 per night (USD)
VRBO
$Conveniently located condo with W\/D, full kitchen & shared pool\/hot tub access$
From $224 per night (USD)
Expedia
Conveniently located condo with W\/D, full kitchen & shared pool\/hot tub access
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Crisp Mountain Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $224 per night (USD)
Expedia
From $269 per night (USD)
VRBO
Easy access to Downtown and Winter Park Resort - Trailside Escape - Winter Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Cozy 2-Bed, 2-Bath Condo in Winter Park – Modern Lodge Vibes This charming condo sleeps up to 8 guests with 5 beds and ...
From $269 per night (USD)
VRBO
From $497 per night (USD)
Expedia
Chill 301 | Modern Design | Close To Slopes | Luxe Condo | Pool + Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience the ultimate mountain getaway to Winter Park Chill 301. This luxurious three bedroom, two bathroom condo is p ...
From $497 per night (USD)
Expedia
From $693 per night (USD)
VRBO
STUNNING new home. Few minutes from Winter Park Ski Resort and Town of WP
Bedrooms:
4
Bathrooms:
4
Sleeps:
13
This stunning Lakota townhome is located just across the street from the entrance to Winter Park Resor and a short 4-mil ...
From $693 per night (USD)
VRBO
$Walk to Dtwn: Winter Park Studio w\/ Hot Tub Access$
From $134 per night (USD)
Expedia
Walk to Dtwn: Winter Park Studio w\/ Hot Tub Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
'Trestle Retreat' | 0.2 Mi to Cooper Creek Square | Mountain Views | Free Shuttle Ski, explore, relax — repeat! Wake up ...
From $134 per night (USD)
Expedia
$Loft Condo, downtown Winter Park, ski\/bike, hot tub, wifi, sleep 6, 2.5 bed\/bath$
Click For Pricing
VRBO
Loft Condo, downtown Winter Park, ski\/bike, hot tub, wifi, sleep 6, 2.5 bed\/bath
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
New rental, offers easy access to everything in and around Winter Park and Grand County; free New rental, offers easy ac ...
Click For Pricing
VRBO
From $227 per night (USD)
Expedia
1st floor ski in & out resort condo with hot tubs, fitness room, covered garage.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Make yourself at home in this ski in ski out studio Winter Park retreat. This cozy condo features a Queen murphy bed, a ...
From $227 per night (USD)
Expedia
From $287 per night (USD)
VRBO
Ski In Out Luxury Condo 3406 I Huge Hot Tub I Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $287 per night (USD)
VRBO
From $609 per night (USD)
Expedia
New Luxury Villa 155 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
6
Bathrooms:
5
Sleeps:
11
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $609 per night (USD)
Expedia
$Condo w\/ Pool Access - Walk to Event Center!$
From $262 per night (USD)
VRBO
Condo w\/ Pool Access - Walk to Event Center!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Hot Tub Access | Close to Lift Bus Stop | Steps to Rendezvous Event Center & Main Street | Ground-Floor Unit There's no ...
From $262 per night (USD)
VRBO
From $561 per night (USD)
Expedia
Mountain View Townhome with Private Hot Tub, 2 Gas Fireplaces - Near Skiing
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Bear Trail Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $561 per night (USD)
Expedia
From $289 per night (USD)
VRBO
Unit 112 - Updated 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 $289 per night (USD)
VRBO
From $759 per night (USD)
Expedia
Gorgeous Luxury Cabin walking distance to downtown and shuttle.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
<p>Nestled in Winter Park, this 4-bedroom, 4-bathroom vacation home brings it all within your reach. Fans of nature and ...
From $759 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Unit 511 - Updated 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 $284 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Unit 512 - Updated 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 $299 per night (USD)
Expedia
From $281 per night (USD)
VRBO
Unit 222 - Premium Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect getaway at our charming two-bedroom, two-bathroom condo, meticulously designed to offer you a co ...
From $281 per night (USD)
VRBO
From $322 per night (USD)
Expedia
Unit 514 - Updated 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 $322 per night (USD)
Expedia
From $281 per night (USD)
VRBO
Unit 131 - Premium Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect getaway at our charming two-bedroom, two-bathroom condo, meticulously designed to offer you a co ...
From $281 per night (USD)
VRBO
From $324 per night (USD)
Expedia
Unit 111 - Updated 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 $324 per night (USD)
Expedia
From $272 per night (USD)
VRBO
Unit 313 - 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 $272 per night (USD)
VRBO
From $291 per night (USD)
Expedia
Unit 212 - Updated 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 $291 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Unit 121 - Premium Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect getaway at our charming two-bedroom, two-bathroom condo, meticulously designed to offer you a co ...
From $270 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Unit 414 - Updated 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 $284 per night (USD)
Expedia
From $263 per night (USD)
VRBO
Unit 613 - 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 $263 per night (USD)
VRBO
From $281 per night (USD)
Expedia
Unit 234 - Premium 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 $281 per night (USD)
Expedia
From $364 per night (USD)
VRBO
New Listing! 3 Miles to Resort | Hot tub | Fireplace | EV Charger
Bedrooms:
4
Bathrooms:
3
Sleeps:
12
Welcome to your perfect mountain retreat in the heart of Winter Park, Colorado! This beautifully appointed 3-bedroom, 3. ...
From $364 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Cozy river front 1-bedroom condo with WiFi, fitness room in tranquil Winter Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Prepare to unwind in this cozy 1-bedroom riverfront condo located in Winter Park. It’s just a 6-minute drive to Winter P ...
From $289 per night (USD)
Expedia
From $449 per night (USD)
VRBO
Luxury 3 bedroom townhome, river views and pet friendly
Bedrooms:
5
Bathrooms:
4
Sleeps:
11
This three bedroom townhome at Vasquez Creek, conveniently located on a bus route, offers beautiful river views, a gas f ...
From $449 per night (USD)
VRBO
From $585 per night (USD)
Expedia
Two Master Suites, Hot Tub and Magnificent Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Experience the ultimate mountain getaway in this 4 Bedroom/3.5 bath home directly across from Winter Park Ski Resort. En ...
From $585 per night (USD)
Expedia
From $295 per night (USD)
VRBO
New Headwaters Condo 209 I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $295 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Rustic Cozy 2-bedroom condo Close to ski Shuttle in the heart of Winter Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in the pines, within walking distance of downtown Winter Park, Silverado II has everything you need under one ro ...
From $189 per night (USD)
Expedia
From $485 per night (USD)
VRBO
NEW! Select Unit 2509 - Zephyr Mountain Lodge
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Comfortably appointed two bedroom condominium at Zephyr Mountain Lodge Riverside with THE view of the Gondola and base ...
From $485 per night (USD)
VRBO
From $360 per night (USD)
Expedia
New Listing! Hot Tub & Fireplace Mountain Retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Escape to the heart of the Rocky Mountains and experience the ultimate winter wonderland at our cozy mountain lodge in W ...
From $360 per night (USD)
Expedia
From $407 per night (USD)
VRBO
NEW! Premium Unit 1305 - Zephyr Mountain Lodge
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Adorable one bedroom condominium at Zephyr Mountain Lodge with cozy décor for your couple's getaway including a queen s ...
From $407 per night (USD)
VRBO
From $506 per night (USD)
Expedia
Slopeside Luxury Villa 82 I Hot Tub I Great 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 $506 per night (USD)
Expedia
$NEW! 3BR\/3BA Penthouse Downtown, Htd Pool\/Hot Tub next to park and playground$
From $589 per night (USD)
VRBO
NEW! 3BR\/3BA Penthouse Downtown, Htd Pool\/Hot Tub next to park and playground
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Welcome to one of the most desirable, convenient, and cozy locations in downtown Winter Park! This elevator accessed 3 b ...
From $589 per night (USD)
VRBO
From $433 per night (USD)
Expedia
Stylish penthouse on Winter Park’s Main St - amazing continental divide views!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Escape to Paws, Pine & Peaks a luxurious condo with spectacular views of the Continental Divide in beautiful Winter Park ...
From $433 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Lovely 2-bedroom condo nestled in lodgepole pines in downtown Winter Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover the beauty of Winter Park from Forest Haven, a beautiful, thoughtfully appointed two-bedroom condo, which is a ...
From $338 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Slope view and steps from the gondola in Winter Park!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your perfect mountain getaway in the heart of Winter Park! This charming condo is the ultimate retreat after ...
From $268 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Winter Park condo minutes from everything
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The condo is in the heart of it all. The resort shuttle is in front of the building giving you access to the mountain in ...
From $274 per night (USD)
VRBO
$Family-friendly 4 BD home w\/ Hot Tub & Mt Views$
From $360 per night (USD)
VRBO
Family-friendly 4 BD home w\/ Hot Tub & Mt Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Experience luxurious comfort in our brand-new 4-bedroom, 3.5-bathroom downtown winter park retreat. With ample 2500 squa ...
From $360 per night (USD)
VRBO
From $580 per night (USD)
VRBO
Luxe Condo | Walk to Music, Shops & Nature
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Hideaway Haven | Where River Calm Meets Mountain Charm Welcome to Hideaway Haven, a brand-new, design-forward 3-bedroom ...
From $580 per night (USD)
VRBO
From $1813 per night (USD)
Expedia
Winter Park Ski House
Bedrooms:
10
Bathrooms:
6
Sleeps:
16
LUXURIOUS MOUNTAIN RETREAT Welcome to your ultimate Colorado escape—an extraordinary 6,200 sq. ft. mountain estate wher ...
From $1813 per night (USD)
Expedia
$Brand New Ski In\/Ski Out 3-bedroom condo at base of Winter Park$
From $814 per night (USD)
VRBO
Brand New Ski In\/Ski Out 3-bedroom condo at base of Winter Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This 3-bedroom condo in Winter Park is perfect for your escape to the mountains with Ski In/Ski Out access to Winter Par ...
From $814 per night (USD)
VRBO
Click For Pricing
Expedia
Spacious MountainTownhome in the Heart of Downtown Winter Park.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The perfect location nestled in a small complex, tucked in the woods and steps from downtown Winter Park. This beautiful ...
Click For Pricing
Expedia
From $1140 per night (USD)
VRBO
AMAZING VIEWS and PRIVATE Hot Tub! Walk to Winter Park Resort!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
24/25 SKI SEASO DATES NOW AVAILABLE! Experience the ultimate holiday or spring break getaway in this stunning luxury co ...
From $1140 per night (USD)
VRBO
$Remodeled Ski In\/Out Condo.$
From $210 per night (USD)
Expedia
Remodeled Ski In\/Out Condo.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Newly remodeled ski in/ski out studio at Iron Horse Resort. You can literally walk from our condo to the slopes in 60 se ...
From $210 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Luxury Condo 412 I Pool I Club House I Hot Tub I 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 $300 per night (USD)
VRBO
$6 Mi to Winter Park Resort: Home w\/ Free Shuttle$
Click For Pricing
Expedia
6 Mi to Winter Park Resort: Home w\/ Free Shuttle
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
4 Smart TVs w/ DirecTV Stream | Dedicated Workspace | Fireplace | Furnished Patio w/ Gas Grill Make this Fraser vacati ...
Click For Pricing
Expedia
$Dog-friendly retreat with private hot tub & mountain view - near skiing\/hiking$
From $281 per night (USD)
VRBO
Dog-friendly retreat with private hot tub & mountain view - near skiing\/hiking
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Station House Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $281 per night (USD)
VRBO
Click For Pricing
Expedia
Downtown Luxury + Hot Tubs + Walkable Winter Park
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Feel right at home by the hearth of this updated condo. You'll be on the slopes in two bus stops with pickup just outsid ...
Click For Pricing
Expedia
From $2163 per night (USD)
VRBO
Ski-in Ski-out home at Winter Park Mary Jane - perfect for family reunions
Bedrooms:
6
Bathrooms:
6
Sleeps:
20
Enjoy this warm and inviting ski-in/ski-out mountain home that sleeps 19 people comfortably. - 6 bedrooms, 5.5 bathro ...
From $2163 per night (USD)
VRBO
From $306 per night (USD)
Expedia
New Luxury Condo 1304 I Hot Tub I AC I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $306 per night (USD)
Expedia
From $253 per night (USD)
VRBO
Brand new modern condo in Downtown Winter Park with parking garage & hot tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Have the ultimate Rocky Mountain experience when you stay at this brand new beautiful 2 bed 2 bath condo in downtown Win ...
From $253 per night (USD)
VRBO
$Ski In\/Out -Winter Park - Steps to Gondola - Hot Tubs - Lockers - Sleeps 4$
From $362 per night (USD)
Expedia
Ski In\/Out -Winter Park - Steps to Gondola - Hot Tubs - Lockers - Sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Location is everything and this place has it, and more. Right in the heart of Winter Park Village, just 75 steps to the ...
From $362 per night (USD)
Expedia
From $399 per night (USD)
VRBO
New Luxury Condo 1402 I Private Hot Tub I AC I 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 $399 per night (USD)
VRBO
From $125 per night (USD)
Expedia
Winter Park Founders Pointe Slope Side Studio Steps To Base Area
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Spacious modern studio with sunny southern exposure King bed and full sofa-bed Gas fireplace Newer building, late 2000 c ...
From $125 per night (USD)
Expedia
From $111 per night (USD)
VRBO
Ski-in Ski-out studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cute little 455 sq foot studio has something for everyone. Skiers have instant access to Winter Park and Mary Jane. Non- ...
From $111 per night (USD)
VRBO
From $134 per night (USD)
Expedia
Great Condo-Hot tub-Pool-Walk to Rendezvous and Restaurants
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Park and leisurely take the elevator up to the 2nd floor where you’ll find this beautifully presented, recently updated ...
From $134 per night (USD)
Expedia
$Modern Ski-in\/Ski-out Studio with Convenient Access to Communal Hot Tub$
From $152 per night (USD)
VRBO
Modern Ski-in\/Ski-out Studio with Convenient Access to Communal Hot Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
FEBRUARY 7TH: HOT TUB IS NOW OPEN !! This studio condo features accommodations for four. There is a king bed and a slee ...
From $152 per night (USD)
VRBO
From $298 per night (USD)
Expedia
Winter Park Base Studio - Slope View, 200 yds to Gondola !
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
(Winter Park Short-Term Rental Registration No. 006076) New hot tub is open and it's AWESOME! Has led lighting, water ...
From $298 per night (USD)
Expedia
$Penthouse Studio Ski In-Out- Easy Access \nResort amenities Pool Hot Tubs Gym$
From $167 per night (USD)
VRBO
Penthouse Studio Ski In-Out- Easy Access \nResort amenities Pool Hot Tubs Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax on the quiet 6th floor with stunning views of The Continental Divide. Enjoy Sunny mornings from your private balco ...
From $167 per night (USD)
VRBO
From $177 per night (USD)
Expedia
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 ...
From $177 per night (USD)
Expedia

Search Your Destination Now!

Winter Park Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals