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

From $729 per night (USD)
VRBO
Trailside Mountain Retreat with Private Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
**Experience the Magic of Winter Park in This Stunning 4-Bedroom Mountain Retreat!** Nestled against the national forest ...
From $729 per night (USD)
VRBO
From $356 per night (USD)
Expedia
NEW! Premium Unit 4285 Fraser Crossing/Founders Pointe
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Townhome style two bedroom condo at Founders Pointe with great access to the base area and right off the parking garage ...
From $356 per night (USD)
Expedia
From $245 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 $245 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 $346 per night (USD)
VRBO
Wonderful 2 bedroom walk to main street in downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
An ideal two-bedroom condominium rental located in the downtown area presents an outstanding option for families in sear ...
From $346 per night (USD)
VRBO
From $451 per night (USD)
Expedia
Luxury Cabin 120 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 $451 per night (USD)
Expedia
From $670 per night (USD)
VRBO
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 $670 per night (USD)
VRBO
From $741 per night (USD)
Expedia
Moose Drool Lodge | Sleeps 12 | Downtown Log Cabin
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Summary: Moose Drool Lodge: Your Ultimate Rocky Mountain Escape The Space: Escape to Moose Drool Lodge, where luxury ca ...
From $741 per night (USD)
Expedia
Click For Pricing
VRBO
New Luxury Chalet 61 I Hot Tub 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 ...
Click For Pricing
VRBO
From $515 per night (USD)
Expedia
New Luxury Chalet 47 I Great Views I Hot Tub 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 $515 per night (USD)
Expedia
From $192 per night (USD)
VRBO
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)
VRBO
From $226 per night (USD)
Expedia
Recently Remodeled-Downtown Townhome-Chic Modern Mountain Condo w/Shared Hot Tub
Bedrooms:
3
Bathrooms:
2
Sleeps:
9
Crestview Ski Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $226 per night (USD)
Expedia
From $111 per night (USD)
VRBO
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 $111 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Trademark 54 | Close To Slopes | Mountain Views
Bedrooms:
3
Bathrooms:
3
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 $370 per night (USD)
Expedia
From $426 per night (USD)
VRBO
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 $426 per night (USD)
VRBO
From $604 per night (USD)
Expedia
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 $604 per night (USD)
Expedia
From $304 per night (USD)
VRBO
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 $304 per night (USD)
VRBO
From $175 per night (USD)
Expedia
Pool + Hot Tub Access: Condo in Winter Park!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Decks w/ Mountain Views | Fireplace | Transit Service On-Site Your next Rocky Mountain adventure awaits at this Winter ...
From $175 per night (USD)
Expedia
From $318 per night (USD)
VRBO
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)
VRBO
From $816 per night (USD)
Expedia
Stunning Luxury Townhome, Downtown Winter Park
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Luxurious Downtown Winter Park Townhome with Private Hot Tub, Rooftop Fire Pit, and EV Charger – 4 Bedrooms, 3 Baths, Sl ...
From $816 per night (USD)
Expedia
From $539 per night (USD)
VRBO
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 $539 per night (USD)
VRBO
From $338 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 $338 per night (USD)
VRBO
From $200 per night (USD)
VRBO
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 $200 per night (USD)
VRBO
From $590 per night (USD)
Expedia
Hot Tub | Mountain Views | Steps to Trails
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Experience mountain luxury at BEAR HAUS, a stunning 3-bedroom, 3.5-bathroom townhouse located in the coveted Bear Crossi ...
From $590 per night (USD)
Expedia
From $411 per night (USD)
VRBO
Luxury Villa 705 I Private Hot Tub 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 $411 per night (USD)
VRBO
From $948 per night (USD)
Expedia
Luxury Home 1040 I Next To Resort 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 $948 per night (USD)
Expedia
From $402 per night (USD)
VRBO
Luxury Townhome 124 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 $402 per night (USD)
VRBO
From $181 per night (USD)
Expedia
2 Mi to Winter Park Resort: Condo w/ Pool Access!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Walkable Downtown Location | Near Dining | Access to Ski Resort Bus Line If alpine serenity is what you seek, look no f ...
From $181 per night (USD)
Expedia
From $253 per night (USD)
VRBO
Condo w/ Pool Access - Walk to Event Center!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Hot Tub Access | Close to Lift Bus Stop | Steps to Rendezvous Event Center & Main Street | Ground-Floor Unit There's no ...
From $253 per night (USD)
VRBO
From $363 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 $363 per night (USD)
Expedia
From $656 per night (USD)
VRBO
STUNNING new home. Few minutes from Winter Park Ski Resort and Town of WP
Bedrooms:
3
Bathrooms:
3
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 $656 per night (USD)
VRBO
From $267 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 $267 per night (USD)
Expedia
From $260 per night (USD)
VRBO
Loft Condo, downtown Winter Park, ski/bike, hot tub, wifi, sleep 6, 2.5 bed/bath
Bedrooms:
2
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 ...
From $260 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $267 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:
2
Sleeps:
6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $267 per night (USD)
VRBO
From $653 per night (USD)
Expedia
New Luxury Villa 155 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
5
Bathrooms:
4
Sleeps:
11
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $653 per night (USD)
Expedia
From $763 per night (USD)
VRBO
New Listing! 3 Miles to Resort | Hot Tub | Fireplace | EV Charger
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Welcome to your perfect mountain retreat in the heart of Winter Park, Colorado! This beautifully appointed 3-bedroom, 3. ...
From $763 per night (USD)
VRBO
From $199 per night (USD)
Expedia
Cozy riverfront with a hot tub and pool, within walking distance to downtown.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
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 $199 per night (USD)
Expedia
From $635 per night (USD)
VRBO
Luxury 3 bedroom townhome, river views and pet friendly
Bedrooms:
4
Bathrooms:
3
Sleeps:
11
This three bedroom townhome at Vasquez Creek, conveniently located on a bus route, offers beautiful river views, a gas f ...
From $635 per night (USD)
VRBO
From $409 per night (USD)
Expedia
Two Primary Main Level Suites, Hot Tub and Magnificent Views
Bedrooms:
3
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 $409 per night (USD)
Expedia
From $265 per night (USD)
VRBO
New Headwaters Condo 209 I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $265 per night (USD)
VRBO
Click For Pricing
Expedia
Unit 131: 2 BR, 2 BA Condominium in Winter Park, Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your perfect getaway at our charming two-bedroom, two-bathroom condo, meticulously designed to offer you a co ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Unit 111 - Updated 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 ...
Click For Pricing
VRBO
Click For Pricing
VRBO
Unit 121 - Premium Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your perfect getaway at our charming two-bedroom, two-bathroom condo, meticulously designed to offer you a co ...
Click For Pricing
VRBO
Click For Pricing
VRBO
Unit 414 - 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 ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Unit 613 - 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 ...
Click For Pricing
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Unit 112 - Updated 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 ...
Click For Pricing
Expedia
From $688 per night (USD)
VRBO
Gorgeous Luxury Cabin walking distance to downtown and shuttle.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
<p>Located in Winter Park, this welcoming vacation home lets you experience it all. There's convenient onsite parking, s ...
From $688 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Luxury Villa 568 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 $268 per night (USD)
Expedia
From $988 per night (USD)
VRBO
Pine Creek Home -Where design and convenience meet a beautiful, natural setting.
Bedrooms:
4
Bathrooms:
5
Sleeps:
18
A luxury retreat in a beautiful and convenient location in the town of Winter Park Settled within walking distance of t ...
From $988 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Bike Trails | Hot Tub w/ Mountain Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Winter Park Short Term Rental Registration NO. 022458 Welcome to our luxurious mountain retreat, where indulgence meets ...
From $289 per night (USD)
Expedia
From $591 per night (USD)
VRBO
Experience luxury and adventure at 143 Dreamcatcher, a spacious 5-bedroom home in Winter Park, CO
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Stunning 5-Bedroom Lakota Retreat with Private Hot Tub, Mountain Views & Luxury Amenities Welcome to Dream Catcher —a b ...
From $591 per night (USD)
VRBO
From $238 per night (USD)
Expedia
Trailhead Lodges 511, a spacious 2-bedroom condo in the heart of Winter Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your luxurious alpine retreat! This upscale first-floor condo offers comfort, convenience, and charm—just ste ...
From $238 per night (USD)
Expedia
From $189 per night (USD)
VRBO
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)
VRBO
From $495 per night (USD)
Expedia
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 $495 per night (USD)
Expedia
From $314 per night (USD)
VRBO
New Listing! Hot Tub & Fireplace Mountain Retreat
Bedrooms:
2
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 $314 per night (USD)
VRBO
From $448 per night (USD)
Expedia
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 $448 per night (USD)
Expedia
From $497 per night (USD)
VRBO
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 $497 per night (USD)
VRBO
From $423 per night (USD)
Expedia
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 $423 per night (USD)
Expedia
From $447 per night (USD)
VRBO
120 Cedar Drive | Slopeside 4BR Townhome with Mountain Views & Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
120 Cedar Drive | Slopeside 4BR Townhome with Mountain Views & Hot Tub Welcome to 120 Cedar Drive, a modern 4-bedroom, ...
From $447 per night (USD)
VRBO
From $507 per night (USD)
Expedia
Luxury Villa, Private Hot Tub, Close to WP Resort!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Luxury villa with private hot tub and just minutes to WP Resort! 3 bedroom 2.5 bath with every amenity in highly reques ...
From $507 per night (USD)
Expedia
From $735 per night (USD)
VRBO
The Owl's Nest | Game Room | Private Hot Tub | Luxury Mountain Lodge
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
Experience refined mountain living at The Owl's Nest, a stunning four bedroom lodge perfectly positioned in Winter Park ...
From $735 per night (USD)
VRBO
From $195 per night (USD)
Expedia
New Listing! Steps to Winter Park Shuttle | Hot Tubs | Pool | Mountain Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Your mountain adventure begins here! This ground-floor 2-bedroom, 2-bath condo is perfectly located just steps from the ...
From $195 per night (USD)
Expedia
From $661 per night (USD)
VRBO
Luxury 4 Bed| Minutes to town and resort!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Summary: Welcome to your perfect mountain getaway! This newly renovated 4-bedroom luxury home is nestled just 5 minutes ...
From $661 per night (USD)
VRBO
From $583 per night (USD)
Expedia
Experience luxury in Winter Park at Arrow 206, a spacious 3-bedroom condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Mountain View Retreat | 3BR Condo in Downtown Winter Park with Hot Tub + Game Loft Welcome to your downtown Winter Park ...
From $583 per night (USD)
Expedia
From $424 per night (USD)
VRBO
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 $424 per night (USD)
VRBO
From $367 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 $367 per night (USD)
VRBO
From $222 per night (USD)
VRBO
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 $222 per night (USD)
VRBO
From $271 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 $271 per night (USD)
VRBO
From $1487 per night (USD)
VRBO
Winter Park Ski House
Bedrooms:
7
Bathrooms:
6
Sleeps:
16
LUXURIOUS MOUNTAIN RETREAT Welcome to your ultimate Colorado escape—an extraordinary 6,200 sq. ft. mountain estate wher ...
From $1487 per night (USD)
VRBO
From $520 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 $520 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 $342 per night (USD)
Expedia
Hideaway Haven | Sleeps 8 | Trails + River View
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Hideaway Haven is a chic 3-bedroom condo in the heart of Winter Park! Enjoy a quick shuttle to the slopes, expl ...
From $342 per night (USD)
Expedia
From $917 per night (USD)
VRBO
AMAZING VIEWS and PRIVATE Hot Tub! Walk to Winter Park Resort!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
25/26 SKI SEASON DATES NOW AVAILABLE! Experience the ultimate holiday or spring break getaway in this stunning luxury c ...
From $917 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
Click For Pricing
VRBO
6 Mi to Winter Park Resort: Home w/ Free Shuttle
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
4 Smart TVs w/ DirecTV Stream | Dedicated Workspace | Fireplace | Furnished Patio w/ Gas Grill Make this Fraser vacati ...
Click For Pricing
VRBO
From $284 per night (USD)
Expedia
Dog-friendly retreat with private hot tub & mountain view - near skiing/hiking
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Station House Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $284 per night (USD)
Expedia
From $3184 per night (USD)
VRBO
Ski-in Ski-out home at Winter Park Mary Jane - perfect for family reunions
Bedrooms:
5
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 $3184 per night (USD)
VRBO
From $362 per night (USD)
VRBO
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)
VRBO
From $433 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 $433 per night (USD)
VRBO
From $271 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:
2
Sleeps:
6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $271 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Brand new modern condo in Downtown Winter Park with parking garage & hot tub
Bedrooms:
2
Bathrooms:
2
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 $250 per night (USD)
VRBO
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 $260 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:
2
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $260 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 $100 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 $100 per night (USD)
VRBO
From $126 per night (USD)
VRBO
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 $126 per night (USD)
VRBO
From $324 per night (USD)
VRBO
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 $324 per night (USD)
VRBO
From $162 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 $162 per night (USD)
Expedia
From $135 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 $135 per night (USD)
VRBO
$Penthouse Studio Ski In-Out- Easy Access \nResort amenities Pool Hot Tubs Gym$
From $163 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 $163 per night (USD)
VRBO
From $178 per night (USD)
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 ...
From $178 per night (USD)
VRBO
From $324 per night (USD)
Expedia
Fantastic studio at the Base of Winter Park.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Achieve your Rocky Mountain dream vacation with a stay in Founders Pointe located at the base of Winter Park Ski Resort. ...
From $324 per night (USD)
Expedia
From $187 per night (USD)
VRBO
Cozy, Clean, DIRECT Ski-in Ski-Out Top-Floor Studio at Iron Horse
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
COMFY studio on the MOST DESIRABLE 5th floor with DIRECT ski-in ski-out access to the Corridor Run and the Winter Park b ...
From $187 per night (USD)
VRBO
From $238 per night (USD)
Expedia
Upscale Indian Themed PENTHOUSE On Ski Access Level. Vaulted ceiling.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
QUEEN Bed and Full size Sofa Bed. No separate bedroom. Beautiful, well equipped !!! Undivided host attention. Due to ...
From $238 per night (USD)
Expedia
From $538 per night (USD)
VRBO
Luxury Villa 307 I Private 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 $538 per night (USD)
VRBO
From $476 per night (USD)
Expedia
New Luxury Loft 33 I Rooftop Hot Tub I Lounge I Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $476 per night (USD)
Expedia
From $227 per night (USD)
VRBO
Iron Horse Studio w/ Resort Amenities; Walk to WP!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Whether you're a snow bunny, spring skier, mountain biker, or autumn leaf peeper, book this studio for a front-row spot ...
From $227 per night (USD)
VRBO
From $521 per night (USD)
Expedia
Newly renovated Winter Park condo on the Fraser River
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Our newly remodeled Winter Park condo sits on the Fraser River, 1 block from Main Street with easy access to the free Sk ...
From $521 per night (USD)
Expedia

Search Your Destination Now!

Winter Park Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals