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 $320 per night (USD)
VRBO
Unit 212 - 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 $320 per night (USD)
VRBO
From $420 per night (USD)
Expedia
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 ...
From $420 per night (USD)
Expedia
From $412 per night (USD)
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 ...
From $412 per night (USD)
VRBO
From $315 per night (USD)
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 ...
From $315 per night (USD)
Expedia
From $663 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 $663 per night (USD)
VRBO
From $437 per night (USD)
Expedia
Luxury Chalet 366 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Bear Trail Luxury Chalet 366, a stunning townhome nestled in the heart of Winter Park, Colorado. This exquisi ...
From $437 per night (USD)
Expedia
From $283 per night (USD)
VRBO
3 Miles to Resort | Hot Tub | Fireplace | EV Charger | Great for Groups
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Welcome to your mountain escape in the heart of Winter Park! This beautifully appointed 3-bedroom, 3.5-bath townhouse is ...
From $283 per night (USD)
VRBO
From $201 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 $201 per night (USD)
Expedia
From $417 per night (USD)
VRBO
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 $417 per night (USD)
VRBO
From $322 per night (USD)
Expedia
Headwaters Luxury Condo 209 I Great Views I Hot Tub I Best Price I Discounted Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Headwaters Luxury Loft 209, a stunning condo nestled in the heart of Winter Park, Colorado. This beautifully ...
From $322 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 $822 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 $822 per night (USD)
Expedia
From $300 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 at this stunning 3-bedroom, 2.5-bath mountain lodge in Winter Park, CO. With ...
From $300 per night (USD)
VRBO
From $318 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 $318 per night (USD)
Expedia
From $481 per night (USD)
VRBO
Slopeside Luxury Villa 82 I Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to Slopeside Trademark Luxury Villa 82, a stunning retreat nestled in the heart of Winter Park Resort. This comp ...
From $481 per night (USD)
VRBO
From $557 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 $557 per night (USD)
Expedia
From $434 per night (USD)
VRBO
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)
VRBO
From $1305 per night (USD)
Expedia
Mountain Majesty | Spacious • Hot Tub • Sauna
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Summary: Welcome to Mountain Majesty – your private villa retreat high in the Winter Park peaks! -6BR, 5.5BA – sleeps 1 ...
From $1305 per night (USD)
Expedia
From $543 per night (USD)
VRBO
Catwalk | Double Queen + Twin Bunks at Gravity Haus Winter Park, Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
12
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $543 per night (USD)
VRBO
From $543 per night (USD)
VRBO
Escape to the Mountains: Relaxing Retreat with Double Queens + Twin Bunks
Bedrooms:
2
Bathrooms:
2
Sleeps:
12
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $543 per night (USD)
VRBO
From $1053 per night (USD)
VRBO
Slopeside Custom Chalet I 2 Hot Tubs I Fire Tables I Views I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Experience the ultimate mountain getaway at the Slopeside Luxury Custom Mountain Chalet, perfectly situated in the heart ...
From $1053 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Budget 1 bedroom, private deck, clubhouse amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A 1 bedroom Hi Country Haus Winter Park condo is a very comfortable rental with 629 square feet, this unit is non-smokin ...
From $185 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Ski In Ski Out Condo Dripping in Style | Fraser Crossing 3526
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Settle into style at Fraser Crossing 3526, a beautifully curated two-bedroom condo just steps from Winter Park Resort. F ...
From $310 per night (USD)
VRBO
From $721 per night (USD)
Expedia
Townhouse w/ hot tub & mountain views
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Welcome to your mountain retreat in Winter Park - a cozy space for family & friends to relax after days of adventure: - ...
From $721 per night (USD)
Expedia
From $607 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 $607 per night (USD)
VRBO
From $264 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 $264 per night (USD)
Expedia
From $1359 per night (USD)
VRBO
NEW!! Luxury Creekside Home - Walk to town, steps to ski shuttle
Bedrooms:
4
Bathrooms:
5
Sleeps:
18
PINE CREEK HOME - A luxury retreat in a beautiful and convenient location in the town of Winter Park Settled within wal ...
From $1359 per night (USD)
VRBO
From $461 per night (USD)
Expedia
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)
Expedia
From $893 per night (USD)
VRBO
Riverside Reserve | Hot Tub • Slope • Winter Park
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Summary: Luxury 4BR/5BA townhome with hot tub, mountain views, and direct creekside setting in downtown Winter Park. Jus ...
From $893 per night (USD)
VRBO
From $410 per night (USD)
Expedia
Mountain escape, minutes from Winter Park resort and town. Hot tub access.
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Your cozy getaway awaits in Winter Park at this soothing house. With 3 bedrooms including 1 king bed, 2 queen beds, and ...
From $410 per night (USD)
Expedia
From $1674 per night (USD)
VRBO
Pinnacle Winter Park | Spacious • Cozy • Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
15
Summary: Experience the Pinnacle of Winter Park luxury. With jaw-dropping ski slope views, a private hot tub, designer i ...
From $1674 per night (USD)
VRBO
From $502 per night (USD)
Expedia
3BR Mountain Retreat in the Heart of Winter Park with Private Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to 106 Willows Way, a beautifully appointed three-bedroom, three-bathroom home in downtown Winter Park. Designed ...
From $502 per night (USD)
Expedia
From $2971 per night (USD)
VRBO
Winterhaven Estate by AvantStay | Sleeps 19 Guests | Views, Firepit, Hot Tub
Bedrooms:
8
Bathrooms:
11
Sleeps:
19
Welcome to Winterhaven Estate by AvantStay — a private alpine compound in Winter Park, Colorado, designed to bring peopl ...
From $2971 per night (USD)
VRBO
From $426 per night (USD)
Expedia
Luxury Condo 3303 I Hot Tub I AC I Great Views I Best Price I Discounted Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to Timber Fox Luxury Condo 3303, your perfect mountain retreat located in the heart of Winter Park. This stunnin ...
From $426 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Luxury Condo 3404 I Hot Tub I AC I Great Views I Best Price I Discounted Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Timber Fox Luxury Condo 3404, your perfect getaway nestled in the heart of Winter Park, Colorado. This stunni ...
From $295 per night (USD)
VRBO
From $285 per night (USD)
Expedia
Luxury Villa 568 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to Telemark Luxury Condo 568, your perfect getaway nestled in the heart of Winter Park. This stunning condo offe ...
From $285 per night (USD)
Expedia
From $661 per night (USD)
VRBO
Ski In Out Luxury Loft 102 I Hot Tub I Gym I Views I Best Price I Discounted Attractions
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to the Chill Ski In/Out Luxury Condo 102, a stunning retreat nestled in the heart of Winter Park Resort, Colorad ...
From $661 per night (USD)
VRBO
From $913 per night (USD)
Expedia
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 $913 per night (USD)
Expedia
From $542 per night (USD)
VRBO
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 Winter Park Resort! 3 bedroom 2.5 bath with every amenity in high ...
From $542 per night (USD)
VRBO
From $707 per night (USD)
Expedia
The Owl's Nest | Game Room | Private Hot Tub | Luxury Mountain Lodge
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Experience refined mountain living at The Owl's Nest, a stunning four bedroom lodge perfectly positioned in Winter Park ...
From $707 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $630 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 $630 per night (USD)
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 $564 per night (USD)
Expedia
4 Bedroom 4 Bathroom condo with a wood fireplace -3rd floor unit
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Experience mountain charm in this beautifully furnished 4-bedroom, 4-bathroom condo, perfect for families or groups. Rel ...
From $564 per night (USD)
Expedia
From $582 per night (USD)
VRBO
Luxury Villa 835 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Welcome to Bear Trail Luxury Villa 835, a stunning townhome nestled in the heart of Winter Park, Colorado. This exquisit ...
From $582 per night (USD)
VRBO
From $1604 per night (USD)
Expedia
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)
Expedia
From $525 per night (USD)
VRBO
500 Vasquez Road #6 | 4BR Townhome in Downtown Winter Park
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
500 Vasquez Road #6 | 4BR Townhome in Downtown Winter Park with Deck + Modern Comforts Welcome to 500 Vasquez #6, a beau ...
From $525 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 $450 per night (USD)
VRBO
Mountain condo w/ balcony steps to gondola & spa
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your cozy Winter Park retreat - perfect for ski trips, summer hikes & year-round mountain escapes! Just steps ...
From $450 per night (USD)
VRBO
From $358 per night (USD)
Expedia
Unit 624 - 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 ...
From $358 per night (USD)
Expedia
From $311 per night (USD)
VRBO
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)
VRBO
From $311 per night (USD)
Expedia
Unit 521 - 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 $311 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Unit 513 - 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 $318 per night (USD)
VRBO
From $288 per night (USD)
Expedia
Unit 531 - 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 $288 per night (USD)
Expedia
Click For Pricing
VRBO
Unit 532: 2 BR, 2 BA Condominium in Winter Park, Sleeps 6
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
From $232 per night (USD)
Expedia
Unit 522 - 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 $232 per night (USD)
Expedia
From $699 per night (USD)
VRBO
Luxury Winter Park Townhome • Steps to Downtown & Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Retreat to Winter Park and experience the perfect blend of luxury and adventure. This beautiful 3bedroom, 2bath townhous ...
From $699 per night (USD)
VRBO
From $490 per night (USD)
Expedia
Luxury Villa 745I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to Bear Trail Luxury Villa 745, a stunning townhome nestled in the heart of Winter Park, Colorado. This exquisit ...
From $490 per night (USD)
Expedia
From $653 per night (USD)
VRBO
Private Hot Tub, Free Ski Shuttle, Walk to Dining, Shops, & Summer Events
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to your ultimate mountain getaway—this exclusive, four-bedroom, 4.5-bath luxury townhome blends upscale comfort, ...
From $653 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 $935 per night (USD)
VRBO
100 Steps to Gondola: Cozy Winter Park Condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Walk to Village | Private Ski Storage Locker | Furnished Balcony Let the Rocky Mountain magic take hold — with on-site ...
From $935 per night (USD)
VRBO
From $275 per night (USD)
VRBO
Luxury Condo 3406 I Hot Tub I AC I Great Views I Best Price I Discounted Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to Timber Fox Luxury Condo 3406, your perfect mountain retreat nestled in the heart of Winter Park. This stunnin ...
From $275 per night (USD)
VRBO
From $1598 per night (USD)
Expedia
Luxury Riverfront Chalet
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Escape to Riverbend Chalet, a stunning 4BR/3.5BA modern home on the Fraser River in Winter Park. Designed by a ...
From $1598 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
From $434 per night (USD)
Expedia
Idlewild Haus | Summit views
Bedrooms:
3
Bathrooms:
2
Sleeps:
7
Perched in the heart of downtown Winter Park with unobstructed summit views, this uniquely designed townhouse maximizes ...
From $434 per night (USD)
Expedia
From $452 per night (USD)
VRBO
500 Vasquez Road #5 | 3BR Townhome in Downtown Winter Park with Deck
Bedrooms:
4
Bathrooms:
3
Sleeps:
11
500 Vasquez Road #5 | 3BR Townhome in Downtown Winter Park with Deck + Modern Comforts + Pet Friendly Welcome to 500 Va ...
From $452 per night (USD)
VRBO
From $478 per night (USD)
Expedia
Bear Trail Villa - Winter Park CO
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Bear Trail Villa | Mountain View Townhome with Hot Tub & Fireplace Nestled in a tranquil hilltop setting, Bear Trail Vi ...
From $478 per night (USD)
Expedia
From $560 per night (USD)
VRBO
Amenities Deck Level | Walk to Gondola | WP Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ski-In Convenience | Fraser Crossing 2BR Condo | Deck-Level Access + Resort Amenities Located steps from the slo ...
From $560 per night (USD)
VRBO
From $200 per night (USD)
VRBO
Cozy home base for a great trip!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Whether you're here to bike, hike, or simply unwind, this condo offers the perfect blend of comfort and convenience. -Ki ...
From $200 per night (USD)
VRBO
From $400 per night (USD)
VRBO
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)
VRBO
From $245 per night (USD)
Expedia
Modern Mountain Getaway – Hot Tub, Views, Privacy, Gorgeous, Tesla Charger
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Your Winter Park adventure begins at this enchanting and modern 3-bedroom, 4-bath mountain retreat. Located less than on ...
From $245 per night (USD)
Expedia
From $1400 per night (USD)
VRBO
Luxury Ski Chalet - 684 Vasquez Road
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
684 Vasquez – Luxury Ski Chalet with Mountain Views, Creekside Serenity & Private Hot Tub Welcome to your mountain sanct ...
From $1400 per night (USD)
VRBO
From $359 per night (USD)
Expedia
Platinum Top Floor | Ski-in/Ski-out | WP Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Top-Floor Condo | Fraser Crossing 1BR | Vaulted Ceilings + Steps to Gondola Perched on the top floor of Fraser Crossing ...
From $359 per night (USD)
Expedia
From $335 per night (USD)
VRBO
Quaint townhome in downtown Winter Park, Ski and Bikers Paradise, Walk to Town
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Consider this townhome your home away from home while you visit Winter Park. This delightful townhome sits right in down ...
From $335 per night (USD)
VRBO
From $276 per night (USD)
Expedia
Modern Mountain Condo in Downtown Winter Park | TimberFox 3209
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Modern Mountain Condo in Downtown Winter Park | TimberFox 3209 Balcony with Mountain Views | Walk to Dining & Shops | Ov ...
From $276 per night (USD)
Expedia
From $568 per night (USD)
VRBO
NEW! Premium Unit 4663 - One Bedroom w/Full Kitchen - Fraser Crossing/Founders Pointe
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful one bedroom condominium with private balcony to sit and enjoy the natural setting of the Resort. There is a k ...
From $568 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Ski In, Ski Out in Winter Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Iron Horse, nestled right between the legendary Winter Park and Mary Jane ski areas! Whether you're chasing p ...
From $302 per night (USD)
Expedia
From $576 per night (USD)
VRBO
Fantastic Condo in the center of Downtown Winter Park!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Our amazing 3 Bedroom / 3 Bathroom unit is perfect for your family. We can accommodate your family comfortably and have ...
From $576 per night (USD)
VRBO
From $594 per night (USD)
Expedia
Condo w/ balcony, mountain views & fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your mountain retreat in Winter Park - the perfect spot for families & friends to relax between adventures! E ...
From $594 per night (USD)
Expedia
From $404 per night (USD)
VRBO
Ski-In/Ski-Out Gemini Lift Access! Home w/ Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Village Way Lofts | Winter Park Basecamp | 5 Mi to Fraser Ready for adventure? This 3-bedroom, 2-bath Winter Park vacat ...
From $404 per night (USD)
VRBO
From $273 per night (USD)
Expedia
New Listing! Heart of Winter Park | Balcony Views + Hot Tub Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy modern comfort and Rocky Mountain views at this welcoming 2-bedroom, 2-bath condo in the heart of Winter Park. Wit ...
From $273 per night (USD)
Expedia
From $296 per night (USD)
VRBO
New Ski-in/out VIEWS Garage Parking Hot Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
PROFESSIONAL PICTURES COMING SOON! Excuse my self taken photos. This place is SO MUCH MORE AMAZING IN PERSON! All furnis ...
From $296 per night (USD)
VRBO
From $210 per night (USD)
VRBO
2 Mi to Winter Park Slopes: Mtn-View Condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
1 Mi to Fraser River Trail | Community Pool & Hot Tubs Panoramic views may draw you in, but it's the good times you'll ...
From $210 per night (USD)
VRBO
From $396 per night (USD)
VRBO
New Hike/Ski in/out Modern Condo-Mountain Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
New 2BR, Den, 2BA Condo, Ski-In/Ski-Out or Hike-in/Hike out at Winter Park Resort. Double entrances, stunning mountain v ...
From $396 per night (USD)
VRBO
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Expedia
Perfect 3-bedroom townhome in Winter Park
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Winter Park is waiting for you at this 3-bedroom townhome. With 1 king bed, 2 queen beds, and 1 bunk bed, this delightfu ...
Click For Pricing
Expedia
From $1387 per night (USD)
VRBO
Corridor Way Chalet | Ski In Ski Out | Bridger's Cache | Winter Park Resort
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
Your idyllic ski in ski out mountain retreat awaits at Corridor Way Chalet. Located on the slopes of Winter Park Resort ...
From $1387 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Founders Pointe 4569 Ski In Ski Out Winter Park Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Founders Pointe is located just across from the Base at Winter Park Resort Village and considered a ski in ski out condo ...
From $367 per night (USD)
Expedia
From $460 per night (USD)
VRBO
New spacious 3 bedroom, private deck, forest view and garage parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
A new 3 level townhome offers 3 bedrooms, a private deck and patio with a forest view and 3 ½ blocks from the main stree ...
From $460 per night (USD)
VRBO
From $269 per night (USD)
Expedia
New Listing! Lovely 2BD/2BA Winter Park Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This peaceful 2-bedroom, 2-bathroom condo is perfectly located just steps from the shuttle to Winter Park Resort and a s ...
From $269 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Ski-In/Ski-Out Zephyr 1 Bedroom Condo 2204
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay comfortably in Winter Park at this 1-bedroom condo. The lovely space features a peaceful bedroom with a queen bed a ...
From $349 per night (USD)
VRBO
From $322 per night (USD)
Expedia
Luxury Downtown Condo - Rendezvous Center 201
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Rendezvous Center 201, stylish, single-level 3-bedroom condo is perfectly located right in the heart of downt ...
From $322 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Hi Country Haus 3 bedroom Riverfront Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Hi Country Haus 3 bedroom Riverfront Condo Discover your perfect mountain escape at this 3-bedroom, 2-bath condo in dow ...
From $302 per night (USD)
VRBO
From $380 per night (USD)
Expedia
Trailhead 324 Shared Hot Tub, Pool, Private Balcony, and Grill
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Luxurious 2nd-Floor Condo with Shared Hot Tub, Pool, Private Balcony & Grill Welcome to your upscale 2-bedroom, 2-bathr ...
From $380 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Premium Fraser Crossing Amenity Level Condo, Walk to Lift!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to the most beautifully remodeled one-bedroom condo in all of Fraser Crossing—a rare find that combines unmatche ...
From $274 per night (USD)
VRBO
From $1043 per night (USD)
Expedia
Resort Luxury Villa 200 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to Lakota Antler Luxury Villa 200, a stunning townhome nestled in the heart of Winter Park Resort, where breatht ...
From $1043 per night (USD)
Expedia
From $894 per night (USD)
VRBO
Ski In Out Luxury Villa 464 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Discover the ultimate mountain retreat at Basecamp Ski In/Out Luxury Villa 464, nestled in the heart of Winter Park Reso ...
From $894 per night (USD)
VRBO
From $5453 per night (USD)
Expedia
Snow-Lover’s Escape: Ski Shuttle + Creekside Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to Winter Park in this cozy 2-bedroom condo, the perfect vacation rental for families, friends, or small groups. ...
From $5453 per night (USD)
Expedia

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