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 $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 $222 per night (USD)
VRBO
Hike, Bike, Ski: Winter Park Condo w/ Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Serene Views | Private Deck | In-Unit Laundry | Family Friendly Discover the perfect escape in Winter Park when you sta ...
From $222 per night (USD)
VRBO
From $590 per night (USD)
VRBO
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)
VRBO
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 $435 per night (USD)
VRBO
Luxury Mtn Retreat: Family Friendly, Sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to Bear Trail Luxury Retreat! This modern mountain home, 2 minutes from Downtown Winter Park, features ...
From $435 per night (USD)
VRBO
From $620 per night (USD)
Expedia
Ski-in/ski-out condo w/ year-round pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to your Rocky Mountain escape in Winter Park - perfect for families & friends looking to relax slopeside: - Sle ...
From $620 per night (USD)
Expedia
From $406 per night (USD)
VRBO
Select Unit 1710 - 2BR - Zephyr Mountain Lodge
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gorgeous top floor two bedroom two bathroom condominium at Zephyr Mountain Lodge. Custom cabinets, stainless steel appl ...
From $406 per night (USD)
VRBO
From $720 per night (USD)
Expedia
Basecamp Luxe | Chic Mountain • Hot Tub • Hammock
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to your mountain retreat in the heart of Winter Park - perfect for families, friends & groups looking t ...
From $720 per night (USD)
Expedia
From $345 per night (USD)
VRBO
2BR condo steps to trails w/ fireplace & balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your mountain getaway in the heart of Winter Park - the perfect spot to relax, recharge & explore the Rockies ...
From $345 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 $308 per night (USD)
VRBO
4BR Mountain Escape Family Friendly, Sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Escape to the mountains in a modern, upscale home 2 minutes from Downtown Winter Park that features 4BR/3.5BA, ...
From $308 per night (USD)
VRBO
From $531 per night (USD)
Expedia
Condo w/ rooftop hot tub & mountain views
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to your Winter Park retreat - a bright condo perfectly set for mountain adventures & cozy nights in the heart of ...
From $531 per night (USD)
Expedia
From $322 per night (USD)
VRBO
The AlpenGlow House: Private Hot Tub Retreat with Stunning Mountain Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
***BRAND NEW LISTING***Discover your perfect mountain retreat in our beautifully furnished 3-bedroom, 3.5-bathroom townh ...
From $322 per night (USD)
VRBO
From $502 per night (USD)
Expedia
Lakota Lookout private hot tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Lakota Lookout Mountain View Townhome | Hot Tub Welcome to your ideal mountain retreat in Winter Park, Colorado! This ...
From $502 per night (USD)
Expedia
From $289 per night (USD)
VRBO
WinterPark*Ski*CoffeeBar*Pets+*CommunalHotTub
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Cozy Winter Park Abode: Your ideal alpine retreat just 3 miles from Winter Park Ski Resort! This designer condo offers m ...
From $289 per night (USD)
VRBO
From $438 per night (USD)
Expedia
NEW LISTING! Value Unit 1422 - 2BR - Zephyr Mountain Lodge
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay just 110 feet from the gondola for unbeatable access to mountain adventures! This cozy two-bedroom, two-bathroom c ...
From $438 per night (USD)
Expedia
From $1515 per night (USD)
VRBO
Canopy House | Large & Luxe | Stunning Ski In Ski Out Chalet
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Please Note: There is residential construction near this home that may cause some noise. Please reach out to our Vacatio ...
From $1515 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Cozy Rustic Condo with Scenic Views & Modern Amenities in Winter Park
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Viking Alpine Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $252 per night (USD)
Expedia
From $566 per night (USD)
VRBO
210 Sawyer with Private Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Luxury Mountain Retreat with Private Hot Tub & Walkable Winter Park Location Welcome to your newly renovated mountain g ...
From $566 per night (USD)
VRBO
From $634 per night (USD)
Expedia
4-bedroom Modern Mtn Vacation
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A Stylish Escape w/ excellent location to all Winter Park and Fraser has to offer. 4 miles to Winter Park Resort, ~20 mi ...
From $634 per night (USD)
Expedia
From $479 per night (USD)
VRBO
New 2BD/2BA Condo - in Winter Park! Walk to restaurants & steps from bus line!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Brand new build in Timber Fox/ROAM community with fully stocked gourmet kitchen that opens up to the living and dining a ...
From $479 per night (USD)
VRBO
From $368 per night (USD)
Expedia
Trailhead 322 Shared Hot Tub, Pool, Private Balcony, and Grill
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Luxurious 2nd-Floor Condo with Shared Hot Tub, Pool, Private Balcony, and Grill Experience the best of Winter Park in t ...
From $368 per night (USD)
Expedia
From $795 per night (USD)
VRBO
Luxury Villa 308 In Resort I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Lakota Antler Luxury Villa 308, a stunning townhome nestled in the heart of Winter Park Resort, where breatht ...
From $795 per night (USD)
VRBO
From $1128 per night (USD)
Expedia
Rocky Mountain | Mountain & River View • Downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to your Rocky Mountain retreat - a riverfront chalet in Winter Park designed for relaxation, adventure ...
From $1128 per night (USD)
Expedia
From $617 per night (USD)
VRBO
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 $617 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Winter Park Condo on the River: Walk to Downtown!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Riverview where you will enjoy privacy and beautiful views of the Fraser River from this stylish retreat. Th ...
From $284 per night (USD)
Expedia
From $776 per night (USD)
VRBO
Lakota Dreamcatcher South | Hot Tub | Across From Resort
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to this stunning four bedroom home located in the exclusive Lakota neighborhood, just minutes from Winter Park Re ...
From $776 per night (USD)
VRBO
From $221 per night (USD)
Expedia
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 $221 per night (USD)
Expedia
From $657 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 $657 per night (USD)
VRBO
From $506 per night (USD)
Expedia
Hideaway Haven | River View • Mountain View • Cozy
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 $506 per night (USD)
Expedia
From $425 per night (USD)
VRBO
3 Bedroom Condo with Game Room!
Bedrooms:
4
Bathrooms:
3
Sleeps:
11
Charming Mountain Retreat – Creekside Serenity | 3BR Condo in Downtown Winter Park Welcome to your perfect mountain geta ...
From $425 per night (USD)
VRBO
From $629 per night (USD)
Expedia
Ideal location for ski families!
Bedrooms:
3
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 $629 per night (USD)
Expedia
From $306 per night (USD)
VRBO
Conveniently located condo with W/D, full kitchen & shared pool/hot tub access
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Crisp Mountain Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $306 per night (USD)
VRBO
From $414 per night (USD)
Expedia
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 $414 per night (USD)
Expedia
From $554 per night (USD)
VRBO
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 $554 per night (USD)
VRBO
From $729 per night (USD)
Expedia
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 $729 per night (USD)
Expedia
From $283 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 $283 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 $418 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
Experience the ultimate mountain getaway at the Fraser Crossing Ski In/Out Luxury Condo #3406, perfectly situated in the ...
From $418 per night (USD)
VRBO
From $751 per night (USD)
Expedia
Luxury Villa 155 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
5
Bathrooms:
4
Sleeps:
11
Welcome to Whistlestop Luxury Villa 155, a stunning townhome nestled in the heart of Winter Park, Colorado. This exquisi ...
From $751 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 $303 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 $303 per night (USD)
VRBO
From $159 per night (USD)
VRBO
MODERN NEW BUILD IN WINTER PARK-steps from trail.beautiful ski in out.1 br+den.
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
**Charming New Build in Winter Park - Steps from the Trail!** Discover the charm of Winter Park in this inviting 1-bedr ...
From $159 per night (USD)
VRBO
From $785 per night (USD)
Expedia
Mountain cabin w/ hot tub & fireplace
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Welcome to your mountain escape in Winter Park - the perfect base for family adventures & cozy gatherings year-round! En ...
From $785 per night (USD)
Expedia
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
Click For Pricing
Expedia
Amenities Deck Level - Walk to Gondola - WP Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Ski Mountain Condo, located in Winter Park Resort's Fraser Crossing Building, Includes Resort Amenities and Ski ...
Click For Pricing
Expedia
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 $750 per night (USD)
Expedia
Rocky Mountain Retreat: Steps to Slopes, Hot Tub, Spectacular Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
PRIME LOCATION, STUNNING VIEWS, AND LUXURY AMENITIES: Discover mountain living at its finest in this immaculate condo in ...
From $750 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $491 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 $491 per night (USD)
Expedia
From $311 per night (USD)
VRBO
Winter Park Mountain Retreat with Serene Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This charming condo sleeps 4 comfortably, with a pull-out couch for 2 extra guests. Enjoy the warmth of a cozy gas firep ...
From $311 per night (USD)
VRBO
From $395 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 $395 per night (USD)
VRBO
From $258 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 $258 per night (USD)
VRBO
From $171 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 $171 per night (USD)
VRBO
From $289 per night (USD)
VRBO
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 $289 per night (USD)
VRBO
From $541 per night (USD)
Expedia
Luxury Villa 705 I Private Hot Tub I Views I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Have the ultimate Rocky Mountain experience when you stay at this expertly appointed townhome in the middle of downtown ...
From $541 per night (USD)
Expedia
From $940 per night (USD)
VRBO
Luxury Home 1040 In Resort I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Welcome to the Lakota Arrow Trail Luxury Home 1040, a stunning retreat nestled in the heart of Winter Park Resort, where ...
From $940 per night (USD)
VRBO
From $480 per night (USD)
Expedia
Luxury Townhome 124 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to Sawmill Station Luxury Townhome 124, a stunning retreat nestled in the heart of Winter Park, Colorado. This b ...
From $480 per night (USD)
Expedia
From $223 per night (USD)
VRBO
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 $223 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
From $677 per night (USD)
VRBO
Cozy townhome w/ hot tub & mountain view
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your cozy mountain retreat in Winter Park - perfect for family getaways & alpine adventures year-round! Relax ...
From $677 per night (USD)
VRBO
From $467 per night (USD)
Expedia
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 $467 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 $191 per night (USD)
VRBO
Cozy 1BR Condo in the Heart of Winter Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located centrally in town walkable to lots of restaurants and retail at Copper Creek Square. Easy access to free parking ...
From $191 per night (USD)
VRBO
From $681 per night (USD)
VRBO
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 $681 per night (USD)
VRBO
From $207 per night (USD)
Expedia
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 $207 per night (USD)
Expedia
From $315 per night (USD)
VRBO
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 $315 per night (USD)
VRBO
From $564 per night (USD)
Expedia
Luxury Cabin 120 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Discover the ultimate mountain retreat at Rendezvous Campfire Luxury Cabin 120, nestled in the picturesque town of Winte ...
From $564 per night (USD)
Expedia
From $494 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 $494 per night (USD)
VRBO
From $936 per night (USD)
Expedia
Moose Drool Lodge | Spacious • Downtown • Cabin
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Summary: Moose Drool Lodge: Your Ultimate Rocky Mountain Escape The Space: Elysian (adj.): A state of perfect comfort, ...
From $936 per night (USD)
Expedia
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VRBO
Luxury Chalet 61 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Rendezvous Lookout Point Luxury Chalet 61, a stunning retreat nestled in the picturesque town of Winter Park, ...
Click For Pricing
VRBO
From $694 per night (USD)
Expedia
Luxury Chalet 47 I Great Views I Private Hot Tub I Best Price I Discounted Attractions
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to Rendezvous Mountain Luxury Chalet 47, a stunning townhome nestled in the picturesque Winter Park area, where ...
From $694 per night (USD)
Expedia
From $122 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 $122 per night (USD)
VRBO
From $233 per night (USD)
VRBO
Walk to Winter Park Resort: Condo w/ Hot Tub!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Community Sauna | Patio w/ Mountain Views | In-Unit Washer & Dryer | Equipped Kitchen A cozy couple's retreat is waitin ...
From $233 per night (USD)
VRBO
From $451 per night (USD)
VRBO
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 $451 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Remodeled ground floor 3 bedroom, mt views
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Ground floor 3 bedroom condo, updated and at the end of the building for added privacy. The living room offers new hardw ...
From $424 per night (USD)
Expedia
From $360 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 $360 per night (USD)
VRBO
From $1863 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 $1863 per night (USD)
VRBO
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 $332 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 $332 per night (USD)
VRBO
From $197 per night (USD)
VRBO
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 $197 per night (USD)
VRBO
From $414 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 $414 per night (USD)
VRBO
From $238 per night (USD)
Expedia
Spacious 1BR, Fireplace, Amenities Deck - WP Resort - Ski-in/out
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Escape to the serene beauty of Winter Park with a stay at this delightful 1-bedroom, 1-bath condo, perfect for ...
From $238 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Luxury Condo 3409 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 3409, your perfect mountain retreat nestled in the heart of Winter Park. This stunnin ...
From $307 per night (USD)
VRBO
From $788 per night (USD)
Expedia
Bullseye Retreat | Downtown • Hot Tub • Arcade
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Summary: Welcome to Bullseye Retreat, a luxury 4BR/5.5BA townhome in the Arrow development of Winter Park. - Perfect for ...
From $788 per night (USD)
Expedia
From $437 per night (USD)
VRBO
Luxury Loft 219 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Discover the stunning Arrow Luxury Loft 219, nestled in the heart of Winter Park, where breathtaking mountain views and ...
From $437 per night (USD)
VRBO
From $332 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 $332 per night (USD)
Expedia
From $555 per night (USD)
VRBO
Downtown Winter Park w/ Hot Tub and Loft
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Welcome to your modern mountain retreat, where the beauty of the mountains meets the lively charm of downtown Winter Par ...
From $555 per night (USD)
VRBO
From $322 per night (USD)
Expedia
Headwaters Luxury Condo 206 I Great Views I Hot Tub I Best Price I Discounted Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the stunning Headwaters Luxury Loft 206, nestled in the heart of Winter Park, where mountain views and modern c ...
From $322 per night (USD)
Expedia
Click For Pricing
VRBO
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
VRBO
From $311 per night (USD)
Expedia
Unit 511 - 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 $311 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Unit 512 - 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 $320 per night (USD)
VRBO
From $409 per night (USD)
Expedia
Unit 222 - 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 $409 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Unit 514 - 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 $384 per night (USD)
VRBO
From $397 per night (USD)
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 ...
From $397 per night (USD)
Expedia
From $323 per night (USD)
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 ...
From $323 per night (USD)
VRBO
From $334 per night (USD)
Expedia
Unit 313 - 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 $334 per night (USD)
Expedia

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