Vacation Rentals in Winter Park, United States from 65$/Night | Comfort & Style

Winter Park

101-120 out of 249

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Winter Park Condo With Private Balcony Near Skiing!

Map2.9 mi from City Centre300 yd from

FromUS$ 89 /nightSelect

Ski-In / Ski-Out Studio Condo At The Base Of Winter Park

Map900 yd from City Centre300 yd from Winter Park Resort

FromUS$ 206 /nightSelect

Walk To Winter Park Resort Condo With Hot Tub!

Map100 yd from City Centre700 yd from Arrow

FromUS$ 321 /nightSelect

Great Location! Downtown Wp With Hot Tub! Sleeps 6!

Map2.0 mi from City Centre300 yd from

FromUS$ 104 /nightSelect

Snowblaze A24 Condo

Map2.0 mi from City Centre300 yd from

FromUS$ 368 /nightSelect

Best Location In Downtown Winter Park

Map2.0 mi from City Centre300 yd from

FromUS$ 308 /nightSelect

Winter Park Condo Rental 4 Mi To Ski Resort!

Map2.0 mi from City Centre300 yd from

FromUS$ 292 /nightSelect

Riverfront Cozy Retreat With Hot Tub & Pool

Map2.7 mi from City Centre300 yd from Amaze'n Mazes Colorado

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Winter Park Condo With Gas Grill Walk To Gondola!

Map300 yd from City Centre900 yd from Arrow

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Iron Horse C3013 Condo

Map1400 yd from City Centre400 yd from Cabriolet

FromUS$ 476 /nightSelect

Premium Unit 2801 - Zephyr Mountain Lodge Condo

Map800 yd from City Centre100 yd from Zephyr Express

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Iron Horse C5013 Condo

Map1400 yd from City Centre400 yd from Cabriolet

FromUS$ 352 /nightSelect

Timber Fox 1309 Condo

Map2.1 mi from City Centre700 yd from

FromUS$ 375 /nightSelect

Hi Country Haus 22-8

Map2.7 mi from City Centre400 yd from Amaze'n Mazes Colorado

FromUS$ 209 /nightSelect

Ski Idlewild Condo

Map2.1 mi from City Centre700 yd from

FromUS$ 264 /nightSelect

Premium Unit 4575-Fraser Crossing Founders Pointe Condo

Map900 yd from City Centre300 yd from Winter Park Resort

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3 Mi To Winter Park Resort Condo With Patio And Grill

Map2.2 mi from City Centre700 yd from

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Mountain-View Winter Park Condo With Balcony!

Map2.1 mi from City Centre700 yd from

FromUS$ 431 /nightSelect

Mountain-View Condo In Downtown Winter Park!

Map2.1 mi from City Centre700 yd from

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Winter Park Condo With Shuttle To Slopes!

Map2.6 mi from City Centre100 yd from Amaze'n Mazes Colorado

FromUS$ 220 /nightSelect

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Flexible Price Range for Vacation Homes in Winter Park

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price

US$ 2 030

⬇️ The lowest price

US$ 65

💸 Average price for

Apartments

US$ 589

Top vacation homes in Winter Park

Based on guest reviews from the past 12 months

Convenient Downtown Escape:

Guest Suite Downtown Winter Park Great Location

Cozy Mountaintop Retreat:

Ski-In/Ski-Out Zephyr 1 Bedroom Condo Winter Park

Family Friendly Condo Stay:

Winter Park Condo With Hot Tubs, 4 Mi To Ski Resort!

Outdoor Adventure Base:

Cozy Winter Park Condo Bike, Ski, And Hike!

Relaxing Hot Tub Getaway:

Winter Park Condo W/Hot Tub & 4 Mi To Skiing

Scenic Riverfront Stay:

Cozy Condo On Vasquez Creek With Free Shuttle Access

Ski-In Ski-Out Luxury:

Ski-Inandski-Out Winter Park Condo With Mountain Views

Tranquil Mountain Views:

Crisp Mountain Retreat

Charming Rustic Vibe:

Rustic Relaxation In Winter Park

Vacation Rentals Overview in Winter Park

This guide provides essential information on vacation rentals in Winter Park, evaluating around 100 properties to assist travelers in making informed accommodation choices.

Typical nightly rates range from $150-$400 USD.

Peak travel seasons are winter months and summer holidays.

Most properties impose a local tax of 12.8%.

Approximately 1-2 miles from Winter Park Resort and downtown.

Booking early can secure discounts and ensure availability.