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

Winter Park

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Crestview 303 Apartment Winter Park

Map2.1 mi from City Centre400 yd from

FromUS$ 174 /nightSelect

Hi Country Haus Hideaway Apartment Winter Park

Map2.9 mi from City Centre400 yd from

FromUS$ 370 /nightSelect

Beaver Village 15-11

Map1.9 mi from City Centre300 yd from

FromUS$ 164 /nightSelect

Hi Country Haus Getaway

4 adults

1 bedroom

2 beds

Map2.8 mi from City Centre500 yd from

FromUS$ 197 /nightSelect

Winter Park Condo On Bus Route, 2 Blocks To Dtwn!

8 adults

2 bedrooms

4 beds

Map2.8 mi from City Centre500 yd from

FromUS$ 266 /nightSelect

Rustic Relaxation In Winter Park

Map1500 yd from City Centre300 yd from Cabriolet

FromUS$ 626 /nightSelect

Modern Winter Park Condo With Community Hot Tub!

Map2.4 mi from City Centre500 yd from Amaze'n Mazes Colorado

FromUS$ 655 /nightSelect

9.0

Perfect

Hi Country Haus Getaway

The largest option:

4 adults

1 bedroom

2 beds

Map2.8 mi from City Centre500 yd from Amaze'n Mazes Colorado

FromUS$ 68 /nightSelect

Ski-Inandski-Out Studio At Winter Park Base!

Map1500 yd from City Centre400 yd from Cabriolet

FromUS$ 264 /nightSelect

Ski In-Out Zephyr Mountain Lodge

The largest option:

4 adults

1 bedroom

2 beds

Map800 yd from City Centre100 yd from Zephyr Express

FromUS$ 308 /nightSelect

Modern Hi Country Haus Getaway 10-15

4 adults

1 bedroom

1 bed

Map2.8 mi from City Centre500 yd from Amaze'n Mazes Colorado

FromUS$ 155 /nightSelect

Hi Country Haus 11-2

2 adults

1 bedroom

2 beds

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

FromUS$ 273 /nightSelect

Downtown Winter Park Condo - 3 Miles To Ski Resort

8 adults

2 bedrooms

4 beds

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

FromUS$ 292 /nightSelect

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

7 adults

2 bedrooms

4 beds

Map1.9 mi from City Centre200 yd from

FromUS$ 424 /nightSelect

Hi Country 11-13

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

FromUS$ 94 /nightSelect

Stunning Winter Park Condo Near Slopes!

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

FromUS$ 855 /nightSelect

Convenient Winter Park, Colorado, Vacation Rental!

Map2.3 mi from City Centre600 yd from

FromUS$ 164 /nightSelect

Winter Park Condo Rental About 2 Mi To Ski Resort!

Map1.9 mi from City Centre200 yd from

FromUS$ 278 /nightSelect

Zephyr Mountain Lodge, Condo - 3 Bedroom Select-Rated Condo 1609 Condo

Map800 yd from City Centre100 yd from Zephyr Express

Select

9.4

Perfect

Crestview Place

Map2.0 mi from City Centre400 yd from

FromUS$ 421 /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.