Vacation Rentals in Winter Park, United States from 65$/Night

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7.0

Very good

Condo On Fraser River Less Than 4 Mi To Winter Park Resort

6 adults

2 bedrooms

3 beds

Map2.6 mi from City Centre300 yd from Amaze'n Mazes Colorado

FromUS$ 214 /nightSelect

8.6

Great

Iron Horse Resort Winter Park

The largest option:

4 adults

1 bedroom

2 beds

Map1400 yd from City Centre400 yd from Cabriolet

FromUS$ 75 /nightSelect

8.0

Great

Winter Park Condo With Pool About 3 Mi To Ski Resort

6 adults

2 bedrooms

3 beds

Map1.9 mi from City Centre200 yd from

FromUS$ 190 /nightSelect

Timber Run Evergreen 9

9 adults

2 bedrooms

4 beds

Map2.3 mi from City Centre700 yd from

FromUS$ 116 /nightSelect

Winter Haus, Winter Park 2 Bedrooms Corner Unit W Outdoor Patio Walking Distance To The Center Of Town

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

FromUS$ 81 /nightSelect

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

Map800 yd from City Centre100 yd from Zephyr Express

FromUS$ 213 /nightSelect

Winter Park Studio Condo - 5 Mins To Downtown!

4 adults

1 bedroom

2 beds

Map2.8 mi from City Centre500 yd from

FromUS$ 280 /nightSelect

Hi Country 9-3

Map2.9 mi from City Centre300 yd from

FromUS$ 146 /nightSelect

Cozy Condo In Winter Park - On Blue Bus Route - Walk To Downtown, Restaurants, Grocery

Map2.6 mi from City Centre300 yd from Amaze'n Mazes Colorado

Select

Guest Suite Downtown Winter Park Great Location

Map2.1 mi from City Centre400 yd from

FromUS$ 201 /nightSelect

Hi Country Haus 14-5

Map2.9 mi from City Centre400 yd from

FromUS$ 132 /nightSelect

Cozy Ski-Inandout Winter Park Studio With Hot Tubs!

Map1400 yd from City Centre400 yd from Cabriolet

FromUS$ 389 /nightSelect

Condo With View - 1 Block To Main St - 4 Mi To Ski!

7 adults

2 bedrooms

4 beds

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

FromUS$ 314 /nightSelect

Ski-Inandski-Out Winter Park Condo With Hot Tub Access

4 adults

1 bedroom

2 beds

Map1500 yd from City Centre500 yd from Cabriolet

FromUS$ 608 /nightSelect

Iron Horse Studio With Resort Amenities Walk To Wp!

4 adults

1 bedroom

2 beds

Map1400 yd from City Centre400 yd from Cabriolet

FromUS$ 620 /nightSelect

Beaver Village & Mountain Bliss

The largest option:

5 adults

2 bedrooms

3 beds

Map1.9 mi from City Centre200 yd from

FromUS$ 240 /nightSelect

Hi Country 811

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

FromUS$ 319 /nightSelect

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

Map2.6 mi from City Centre200 yd from Amaze'n Mazes Colorado

FromUS$ 540 /nightSelect

Ski-In / Ski-Out 1 Bedroom Condo Base Of Wp Resort

Map900 yd from City Centre300 yd from Zephyr Express

FromUS$ 232 /nightSelect

Cozy Winter Park Condo Bike, Ski, And Hike!

Map1.8 mi from City Centre300 yd from

FromUS$ 65 /nightSelect

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.

Vacation rentals in Winter Park, United States

Flexible Price Range for Vacation Homes in Winter Park

Top vacation homes in Winter Park

Vacation Rentals Overview in Winter Park