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

Winter Park

141-160 out of 256

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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

Zephyr Mountain Lodge Premium-Rated 2516

Map800 yd from City Centre100 yd from Zephyr Express

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Iron Horse C4093 Condo

Map1500 yd from City Centre500 yd from Cabriolet

FromUS$ 477 /nightSelect

Value Unit 4440 - Two Bedroom - Fraser Crossing Founders Pointe Condo

Map900 yd from City Centre300 yd from Winter Park Resort

FromUS$ 1 191 /nightSelect

Winter Park Condo With Resort Shuttle On-Site!

Map1.9 mi from City Centre300 yd from

FromUS$ 101 /nightSelect

Premium Unit 4466 - One Bedroom Withkitchenette - Fraser Crossing Founders Pointe Condo

Map900 yd from City Centre300 yd from Winter Park Resort

FromUS$ 492 /nightSelect

Premium Unit 4568 - One Bedroom Withkitchenette - Fraser Crossing Founders Pointe Condo

Map900 yd from City Centre300 yd from Winter Park Resort

FromUS$ 551 /nightSelect

Convenient Winter Park Condo - 3 Mi To Resort!

Map1.8 mi from City Centre300 yd from

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Winter Park Base Area Condo - Fraser Crossing Founders Pointe Premium Unit 3406 Condo

Map900 yd from City Centre300 yd from Winter Park Resort

FromUS$ 456 /nightSelect

Crisp Mountain Retreat

Map2.0 mi from City Centre300 yd from

FromUS$ 217 /nightSelect

Secluded Condo With Corridor Ski Trail View - Zephyr Mountain Lodge Premium Unit 1201 Condo

Map800 yd from City Centre100 yd from Zephyr Express

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Downtown Winter Park Condo With Free Bus To Ski Base

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

FromUS$ 171 /nightSelect

Condo With Mountain Views In Heart Of Downtown!

Map2.1 mi from City Centre700 yd from

FromUS$ 969 /nightSelect

Alpine Hideaway Condo

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

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Gorgeous Winter Park Condo With Private Deck!

Map2.0 mi from City Centre100 yd from

FromUS$ 198 /nightSelect

Winter Park Condo With Balcony And Mtn Views!

Map2.4 mi from City Centre800 yd from

FromUS$ 236 /nightSelect

Ski Retreat With Hot Tub Access In Winter Park!

Map2.0 mi from City Centre300 yd from

FromUS$ 180 /nightSelect

Premium Unit 1108 - One Bedroom - Zephyr Mountain Lodge Condo

Map800 yd from City Centre100 yd from Zephyr Express

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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.