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Winter Park Vacation Rentals & NearbyHoliday Homes

Find Vacation Rentals in or near Winter Park. Find vacation rentals in Winter Park, Colorado.

From US $508

Winter Park Condo w/Hot Tub & 4 Mi to Skiing

9.6 (10 Reviews) Apartment

The entire place is yours • 124 m² size • Free on-site parking

Winter Park Winter Park Resort • 6.9km from Winter Park Resort

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From US $472

Crestview Place Unit 507

10.0 (5 Reviews) Apartment

The entire place is yours • 149 m² size • Free on-site parking

Winter Park Winter Park Resort • 6.0km from Winter Park Resort

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From US $217

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

9.8 (16 Reviews) Apartment

The entire place is yours • 53 m² size • Private parking

Winter Park Winter Park Resort • 2.9km from Winter Park Resort

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From US $140

Cozy Downtown Condo with Jacuzzi 5 Min to Resort

9.8 (11 Reviews) Apartment

The entire place is yours • Free on-site parking • Hot tub

Winter Park Winter Park Resort • 7.1km from Winter Park Resort

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From US $280

Hi Country Haus Unit 1515

9.3 (11 Reviews) Apartment

Apartments • Free on-site parking • Free WiFi

Winter Park Winter Park Resort • 7.0km from Winter Park Resort

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From US $258

Iron Horse Building D Unit 4104

9.4 (10 Reviews) Apartment

The entire place is yours • 52 m² size • Free on-site parking

Winter Park Winter Park Resort • 2.4km from Winter Park Resort

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From US $275

Winter Haus, Winter Park 2 bedrooms corner unit w outdoor patio walking distance to the Center of town

9.8 (10 Reviews) Apartment

The entire place is yours • 55 m² size • Free on-site parking

Winter Park Winter Park Resort • 7.2km from Winter Park Resort

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From US $203

Beaver Village Unit #0332

9.0 (13 Reviews) Apartment

The entire place is yours • 59 m² size • Kitchen

Winter Park Winter Park Resort • 5.7km from Winter Park Resort

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From US $530

Rendezvous - 99 Stagecoach

10.0 (5 Reviews) Holiday_home

The entire place is yours • 33 m² size • Free on-site parking

Winter Park Winter Park Resort • 7.3km from Winter Park Resort

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From US $221

Ski-In / Ski-Out 1 Bedroom Condo base of WP Resort

9.4 (10 Reviews) Apartment

The entire place is yours • 52 m² size • Kitchen

Winter Park Winter Park Resort • 2.9km from Winter Park Resort

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From US $196

Snowblaze E102 Studio

8.7 (10 Reviews) Apartment

The entire place is yours • 41 m² size • Free on-site parking

Winter Park Winter Park Resort • 5.9km from Winter Park Resort

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From US $250

Great Location! Downtown WP with Hot Tub! Sleeps 6!

9.0 (10 Reviews) Apartment

The entire place is yours • 84 m² size • Kitchen

Winter Park Winter Park Resort • 6.0km from Winter Park Resort

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From US $475

Slopeside Villa 126 Next To WP Resort I Steam Shower I Great Views I Private Hot Tub

9.2 (6 Reviews) Holiday_home

The entire place is yours • 200 m² size • Free on-site parking

Winter Park Winter Park Resort • 3.3km from Winter Park Resort

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From US $258

Iron Horse Building C Unit 1023

7.7 (12 Reviews) Apartment

The entire place is yours • 52 m² size • Free on-site parking

Winter Park Winter Park Resort • 2.5km from Winter Park Resort

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From US $318

Snowblaze Condos Building C unit 24

8.4 (10 Reviews) Apartment

Apartments • Free on-site parking • Free WiFi

Winter Park Winter Park Resort • 6.9km from Winter Park Resort

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From US $404

Trailhead Lodges Building 401 Unit 422

9.8 (5 Reviews) Apartment

The entire place is yours • 111 m² size • Free on-site parking

Winter Park Winter Park Resort • 6.3km from Winter Park Resort

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From US $179

Guest Suite Downtown Winter Park GREAT LOCATION

8.4 (7 Reviews) Apartment

The entire place is yours • 23 m² size • Free on-site parking

Winter Park Winter Park Resort • 6.0km from Winter Park Resort

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From US $213

Hi Country Haus Unit 1803

7.8 (10 Reviews) Holiday_home

The entire place is yours • 70 m² size • Kitchen

Winter Park Winter Park Resort • 7.0km from Winter Park Resort

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From US $195

Hi Country Haus Unit 0309

8.6 (7 Reviews) Apartment

The entire place is yours • 48 m² size • Kitchen

Winter Park Winter Park Resort • 7.3km from Winter Park Resort

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From US $203

Beaver Village Unit #0623R

9.7 (4 Reviews) Apartment

The entire place is yours • 61 m² size • Kitchen

Winter Park Winter Park Resort • 5.8km from Winter Park Resort

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From US $282

Beaver Village Unit #0724

8.0 (6 Reviews) Apartment

The entire place is yours • 77 m² size • Kitchen

Winter Park Winter Park Resort • 5.9km from Winter Park Resort

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From US $219

Trailhead Lodges 821

8.8 (4 Reviews) Apartment

The entire place is yours • 74 m² size • Kitchen

Winter Park Winter Park Resort • 6.4km from Winter Park Resort

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From US $326

Downtown WP Loft 14 I Huge Hot Tub I Great Views I Additional Bunk Area

8.5 (4 Reviews) Holiday_home

The entire place is yours • 116 m² size • Free on-site parking

Winter Park Winter Park Resort • 7.1km from Winter Park Resort

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From US $711

Downtown WP River Front Villa 242 I Private Hot Tub I Great Views

8.7 (3 Reviews) Holiday_home

The entire place is yours • 232 m² size • Kitchen

Winter Park Winter Park Resort • 6.4km from Winter Park Resort

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From US $203

Beaver Village Unit #0232R

8.3 (3 Reviews) Apartment

The entire place is yours • 60 m² size • Kitchen

Winter Park Winter Park Resort • 5.6km from Winter Park Resort

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From US $343

Silverado I Building B Unit 204

7.0 (3 Reviews) Apartment

The entire place is yours • 77 m² size • Free on-site parking

Winter Park Winter Park Resort • 6.2km from Winter Park Resort

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From US $199

Zephyr Mountain Lodge

8.7 (92 Reviews) Lodge

Private parking • Free WiFi • Private bathroom

Winter Park Winter Park Resort • 2.9km from Winter Park Resort

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From US $189

Fraser Crossing and Founders Pointe

8.7 (52 Reviews) Lodge

Private parking • Free WiFi • View

Winter Park Winter Park Resort • 2.9km from Winter Park Resort

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From US $233

10 min to Resort! Amazing Views & Sauna!

9.5 (11 Reviews) Holiday_home

The entire place is yours • 125 m² size • Kitchen

Winter Park Winter Park Resort • 6.1km from Winter Park Resort

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From US $379

Airy Winter Park Gem with Private Outdoor Hot Tub!

9.8 (8 Reviews) Holiday_home

The entire place is yours • 138 m² size • On-site parking

Winter Park Winter Park Resort • 3.5km from Winter Park Resort

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From US $558

Mountainside Winter Park Ski Home with Hot Tub

9.6 (8 Reviews) Holiday_home

The entire place is yours • 158 m² size • Kitchen

Winter Park Winter Park Resort • 3.3km from Winter Park Resort

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From US $219

Cozy Winter Park Condo Bike, Ski, and Hike!

8.6 (11 Reviews) Apartment

The entire place is yours • 88 m² size • On-site parking

Winter Park Winter Park Resort • 5.5km from Winter Park Resort

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From US $255

Founders Pointe Condo

7.7 (16 Reviews) Holiday_home

The entire place is yours • 41 m² size • View

Winter Park Winter Park Resort • 3.0km from Winter Park Resort

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From US $144

Winter Park Studio Condo - 5 Mins to Downtown!

9.3 (7 Reviews) Apartment

The entire place is yours • 45 m² size • Private parking

Winter Park Winter Park Resort • 7.4km from Winter Park Resort

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From US $179

Condo on Fraser River Less Than 4 Mi to Winter Park Resort

8.4 (9 Reviews) Apartment

The entire place is yours • 65 m² size • On-site parking

Winter Park Winter Park Resort • 7.0km from Winter Park Resort

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From US $203

Ski-InandSki-Out Winter Park Condo with Balcony

8.9 (7 Reviews) Apartment

The entire place is yours • 50 m² size • Kitchen

Winter Park Winter Park Resort • 2.9km from Winter Park Resort

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About Winter Park Vacation Rentals on NearbyHoliday

Looking for vacation rentals in Winter Park? Compare top options in Colorado.

Find a Vacation Rental and Holiday Home in Winter Park. Compare 65 family vacation homes, private villas, cottages, cabins, and condos in Winter Park.

NearbyHoliday makes it easy to discover vacation rentals in Winter Park that work well for families, groups, and longer stays when you want more room than a standard hotel setup.

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Vacation Rentals: Explore Top Destinations

Stay Near Winter Park's Top Attractions

NearbyHoliday can help you find hotels, resorts, and rentals near many of Winter Park's top attractions, neighborhoods, and points of interest. Find vacation rentals in Winter Park for easier access to nearby attractions.

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Frequently Asked Questions About Winter Park Vacation Rentals

There are a lot of vacation rentals in Winter Park. If you plan on staying in the Winter Park area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Winter Park: