2385+ Hotel & Resort Deals in Winter Park |
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Winter Park Hotels, Resorts, and Rentals

About Winter Park Vacation Rentals

There are more than 2385 places to stay in Winter Park that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Winter Park.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Winter Park, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Winter Park. Places to stay near Winter Park are 1094.44 ft² on average, with prices averaging CA $726 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Winter Park with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Winter Park

Type Count
Vacation Homes 836
Holiday Apartments 365
Ski Chalet Rentals 25
Cabin Rentals 14
Villas 3

Use these Quick Filters to Find a Vacation Rental in Winter Park

★ Pro Tip: Hotala.ca has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Winter Park.

Weather in Winter Park, CO

View the weather forecast for Winter Park before booking your Winter Park Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Winter Park's Top Attractions

Hotala.ca can help you find hotels, resorts, and rentals near many of Winter Park's top attractions, neighborhoods, and points of interest.


Winter Park Ski Resort
Village Cabriolet Ski Lift
Zephyr Express Ski Lift
Amaze'n Maze Winter Park
Winter Park Visitor Center
Trestle Bike Park
Olympia Express Ski Lift
Arrow Ski Lift
Blue Sky Massage
Discovery Ski LIft
Challenger Ski Lift
Iron Horse Ski Lift
Moffat Tunnel West Portal
Bella Vita
Pioneer Express Ski Lift
Eskimo Express Ski Lift
Super Gauge Express Ski Lift
Black Tie Ski Rentals of Winter Park
Body Kneads Massage and Pilates
Looking Glass Ski Lift

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Bella Vita 4,044 Properties
Blue Sky Massage 4,044 Properties
Winter Park Visitor Center 4,037 Properties
Hideaway Village South 3,995 Properties
Elk Court Cabins 3,960 Properties
Body Kneads Massage and Pilates 3,844 Properties
Grand Park Community Recreation Center 3,136 Properties
Pioneer Express Ski Lift 2,986 Properties
Black Tie Ski Rentals of Winter Park 2,963 Properties
Eskimo Express Ski Lift 2,961 Properties
Old Town 95 Properties
Bear Crossing 30 Properties

Frequently Asked Questions About Winter Park?

What are the top hotels or resorts in Winter Park?

You have a lot of choices in or near Winter Park. If you need a hotel in the Winter Park area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Winter Park:

How many vacation rentals have private pools in Winter Park?

There are 88 accommodation options with private pools in or near Winter Park. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

Which hotel or resort in Winter Park is best for families?

If you are looking for a family-friendly hotel, resort, or vacation home in Winter Park, check out one of the following places to stay as all are highly-rated accommodation choices with excellent reviews for families or groups staying in Winter Park:

How many hotels, resorts, or rentals are available in Winter Park?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 2385 in the Winter Park area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Winter Park.

Nearby Neighborhood (5) 
Neighborhood Property Count
Rendezvous Hotel & Resort Deals in Winter Park, Colorado 189
Old Town Hotel & Resort Deals in Winter Park, Colorado 95
Bear Crossing Hotel & Resort Deals in Winter Park, Colorado 30
Elk Court Cabins Hotel & Resort Deals in Winter Park, Colorado 3960
Hideaway Village South Hotel & Resort Deals in Winter Park, Colorado 3995

People Also Ask

There are 47 hotels in Winter Park 1 resorts, and 1218 rentals

Recently Booked Hotels, Resorts, or Rentals in Winter Park