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Winter Park Vacation Rentals

Find 3,410 available offers from 7 partners

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Price per night

Accommodation types

Distance to center

Rating

Ski the slopes and savor superb views with Winter Park vacation homes

Spacious cabin rentals and modern condo vacation rentals in Winter Park put you near all the action on the ski resort's mountainside. Enjoy the woodsy locale and proximity to Colorado's scenic nature.

Save up to 64%

Best Vacation Home Deals in Winter Park

Oct 7 - Oct 14

-44%

~~$667~~

$374 per night

House ∙ 10 guests ∙ 4 bedrooms

House in Fraser with Grill + Great View

4.9

"Excellent" (48 ratings)

Winter Park, Grand County, Colorado, United States

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Jun 3 - Jun 10

-64%

~~$279~~

$101 per night

Condo ∙ 4 guests ∙ 1 bedroom

Condo in Winter Park

4.8

"Excellent" (34 ratings)

Winter Park, Grand County, Colorado, United States

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May 29 - Jun 5

-56%

~~$450~~

$200 per night

House ∙ 9 guests ∙ 4 bedrooms

Charming House in Winter Park with Grill + Tree Views

4.9

"Excellent" (61 ratings)

Winter Park, Grand County, Colorado, United States

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Compare and find a vacation rental that fits your needs among the 3,410 fantastic rentals from several partner websites in Winter Park. Every one of the offers from our partner websites are instantaneously compared on our website , allowing you to save up to 56%.

Book Vacation Rental Offers with the Highest User Rating

Top-Rated Rentals and Accommodations in Winter Park

Aug 5 - Aug 12

-69%

~~$859~~

$270 per night

Condo ∙ 6 guests ∙ 2 bedrooms

Family Friendly Lovely Condo in Winter Park with Grill + Fabulous Views

5.0

"Excellent" (65 ratings)

Winter Park, Grand County, Colorado, United States

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Sep 5 - Sep 12

-50%

~~$501~~

$250 per night

Condo ∙ 6 guests ∙ 2 bedrooms

Fantastic Condo in Winter Park with Private Patio

4.9

"Excellent" (46 ratings)

Winter Park, Grand County, Colorado, United States

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Aug 5 - Aug 12

-61%

~~$773~~

$300 per night

Condo ∙ 10 guests ∙ 3 bedrooms

Nice Condo in Winter Park with Grill + Spectacular Views

4.9

"Excellent" (39 ratings)

Winter Park, Grand County, Colorado, United States

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Recommended Vacation Rentals in Winter Park

Find your perfect vacation rental in Winter Park: from $100 per night

May 7 - May 14

-35%

~~$154~~

$100 per night

Condo ∙ 4 guests ∙ 2 bedrooms

Charming Condo in Fraser with Private Balcony + Amazing Views

4.9

"Excellent" (59 ratings)

Winter Park, Grand County, Colorado, United States

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May 7 - May 14

-56%

~~$900~~

$400 per night

House ∙ 11 guests ∙ 4 bedrooms

Charming Vacation Home in Winter Park with Grill + Mountain Views

4.8

"Excellent" (63 ratings)

Winter Park, Grand County, Colorado, United States

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May 13 - May 20

-26%

~~$285~~

$217 per night

House ∙ 6 guests ∙ 2 bedrooms

Pleasant Vacation Home in Winter Park with Private Parking + Spectacular View

4.9

"Excellent" (50 ratings)

Winter Park, Grand County, Colorado, United States

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May 29 - Jun 5

-56%

~~$450~~

$200 per night

House ∙ 9 guests ∙ 4 bedrooms

Charming House in Winter Park with Grill + Tree Views

4.9

"Excellent" (61 ratings)

Winter Park, Grand County, Colorado, United States

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Oct 7 - Oct 14

-43%

~~$667~~

$373 per night

House ∙ 10 guests ∙ 4 bedrooms

House in Fraser with Grill + Great View

4.9

"Excellent" (48 ratings)

Winter Park, Grand County, Colorado, United States

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Apr 3 - Apr 10

-65%

~~$316~~

$111 per night

Condo ∙ 6 guests ∙ 2 bedrooms

Family Friendly Condo in Fraser with Outdoor Pool

5.0

"Excellent" (39 ratings)

Winter Park, Grand County, Colorado, United States

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Aug 5 - Aug 12

$338 per night

House ∙ 8 guests ∙ 3 bedrooms

Charming House in Winter Park with Grill & Yard + Mountain Views

5.0

"Excellent" (38 ratings)

Winter Park, Grand County, Colorado, United States

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May 13 - May 20

-46%

~~$333~~

$186 per night

House ∙ 10 guests ∙ 3 bedrooms

Beautiful Vacation Home in Fraser with Grill + Beautiful Views

4.9

"Excellent" (119 ratings)

Winter Park, Grand County, Colorado, United States

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Jun 3 - Jun 10

-68%

~~$300~~

$95 per night

Condo ∙ 7 guests ∙ 2 bedrooms

Lovely Condo in Winter Park with Indoor Pool + Excellent Views

4.9

"Excellent" (128 ratings)

Winter Park, Grand County, Colorado, United States

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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Winter Park

May 7 - May 14

-35%

~~$154~~

$100 per night

Condo ∙ 4 guests ∙ 2 bedrooms

Charming Condo in Fraser with Private Balcony + Amazing Views

4.9

"Excellent" (59 ratings)

Winter Park, Grand County, Colorado, United States

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May 13 - May 20

-25%

~~$285~~

$214 per night

House ∙ 6 guests ∙ 2 bedrooms

Pleasant Vacation Home in Winter Park with Private Parking + Spectacular View

4.9

"Excellent" (50 ratings)

Winter Park, Grand County, Colorado, United States

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Apr 3 - Apr 10

-65%

~~$316~~

$112 per night

Condo ∙ 6 guests ∙ 2 bedrooms

Family Friendly Condo in Fraser with Outdoor Pool

5.0

"Excellent" (39 ratings)

Winter Park, Grand County, Colorado, United States

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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Winter Park accommodation with high-speed internet.

Sep 9 - Sep 16

-38%

~~$243~~

$150 per night

Condo ∙ 8 guests ∙ 2 bedrooms

Charming Condo in Winter Park

4.7

"Outstanding" (38 ratings)

Winter Park, Grand County, Colorado, United States

Internet

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May 6 - May 13

-90%

~~$1,011~~

$97 per night

House ∙ 9 guests ∙ 3 bedrooms

Vacation Home in Winter Park

Winter Park, Grand County, Colorado, United States

Internet

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Apr 22 - Apr 29

$130 per night

Condo ∙ 6 guests ∙ 3 bedrooms

Condo in Fraser with Indoor Fireplace + Mountain Views

Winter Park, Grand County, Colorado, United States

Internet

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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Winter Park rental with full kitchen.

May 13 - May 20

-80%

~~$1,092~~

$221 per night

Villa ∙ 10 guests ∙ 3 bedrooms

Family Friendly Villa in Fraser with Free Parking

5.0

"Excellent" (3 ratings)

Winter Park, Grand County, Colorado, United States

Kitchen

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Nov 3 - Nov 10

-67%

~~$300~~

$101 per night

Condo ∙ 4 guests ∙ 2 bedrooms

Beautiful Condo in Winter Park + Amazing Views

4.9

"Excellent" (114 ratings)

Winter Park, Grand County, Colorado, United States

Kitchen

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Aug 5 - Aug 12

-69%

~~$859~~

$270 per night

Condo ∙ 6 guests ∙ 2 bedrooms

Family Friendly Lovely Condo in Winter Park with Grill + Fabulous Views

5.0

"Excellent" (65 ratings)

Winter Park, Grand County, Colorado, United States

Kitchen

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Apartments With Balconies or Patios

Looking for a home with a balcony? Check out these vacation homes in Winter Park with their own private patios and balconies.

Jun 3 - Jun 10

-41%

~~$676~~

$400 per night

House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Granby with Pool, Grill & Sauna

4.9

"Excellent" (36 ratings)

Winter Park, Grand County, Colorado, United States

Balcony/Patio

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Aug 4 - Aug 11

-49%

~~$356~~

$180 per night

House ∙ 7 guests ∙ 2 bedrooms

Vacation Home in Fraser with Grill

5.0

"Excellent" (48 ratings)

Winter Park, Grand County, Colorado, United States

Balcony/Patio

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May 19 - May 26

-89%

~~$1,190~~

$134 per night

Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Winter Park with Large Balcony + Wonderful Views

5.0

"Excellent" (98 ratings)

Winter Park, Grand County, Colorado, United States

Balcony/Patio

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Popular Rental Amenities in Winter Park

Internet (4,851)
Kitchen (4,730)
Microwave (4,635)
TV (4,615)
Fireplace (4,505)
Dishwasher (4,243)
No smoking (3,872)
No pets (3,539)
Washer (3,317)
Grill (2,685)
Pool (2,086)
Fishing (1,796)

Price and Availability Index in Winter Park

Vacation Rental Price Information in Winter Park

The graph shows the average rental prices for the next twelve months in Winter Park. It is during a week of December (12/23 - 12/30) that you will find the highest prices for the next 12 months. Prices decrease in a week of May (5/6 - 5/13), where average prices are $299.

Rental Availability Information in Winter Park

Our availability graph helps you identify the busiest months in Winter Park. The most challenging week to find a rental in the next twelve months is in December (12/30 - 1/6). Conversely, you will find the highest percentage of available offers in Winter Park in October (10/28 - 11/4).

The Weather in Winter Park

- Rainy days

This is the climate diagram in Winter Park. During July, maximum temperatures go up to more than 54° On the other hand, you could have temperatures dropping under 5° in December. The rainiest month is May while the driest month is March.

7-Day Weather Forecast in Winter Park

Thu, 30 Mar

35°

21°

Fri, 31 Mar

24°

14°

Sat, 1 Apr

32°

14°

Sun, 2 Apr

33°

24°

Mon, 3 Apr

39°

21°

Tue, 4 Apr

17°

10°

Wed, 5 Apr

17°

3°

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Accommodations for your vacation in Winter Park

Users who are searching for house rental in Winter Park will have a lot of options to choose from, as they are the most typical accomodations being offered in this destination. In addition, the average size of house rental in Winter Park is 220 m² and they cost, on average, $713 a night. Furthermore, if you are going in a group of 10, house rental are the perfect accommodation type in Winter Park, as they usually welcome this exact group size. Users looking for something other than house rental can also compare many apartment rental, which are the other most popular accommodation type in Winter Park. The average size of apartment rental in Winter Park is 114 m², and the average price is $409 per night.

Where to find the best food in Winter Park?

A variety of mountainside cuisine

Roll into The Ditch On 40 for burgers and Southwestern fare. The menu's signature item, New Mexican Juantons, are egg rolls with a twist, containing green chilis, garlic, ground chuck, and sharp cheddar.

Get your crêpe fix at Goodys Mountain Cafe & Creperie, where their doughy creations along with steaming coffee will keep you racing on the slopes all morning long. For steaks and classic bistro fare in an upscale setting, head to Deno's, which offers everything from pizza and burgers to seafood.

What are the best activities for families in Winter Park?

Young mountaineers

Beyond ski school, children can enjoy tubing, ice skating, and snowshoeing. In summer, Winter Park, despite a name reminiscent of endless snow, is just as exciting. The resort's alpine slide is the longest of its kind in mountainous Colorado. Kids can fly down the hill in joy on the safe yet thrilling track.

Treat kids to a day out fishing at one of the area's child-friendly ponds. The stocked North Pond at Lion's Fishing Ponds is suitable for ages 14 and younger, while the stocked pond at Kaibab Park is for those 15 and under. Casting a line should get some bites!

Where are the unique attractions in Winter Park?

Adrenaline rushes

Winter Park Ski Resort is one of the top, best-known ski resorts in Colorado, not to mention the longest-running, at 75 years old. Explore seven territories of highly varied terrain, from challenging moguls in Mary Jane Territory to backcountry-like Vasquez Ridge.

Colorado has a collection of 53 extra-tall mountains over 14,000 feet, referred to locally as "14-ers." Winter Park is home to a few of these mammoths, with the closest and least difficult pair being Mount Bierstadt and Mount Evans.

Information about vacation rentals in Winter Park

🏡 Vacation rentals	3,410 properties
💳 Possible discounts	up to 56%
🌙 Nightly prices starting at	$95
⭐ Popular amenities	Internet, Kitchen and Microwave
🐾 Pet friendly accommodations	592 properties
🏊 Vacation rentals with pools	2,392 properties

Frequently Asked Questions

What is the typical nightly price for a vacation rental in Winter Park?

The price of a night's stay in Winter Park starts at $95. If you are looking for a house rental, the nightly price is $713 on average. A apartment rental Winter Park will cost $409 per night on average.

How many vacation homes are available to book in Winter Park?

There are 3,410 vacation rentals available for booking for your upcoming trip.

What are the most popular amenities for vacation rentals in Winter Park?

Three most popular amenities for vacation rentals in Winter Park include accommodations that have: Internet, Kitchen, and Microwave.

Are pets allowed in vacation homes in Winter Park?

Finding a vacation home in Winter Park that allows pets is definitely possible, with 592 pet-friendly available.

What's the best time of year to travel to Winter Park?

Winter Park has its warmest time of year around July and June, with average nightly prices around $95.

We list offers from thousands of providers, including:

max. Min. 16° 7° 18 days 18	max. Min. 19° 7° 20 days 20	max. Min. 27° 14° 11 days 11	max. Min. 28° 16° 20 days 20	max. Min. 34° 23° 22 days 22	max. Min. 52° 36° 13 days 13	max. Min. 54° 39° 20 days 20	max. Min. 50° 37° 20 days 20	max. Min. 46° 34° 14 days 14	max. Min. 36° 23° 13 days 13	max. Min. 23° 12° 15 days 15	max. Min. 16° 5° 19 days 19
Jan.	Feb.	Mar.	Apr.	May	June	July	Aug.	Sep.	Oct.	Nov.	Dec.

Winter Park Vacation Rentals

Choose the perfect vacation rental

Ski the slopes and savor superb views with Winter Park vacation homes

Best Vacation Home Deals in Winter Park

Top-Rated Rentals and Accommodations in Winter Park

Recommended Vacation Rentals in Winter Park

Budget-friendly Vacation Rentals in Winter Park

Vacation rentals with Wi-Fi

Apartments and vacation rentals with a kitchen

Apartments With Balconies or Patios

Popular Rental Amenities in Winter Park

Price and Availability Index in Winter Park

Vacation Rental Price Information in Winter Park

Rental Availability Information in Winter Park

The Weather in Winter Park

7-Day Weather Forecast in Winter Park

Accommodations for your vacation in Winter Park

A variety of mountainside cuisine

Young mountaineers

Adrenaline rushes

Information about vacation rentals in Winter Park

Frequently Asked Questions

What is the typical nightly price for a vacation rental in Winter Park?

How many vacation homes are available to book in Winter Park?

What are the most popular amenities for vacation rentals in Winter Park?

Are pets allowed in vacation homes in Winter Park?

What's the best time of year to travel to Winter Park?

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