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Winter Park Vacation Rentals

Find 3,410 available offers from 7 partners
Winter Park
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Apartment
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

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.

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Save up to 64%

Best Vacation Home Deals in Winter Park

House 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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Condo Winter Park
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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House Winter Park
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%.

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Top-Rated Rentals and Accommodations in Winter Park

Condo 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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Condo Winter Park
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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Condo Winter Park
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

Condo 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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House Winter Park
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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House Winter Park
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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House Winter Park
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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House Winter Park
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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Condo Winter Park
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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House Winter Park
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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House Winter Park
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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Condo Winter Park
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

Condo 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
Details
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House Winter Park
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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Condo Winter Park
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.

Condo Internet Winter Park
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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House Internet Winter Park
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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Condo Internet Winter Park
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.

Villa Kitchen Winter Park
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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Condo Kitchen Winter Park
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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Condo Kitchen 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
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.

House Balcony/Patio Winter Park
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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House Balcony/Patio Winter Park
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
Details
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Condo Balcony/Patio Winter Park
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
Details
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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

max.
Min.
16°
18 days 18
max.
Min.
19°
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°
19 days 19
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- 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°

15%

4 h

12 mi/h

Fri, 31 Mar
24°
14°

15%

0 h

15 mi/h

Sat, 1 Apr
32°
14°

15%

6 h

14 mi/h

Sun, 2 Apr
33°
24°

15%

3 h

17 mi/h

Mon, 3 Apr
39°
21°

15%

7 h

12 mi/h

Tue, 4 Apr
17°
10°

15%

0 h

3 mi/h

Wed, 5 Apr
17°

15%

1 h

16 mi/h

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:

Booking.com Vacation Rentals in Winter Park TripAdvisor Vacation Rentals in Winter Park Vrbo Vacation Rentals in Winter Park VacationRentals.com Vacation Rentals in Winter Park HouseTrip Vacation Rentals in Winter Park FlipKey Vacation Rentals in Winter Park Homestay.com Vacation Rentals in Winter Park Only-apartments Vacation Rentals in Winter Park Interhome Vacation Rentals in Winter Park Novasol Vacation Rentals in Winter Park HomeEscape Vacation Rentals in Winter Park

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