Vacation rentals in Winter Park - HomeToGo base64Hash Vacation rentals in Winter Park - HomeToGo

Vacation rentals in Winter Park

Find 3,979 available offers from 13 partners
Winter Park
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Winter Park
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Popular Filters to find the Perfect Home Rental in Winter Park

1 Bedroom
2 Adults
Condo
4 Adults
Cabin
Hot tub

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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Vacation rentals with Wi-Fi

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

House  Winter Park
Jun 8 - Jun 15
-47%
$183
$98 per night
House ∙ 9 guests ∙ 3 bedrooms

Wonderful Vacation Home in Granby with Patio & Grill + Pastoral Views

4.5
Excellent (28 ratings)
Winter Park, Grand County, Colorado, United States
Internet
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Condo  Winter Park
Jul 30 - Aug 6
-45%
$325
$179 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Pleasant Condo in Fraser with Patio & Grill

4.9
Outstanding (106 ratings)
Winter Park, Grand County, Colorado, United States
Internet
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House  Winter Park
Nov 5 - Nov 12
$405 per night
House ∙ 14 guests ∙ 5 bedrooms

House in Granby with Wood-Burning Fireplace + Great Views

3.8
Good (10 ratings)
Winter Park, Grand County, Colorado, United States
Internet
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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  Winter Park
Jun 1 - Jun 8
$269 per night
House ∙ 12 guests ∙ 4 bedrooms

Family Friendly House in Winter Park with Grill, Jacuzzi & Sauna

5.0
Outstanding (6 ratings)
Winter Park, Grand County, Colorado, United States
Balcony/Patio
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House  Winter Park
Jun 1 - Jun 8
$161 per night
House ∙ 8 guests ∙ 2 bedrooms

House in Fraser with Grill, Sauna & Pool

5.0
Outstanding (2 ratings)
Winter Park, Grand County, Colorado, United States
Balcony/Patio
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House  Winter Park
Aug 31 - Sep 7
-58%
$734
$308 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Fraser with Patio, Jacuzzi & Grill

4.9
Outstanding (4 ratings)
Winter Park, Grand County, Colorado, United States
Balcony/Patio
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Vacation Rentals With Fireplaces

Get warm and cozy on cold winter nights in Winter Park by booking a vacation home with a fireplace.

House  Winter Park
Jun 1 - Jun 8
$397 per night
House ∙ 11 guests ∙ 4 bedrooms

House in Winter Park with Grill & Jacuzzi

5.0
Outstanding (2 ratings)
Winter Park, Grand County, Colorado, United States
Fireplace
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Cabin  Winter Park
Jul 12 - Jul 19
-80%
$938
$189 per night
Cabin ∙ 8 guests ∙ 2 bedrooms

Charming Cabin in Fraser with Interior Fireplace

4.6
Excellent (22 ratings)
Winter Park, Grand County, Colorado, United States
Fireplace
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House  Winter Park
May 31 - Jun 7
-51%
$181
$89 per night
House ∙ 10 guests ∙ 3 bedrooms

Nice House in Fraser with Patio

4.6
Excellent (31 ratings)
Winter Park, Grand County, Colorado, United States
Fireplace
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Best Vacation Home Deals in Winter Park

Save up to 83%

House Winter Park
Nov 5 - Nov 12
-28%
$183
$132 per night
House ∙ 9 guests ∙ 3 bedrooms

Vacation Home in Granby with Grill & Patio + Pastoral Views

4.5
Excellent (28 ratings)
Winter Park, Grand County, Colorado, United States
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Condo Winter Park
May 30 - Jun 6
-72%
$362
$102 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Charming Condo in Winter Park with Indoor Pool

5.0
Outstanding (66 ratings)
Winter Park, Grand County, Colorado, United States
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Condo Winter Park
Jun 11 - Jun 18
-83%
$626
$109 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Nice Condo in Fraser with Free Parking

4.9
Outstanding (76 ratings)
Winter Park, Grand County, Colorado, United States
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Compare and find a vacation rental that fits your needs among the 3,979 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 46%.

Recommended Vacation Rentals in Winter Park

Find your perfect vacation rental in Winter Park: from $67 per night

House Winter Park
Nov 5 - Nov 12
$643 per night
House ∙ 16 guests ∙ 7 bedrooms

Charming Vacation Home in Fraser with Grill, Yard & Patio

4.8
Outstanding (138 ratings)
Winter Park, Grand County, Colorado, United States
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House Winter Park
Sep 22 - Sep 29
$170 per night
House ∙ 5 guests ∙ 2 bedrooms

House in Winter Park with Electric Fireplace + Vast Views

5.0
Outstanding (8 ratings)
Winter Park, Grand County, Colorado, United States
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House Winter Park
Jun 22 - Jun 29
$353 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Fraser with Patio & Grill + Great View

4.9
Outstanding (52 ratings)
Winter Park, Grand County, Colorado, United States
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House Winter Park
Jul 24 - Jul 31
$258 per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation Home in Winter Park + Mountain Views

5.0
Outstanding (132 ratings)
Winter Park, Grand County, Colorado, United States
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House Winter Park
Jun 11 - Jun 18
$315 per night
House ∙ 10 guests ∙ 3 bedrooms

House in Winter Park with Private Balcony + Slope Views

5.0
Outstanding (99 ratings)
Winter Park, Grand County, Colorado, United States
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House Winter Park
Aug 20 - Aug 27
$293 per night
House ∙ 12 guests ∙ 5 bedrooms

House in Fraser with Grill & Patio + Mountain Views

5.0
Outstanding (50 ratings)
Winter Park, Grand County, Colorado, United States
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House Winter Park
May 31 - Jun 7
$247 per night
House ∙ 10 guests ∙ 3 bedrooms

Beautiful Vacation Home in Fraser with Grill & Patio + Beautiful Views

5.0
Outstanding (132 ratings)
Winter Park, Grand County, Colorado, United States
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House Winter Park
Nov 5 - Nov 12
$563 per night
House ∙ 16 guests ∙ 7 bedrooms

Lovely Vacation Home in Granby with Patio, Yard & Grill

5.0
Outstanding (3 ratings)
Winter Park, Grand County, Colorado, United States
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Condo Winter Park
Jun 15 - Jun 22
$155 per night
Condo ∙ 7 guests ∙ 2 bedrooms

Beautiful Condo in Winter Park with Free Parking

5.0
Outstanding (57 ratings)
Winter Park, Grand County, Colorado, United States
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Budget-friendly Vacation Rentals in Winter Park

Find Fantastic yet Inexpensive Offers

House Winter Park
May 31 - Jun 7
-62%
$783
$300 per night
House ∙ 14 guests ∙ 4 bedrooms

House in Winter Park with Jacuzzi, Grill & Patio + Mountain Views

4.6
Excellent (39 ratings)
Winter Park, Grand County, Colorado, United States
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House Winter Park
Aug 31 - Sep 7
-73%
$576
$156 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Winter Park with Jacuzzi & Grill

4.7
Excellent (43 ratings)
Winter Park, Grand County, Colorado, United States
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House Winter Park
May 31 - Jun 7
-46%
$204
$111 per night
House ∙ 10 guests ∙ 3 bedrooms

Beautiful Vacation Home in Fraser with Patio

4.6
Excellent (31 ratings)
Winter Park, Grand County, Colorado, United States
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Top-Rated Rentals and Accommodations in Winter Park

Book Vacation Rental Offers with the Highest User Rating

House Winter Park
Sep 22 - Sep 29
-23%
$227
$175 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Fraser with Patio & Grill + Incredible Views

4.9
Outstanding (60 ratings)
Winter Park, Grand County, Colorado, United States
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House Winter Park
May 31 - Jun 7
-61%
$884
$342 per night
House ∙ 14 guests ∙ 4 bedrooms

House in Winter Park with Free Parking + Slope Views

4.6
Excellent (39 ratings)
Winter Park, Grand County, Colorado, United States
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House Winter Park
May 31 - Jun 7
-89%
$1,552
$163 per night
House ∙ 10 guests ∙ 3 bedrooms

Nice House in Fraser with Wood-Burning Fireplace + Mountain Views

4.9
Outstanding (61 ratings)
Winter Park, Grand County, Colorado, United States
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Popular Rental Amenities in Winter Park

  • Pet-friendly (389)
  • Pool (1,393)
  • Hot tub (1,195)
  • WiFi (3,711)
  • Fireplace (3,320)
  • Kitchen (3,592)
  • Washing machine (2,623)
  • TV (3,606)
  • Balcony/patio (1,475)
  • Parking (983)
  • No smoking (3,491)
  • Grill (1,797)

Our search page's filters will help you find the ideal rental in Winter Park. HomeToGo's data reveals that "Pets allowed" and "Pool" are the most commonly offered amenities in Winter Park. Plan your vacation in advance if you need a crib for your baby or you want to hang out and relax outside. There are just 1,117 listed rentals with "Crib" and 211 properties with "Yard."

Price and Availability Index in Winter Park

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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 (12/14 – 12/21) that you will find the highest prices for the next 12 months. Prices decrease in a week of May (5/3 – 5/10), where average prices are $261.

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 May (5/3 – 5/10). Conversely, you will find the highest percentage of available offers in Winter Park in May (5/25 – 6/1).

The Weather in Winter Park

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16°
18 days 18
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19°
20 days 20
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27°
14°
11 days 11
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28°
16°
20 days 20
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34°
23°
22 days 22
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52°
36°
13 days 13
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54°
39°
20 days 20
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50°
37°
20 days 20
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46°
34°
14 days 14
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36°
23°
13 days 13
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23°
12°
15 days 15
max.
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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

Tue, 28 May
60°
50°

55%

4 h

5 mi/h

Wed, 29 May
66°
57°

15%

4 h

8 mi/h

Thu, 30 May
62°
57°

15%

5 h

13 mi/h

Fri, 31 May
59°
44°

15%

1 h

13 mi/h

Sat, 1 Jun
57°
50°

10%

3 h

20 mi/h

Sun, 2 Jun
64°
60°

0%

6 h

13 mi/h

Mon, 3 Jun
69°
66°

0%

5 h

10 mi/h

Accommodations for your vacation in Winter Park

Users who are searching for condo 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 condo in Winter Park is 94 m² and they cost, on average, $376 a night. Furthermore, if you are going in a group of 6, condo are the perfect accommodation type in Winter Park, as they usually welcome this exact group size. Users looking for something other than condo can also compare many house rental, which are the other most popular accommodation type in Winter Park. The average size of house rental in Winter Park is 208 m², and the average price is $612 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 available 3,979 rentals
💳 Possible discounts up to 46%
🌙 Nightly prices starting at $67
⭐ Popular amenities Pets allowed, Pool and Hot tub
🐾 Pet friendly homes 395 homes
🏊 Vacation rentals with pools 1,591 homes
10 reviews
Winter Park vacation rentals have an average rating of 4.6/5 on 10 reviews left by travelers.

Frequently Asked Questions

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

The nightly price of accommodations in Winter Park starts at $67. If you’re interested in a condo, the average price is $376 per night. A house rental Winter Park will cost $612 per night on average.

How many vacation homes are available for booking in Winter Park?

There are currently 3,979 rentals to choose from for your upcoming vacation.

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

Three most popular amenities for home rentals in Winter Park include accommodations with: Pool, Pets allowed, and Hot tub.

How many vacation rentals with pools are in Winter Park?

There are 1,591 vacation homes from 13 providers in Winter Park.

Are pets allowed in vacation rentals in Winter Park?

Finding a vacation home in Winter Park that allows pets is possible, with 395 pet-friendly available.

When is it better to travel to Winter Park?

If you are looking for a vacation rental in Winter Park, consider that rainy season is usually in May or February, with March often being the driest.

Find the perfect Winter Park home to match your style

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