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Winter Park Vacation Rentals

Find 1,880 available offers from 16 partners
Winter Park
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Apartment
House
Other
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+
Save up to 59%

Best Vacation Home Deals Winter Park

Apartment Winter Park
Apr. 16 - Apr. 23
-45%
$397
$220 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.7/5 "Outstanding"
(12 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
Details
HomeToGo
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Apartment Winter Park
Apr. 24 - May 1
-59%
$411
$170 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.2/5 "Very good"
(7 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
Details
HomeToGo
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Apartment Winter Park
Apr. 16 - Apr. 23
-45%
$469
$258 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
5.0/5 "Excellent"
(7 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
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Recommended Vacation Rentals Winter Park

Find your perfect vacation rental Winter Park: from $186 per night

Apartment Winter Park
Apr. 24 - May 1
-73%
$636
$172 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.6/5 "Outstanding"
(9 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
Details
HomeToGo
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Apartment Winter Park
Apr. 16 - Apr. 23
-43%
$248
$143 per night
Apartment ∙ 4 guests ∙ 1 bedroom
3.9/5 "Good"
(12 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
Details
HomeToGo
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Apartment Winter Park
Apr. 23 - Apr. 30
-41%
$321
$190 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
5.0/5 "Excellent"
(10 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
Details
HomeToGo
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Apartment Winter Park
Apr. 24 - May 1
-55%
$880
$398 per night
Apartment ∙ 8 guests ∙ 3 bedrooms
4.8/5 "Excellent"
(16 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
Details
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Apartment Winter Park
Apr. 16 - Apr. 23
-41%
$438
$257 per night
Apartment ∙ 8 guests ∙ 2 bedrooms
4.6/5 "Outstanding"
(29 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
Details
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Apartment Winter Park
Apr. 16 - Apr. 23
-33%
$398
$268 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
4.9/5 "Excellent"
(31 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
Details
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House Winter Park
May 7 - May 14
-52%
$844
$407 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9/5 "Excellent"
(20 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
Details
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Apartment Winter Park
Dec. 4 - Dec. 11
-41%
$250
$147 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.5/5 "Outstanding"
(8 ratings)
Winter Park, Grand County, Colorado, United States
Details
HomeToGo
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Apartment Winter Park
Nov. 27 - Dec. 4
-50%
$401
$199 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
4.8/5 "Excellent"
(21 ratings)
Winter Park, Grand County, Colorado, United States
Details
HomeToGo
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Vacation rentals with Wi-Fi

Apartment Internet Winter Park
Apr. 24 - May 1
-73%
$637
$172 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.6/5 "Outstanding"
(9 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
Internet
Details
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Apartment Internet Winter Park
Apr. 16 - Apr. 23
-43%
$248
$143 per night
Apartment ∙ 4 guests ∙ 1 bedroom
3.9/5 "Good"
(12 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
Internet
Details
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Apartment Internet Winter Park
Apr. 23 - Apr. 30
-41%
$322
$190 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
5.0/5 "Excellent"
(10 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
Internet
Details
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Apartments with a balcony or patio

Condo Balcony/Patio Winter Park
Dec. 11 - Dec. 18
-40%
$585
$350 per night
Condo ∙ 7 guests ∙ 2 bedrooms
Winter Park, Grand County, Colorado, United States
Balcony/Patio
Details
RedAwning
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House Balcony/Patio Winter Park
May 7 - May 14
-52%
$845
$407 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9/5 "Excellent"
(20 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
Balcony/Patio
Details
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Apartment Balcony/Patio Winter Park
Apr. 24 - May 1
-59%
$411
$170 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.2/5 "Very good"
(7 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
Balcony/Patio
Details
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Vacation rentals with a fireplace

Apartment Fireplace Winter Park
Apr. 24 - May 1
-55%
$882
$399 per night
Apartment ∙ 8 guests ∙ 3 bedrooms
4.8/5 "Excellent"
(16 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
Fireplace
Details
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Apartment Fireplace Winter Park
Apr. 16 - Apr. 23
-33%
$398
$269 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
4.9/5 "Excellent"
(31 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
Fireplace
Details
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Apartment Fireplace Winter Park
Apr. 16 - Apr. 23
-45%
$397
$220 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.7/5 "Outstanding"
(12 ratings)
Winter Park, Grand County, Colorado, United States
Free cancellation
Fireplace
Details
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Popular Rental Amenities Winter Park

  • Internet (1,007)
  • Kitchen (983)
  • TV (895)
  • Microwave (817)
  • No smoking (694)
  • Fireplace (614)
  • Washer (611)
  • Grill (555)
  • Dishwasher (533)
  • No pets (508)
  • Jacuzzi (501)
  • Pool (434)

Many users spend more time comparing the vacation rentals providing a pool. One-third of the accommodations have one there. Interestingly, our data shows that more apartment rentals include a pool than condo. Also, they can host 6 people, on average, while condo with pools can host an average of 6 people. If you would ideally like to be close to the water, a few of the accommodations providing a pool are located within 2 kilometres of the waterfront.

Price and Availability Index in Winter Park

Vacation Rental Price Information Winter Park

In the above graph, you will find information on average prices of the vacation homes & apartments Winter Park. The most expensive prices are in December (12/25 - 1/1). Prices reach an average of $933 per night. The week with the lowest average prices is in October (10/2 - 10/9).

Rental Availability Information Winter Park

The availability graph shows the percentage of available rentals Winter Park. Be careful if you plan to go to Winter Park in December, as it comprises the busiest week of the next 12 months (12/25 - 1/1). On the other hand, the week with the most available offers is in April (4/23 - 4/30).

The Weather Winter Park

max.
Min.
-9°
-14°
18 days 18
max.
Min.
-7°
-14°
20 days 20
max.
Min.
-3°
-10°
11 days 11
max.
Min.
-2°
-9°
20 days 20
max.
Min.

-5°
22 days 22
max.
Min.
11°
13 days 13
max.
Min.
12°
20 days 20
max.
Min.
10°
20 days 20
max.
Min.

14 days 14
max.
Min.

-5°
13 days 13
max.
Min.
-5°
-11°
15 days 15
max.
Min.
-9°
-15°
19 days 19
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

7-Day Weather Forecast Winter Park

Sat., 27 Nov.
-4°

0%

6 h

9 km/h

Sun., 28 Nov.
-3°

0%

6 h

10 km/h

Mon., 29 Nov.
-1°

0%

7 h

7 km/h

Tue., 30 Nov.
-3°

10%

2 h

8 km/h

Wed., 1 Dec.
-2°

0%

7 h

7 km/h

Thu., 2 Dec.
10°

0%

7 h

5 km/h

Fri., 3 Dec.
-4°

15%

7 h

10 km/h

Frequently Asked Questions

What is the typical price of a vacation home Winter Park?

The starting price for Apartment rentals or House rentals Winter Park is $186 per night.

What is the typical availability of Apartment rentals Winter Park?

We found 1882 vacation homes Winter Park available for your next trip.

What are the most popular vacation home amenities Winter Park?

Many travellers are searching for internet, TVs, and fireplaces when booking a vacation home Winter Park.

How many Apartment rentals and House rentals can I find Winter Park?

Winter Park has 1882 Apartment rentals and House rentals available to book.

Are there pet-friendly vacation rentals Winter Park?

Finding a vacation rental Winter Park that allows dogs is definitely possible, with 92 pet-friendly homes on offfer.

What's the best month to visit Winter Park?

The warmest time of year Winter Park is July and June, with the nightly price of a vacation home starting at $186.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals Winter Park TripAdvisor Vacation Rentals Winter Park Vrbo Vacation Rentals Winter Park Airbnb Vacation Rentals Winter Park Novasol Vacation Rentals Winter Park Inter Chalet Vacation Rentals Winter Park EveryStay Vacation Rentals Winter Park Interhome Vacation Rentals Winter Park 9flats.com Vacation Rentals Winter Park HouseTrip Vacation Rentals Winter Park Belvilla Vacation Rentals Winter Park Sykes Cottages Vacation Rentals Winter Park Homestay.com Vacation Rentals Winter Park Ski Planet Vacation Rentals Winter Park Only-apartments Vacation Rentals Winter Park James Villa Holidays Vacation Rentals Winter Park

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