68 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Cabins
Condos
Homes
Studios
Townhomes
Apartments
Barns
Boats
Bungalows
Castles
Chalets
Cottages
Estates
Farmhouses
Hotels
Lodges
Villas
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

68 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Winter Park Long Term Vacation Rentals(68)

68 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night min stay
(28)
  • 6 BR,
  • 4 BA,
  • Sleeps 20
2 - 6 night min stay
(22)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 4 night min stay
(31)
  • 4 BR,
  • 3 BA,
  • Sleeps 20
2 - 5 night min stay
(23)
$215 - $876
per night
2 - 4 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 4 night min stay
(12)
  • Studio,
  • 1 BA,
  • Sleeps 4
2 night min stay
(13)
$200 - $395
per night
1 - 5 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
1 - 5 night min stay
(15)
$140 - $190
per night
2 - 3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night min stay
(10)
  • 8 BR,
  • 8 BA,
  • 1 HF BA,
  • Sleeps 25
2 - 5 night min stay
(15)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 night min stay
(3)
  • 9 BR,
  • 9 BA,
  • Sleeps 30
2 - 3 night min stay
(3)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 3 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 4 night min stay
(39)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(3)
2 - 4 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
2 - 4 night min stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 7
3 - 5 night min stay
(9)
$169 - $499
per night
2 - 4 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 4 night min stay
(35)
  • 4 BR,
  • 3 BA,
  • Sleeps 11
2 - 6 night min stay
(5)
$125 - $600
per night
1 - 5 night min stay
  • 2 BR,
  • 3 BA,
  • Sleeps 6
1 - 5 night min stay
(3)
  • 3 BR,
  • 3 BA,
  • Sleeps 9
1 - 7 night min stay
(4)
46 more choices from the HomeAway Network
  • Studio,
  • 1 BA,
  • Sleeps 4
1 - 2 night min stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night min stay
1 Review
  • 1 BR,
  • 1 BA,
  • Sleeps 6
1 - 4 night min stay
(28)
$150 - $275
per night
2 - 5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
2 - 5 night min stay
(19)
$75 - $400
per night
2 - 4 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 4 night min stay
(6)
$150 - $400
per night
2 - 4 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 4 night min stay
(9)
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 night min stay
(12)
$65 - $185
per night
2 - 3 night min stay
  • Studio,
  • 1 BA,
  • Sleeps 4
2 - 3 night min stay
(17)
 

Recent Winter Park Reviews

Awesome

5 of 5
We loved the condo! We're already planning a trip back. Waking every morning to the view of the mountains is breathtaking. The condo itself was very clean and well supplied; we felt like we were at home.
  • Submitted: May 18, 2015
  • Stayed: May 2015

Great location and Cozy

5 of 5
Stayed here towards the end of the April season and was a great value. The 30 step walk to the trail was truly a great ski-in, ski-out setup. The layout and furniture was comfortable and was great for my situation (ski during the day, work during the evening). Would stay here again.
  • Submitted: Apr 27, 2015
  • Stayed: Apr 2015

AMAZING LOCATION

5 of 5
This property was an amazing value, especially considering the location!! You are right at the base of the mountain, plus you get a free locker for your ski's. Check in/out was a breeze. The owner, and property manager were very nice and accommodating. You will not regret booking this rental!
  • Submitted: Apr 6, 2015
  • Stayed: Feb 2015