Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Winter Park Long Term Vacation Rentals(44)

44 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
(22)
$299 - $1,199
per night
2 - 6 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 20
2 - 6 night minimum stay
(17)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 3 night minimum stay
(19)
$199 - $765
per night
2 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night minimum stay
(9)
  • 4 BR,
  • 3 BA,
  • Sleeps 20
2 - 5 night minimum stay
(23)
$400 - $1,200
per night
2 - 4 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 13
2 - 4 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 15
3 night minimum stay
1 Review
$900 - $1,750
per night
2 - 5 night minimum stay
  • 8 BR,
  • 8 BA,
  • 1 HF BA,
  • Sleeps 25
2 - 5 night minimum stay
(12)
$300 - $600
per night
2 - 3 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 3 night minimum stay
2 Reviews
$50 - $150
per night
2 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 3
2 night minimum stay
$165 - $325
per night
2 - 4 night minimum stay
  • 1 BR,
  • Sleeps 4
2 - 4 night minimum stay
$10 - $250
per night
2 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 4 night minimum stay
(28)
$499 - $1,248
per night
2 - 4 night minimum stay
  • 9 BR,
  • 9 BA,
  • Sleeps 30
2 - 4 night minimum stay
1 Review
$150
per night
2 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
2 - 4 night minimum stay
(3)
$160 - $460
per night
2 - 5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 Reviews
$70 - $100
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 night minimum stay
(7)
$159 - $499
per night
2 - 4 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 4 night minimum stay
(34)
  • Studio,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(8)
$200 - $550
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
3 - 5 night minimum stay
(5)
$100 - $550
per night
1 - 5 night minimum stay
  • 2 BR,
  • 3 BA,
  • Sleeps 6
1 - 5 night minimum stay
(3)
$400 - $1,248
per night
2 - 4 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 11
2 - 4 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
(3)
21 more choices from the HomeAway Network
  • 1 BR,
  • 1 BA,
  • Sleeps 6
2 - 4 night minimum stay
(19)
$125 - $225
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(8)
$85 - $165
per night
1 - 3 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
1 - 3 night minimum stay
(19)
$135 - $295
per night
2 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
(6)
$55 - $170
per night
2 - 3 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
2 - 3 night minimum stay
(12)
$10 - $250
per night
2 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 4 night minimum stay
(10)
$115 - $359
per night
2 - 5 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
2 - 5 night minimum stay
1 Review
Advertisement
 

Recent Winter Park Reviews

Nice Condo great view good location

5 of 5
We had a great time in Winter park. The condo was great and had everything we needed to enjoy our stay. Pool was great for the kids. The location is right above town and there is a trail that leads you right into town. Not a far drive from Rocky Mountain National Park. Also very close to Winter park resort and Trestle bike park. The Downhill Mountain biking is great. Good instructor lead lessons available for beginners.
  • Submitted: Jul 10, 2014
  • Stayed: Jun 2014

I highly recommend this house towards anyone looking to have a fun interment getaway.

5 of 5
We had an amazing weekend getaway. The house had all new appliances, it was very clean, and extremely roomy. We had a ton of fun and the hot but was great too! I want to thank the owner Aaron for his hospitality. If we needed anything he was willing to help out. His customer service was over the top. Fast reply on email, willing to work with us and great follow up. I highly recommend this house to any one that is wanting to enjoy a wonderful getaway.
  • Submitted: May 5, 2014
  • Stayed: May 2014

Perfect location and great location

4 of 5
This studio was perfect for my daughter and I. The rental shop was directly in front of the elevator exit and the bus picks you up in front of the shop. We were the first ones on the bus, so plenty of room, and the first ones off the bus after all day skiing. Would highly recommend.
  • Submitted: Apr 3, 2014
  • Stayed: Mar 2014