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(43)

43 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
(20)
  • 4 BR,
  • 3 BA,
  • Sleeps 20
2 - 5 night minimum stay
(23)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 3 night minimum stay
(19)
  • Studio,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(8)
$400 - $1,200
per night
2 - 5 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 13
2 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night minimum stay
(9)
  • 5 BR,
  • 5 BA,
  • Sleeps 15
3 night minimum stay
1 Review
$50 - $150
per night
2 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 3
2 night minimum stay
$900 - $1,750
per night
2 - 5 night minimum stay
  • 8 BR,
  • 8 BA,
  • 1 HF BA,
  • Sleeps 25
2 - 5 night minimum stay
(13)
$300 - $600
per night
2 - 3 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 3 night minimum stay
2 Reviews
$499 - $1,248
per night
2 - 4 night minimum stay
  • 9 BR,
  • 9 BA,
  • Sleeps 30
2 - 4 night minimum stay
1 Review
$80 - $270
per night
2 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 4 night minimum stay
(29)
$160 - $460
per night
2 - 5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 5 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(3)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 Reviews
$159 - $499
per night
2 - 4 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 4 night minimum stay
(34)
$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)
  • 5 BR,
  • 5 BA,
  • Sleeps 11
2 - 4 night minimum stay
23 more choices from the HomeAway Network
$150 - $250
per night
2 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
2 - 4 night minimum stay
(9)
$85 - $170
per night
2 - 3 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
2 - 3 night minimum stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
(19)
$135 - $295
per night
2 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
(6)
  • 1 BR,
  • 1 BA,
  • Sleeps 6
2 - 4 night minimum stay
(20)
$160 - $359
per night
2 - 5 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
2 - 5 night minimum stay
1 Review
$75 - $400
per night
1 - 3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 3 night minimum stay
1 Review
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 7
(11)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 6 night minimum stay
(9)
$70 - $100
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 night minimum stay
(7)
Advertisement
 

Recent Winter Park Reviews

Great mountain getaway for our group!

5 of 5
We had a wonderful time at the house. The property was clean and the sleeping arrangements worked well for a group of mostly adults with some kids. The kitchen was great and we used it for every meal of the trip! A big thank you to Aaron for letting us check in early so we get folks off the roads before dark given the conditions that day. We had a wonderful visit and would definitely return!
  • Submitted: Nov 19, 2014
  • Stayed: Nov 2014

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

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