Why HomeAway?

We're the leader in vacation rentals
More than one million listings worldwide
Experienced property owners or managers
Average five years in the business
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Book Faster

Property Type

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

Book Faster

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Save time when booking: choose rentals that accept online reservations or online payments

Winter Park with air conditioning(26)

26 Results
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night minimum stay
(14)
$400 - $1,200
per night
2 - 5 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 13
2 - 5 night minimum stay
1 Review
$350 - $850
per night
2 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 14
2 - 4 night minimum stay
(10)

Why HomeAway?

We help you travel with confidence
Every listing guaranteed against fraud
We offer a best price guarantee
No booking fees and low online prices
$300 - $800
per night
2 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 9
2 - 4 night minimum stay
(11)
  • 5 BR,
  • 5 BA,
  • Sleeps 15
3 night minimum stay
1 Review
  • 3 BR,
  • 3 BA,
  • Sleeps 9
2 - 5 night minimum stay
(33)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 5 night minimum stay
(20)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 Reviews
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
$350 - $600
per night
2 - 6 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 6 night minimum stay
1 Review
$100 - $110
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
1 - 3 night minimum stay
(30)
  • 2 BR,
  • 2 BA,
  • Sleeps 7
2 - 4 night minimum stay
(31)
$50 - $170
per night
1 - 4 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
1 - 4 night minimum stay
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
(22)
$100 - $350
per night
2 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 6
2 - 4 night minimum stay
1 Review
$200 - $450
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night minimum stay
(35)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
(15)
$100 - $149
per night
1 - 2 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 6
1 - 2 night minimum stay
(4)
$500 - $1,300
per night
2 - 4 night minimum stay
  • 6 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 18
2 - 4 night minimum stay
1 Review
$250 - $395
per night
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 9
5 night minimum stay
(7)
$270 - $290
per night
2 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
2 night minimum stay
(3)
  • 3 BR,
  • 3 BA,
  • Sleeps 12
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 Review
  • 1 BR,
  • 1 BA,
  • Sleeps 4
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(3)
Advertisement
 

Recent Winter Park Reviews

Kids first ski trip

5 of 5
Megan, Your place is exceptional. The location was perfect for the kids to try skiing for the first time. We were two families and had plenty of room and appreciated the small extra touches for kids. We would love to stay in your place again, it is so convenient for getting on and off the mountain and for being in the middle of everything in the village. Thanks for the opportunity.
  • Submitted: Dec 21, 2014
  • Stayed: Dec 2014

Fantastic Place to Stay

5 of 5
Our family of 6 loved staying here. We had a great time and found the condo to be updated, clean, and spacious. We very much enjoyed the indoor pool and hot tub. The furnishings look great and were very comfortable. The kitchen was well stocked with all necessities and modern appliances. We also found the location to be very convenient for shopping, restaurants and travel to the ski resort. The view is unbeatable. We will definitely stay here again. Thank you!
  • Submitted: Jan 27, 2014
  • Stayed: Dec 2013

Fabulous vacation rental in Winter Park, CO

5 of 5
Fabulous vacation rental. Beautiful accommodations; terrific views of ski runs. Property manager was very easy to work with. We'll be back next year!
  • Submitted: Jan 8, 2013
  • Stayed: Dec 2012