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Winter Park Vacation Home Rentals(140)

140 Results
$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)
  • 4 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 20
2 - 6 night minimum stay
(4)
$275 - $640
per night
3 - 5 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 12
3 - 5 night minimum stay
(20)
$400 - $1,200
per night
2 - 5 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 13
2 - 5 night minimum stay
$600 - $1,450
per night
2 - 5 night minimum stay
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 18
2 - 5 night minimum stay
(30)
$458 - $1,634
per night
4 - 5 night minimum stay
  • 5 BR,
  • 6 BA,
  • Sleeps 17
4 - 5 night minimum stay
(3)
  • 4 BR,
  • 4 BA,
  • Sleeps 10
$675 - $1,800
per night
3 - 5 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 19
3 - 5 night minimum stay
$900 - $2,800
per night
5 - 6 night minimum stay
  • 6 BR,
  • 5 BA,
  • Sleeps 20
5 - 6 night minimum stay
$375 - $600
per night
3 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 14
3 night minimum stay
(11)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 4 night minimum stay
$100 - $313
per night
1 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 3 night minimum stay
$225 - $995
per night
1 - 5 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 18
1 - 5 night minimum stay
$100 - $359
per night
  • 2 BR,
  • 2 BA,
  • Sleeps 6
$115 - $319
per night
1 - 3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 3 night minimum stay
  • 1 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
1 - 3 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)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
(10)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 10
$130 - $469
per night
  • 3 BR,
  • 2 BA,
  • Sleeps 6
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 5 night minimum stay
(34)
  • 5 BR,
  • 3 BA,
  • Sleeps 16
3 - 5 night minimum stay
(11)
$499 - $1,248
per night
2 - 4 night minimum stay
  • 9 BR,
  • 9 BA,
  • Sleeps 30
2 - 4 night minimum stay
1 Review
$350 - $674
per night
2 - 5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 5 night minimum stay
$633 - $1,085
per night
3 - 5 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 5 night minimum stay
$460 - $783
per night
2 - 5 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
2 - 5 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 20
(6)
  • 4 BR,
  • 4 BA,
  • Sleeps 11
1 - 5 night minimum stay
(5)
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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

Family visit

5 of 5
Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: We had a family get together and so 1/2 stayed at the cabin. It was well-appointed, large, with beautiful views. A lovely place, and we would book again.
  • Submitted: Sep 24, 2014
  • Stayed: Sep 2014

Beautiful and Great Location, Wonderful for Groups!

5 of 5
We escaped up to Winter Park for the 4th this year and had a wonderful stay at this house. The owners were quick to get back with us when we first contacted them as well as accommodating when we requested to check in early. The house felt so comfortable that we felt like we were in our home! We have 3 small children so the upstairs was perfect for us and the beds were extremely comfortable. We also had a set of grandparents with us and the room above the garage was a perfect space for them as it was private, comfortable, and they had their own area to disappear when they wanted to. The location was fantastic for us as we were close to mountain biking, bike paths into town and to the recreation center where we swam, hiking trails, and the rodeo. The house was filled with all the comforts of home and we never had to run to the store to get anything like you usually do when renting a place! All this and I could see the fireworks perfectly from the room above the garage while my 9 month old was asleep soundly in the other part of the house. Thank you for sharing your home with us, it was beautiful, fresh, and very family friendly. We will be back in the winter to enjoy it all over again!
  • Submitted: Jul 7, 2014
  • Stayed: Jul 2014