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Winter Park Downtown Vacation Rentals(60)

60 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night min stay
(14)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night min stay
(20)
$300 - $700
per night
2 - 4 night min stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 4 night min stay
(32)
$150 - $550
per night
2 - 5 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 - 5 night min stay
(13)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 4 night min stay
(30)
$215 - $876
per night
2 - 4 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 4 night min stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night min stay
(26)
  • 3 BR,
  • 2 BA,
  • Sleeps 12
2 night min stay
(11)
$150 - $225
per night
2 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
2 night min stay
(18)
$750 - $2,722
per night
2 - 6 night min stay
  • 6 BR,
  • 7 BA,
  • Sleeps 30
2 - 6 night min stay
$125 - $525
per night
2 - 5 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 5 night min stay
(3)
$180 - $350
per night
2 - 5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night min stay
2 Reviews
  • 1 BR,
  • 1 BA,
  • Sleeps 5
1 - 4 night min stay
(11)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 3 night min stay
(15)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 4 night min stay
(4)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
4 night min stay
(6)
  • 8 BR,
  • 8 BA,
  • 1 HF BA,
  • Sleeps 25
2 - 5 night min stay
(15)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 4 night min stay
(39)
  • 2 BR,
  • 2 BA,
  • Sleeps 7
3 - 5 night min stay
(9)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
2 night min stay
(9)
40 more choices from the HomeAway Network
$100 - $220
per night
2 - 3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 7
2 - 3 night min stay
(4)
  • Studio,
  • 1 BA,
  • Sleeps 4
(3)
$300 - $650
per night
3 - 6 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 6 night min stay
1 Review
  • 4 BR,
  • 3 BA,
  • Sleeps 12
2 night min stay
2 Reviews
$110
per night
2 night min stay
  • Studio,
  • 1 BA,
  • Sleeps 3
2 night min stay
$139 - $369
per night
3 - 6 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
3 - 6 night min stay
(39)
$80 - $130
per night
2 - 3 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 3 night min stay
(17)
$99 - $600
per night
2 - 3 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
2 - 3 night min stay
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night min stay
(11)
$89 - $99
per night
1 - 2 night min stay
  • Studio,
  • 1 BA,
  • Sleeps 4
1 - 2 night min stay
(9)
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Recent Winter Park Reviews

Great location. Great home away from home. Right downtown in Winter Park.

5 of 5
This is a great place to stay. Everything was great. We loved it! The location is right downtown (walking distance) Winter Park. It is located right behind the Library sports bar/brewery, which had a great menu at affordable prices, and a nice beer selection. The property location is a quick drive (less than 5 mins.) to the Winter Park ski area, and to the Safeway grocery store in Fraser. I only have one small complaint, but this should not dissuade you from renting this property. The TVs need an upgrade. The TVs are the old-fashioned CRT (Cathode-Ray Tube) TVs. None of them are HDTVs, including the one in the main living room. However, we knew this before-hand. We did not go on vacation to watch TV, so it wasn't a big deal for us. It's just something to know, if your vacation requires some couch-potato time. Our kids had laptops and tablets, and were able to watch their HD programs through the WiFi, which worked perfectly! I read a book. Actually, I read two. I recommend the Jack Reacher series by Lee Child.
  • Submitted: Apr 10, 2015
  • Stayed: Apr 2015

trailhead lodge

5 of 5
what a wonderful stay! The location was great.and four and a half. The condo is very clean and spacious for a one bedroom unit. all of the amenities were there.
  • Submitted: Apr 4, 2015
  • Stayed: Mar 2015

Exactly as advertised

4 of 5
This place is great if you're not high maintenance. It's a basic studio apt with access to great ski in ski out. There's no frills, it's basically a bedroom, kitchen, living room in one. Perfect for a couple, would be cramped if adding any other adults. Kitchen had been remodeled and was nice. Hot tubs were big and uncrowded. Bus comes around but we walked to the village several times without difficulty. Only real suggestion for this place would be a bigger TV or at least place it on a bracket that it could be pulled out from the wall a little bit. Couch and TV were really far from each other. Other cons about this place are not even related to the condo. Every thing is code access and sometimes it's hard to remember an 8+ digit code. Great value and I would stay again.
  • Submitted: Mar 1, 2015
  • Stayed: Feb 2015