Winter Park Vacation Homes

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Our top choices for Winter Park holiday homes

The Grand Timberglass Lodge | Tipi | Hot Tub

Winter Park

HK$4,679 total

includes taxes & fees

29 Jun - 30 Jun

Luxurious 2 bedroom, private deck, forest view

Fraser

ann b.

HK$2,633 total

includes taxes & fees

24 Jun - 25 Jun

New, spacious condo in Fraser, private deck and more!

Fraser

HK$2,394 total

includes taxes & fees

24 Jun - 25 Jun

Split interior 2 bedroom, comfortable family rental

Hideaway Village

John H.

Blue Horizon Chalet 4 Bedroom Home

Winter Park

HK$11,074 total

includes taxes & fees

24 Jun - 25 Jun

4BR Mountain Escape Family Friendly, Sleeps 10

Winter Park

HK$4,957 total

includes taxes & fees

6 Jul - 7 Jul

Centrally Located Cozy Townhome in Fraser

Downtown

alan q.

HK$4,064 total

includes taxes & fees

1 Jul - 2 Jul

Wonderful Fraser 2 bedroom, pet friendly, large yard

Downtown

Steve P.

HK$3,392 total

includes taxes & fees

24 Jun - 25 Jun

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Top Winter Park Hotel Reviews

The Vintage Hotel

10/10 Excellent

"Easy to park"

Renovated Condo near the Slopes and Trails

10/10 Excellent

"The property was excellently clean, had all the kitchen items we needed, and was just as described. The welcome book was so helpful and gave us plenty of information, even as individuals who are in Winter Park regularly. Great communication by the owner!"

Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22

10/10 Excellent

"The home is beautiful and perfectly situated within a five minute walk to town where there are charming shops and restaurants. The main living space is wonderful and can fit a large family as well as a huge dining table where we sat 15 people together. The creek behind the home is lovely, and we liked to open the windows and listen to the sound of the water. Wonderful house in a great location!"

Gravity Haus Winter Park

10/10 Excellent

"We loved our stay here! We were only there for one night, but the room was very clean. Parking was easy and there were many dining options within easy walking distance. We had a king bed + bunk beds and our kids loved the room! The DJ was playing in the courtyard and the vibes were vibing for sure. We would definitely stay here again!"

Valley Hi Motel - Near Winter Park Visitor Center

10/10 Excellent

"Wonderful place to stay in Winter Park! A small locally owned hotel. Very reasonable prices. The staff was excellent! The rooms are a very good size and very clean. We also thoroughly enjoyed the breakfast! Not a hot breakfast, but had really good muffins and pastries. Not your typical hotel pastry."

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