Search Vacation Homes in Winter Park

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Compare 58 Vacation Homes in Winter Park with updated reviews, rates, and availability.

Cozy Winter Park Mountain Cabin
3.5 star property
10.0 out of 10, Exceptional, (2)
"The condominium was very sufficient to my needs along with my guests. The provided all the necessity in kitchen area. As well as the entire living area. Overall, I would stay there again if I am ever in Winter Park for the Jazz Festival."
Cozy Winter Park Mountain Cabin
Luxury in Downtown Winter Park
4.5 star property
10.0 out of 10, Exceptional, (3)
"We took our family to Winter Park and this was an excellent location. The owner/property manager was great and responded very quickly to my messages. The location was right in the middle of town and within walking distance of shops and restaurants. I highly recommend this property! "
Luxury in Downtown Winter Park
Downtown Luxury Hideaway
4.0 star property
Downtown Luxury Hideaway
Arrow Luxury Rooftop
4.0 star property
Arrow Luxury Rooftop
Willows Way 106 3 Bedroom Townhouse by RedAwning
3.5 star property
Willows Way 106 3 Bedroom Townhouse by RedAwning
Antler Way At Lakota.... 3 Bedroom Townhouse by RedAwning
3.0 star property
Antler Way At Lakota.... 3 Bedroom Townhouse by RedAwning
Lower Bear Trail 3 Bedroom Townhouse by RedAwning
3.0 star property
Lower Bear Trail 3 Bedroom Townhouse by RedAwning
Rendezvous Discovery 3 Br 3 Bedroom Home by RedAwning
3.5 star property
Rendezvous Discovery 3 Br 3 Bedroom Home by RedAwning
Silversnow 476 3 Bedroom Townhouse by RedAwning
3.0 star property
Silversnow 476 3 Bedroom Townhouse by RedAwning
Summit Place At Lakota 4 Bedroom Townhouse by RedAwning
3.0 star property
Summit Place At Lakota 4 Bedroom Townhouse by RedAwning
Village View, Townhouse | Fireplace at Parry Peak Lofts (Premium-Rated Condo 106)
3.0 star property
Village View, Townhouse | Fireplace at Parry Peak Lofts (Premium-Rated Condo 106)
Base Camp At Iron Horse... 4 Bedroom Townhouse by RedAwning
3.0 star property
Base Camp At Iron Horse... 4 Bedroom Townhouse by RedAwning
Crestview Place
2.0 star property
9.0 out of 10, Wonderful, (6)
"Great location with easy access to free bus to Winter Park Resort. Walking distance to restaurants, bars, and ski shops."
Crestview Place
Spacious Balsh Blvd Home with Private Hot Tub by RedAwning
3.5 star property
4.0 out of 10, (1)
Spacious Balsh Blvd Home with Private Hot Tub by RedAwning
12 Yukon Lane Townhome by Stay Winter Park
3.5 star property
12 Yukon Lane Townhome by Stay Winter Park
Willows At Grand Park 4 Bedroom Home by RedAwning
3.5 star property
Willows At Grand Park 4 Bedroom Home by RedAwning
Fraser Crossing/Founders Pointe, Condo , 2 Bedroom (Premium Unit 4185)
3.5 star property
Fraser Crossing/Founders Pointe, Condo , 2 Bedroom (Premium Unit 4185)
Mountain Willow At Grand Park 4 Bedroom Home by RedAwning
3.5 star property
Mountain Willow At Grand Park 4 Bedroom Home by RedAwning
Dreamcatcher At Lakota 5 Bedroom Home by RedAwning
2.5 star property
Dreamcatcher At Lakota 5 Bedroom Home by RedAwning
Eagle Wind Lodge 5 Bedroom Holiday Home by Winter Park Lodging Company
4.0 star property
Eagle Wind Lodge 5 Bedroom Holiday Home by Winter Park Lodging Company
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Winter Park

Zephyr Mountain Lodge
3.5 star property
8.2 out of 10, Very Good, (634)
"We had an amazing weekend relaxing. Love the hotel, the location and the communication from the staff."
The price is NT$4,762
NT$5,681 total
includes taxes & fees
Nov 6 - Nov 7
Zephyr Mountain Lodge
A Frame Club
3.5 star property
9.4 out of 10, Exceptional, (74)
"My husband and I stayed here for a night and it was a wonderful and quaint getaway from the hectic life. We have already recommended A-Frame Club to friends and family"
The price is NT$8,774
NT$9,932 total
includes taxes & fees
Nov 11 - Nov 12
A Frame Club
Indian Peaks Resort
3.5 star property
9.2 out of 10, Wonderful, (114)
"Sin duda regresaré nos encanto Ami y a mi familia "
Indian Peaks Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.