Search Vacation Homes in Winter Park

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Compare 70 Vacation Homes in Winter Park with updated reviews, rates, and availability.

New Downtown Luxury Hideaway Skiing

4.0 star property
New Downtown Luxury Hideaway Skiing

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

Lower Bear Trail 3 Bedroom Townhouse by RedAwning

3.0 star property
Lower Bear Trail 3 Bedroom Townhouse by RedAwning

Willows Way 106 3 Bedroom Townhouse by RedAwning

3.5 star property
Willows Way 106 3 Bedroom Townhouse 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)

Arrow Luxury Rooftop Shopping and More!

4.5 star property
Arrow Luxury Rooftop Shopping and More!

Antler Way At Lakota.... 3 Bedroom Townhouse by RedAwning

3.0 star property
Antler Way At Lakota.... 3 Bedroom Townhouse by RedAwning

Whisk Away to Winter Park! 2 BDR 5 Min From Skiing

3.5 star property
10.0 out of 10, Exceptional, (3)
"Perfect location, easy to find, easy to park. "
Whisk Away to Winter Park! 2 BDR 5 Min From Skiing

Silversnow 476 3 Bedroom Townhouse by RedAwning

3.0 star property
Silversnow 476 3 Bedroom Townhouse by RedAwning

102 Willows Way 3 Bedroom Townhouse by RedAwning

3.5 star property
8.0 out of 10, Very Good, (1)
"Great walkable location. Hidden nearby lots of activities. "
102 Willows Way 3 Bedroom Townhouse by RedAwning

Bear Trail 3 Bedroom Townhouse by RedAwning

3.5 star property
Bear Trail 3 Bedroom Townhouse by RedAwning

Winterstar Townhome 3 Bedroom Townhouse by RedAwning

3.5 star property
Winterstar Townhome 3 Bedroom Townhouse by RedAwning

Iron Horse Manor 4 Bedroom Home

3.0 star property
Iron Horse Manor 4 Bedroom Home

Rendezvous Discovery 3 Br 3 Bedroom Home by RedAwning

3.5 star property
Rendezvous Discovery 3 Br 3 Bedroom Home by RedAwning

Fraser Crossing/Founders Pointe, Condo , 2 bedroom (Premium-Rated Condo 3506)

3.5 star property
Fraser Crossing/Founders Pointe, Condo , 2 bedroom (Premium-Rated Condo 3506)

Summit Place At Lakota 4 Bedroom Townhouse by RedAwning

3.0 star property
Summit Place At Lakota 4 Bedroom Townhouse by RedAwning

Mountain Haus 4 Bedroom Home by RedAwning

3.0 star property
Mountain Haus 4 Bedroom Home 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

Dreamcatcher At Lakota 5 Bedroom Home by RedAwning

2.5 star property
Dreamcatcher At Lakota 5 Bedroom Home by RedAwning

Base Camp At Iron Horse 4 Bedroom Townhouse by Redawning

3.5 star property
Base Camp At Iron Horse 4 Bedroom Townhouse by Redawning
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

Indian Peaks Resort

3.5 star property
9.2 out of 10, Wonderful, (131)
"Convenient location to town and the slopes. Felt right at home. My boys loved the game room too and I appreciated the free laundry machines. Hot tub in unit was definitely a treat too. I only wish we had seen photos that matched the actual unit we were assigned. "
Indian Peaks Resort

Zephyr Mountain Lodge

3.5 star property
8.2 out of 10, Very Good, (654)
"Not sure it could have been better. Staff was incredibly helpful. Access to the mountain was outstanding. Parking beneath was easy and quick. If we ever ski at Winter Park again not sure I'd look anywhere else."
The price is NT$7,585
NT$9,050 total
includes taxes & fees
May 1 - May 2
Zephyr Mountain Lodge

A Frame Club

3.5 star property
9.0 out of 10, Wonderful, (91)
"Staff very helpful. "
A Frame Club
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.