Winter Park Vacation Rentals, Cabin Rentals & more


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Areas near Winter Park

Travelers going to Winter Park are booking December dates now. Secure your vacation rental today and have the perfect trip.

1 / 10

Hideaway Village Ladora 3

  • 2
  • 6
  • Min stay varies

$110

Details

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Hideaway Village Alpine 4

  • 2
  • 6
  • Min stay varies

$100

Details

1 / 28

Braidwood Unit 304

  • 3
  • 8
  • Min stay varies

$145

Details

1 / 22

Remodeled Winter Park Condo - Sleeps 6

  • 2
  • 6
  • 3 nights min

$89

Details

1 / 41

Leland Creek Home

  • 5
  • 12
  • Min stay varies

$305

Details

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Kings Crossing Townhome 6

  • 3
  • 8
  • Min stay varies

$155

Details

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Crestview Place Unit 607

  • 3
  • 8
  • Min stay varies

$155

Details

1 / 11

Ski In/Ski Out Studio Condo Fully Updated Sleeps 4

  • Studio
  • 4
  • Min stay varies

$79

Details

1 / 21

Hi Country Haus Unit 1506

  • 3
  • 6
  • 2 nights min

Inquire for Rates

Details

1 / 11

Sawmill Station Unit 111

  • 3
  • 8
  • 2 nights min

Inquire for Rates

Details

1 / 17

Hi Country Haus Unit 2007

  • 2
  • 6
  • Min stay varies

$130

Details

1 / 17

Cozy, Family-Friendly, End Unit

  • 2
  • 6
  • Min stay varies

$100

Details

1 / 18

Hi Country Haus Unit 1908

  • 2
  • 7
  • Min stay varies

$130

Details

1 / 34

Iron Horse Resort 3094

  • 2
  • 8
  • Min stay varies

$248

Details

1 / 26

Fraser Crossing 3307

  • 1
  • 4
  • Min stay varies

$119

Details

1 / 18

Hi Country Haus Unit 2506

  • 1
  • 5
  • Min stay varies

$100

Details

1 / 18

Mimi's Cabin

  • 3
  • 10
  • 2 nights min

$171

Details

1 / 20

Hi Country Haus Unit 2201

  • 3
  • 7
  • Min stay varies

$145

Details

1 / 18

Hi Country Haus Unit 1913

  • 2
  • 6
  • Min stay varies

$130

Details

1 / 28

Townhouse w/ hot tub & jet tub, views of Continental Divide

  • 3
  • 10
  • Min stay varies

$118

Details

1 / 26

Hi Country Haus Unit 1911

  • 3
  • 8
  • Min stay varies

$145

Details

1 / 23

Hi Country Haus Unit 2203

  • 2
  • 6
  • Min stay varies

$130

Details

1 / 19

Hi Country Haus Unit 2003

  • 2
  • 6
  • Min stay varies

$115

Details

1 / 16

Crestview Place Unit 603

  • 3
  • 6
  • Min stay varies

$155

Details

1 / 20

Hi Country Haus Unit 2501

  • 1
  • 4
  • Min stay varies

$100

Details

1 / 17

2BR Relaxing Solitude After a Day of Skiing

  • 2
  • 5
  • Min stay varies

$231

Details

1 / 29

Beaver Village Unit #1114

  • 4
  • 13
  • Min stay varies

$177

Details

1 / 19

Hi Country Haus Unit 705

  • 2
  • 6
  • Min stay varies

$115

Details

1 / 26

Winter Park 4BR w/Hot Tub, On Free Shuttle Route!

  • 4
  • 12
  • Min stay varies

$300

Details

1 / 19

3 bedroom mountain home in Winter Park Colorado

  • 3
  • 12
  • 2 nights min

$196

Details

1 / 16

Beaver Village Unit #1921

  • 2
  • 6
  • Min stay varies

$138

Details

1 / 23

Winter Park Place #16! Beautiful, elegant 2br/2bth

  • 2
  • 6
  • Min stay varies

$150

Details

1 / 30

Charming Log Cabin w/Hot Tub, Deck, Ping Pong,Wifi

  • 2
  • 6
  • Min stay varies

$210

Details

1 / 43

New Riverfront - Ground Level condo!

  • 3
  • 9
  • Min stay varies

$150

Details

1 / 21

Snowshoe House

  • 2
  • 8
  • 2 nights min

$171

Details

1 / 17

Hi Country Haus Unit 516

  • 1
  • 4
  • Min stay varies

$100

Details

Recent reviews for Winter Park

"Amazing condo"

Left on 11/19/2016 for a stay in November 2016
I can't wait to go back. This was so much better than expected! 2 bed/ 2 bath with 2 sinks in the master. Perfect for a weekend getaway. Close to the clubhouse too!

"Wonderful, accessible Condo at Winter Park!"

Left on 01/07/2017 for a stay in December 2016
We really enjoyed our stay at this lovely condominium. It was a perfect location for us because it was ski in and out. There were two people who were not able to ski everyday, but they did not feel isolated in a location far from the resort. There were beautiful views out of the windows and a cozy fireplace to warm up next to! The kitchen was well stocked with supplies. The garage was fantastic for parking and storing skis. There were several good places to eat that were just downstairs and around the corner. Surprisingly, they were not overpriced, which was nice! Two people out of our family chose to get massages right below the condo. They got great massages and appreciated the closeness to our unit. Starbucks also was conveniently located within a very short distance. Everything about this condominium was really nice. We spent more money than we normally do, but it was well worth it because of the benefits and lovely atmosphere! ❤️

"Great location and awesome condo"

Left on 02/06/2017 for a stay in January 2017
The condo was nicely furnished and had everything we needed for a long weekend. It was great to be located in town for a short walk to some amazing restaurants and local bars! The one car garage was perfect for keeping our rental car warm at night, and it was easy to get loaded and head to park at the resort in the mornings. The ski resort at Winter Park is barely two miles by car, and they have free parking lots or pay-to-park lots, so it's an easy morning commute to the mountain. The best part about the condo is having your own private hot tub on the patio! It was nice to sit out and relax after some long days of skiing. We would definitely stay here again!

"Killer Views + Location and Luxury Living"

Left on 08/26/2016 for a stay in August 2016
The Mary Jane Dream House we stayed at was simply awesome. It was very spacious, luxurious, and absolutely beautiful down to the finest detail. The beds were cozy. The rooms were beautiful. There was plenty of space. The furnishings were of the highest caliber, and the hot tub was amazing! There was a nice view as well as some good deck space. The house was stocked full of all our needs. It had three floors - a basement, including a bedroom, bathroom, laundry room, and entertainment area. The ground floor had a beautiful living room with large windows with a view of the mountains. The second floor included a resting area by a large window and upper porch. This was our favorite area of the house as it was the highest point, and you could see out the window to the mountains. Everything was comfortable, convenient, and of very high quality. The first time we saw this house and walked through it, we were amazed. All in all, the place was probably the nicest place we’ve ever stayed at ever in my lifetime. It was a great place for us to have fellowship and to get isolation at the same time. Very relaxing and restful and I thank God and you guys for making it happen. There was a silent sadness among everyone that we were leaving, but at the same time, thankfulness for the week.

"Great condo, great view, great overall experience!"

Left on 03/12/2017 for a stay in March 2017
The condo was well/furnished and tastefully decorated. The view was spectacular! We had an issue with a water leak in the washing machine and when we called to alert them a service person was at the door within half an hour. This person was pleasant and very apologetic for any inconvenience; but their was no one. It was no big deal at all. I really appreciated the quick response.
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