A snow-covered building with illuminated windows and a ski lift in the foreground.

Holiday Homes in Winter Park

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Our top choices for Winter Park holiday homes

1. Epic Sunset Deck, Panoramic Mountain View’s. Ski, Hike, Bike, & Fish Winter Park

Epic Sunset Deck, Panoramic Mountain View’s. Ski, Hike, Bike, & Fish Winter Park
Fraser
10.0 out of 10, Exceptional, (11 reviews)
"Great location! Comfortable beds! Responsive host! Would definitely stay again! "
United States
Pamela D.
The price is €427
includes taxes & fees
6 Sept - 7 Sept
Epic Sunset Deck, Panoramic Mountain View’s. Ski, Hike, Bike, & Fish Winter Park

2. Timbers 5-2 Luxurious 2 bedroom, private deck, forest view

Timbers 5-2 Luxurious 2 bedroom, private deck, forest view
Fraser
10.0 out of 10, Exceptional, (2 reviews)
"Good location, nice place. "
United States
ann b.
The price is €270
includes taxes & fees
7 Sept - 8 Sept
Timbers 5-2 Luxurious 2 bedroom, private deck, forest view

3. Hideaway Village Alpine 4 Split interior 2 bedroom, comfortable family rental

Hideaway Village Alpine 4 Split interior 2 bedroom, comfortable family rental
Hideaway Village
9.0 out of 10, Wonderful, (10 reviews)
"Great property. Parking lot and walk ways very well maintained. Host was great."
United States
S S.
The price is €236
includes taxes & fees
7 Sept - 8 Sept
Hideaway Village Alpine 4 Split interior 2 bedroom, comfortable family rental

4. Mountain escape, minutes from Winter Park resort and town. Hot tub access.

Mountain escape, minutes from Winter Park resort and town. Hot tub access.
Winter Park
9.6 out of 10, Exceptional, (7 reviews)
"Excellent stay!!"
United States
Ted W.
The price is €353
includes taxes & fees
7 Sept - 8 Sept
Mountain escape, minutes from Winter Park resort and town. Hot tub access.

5. Cozy Mountain Getaway Next to Chairlift I Winter Park

Cozy Mountain Getaway Next to Chairlift I Winter Park
Winter Park
9.6 out of 10, Exceptional, (4 reviews)
"It was just perfect setting . I felt as if we were in a tree house."
United States
Diane T.
The price is €371
includes taxes & fees
7 Sept - 8 Sept
Cozy Mountain Getaway Next to Chairlift I Winter Park

6. Hideaway Village Lenado 4 Lovely townhome, river views, 2 private decks

Hideaway Village Lenado 4 Lovely townhome, river views, 2 private decks
Hideaway Village
8.0 out of 10, Very good, (3 reviews)
"We stayed in August. The condo was in a great location for us to visit Winter Park Resort’s alpine slide and hiking. Fraser is only 10 min away with a Safeway grocery store.The condo is dated, but it was clean with the essential furnishings. A short climb down the hill is a cold creek that was still flowing in August. It made a soothing noise when hanging out in the home with windows open or eating outside on the back porch. One street away is a trailhead into the National Forest."
United States
Robert G.
Hideaway Village Lenado 4 Lovely townhome, river views, 2 private decks

7. The Grand Timberglass Lodge | Tipi | Hot Tub

The Grand Timberglass Lodge | Tipi | Hot Tub
Winter Park
10.0 out of 10, Exceptional, (2 reviews)
"We had such a wonderful stay! We really liked this place. The highlight was definitely the breathtaking views - especially from the hot tub overlooking the mountains. Sauna was fantastic!! We will definitely be returning!! Thank you for sharing your home!!"
United States
Alan W.
The Grand Timberglass Lodge | Tipi | Hot Tub

8. Timbers 9-4 New, spacious condo in Fraser, private deck and more!

Timbers 9-4 New, spacious condo in Fraser, private deck and more!
Fraser
8.0 out of 10, Very good, (1 review)
"The unit was clean and well appointed"
United States
Michael J.
The price is €281
includes taxes & fees
7 Sept - 8 Sept
Timbers 9-4 New, spacious condo in Fraser, private deck and more!

9. Close to slopes-Walk to Downtown Winter Park!

Close to slopes-Walk to Downtown Winter Park!
Winter Park
9.4 out of 10, Exceptional, (11 reviews)
"Pet friendly, great location and covered parking"
United States
Jennifer H.
Close to slopes-Walk to Downtown Winter Park!

10. Private Hot Tub, Garage + EV Charger, On Bus Line!

Private Hot Tub, Garage + EV Charger, On Bus Line!
Fraser
10.0 out of 10, Exceptional, (3 reviews)
"The hot tub was great after a day of snowboarding!"
United States
Kale S.
The price is €317
includes taxes & fees
2 Sept - 3 Sept
Private Hot Tub, Garage + EV Charger, On Bus Line!

11. 881 Ermine Lane Outdoor hot tub, forest views, new construction vaulted ceilings

881 Ermine Lane Outdoor hot tub, forest views, new construction vaulted ceilings
Fraser
The price is €285
includes taxes & fees
7 Sept - 8 Sept
881 Ermine Lane Outdoor hot tub, forest views, new construction vaulted ceilings

12. The AlpenGlow House: Private Hot Tub Retreat with Stunning Mountain Views!

The AlpenGlow House: Private Hot Tub Retreat with Stunning Mountain Views!
Rendezvous
10.0 out of 10, Exceptional, (18 reviews)
"Everything was great and we will definitely be booking this property for all our future Colorado stays"
United States
Bryan H.
The price is €419
includes taxes & fees
30 Sept - 1 Oct
The AlpenGlow House: Private Hot Tub Retreat with Stunning Mountain Views!

13. Fresh Tracks @ Peak View Ridge

Fresh Tracks @ Peak View Ridge
Winter Park
10.0 out of 10, Exceptional, (3 reviews)
"Fresh Tracks @ Peak View Ridge will not disappoint! A brand new property, in pristine condition, with everything you could need! Host was very communicative and offered to assist if we were to need it, and the cleaning staff did a wonderful job preparing for us! Close to everything but not right on the main busy street in town. We absolutely loved the location and view! Can’t wait to stay here again!"
United States
Corrie W.
The price is €519
includes taxes & fees
14 Sept - 15 Sept
Fresh Tracks @ Peak View Ridge

14. 404 Doc Susie home Delightful and renovated home, walk to downtown, mt views

404 Doc Susie home Delightful and renovated home, walk to downtown, mt views
Downtown
The price is €394
includes taxes & fees
7 Sept - 8 Sept
404 Doc Susie home Delightful and renovated home, walk to downtown, mt views

15. The Grand Den - Rooftop Hot Tub, Private Garage, & Superb views

The Grand Den - Rooftop Hot Tub, Private Garage, & Superb views
Winter Park
The price is €567
includes taxes & fees
7 Sept - 8 Sept
The Grand Den - Rooftop Hot Tub, Private Garage, & Superb views

16. 4BR Mountain Escape | Family Friendly | Hot Tub

4BR Mountain Escape | Family Friendly | Hot Tub
Winter Park
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful accommodations for our family. It had everything we needed. We really enjoyed our stay and hope to stay again in the future."
United States
Shannon R.
The price is €737
includes taxes & fees
2 Sept - 3 Sept
4BR Mountain Escape | Family Friendly | Hot Tub

17. Spacious, Updated Mountain Home with Views, Private Hot Tub and Sauna.

Spacious, Updated Mountain Home with Views, Private Hot Tub and Sauna.
Fraser
10.0 out of 10, Exceptional, (1 review)
"Stayed here for our trip to Winter Park. Layout of the home was my favorite! It was the perfect location. We loved it and hope to come back."
United States
Crystal F.
Spacious, Updated Mountain Home with Views, Private Hot Tub and Sauna.

18. 374 Lake Trail Luxury townhome, mt views, private decks and spacious floor plan

374 Lake Trail Luxury townhome, mt views, private decks and spacious floor plan
Winter Park
10.0 out of 10, Exceptional, (1 review)
"This was our first time in Winter Park. The location is great, being up the mountain a few minutes from the best shopping and restaurants. We saw moose 3x on the short drive! This condo is brand new, making it in great condition. It is very tastefully decorated and has plenty of great features. The double garage is tall enough to accomodate our SUV with yakima carrier. We had a few hiccups along the way with the unit being new, but they were all resolved very promptly. A few things to be...
United States
Ben G.
The price is €512
includes taxes & fees
14 Sept - 15 Sept
374 Lake Trail Luxury townhome, mt views, private decks and spacious floor plan

19. Waterside West B301 Large wrap around deck beautiful view of sunsets Byers Peak

Waterside West B301 Large wrap around deck beautiful view of sunsets Byers Peak
Fraser
The price is €351
includes taxes & fees
7 Sept - 8 Sept
Waterside West B301 Large wrap around deck beautiful view of sunsets Byers Peak

20. Meadow Ridge Court 29 unit 8 Lovely and spacious 3 bedroom family condo rental

Meadow Ridge Court 29 unit 8 Lovely and spacious 3 bedroom family condo rental
Fraser
6.0 out of 10, (1 review)
"At 1st glance the place looked pretty good. After getting settled in we found the place could use some tlc. Nothing major that ruined the stay but I was expecting more. Overall I would still recommend after it gets the attention it needs.The people I was in contact with were very friendly and helpful. "
United States
Rodney W.
The price is €348
includes taxes & fees
7 Sept - 8 Sept
Meadow Ridge Court 29 unit 8 Lovely and spacious 3 bedroom family condo rental
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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Top Winter Park Hotel Reviews

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Winter Park Holiday Homes information

Number of reviews
65
Accommodation
715 Holiday Homes
Lowest Price
€236
Highest Price
€737