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

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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Winter Park vacation homes

Exterior

1. 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 AED 357
AED 1,148 total
includes taxes & fees
17 Sep - 18 Sep
Timbers 5-2 Luxurious 2 bedroom, private deck, forest view
Outdoor dining

2. 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 AED 511
AED 1,830 total
includes taxes & fees
6 Sep - 7 Sep
Epic Sunset Deck, Panoramic Mountain View’s. Ski, Hike, Bike, & Fish Winter Park
Property grounds

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 AED 397
AED 986 total
includes taxes & fees
5 Sep - 6 Sep
Hideaway Village Alpine 4 Split interior 2 bedroom, comfortable family rental
Property grounds

4. 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.
The price is AED 519
AED 1,332 total
includes taxes & fees
13 Sep - 14 Sep
Close to slopes-Walk to Downtown Winter Park!
Aerial view

5. 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 AED 622
AED 1,165 total
includes taxes & fees
17 Sep - 18 Sep
881 Ermine Lane Outdoor hot tub, forest views, new construction vaulted ceilings
Exterior

6. 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 AED 410
AED 1,217 total
includes taxes & fees
17 Sep - 18 Sep
Timbers 9-4 New, spacious condo in Fraser, private deck and more!
Terrace/patio

7. 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 AED 621
AED 1,534 total
includes taxes & fees
17 Sep - 18 Sep
Mountain escape, minutes from Winter Park resort and town. Hot tub access.
Smart TV, fireplace

8. 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 price is AED 670
AED 2,045 total
includes taxes & fees
17 Sep - 18 Sep
The Grand Timberglass Lodge | Tipi | Hot Tub
TV, fireplace

9. 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 AED 683
AED 3,237 total
includes taxes & fees
17 Sep - 18 Sep
4BR Mountain Escape | Family Friendly | Hot Tub
Smart TV, fireplace, DVD player, foosball

10. 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 AED 569
AED 1,842 total
includes taxes & fees
30 Sep - 1 Oct
The AlpenGlow House: Private Hot Tub Retreat with Stunning Mountain Views!
Smart TV, fireplace, books, stereo

11. 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.
Private Hot Tub, Garage + EV Charger, On Bus Line!
Exterior detail

12. 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 AED 573
AED 1,633 total
includes taxes & fees
17 Sep - 18 Sep
404 Doc Susie home Delightful and renovated home, walk to downtown, mt views
Pool

13. 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 AED 793
AED 1,949 total
includes taxes & fees
17 Sep - 18 Sep
Cozy Mountain Getaway Next to Chairlift I Winter Park
Exterior

14. 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.
Fresh Tracks @ Peak View Ridge
Exterior

15. 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 AED 685
AED 1,559 total
includes taxes & fees
7 Sep - 8 Sep
Waterside West B301 Large wrap around deck beautiful view of sunsets Byers Peak
TV, fireplace

16. 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)
"This location is fantastic. The house is dated and floors creak, but it fit our needs."
United States
Cambammo C.
Hideaway Village Lenado 4 Lovely townhome, river views, 2 private decks
Living area

17. 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 AED 704
AED 2,415 total
includes taxes & fees
5 Sep - 6 Sep
The Grand Den - Rooftop Hot Tub, Private Garage, & Superb views
Coffee/tea maker, fridge, microwave, oven

18. 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 AED 598
AED 1,442 total
includes taxes & fees
17 Sep - 18 Sep
Meadow Ridge Court 29 unit 8 Lovely and spacious 3 bedroom family condo rental
4 bedrooms, travel crib, WiFi (free), bed sheets

19. Arrow At Winter Park Unit 294 Outdoor HT, private deck, downtown luxury townhome

Arrow At Winter Park Unit 294 Outdoor HT, private deck, downtown luxury townhome
Winter Park
The price is AED 799
AED 2,779 total
includes taxes & fees
17 Sep - 18 Sep
Arrow At Winter Park Unit 294 Outdoor HT, private deck, downtown luxury townhome
TV, fireplace

20. Bear Crossing 435 Luxurious 3 bedroom, mt views, garage parking & private decks

Bear Crossing 435 Luxurious 3 bedroom, mt views, garage parking & private decks
Winter Park
10.0 out of 10, Exceptional, (1 review)
"Everything about this place was perfection. The gorgeous views were the icing on the cake."
United States
Mandy G.
The price is AED 722
AED 2,153 total
includes taxes & fees
17 Sep - 18 Sep
Bear Crossing 435 Luxurious 3 bedroom, mt views, garage parking & private decks
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

The Vintage Hotel

The Vintage Hotel

10/10 Excellent
"Amazing staff was so wonderful. We loved our room too (king suite). It was the perfect size and really close to Winter Park and the bike park."
Jennamarie 4-night trip
Posted 6 hours ago
The Vintage Hotel