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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Winter Park vacation homes

A balcony with a stone wall, white railing, and a table with chairs.

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

Hideaway Village Alpine 4 Split interior 2 bedroom, comfortable family rental
Hideaway Village
9.2 out of 10, Wonderful, (12 reviews)
"This was a great place for me and my family to stay. The place was clean, and great communication with the host."
United States
Danielle T.
The price is AED 303
AED 1,055 total
includes taxes & fees
2 Nov - 3 Nov
Hideaway Village Alpine 4 Split interior 2 bedroom, comfortable family rental
A snow-covered residential area with multiple two-story buildings, a clear sky, and snow-capped mountains in the background.

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, (3 reviews)
"Good location, nice place. "
United States
ann b.
The price is AED 261
AED 1,225 total
includes taxes & fees
2 Nov - 3 Nov
Timbers 5-2 Luxurious 2 bedroom, private deck, forest view
A cozy living room with a stone fireplace, wooden walls, a green sofa, and a view of a forest through large windows.

3. 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.
The price is AED 257
AED 990 total
includes taxes & fees
2 Nov - 3 Nov
Hideaway Village Lenado 4 Lovely townhome, river views, 2 private decks
A residential area with multi-story buildings, a mountain backdrop, and a clear sky.

4. 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 290
AED 1,264 total
includes taxes & fees
2 Nov - 3 Nov
Timbers 9-4 New, spacious condo in Fraser, private deck and more!
A multi-story building with a snow-covered roof, a garage, and a staircase leading to the entrance.

5. 14 Explorer private townhome deck w/view garage

14 Explorer private townhome deck w/view garage
Rendezvous
The price is AED 727
AED 2,876 total
includes taxes & fees
14 Nov - 15 Nov
14 Explorer private townhome deck w/view garage
A modern two-story house with a dark exterior, a front door with a curtain, two potted plants, and a driveway leading to a garage.

6. 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 332
AED 1,750 total
includes taxes & fees
2 Nov - 3 Nov
404 Doc Susie home Delightful and renovated home, walk to downtown, mt views
A modern living room with a stone fireplace, a sofa, and a view of the outdoors through a glass door.

7. RidgeView Retreat | Steps to Hideaway Park & Town

RidgeView Retreat | Steps to Hideaway Park & Town
Winter Park
10.0 out of 10, Exceptional, (2 reviews)
"A perfectly located townhome! A beautiful view from every window and a walk away from various food and trails/creeks. Would love to go back!"
United States
Martyna S.
The price is AED 463
AED 1,737 total
includes taxes & fees
10 Nov - 11 Nov
RidgeView Retreat | Steps to Hideaway Park & Town
A modern living room with a sectional sofa, a coffee table, a fireplace, and large windows offering a scenic view.

8. Needles Eye 1 outstanding mt view private deck vaulted ceiling sleep 8

Needles Eye 1 outstanding mt view private deck vaulted ceiling sleep 8
Fraser
The price is AED 518
AED 1,708 total
includes taxes & fees
11 Nov - 12 Nov
Needles Eye 1 outstanding mt view private deck vaulted ceiling sleep 8
Where mountain views meet cozy evening ambiance.

9. Fresh Tracks @ Peak View Ridge

Fresh Tracks @ Peak View Ridge
Winter Park
10.0 out of 10, Exceptional, (5 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 AED 520
AED 2,300 total
includes taxes & fees
10 Nov - 11 Nov
Fresh Tracks @ Peak View Ridge
A wooden deck with a railing, a covered seating area, and a view of neighboring houses.

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

Close to slopes-Walk to Downtown Winter Park!
Winter Park
9.0 out of 10, Wonderful, (12 reviews)
"great location"
United States
Thomas B.
The price is AED 407
AED 1,149 total
includes taxes & fees
9 Nov - 10 Nov
Close to slopes-Walk to Downtown Winter Park!
A modern kitchen with a large island, bar stools, and a view through glass doors.

11. 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.
374 Lake Trail Luxury townhome, mt views, private decks and spacious floor plan
A spacious kitchen with wooden cabinets, a central island, and pendant lighting.

12. Bear Crossing 995 Luxurious 3 bed, private hot tub, views, 1 car garage parking

Bear Crossing 995 Luxurious 3 bed, private hot tub, views, 1 car garage parking
Bear Crossing
10.0 out of 10, Exceptional, (2 reviews)
"Fantastic property. Great location just far enough away from the main strip in Winter Park to be quiet, but close enough to pop right into town. A useable garage was definitely a bonus."
United States
Kevin
The price is AED 627
AED 2,392 total
includes taxes & fees
2 Nov - 3 Nov
Bear Crossing 995 Luxurious 3 bed, private hot tub, views, 1 car garage parking
A modern living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.

13. 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 AED 506
AED 1,305 total
includes taxes & fees
2 Nov - 3 Nov
Private Hot Tub, Garage + EV Charger, On Bus Line!
A cozy living room with a fireplace, leather sofa, and large windows offering a view of the mountains.

14. 534 Sun River #8 Wonderful Fraser 2 bedroom, pet friendly, large yard

534 Sun River #8 Wonderful Fraser 2 bedroom, pet friendly, large yard
Downtown
8.6 out of 10, Excellent, (8 reviews)
"The property was amazing the view from the deck of the mountains had a spectacular sunset view. The home is very comfortable and welcoming we had a great evening making dinner and playing board games, the night we didn't cook there were plenty of great places a walk or short drive away, we highly recommend this place for your next stay and adventure at winter park."
United States
Steve P.
The price is AED 500
AED 1,678 total
includes taxes & fees
2 Nov - 3 Nov
534 Sun River #8 Wonderful Fraser 2 bedroom, pet friendly, large yard
A modern kitchen with a central island, a dining area with a sofa, and a large sliding glass door leading to a balcony.

15. Hot tub, 3 bedroom, Ski friendly, New build, 5 star Luxury Retreat

Hot tub, 3 bedroom, Ski friendly, New build, 5 star Luxury Retreat
Winter Park
10.0 out of 10, Exceptional, (1 review)
"Very well kept and well equipped. Excellent communication with owners. Very responsive to questions. Location is close to ski shuttle. 3 car covered garage. Hot tub A++++ Will stay again."
United States
Candice
Hot tub, 3 bedroom, Ski friendly, New build, 5 star Luxury Retreat
A snow-covered residential area with multiple houses featuring stone and wood exteriors, and snow-laden trees.

16. Red Quill 707 Luxury downtown, private HT, garage parking, walk to main st

Red Quill 707 Luxury downtown, private HT, garage parking, walk to main st
Winter Park
Red Quill 707 Luxury downtown, private HT, garage parking, walk to main st
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a window with a view of trees.

17. 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 435
AED 1,531 total
includes taxes & fees
2 Nov - 3 Nov
Meadow Ridge Court 29 unit 8 Lovely and spacious 3 bedroom family condo rental
A modern kitchen with a central island, stainless steel appliances, and a view to the outdoors.

18. 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 568
AED 3,040 total
includes taxes & fees
2 Nov - 3 Nov
Arrow At Winter Park Unit 294 Outdoor HT, private deck, downtown luxury townhome
A wooden deck with a table and chairs, overlooking a scenic landscape with mountains and trees.

19. 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, (13 reviews)
"Great location! Comfortable beds! Responsive host! Would definitely stay again! "
United States
Pamela D.
The price is AED 511
AED 1,760 total
includes taxes & fees
2 Nov - 3 Nov
Epic Sunset Deck, Panoramic Mountain View’s. Ski, Hike, Bike, & Fish Winter Park
A living room with a fireplace, a sofa, a coffee table, and a view of mountains through a glass door.

20. 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)
"Amazing stay!!! Everything was as advertised!!Highly recommend!!"
United States
RW L.
The price is AED 529
AED 1,777 total
includes taxes & fees
10 Nov - 11 Nov
The AlpenGlow House: Private Hot Tub Retreat with Stunning Mountain Views!
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

Winter Park Chateau

Winter Park Chateau

10/10 Excellent
"We had an amazing, relaxing time time. Jon was awesome!"
Jessica 1-night trip
Posted 4 days ago
Winter Park Chateau