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 wooden deck with two chairs and a white railing.

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, (11 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 430
AED 1,051 total
includes taxes & fees
14 Nov - 15 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 385
AED 1,189 total
includes taxes & fees
14 Nov - 15 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 381
AED 986 total
includes taxes & fees
14 Nov - 15 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 410
AED 1,221 total
includes taxes & fees
14 Nov - 15 Nov
Timbers 9-4 New, spacious condo in Fraser, private deck and more!
A modern living room with a stone fireplace, a sofa, and a view of the outdoors through a glass door.

5. 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.
RidgeView Retreat | Steps to Hideaway Park & Town
Where mountain views meet cozy evening ambiance.

6. 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.
Fresh Tracks @ Peak View Ridge
A wooden deck with a railing, a covered seating area, and a view of neighboring houses.

7. 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.
Close to slopes-Walk to Downtown Winter Park!
A balcony with two chairs, a view of a building with a red roof, and a clear sky.

8. 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.
Mountain escape, minutes from Winter Park resort and town. Hot tub access.
A modern living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.

9. 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!
A modern kitchen with a central island, a dining area with a sofa, and a large sliding glass door leading to a balcony.

10. 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 living room with a fireplace, a sofa, a coffee table, and a view of mountains through a glass door.

11. 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 628
AED 1,932 total
includes taxes & fees
31 Oct - 1 Nov
The AlpenGlow House: Private Hot Tub Retreat with Stunning Mountain Views!
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 782
AED 2,228 total
includes taxes & fees
29 Oct - 30 Oct
Bear Crossing 995 Luxurious 3 bed, private hot tub, views, 1 car garage parking
A modern living room with a grey sofa, a wooden coffee table, and a staircase with a wooden finish.

13. 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 662
AED 1,195 total
includes taxes & fees
29 Oct - 30 Oct
881 Ermine Lane Outdoor hot tub, forest views, new construction vaulted ceilings
A wooden deck with a table and chairs, overlooking a scenic landscape with mountains and trees.

14. 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, (12 reviews)
"Great location! Comfortable beds! Responsive host! Would definitely stay again! "
United States
Pamela D.
The price is AED 511
AED 1,834 total
includes taxes & fees
29 Oct - 30 Oct
Epic Sunset Deck, Panoramic Mountain View’s. Ski, Hike, Bike, & Fish Winter Park
A spacious living room with a stone fireplace, a dining area with a wooden table and chairs, and a large window offering a view of the outdoors.

15. Family-Friendly 3BR Mountain Condo – Pool, Hot Tub, Gym Near Winter Park

Family-Friendly 3BR Mountain Condo – Pool, Hot Tub, Gym Near Winter Park
Downtown
10.0 out of 10, Exceptional, (2 reviews)
"Perfect place to stay with young kids. Very baby friendly with all the essentials. Great communication with hosts. Has everything you need for your stay. Highly recommend! "
United States
Ashley L.
The price is AED 634
AED 1,618 total
includes taxes & fees
2 Nov - 3 Nov
Family-Friendly 3BR Mountain Condo – Pool, Hot Tub, Gym Near Winter Park
A modern living room with a sectional sofa, a coffee table, a fireplace, and large windows offering a scenic view.

16. 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 806
AED 1,683 total
includes taxes & fees
28 Oct - 29 Oct
Needles Eye 1 outstanding mt view private deck vaulted ceiling sleep 8
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.

17. 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 1,625 total
includes taxes & fees
29 Oct - 30 Oct
404 Doc Susie home Delightful and renovated home, walk to downtown, mt views
A modern living room with a stone fireplace, blue sofas, and a large window overlooking a snowy landscape.

18. 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.
The price is AED 545
AED 1,886 total
includes taxes & fees
29 Oct - 30 Oct
Spacious, Updated Mountain Home with Views, Private Hot Tub and Sauna.
A modern living room with a fireplace, a ceiling fan, and a view of the outside.

19. Downtown Winter Park Townhome, Rooftop Hot Tub, Dogs Welcome

Downtown Winter Park Townhome, Rooftop Hot Tub, Dogs Welcome
Winter Park
The price is AED 806
AED 2,130 total
includes taxes & fees
12 Nov - 13 Nov
Downtown Winter Park Townhome, Rooftop Hot Tub, Dogs Welcome
A modern kitchen with a large island, stainless steel appliances, and pendant lighting.

20. Hot Tub | Mountain Views | Walk To Downtown

Hot Tub | Mountain Views | Walk To Downtown
Winter Park
The price is AED 740
AED 2,869 total
includes taxes & fees
29 Oct - 30 Oct
Hot Tub | Mountain Views | Walk To Downtown
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

Valley Hi Motel - Near Winter Park Visitor Center

Valley Hi Motel - Near Winter Park Visitor Center

10/10 Excellent
"Very spacious room and Simon at the front desk was awesome. Will be back"
James 1-night trip
Posted 1 day ago
Valley Hi Motel - Near Winter Park Visitor Center