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

Holiday Homes in Winter Park

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Winter Park holiday homes

A snow-covered residential area with multiple two-story buildings, a clear sky, and snow-capped mountains in the background.

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 NZ$513
includes taxes & fees
29 Aug - 30 Aug
Timbers 5-2 Luxurious 2 bedroom, private deck, forest view

2. 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 NZ$467
includes taxes & fees
31 Aug - 1 Sept
881 Ermine Lane Outdoor hot tub, forest views, new construction vaulted ceilings
A wooden deck with two chairs and a white railing.

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 NZ$466
includes taxes & fees
11 Sept - 12 Sept
Hideaway Village Alpine 4 Split interior 2 bedroom, comfortable family rental
A wooden deck with a railing, a covered seating area, and a view of neighboring houses.

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 NZ$595
includes taxes & fees
1 Sept - 2 Sept
Close to slopes-Walk to Downtown Winter Park!
A cozy living room with a stone fireplace, wooden walls, a green sofa, and a view of a forest through large windows.

5. 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.
The price is NZ$432
includes taxes & fees
31 Aug - 1 Sept
Hideaway Village Lenado 4 Lovely townhome, river views, 2 private decks
A balcony with two chairs, a view of a building with a red roof, and a clear sky.

6. 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 log cabin interior with a stone fireplace, a blue sofa, and a red armchair.

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
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.

8. 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 NZ$728
includes taxes & fees
11 Sept - 12 Sept
404 Doc Susie home Delightful and renovated home, walk to downtown, mt views

9. 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)
The price is NZ$839
includes taxes & fees
30 Aug - 31 Aug
Epic Sunset Deck, Panoramic Mountain View’s. Ski, Hike, Bike, & Fish Winter Park
A residential area with multi-story buildings, a mountain backdrop, and a clear sky.

10. 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.
Timbers 9-4 New, spacious condo in Fraser, private deck and more!
An indoor swimming pool with a view of trees, a poolside seating area, and a covered patio.

11. Cozy Ski-In/Ski-Out Mountain Getaway I Winter Park

Cozy Ski-In/Ski-Out Mountain Getaway 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 NZ$782
includes taxes & fees
11 Sept - 12 Sept
Cozy Ski-In/Ski-Out Mountain Getaway I Winter Park
A modern living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.

12. 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 NZ$603
includes taxes & fees
31 Aug - 1 Sept
Private Hot Tub, Garage + EV Charger, On Bus Line!

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 NZ$1,000
includes taxes & fees
27 Sept - 28 Sept
Fresh Tracks @ Peak View Ridge
A living room with a fireplace, a sofa, a coffee table, and a view of mountains through a glass door.

14. 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 NZ$840
includes taxes & fees
9 Sept - 10 Sept
The AlpenGlow House: Private Hot Tub Retreat with Stunning Mountain Views!
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 Condo near WP | Bike, Hike, Pool & Hot Tubs

Family Condo near WP | Bike, Hike, Pool & Hot Tubs
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.
Family Condo near WP | Bike, Hike, Pool & Hot Tubs
A modern living room with a stone fireplace, blue sofas, and a large window overlooking a snowy landscape.

16. 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.
A modern kitchen with a large island, bar stools, and a view through glass doors.

17. 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 NZ$939
includes taxes & fees
30 Aug - 31 Aug
374 Lake Trail Luxury townhome, mt views, private decks and spacious floor plan
A lakeside hotel with multiple buildings, a wooden deck, and a view of the lake and mountains.

18. 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 NZ$696
includes taxes & fees
29 Aug - 30 Aug
Waterside West B301 Large wrap around deck beautiful view of sunsets Byers Peak

19. 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 NZ$1,116
includes taxes & fees
29 Aug - 30 Aug
The Grand Den - Rooftop Hot Tub, Private Garage, & Superb 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

Valley Hi Motel - Near Winter Park Visitor Center

Valley Hi Motel - Near Winter Park Visitor Center

10/10 Excellent
"Great Property."
Kelly 1-night trip
Posted 20 hours ago
Valley Hi Motel - Near Winter Park Visitor Center

Find out more about Winter Park

Winter Park Holiday Homes information

Number of reviews
50
Accommodation
720 Holiday Homes
Lowest Price
NZ$432
Highest Price
NZ$1,116