
Photo by Winter Park Resort
Winter Park holiday lettings
We found 2,262 holiday rentals — enter your dates for availability
Select from 341 houses, 479 flats and other holiday rentals to find the perfect place for your stay in Winter Park. Holiday homes provide the best amenities for you and your friends, family or even pets, such as Wi-Fi and a fireplace. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts – Winter Park
Showing deals for:5 Feb - 12 Feb
Image gallery for Creek & Log Cabin near I-70, Sauna in the Forest

1010 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)
Creek & Log Cabin near I-70, Sauna in the Forest
Dumont
7% off
Price is £4,068
£4,068
for 7 nights, 1 cabin
£581 per night
includes taxes & fees
Image gallery for Beautiful Mountain Lodge-Ski,Hike,Bike,Relax-We Are Close to it All!

1010 out of 10, Exceptional, (185 reviews)
Exceptional
(185 reviews)
Beautiful Mountain Lodge-Ski,Hike,Bike,Relax-We Are Close to it All!
Tabernash
8% off
Price is £3,464
£3,464
for 7 nights, 1 home
£495 per night
includes taxes & fees
Image gallery for Large Home on 5 Private Acres, Hot Tub with Mountain Views, Epic Sledding Hill!

9.89.8 out of 10, Exceptional, (23 reviews)
Exceptional
(23 reviews)
Large Home on 5 Private Acres, Hot Tub with Mountain Views, Epic Sledding Hill!
Winter Park
12% off
Price is £4,556
£4,556
for 7 nights, 1 home
£651 per night
includes taxes & fees
Image gallery for 11BR Mountain Home for Large Groups

8.68.6 out of 10, Excellent, (66 reviews)
Excellent
(66 reviews)
11BR Mountain Home for Large Groups
Fraser
12% off
Price is £5,755
£5,755
for 7 nights, 1 home
£822 per night
includes taxes & fees
Image gallery for True Ski-In Out Slopeside Zephyr: Premier Gondola, Slope & Skier Views Luxe 2BR

9.89.8 out of 10, Exceptional, (49 reviews)
Exceptional
(49 reviews)
True Ski-In Out Slopeside Zephyr: Premier Gondola, Slope & Skier Views Luxe 2BR
Winter Park
8% off
Price is £5,501
£5,501
for 7 nights, 1 apartment
£786 per night
includes taxes & fees
Image gallery for Beautiful Mountain Home-Great Views-Hot Tub-Free Resort Shuttle-Toddler Friendly

9.89.8 out of 10, Exceptional, (136 reviews)
Exceptional
(136 reviews)
Beautiful Mountain Home-Great Views-Hot Tub-Free Resort Shuttle-Toddler Friendly
Fraser
7% off
Price is £2,549
£2,549
for 7 nights, 1 cabin
£364 per night
includes taxes & fees
Image gallery for Private and spacious 4bd Cabin-360 views of nature Close to skiing!

1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Private and spacious 4bd Cabin-360 views of nature Close to skiing!
Fraser
8% off
Price is £2,590
£2,590
for 7 nights, 1 home
£370 per night
includes taxes & fees
Image gallery for Spacious 6BR Home, Large Hot Tub, Walk to Shuttle, Attached Heated 4-Car Garage!

9.89.8 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)
Spacious 6BR Home, Large Hot Tub, Walk to Shuttle, Attached Heated 4-Car Garage!
Fraser
12% off
Price is £4,556
£4,556
for 7 nights, 1 home
£651 per night
includes taxes & fees
Image gallery for Updated 1-Bedroom ski-in ski-out Condo at Winter Park

9.89.8 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
Updated 1-Bedroom ski-in ski-out Condo at Winter Park
Winter Park
8% off
Price is £3,801
£3,801
for 7 nights, 1 apartment
£543 per night
includes taxes & fees
Image gallery for Beautiful mountain home with stunning lake views

9.89.8 out of 10, Exceptional, (64 reviews)
Exceptional
(64 reviews)
Beautiful mountain home with stunning lake views
Grand Lake
8% off
Price is £1,671
£1,671
for 7 nights, 1 home
£239 per night
includes taxes & fees
Image gallery for Lil' Piece of Heaven - Riverfront Cabin with Mountain Views - NEW Hot Tub!

1010 out of 10, Exceptional, (114 reviews)
Exceptional
(114 reviews)
Lil' Piece of Heaven - Riverfront Cabin with Mountain Views - NEW Hot Tub!
Grand Lake
8% off
Price is £1,503
£1,503
for 7 nights, 1 cabin
£215 per night
includes taxes & fees
Image gallery for Charming Log Cabin for Peaceful Mountain Getaway!

9.69.6 out of 10, Exceptional, (141 reviews)
Exceptional
(141 reviews)
Charming Log Cabin for Peaceful Mountain Getaway!
Black Hawk
8% off
Price is £1,318
£1,318
for 7 nights, 1 cabin
£188 per night
includes taxes & fees
Image gallery for Zephyr Mountain Lodge - Beautifully Renovated

1010 out of 10, Exceptional, (30 reviews)
Exceptional
(30 reviews)
Zephyr Mountain Lodge - Beautifully Renovated
Winter Park
8% off
Price is £3,185
£3,185
for 7 nights, 1 apartment
£455 per night
includes taxes & fees
Image gallery for Majestic Views|Hot Tub Open Space!

9.49.4 out of 10, Exceptional, (72 reviews)
Exceptional
(72 reviews)
Majestic Views|Hot Tub Open Space!
Fraser
8% off
Price is £2,901
£2,901
for 7 nights, 1 villa
£414 per night
includes taxes & fees
Image gallery for Penthouse Cozy Condo in the heart of Downtown Winter Park

1010 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)
Penthouse Cozy Condo in the heart of Downtown Winter Park
Winter Park
8% off
Price is £2,839
£2,839
for 7 nights, 1 apartment
£406 per night
includes taxes & fees
Image gallery for Trailhead Lodges! Pool, Hot Tub. Steps to Ski Shuttle, Hideaway Park,Downtown

1010 out of 10, Exceptional, (82 reviews)
Exceptional
(82 reviews)
Trailhead Lodges! Pool, Hot Tub. Steps to Ski Shuttle, Hideaway Park,Downtown
Winter Park
7% off
Price is £2,913
£2,913
for 7 nights, 1 apartment
£416 per night
includes taxes & fees
Image gallery for Hygge Haus - 2BD Lake View & Pet Friendly Retreat

1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Hygge Haus - 2BD Lake View & Pet Friendly Retreat
Dillon
7% off
Price is £2,719
£2,719
for 7 nights, 1 apartment
£388 per night
includes taxes & fees
Image gallery for Newly Remodeled Studio steps from the lifts of Winter Park Base

1010 out of 10, Exceptional, (93 reviews)
Exceptional
(93 reviews)
Newly Remodeled Studio steps from the lifts of Winter Park Base
Winter Park
8% off
Price is £2,319
£2,319
for 7 nights, 1 apartment
£331 per night
includes taxes & fees
Image gallery for Spectacular Views! Luxury 3BR/2BA in Base Area Location - Trademark

9.89.8 out of 10, Exceptional, (47 reviews)
Exceptional
(47 reviews)
Spectacular Views! Luxury 3BR/2BA in Base Area Location - Trademark
Winter Park
11% off
Price is £3,153
£3,153
for 7 nights, 1 apartment
£450 per night
includes taxes & fees
Image gallery for Fresh Tracks @ Peak View Ridge

1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Fresh Tracks @ Peak View Ridge
Fraser
8% off
Price is £2,949
£2,949
for 7 nights, 1 home
£421 per night
includes taxes & fees
Image gallery for Luxury Condo, Hot Tub, Balcony, Shuttle to Ski Slopes

1010 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)
Luxury Condo, Hot Tub, Balcony, Shuttle to Ski Slopes
Keystone
8% off
Price is £2,539
£2,539
for 7 nights, 1 apartment
£363 per night
includes taxes & fees
Image gallery for A Winter Park Gem - Reserve this Gorgeous Townhome Early

1010 out of 10, Exceptional, (87 reviews)
Exceptional
(87 reviews)
A Winter Park Gem - Reserve this Gorgeous Townhome Early
Winter Park
10% off
Price is £2,460
£2,460
for 7 nights, 1 home
£351 per night
includes taxes & fees
Image gallery for Adorable Cottage in National Forest -- hiking & climbing steps from your door!

1010 out of 10, Exceptional, (84 reviews)
Exceptional
(84 reviews)
Adorable Cottage in National Forest -- hiking & climbing steps from your door!
Dumont
8% off
Price is £1,155
£1,155
for 7 nights, 1 home
£165 per night
includes taxes & fees
Image gallery for Modern Condo at Iron Horse - Ski In / Ski Out, Sleeps 4

9.69.6 out of 10, Exceptional, (15 reviews)
Exceptional
(15 reviews)
Modern Condo at Iron Horse - Ski In / Ski Out, Sleeps 4
Winter Park
8% off
Price is £2,370
£2,370
for 7 nights, 1 apartment
£339 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Winter Park
Map Attractions

2
Winter Park Visitor Center
Find the best place to stay - Winter Park
Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...
Sleeps 12 · 5 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
103 reviews(103 reviews)
Renovated Condo near the Slopes and Trails
Sleeps 10 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
199 reviews(199 reviews)
Trestle House | Ski Out Your Back Door | WP's Most Stunning Home INSTAGRAM FAMOUS!
Sleeps 12 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)






