Book Holiday Homes in Winter Park

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Featured Holiday Homes in Winter Park

Perfect mountain getaway any time of year!

Perfect mountain getaway any time of year!

Winter Park
Stay at this vacation home in Winter Park. Enjoy a garden, laundry facilities, and patios. Popular attractions Winter Park Ski Resort and Moffat Tunnel West ...
Perfect mountain getaway any time of year!
Stunning townhome. Few minutes from Winter Park Ski Resort and Town of WP

Stunning townhome. Few minutes from Winter Park Ski Resort and Town of WP

Winter Park
Stay at this vacation home in Winter Park. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Winter Park Ski Resort and Meteor Magic ...
Stunning townhome. Few minutes from Winter Park Ski Resort and Town of WP
New Listing! 3 Miles to Resort | Hot Tub | Fireplace | EV Charger

New Listing! 3 Miles to Resort | Hot Tub | Fireplace | EV Charger

Winter Park
The price is NZ$1,277 per night from 19 Aug to 20 Aug
NZ$1,277
19 Aug - 20 Aug
includes taxes & fees
Stay at this vacation home in Winter Park. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Winter Park Ski Resort and Body Kneads Massage ...
New Listing! 3 Miles to Resort | Hot Tub | Fireplace | EV Charger
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Luxury Mountain Chalet 123 I Private Hot Tub I Great Views I Best Price I Discounted Attractions

Luxury Mountain Chalet 123 I Private Hot Tub I Great Views I Best Price I Discounted Attractions

Fraser
Book a stay at this family-friendly vacation home in Fraser. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Winter Park Ski Resort ...
Luxury Mountain Chalet 123 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
Downtown 4 bedroom private hot tub & mountain views

Downtown 4 bedroom private hot tub & mountain views

Winter Park
Stay at this vacation home in Winter Park. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Winter Park Ski Resort and Blue ...
Downtown 4 bedroom private hot tub & mountain views
New Listing! Hot Tub & Fireplace Mountain Retreat

New Listing! Hot Tub & Fireplace Mountain Retreat

Winter Park
Stay at this vacation home in Winter Park. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Winter Park Ski Resort and Moffat Tunnel West ...
New Listing! Hot Tub & Fireplace Mountain Retreat
Luxury Ski in/Ski out town home, private hot tub, great for families and groups

Luxury Ski in/Ski out town home, private hot tub, great for families and groups

Winter Park
Book a stay at this ski vacation home in Winter Park. Enjoy free WiFi, private hot tubs, and laundry facilities. Popular attractions Winter Park Ski Resort and ...
Luxury Ski in/Ski out town home, private hot tub, great for families and groups
Large Mountain Home / Private Hot Tub / Shuffleboard / Pet Friendly

Large Mountain Home / Private Hot Tub / Shuffleboard / Pet Friendly

Fraser
Book a stay at this family-friendly vacation home in Winter Park. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Winter ...
Large Mountain Home / Private Hot Tub / Shuffleboard / Pet Friendly
4 Bedroom,Private Hot Tub, Garage,Close to Town, Free Bus

4 Bedroom,Private Hot Tub, Garage,Close to Town, Free Bus

Winter Park
Stay at this vacation home in Winter Park. Enjoy laundry facilities, a pool table, and patios. Popular attractions Winter Park Ski Resort and Blue Sky Massage ...
4 Bedroom,Private Hot Tub, Garage,Close to Town, Free Bus
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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.

Winter Park Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Winter Park vacation homes are the perfect way for you to wing it.

Holiday houses in Winter Park let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Winter Park in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Winter Park adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Winter Park with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Winter Park vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Winter Park Holiday Homes essential information

Accommodation
745 Holiday Homes
Lowest Price
NZ$235
Highest Price
NZ$1,277
Popular accommodation
Perfect mountain getaway any time of year!, Stunning townhome. Few minutes from Winter Park Ski Resort and Town of WP, New Listing! 3 Miles to Resort | Hot Tub | Fireplace | EV Charger, Luxury Mountain Chalet 123 I Private Hot Tub I Great Views I Best Price I Discounted Attractions, Downtown 4 bedroom private hot tub & mountain views, New Listing! Hot Tub & Fireplace Mountain Retreat, Luxury Ski in/Ski out town home, private hot tub, great for families and groups , Large Mountain Home / Private Hot Tub / Shuffleboard / Pet Friendly, 4 Bedroom,Private Hot Tub, Garage,Close to Town, Free Bus

Top trending hotels in Winter Park

The Vintage Hotel

The Vintage Hotel

3 out of 5
100 Winter Park Dr, Winter Park, CO
The price is NZ$235 per night from 13 Aug to 14 Aug
NZ$235
13 Aug - 14 Aug
includes taxes & fees
Stay at this hotel in Winter Park. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Vintage Hotel
Gravity Haus Winter Park

Gravity Haus Winter Park

3.5 out of 5
78869 US-40, Winter Park, CO
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in Winter Park. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the bar and the helpful staff ...
Gravity Haus Winter Park
Best Western Alpenglo Lodge

Best Western Alpenglo Lodge

2.5 out of 5
78665 US Hwy 40, Winter Park, CO
Fully refundableReserve now, pay when you stay
The price is NZ$307 per night from 1 Sept to 2 Sept
NZ$307
1 Sept - 2 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in Winter Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Best Western Alpenglo Lodge
Save an average of 15% on thousands of hotels when you're signed in
Winter Park Chateau

Winter Park Chateau

4 out of 5
405 Lions Gate Drive, Winter Park, CO
The price is NZ$264 per night from 7 Aug to 8 Aug
NZ$264
7 Aug - 8 Aug
includes taxes & fees
Stay at this 4-star ski inn in Winter Park. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular ...
Winter Park Chateau
Don't see what you're looking for?
See all available properties in Winter Park
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.