Winter Park Village holiday homes

We found 528 holiday rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

October 2025

November 2025

Holiday rentals with weekly discounts - Winter Park Village

Showing deals for:2 Jan - 9 Jan

Exceptional

(88 reviews)

New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park

Winter Park, CO

8% off

for 7 nights, 1 apartment

NZ$975 per night

includes taxes & fees

Exceptional

(20 reviews)

Ski In Out Luxury Chalet 277 I Hot Tub I Game Room I Views I Best Price I Discounted Attractions

Winter Park, CO

7% off

for 7 nights, 1 home

NZ$4,399 per night

includes taxes & fees

Exceptional

(8 reviews)

Ski In Out Luxury Chalet 275 I Private Hot Tub I Amazing Views I Best Price I Discounted Attractions

Winter Park, CO

7% off

for 7 nights, 1 home

NZ$4,140 per night

includes taxes & fees

Winter Park Vacation Rental | 1BA | Studio | 420 Sq Ft | 2nd-Floor Condo

Wonderful

(17 reviews)

Cozy Ski-In/Out Winter Park Studio w/ Hot Tubs!

Winter Park, CO

11% off

for 7 nights, 1 apartment

NZ$505 per night

includes taxes & fees

Exceptional

(36 reviews)

Ski In Out Luxury Condo 4657 I Huge Hot Tub I Views I Best Price I FREE Adventures Daily

Winter Park, CO

7% off

for 7 nights, 1 home

NZ$1,350 per night

includes taxes & fees

Winter Park Vacation Rental | Studio | 1BA | 413 Sq Ft | Step-Free Access

Exceptional

(50 reviews)

Ski-In/Ski-Out Retreat w/ Iron Horse Pool Access!

Winter Park, CO

11% off

for 7 nights, 1 apartment

NZ$495 per night

includes taxes & fees

Cozy Living Room With Stunning Resort Views

Exceptional

(40 reviews)

Luxury Villa 509 In Resort I Private Hot Tub I Great Views I Best Price I Discounted Attractions

Winter Park, CO

7% off

for 7 nights, 1 home

NZ$2,207 per night

includes taxes & fees

Wonderful

(6 reviews)

Ski In Out Luxury Condo 2207 I Hot Tub I Gym I Ski Views I Best Price I Discounted Attractions

Winter Park, CO

7% off

for 7 nights, 1 home

NZ$1,350 per night

includes taxes & fees

Premium Front Corner Winter Park, Colorado Condominium with Amazing Views

Exceptional

(79 reviews)

Ski In Out Luxury Condo 4474 I Huge Hot Tub I Great Views I Best Price I Discounted Attractions

Winter Park, CO

7% off

for 7 nights, 1 home

NZ$1,350 per night

includes taxes & fees

Main living area with fantastic ski base views

Exceptional

(42 reviews)

Ski In Out Luxury Condo 1221 I Hot Tub I Gym I Ski Views I Best Price I Discounted Attractions

Winter Park, CO

7% off

for 7 nights, 1 home

NZ$1,350 per night

includes taxes & fees

Excellent

(6 reviews)

Ski In Out Luxury Condo 3406 I Huge Hot Tub I Views I Best Price I FREE Adventures Daily

Winter Park, CO

7% off

for 7 nights, 1 home

NZ$1,239 per night

includes taxes & fees

Exceptional

(34 reviews)

The "Powder Day" of Ski Condos! Ski-in Ski-out, Great Vibe, Chef's Kitchen + EV!

Winter Park, CO

8% off

for 7 nights, 1 apartment

NZ$1,750 per night

includes taxes & fees

Exceptional

(104 reviews)

Top Floor Ski-In / Ski-Out 1 Bedroom Condo at the base of Winter Park Resort

Winter Park, CO

8% off

for 7 nights, 1 apartment

NZ$951 per night

includes taxes & fees

Exceptional

(31 reviews)

Winter Park Ski in/out XXL ZML condo w/ views of ski hill, gondola, base, river

Winter Park, CO

8% off

for 7 nights, 1 apartment

NZ$912 per night

includes taxes & fees

Arm Chairs, Sofa, Fireplace, TV, Ceiling Fan, Dining Table, and Chairs.

Exceptional

(46 reviews)

Ski In Out Luxury Condo 4375 I Huge Hot Tub I Great Views I Best Price I Discounted Attractions

Winter Park, CO

7% off

for 7 nights, 1 home

NZ$1,350 per night

includes taxes & fees

Exceptional

(26 reviews)

True Ski-In/Ski-Out XL Condo at Village Base and gondola of Winter Park Resort

Winter Park, CO

8% off

for 7 nights, 1 apartment

NZ$991 per night

includes taxes & fees

Exceptional

(25 reviews)

Unbelievably Convenient Ski In Ski Out Winter Park Base/Gondola Mountain Retreat

Winter Park, CO

8% off

for 7 nights, 1 apartment

NZ$925 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Explore destinations around Winter Park Village

Zephyr Mountain Lodge (138)

Founders Pointe (78)

Fraser Crossing (45)

Gemini Express (2,689)

Arrow Chair Lift (2,690)

Meteor Magic Carpet (2,688)

Trestle Bike Park (2,691)

Amaze'n Maze Winter Park (2,690)

The Gondola (2,690)

Comet Magic Carpet (2,690)

The Fraser River Trail (2,691)

Mount Maury Carpet (2,689)

Holiday Rental options in Winter Park Village

Family-friendly holiday rentals in Winter Park Village

Ski holiday rentals in Winter Park Village

Beach holiday rentals in Winter Park Village

Holiday rentals with spa pool in Winter Park Village

Pet-friendly holiday rentals in Winter Park Village

Lake holiday rentals in Winter Park Village

Mountain holiday rentals in Winter Park Village

Holiday rentals with pool in Winter Park Village

Oceanfront holiday rentals in Winter Park Village

It's easy to contact hosts and keep track of all your messages when you have a Bookabach account

Holiday rentals with weekly discounts - Winter Park Village

New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park

Zephyr Slopeside, Ski-in/out - Hot Tub - WP Resort

Ski In Out Luxury Chalet 277 I Hot Tub I Game Room I Views I Best Price I Discounted Attractions

Ski In Out Luxury Chalet 275 I Private Hot Tub I Amazing Views I Best Price I Discounted Attractions

Cozy Ski-In/Out Winter Park Studio w/ Hot Tubs!

Ski In Out Luxury Condo 4657 I Huge Hot Tub I Views I Best Price I FREE Adventures Daily

Ski-In/Ski-Out Retreat w/ Iron Horse Pool Access!

Luxury Villa 509 In Resort I Private Hot Tub I Great Views I Best Price I Discounted Attractions

New Home at Base of Winter Park Ski Resort

Ski-In/Ski-Out At IronHorse Resort 4033

Ski In Out Luxury Condo 2207 I Hot Tub I Gym I Ski Views I Best Price I Discounted Attractions

Ski In Out Luxury Condo 4474 I Huge Hot Tub I Great Views I Best Price I Discounted Attractions

Ski In Out Luxury Condo 1221 I Hot Tub I Gym I Ski Views I Best Price I Discounted Attractions

Ski In Out Luxury Condo 3406 I Huge Hot Tub I Views I Best Price I FREE Adventures Daily

The "Powder Day" of Ski Condos! Ski-in Ski-out, Great Vibe, Chef's Kitchen + EV!

Top Floor Ski-in/out Mountain Retreat - WP Resort

Top Floor Ski-In / Ski-Out 1 Bedroom Condo at the base of Winter Park Resort

Winter Park Ski in/out XXL ZML condo w/ views of ski hill, gondola, base, river

Luxury Villa, Private Hot Tub, Close to WP Resort!

Ski In Out Luxury Condo 4375 I Huge Hot Tub I Great Views I Best Price I Discounted Attractions

True Ski-In/Ski-Out XL Condo at Village Base and gondola of Winter Park Resort

Unbelievably Convenient Ski In Ski Out Winter Park Base/Gondola Mountain Retreat

Find spaces that suit your style

Peace of mind

More quality time

All the privacy of home

More for less

Explore destinations around Winter Park Village

Holiday Rental options in Winter Park Village

Winter Park Village holiday homes

Holiday rentals with weekly discounts - Winter Park Village

Image gallery for New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park

New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park

Find spaces that suit your style

Peace of mind

More quality time

All the privacy of home

More for less

Explore destinations around Winter Park Village

Holiday Rental options in Winter Park Village