Alpine Artaffair Winter Park Vacation Rentals

Come enjoy the Alpine Artaffair in Winter Park, Colorado

Book your Alpine Artaffair vacation today - continue to enjoy the long summer!

So many vacation rentals in downtown Winter Park to be close ot the event and enjoy the weekend - choose from condos, townhomes or pet friendly rentals too!

All our rentals are close to the great outdoors and provide the perfect spot to relax and enjoy!

Enjoy local events to enjoy during your vacation.

Can't make it for ArtAffair? Check out our more 

flexible vacation options


Properties Available 147 properties available
A renovated one-bedroom vacation rental provides ample space and is situated in a tranquil setting on the third and highest floor of the building.The unit features hardwood flooring that enhances the contemporary decor and mountain lifestyle.  In the living room, guests will appreciate the comfortable furnishings, a gas fireplace, a flat scree
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Hi Country Haus Unit 2506
Condos -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (24)
Consider renting our charming two bedroom residence, which boasts excellent amenities, a generous floor plan and a wonderful neighborhood.  It is conveniently located near the vibrant downtown area of Winter Park or offers easy access to the resort and various outdoor activities via a short shuttle ride.The residence’s ground floor featu
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


45 Idlewild
Private Vacation Homes -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (11)
Enter a beautifully updated and contemporary three bedroom unit!  Situated on the ground floor of the building, this residence offers convenient access, featuring hardwood flooring throughout the primary living space.Upon entering the unit, one is greeted by a stunningly remodeled kitchen featuring modern appliances, granite countertops, woode
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Hi Country Haus Unit 1801
Condos -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (19)
An inviting vacation rental opportunity is presented in this one-bedroom condominium, accommodating up to four guests and offering convenient ski-in/ski-out access to the slopes at Winter Park Resort.The kitchen has been modernized, featuring new cabinetry, tiled countertops, and tile flooring. It is equipped with new appliances, includes two count
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Iron Horse Building D Unit 4104
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.5 (9)
Spacious 3-Bedroom Condo in Winter Park – Ideal Mountain RetreatWelcome to your perfect mountain getaway! This beautifully updated ground-floor condominiumoffers the comfort and convenience you need to make the most of your stay in Winter Park. Featuringthree spacious bedrooms and three full bathrooms, this 1,200-square-foot unit provides amp
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Silverado I Building B Unit 101
Condos -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (1)
This recently renovated 2-bedroom condo provides a cozy and updated accommodation choice in Fraser.  The spacious living room features plush sofas encircling a gas fireplace, a large flat screen TV, and access to a private balcony with views of the Winter Park Ski Resort. The unit also boasts new hardwood flooring throughout.The dining area ne
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Meadow Ridge Court 18 Unit 11
Condos -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (4)
This expansive one bedroom , two bathroom condominium is ideally situated in downtown Winter Park, providing easy access to events, dining options, and the complimentary town shuttle service. Residents can also enjoy the amenities of the Hi Country Haus Recreation Center, which features an indoor pool, hot tubs and coin-operated laundry facilities.
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Hi Country Haus Unit 1803
Condos -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (14)
Experience the ultimate mountain getaway at this expansive 4-bedroom sanctuary, offering a blend of opulence and serenity amidst the natural surroundings. Situated a short drive away from Fraser and Winter Park, guests can enjoy easy access to various amenities including shops, dining options, and top notch ski resorts such as Winter Park Ski Resor
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


273 Fallen Rock
Private Vacation Homes - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (19)
This charming, renovated kitchen features brand new stainless steel appliances complimented by sleek black tiled countertops, and elegant pine wood cabinets.The spacious living area in this inviting Fraser condominium boasts a modern flat screen HDTV mounted above the traditional wood burning fireplace, along with a DVD player and complimentary Wi-
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Meadow Ridge Court 8 Unit 6
Condos -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.3 (9)
Relax on the comfortable sofa in the living room while admiring the gas fireplace, flat screen TV with Blu-Ray, cable TV or the scenery visible through the sliding glass doors leading to the private balcony. Ventures outside to utilize the gas grill and appreciate the peaceful woods, occasional wildlife sightings and distant mountain vista that mak
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Beaver Village Unit #0723
Condos -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
Experience a getaway in the ideal mountain retreat for your upcoming mountain holiday.  This stunning retreat is situated on 40 acres, just a brief 10 minute drive from downtown Winter Park.  It is pet friendly, constructed off the grid in 1998, boasting 3,884 square feet of space, and can comfortably house up to 11 guests.The spacious la
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Miles Behind Log Cabin
Cabin -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.8 (36)
This vacation rental in Winter Park, Colorado is conveniently situated within walking distance of the town and just a few minutes away from Winter Park Resort.  This lovely 2-bedroom 2-bathroom unit at Beaver Village offers all the comforts of home and is located on the 2nd floor of the building.Visitors can take pleasure in the spacious open
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Beaver Village Unit #0823
Downtown Winter Park -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (10)

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