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  1. TOWNHOUSE
    Crescent View #42

    Crescent View #42

    Winter Park, CO

    Come on up and see what all the excitement in Winter Park and Crescent View #42 is all about! This gorgeous 3-bedroom, 3.5 bath mountain townhome has the space, privacy, views and easy access to town & the ski area that you have been looking for....

    Hot Tub
    FREE CANCELLATION

    $251 to $1004/night

  2. TOWNHOUSE
    Dreamcatcher 180

    Dreamcatcher 180

    Winter Park, CO

    Fabulous 5-BR Luxury Home in Lakota, Views. Perfect for 2 families. Sleeps up to 14 (12 in beds + 2 on air bed). This distinctive home is situated in the signature Lakota community across from the world class Winter Park ski base. This five...

    Hot Tub
    FREE CANCELLATION

    $502 to $1506/night

  3. TOWNHOUSE
    Red Quill 105

    Red Quill 105

    Winter Park, CO

    This spacious 3-level 3-bedroom, 3.5 bathroom townhome in Red Quill Village sleeps 8 in beds plus an additional 4 on the sleeper sofa and futon. Beautifully appointed with marble, granite, tile, stainless steel and other fine finishes throughout,...

    Hot Tub
    FREE CANCELLATION

    $220 to $1004/night

  4. CONDOMINIUM
    Hi Country Haus 1009

    Hi Country Haus 1009

    Winter Park, CO

    Nestled in the the pines in a downtown Winter Park location, this warm, charming, inviting and newly renovated (summer 2016) 1-bedroom, 1 bath condo is the perfect mountain retreat. With enough room to comfortably accommodate 4 guests, this condo is...

    Pool Hot Tub
    FREE CANCELLATION

    $82 to $377/night

  5. CONDOMINIUM
    Trademark 3-4

    Trademark 3-4

    Winter Park, CO

    This luxury 3-bedroom, 3 bath, one-level condo is located in Trademark, Winter Park's most prestigious neighborhood. Because it is an end unit, Trademark 3-4 offers spectacular views and privacy. This very private top floor unit looks directly out...

    Hot Tub
    FREE CANCELLATION

    $251 to $1130/night

  6. CONDOMINIUM
    Iron Horse Resort 3084

    Iron Horse Resort 3084

    Winter Park, CO

    Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot room with a gas fireplace, full kitchen and private balcony. This room offers a queen size murphy bed, double sofa sleeper (Not recommended for...

    Pool

    $161 to $326/night

  7. TOWNHOUSE
    Elk Trail Townhome

    Elk Trail Townhome

    Winter Park, CO

    This stunning 3 bedroom townhome is located in one of the elite Winter Park neighborhoods with mature trees including colorful Aspens, quiet roads, mountain views and only 1 mile to downtown Winter Park.  As you pull up to this home you’ll notice...

    Hot Tub
    FREE CANCELLATION

    $293 to $656/night

  8. CONDOMINIUM
    Telemark 572

    Telemark 572

    Winter Park, CO

    This newer townhome in downtown Winter Park was renovated in 2016. Telemark is located within walking distance to virtually all the restaurants, boutiques, ski shops and bars in town. It is situated behind Hernando's Pizza (most popular restaurant...

    Hot Tub
    FREE CANCELLATION

    $220 to $621/night

  9. CONDOMINIUM
    Vasquez Run B201

    Vasquez Run B201

    Winter Park, CO

    Imagine yourself in this beautiful 2.5+ bedroom, 3 bathroom condo that backs to Arapahoe National Forest and miles of hiking, biking, cross-country skiing, and snowmobile trails! Yet is minutes from downtown Winter Park to enjoy concerts and events,...

    $205 to $520/night

  10. CONDOMINIUM
    Iron Horse Resort 5064

    Iron Horse Resort 5064

    Winter Park, CO

    Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot room with a gas fireplace, full kitchen and private balcony. This room offers a queen size murphy bed, double sofa sleeper (Not recommended for...

    Pool

    $161 to $326/night

  11. CONDOMINIUM
    Ponderosa Penthouse

    Ponderosa Penthouse

    Winter Park, CO

    This magnificent 3 bedroom plus loft area / 3.5 bathroom Penthouse is located at the Ponderosa Trail Condominiums, in beautiful Winter Park, Colorado. This unit has a beautiful kitchen with all stainless steel appliances. There are 3 private decks...

    $339 to $935/night

  12. TOWNHOUSE
    Antlers At Lakota 406

    Antlers At Lakota 406

    Winter Park, CO

    Location: Antlers at Lakota 406; Ground floor, tri-level unit. Bedding Configuration: King in the Master suite, Queen in the second bedroom, Twin bunks with a Twin trundle in the third bedroom, and sofa sleeper. Amenities in unit: Free Wi-Fi access,...

    Hot Tub
    FREE CANCELLATION

    $330 to $1100/night

  13. TOWNHOUSE
    Red Quill Village 206

    Red Quill Village 206

    Winter Park, CO

    This 3 bedroom, 3.5 Bathroom townhome is located at Red Quill Village in the heart of downtown Winter Park. Gather with friends and family in the large living and dining area or take the party outside to your very own private hot tub! There are two...

    Hot Tub

    $331 to $970/night

  14. CONDOMINIUM
    Hi Country Haus Unit 1805

    Hi Country Haus Unit 1805

    Winter Park, CO

    This premium 3 bedroom, Hi Country Haus unit encompasses 1,023 square feet all on one floor, with a second level entry from the parking lot. The Fraser River sits at the backside of the unit and can be enjoyed from the private deck. In the living...

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $495/night

  15. TOWNHOUSE
    Kings Crossing Townhome 6

    Kings Crossing Townhome 6

    Winter Park, CO

    Location: King's Crossing Townhome 6; Bi-level unit. Bedding Configuration: King in the Master bedroom, Queen in the second bedroom, Queen in the third bedroom, sofa sleeper in living area. Amenities in unit: Free Wi-Fi access, indoor hot tub,...

    Hot Tub
    FREE CANCELLATION

    $182 to $495/night

  16. CONDOMINIUM
    Beaver Village Unit #1112

    Beaver Village Unit #1112

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** Contemporary furnishings, decor and accessories take you back to the 60's and 70's but with a modern touch from today. Fun details throughout the condo maintain the...

    Pool Hot Tub
    FREE CANCELLATION

    $162 to $457/night

  17. CONDOMINIUM
    Hi Country Haus Unit 2201

    Hi Country Haus Unit 2201

    Winter Park, CO

    This ski Winter Park condo rental is an end corner unit is on the ground floor offering 1, 060 square feet of living space and many extras that other units do not have. This is a no pets allowed and non-smoking unit. The main living room has...

    Pool Hot Tub
    FREE CANCELLATION

    $153 to $440/night

  18. CONDOMINIUM
    Beaver Village Unit #1734R

    Beaver Village Unit #1734R

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** Beautifully updated Winter Park one bedroom condo has all that you need for your vacation. Full kitchen complete with cookware, dining room for eating and large...

    Pool Hot Tub
    FREE CANCELLATION

    $118 to $303/night

  19. CONDOMINIUM
    Beaver Village Unit #0623R

    Beaver Village Unit #0623R

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** You will have everything you need in this one bedroom one bath condo close to The Winter Park Resort. The kitchen is fully equipped with cooking utensils, coffee...

    Pool Hot Tub
    FREE CANCELLATION

    $118 to $303/night

  20. CONDOMINIUM
    Beaver Village Unit #0934

    Beaver Village Unit #0934

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** This modern two bedroom two bathroom Winter Park condo is over the top! Visitors will love all of the built in cabinets located throughout this vacation rental....

    Pool Hot Tub
    FREE CANCELLATION

    $151 to $389/night

  21. CONDOMINIUM
    Beaver Village Unit #1713

    Beaver Village Unit #1713

    Winter Park, CO

    This classic Winter Park two bedroom condo has all that you need for your vacation. Full kitchen complete with cookware, dining room for eating and large living space with fireplace. Master bedroom features a queen bed, the second bedroom has two...

    Pool Hot Tub
    FREE CANCELLATION

    $140 to $356/night

  22. CONDOMINIUM
    Beaver Village Unit #1823R

    Beaver Village Unit #1823R

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** This updated one bedroom one bathroom condo in Winter Park exemplifies our Colorado mountain setting. Visitors will enjoy the bright and airy living space with...

    Pool Hot Tub
    FREE CANCELLATION

    $129 to $347/night

  23. CONDOMINIUM
    Beaver Village Unit #0724

    Beaver Village Unit #0724

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** This Winter Park condo is ideal for families! Extra bedding can be found in the master bedroom with a two twin beds and a twin bunk bed. Oh so much space! The...

    Pool Hot Tub
    FREE CANCELLATION

    $140 to $356/night

  24. CONDOMINIUM
    Beaver Village Unit #1932

    Beaver Village Unit #1932

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** This two bedroom Winter Park condo has all that you need for your vacation. Full kitchen complete with cookware, dining room for eating and large living space with...

    Pool Hot Tub
    FREE CANCELLATION

    $140 to $356/night

  25. CONDOMINIUM
    Beaver Village Unit #1123R

    Beaver Village Unit #1123R

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** This one bedroom one bathroom condo located in Winter Park Colorado has a distinct lodge feel! Rich wood furnishings and a plush living room couch create a warm...

    Pool Hot Tub
    FREE CANCELLATION

    $129 to $347/night

  26. CONDOMINIUM
    Beaver Village Unit #0721R

    Beaver Village Unit #0721R

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** Guests just love this one bedroom one bathroom condo rated 5 stars on Trip Advisor! This Winter Park condo has it all with a complete remodel and new furnishings....

    Pool Hot Tub
    FREE CANCELLATION

    $129 to $347/night

  27. TOWNHOUSE
    Hideaway Village Ladora 3

    Hideaway Village Ladora 3

    Winter Park, CO

    The open floor plan on the main level has the living room with comfortable mountain themed furnishings, flat screen TV, DVD, free in unit Wi-Fi access, wood burning fireplace and queen sofa sleeper. A total of 930 square feet of living space is in...

    FREE CANCELLATION

    $121 to $286/night

  28. CONDOMINIUM
    Timber Run Vista Unit 103

    Timber Run Vista Unit 103

    Winter Park, CO

    This studio unit offers 405 square feet of living space and is a non smoking and has a no pet policy. Please also note that the Vista building does not permit smoking outside of the building within 15 feet. The living room has a wood burning...

    Hot Tub
    FREE CANCELLATION

    $94 to $226/night

  29. CONDOMINIUM
    Timber Run Vista Unit 207

    Timber Run Vista Unit 207

    Winter Park, CO

    A corner end unit with 589 square feet of living space on the second floor of the building has been designated as non smoking and has a no pet policy. Please also note that the Vista building prohibits outside smoking within 15 feet of the...

    FREE CANCELLATION

    $105 to $264/night

  30. CONDOMINIUM
    Beaver Village Unit #0811

    Beaver Village Unit #0811

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** This recently remodeled exceptional vacation rental is a a real crowd-pleaser! When you walk in the front door of this beautifully decorated condominium, you will...

    Pool Hot Tub
    FREE CANCELLATION

    $151 to $389/night