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  1. 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 $417/night

  2. CONDOMINIUM
    Hi Country Haus 21-15

    Hi Country Haus 21-15

    Winter Park, CO

    This beautiful 3-bedroom, 2-bathroom condo is located in Hi Country Haus, within easy walking distance to all shops, restaurants and Hideaway Park in downtown Winter Park! There are queen beds in both the master and front bedroom. The additional...

    Pool

    $191 to $664/night

  3. 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...

    $391 to $989/night

  4. 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 $417/night

  5. CONDOMINIUM
    Ponderosa 6

    Ponderosa 6

    Winter Park, CO

    This 3 bedroom, 3 bathroom two level vacation condo is located in downtown Winter Park, just 3 miles from the Winter Park Resort. There is a king bed in the master bedroom, , queen bed in the second Bedroom, and 2 sets of twin bunk beds in third...

    $391 to $989/night

  6. 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

    $439 to $1004/night

  7. 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 $753/night

  8. 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

  9. 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 $1098/night

  10. 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

  11. CONDOMINIUM
    Alante Vista Unit 16

    Alante Vista Unit 16

    Winter Park, CO

    Location: Alante Vista 16; 2nd floor Bedding Configuration: Queen in the Master bedroom, Queen in the second bedroom, sofa sleeper in living area. Amenities in unit: WIFI in unit, 1-car garage, granite counter tops, slate tile flooring, a central...

    FREE CANCELLATION

    $182 to $374/night

  12. CONDOMINIUM
    Beaver Village Unit #0712

    Beaver Village Unit #0712

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** This condo is located close to the clubhouse that has a pool, hot tubs and sauna. The condominiums interior is nice and bright with light wood cabinetry in the...

    Pool Hot Tub
    FREE CANCELLATION

    $193 to $538/night

  13. 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

    $160 to $435/night

  14. CONDOMINIUM
    Beaver Village Unit #0224R

    Beaver Village Unit #0224R

    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 Winter Park condo is located on the end of the building which means additional natural light with an extra window in the living room....

    Pool Hot Tub
    FREE CANCELLATION

    $143 to $424/night

  15. CONDOMINIUM
    Beaver Village Unit #0221R

    Beaver Village Unit #0221R

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** Updated Winter Park one bedroom one bathroom condo located close to town and Winter Park Resort. New kitchen counter tops and cabinets add a sparkle to the kitchen...

    Pool Hot Tub
    FREE CANCELLATION

    $160 to $435/night

  16. CONDOMINIUM
    Beaver Village Unit #1612

    Beaver Village Unit #1612

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** This two bedroom two bathroom condominium can sleep up to 8 people! What a great value for families or a small group of friends traveling together. The master...

    Pool Hot Tub
    FREE CANCELLATION

    $220 to $549/night

  17. CONDOMINIUM
    Beaver Village Unit #0131

    Beaver Village Unit #0131

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** Gorgeous updated kitchen with stainless steal appliances, open floor plan with views if dining and living room area. Cozy mountain theme with heavy wood furnishings...

    Pool Hot Tub
    FREE CANCELLATION

    $286 to $748/night

  18. 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

    $160 to $435/night

  19. 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

    $286 to $748/night

  20. 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

    $143 to $424/night

  21. CONDOMINIUM
    Beaver Village Unit #0721

    Beaver Village Unit #0721

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** Guests just love this two bedroom two 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

    $220 to $549/night

  22. CONDOMINIUM
    Beaver Village Unit #1823

    Beaver Village Unit #1823

    Winter Park, CO

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

    Pool
    FREE CANCELLATION

    $220 to $549/night

  23. CONDOMINIUM
    Beaver Village Unit #0534

    Beaver Village Unit #0534

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** Completely remodeled two bedroom two bathroom condo located in Winter Park, CO. Vaulted ceilings open up the spaciousness of this wonderful vacation rental. Rated E...

    Pool
    FREE CANCELLATION

    $220 to $549/night

  24. 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
    FREE CANCELLATION

    $160 to $435/night

  25. CONDOMINIUM
    Beaver Village Unit #2033R

    Beaver Village Unit #2033R

    Winter Park, CO

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

    Pool
    FREE CANCELLATION

    $143 to $424/night

  26. CONDOMINIUM
    Beaver Village Unit #1622R

    Beaver Village Unit #1622R

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** Beautifully updated one bedroom condo. The kitchen has been upgraded with stainless steel appliances. Window treatments have been updated to enhance the overall...

    Pool
    FREE CANCELLATION

    $143 to $424/night

  27. 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
    FREE CANCELLATION

    $220 to $549/night

  28. 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
    FREE CANCELLATION

    $193 to $538/night

  29. 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
    FREE CANCELLATION

    $143 to $424/night

  30. CONDOMINIUM
    Beaver Village Unit #1712

    Beaver Village Unit #1712

    Winter Park, CO

    **Please note: The clubhouse pool and hot tubs will be closed from May 1 to May 18** 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...

    Pool
    FREE CANCELLATION

    $220 to $549/night