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  1. 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

    $129 to $374/night

  2. TOWNHOUSE
    Kings Crossing Townhome 4

    Kings Crossing Townhome 4

    Winter Park, CO

    Location: King's Crossing Townhome 4; Bi-level unit. Bedding Configuration: Queen in the Master bedroom, 2 twins in the second bedroom, Queen in the third bedroom, sofa sleeper in living area. Amenities in unit: Free Wi-Fi access, washer, dryer...

    Hot Tub
    FREE CANCELLATION

    $182 to $660/night

  3. CONDOMINIUM
    Hi Country Haus Unit 2506

    Hi Country Haus Unit 2506

    Winter Park, CO

    A 1 bedroom vacation rental with 629 square feet, this unit is spacious, comfortable and on the third and top floor of the building. The living room has a gas fireplace, flat screen HDTV, with VCR/DVD, stereo, free in unit Wi-Fi access, a queen...

    Pool Hot Tub
    FREE CANCELLATION

    $99 to $352/night

  4. CONDOMINIUM
    Hi Country Haus 1903

    Hi Country Haus 1903

    Winter Park, CO

    This wonderfully remodeled 2 bedroom Hi Country Haus unit encompasses 960 square feet all on one floor and the Fraser River sits at the backside of the unit and can be enjoyed from the private deck. In the living room a flat screen TV with DVD...

    Pool Hot Tub
    FREE CANCELLATION

    $132 to $435/night

  5. 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

    $118 to $330/night

  6. CONDOMINIUM
    Hi Country Haus- 10-18

    Hi Country Haus- 10-18

    Winter Park, CO

    2 BR 2 Bath Condo - sleeps up to 6Hi Country Haus - 10-18 - a SkyRun Winter Park Property Welcome to Hi Country Haus, the perfect summer or winter getaway for Grand county in the Fraser Valley. The unit comfortably sleeps 5 and is a short walk to...

    Pool Hot Tub Pets OK

    $486 to $825/night

  7. TOWNHOUSE
    104 Willows Way

    104 Willows Way

    Winter Park, CO

    3 BR 3 Full 1 Half Bath Townhome - sleeps up to 7104 Willows Way - a SkyRun Winter Park Property Willows Way building is centrally located in downtown Winter Park town a few steps off of Main St. Bring the family and enjoy this Downtown Winter...

    $493 to $1,107/night

  8. TOWNHOUSE
    102 Willows Way

    102 Willows Way

    Winter Park , CO

    3 BR 3 Full 1 Half Bath Townhome - sleeps up to 8102 Willows Way - a SkyRun Winter Park Property Beautiful 3 bedroom, 3.5 bath townhouse in the heart of downtown Winter Park. Quiet location just steps off of main street and an easy walk to...

    $493 to $1,107/night

  9. TOWNHOUSE
    Antler Townhouse

    Antler Townhouse

    Winter Park, CO

    Take in views of the ski slopes at this 3BR/3.5BA townhome, located at the Antlers at Lakota -- Winter Park’s newest developement. Your rental is located across the street from the ski resort, with easy access to the base area and downtown. Feel...

    Hot Tub
    FREE CANCELLATION

    $236 to $1,165/night

  10. 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 $330/night

  11. 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 Hot Tub
    FREE CANCELLATION

    $118 to $330/night

  12. CONDOMINIUM
    Snowblaze Condos Building E unit 107

    Snowblaze Condos Building E unit 107

    Winter Park, CO

    Be in the heart of downtown Winter Park in this studio condominium located at Snowblaze Condos and Athletic Club. Bedding: Queen Murphy Bed, Bunk Bed, sleeps 4 - with 3 separate beds - perfect for a small family of 4 or 3 singles on a budget. This...

    Pool Hot Tub
    FREE CANCELLATION

    $105 to $319/night

  13. CONDOMINIUM
    Beaver Village Unit #0412

    Beaver Village Unit #0412

    Winter Park, CO

    This wonderfully remodeled and decorated two bedroom two bathroom condo located in Winter Park CO. Updated kitchen with light counter tops, new hardwood flooring and wood cabinets. Everything that you could want for your Colorado vacation is in this...

    Pool Hot Tub
    FREE CANCELLATION

    $151 to $457/night

  14. 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 $644/night

  15. CONDOMINIUM
    Iron Horse

    Iron Horse

    Winter Park, CO

    One room with 1 Bath Studio - sleeps up to 4Iron Horse - a SkyRun Winter Park Property The Iron Horse building is located at the base of the mountain between Winter Park and Mary Jane ski areas. This unit is on the 4th floor and 1 floor up on the...

    Pool Hot Tub

    $416 to $660/night

  16. 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,...

    $144 to $350/night

  17. CONDOMINIUM
    Hi Country Haus Unit 403

    Hi Country Haus Unit 403

    Winter Park, CO

    Listen to the creek from this cute, first floor 1 bedroom, 1 bath with kitchen. Queen in master and sofa sleeper. In room wi-fi private to the condo. No phone. Wood burning fireplace. Amenities in unit: Free Wi-Fi access, views of Vasquez Creek,...

    Pool Hot Tub
    FREE CANCELLATION

    $99 to $314/night

  18. TOWNHOUSE
    Timber Ridge Building B, Unit 2

    Timber Ridge Building B, Unit 2

    Winter Park, CO

    Location: Timber Ridge 2D; Tri-level. Bedding Configuration: Queen in the Master bedroom is the loft area, Queen bed in the second bedroom, Queen in the third bedroom. Amenities in unit: Free Wi-Fi access, flat screen TV, stack washer/dryer, small...

    FREE CANCELLATION

    $154 to $402/night

  19. 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...

    $246 to $821/night

  20. 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 $457/night

  21. 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 Hot Tub
    FREE CANCELLATION

    $151 to $457/night

  22. CONDOMINIUM
    Iron Horse Building H Unit 2408

    Iron Horse Building H Unit 2408

    Winter Park, CO

    Take advantage of being slope side in this exceptional 2 bedroom plus, 3 bath condominium at the Iron Horse Resort. Location: Iron Horse Resort; Ground floor. Bedding Configuration: Queen in the Master bedroom, Queen in the second bedroom, and...

    Pool Hot Tub
    FREE CANCELLATION

    $286 to $765/night

  23. 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 $402/night

  24. 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

    $151 to $457/night

  25. 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 $374/night

  26. 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

    $140 to $424/night

  27. CONDOMINIUM
    Snowblaze A14

    Snowblaze A14

    Winter Park, CO

    2 BR 2 Bath Condo - sleeps up to 6Snowblaze A14 - a SkyRun Winter Park Property This 2 bedroom is located in the heart of downtown Winter Park was just beautifully renovated and offers prime location and fantastic amenities. Stay here and...

    Pool

    $485 to $855/night

  28. 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

    $123 to $411/night

  29. 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 $385/night

  30. CONDOMINIUM
    Crestview Place Unit 510

    Crestview Place Unit 510

    Winter Park, CO

    On the 5th floor of the building, this 2 bedroom 2 bathroom unit is wheelchair accessible with 1,200 square feet of living space and has wonderful mountain views from the living room. The main entrance has a coat closet and view of the open living...

    Pool Hot Tub
    FREE CANCELLATION

    $138 to $363/night