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Winter Park vacation rentals

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Holiday homes

308 properties found in Winter Park

  • Winter Park Townhome W/ Hot Tub, Ski Shuttle!

    Winter Park Townhome W/ Hot Tub, Ski Shuttle!

    221 Crosscut Dr
    The welcoming Winter Park Townhome With Hot Tub, Ski Shuttle! villa is located 3.9 km from the outdoor sports store "Colorado Adventure Park" and provides a Jacuzzi.
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  • Skiing Sanctuary

    Skiing Sanctuary

    19 Cedar Drive
    Located just around the corner from the Amaze'n Mazes, Skiing Sanctuary Winter Park villa offers a patio with a view over the mountain.
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    US$ 706 price for 1 night
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  • Bullseye Retreat

    Bullseye Retreat

    234 Lions Gate Drive
    During the stay at Bullseye Retreat Villa Winter Park, guests can indulge in a hot tub or visit the Main Street, located 4.2 km away. Located 10 minutes by car from the outdoor sports store "Colorado…
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    US$ 400 price for 1 night
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  • Mountain Home 1040 Next To Wp Resort I Private Hot Tub I Amazing Views I Activity Program

    Mountain Home 1040 Next To Wp Resort I Private Hot Tub I Amazing Views I Activity Program

    1040 Arrow Trail

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    US$ 1617 price for 1 night
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  • Bear Den

    Bear Den

    335 Lower Bear Trail
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  • 2 Mi To Winter Park Resort: Condo W/ Pool Access!

    2 Mi To Winter Park Resort: Condo W/ Pool Access!

    79114 U.S. Hwy 40 Unit B22
    Offering an indoor pool, 2 Mi To Winter Park Resort Condo With Pool Access! is located 5 minutes' walk from the Cooper Creek Square|Cooper Creek Square. This apartment features Wi-Fi throughout the…
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  • Downtown Wp Venue Loft 92 I Rooftop Hot Tub I Great Views I Activity Program

    Downtown Wp Venue Loft 92 I Rooftop Hot Tub I Great Views I Activity Program

    92 Rendezvous Way

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    US$ 568 price for 1 night
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  • Fraser Crossing Top Floor 3603

    Fraser Crossing Top Floor 3603

    670 Winter Park Dr Unit 3603, Winter Park, Co 80482

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    US$ 246 price for 1 night
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  • Newly Built Ski Condo W/ Hot Tub & Shuttle Access!

    Newly Built Ski Condo W/ Hot Tub & Shuttle Access!

    Winter Park, United States
    Situated about 900 metres from Idlewild Distillery, the welcoming 121 m² Newly Built Ski Condo With Hot Tub And Shuttle Access! Winter Park provides guests with Wi-Fi for either business or leisure.
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    US$ 543 price for 1 night
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  • Luxury Chalet 106 I Hot Tub I Great Views I Best Price I Free Adventures Daily

    Luxury Chalet 106 I Hot Tub I Great Views I Best Price I Free Adventures Daily

    106 Lookout Point
    Staying at Luxury Chalet 106 I Hot Tub I Great Views I Best Price I Free Adventures Daily Winter Park, guests can easily reach Fraser Snow Tubing, located approximately 3 km away.
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    US$ 477 price for 1 night
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  • Downtown Wp Villa 491 I Great Views I Pet Friendly I Activity Program

    Downtown Wp Villa 491 I Great Views I Pet Friendly I Activity Program

    491 Timber Lake Way
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  • Red Quill 105

    Red Quill 105

    105 Red Quill Way, Unit 105
    The 4-bedroom Red Quill 105 Villa Winter Park is located nearly a 20-minute walk from the Saint Bernard of Montjoux Catholic Church, giving access to various tourist spots nearby. The villa offers…
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    US$ 359 price for 1 night
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  • Four-Season Winter Park Condo W/ Pool Access!

    Four-Season Winter Park Condo W/ Pool Access!

    Winter Park, Co, 80482
    To enjoy your vacation in Winter Park, stay at the spacious 111 m² Four-Season Winter Park Condo With Pool Access!, which is 3.9 km from the outdoor sports store "Colorado Adventure Park" and…
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    US$ 193 price for 1 night
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  • Lakota Villa 607 Next To Wp Resort I Private Hot Tub I Amazing Views I Activity Program

    Lakota Villa 607 Next To Wp Resort I Private Hot Tub I Amazing Views I Activity Program

    607 Trailside Lane

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    US$ 676 price for 1 night
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  • Meadow Ridge Mountain Views 8 Minutes From Basecamp

    Meadow Ridge Mountain Views 8 Minutes From Basecamp

    95 Spinner Ct, Winter Park, Co 80482, Usa

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    US$ 530 price for 1 night
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  • Cozy Condo W/ Views, 3 Mi To Winter Park Resort!

    Cozy Condo W/ Views, 3 Mi To Winter Park Resort!

    186 High Country Drive
    The spacious 102 m² Cozy Condo With Views, 3 Mi To Winter Park Resort! is situated in Winter Park, only 1.6 km from Winter Park Jazz Festival, and offers spa amenities such as a hot tub.
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    US$ 118 price for 1 night
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  • Cabin Sweet Cabin

    Cabin Sweet Cabin

    101 Sawyer Cir
    During the stay at the 3-bedroom Cabin Sweet Cabin Winter Park, guests can indulge in snow skiing or visit the Winter Park Resort, located about 4 km away. Featuring a Jacuzzi, the villa is…
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    US$ 755 price for 1 night
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  • Overlook Ridge

    Overlook Ridge

    300 North Woods Place

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    US$ 2122 price for 1 night
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  • Downtown Wp Villa 206 I Private Hot Tub I Views I Activity Program

    Downtown Wp Villa 206 I Private Hot Tub I Views I Activity Program

    206 Red Quill Way

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    US$ 263 price for 1 night
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  • Fraser Crossing 3423 Ski In Ski Out Winter Park Resort

    Fraser Crossing 3423 Ski In Ski Out Winter Park Resort

    670 Winter Park Dr
    Offering guests to unwind in a hot tub, Fraser Crossing 3423 Ski In Ski Out Winter Park Resort villa is located 14 minutes' walk from Arrow Lift.
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    US$ 638 price for 1 night
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