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Condos and Vacation Rentals in Winter Park, CO

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    All 651 Rentals in Winter Park
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    Travelers to Winter Park are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    $129
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    1 / 21
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    $219
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    $229
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    6 Bedrooms / 3 Bathrooms / Sleeps 14
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    $79
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    Studio / 1 Bathroom / Sleeps 4
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    About this property
    This studio condo rental is located at SnowBlaze in downtown Winter Park, just 2 miles from the Winter Park Resort. Queen murphy bed and a queen sofa sleeper. When staying at Snowblaze, you will have access to the clubhouse; it has an indoor pool, hot tub, game room, athletic equipment, and laundry... View all property information
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    Location Information
    Winter Park, Grand County 80482
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    $175
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    1 / 24
    4.5 of 5 stars (11) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this July, August or September. This stunning end-unit townhome is located in Downtown Winter Park but has the unique bonus of being surrounded by open space. You'll feel totally spoiled as you sink into... View all property information
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    Location Information
    Winter Park, Grand County 80482
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    $359
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    1 / 22
    3 Bedrooms / 3 Bathrooms / Sleeps 9
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    Amenities & Details
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
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    About this property
    Enjoy this three level, vacation town home at Lakota in Winter Park, Colorado. Antlers @ Lakota is just across the highway from the Winter Park Ski Resort! Views to match the location! This is a 3 bedroom, 2.5 bath town home with a single car garage. There is a king bed in the master, queen in the... View all property information
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    Location Information
    Winter Park, Grand County 80482
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    $79
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    1 / 8
    Studio / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This studio condo rental is located at SnowBlaze in downtown Winter Park, just 2 miles from the Winter Park Resort. Queen murphy bed and a queen sofa sleeper. When staying at Snowblaze, you will have access to the clubhouse; it has an indoor pool, hot tub, game room, athletic equipment, and laundry... View all property information
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    Location Information
    Winter Park, Grand County 80482
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    $617
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    1 / 19
    3 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Fireplace
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This magnificent 3 bedroom / 3 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 offering splendid Mountain views. This beautiful penthouse offers 4... View all property information
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    Location Information
    Winter Park, Grand County 80482
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    $79
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    1 / 8
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Fireplace
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    BEDS: Queen in Master and Queen Sofa Sleeper in the Living Room; UNIT FEATURES: 32 Inch Flat Screen TV with DVD/VCR player in Living Room, Wood Fireplace, and Fully Equipped Kitchen. This 1 bedroom, 1.5 bathroom vacation rental is located in downtown Winter Park, Colorado. There is a shared deck... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $165
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    1 / 25
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Property Description: This rare & well appointed condo sits on the second level of the Founders Pointe building with direct slope views from a private balcony. With... View all property information
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    Location Information
    Winter Park, Grand County 80482
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    $275
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    1 / 15
    5 of 5 stars (2) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Even if you don't ski, board or hike, enjoy spectacular views of Winter Park ski slopes and the continental divide from the third floor great room. Gather around the kitchen island or large dining room table to enjoy time with family and friends while cooking, eating, or playing games. Relax... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $115
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    1 / 16
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this July, August or September. DESCRIPTION: This newly-constructed, spacious one-bedroom condo is the perfect spot for friends and families looking to stay in central downtown Winter Park. At Trailhead... View all property information
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    Location Information
    Winter Park, Grand County 80482
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    $180
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    1 / 20
    4.5 of 5 stars (3) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Friends and family will love sharing the stories of the day in this unique, two bedroom condo at Zephyr Slopeside. Enjoy the rare floor plan that provides an oversized... View all property information
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    Location Information
    Winter Park, Grand County 80482
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    $249
    / Night
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    1 / 31
    5 of 5 stars (4) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Gym
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Property Description: You'll love the convenience and space provided by this large three bedroom remodeled Zephyr condo. With an ideal set up for couples and small... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $190
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    1 / 4
    4.5 of 5 stars (13) Very good
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (13) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this July, August or September. Property Description: Location & comfort rate high in this high-end townhome. You'll be within easy walking distance to cafes, restaurants, and shops, and just two miles... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $190
    / Night
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    1 / 28
    4.5 of 5 stars (14) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (14) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this July, August or September. DESCRIPTION: Choose your headquarters for an adventurous mountain vacation at a spacious, centrally-located, tri-level town home with a charming lake to view from the deck.... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $120
    / Night
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    1 / 21
    4 of 5 stars (2) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Description: Enjoy all the cozy comforts of home in this inviting, 1 bedroom Zephyr Riverside condo. Start the day with a hearty, home cooked breakfast while you gaze... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $180
    / Night
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    1 / 26
    5 of 5 stars (16) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (16) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Property Description: The direct slope views offered by this top-floor condo in Fraser Crossing are among of the best in the building. Vaulted ceilings open up this... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $115
    / Night
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    1 / 20
    4.5 of 5 stars (2) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Property Description: After a day skiing America's finest powder, you'll love the easy two minute walk back to this modern Fraser Crossing condo...not to mention the... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $145
    / Night
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    1 / 22
    4.5 of 5 stars (28) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (28) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Gym
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. If you're looking for the ultimate ski-in/ski-out condo in Winter Park, you've just hit the jackpot. Zephyr Mountain Lodge #1215 is located on the ground floor of the... View all property information
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    Location Information
    Winter Park, Grand County 80482
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    From
    $259
    / Night
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    1 / 28
    5 of 5 stars (10) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (10) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Relax in this spacious, modern loft in the heart of the action at Winter Park Resort Base Village. High-end from top to bottom, you'll love sinking into the plush... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $220
    / Night
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    1 / 23
    4.5 of 5 stars (5) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 13
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. This spacious townhome in Old Town is the perfect spot for comfort and convenience. Bay windows, vaulted ceilings and skylights maximize the natural light and open... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $340
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    1 / 23
    5 of 5 stars (5) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Description: First Tracks can be yours! This Zephyr condo sits right at the base of the Zephyr lift. Scope out the best runs while sipping your coffee, pick up your... View all property information
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    Winter Park, Grand County 80482
    From
    $123
    / Night
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    1 / 11
    4.5 of 5 stars (4) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Property Description: This condo's carefully measured mix of comfort & convenience provides the perfect recipe for your home away from home. Kick back, relax and enjoy the spacious feel of this beautifully furnished & recently remodeled condo in Downtown Winter Park. *PLEASE NOTE: The Community... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $209
    / Night
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    1 / 20
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this July, August or September. Property Description: Located above downtown Winter Park, the Bear Crossing Townhome has everything you want for an unforgettable mountain getaway. Boasting two living... View all property information
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    Location Information
    Winter Park, Grand County 80482
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    $110
    / Night
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    1 / 18
    4.5 of 5 stars (47) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (47) Make Inquiry
    Amenities & Details
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this July, August or September. Trailhead Lodges is the newest condominium complex in downtown Winter Park. Built in 2010, everything feels brand-new, and the location cannot be beat if you're looking to... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $180
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    1 / 29
    4.5 of 5 stars (15) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (15) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Property Description: Prepare to be blown away by the gorgeous views of the mountains, slopes & village from this family friendly, front corner unit. A mere two minute... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $209
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    1 / 33
    5 of 5 stars (1) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this July, August or September. Description: Enjoy beautiful, high end mountain furnishings and amenities when you stay at this three-story townhome overlooking Downtown Winter Park. Large picture windows... View all property information
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    Winter Park, Grand County 80482
    From
    $100
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    1 / 6
    4.5 of 5 stars (7) Very good
    Studio / 1 Bathroom / Sleeps 4
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Property Description: Stay in this rare oversized studio that walks right out to the amenity deck at Founders Pointe. Enjoy added décor making this a homey spot to relax after a day on the slopes. And, it's so easy to walk to the slopes, village shops and restaurants...and the hot tubs, outdoor... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $399
    / Night
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    1 / 44
    5 Bedrooms / 5 Bathrooms / Sleeps 19
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this July, August or September. DESCRIPTION: Timber Ridge Lodge isn't just a gem in the rough. It's the crown jewel in the rough. Prepare to be wowed. Exquisitely designed and decorated, an expansively... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $399
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    1 / 29
    4.5 of 5 stars (20) Very good
    4 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Reviews (20) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Property Description: Welcome to your Rocky Mountain dream home! For those who appreciate the ultimate in décor, location, and amenities, this elegant home at Winter... View all property information
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    Location Information
    Winter Park, Grand County 80482
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    $225
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    4.5 of 5 stars (12) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (12) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September.. DESCRIPTION: Stay at the Zephyr Mountain Lodge for the ultimate in convenience. Choose Zephyr #2307 for even more luxury, slope views and unbeatable guest services.... View all property information
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    Winter Park, Grand County 80482
    From
    $380
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    4.5 of 5 stars (25) Very good
    4 Bedrooms / 5 Bathrooms / Sleeps 13
    Overview Reviews (25) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Property Description: You'll never want to leave the unbelievable comfort that this incredible townhome has to offer: vaulted ceilings, double-sided fireplaces, plush... View all property information
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    Winter Park, Grand County 80482
    From
    $145
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    4.5 of 5 stars (9) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (9) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this July, August or September. On-the-park at Trailhead Lodges is the most in-demand location in downtown Winter Park, and you will understand why as soon as you cross the threshold of this gorgeous... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $229
    / Night
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    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this July, August or September. Property Description: Finally a town home that sleeps 10 and also 'soaks' 10. This large Sawmill Station town home in the heart of downtown Winter Park has four bedrooms... View all property information
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    Winter Park, Grand County 80482
    From
    $379
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    1 / 34
    4.5 of 5 stars (21) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (21) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Property Description: You are invited to come and envelope yourself in all the comforts of home with the added benefits of pampered extravagance. This luxurious home... View all property information
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    Winter Park, Grand County 80482
    From
    $115
    / Night
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    4.5 of 5 stars (2) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Property Description: Enjoy one of the only one bedrooms at Founders Pointe that allows you to walk right out from your condo to the oversized hot tub, large outdoor fireplace, and shared grill and sitting area. Plus, you are one floor up from your vehicle - just walk down the stairs out your front... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $131
    / Night
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    4.5 of 5 stars (54) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (54) Make Inquiry
    Amenities & Details
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. If you are looking for easy access to Winter Park Resort, without the sky high rates of base area lodging, your going to love our condo in Old Town Winter Park.... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $458
    / Night
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    1 / 38
    5 of 5 stars (3) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 17
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Summer Special** Save 20% on our summer stay if you book by April 30th, 2015. 3 Night minimum stay required. Property Description: While perched at the crown of a pine clad hilltop that revels in the Winter Park panorama, you'll enjoy what we consider one of the very best decorated homes in all... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $439
    / Night
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    4 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Property Description: Welcome to the crème de la crème of the Base Camp townhomes. This luxurious home was custom built by the developer and was his personal home for... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $175
    / Night
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    1 / 26
    5 of 5 stars (22) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (22) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this July, August or September. Convenience and comfort come in one neat package at Trailhead Lodge 723. This trendy, 3 bedroom condo overlooks the popular downtown Hideaway Park, where guests can enjoy a... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $180
    / Night
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    4.5 of 5 stars (4) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Property Description: This charming two-bedroom condo is full of special touches and unique, shabby chic furnishings that set it apart from the rest. Designed to be... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $120
    / Night
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    4.5 of 5 stars (20) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (20) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Description: Mountain meets modern in this great ski in/ski out condo with slopeside views. These owners clearly know what skiers want and have carefully furnished the... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $90
    / Night
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    4.5 of 5 stars (35) Very good
    Studio / 1 Bathroom / Sleeps 4
    Overview Reviews (35) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Property Description: This quaint, yet spacious, studio is perfect for a small family, couple or a few friends wanting to be on the doorstep of the restaurants, shops... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $220
    / Night
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September Property Description: This sophisticated Old Town loft has a deliciously hip, and urban vibe throughout. Situated just off of Winter Park Drive in Old Town, this... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $199
    / Night
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    1 / 20
    5 of 5 stars (5) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. DESCRIPTION: Convenience & comfort go hand in hand in this cozy, two-bedroom condo at Zephyr Riverside. You'll love being able to throw on your boots & be zipping up... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $165
    / Night
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    1 / 24
    5 of 5 stars (11) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (11) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Click Here For Interactive Floor Plan With PhotosProperty Description: Enjoy the cozy mountain decor & modern amenities of this perfectly located condo in one of... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $90
    / Night
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    1 / 9
    4 of 5 stars (6) Very good
    Studio / 1 Bathroom / Sleeps 4
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Property Description: This extra large studio sits steps from the Village at Winter Park Resort and a two minute walk to the lifts. Take a relaxing soak in the huge... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $190
    / Night
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    4.5 of 5 stars (27) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (27) Make Inquiry
    Amenities & Details
    • Dryer
    • Fireplace
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. A modern and spacious retreat for family and friends, including your favorite furry friend, Trademark #70 is a pet-friendly town house located just 1/3 mile from the... View all property information
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    Location Information
    Winter Park, Grand County 80482
    From
    $90
    / Night
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    Studio / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **Special Offer** Book your Winter Park getaway before May 31st to save 20% on 3+ night stays this June, July, August or September. Property Description: This spacious studio with vaulted ceilings and fabulous views of Mary Jane is calling your name. With absolutely everything you need, why stay... View all property information
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    Location Information
    Winter Park, Grand County 80482