These Winter Park vacation homes, condos, villas, cabins, cottages, chalets, and bed & breakfasts are presented by their owners or agents.
Please contact them directly with your inquiries. Click on the underlined descriptions below for more details and property photos.
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- Winter Park
- House (single)
- 3 bedrooms, sleeps 8
- 2.5 bathrooms
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- Weekly rates
From $1,350 to $4,000 USD
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- Winter Park
- House (single)
- 6 bedrooms, sleeps 15
- 6 bathrooms
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- Weekly rates
From $10,000 to $11,000 USD
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- Winter Park
- House (single)
- 4 bedrooms, sleeps 9-11
- 4.5 bathrooms
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- Winter Park
- House (single)
- 6 bedrooms, sleeps 12
- 6 bathrooms
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- Weekly rates
From $6,000 to $18,000 USD
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- Winter Park
- House (single)
- 7 bedrooms, sleeps 19
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- Weekly rates
From $1,800 to $3,900 USD
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- Winter Park
- Condo
- 1 bedrooms, sleeps 4-6
- 1 bathrooms
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- Weekly rates
From $200 to $4,000 USD
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- Winter Park
- Condo
- 1 bedrooms, sleeps 4-6
- 1 bathrooms
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- Weekly rates
From $200 to $4,000 USD
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- Winter Park
- Cabin
- 2 bedrooms, sleeps 4-6
- 2 bathrooms
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- Weekly rates
From $799 to $1,599 USD
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Rental Locations (Listed alphabetically by City or Town)
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City |
BR(s) |
BA(s) |
Sleeps |
Description |
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Winter Park |
1 BR |
1 BA |
4-6 |
Ski in / Ski Out - Ground Level Condo at Zepher Mountain Lodge |
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Winter Park |
1 BR |
1 BA |
4-6 |
Zephyr Mountain Lodge - Ski in / Ski Out - Ground Level Condo |
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Winter Park |
1 BR |
1 BA |
4 |
Great Location Winter & Summer - Ski or Bike to your door! |
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Winter Park |
1 BR |
1 BA |
4 |
Ski In Ski Out - Slopeside Hot Tub |
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Winter Park |
1-3 BR |
1-3 BA |
1-8 |
Crestview Place Condo - In-Town Winter Park Lodging |
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Winter Park |
1 BR |
1 BA |
4 |
Ski Lifts Only 50 Yards Away - Steps to Restaurants, Shopping |
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Winter Park |
1 bedroom p BR |
1 BA |
4-6 |
A Colorado vacation home rental, Mountain Moments is a rustic private home located on a wooded mountain lot |
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Winter Park |
2 BR |
2.5 BA |
8 |
Great Value & Quality - Ski Slope Views |
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Winter Park |
2 BR |
2 BA |
6 |
Heated Pool & Hot Tub - Sledding Hill Right Outside |
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Winter Park |
2 BR |
2 BA |
6 |
Only moments from the lifts, this unit is perfect for those wanting to hit the slopes. |
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Winter Park |
2 BR |
2 BA |
7 |
Ski In Ski Out, Great Amenities - Full Fitness Center, Ski Lockers |
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Winter Park |
2 BR |
2 BA |
10 |
Newly Built - High Quality - Gas Grill, Laundry Room |
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Winter Park |
2 BR |
2 BA |
8 |
Ski Shuttle Right Out Front - Meadow Ridge Club Facilities |
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Winter Park |
2 BR |
2 BA |
6 |
Newly Remodeled & Refurnised - 8 2-Bedrooms at this Location |
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Winter Park |
2 BR |
2 BA |
4-6 |
Beautiful Secluded Cabin on the Colorado River |
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Winter Park |
2 BR |
2 BA |
6 |
Fabulous MeadowRidge Condo with Pool, Hot Tub, Spectacular Views and Rates |
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Winter Park |
2 BR |
2 BA |
6 |
2 Huge Master Bedrooms - New Appliances in Kitchen |
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Winter Park |
2 BR |
2.5 BA |
7 |
Movies & Games Provided - Great Price/Quality Value |
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Winter Park |
2 BR |
2 BA |
7 |
Multiple Units in this Location - Great Amenities, New Unit |
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Winter Park |
2 BR |
2 BA |
6 |
Heated Pool, Hot Tubs, Steam Room - Basketball, Racquetball, & Tennis Courts |
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Winter Park |
2 BR |
3 BA |
6-7 |
Enjoy the stunning views next to the gas fireplace. |
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Winter Park |
2+loft BR |
3 BA |
8 |
Timber Ridge - nestled in a private wooded setting in the rocky mountain community of Winter Park. |
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Winter Park |
2 BR |
2 BA |
6 |
Beautiful views of the mountains throughout. |
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Winter Park |
2 BR |
1 BA |
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Fraser River is your Backyard! - Cozy Remodeled Condo |
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Winter Park |
3 BR |
2 BA |
9 |
Dog Friendly Unit - Big Screen HDTV & DVD |
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Winter Park |
3 BR |
2 BA |
8-10 |
Mimis Cabin is a charming, authentic and cozy cabin that exudes warmth and character from the moment you enter |
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Winter Park |
3 BR |
2 BA |
11 |
Multiple Units in this Location - New Construction |
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Winter Park |
3-4 BR |
3-4 BA |
6-12 |
Bear Crossing - Luxury Mountain Townhomes |
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Winter Park |
3 BR |
2.5 BA |
8 |
Perfect for 3 Couples - Magnificent Ski Area Views |
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Winter Park |
3 BR |
2.5 BA |
10 |
Perfect for 2 Couples with Singles or Kids - Nice, Newer Property |
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Winter Park |
3 BR |
2.5 BA |
10 |
hot tub / heated outdoor pool - minutes from the lifts |
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Winter Park |
3 BR |
3 BA |
7 |
Enjoy the gourmet kitchen or take in the view from the spacious loft. |
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Winter Park |
3 BR |
3 BA |
6 |
Twin Spirits is a Perfect Place to Spend Your Colorado Vacation! |
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Winter Park |
3 BR |
1.5 BA |
10 |
Club Amenities, Great Rates - Remodeled Kitchen, 1/2 mile to Downtown |
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Winter Park |
3 BR |
3 BA |
10 |
Heated outdoor pool - Only minutes from the lifts |
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Winter Park |
3 BR |
3 BA |
12 |
More Like a 4-Bedroom - Spacious High Quality Home |
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Winter Park |
3 BR |
3 BA |
6-8 |
Ponderosa at Timber Run condos represents another recently built quality condominium to join our family of Premier Properties in Winter Park. |
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Winter Park |
3 BR |
3.5 BA |
9 |
Incredible Panoramic Views - Mountain Western Style |
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Winter Park |
3 BR |
2.5 BA |
8 |
This luxurious 3 bedroom home is conveniently located just across the valley from the Zephyr Express- just 2 minutes from the lifts. |
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Winter Park |
4 BR |
3.5 BA |
8 |
2 Living Rooms with Fireplaces, HDTVs - Air Hockey Table, 3rd TV Area |
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Winter Park |
4 BR |
3 BA |
14 |
Private Hot Tub, Great Views - Home Theater & Game Room |
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Winter Park |
4 BR |
3.75 BA |
14 |
Walk to Restaurants, Shopping - Newly Built & Nicely Furnished |
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Winter Park |
4 BR |
2.75 BA |
10 |
Classic Mountain Cabin - Great for Large Groups |
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Winter Park |
4 BR |
3 BA |
14 |
This beautiful log home rests high in the pines above mountain meadows. |
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Winter Park |
4 + loft BR |
3 BA |
12 |
A very popular private vacation home in the Winter Park Colorado area |
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Winter Park |
4 BR |
4.5 BA |
9-11 |
Luxurious Arrowhead at Lakota - Winter Park Ski Resort - Fabulous Mountain Views |
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Winter Park |
4 BR |
3 BA |
12 |
Gorgeous Furnishings, Spacious Rooms - HIgh-End Materials & Appliances |
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Winter Park |
5 BR |
5 BA |
13 |
Luxurious Vacation Home - The DreamCatcher - Winter Park, Colorado |
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Winter Park |
5 BR |
3 BA |
12 |
3 separate decks - 2 separate kitchens |
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Winter Park |
6 BR |
6 BA |
12 |
The Sanctuary at Lakota - Perched dramatically to capture the Amazing Views of the Slopes of Winter Park and Mary Jane |
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Winter Park |
6 BR |
6 BA |
15 |
Breathtaking Mountain Views Await at this Luxurious SkyTop Vacation Home |
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Winter Park |
7 BR |
BA |
19 |
Rocky Mountains Home for Families and Reunions - Winter Park Large Vacation Rental |
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Winter Park |
10 BR |
7.5 BA |
27 |
Can be an 10 Bedroom, or Split into 3 Separate Units - Extra Bedrooms for TV, Games |
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Winter Park |
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Winter Park |
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