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Winter Park - 14 Private Vacation Homes to Choose From

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Village View, Townhouse | Fireplace at Parry Peak Lofts (Premium-Rated Condo 106)

115 Parry Peak Way, Winter Park, USA - See map

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Luxury in Downtown Winter Park

709 Red Quill Way, Winter Park, USA - See map

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Bear Trail 3 Bedroom Townhouse by Redawning

950 Bear Trail, Winter Park, USA - See map

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102 Willows Way 3 Bedroom Townhouse by Redawning

102 Willows Way, Winter Park, USA - See map

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Base Camp At Iron Horse 4 Bedroom Townhouse by Redawning

454 Iron Horse Way, Winter Park, USA - See map

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Dreamcatcher At Lakota 5 Bedroom Home by Redawning

180 Dreamcatcher S, Winter Park, USA - See map

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Arrow #288 - 3 Br Townhouse

288 Lions Gate Dr., Winter Park, USA - See map

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Eagle Wind Lodge 5 Bedroom Holiday Home by Winter Park Lodging Company

840 Elk Trail, Winter Park, USA - See map

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Clover At Slopeside Village 3 Bedroom Townhouse by Redawning

106 Kinney Way, Winter Park, USA - See map

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Lakota Antlers 200 5 Bedroom Holiday Home by Winter Park Lodging Company

200 Antler Way, Winter Park, USA - See map

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Fraser Crossing/Founders Pointe, Condo , 2 Bedroom (Premium Unit 4185)

580 Winter Park Drive, Winter Park, USA - See map

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Willows Way 106 3 Bedroom Townhouse by Redawning

106 Willows Way, Winter Park, USA - See map

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Fraser Crossing/Founders Pointe, Condo , 2 bedroom (Premium-Rated Condo 3506)

580 Winter Park Drive, Winter Park, USA - See map

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Silversnow 476 3 Bedroom Townhouse by Redawning

476 Kings Crossing Rd, Winter Park, USA - See map

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Top Picks for Private Vacation Homes in Winter Park

Try one of these popular top-rated private vacation homes in Winter Park

Lakota Antlers 200 5 Bedroom Holiday Home by Winter Park Lodging Company

Winter Park, US

With a stay at this vacation home in Winter Park, you'll be within a 10-minute drive of Winter Park Ski Resort and Moffat Tunnel West Portal. This 4-star vacation home is 0.7 mi (1.2 km) from Amaze'n Maze Winter Park and 0.8 mi (1.2 km) from The Fraser River Trail. Make yourself comfortable in this vacation home, featuring a kitchen with a refrigerator and a microwave. null

Bear Trail 3 Bedroom Townhouse by Redawning

Winter Park, US

With a stay at this vacation home in Winter Park (Bear Crossing), you'll be within a 15-minute drive of Winter Park Ski Resort and Blue Sky Massage. This family-friendly vacation home is 1.3 mi (2 km) from Bella Vita and 1.4 mi (2.2 km) from Winter Park Visitor Center. Make yourself comfortable in this vacation home, which features a fireplace. A kitchen is outfitted with a refrigerator and a microwave. Complimentary wireless Internet access is available to keep you connected. Conveniences include a coffee/tea maker and an iron/ironing board. Free self parking is available onsite.

Clover At Slopeside Village 3 Bedroom Townhouse by Redawning

Winter Park, US

With a stay at this vacation home in Winter Park (Old Town Winter Park), you'll be within a 5-minute drive of Winter Park Ski Resort and Moffat Tunnel West Portal. This family-friendly vacation home is 0.5 mi (0.9 km) from Amaze'n Maze Winter Park and 0.6 mi (0.9 km) from The Fraser River Trail. Make yourself comfortable in this vacation home, which features a fireplace. A kitchen is outfitted with a refrigerator, an oven, and a microwave. Complimentary wireless Internet access keeps you connected, and a DVD player is provided for your entertainment. Free self parking is available onsite.

102 Willows Way 3 Bedroom Townhouse by Redawning

Winter Park, US

With a stay at this vacation home in Winter Park, you'll be next to a golf course, within a 10-minute drive of Winter Park Ski Resort and Body Kneads Massage and Pilates. This family-friendly vacation home is 0.4 mi (0.7 km) from Winter Park Visitor Center and 0.5 mi (0.9 km) from Bella Vita. Make yourself comfortable in this vacation home, which features a fireplace. A kitchen is outfitted with a refrigerator, an oven, and a microwave. Complimentary wireless Internet access is available to keep you connected. Conveniences include a coffee/tea maker and a dryer. Free self parking is available onsite.

Silversnow 476 3 Bedroom Townhouse by Redawning

Winter Park, US

With a stay at this vacation home in Winter Park, you'll be next to a golf course, within a 15-minute drive of Winter Park Ski Resort and Blue Sky Massage. This golf vacation home is 0.9 mi (1.5 km) from Bella Vita and 1 mi (1.7 km) from Winter Park Visitor Center. Make yourself comfortable in this vacation home, which features a fireplace and a Smart TV. A kitchen is outfitted with a refrigerator, an oven, and a microwave. Complimentary wireless Internet access is available to keep you connected. Free self parking is available onsite.

Luxury in Downtown Winter Park

Winter Park, US

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3 Guest reviews

With a stay at this vacation home in Winter Park, you'll be near ski lifts, within a 10-minute drive of Winter Park Ski Resort and Body Kneads Massage and Pilates. This 4.5-star vacation home is 0.5 mi (0.8 km) from Winter Park Visitor Center and 0.6 mi (1 km) from Bella Vita. Treat yourself to a stay in this individually decorated vacation home, which features a fireplace and an LED TV. A kitchen is outfitted with a full-sized refrigerator/freezer, an oven, and a stovetop. A flat-screen television with cable programming provides entertainment, while complimentary wireless Internet access keeps you connected. Conveniences include a microwave and a coffee/tea maker. Guests may use a roundtrip airport shuttle for a surcharge, and free self parking is available onsite.

Eagle Wind Lodge 5 Bedroom Holiday Home by Winter Park Lodging Company

Winter Park, US

With a stay at this vacation home in Winter Park, you'll be within a 15-minute drive of Winter Park Ski Resort and Blue Sky Massage. This 4-star vacation home is 0.9 mi (1.5 km) from Bella Vita and 1.1 mi (1.7 km) from Winter Park Visitor Center. Make yourself comfortable in this vacation home, featuring a kitchen with a refrigerator and a stovetop. Conveniences include a microwave and a coffee/tea maker. null

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Fraser Crossing/Founders Pointe, Condo , 2 bedroom (Premium-Rated Condo 3506)

Winter Park, US

When you stay at this vacation home in Winter Park, you'll be near ski lifts, within a 15-minute walk of Winter Park Ski Resort and Amaze'n Maze Winter Park. This vacation home is 0.2 mi (0.3 km) from The Fraser River Trail and 0.2 mi (0.3 km) from Moffat Tunnel West Portal. Make yourself comfortable in this vacation home, which features a fireplace. A kitchen is outfitted with a refrigerator, an oven, and a microwave. Complimentary wireless Internet access is available to keep you connected. Conveniences include a coffee/tea maker and a washing machine. Self parking (subject to charges) is available onsite.

Arrow #288 - 3 Br Townhouse

Winter Park, US

With a stay at this vacation home in Winter Park, you'll be within a 10-minute drive of Winter Park Ski Resort and Body Kneads Massage and Pilates. This vacation home is 0.3 mi (0.4 km) from Winter Park Visitor Center and 0.4 mi (0.6 km) from Bella Vita. Make yourself comfortable in this vacation home, which features a fireplace. There's a private furnished balcony/patio. A kitchen is outfitted with a refrigerator, an oven, and a microwave. Complimentary wireless Internet access is available to keep you connected. Free self parking is available onsite.

Village View, Townhouse | Fireplace at Parry Peak Lofts (Premium-Rated Condo 106)

Winter Park, US

With a stay at this vacation home in Winter Park, you'll be within a 5-minute drive of Winter Park Ski Resort and The Gondola. This vacation home is 0.4 mi (0.7 km) from Amaze'n Maze Winter Park and 0.4 mi (0.7 km) from The Fraser River Trail. Make yourself comfortable in this vacation home, which features a fireplace. A kitchen is outfitted with a refrigerator, a microwave, and a dishwasher. Complimentary wireless Internet access is available to keep you connected. Conveniences include a coffee/tea maker and a washing machine. Free self parking is available onsite.

Dreamcatcher At Lakota 5 Bedroom Home by Redawning

Winter Park, US

With a stay at this vacation home in Winter Park, you'll be next to a golf course, within a 10-minute drive of Winter Park Ski Resort and Moffat Tunnel West Portal. This family-friendly vacation home is 0.9 mi (1.4 km) from Amaze'n Maze Winter Park and 0.9 mi (1.4 km) from The Fraser River Trail. Make yourself comfortable in this vacation home, which features a fireplace. A kitchen is outfitted with a refrigerator, an oven, and a microwave. Complimentary wireless Internet access is available to keep you connected. Conveniences include a phone and a coffee/tea maker. Free self parking is available onsite.

Base Camp At Iron Horse 4 Bedroom Townhouse by Redawning

Winter Park, US

With a stay at this vacation home in Winter Park, you'll be next to a golf course, within a 10-minute drive of Winter Park Ski Resort and The Gondola. This golf vacation home is 0.6 mi (1 km) from Village Cabriolet and 0.7 mi (1.1 km) from Amaze'n Maze Winter Park. Make yourself comfortable in this vacation home, which features a fireplace. A kitchen is outfitted with a microwave and a dishwasher. Complimentary wireless Internet access is available to keep you connected. Conveniences include a coffee/tea maker and an iron/ironing board. Free self parking is available onsite.

Fraser Crossing/Founders Pointe, Condo , 2 Bedroom (Premium Unit 4185)

Winter Park, US

Willows Way 106 3 Bedroom Townhouse by Redawning

Winter Park, US

With a stay at this vacation home in Winter Park, you'll be next to a golf course, within a 10-minute drive of Winter Park Ski Resort and Body Kneads Massage and Pilates. This family-friendly vacation home is 0.4 mi (0.7 km) from Winter Park Visitor Center and 0.5 mi (0.9 km) from Bella Vita. Make yourself comfortable in this vacation home, which features a fireplace and a Smart TV. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access is available to keep you connected. Conveniences include a microwave and a coffee/tea maker. Free self parking is available onsite.

Fraser Crossing/Founders Pointe, Condo , 2 bedroom (Premium-Rated Condo 3506)

Winter Park, US

Arrow #288 - 3 Br Townhouse

Winter Park, US

Village View, Townhouse | Fireplace at Parry Peak Lofts (Premium-Rated Condo 106)

Winter Park, US

Dreamcatcher At Lakota 5 Bedroom Home by Redawning

Winter Park, US

Base Camp At Iron Horse 4 Bedroom Townhouse by Redawning

Winter Park, US

Fraser Crossing/Founders Pointe, Condo , 2 Bedroom (Premium Unit 4185)

Winter Park, US

Willows Way 106 3 Bedroom Townhouse by Redawning

Winter Park, US

With a stay at this vacation home in Winter Park, you'll be next to a golf course, within a 10-minute drive of Winter Park Ski Resort and Body Kneads Massage and Pilates. This family-friendly vacation home is 0.4 mi (0.7 km) from Winter Park Visitor Center and 0.5 mi (0.9 km) from Bella Vita. Make yourself comfortable in this vacation home, which features a fireplace and a Smart TV. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access is available to keep you connected. Conveniences include a microwave and a coffee/tea maker. Free self parking is available onsite.

Fraser Crossing/Founders Pointe, Condo , 2 bedroom (Premium-Rated Condo 3506)

Winter Park, US

Arrow #288 - 3 Br Townhouse

Winter Park, US

Village View, Townhouse | Fireplace at Parry Peak Lofts (Premium-Rated Condo 106)

Winter Park, US

Dreamcatcher At Lakota 5 Bedroom Home by Redawning

Winter Park, US

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FAQs About Private Vacation Homes in Winter Park

What's the best place to stay in Winter Park, Colorado, USA?

The Zephyr Mountain Lodge is a top-rated spot to stay in Winter Park.

What's the best place to stay on a budget in Winter Park, Colorado, USA?

The Viking Lodge is considered a great budget-friendly place to stay.

What are some family-friendly private-vacation-homes in Winter Park, Colorado, USA?

Pine Ridge Vacation Homes are popular for families with spacious rooms and kid-friendly amenities.

What's the best accommodation for a romantic getaway to Winter Park, Colorado, USA?

Trailhead Inn has been awarded best for couples due to its cozy and romantic ambiance.

What's the best accommodation for an all-inclusive stay in Winter Park, Colorado, USA?

Winter Park Mountain Lodge offers all-inclusive packages including meals and activities.

Where can I find pet-friendly private-vacation-homes in Winter Park, Colorado, USA?

Many guests recommend Silverado II for their pet-friendly services.

What's the best boutique private-vacation-homes in Winter Park, Colorado, USA?

Iron Horse Resort is loved for its boutique style and personalized services.

What's the best spa private-vacation-homes in Winter Park, Colorado, USA?

Fraser Crossing Founders Pointe is renowned for its in-house spa services.

What private-vacation-homes in Winter Park, Colorado, USA have nice views?

Winter Park Chateau has stunning mountain views.

Do private-vacation-homes in Winter Park, Colorado, USA offer airport transportation services?

Yes, properties like The Vintage Hotel offer airport transportation services to their guests.

Destination

Discovering Winter Park's Coastal Charm and Urban Wonders

Discover what to do and what to see in Winter Park

Welcome to Winter Park, Colorado, USA - your ultimate destination for an unforgettable vacation! Nestled in the heart of the Rocky Mountains, Winter Park offers stunning natural beauty, thrilling outdoor adventures, and a charming small-town atmosphere. Our private vacation homes in Winter Park provide the perfect base for your explorations. Each home is meticulously designed with comfort and luxury in mind, ensuring that you have a relaxing and enjoyable stay. Whether you're seeking a cozy cabin retreat or a spacious mountain lodge, we have a range of options to suit every traveler's needs. Winter Park is renowned for its world-class skiing and snowboarding. With over 3,000 acres of skiable terrain and a variety of slopes catering to all skill levels, it's a paradise for snow enthusiasts. Glide down powdery slopes, soak up breathtaking mountain views, and create unforgettable memories on the slopes. But Winter Park isn't just about winter sports. In the warmer months, the area transforms into an outdoor playground offering activities such as hiking, mountain biking, and fishing. Explore miles of scenic trails, discover hidden alpine lakes, and challenge yourself with adrenaline-pumping mountain biking trails. When you're not out adventuring, take the opportunity to explore Winter Park's charming downtown area. Meander through the quaint streets lined with boutique shops, art galleries, and cozy cafes. Don't forget to sample the local cuisine, from hearty mountain fare to farm-to-table delicacies. Booking your Winter Park vacation home is easy with Travala.com. We offer a variety of payment options, including credit cards, debit cards, and cryptocurrencies like Bitcoin. So go ahead and secure your dream getaway hassle-free. Come and experience the magic of Winter Park, Colorado - a destination that will captivate your heart and leave you with memories to last a lifetime. Book your private vacation home now and start planning your extraordinary adventure in the Rocky Mountains.

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