Compare villa rentals in Winter Park, CO from 100+ providers!
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839 Villa rentals in Winter Park, CO
Winter Park, CO
07/03 – 07/06
$255/nighttotal: $765 (3 )
Crestview Place Mountain View Balcony & Shuttle
2 2
house , Winter Park
This 1100 sq ft house in Winter Park offers 2 bedrooms and 3 bathrooms, accommodating up to 7 guests with a 10:00 AM check-out. Enjoy a fully equipped kitchen, a jacuzzi, a garden, fireplace, and private parking, all located approximately 80 miles from Centennial Airport.
Winter Park, CO
07/17 – 07/20
$926/nighttotal: $2778 (3 )
Trailside Tranquility
6 12
house , Winter Park
This Winter Park vacation home is located near Winter Park Resort, 76 miles from Rocky Mountain Metropolitan Airport. This 2,070-square-foot house features three bedrooms, four bathrooms, a fully equipped kitchen with dishwasher and microwave, a terrace, a garden, and accommodates up to 17 guests.
9.1 38 reviews
Winter Park, CO
07/17 – 07/20
$1474/nighttotal: $4422 (3 )
The Antlers 401
8 12
house , Winter Park
This Winter Park vacation home boasts stunning mountain views near Winter Park Resort, conveniently located 85 miles from Denver International Airport. The 1990-square-foot property features four bedrooms, four bathrooms with a hot tub, a fully equipped kitchen, a private hot tub, and access to an outdoor pool; enjoy nearby cycling trails and other outdoor activities.
9.5 129 reviews
Winter Park, CO
07/01 – 07/05
$299/nighttotal: $1196 (4 )
Ski In Out Condo 4375 I Huge Hot Tub I Great Views I Activity Program
2 5
house , Winter Park
This ski-in/ski-out vacation home in the mountains of Winter Park is a 15-minute walk from Amaze'n Maze Winter Park and Winter Park Ski Resort. It has excellent user, location, and cleanliness ratings. The 1,190-square-foot house has two bedrooms, two bathrooms, and a sofa bed, accommodating up to six guests. Amenities include a kitchen with a refrigerator and oven, a fireplace, free WiFi, and access to a swimming pool, sauna, fitness center, and tennis court.
9.9 112 reviews
Winter Park, CO
12/27 – 01/02
$683/nighttotal: $4098 (6 )
Rustic Glam Mountain Escape - Near Downtown/trails
1 5
house , Winter Park
This renovated Winter Park townhome offers easy access to downtown Winter Park and Winter Park Resort, providing a convenient base for exploring the area. This three-bedroom, three-bathroom house sleeps seven guests and boasts a gourmet kitchen, private hot tub, and a solar room with stunning mountain views, plus a Weber gas grill on the front porch and complimentary parking for two vehicles.
9.8 64 reviews
Winter Park, CO
01/08 – 01/14
$1500/nighttotal: $9000 (6 )
Downtown Wp River Front Villa 104 I Rooftop Hot Tub & Firepit I Incredible Views I Multi Game Table I Activity Program
1 11
house , Winter Park
This luxurious Winter Park riverfront villa boasts incredible views and easy access to skiing and cycling. The 3,000-square-foot property features four bedrooms, four bathrooms, a full kitchen, a private hot tub, and access to on-site amenities including a restaurant, fitness center, and tennis court, accommodating larger groups comfortably.
10 5 reviews
Winter Park, CO
07/17 – 07/20
$1084/nighttotal: $3252 (3 )
Rendezvous - 99 Stagecoach
4 12
house , Fraser
Rendezvous - 99 Stagecoach, near Fraser, Colorado, offers a spacious 2340-square-foot house, 76 miles from Rocky Mountain Metropolitan Airport. This four-bedroom, five-bathroom home sleeps 23 guests and boasts a fully equipped kitchen, Jacuzzi, fireplace, private parking, Wi-Fi, and a balcony—perfect for families or large groups visiting Fraser.
9.7 189 reviews
Winter Park, CO
12/27 – 01/02
$1030/nighttotal: $6180 (6 )
Four-season Winter Park Condo W/ Pool Access!
2 5
house , Winter Park
This 2-bedroom, 2-bathroom apartment is located less than half a mile from the shuttle to Winter Park Resort, making it a convenient base for exploring the area. The apartment has excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. The 1190 square foot apartment comfortably accommodates up to 7 guests. Amenities include a fully equipped kitchen, a heated pool, a Jacuzzi, a garden, a spa, a fitness center, and free parking.
9.7 48 reviews
Winter Park, CO
01/08 – 01/14
$1437/nighttotal: $8622 (6 )
Mountain Villa 401 Next To Wp Resort I Private Hot Tub I Great Views I Activity Program
5 11
house , Winter Park
This luxurious five-bedroom villa is located near a resort in Winter Park, Colorado, approximately 85 miles from Denver International Airport. This 5-bedroom, 5-bathroom property boasts a hot tub, private balcony with mountain views, a full kitchen, and access to resort amenities including an infinity pool, jacuzzi, restaurant, bar, and 500 dollars of free daily activities and equipment rentals; it comfortably sleeps large families or groups.
Winter Park, CO
07/17 – 07/20
$1835/nighttotal: $5505 (3 )
Elk Court Lodge By Avantstay
5 12
house , Winter Park
This 5-bedroom house is located in Winter Park, 81 miles from Centennial Airport. This 5370 square foot residence offers a game room, a fully equipped kitchen, a fireplace, and a balcony, with free WiFi and private parking available for up to 20 guests.
10 24 reviews
Winter Park, CO
01/08 – 01/14
$1252/nighttotal: $7512 (6 )
Downtown Wp Venue Loft 96 I Rooftop Hot Tub I Great Views I Activity Program
5 11
house , Winter Park
This luxurious Winter Park, Colorado loft is located 88 miles from Denver International Airport, providing easy access to nearby skiing and cycling trails. The 2,500-square-foot residence boasts four bedrooms, three bathrooms, a hot tub, and access to an infinity pool, rooftop hot tub, and $500 worth of daily activities and equipment rentals.
9.7 28 reviews
Winter Park, CO
01/08 – 01/14
$953/nighttotal: $5718 (6 )
Downtown Wp Villa 307 I Private Hot Tub I Views I Activity Program
4 11
house , Winter Park
This luxurious 4-bedroom, 5-bathroom villa is located near Winter Park, Colorado, approximately 88 miles from Denver International Airport, offering easy access to world-class skiing and cycling trails. The spacious residence boasts an infinity pool, private hot tub, and a $500 daily allowance for activities and equipment rentals, accommodating families or groups with amenities including a children's playground, bicycle rentals, and ski storage.
Best Winter Park, CO villas and beach houses with a pool
Among the 839 accommodations in Winter Park, CO, here are the 4 best villas and beach houses with a pool
9.6 112 reviews
Winter Park, CO
07/01 – 07/05
$253/nighttotal: $1012 (4 )
Downtown Wp Loft 208 I Huge Hot Tub I Great Views I Activity Program
2 5
house , Winter Park
This family-friendly vacation home is located in Winter Park, just a short walk from Body Kneads Massage and Pilates, Cozens Ranch House Museum, and Grand Park Community Recreation Center. Guests have consistently rated this property excellent for location, cleanliness, and overall experience. This 2-bedroom home spans 1350 square feet and offers a comfortable and spacious layout. You'll enjoy a range of amenities including a swimming pool, jacuzzi, sauna, spa, fitness center, tennis court, and a garden, all within the property.
10 13 reviews
Winter Park, CO
07/01 – 07/05
$353/nighttotal: $1412 (4 )
Downtown Wp Villa 206 I Private Hot Tub I Views I Activity Program
3 5
house , Winter Park
This luxurious Winter Park villa is located near Winter Park, Colorado, approximately 88 miles from Denver International Airport, providing easy access to skiing and cycling. This 3-bedroom, 4-bathroom vacation home boasts a hot tub, infinity pool, children's playground, on-site restaurant and bar, free Wi-Fi, private parking, and $500 in daily complimentary activities and equipment rentals.
9.8 177 reviews
Winter Park, CO
07/15 – 07/17
$532/nighttotal: $1064 (2 )
Lakota Villa 607 Next To Wp Resort I Private Hot Tub I Amazing Views I Activity Program
3 6
house , Winter Park
This luxury vacation home is located near a resort in Winter Park, about an hour and a half drive from Denver International Airport. The 2,200-square-foot house features three bedrooms, a living room, a fully equipped kitchen, four bathrooms, and access to resort amenities like a restaurant, a 24-hour front desk, and a concierge service.
10 16 reviews
Winter Park, CO
07/03 – 07/06
$405/nighttotal: $1215 (3 )
Downtown Wp Loft 106 I Huge Hot Tub I Great Views I Activity Program
3 2
house , Winter Park
This 3-bedroom vacation home in Winter Park is situated approximately 88 miles from Denver International Airport, offering mountain views and convenient access to skiing and cycling. Enjoy a spacious retreat with a hot tub, infinity pool, and complimentary daily $500 worth of activities and equipment rentals, complemented by on-site dining, a bar, and a fitness center.
Best Winter Park, CO houses with a fireplace
10 1 review
Winter Park, CO
01/08 – 01/14
$1146/nighttotal: $6876 (6 )
Mountain Villa 502 Next To Wp Resort I Private Hot Tub I Great Views I Activity Program
3 11
house , Winter Park
This luxurious Winter Park villa is located near a resort, 85 miles from Denver International Airport, offering easy access to Winter Park Resort's skiing and cycling. The 2,200-square-foot home boasts three bedrooms, four bathrooms, sleeps 21 guests, and includes a private balcony, infinity pool, hot tub, and a $500 daily activity and equipment rental credit.
9.0 1 review
Winter Park, CO
07/03 – 07/06
$231/nighttotal: $693 (3 )
Updated Winter Park Condo W/ Indoor Heated Pool!
2 2
house , Winter Park
This Winter Park apartment rental is located approximately 87 miles from Denver International Airport, offering convenient access to Winter Park Resort and other area attractions. The 950-square-foot unit features two bedrooms, two bathrooms, sleeps up to 13 guests, and includes a fully equipped kitchen, in-unit laundry, a hot tub, fireplace, and free Wi-Fi.
9.8 70 reviews
Winter Park, CO
12/27 – 01/02
$750/nighttotal: $4500 (6 )
The Camping Bear
1 5
house , Winter Park
This Winter Park rental is ideally located directly across from the Winter Park Resort lift, offering ski-in/ski-out access and walking distance to downtown Winter Park's restaurants and shops. This four-bedroom, three-bathroom condo sleeps ten guests and boasts a fully equipped kitchen, fireplace, high-speed Wi-Fi, ample parking, and access to nearby trails.
9.6 23 reviews
Winter Park, CO
07/15 – 07/17
$470/nighttotal: $940 (2 )
Downtown Wp Loft 206 I Huge Hot Tub I Great Views I Activity Program
3 6
house , Winter Park
This vacation home is located in Winter Park, Colorado, just 88 miles from Denver International Airport, offering easy access to the area's natural beauty and outdoor activities. The property has received excellent ratings for its location, cleanliness, and overall user experience. This 3-bedroom home comes with a fully equipped kitchen, living room with cable TV, and 2 bathrooms. Enjoy a range of amenities including a private hot tub, infinity pool, fireplace, playground, coffee shop, bar, ski storage, bicycle rentals, and free activities and equipment rentals.
Frequently Asked Questions about villa rentals in Winter Park, CO
What types of wildlife can travelers expect to see in the area of Winter Park, CO?
You might see elk, deer, and even the occasional moose in the area around Winter Park. There are also lots of birds, like bald eagles and hawks. Keep your eyes peeled, you never know what you might spot!
What are the best villa rentals in Winter Park, CO?
The best time to visit Winter Park depends on what you're looking for. If you're a skier or snowboarder, then winter is obviously the best time to go. But if you're looking for milder weather and more hiking opportunities, then summer is a great option. Spring and fall are also beautiful times to visit, with stunning foliage and fewer crowds.
What are the best villa rentals with a pool in Winter Park, CO?
When is it easiest to book a villa rental in Winter Park, CO?
You'll have the best luck booking a villa rental in Winter Park during the shoulder seasons, like spring and fall. The prices tend to be lower and there's less competition for rentals. But if you're planning a trip during peak season, like winter or summer, be sure to book well in advance.
What are the best villa rentals with a jacuzzi in Winter Park, CO?
What are the top hiking trails near Winter Park, CO?
There are tons of great hiking trails around Winter Park, but some of the most popular are the Fraser River Trail, the Vasquez Peak Trail, and the Devil's Thumb Trail. These trails offer a variety of difficulty levels and scenery, so there's something for everyone.
What are the best villa rentals for families and kids in Winter Park, CO?
What are the advantages of renting a house or a villa in Winter Park, CO
Renting a house or villa in Winter Park can give you more space and privacy than staying in a hotel. You'll also have access to a kitchen, so you can save money by cooking some of your own meals. And many rentals come with amenities like hot tubs and fireplaces, which can make your stay even more enjoyable.
What are the best pet friendly villa rentals in Winter Park, CO?
Are there popular destinations near Winter Park, CO?
Absolutely! You can easily take a day trip to Denver or Rocky Mountain National Park. There's also the town of Granby, which is just a short drive from Winter Park and offers a variety of shops and restaurants.
What are the best villa rentals with parking in Winter Park, CO?
This luxurious 2,462-square-foot townhome is situated in Winter Park's prestigious Lakota neighborhood, offering easy access to Winter Park Resort via a free shuttle, and a short drive from downtown Winter Park and the Fraser/Granby trail system. The three-bedroom, three-and-a-half-bathroom property sleeps up to 14 guests and boasts a gourmet kitchen, 900-square-foot deck with a fire pit and hot tub, plus access to Winter Park Escapes' complimentary daily activities and equipment rentals.
9.6 80 reviews
Winter Park, CO
07/01 – 07/05
$416/nighttotal: $1664 (4 )
Ski In Out Condo 1221 I Hot Tub I Great Views I Gym I Activity Program
2 5
house , Winter Park
This luxurious Winter Park condo boasts ski-in/ski-out access, placing you steps from the slopes and 85 miles from Denver International Airport. The 970-square-foot vacation home features two bedrooms, two bathrooms (one with a hot tub), a full kitchen, and a private balcony with mountain views; enjoy complimentary access to $500 worth of daily activities and equipment rentals.
9.7 79 reviews
Winter Park, CO
07/01 – 07/05
$355/nighttotal: $1420 (4 )
Downtown Wp Condo 613 I Pool I Club House I Hot Tub I Great Views I Activity Program
2 5
house , Winter Park
This luxurious condo in Winter Park offers stunning mountain views and is just a short distance from the slopes. The property boasts excellent user, location, and cleanliness ratings. The spacious two-bedroom, two-bathroom condo has 1250 square feet of living space. Enjoy a range of amenities, including a heated pool, hot tub, fitness center, tennis court, restaurant, and free activities and equipment rentals.
Winter Park, CO
07/09 – 07/10
$507/nightfor 1 night
404 Doc Susie Home
1 3
house , Fraser
This Fraser house is situated 83 miles from Centennial Airport, offering a secluded mountain escape. This 1440 square foot home accommodates up to 11 guests with three bedrooms, a full kitchen, a fireplace, on-site spa, and complimentary parking, ideal for enjoying nearby skiing activities.
Guest-Favorite Vacation Homes with a Hot Tub in Winter Park, CO
Private hot tub access in your vacation home after a day on the slopes is the ultimate way to make your Winter Park, CO ski trip memorable.
9.9 111 reviews
Winter Park, CO
12/27 – 01/02
$847/nighttotal: $5082 (6 )
Downtown Winter Park Condo - 3 Miles To Ski Resort
2 5
house , Winter Park
This apartment is located in Downtown Winter Park, just 3 miles from the Winter Park Ski Resort, making it perfect for skiers and families looking for a convenient and comfortable stay. It has received excellent ratings for location, cleanliness, and overall user experience. The 2-bedroom apartment offers 1190 square feet of space, comfortably accommodating up to 8 guests. It comes fully equipped with a kitchen, a jacuzzi, a balcony, and a garden, providing everything you need for a relaxing and enjoyable vacation.
9.9 40 reviews
Winter Park, CO
07/03 – 07/06
$319/nighttotal: $957 (3 )
Downtown Wp Loft 16 I Huge Hot Tub I Great Views I Activity Program
2 2
house , Winter Park
This 2-bedroom house is located in Winter Park, a popular ski destination, close to the slopes and a short drive from Denver International Airport. The house has received excellent ratings for location, cleanliness, and user experience. This 1250 square foot home can accommodate up to 8 guests and offers a wide range of amenities, including a private hot tub and sauna, a fully equipped kitchen, a playground, and free activities and equipment rentals.
Winter Park, CO
07/03 – 07/06
$189/nighttotal: $567 (3 )
Fraser Crossing Top Floor 3603
1 2
house , Winter Park
Fraser Crossing Top Floor, a Winter Park vacation rental, offers a top-floor location with stunning views and convenient proximity to Winter Park's walking tours, skiing, and other outdoor activities. This 450-square-foot condo features one bedroom, one bathroom, sleeps seven guests, and includes a kitchen with a fridge, microwave, and dishwasher, plus a swimming pool, hot tub, terrace, and fireplace.
9.8 137 reviews
Winter Park, CO
07/15 – 07/17
$366/nighttotal: $732 (2 )
Downtown Wp Loft 101 I Large Hot Tub I Great Views I Activity Program
2 6
house , Winter Park
This family-friendly vacation home is located in Winter Park, just a short walk from Body Kneads Massage and Pilates, Cozens Ranch House Museum, and Grand Park Community Recreation Center. The property consistently receives excellent ratings for user experience, location, and cleanliness. This two-bedroom, two-bathroom house spans 1250 square feet. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, terrace, garden, sauna, spa, concierge services, restaurant, bar, fitness center, tennis court, and parking.