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839 Villa rentals in Winter Park, CO
9.7 122 reviews
Winter Park, CO
07/02 – 07/05
$543/nighttotal: $1629 (3 )
Downtown Wp Villa 296 I Rooftop Hot Tub I Great Views I Activity Program
3 8
house , Winter Park
This vacation home in Winter Park is conveniently located just a 5-minute walk from Body Kneads Massage and Pilates, the Winter Park Visitor Center, and within a 10-minute walk of Bella Vita and Blue Sky Massage. The property has earned excellent ratings for location, cleanliness, and overall user experience. This 3-bedroom rental comfortably accommodates up to 8 guests in its 1500 square feet of space. Guests can enjoy a range of amenities, including a private pool, fitness center, sauna, spa tub, barbecue grills, a fireplace, a fully equipped kitchen, and a balcony with free Wi-Fi.
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.
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.
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.
10 16 reviews
Winter Park, CO
07/17 – 07/20
$644/nighttotal: $1932 (3 )
Downtown Wp Loft 106 I Huge Hot Tub I Great Views I Activity Program
3 6
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.
9.4 24 reviews
Winter Park, CO
07/17 – 07/20
$2243/nighttotal: $6729 (3 )
Indulge | Majestic Views | Tipi | Hot Tub - Sauna
1 12
cabin , Winter Park
This A-frame log cabin is located in a peaceful neighborhood in Winter Park, just a half-mile from Wolf Park and a mile from the recreation center, Hideaway Park, and Cooper Creek Village Center. This cabin receives excellent user ratings for its unique design and amenities. This 4-bedroom, 5-bathroom home can accommodate up to 14 guests. The cabin features a spacious living area, a cozy loft, a separate entertainment room, a private balcony, a hot tub, an infrared sauna, a jetted tub, a teepee, a foosball table, board games, puzzles, and a bunk bed room with a "Harry Potter" vibe.
8.8 8 reviews
Winter Park, CO
07/03 – 07/06
$211/nighttotal: $633 (3 )
Ski-in/ski-out Winter Park Condo W/ Balcony
1 2
house , Winter Park
This Winter Park condo provides ski-to-door access and is located 72 miles from Rocky Mountain Metropolitan Airport. This 540 square foot rental features one bedroom, one bathroom, and can accommodate up to seven guests, offering a private balcony, an on-site hot tub, and complimentary high-speed WiFi.
10 4 reviews
Winter Park, CO
01/08 – 01/14
$1006/nighttotal: $6036 (6 )
229 M² House ∙ 3 Bedrooms ∙ 14 Guests
3 11
house , Winter Park
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.
9.7 98 reviews
Winter Park, CO
07/02 – 07/05
$544/nighttotal: $1632 (3 )
Downtown Wp Villa 268 I Rooftop Hot Tub I Great Views I Activity Program
4 8
house , Winter Park
This beautiful 4-bedroom home is located in Winter Park, Colorado, just 88 miles from Denver International Airport and close to the town's attractions. The property has received excellent ratings for location, cleanliness, and overall user experience. The home offers 1500 square feet of space, accommodating up to 8 guests. You'll enjoy a variety of amenities including a heated pool, a rooftop hot tub with mountain views, a fitness center, a tennis court, and a children's playground.
Winter Park, CO
01/08 – 01/14
$979/nighttotal: $5874 (6 )
Starview Chalet
1 11
house , Winter Park
This vacation home is located in Hideaway Park, approximately 70 miles from Rocky Mountain Metropolitan Airport. This 2700 square foot house accommodates up to 18 guests with 4 bathrooms, a private sauna, a hot tub, a fireplace, and a well-equipped kitchen, offering mountain views and proximity to Hideaway Park for activities like cycling.
Winter Park, CO
07/17 – 07/20
$1388/nighttotal: $4164 (3 )
Rendezvous Royalty
8 12
house , Fraser
This 2260 sq ft vacation home is located in Fraser, offering mountain views and convenient access to skiing. This spacious 4-bedroom house accommodates up to 15 guests and features a fully equipped kitchen, an outdoor dining area, and an on-site children's playground.
9.8 94 reviews
Winter Park, CO
12/27 – 01/02
$776/nighttotal: $4656 (6 )
Cozy Condo On Vasquez Creek W/ Free Shuttle Access
2 5
house , Winter Park
This cozy condo is located in Winter Park, right on Vasquez Creek, offering a peaceful setting just a short distance from the town's center. It has received excellent ratings for location, cleanliness, and user experience. The 910 square foot apartment has 2 bedrooms and 2 bathrooms, comfortably accommodating up to 5 guests. Amenities include a fully equipped kitchen, a balcony with river views, free Wi-Fi, cable TV, a spa, a garden, and parking.
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
10 2 reviews
Winter Park, CO
01/08 – 01/14
$798/nighttotal: $4788 (6 )
186 M² House ∙ 4 Bedrooms ∙ 12 Guests
4 11
house , Fraser
This luxurious 1,990-square-foot mountain chalet is located in Fraser's Rendezvous neighborhood, a short walk from downtown Winter Park and a 5-minute drive from Winter Park Resort (with a free shuttle). The four-bedroom, three-bathroom home sleeps up to 12 guests and boasts a chef's kitchen, private hot tub, access to neighborhood trails, and includes Winter Park Escapes' exclusive complimentary daily activities and equipment rentals.
Winter Park, CO
09/04 – 09/07
$242/nighttotal: $726 (3 )
Hike, Bike, Ski: Winter Park Condo W/ Deck
2 2
house , Winter Park
This Winter Park condo, near the Rocky Mountain Metropolitan Airport (75 miles away), offers river views and proximity to Winter Park's attractions. This 900-square-foot rental boasts two bedrooms, two bathrooms, sleeps eleven guests, and includes a fully equipped kitchen, in-unit laundry, a private balcony, and access to an indoor pool.
10 11 reviews
Winter Park, CO
07/17 – 07/20
$461/nighttotal: $1383 (3 )
New Luxury Loft 2 I Hot Tub I Great Views I Best Price I Free Adventures Daily
2 6
house , Winter Park
This vacation home in Winter Park, Colorado is just a short drive from skiing and cycling opportunities, and about 88 miles from Denver International Airport. The property has received excellent ratings for user experience, location, and cleanliness. The 1250 square foot house has two bedrooms, a living room, and three bathrooms. Enjoy amenities like a private swimming pool, hot tub, terrace, garden, sauna, spa, fitness center, and tennis court.
10 13 reviews
Winter Park, CO
07/02 – 07/05
$398/nighttotal: $1194 (3 )
Downtown Wp Villa 206 I Private Hot Tub I Views I Activity Program
3 8
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.
Best Winter Park, CO houses with a fireplace
9.0 50 reviews
Winter Park, CO
07/01 – 07/05
$314/nighttotal: $1256 (4 )
Airy Winter Park Gem W/ Private Outdoor Hot Tub!
3 5
house , Winter Park
This Winter Park house is located just 85 miles from Denver International Airport, making it a convenient option for travelers seeking a mountain getaway. It's situated in a popular area known for its skiing and outdoor activities, and guests have consistently rated it excellent for location, cleanliness, and overall experience. The home offers three bedrooms and four bathrooms, providing ample space for up to 10 guests. It includes a fully equipped kitchen with a dishwasher, a private hot tub, and a terrace or balcony for enjoying the fresh mountain air.
9.9 124 reviews
Winter Park, CO
07/02 – 07/05
$387/nighttotal: $1161 (3 )
Slopeside Villa 97a I Hot Tub I Great Views I Activity Program
2 8
house , Winter Park
This luxury condo is located in Winter Park, right next to the ski resort, offering stunning mountain views. It consistently receives excellent ratings for location, cleanliness, and overall user experience. This two-bedroom condo spans 1350 square feet, providing ample space for a comfortable stay. Enjoy a range of amenities including a heated pool, hot tub, fitness center, and a fully equipped kitchen, perfect for a relaxing and active vacation.
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.
10 8 reviews
Winter Park, CO
07/02 – 07/05
$399/nighttotal: $1197 (3 )
149 M² House ∙ 3 Bedrooms ∙ 8 Guests
3 8
house , Winter Park
This luxurious 1,600-square-foot condo in Winter Park's Timber Fox community is a six-minute drive from Winter Park Resort and steps from downtown restaurants, breweries, shops, and the Hideaway Park amphitheater. The three-bedroom, two-bathroom unit sleeps eight, boasts a gourmet kitchen, private hot tub, and includes over $500 in daily free activities and equipment rentals through the Xplorie program (seasonal, advance booking required).
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 Winter Park townhome is a one-minute walk from the Winter Park Resort shuttle and close to local restaurants. The two-bedroom, one-bathroom property sleeps four, features a heated gear room with boot dryers, a private deck with a BBQ, a fully equipped kitchen with modern appliances, pet-friendly amenities, and two dedicated parking spaces.
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.
10 1 review
Winter Park, CO
07/17 – 07/20
$1779/nighttotal: $5337 (3 )
Slope Views | Hot Tub | Bar Area
4 12
chalet , Winter Park
This Winter Park riverfront cabin offers easy access to town amenities and attractions, including proximity to the Cozens Ranch Museum and Moffat Tunnel. This six-bedroom, four-bathroom lodge sleeps twelve guests and boasts a fully equipped kitchen, Jacuzzi, spa, and extensive media collection, plus a private terrace, garden, and on-site parking.
9.6 80 reviews
Winter Park, CO
07/17 – 07/20
$477/nighttotal: $1431 (3 )
Ski In Out Condo 1221 I Hot Tub I Great Views I Gym I Activity Program
2 6
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.
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.
Winter Park, CO
07/17 – 07/20
$1373/nighttotal: $4119 (3 )
Mountain Villa 211 Next To Wp Resort I Private Hot Tub I Great Views I Activity Program
5 12
house , Winter Park
This luxurious 5-bedroom villa is located in Winter Park, Colorado, 73 miles from Rocky Mountain Metropolitan Airport and near a resort with convenient access to skiing and cycling trails. This 3800-square-foot home boasts 5 bathrooms, sleeps up to 31 guests, and includes a pool, hot tub, fitness center, tennis court, and on-site children's playground, plus free daily adventures (details upon request).
Winter Park, CO
07/09 – 07/10
$880/nightfor 1 night
Sawmill Haus Walk To Downtown Hot Tub Renovated Sleeps 9
1 3
house , Winter Park
Sawmill Haus offers a 1-bedroom, 4-bathroom rental in Winter Park, located a short walk from downtown amenities and featuring free private parking and Wi-Fi. This renovated cabin accommodates up to 9 guests and includes a fully equipped kitchen, a private hot tub, and direct balcony access for outdoor enjoyment.
9.9 154 reviews
Winter Park, CO
12/27 – 01/02
$1097/nighttotal: $6582 (6 )
Winter Park Mountain Views With Relaxing Hot Tub
1 5
house , Winter Park
This family-friendly vacation home is located in the mountains of Winter Park, Colorado, just a short walk from the Moffat Tunnel West Portal and Amaze'n Maze, and just over a mile from Winter Park Ski Resort. The 1,750 square foot home offers three bedrooms, a fully equipped kitchen, a fireplace, a private patio, and a jetted tub for a relaxing retreat after a day on the slopes.
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.