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2026-11-03
2026-11-04
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Luxury accommodations in Winter Park

Winter Park Condo Rental ~ 2 Mi To Ski Resort!

124 Village Dr Unit 323, Winter Park, United States Show map

The 2-bedroom Winter Park Condo Rental ~ 2 Mi To Ski Resort! villa is located about 10 minutes' drive from Fraser Tubing Hill and provides a Jacuzzi. Suitable for up to 7 guests, this welcoming… More

From US$ 278 Book Now

Winter Park Ski-In/Ski-Out Condo W/ Mountain Views

Winter Park, United States Show map

Located merely 1.1 km from Winter Park Resort, the 1-bedroom Winter Park Ski-In/Ski-Out Condo W/ Mountain Views villa has a swimming pool and is ideal for up to 4 guests. Guests can enjoy snow skiing… More

From US$ 925 Book Now

12 Yukon Lane Townhome

Winter Park, United States Show map

During the stay at 12 Yukon Lane Townhome Winter Park villa, guests can indulge in a Jacuzzi or visit Cozens Ranch House Museum, located 25 minutes' walk away. Located 3.3 km from Olympia Express… More

From US$ 1109 Book Now

Convenient Winter Park, Colorado, Vacation Rental!

490 Kings Crossing Rd #314, Winter Park, United States Show map

Convenient Winter Park, Colorado, Vacation Rental! villa, located a mere 1.5 km from Winter Park Jazz Festival, invites guests to relax in a Jacuzzi. More

From US$ 115 Book Now

Winter Park Townhome With Hot Tub, Half Mi To Dtwn!

41 Forest Trail Unit 7, Winter Park, United States Show map

Nestled a 10-minute drive from Endeavour Lift, Winter Park Townhome With Hot Tub, Half Mi To Dtwn! villa entices guests to explore various tourist destinations nearby. More

From US$ 334 Book Now

Hi Country 11-13

247 High Country Drive, Building 11, Unit 13, Winter Park, United States Show map

Situated nearly a 10-minute ride from the outdoor sports store "Colorado Adventure Park", the 1-bedroom Hi Country 11-13 Apartment Winter Park can host up to 4 guests in Winter Park. More

From US$ 204 Book Now

Beaver Village 15-11

210 Village Dr 15-11, Winter Park, United States Show map

The 1-bedroom Beaver Village 15-11 Winter Park apartment is around 25 minutes' walk from Cozens Ranch House Museum. The apartment can host up to 6 guests. More

From US$ 164 Book Now

Ski-In Ski-Out Condo At Zephyr Mountain Lodge 1518

401 Nystrom Lane, Winter Park, United States Show map

The excellent Ski-In Ski-Out Condo At Zephyr Mountain Lodge 1518 Winter Park hotel, located right near Main Street, is proud to feature a private art gallery. Facing mountain views, this 4-star… More

From US$ 500 Book Now

Timber Run

141 Forest Trail, Winter Park, United States Show map

Located 10 minutes' drive from Cabriolet, Timber Run Hotel Winter Park includes a private art gallery. There is also private car parking. More

From US$ 255 Book Now

Elk Trail Getaway

121 Elk Trail, Winter Park, United States Show map

Guests of Elk Trail Getaway Hotel Winter Park can visit Gemini Express, situated 3.8 km away. About 10 minutes' drive from the hotel you will reach Fraser Tubing Hill. More

From US$ 120 Book Now

100 Steps To Gondola: Cozy Winter Park Condo!

670 Winter Park Dr Unit 3514, Winter Park, United States Show map

Offering a Jacuzzi for guests to unwind, the 2-bedroom 100 Steps To Gondola: Cozy Winter Park Condo! villa is located a stone's throw from Main Street. This Winter Park holiday home features… More

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Trailside Mountain Retreat With Private Hot Tub

395 Arapahoe Road Winter Park, Co 80482, Winter Park, United States Show map

Offering access to entertainment venues such as Winter Park Resort, situated nearly a 10-minute drive away, the 4-bedroom Trailside Mountain Retreat With Private Hot Tub Villa Winter Park can host up… More

From US$ 592 Book Now

Fraser Crossing 3518 Studio

670 Winter Park Dr #3518, Winter Park, United States Show map

The spacious 41 m² Fraser Crossing 3518 Studio Winter Park is located in Winter Park, within a 3-km distance of Pioneer Express, and pampers guests with a hot tub. The apartment has a convenient… More

From US$ 289 Book Now

Downtown Wp Condo 1409 I Hot Tub I Ac I Great Views I Activity Program

144 Ski Idlewild Rd. #1409, Winter Park, United States Show map

The 2-bedroom Downtown Wp Condo 1409 I Hot Tub I Ac I Great Views I Activity Program Winter Park villa is situated a mere 5 minutes on foot from Cooper Creek Square, featuring such comforts as Wi-Fi… More

From US$ 394 Book Now

Beaver Village Unit #0712R

193 Gcr 702 #3-102 Or 193 Village Dr #3-102, Winter Park, United States Show map

Situated 3.2 km from Pioneer Express, the 58 m² Beaver Village Unit #0712R Winter Park apartment can host up to 4 guests in Winter Park. This 1-bedroom apartment boasts a Jacuzzi and a sauna offering… More

From US$ 203 Book Now

Downtown Wp Loft 206 I Huge Hot Tub I Great Views I Activity Program

400 Baker Drive #206, Winter Park, United States Show map

Situated a 5-minute walk from The Foundry Cinema and Bowl, Luxury Loft 206: Hot Tub Retreat with Mountain Views Villa Winter Park entices guests with views of the mountain. Suitable for up to 10… More

From US$ 522 Book Now

Hi Country Haus 6-15

471 High Country Dr, Building 6, Unit 15, Winter Park, United States Show map

The 46 m² Hi Country Haus 6-15 Apartment Winter Park is located in Winter Park, 2.5 km from Fraser Tubing Hill, and pampers guests with a Jacuzzi. A range of activities, such as snow skiing… More

From US$ 68 Book Now

Winter Park Condo W/ Sleeping Loft - Near Main St

145 Arapahoe Rd Unit 203, Winter Park, United States Show map

The welcoming Winter Park Condo W/ Sleeping Loft - Near Main St villa is located 3.5 km from Main Street and welcomes its guests to enjoy hiking. Offering balloon rides, this 2-bedroom holiday home… More

From US$ 207 Book Now

The Red Fox Studio 40 Location

U.S. 40 E-307, Winter Park, United States Show map

The Red Fox Studio 40 Location Winter Park overlooks the garden and is situated merely a 5-minute walk from Be.. Boutique. 3.2 km from Pioneer Express, this apartment comes with a fitness suite and a… More

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Trailhead Lodges 821

Trailhead Lodges Building 801 Unit 821 801 Trailhead Circle #821, Winter Park, United States Show map

Trailhead Lodges 821 Winter Park apartment is located 6 minutes' walk from Hideaway Park and looks out onto the mountain. 3.7 km from Discovery, the spacious apartment welcomes guests with spa… More

From US$ 640 Book Now

Beautiful 2 Bedroom, Vaulted Ceilings, 3 Bathrooms, Private Hot Tub, Winter Park Colorado

151 Telemark Dr B-1 U-15 Winter Park, Winter Park, United States Show map

Staying at Beautiful 2 Bedroom, Vaulted Ceilings, 3 Bathrooms, Private Hot Tub, Winter Park Colorado villa, guests can easily reach Cozens Ranch House Museum, located only 400 metres away. More

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Cozy Corner

490 Kings Crossing Rd Apt 331, Winter Park, United States Show map

The 64 m² Cozy Corner Apartment Winter Park is located in Winter Park, about 4 km from Main Street, and boasts a Jacuzzi and an indoor pool. The maximum occupancy at this 2-bedroom apartment is 6… More

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3 Mi To Winter Park Resort: Mtn-View Haven!

720 Baker Dr Unit 405, Winter Park, United States Show map

The 3-bedroom 3 Mi To Winter Park Resort: Mtn-View Haven! villa hosts up to 10 guests and provides proximity to Cozens Ranch House Museum, situated nearly a 5-minute stroll away. Providing guests… More

From US$ 424 Book Now

Walk To Shops & Dining! Winter Park Condo W/ Pool

50 Village Dr Unit 434, Winter Park, United States Show map

Positioned 4 km from bustling shopping destinations such as the outdoor sports store "Colorado Adventure Park", Walk To Shops & Dining! Winter Park Condo W/ Pool villa offers guests to use private… More

From US$ 469 Book Now

Ski In Out Luxury Condo 3406 Huge Hot Tub Views Best Price 500 Dollars In Free Activities Daily

670 Winter Park Dr. #3406, Winter Park, United States Show map

Ski In Out Luxury Condo 3406 Huge Hot Tub Views Best Price 500 Dollars In Free Activities Daily Winter Park villa hosts up to 6 guests just moments from Main Street and offers rental hire and ski… More

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Beaver Village Unit #0333

124 Village Dr #3-303, Winter Park, United States Show map

The 2-bedroom Beaver Village Unit #0333 Winter Park apartment is located in Winter Park, 4.2 km from Cabriolet, and boasts a Jacuzzi and a sauna. This spacious apartment can hold up to 6 guests. More

From US$ 282 Book Now

Fresh Tracks At Peak View Ridge

38 Wheeler Road, Winter Park, United States Show map

The 4-bedroom Fresh Tracks At Peak View Ridge Villa Winter Park is situated approximately 5 minutes on foot from Ski Idlewild Abondoned Chairlift, featuring such comforts as Wi-Fi and parking. The… More

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Beautiful Fraser Crossing Founders Pointe Condo With Upgraded Furnishings Condo

201 Zephyr Way, Winter Park, United States Show map

Situated a 14-minute walk from Alpine Slide, Beautiful Fraser Crossing Founders Pointe Condo With Upgraded Furnishings Condo Winter Park offers a hot tub for 6 visitors. At this apartment, Wi-Fi and… More

From US$ 736 Book Now

Dine, Shop & Shuttle To Resort: Winter Park Haven!

518 Hi Country Dr Unit 13-14, Winter Park, United States Show map

During the stay at the 3-bedroom Dine, Shop & Shuttle To Resort: Winter Park Haven! villa, guests can indulge in a Jacuzzi and an indoor pool or visit Cozens Ranch House Museum, located around 25… More

From US$ 188 Book Now

Condo W/ Mountain Views In Heart Of Downtown!

144 Ski Idlewild Rd Unit 2407, Winter Park, United States Show map

The 3-bedroom Condo W/ Mountain Views In Heart Of Downtown! Winter Park villa is located merely 6 minutes' stroll from Cooper Creek Square and offers a Jacuzzi for guests' relaxation. Offering Wi-Fi,… More

From US$ 969 Book Now

10 Min To Resort! Amazing Views & Sauna!

267 Forest Trail Aspen Building, Unit 6, Winter Park, United States Show map

The 3-bedroom 10 Min To Resort! Amazing Views & Sauna! Winter Park villa is situated just 1.5 km from Cooper Creek Square and provides a Jacuzzi and a sauna, ensuring a relaxing stay. More

From US$ 266 Book Now

Downtown Winter Park Condo W/ Free Bus To Ski Base

78491 Us-40 Unit 3, Winter Park, United States Show map

Positioned 10 minutes' drive from bustling shopping destinations such as the outdoor sports store "Colorado Adventure Park", Downtown Winter Park Condo W/ Free Bus To Ski Base villa offers guests to… More

From US$ 171 Book Now

Hot Tub Close To Dining, Main St, & Ski Shuttle

78415 U.S. 40 Unit 2, Winter Park, United States Show map

The spacious 124 m² Hot Tub Close To Dining, Main St, & Ski Shuttle Winter Park apartment is located within 5 minutes' walk of The Foundry Cinema and Bowl and overlooks the mountain. The 2-bedroom… More

From US$ 563 Book Now

Winter Park Condo Rental: 4 Mi To Ski Resort!

Crestview 79050 Us-40 Unit D609, Winter Park, United States Show map

Positioned 3.8 km from bustling shopping destinations such as the outdoor sports store "Colorado Adventure Park", Winter Park Condo Rental: 4 Mi To Ski Resort! villa offers guests to use private… More

From US$ 258 Book Now

Downtown Winter Park Condo: Steps To Everything!

144 Ski Idlewild Rd Building B, Unit 2409, Winter Park, United States Show map

Offering a Jacuzzi for a relaxing experience, the 1-bedroom Downtown Winter Park Condo: Steps To Everything! villa is located 3.8 km from the outdoor sports store "Colorado Adventure Park". More

From US$ 316 Book Now

New Luxury Timber Fox 3301

144 Ski Idlewild Road 3301, Winter Park, United States Show map

The 101 m² New Luxury Timber Fox 3301 Apartment Winter Park is located 3.5 km from Endeavour Lift and only a 5-minute walk from Cooper Creek Square. Boasting a location a few steps from Vasquez Peak… More

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Mountainside Winter Park Ski Home W/ Hot Tub

105 Balsam Dr, Winter Park, United States Show map

The 4-bedroom Mountainside Winter Park Ski Home W/ Hot Tub is nestled approximately 5 minutes' walk from Amaze'n Mazes and entices guests with a Jacuzzi. Located 2.6 km from Discovery, this Winter… More

From US$ 558 Book Now

Ski In Out Condo 3325 I Huge Hot Tub I Great Views I Heated Garage I Discounted Attractions

670 Winter Park Dr. #3325, Winter Park, United States Show map

The 2-bedroom Ski-In/Out Luxury Condo: Mountain Views & Hot Tub Retreat Winter Park villa entices guests to enjoy snow skiing and mini golf and offers proximity to Winter Park Resort, located only… More

From US$ 332 Book Now

Silverado II Unit 334

490 Kings Crossing Road, Winter Park, United States Show map

Situated about 10 minutes' drive from Fraser Tubing Hill, the spacious 2-bedroom Silverado II Unit 334 Winter Park apartment can host up to 6 guests in Winter Park. The apartment boasts access to a… More

From US$ 345 Book Now

Fraser Crossing Founders Pointe, Studio Apartment Premium Unit 3620

1610 Carolina Beach Ave. N Unit A12, Winter Park, United States Show map

To enjoy your vacation in Winter Park, stay at the 1-bedroom Fraser Crossing Founders Pointe, Studio Apartment Premium Unit 3620 Winter Park, which is 2.8 km from Prospector Express and a mere 13… More

From US$ 398 Book Now

Idyllic Condo ~ 5 Mi To Winter Park Resort!

126 High Country Dr Unit 6, Winter Park, United States Show map

During the stay at Idyllic Condo ~ 5 Mi To Winter Park Resort! villa, guests can indulge in a Jacuzzi and an indoor pool or visit the outdoor sports store "Colorado Adventure Park", located… More

From US$ 631 Book Now

Beaver Village Unit #0621

195 Gcr 702 #2-201 Or 195 Village Dr #2-201, Winter Park, United States Show map

To enjoy your vacation in Winter Park, stay at the spacious 79 m² Beaver Village Unit #0621 Winter Park apartment, which is 3.8 km from the outdoor sports store "Colorado Adventure Park" and just 12… More

From US$ 345 Book Now

Hi Country Haus Unit 1009

432 Hi Country Dr #1009, Winter Park, United States Show map

The spacious 46 m² Hi Country Haus Unit 1009 Apartment Winter Park is situated in Winter Park, only 1.4 km from Saint Bernard Of Montjoux, and offers spa amenities such as a Jacuzzi. Approximately a… More

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Hi Country Haus Unit 2501

426 Hi Country Dr #2501, Winter Park, United States Show map

The 66 m² Hi Country Haus Unit 2501 Apartment Winter Park is located 9 minutes on foot from The Foundry Cinema and Bowl and 4.7 km from Pioneer Express. Providing a Jacuzzi, this 1-bedroom apartment… More

From US$ 505 Book Now

Winter Park Resort Villa 509 I Private Hot Tub I Great Views I Discounted Attractions

509 Antler Way, Winter Park, United States Show map

Located only 600 metres from Main Street, the 3-bedroom Luxury Villa Retreat: Hot Tub, Views & Complimentary Activities Winter Park can accommodate up to 12 guests, providing them with a hot tub for… More

From US$ 2130 Book Now

Downtown Wp Villa 254 I Rooftop Hot Tub I Great Views I Activity Program

254 Lions Gate Dr., Winter Park, United States Show map

During the stay at Downtown Wp Villa 254 I Rooftop Hot Tub I Great Views I Activity Program Winter Park, guests can indulge in a Jacuzzi or visit Winter Park Resort, located a 10-minute drive away. More

From US$ 350 Book Now

Arrow 213

78746 Us Highway 40 Unit 213, Winter Park, United States Show map

The 2-room Arrow 213 Apartment Winter Park is located only a 5-minute stroll from Vasquez Peak Wilderness and looks out onto the mountain. Winter Park Resort is 4.3 km away, while Main Street is… More

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Fraser Crossing Founders Pointe, Condo - 1 Bedroom Withkitchenette Premium Unit 4547

201 Zephyr Way, Winter Park, United States Show map

The 1-bedroom Fraser Crossing Founders Pointe, Condo - 1 Bedroom Withkitchenette Premium Unit 4547 Winter Park is located a mere 0.9 km from Coca Cola Tubing Hill At Winter Park and merely an 11… More

From US$ 536 Book Now

Slopeside River Front Chalet I Hottub I Firepit I Views I Game Room I Bunks I Discounted Attractions

130 Balsam Dr., Winter Park, United States Show map

Situated merely a 7-minute walk from Main Street, Slopeside Luxury Chalet: Riverside Resort with Hot Tub & Activity Perks Winter Park offers a Jacuzzi and can accommodate up to 10 guests. Located… More

From US$ 907 Book Now

Trailhead Lodges Building 101 Unit 131

101 Trailhead Cir #131, Winter Park, United States Show map

To enjoy your vacation in Winter Park, stay at the spacious 139 m² Trailhead Lodges Building 101 Unit 131 Winter Park apartment, which is about a 5-minute drive from Ski Idlewild Abondoned Chairlift… More

From US$ 1011 Book Now