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Vacation Rentals in Winter Park

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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Ridgeview Retreat Steps To Hideaway Park And Town

404 Sawyer Cir, Winter Park, Co 80482, Winter Park, United States Show map

Situated about 10 minutes by car from the outdoor sports store "Colorado Adventure Park", Ridgeview Retreat Steps To Hideaway Park And Town Villa Winter Park provides access to numerous tourist… More

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Ski-In/Ski-Out Winter Park Condo W/ Balcony

580 Winter Park Dr Unit 4447, Winter Park, United States Show map

Welcoming guests with a Jacuzzi, the 1-bedroom Ski-In/Ski-Out Winter Park Condo W/ Balcony villa is located only 5 minutes' walk from Winter Park Resort and can host up to 4 guests. Located within… More

From US$ 183 Book Now

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

Cozy Winter Park Condo: Bike, Ski, & Hike!

15 Village Dr Unit #15-32, Winter Park, United States Show map

During the stay at the 2-bedroom Cozy Winter Park Condo: Bike, Ski, & Hike! villa, guests can indulge in a Jacuzzi, a sauna, and an indoor pool or visit Coca Cola Tubing Hill At Winter Park, located… More

From US$ 65 Book Now

Hike & Bike! Mtn-View Condo 1 Block To Main St

400 Baker Drive, Winter Park, United States Show map

The 2-bedroom Hike & Bike! Mtn-View Condo 1 Block To Main St Winter Park villa is situated approximately 5 minutes' walk from The Foundry Cinema and Bowl, featuring such comforts as Wi-Fi and private… More

From US$ 754 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

Skiing Sanctuary

19 Cedar Drive, Winter Park, United States Show map

Up to 6 guests can stay at the 2-bedroom Skiing Sanctuary Winter Park villa and enjoy Endeavour Lift, located approximately 5 minutes' walk away. Guests can enjoy snow skiing and fisheries at this… More

From US$ 706 Book Now

Mountain Adventure Basecamp + Hot Tubs

305A, 79050 U.S. 40, Winter Park, United States Show map

Situated nearly a 25-minute walk from Cozens Ranch House Museum, the 1-bedroom Mountain Adventure Basecamp + Hot Tubs Apartment Winter Park can host up to 2 guests in Winter Park. The spacious 28 m²… More

From US$ 115 Book Now

Downtown Winter Park Condo - 3 Miles To Ski Resort

Winter Park, CO, 80446, Winter Park, United States Show map

Situated only 0.7 km from Cozens Ranch House Museum, the 2-bedroom Downtown Winter Park Condo - 3 Miles To Ski Resort villa provides guests with a Jacuzzi for additional relaxation. The welcoming… More

From US$ 183 Book Now

Luxe Winter Park Escape - 5Br With Hot Tub & Game Room

34 Meadow Trail, Winter Park, United States Show map

Situated merely 1.5 km from the outdoor sports store "Colorado Adventure Park", the 2-bedroom Luxe Winter Park Escape - 5Br With Hot Tub & Game Room villa invites guests to relax at a terrace. More

From US$ 470 Book Now

Downtown Wp Condo 224 I Pool I Club House I Hot Tub I Great Views I Activity Program

201 Trailhead Circle #224, Winter Park, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Luxury Condo 224: Pool, Club & Views with Activity Perks Winter Park villa is suitable for up to 10 people and is located about 4 km from Winter Park… More

From US$ 1596 Book Now

Downtown Wp Chalet 1415 I Private Hot Tub I Great Views I Bunk Room I Discounted Attractions

1415 Bear Trail, Winter Park, United States Show map

The 3-bedroom Downtown Wp Chalet 1415 I Private Hot Tub I Great Views I Bunk Room I Discounted Attractions Winter Park is located approximately 10 minutes by car from the outdoor sports store… More

From US$ 537 Book Now

Slopeside Chalet 113D I Hot Tub I Great Views I Activity Program

113 D Clover Lane, Winter Park, United States Show map

The 2-bedroom Slopeside Luxury Chalet: Mountain Views & Hot Tub Retreat Winter Park, located just around the corner from Endeavour Lift, can host up to 8 guests. Offering a Jacuzzi, the Winter Park… More

From US$ 445 Book Now

Zephyr Mountain Lodge, Condo - 2 Bedroom Continental Divide Views Select Rated Condo 2608

201 Zephyr Way, Winter Park, United States Show map

The 2-bedroom Zephyr Mountain Lodge, Condo - 2 Bedroom Continental Divide Views Select Rated Condo 2608 Winter Park features convenient proximity to such city attractions as Moffat Tunnel, situated… More

From US$ 1199 Book Now

Ski-In / Ski-Out Studio Condo At The Base Of Winter Park

580 Winter Park Drive 4671, Winter Park, United States Show map

To enjoy your vacation in Winter Park, stay at 41 m² Ski-In / Ski-Out Studio Condo At The Base Of Winter Park, which is merely 14 minutes on foot from Alpine Slide and within a 6-km distance of… More

From US$ 161 Book Now

Downtown Wp Loft 14 I Huge Hot Tub I Great Views I Additional Bunk Area I Activity Program

78321 Highway 40 #14, Winter Park, United States Show map

Featuring a Jacuzzi, the 2-bedroom Luxury Loft with Hot Tub and Activity Perks Villa Winter Park is located merely 9 minutes' walk from Cozens Ranch House Museum and can host up to 8 guests. Guests… More

From US$ 331 Book Now

Ski-In/Ski-Out Zephyr 1 Bedroom Condo Winter Park

201 Zephyr Way 2208, Winter Park, United States Show map

To enjoy your vacation in Winter Park, stay at the 1-bedroom Ski-In/Ski-Out Zephyr 1 Bedroom Condo Winter Park, which is just 150 metres from Arrow Lift and approximately 5 minutes' walk from Alpine… More

From US$ 358 Book Now

The Antlers 401

401 Antler Way, Winter Park, United States Show map

The Antlers 401 Villa Winter Park is located 25 minutes' walk from Coca Cola Tubing Hill At Winter Park and provides hiking for active guests. The 4-bedroom holiday home offers an outdoor swimming… More

From US$ 682 Book Now

Ski-In Ski-Out Winter Park Condo

313 Iron Horse Way, Winter Park, United States Show map

To enjoy your vacation in Winter Park, stay at the spacious 1-bedroom Ski-In Ski-Out Winter Park Condo, which is just 1.1 km from Alpine Slide and about 10 minutes' drive from Eskimo Express. Wi-Fi… More

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Beaver Village Unit #0611

195 Gcr 702 #2-101 195 Village Dr #2-101, Winter Park, United States Show map

Situated 3.1 km from Prospector Express, the 86 m² Beaver Village Unit #0611 Winter Park apartment can host up to 6 guests in Winter Park. Featuring a wellness centre and a shared lounge, this 2… More

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Beaver Village Unit #0623R

195 Gcr 702 #2-203 Or 195 Village Dr #2-203, Winter Park, United States Show map

The spacious Beaver Village Unit #0623R Winter Park apartment is located in Winter Park, a 10-minute drive from Fraser Valley Public Library, and pampers guests with a Jacuzzi and a sauna. Wi-Fi is… More

From US$ 534 Book Now

Rustic Relaxation In Winter Park

124 Village Dr, Building 3, Unit 03-31, Winter Park, United States Show map

Rustic Relaxation In Winter Park Apartment enjoys a convenient location and provides easy access to Gemini Express 3.3 km away. The spacious apartment can hold up to 14 guests. More

From US$ 626 Book Now

Ski-In/Ski-Out Winter Park Condo W/ Pool Access!

Winter Park, CO, 80482, Winter Park, United States Show map

During the stay at the family Ski-In/Ski-Out Winter Park Condo W/ Pool Access! villa, guests can indulge in a hot tub and a sauna or visit Main Street, located 20 minutes' walk away. The 2-bedroom… More

From US$ 379 Book Now

Winter Park Studio Condo - 5 Mins To Downtown!

Winter Park, United States Show map

Featuring a heated pool, the welcoming Winter Park Studio Condo - 5 Mins To Downtown! villa is suitable for up to 4 people and is located 10 minutes by car from the outdoor sports store "Colorado… More

From US$ 372 Book Now

Viking Alpine Haven

62 E Viking Dr #C202, Winter Park, United States Show map

The spacious 3-bedroom Viking Alpine Haven Apartment Winter Park is located 4.7 km from Eagle Wind and around 10 minutes' drive from Looking Glass. This 118 m² apartment capacity is based on up to 10… More

From US$ 342 Book Now

Snowblaze Condos Building C Unit 22

79114 U.S. Highway 40, Winter Park, United States Show map

Situated approximately 5 minutes' walk from Cooper Creek Square, the spacious 2-bedroom Snowblaze Condos Building C Unit 22 Winter Park offers a Jacuzzi and a sauna for up to 6 guests. Iron Horse is… More

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Zephyr Mountain Ski-In Ski-Out Condo

201 Zephyr Way #2321, Winter Park, United States Show map

The 53 m² Zephyr Mountain Ski-In Ski-Out Condo Winter Park is located only 5 minutes' walk from Zephyr Express and 2.9 km from Pioneer Express. Welcoming guests with a Jacuzzi, this 1-bedroom… More

From US$ 308 Book Now

Beaver Village Unit #1624

212 Village Dr #16-24, Winter Park, United States Show map

Beaver Village Unit #1624 Winter Park apartment is located 4.1 km from Coca Cola Tubing Hill At Winter Park and 10 minutes by car from Winter Park Resort. The spacious apartment invites guests to… More

From US$ 282 Book Now

Convenient Winter Park Condo - 3 Mi To Resort!

214 Village Dr Unit 17-24, Building 17, Winter Park, United States Show map

The 2-bedroom Convenient Winter Park Condo - 3 Mi To Resort! villa is located around 10 minutes' drive from Fraser Tubing Hill and provides a Jacuzzi and an indoor pool. Offering balloon tours, this… More

From US$ 303 Book Now

Hi Country Haus Unit 1801

126 Hi Country Dr #1801, Winter Park, United States Show map

Situated approximately 10 minutes' drive from the outdoor sports store "Colorado Adventure Park", the 3-bedroom Hi Country Haus Unit 1801 Villa Winter Park offers guests to enjoy spa therapy and a… More

From US$ 432 Book Now

Mtn Views & Pool Access: Sunny Winter Park Retreat

580 Winter Park Dr Unit 4647, Winter Park, United States Show map

Located only a 5-minute walk from Winter Park Resort, Mtn Views & Pool Access: Sunny Winter Park Retreat Villa is suitable for 4 guests and provides a Jacuzzi for a truly relaxing stay. The 1-bedroom… More

From US$ 214 Book Now

Comfortable Fraser Crossing Founders Pointe Condo Near Gondola With Onsite Ski Storage Condo

201 Zephyr Way, Winter Park, United States Show map

Comfortable Fraser Crossing Founders Pointe Condo Near Gondola With Onsite Ski Storage Condo Winter Park is a mere 5 minutes' walk from Winter Park Resort and welcomes guests with a Jacuzzi. If you… More

From US$ 1169 Book Now

Winter Haus, Winter Park 2 Bedrooms Corner Unit W Outdoor Patio Walking Distance To The Center Of Town

273 High Country Drive Unit 11, Winter Park, United States Show map

Located only 5 minutes on foot from Cozens Ranch House Museum, 2-bedroom Winter Haus, Winter Park 2 Bedrooms Corner Unit W Outdoor Patio Walking Distance To The Center Of Town accommodates up to 6… More

From US$ 230 Book Now

Hideaway Village Alpine 4

155 Van Anderson Dr., Winter Park, United States Show map

Staying at the 2-bedroom Hideaway Village Alpine 4 Winter Park villa, guests can easily reach Endeavour Lift, located about a 10-minute drive away. Guests can enjoy snow skiing, hiking, and fisheries… More

From US$ 249 Book Now

Hi Country Haus Unit 1803

126 Hi Country Dr #1803, Winter Park, United States Show map

Offering guests to unwind in a Jacuzzi, Hi Country Haus Unit 1803 Villa Winter Park is located a 5-minute walk from The Foundry Cinema and Bowl. Offering balloon rides, the 1-bedroom villa can… More

From US$ 206 Book Now

Best Location In Downtown Winter Park

79050 U.S. Hwy 40 308, Winter Park, United States Show map

Situated only a 5-minute walk from Hideaway Park, the 111 m² Best Location In Downtown Winter Park apartment offers guests easy access to various tourist attractions nearby. Leisure options at this 2… More

From US$ 531 Book Now

Beaver Village Unit #0823

191 Village Drive #823 Building 8 Unit 823 2Nd Level, Winter Park, United States Show map

To enjoy your vacation in Winter Park, stay at the spacious 87 m² Beaver Village Unit #0823 Winter Park apartment, which is around a 10-minute ride from Cozens Ranch House Museum and only 1.1 km from… More

From US$ 320 Book Now

Trailhead Lodges Building 701 Unit 731

701 Trailhead Circle, Winter Park, United States Show map

To enjoy your vacation in Winter Park, stay at the spacious 74 m² Trailhead Lodges Building 701 Unit 731 Winter Park apartment, which is within a 4-km distance of Olympia Express and approximately 25… More

From US$ 237 Book Now

Winter Park Condo W/ Hot Tub, 3 Mi To Slopes!

212 Village Dr Unit 16-31, Winter Park, United States Show map

Located within a 3-km distance of Eskimo Express, the 2-bedroom Winter Park Condo W/ Hot Tub, 3 Mi To Slopes! villa entices guests to relax in a Jacuzzi, a sauna, and an indoor pool. Guests can enjoy… More

From US$ 106 Book Now

Cozy Condo On Vasquez Creek W/ Free Shuttle Access

145 Arapahoe Road, Winter Park, Co 80482, Us, Winter Park, United States Show map

The 2-bedroom Cozy Condo On Vasquez Creek W/ Free Shuttle Access Winter Park villa is located 3.5 km from Fraser Tubing Hill and provides hiking for active guests. Offering a wellness facility, this… More

From US$ 517 Book Now

Winter Park Chalet I Mtn Biking I Summer Festivals

189 Village Drive Building 9, Unit 09-13, Winter Park, United States Show map

The 279 m² Winter Park Chalet I Mtn Biking I Summer Festivals is located 14 minutes' walk from Winter Park Jazz Festival and 4.3 km from Coca Cola Tubing Hill At Winter Park. The spacious apartment… More

From US$ 366 Book Now

Ski In Out Condo 3425 I Huge Hot Tub I Great Views I Heated Garage I Discounted Attractions

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

Featuring a Jacuzzi, the 2-bedroom Ski In-Out Luxury Condo: Mountain Views & Hot Tub Retreat Winter Park villa is located approximately 5 minutes' walk from Winter Park Resort and can host up to 8… More

From US$ 232 Book Now

Pool, Hot Tub, Ski In Ski Out, Bike Storage For Summer Guests

580 Winter Park Drive, Unit 4665, Winter Park, United States Show map

The 1-bedroom Pool, Hot Tub, Ski In Ski Out, Bike Storage For Summer Guests Winter Park apartment boasts a convenient location approximately 5 minutes' walk from Winter Park Resort. Situated not far… More

From US$ 435 Book Now

Downtown Wp Condo 1407 I Hot Tub I Ac I Great Views I Activity Program

144 Ski Idlewild Rd #1407, Winter Park, United States Show map

Situated only 1.6 km from Hideaway Park, the 2-bedroom Luxury Condo 1407: Hot Tub, Views & Activity Perks Winter Park villa entices guests with a Jacuzzi, ensuring a more relaxing stay. Featuring… More

From US$ 487 Book Now

Hi Country Haus Unit 2121

51 River Dr #2121, Winter Park, United States Show map

The spacious Hi Country Haus Unit 2121 Apartment Winter Park is located 5 minutes on foot from The Foundry Cinema and Bowl and looks out onto the river. Boasting a Jacuzzi, the apartment, suitable… More

From US$ 862 Book Now

Modern High Country Haus

126 High Country Drive Building 18 Unit 12, Winter Park, United States Show map

The 116 m² Modern High Country Haus Apartment Winter Park is located 10 minutes' drive from the outdoor sports store "Colorado Adventure Park" and 4.2 km from Eskimo Express. This 3-bedroom apartment… More

From US$ 494 Book Now

Winter Park Ff Premium-Rated 4564

580 Winter Park Drive, Winter Park, United States Show map

The 1-bedroom Winter Park Ff Premium-Rated 4564 Apartment boasts a convenient location just 300 metres from Winter Park Resort. Guests can benefit from a hot tub while staying right around the corner… More

From US$ 508 Book Now

Hi Country Haus Unit 1108

247 Hi Country Drive, Winter Park, United States Show map

The 1-bedroom Hi Country Haus Unit 1108 Apartment Winter Park is located in Winter Park, nearly a 10-minute drive from Endeavour Lift, and boasts a Jacuzzi. Winter Park Resort is 4.9 km from the 46… More

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