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Vacation Rentals in Winter Park

Zephyr Mountain Lodge

201 Zephyr Way, Winter Park, United States Show map

Offering a chance to wake up to the sunrise by Fraser River, situated around 5 minutes' walk away, Zephyr Mountain Lodge Winter Park provides panoramic views. Featuring fitness classes and cycling… More

From US$ 127 Book Now

Fraser Crossing And Founders Pointe

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

The contemporary Fraser Crossing And Founders Pointe Winter Park villa is situated about 5 minutes' walk from Alpine Slide, featuring such comforts as Wi-Fi and a private parking lot. Offering a… More

From US$ 167 Book Now

Iron Horse Studio

Winter Park, United States Show map

To enjoy your vacation in Winter Park, stay at the 38 m² Iron Horse Studio Winter Park, which is merely 0.9 km from Zephyr Express and just 12 minutes' walk from Winter Park Resort. Featuring a… More

From US$ 75 Book Now

Ski-In / Ski-Out 1 Bedroom Condo Base Of Wp Resort

580 Winter Park Drive 4673, Winter Park, United States Show map

The 52 m² Ski-In / Ski-Out 1 Bedroom Condo Base Of Wp Resort Winter Park is located in Winter Park, 3.2 km from Eagle Wind, and boasts a Jacuzzi. Leisure options at this 1-bedroom apartment include a… More

From US$ 294 Book Now

Founders Pointe Condo

580 Winter Park Drive #4469, Winter Park, United States Show map

Located just 350 metres from Winter Park Resort, Founders Pointe Condo Winter Park villa is suitable for 4 guests and offers a hot tub to relax in. Located not far from Cabriolet, this Winter Park… More

From US$ 123 Book Now

Great Location! Downtown Wp With Hot Tub! Sleeps 6!

79050 U.S. 40 309, Winter Park, United States Show map

Set approximately 5 km from Iron Horse, the 1-bedroom Great Location! Downtown Wp With Hot Tub! Sleeps 6! Apartment Winter Park comprises a patio and a balcony overlooking the mountain. For… More

From US$ 308 Book Now

Winter Park Condo W/ Mountain Views + Hot Tub

401 Nystrom Ln #1424, Winter Park, United States Show map

Featuring a Jacuzzi, the 3-bedroom Winter Park Condo W/ Mountain Views + Hot Tub villa is located around a 10-minute walk from Winter Park Resort and can host up to 10 guests. Providing guests with… More

From US$ 573 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

Crestview Place Unit 507

Winter Park, United States Show map

The spacious Crestview Place Unit 507 Winter Park apartment is located 3.6 km from Main Street and 5 minutes' walk from Winter Park Jazz Festival. Boasting a location a few moments from Hideaway Park… More

From US$ 384 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

Hi Country Haus Unit 705

78415 Us Highway 40, Winter Park, United States Show map

The 2-bedroom Hi Country Haus Unit 705 Apartment Winter Park is around 5 km from Gemini Express and provides spa facilities such as a Jacuzzi. Guests can stay at the spacious 61 m² apartment with… More

From US$ 224 Book Now

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

Hi Country Haus Unit 1515

78415 Us Highway 40, Winter Park, United States Show map

To enjoy your vacation in Winter Park, stay at the 2-room Hi Country Haus Unit 1515 Apartment Winter Park, which is just 650 metres from Idlewild Distillery and approximately a 10-minute drive from… More

From US$ 280 Book Now

Airy Winter Park Gem W/ Private Outdoor Hot Tub!

Winter Park, United States Show map

The 3-bedroom Airy Winter Park Gem W/ Private Outdoor Hot Tub! Villa can host up to 10 guests, boasting a convenient location within 6 km of iconic cultural attractions such as Cozens Ranch House… More

From US$ 379 Book Now

Iron Horse Studio W/ Resort Amenities; Walk To Wp!

101 Ironhorse Way, Winter Park, United States Show map

The family-friendly Iron Horse Studio W/ Resort Amenities; Walk To Wp! Winter Park is a 9-minute walk from Coca Cola Tubing Hill At Winter Park and can accommodate up to 4 guests. Featuring a terrace… More

From US$ 237 Book Now

Downtown Wp Loft 305 I Huge Hot Tub I Great Views I Heated Garage I Discounted Attractions

400 Baker Dr. #305, Winter Park, United States Show map

The 3-bedroom Luxury Loft Retreat: Hot Tub Views & Activity Perks Villa Winter Park offers proximity to such city sites as The Foundry Cinema and Bowl, located approximately a 5-minute walk away. More

From US$ 421 Book Now

Modern Winter Park Condo W/ Community Hot Tub!

144 Ski Idlewild Rd Unit 2206, Winter Park, United States Show map

Accommodating up to 6 guests, the 2-bedroom Modern Winter Park Condo W/ Community Hot Tub! villa is situated only 1.8 km from renowned cultural sites such as Cozens Ranch House Museum. Offering a… More

From US$ 420 Book Now

Slopeside Villa 90 I Hot Tub I Great Views I Bunk Room I Gas Firepit I Discounted Attractions

90 Trademark Dr. #90, Winter Park, United States Show map

Situated a mere 6 minutes' walk from Main Street, the 3-bedroom Slopeside Luxury Villa: Hot Tub, Views & Free Activities Winter Park offers a hot tub and can accommodate up to 8 guests. This 3… More

From US$ 394 Book Now

Ski In Out Condo 4574 I Huge Hot Tub I Views I Heated Garage I Discounted Attractions

580 Winter Park Dr. #4574, Winter Park, United States Show map

Located only 350 metres from Winter Park Resort, the 2-bedroom Ski-Out Luxury Condo: Hot Tub Views & Activity Perks Winter Park villa offers guests to relax in a hot tub, or enjoy snow skiing and… More

From US$ 890 Book Now

Ski-In/Ski-Out Winter Park Condo W/ Hot Tub Access

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

The family Ski-In/Ski-Out Winter Park Condo W/ Hot Tub Access villa is located a 13-minute stroll from Winter Park Resort and provides snow skiing, hiking, and table tennis for active guests. More

From US$ 396 Book Now

Downtown Wp Loft 208 I Huge Hot Tub I Great Views I Activity Program

400 Baker Dr. #208, Winter Park, United States Show map

Situated 5 minutes' walk from The Foundry Cinema and Bowl, Luxury Loft 208: Hot Tub Retreat with Panoramic Views Villa Winter Park entices guests with views of the mountain. Featuring a Jacuzzi, the… More

From US$ 742 Book Now

Cozy Ski-In/Out Winter Park Studio W/ Hot Tubs!

313 Iron Horse Way Unit C2033, Winter Park, United States Show map

Cozy Ski-In/Out Winter Park Studio W/ Hot Tubs! is located in Winter Park, 10 minutes' walk from Cabriolet, and pampers guests with a hot tub. Also, there is an outdoor swimming pool to ensure a more… More

From US$ 749 Book Now

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

Slopeside Chalet 97A I Hot Tub I Great Views I Bunk Room I Work Space I Discounted Attractions

97 Clover Ln #A, Winter Park, United States Show map

Boasting a hot tub, the 2-bedroom Luxury Slopeside Condo: Ski-In/Ski-Out with Hot Tub & Activity Perks Winter Park villa is located about a 10-minute walk from Main Street and can accommodate 8… More

From US$ 395 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

Book Now

Downtown Wp Condo 2205 I Private Hot Tub I Peloton Bike I Ac I Great Views I Activity Program

144 Ski Idlewild Rd #2205, Winter Park, United States Show map

The 3-bedroom Skyview Luxury Suite: Hot Tub, Peloton & Activity Perks Winter Park villa is situated only 5 minutes' walk from Hideaway Park, featuring such comforts as Wi-Fi and parking. Offering a… More

From US$ 471 Book Now

Snowblaze Studio

79114 U.S. 40 E, Unit 315, Winter Park, United States Show map

The 51 m² Snowblaze Studio Winter Park is located 3.7 km from Winter Park Resort and 19 minutes' walk from Cooper Creek Square. This 1-bedroom apartment is equipped with a hot tub, creating a more… More

From US$ 109 Book Now

Beaver Village

50 Village Dr 8-22, Winter Park, United States Show map

Set about 3 km from Discovery, the 102 m² Beaver Village Winter Park apartment comprises a patio and a dining area overlooking the mountain. This 2-bedroom apartment offers the perfect ambiance for a… More

From US$ 240 Book Now

Winter Park Retreat: Mtn Views & Pool Access!

Winter Park, Co, 80442, Winter Park, United States Show map

During the stay at Winter Park Retreat: Mtn Views & Pool Access! Villa, guests can indulge in a hot tub or visit Fraser Tubing Hill, located a 19-minute walk away. The 2-bedroom holiday home features… More

From US$ 255 Book Now

Winter Park Condo W/ Balcony ~ 4 Mi To Slopes

400 Baker Dr 304, Winter Park, United States Show map

Located only a 6-minute walk from The Foundry Cinema and Bowl, the 2-bedroom Winter Park Condo W/ Balcony ~ 4 Mi To Slopes villa provides guests with a hot tub. Located 4.4 km from Discovery, this… More

From US$ 766 Book Now

Ski-In Ski-Out Modern Mountain Condo

580 Winter Park Drive, Founder Pointe #4445, Winter Park, United States Show map

To enjoy your vacation in Winter Park, stay at the 2-room Ski-In Ski-Out Modern Mountain Condo Winter Park, which is only 1.1 km from Main Street and nearly 10 minutes on foot from Amaze'n Mazes. In… More

From US$ 196 Book Now

Downtown Wp Pond Villa 524 I Private Hot Tub I Great Views I Activity Program

524 Baker Dr., Winter Park, United States Show map

The 1-bedroom Luxury Pond Villa: Hot Tub Retreat with Complimentary Activities Winter Park, located around a 5-minute walk from The Foundry Cinema and Bowl, can host up to 6 guests. More

From US$ 359 Book Now

Walk To Dtwn: Winter Park Studio W/ Hot Tub Access

79114 U.S. Hwy 40 Unit E202, Winter Park, United States Show map

The 42 m² Walk To Dtwn: Winter Park Studio W/ Hot Tub Access is located 3.5 km from Olympia Express and 10 minutes' drive from Winter Park Resort. Boasting a location right near Cooper Creek Square… More

From US$ 207 Book Now

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

Hi Country Haus Hideaway

471 Hi Country Drive, Building 6, Unit 5, Winter Park, United States Show map

The spacious 60 m² Hi Country Haus Hideaway Apartment Winter Park is located in Winter Park, nearly a 10-minute drive from Prospector Express, and boasts a Jacuzzi and an indoor pool. 2.5 km from the… More

From US$ 218 Book Now

Hi Country Haus 14-5

477 High Country Drive Building 14 Unit 5, Winter Park, United States Show map

Situated a mere 1.2 km from Cozens Ranch House Museum, the 1-bedroom Hi Country Haus 14-5 Apartment Winter Park can host up to 4 guests in Winter Park. Various sport options, such as snow skiing and… More

From US$ 132 Book Now

Winter Park Condo W/ Pool + Ski Shuttle Access!

702 Village Dr Unit 18-14, Winter Park, United States Show map

Offering guests to unwind in a Jacuzzi, a sauna, and an indoor pool, the welcoming Winter Park Condo W/ Pool + Ski Shuttle Access! villa is located a 14-minute walk from Hideaway Park. More

From US$ 230 Book Now

Pool + Hot Tub Access: Condo In Winter Park!

490 Kings Crossing Rd Unit 131, Winter Park, United States Show map

Offering a Jacuzzi and an indoor pool, the 2-bedroom Pool + Hot Tub Access: Condo In Winter Park! villa is located 4.2 km from Winter Park Resort. More

From US$ 169 Book Now

Hi Country Haus 11-2

247 Hi Country Dr #211, Winter Park, United States Show map

The 45 m² Hi Country Haus 11-2 Apartment Winter Park is located 10 minutes by car from the outdoor sports store "Colorado Adventure Park" and 4.8 km from Looking Glass. Providing a Jacuzzi, this 1… More

From US$ 219 Book Now

New Luxury Villa 155 Hot Tub Great Views Best Price 500 Dollars In Free Activities Daily

155 Whistlestop Circle, Winter Park, United States Show map

Staying at the 4-bedroom New Luxury Villa 155 Hot Tub Great Views Best Price 500 Dollars In Free Activities Daily Winter Park, guests can visit the outdoor sports store "Colorado Adventure Park"… More

From US$ 869 Book Now

Wp Resort Ski In Out Condo Luxury 2507 I Hot Tub I Gym I Ski Views I Discounted Attractions

201 Zephyr Mountain Way #2507, Winter Park, United States Show map

Ski-In/Ski-Out Luxury Condo with Hot Tub Views Winter Park villa enjoys a convenient location, a 14-minute walk from Main Street, and offers guests to unwind in a Jacuzzi. Offering fitness classes… More

From US$ 653 Book Now

Downtown Wp Villa 39 I Private Hot Tub I Great Views I Bunk Room I Discounted Attractions

39 Lookout Point, Winter Park, United States Show map

The 3-bedroom Luxury Chalet #39: Mountain Retreat with Hot Tub & Activity Perks Winter Park offers proximity to nearby tourist spots, such as Ski Idlewild Abondoned Chairlift, situated just 0.8 km… More

From US$ 944 Book Now

Walk To Gondola: Condo W/ Deck In Winter Park!

70 Trademark Dr 1, Winter Park, United States Show map

Suitable for 12 guests, the 4-bedroom Walk To Gondola: Condo W/ Deck In Winter Park! villa is located just a 9-minute walk from Main Street and provides a hot tub for a relaxing stay. Providing… More

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Winter Park Resort Villa 301 I Private Hot Tub I Great Views I Bunk Room I Discounted Attractions

301 Northwoods Place, Winter Park, United States Show map

During the stay at the 3-bedroom Luxury Villa 301: Resort-Adjacent with Hot Tub and Activity Perks Winter Park, guests can indulge in snow skiing and mini golf or visit Winter Park Resort, located… More

From US$ 424 Book Now

Snowblaze E102 Studio

79114 Us Highway 40 # E-102, Winter Park, United States Show map

Situated 13 minutes' walk from Cooper Creek Square, Snowblaze E102 Studio Winter Park offers a Jacuzzi for 4 visitors. This apartment features Wi-Fi throughout the property. More

From US$ 196 Book Now

Slopeside River Front Condo 15 I Hot Tub I Views I Bunk Room I Office I Discounted Attractions

1080 Winter Park Dr. #15, Winter Park, United States Show map

During the stay at Riverfront Ski Retreat: Luxury Condo with Hot Tub & Activity Perks Winter Park villa, guests can indulge in a hot tub or visit Coca Cola Tubing Hill At Winter Park, located an 18… More

From US$ 228 Book Now

Hi Country Haus Unit 1908

159 Hi Country Dr #1908, Winter Park, United States Show map

Situated within 4 km of Fraser Valley Public Library, the spacious 93 m² Hi Country Haus Unit 1908 Apartment Winter Park offers a Jacuzzi for 5 visitors. Ski Idlewild Abondoned Chairlift is 18… More

From US$ 274 Book Now

Beaver Village Unit #1134

203 Gcr 702 #1134 Or 203 Village Dr #1134, Winter Park, United States Show map

The spacious Beaver Village Unit #1134 Winter Park apartment is located in Winter Park, 10 minutes' drive from Zephyr Express, and pampers guests with a Jacuzzi and a sauna. Wi-Fi and parking are… More

From US$ 619 Book Now

Slopeside Chalet 136 I Great Views I Steam Shower I Bunk Room I Discounted Attractions

136 Cedar Dr., Winter Park, United States Show map

The 3-bedroom Slopeside Luxury Villa: Ski Views & Activity Perks Winter Park entices guests to enjoy snow skiing and mini golf and offers proximity to Main Street, located about a 10-minute stroll… More

From US$ 1517 Book Now

Beaver Village Unit #0412

128 Village Dr #4-102, Winter Park, United States Show map

Situated a 13-minute walk from Hideaway Park, the spacious Beaver Village Unit #0412 Winter Park apartment offers a Jacuzzi and a sauna for 6 visitors. This apartment features Wi-Fi throughout the… More

From US$ 400 Book Now