Winter Park Vacation Rentals for Skiers and Families

Compare vacation rentals and Airbnbs in Winter Park, from ski-in condos to lodges with hot tubs. Check ratings and rates before you book

Check-in
Sun, 15 Nov
Check-out
Mon, 16 Nov
Rooms and Guests2 Guests, 1 room
Check-in
Sun, 15 Nov
-
Check-out
Mon, 16 Nov
Rooms and Guests2 Guests, 1 room
1Filter & Sort
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Check-in
Sun, 15 Nov
-
Check-out
Mon, 16 Nov
Rooms and Guests2 Guests, 1 room
1Filter & Sort
View map
View map
1-20 out of 24
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.7
Great
4 adults
1 bedroom
2 beds
Map
776 yd from City Center116 yd from Zephyr Express
Ski-in/outUnderground ParkingGas Fireplace
  • Ski-in ski-out base lodging
  • Fully equipped kitchens with fireplaces
  • Heated underground parking on site
FromUS$ 127 /nightSelect
8.6
Great
4 adults
1 bedroom
2 beds
Map
790 yd from City Center189 yd from Winter Park Resort
Hot TubSki StorageBBQ Facilities
  • 150-yard walk to chairlift
  • Fully-equipped kitchen in each unit
  • In-room gas fireplace
FromUS$ 167 /nightSelect
7.2
Very good
The largest option:
4 adults
1 bedroom
2 beds
Map
1389 yd from City Center356 yd from Cabriolet
Ski-to-DoorIndoor PoolOutdoor Pool
  • Ski-to-door access with hot tub
  • Indoor and outdoor pools
  • In-room kitchen in every unit
FromUS$ 75 /nightSelect
Founders Pointe CondoHoliday home
7.7
Very good
4 adults
1 bedroom
2 beds
Map
832 yd from City Center243 yd from Winter Park Resort
Ski-To-DoorHot TubFireplace
  • Ski-to-door access on-site
  • In-unit private hot tub
  • Outdoor dining restaurant area
FromUS$ 123 /nightSelect
9.6
Perfect
Map
2.0 mi from City Center1025 yd from Amaze'n Mazes Colorado
Hot TubPrivate ParkingSki Storage
  • Private hot tub in unit
  • Downtown Winter Park location
  • Sleeps up to six guests
FromUS$ 308 /nightSelect
9.4
Perfect
Map
836 yd from City Center239 yd from Zephyr Express
Ski AccessHot TubMountain View
  • Ski-in/ski-out access
  • Mountain-view balcony
  • Private hot tub & fireplace
FromUS$ 294 /nightSelect
8.4
Great
Map
799 yd from City Center98 yd from Zephyr Express
Hot TubFitness CenterSki-to-Door
  • Ski-to-door access
  • Mountain-view condo
  • Private hot tub
FromUS$ 573 /nightSelect
7.8
Very good
6 adults
2 bedrooms
2 beds
Map
2.9 mi from City Center633 yd from Amaze'n Mazes Colorado
Private EntranceFully Equipped KitchenSpa & Wellness
  • River views from private apartment
  • On-site spa and wellness centre
  • Games room with billiards
FromUS$ 224 /nightSelect
9.4
Perfect
The largest option:
4 adults
2 bedrooms
2 beds
Map
2.6 mi from City Center248 yd from Amaze'n Mazes Colorado
SpaHot TubGame Room
  • On-site spa and wellness center
  • River-view apartment with fireplace
  • Game room with billiards tables
FromUS$ 280 /nightSelect
Snowblaze StudioApartment
7.8
Very good
Map
2.0 mi from City Center1127 yd from Amaze'n Mazes Colorado
Indoor PoolHot TubFull Kitchen
  • Private apartment with full kitchen
  • Multilingual staff (8 languages)
  • Ground-floor mountain views
FromUS$ 109 /nightSelect
7.8
Very good
Map
2.6 mi from City Center74 yd from Amaze'n Mazes Colorado
Hot TubSpa CenterGame Room
  • Fully equipped kitchen with fireplace
  • On-site spa and wellness centre
  • Games room with billiards
FromUS$ 206 /nightSelect
9.3
Perfect
Map
2.7 mi from City Center257 yd from Amaze'n Mazes Colorado
Hot TubFitness CenterWellness Center
  • Huge hot tub with mountain views
  • Skiing and cycling activity program
  • On-site spa and wellness center
FromUS$ 365 /nightSelect
8.8
Great
Map
2.0 mi from City Center1093 yd from Amaze'n Mazes Colorado
SpaHot TubFitness Center
  • On-site spa and wellness centre
  • Mountain views from living room
  • Outdoor fireplace and hot tub
FromUS$ 196 /nightSelect
8.0
Great
Map
1428 yd from City Center402 yd from Cabriolet
Ski-to-Door AccessOutdoor PoolHot Tub
  • Ski-to-door access
  • In-room kitchen with cookware
  • Outdoor pool and hot tub
FromUS$ 209 /nightSelect
5.0
Needs improvement
Map
2.9 mi from City Center528 yd from Amaze'n Mazes Colorado
Spa CentreGames RoomHot Tub
  • On-site spa and wellness centre
  • Games room with billiards
  • Fully equipped kitchen in unit
FromUS$ 208 /nightSelect
9.2
Perfect
6 adults
2 bedrooms
4 beds
Map
2.2 mi from City Center758 yd from Amaze'n Mazes Colorado
SpaGame RoomHot Tub
  • Mountain-view apartment with fireplace
  • On-site wellness center and hot tub
  • Game room for indoor entertainment
FromUS$ 404 /nightSelect
9.0
Perfect
Map
1.9 mi from City Center1373 yd from Amaze'n Mazes Colorado
Hot tubSaunaKitchen
  • Spa with sauna and hot tub
  • Skiing access nearby
  • Fully equipped kitchen
FromUS$ 567 /nightSelect
8.2
Great
6 adults
2 bedrooms
3 beds
Map
2.6 mi from City Center278 yd from Amaze'n Mazes Colorado
Indoor PoolPrivate ParkingFull Kitchen
  • Fraser Riverfront condo with fireplace
  • Indoor pool and terrace access
  • Hiking near Winter Park Resort
FromUS$ 160 /nightSelect
9.5
Perfect
Map
2.7 mi from City Center352 yd from Amaze'n Mazes Colorado
Private PoolHot TubFitness Center
  • Private pool and hot tub
  • River-view corner unit
  • On-site ski pass vendor
FromUS$ 230 /nightSelect
8.4
Great
Map
832 yd from City Center240 yd from Winter Park Resort
Ski StorageHot TubOutdoor Fireplace
  • Ski-in/ski-out slope access
  • Outdoor fireplace with terrace
  • On-site hot tub and spa
FromUS$ 161 /nightSelect
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Winter Park vacation rentals offer skiers and families direct access to the slopes and mountain amenities. These properties range from ski-in/ski-out condos at the base of Winter Park Resort to spacious lodges with fully equipped kitchens and gas fireplaces. Many rentals include private hot tubs, fitness centers, and spa facilities. Budget varies widely, with options for large groups or couples. Popular areas to stay include the resort village, downtown Winter Park near Elk Horn Fine Art Gallery, and the Fraser area for quieter settings.

Top-rated rentals include Zephyr Mountain Lodge, offering ski-to-door access and panoramic mountain views. Fraser Crossing And Founders Pointe provides modern apartments with granite counters and private parking. For budget-conscious travelers, Iron Horse Studio features indoor and outdoor pools and ski-to-door access. Downtown WP Loft 307 and Snowblaze E102 Studio stand out for their hot tubs, spa centers, and exceptional guest ratings. These vacation rentals cater to both adventure seekers and those seeking relaxation after a day on the slopes.