Vacation rentals in Winter Park, United States - page 14

Carefully selected & verified rentals in Winter Park, United States
Check-in
16Mar2026Select date
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Rooms and Guests2 Guests, 1 Room
Winter Park features the scenic Chain of Lakes, plus the beautiful Mead Botanical Garden and the notable Charles Hosmer Morse Museum of American Art. You can stroll the park or enjoy water activities like kayaking at Lake Killarney. For accommodations, the city offers a variety of hotels. There are charming boutique inns like the Alfond Inn and family-friendly resorts with great amenities. This site features a curated list of Winter Park hotels, chosen for their excellent reviews and unique offerings, ensuring a pleasant stay. Book early, especially during events like the Winter Park Art Festival, and use local shuttles for easy transport.
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Winter Park Condo With Fireplace - 4 Mi To Slopes!
7 adults
2 bedrooms
4 beds
MapMain Street's shops and restaurants300m
  • On-site spa and wellness centre
  • Cozy rooms with fireplace
  • Hot tub available for guests
  • Hot tub
  • Spa
  • Fireplace
Condo featuring modern amenities and relaxing fireplace
FromUS$ 802 /nightSelect
Cozy Condo With Views, 3 Mi To Winter Park Resort!
6 adults
2 bedrooms
3 beds
MapNearby Winter Park Resort3mi
  • Hot tub available on-site
  • Fully equipped kitchen amenities
  • On-site spa and wellness centre
  • Hot tub
  • Spa centre
  • Balcony
Relaxing resort offering wellness amenities and stunning views
FromUS$ 118 /nightSelect
Hi Country Haus 6-15
The largest option:
4 adults
1 bedroom
2 beds
MapClose to outdoor activities1km
  • Indoor swimming pool available
  • On-site hot tub for relaxation
  • Rooms with river and mountain views
  • Hot tub
  • Indoor pool
  • Skiing
Resort with family-friendly activities and scenic views
FromUS$ 68 /nightSelect
Condo With View - 1 Block To Main St - 4 Mi To Ski!
7 adults
2 bedrooms
4 beds
MapProximity to Main Street200m
  • On-site spa and wellness centre
  • Equipped kitchen with dishwasher
  • Balcony with mountain views
  • Hot tub
  • Fireplace
  • Fully equipped kitchen
Luxury condo with spa amenities and mountain views
FromUS$ 754 /nightSelect
Newly Built Ski Condo With Hot Tub And Shuttle Access!
6 adults
2 bedrooms
4 beds
MapSnow-capped mountains sceneryN/A
  • Private hot tub for relaxation
  • Free shuttle service available
  • Fully equipped kitchen included
  • Hot tub
  • Shuttle service
  • Fireplace
Modern condo with premium amenities in ski region
FromUS$ 543 /nightSelect
Winter Park Ski-Inandski-Out Condo With Mountain Views
4 adults
1 bedroom
2 beds
MapNearby Winter Park Resort500m
  • Ski-to-door access for convenience
  • On-site sauna and hot tub amenities
  • Outdoor and indoor pools for relaxation
  • Sauna
  • Hot tub
  • Outdoor pool
Ski-in and ski-out resort with stunning mountain views
FromUS$ 409 /nightSelect
Winter Park Studio Condo - 5 Mins To Downtown!
4 adults
1 bedroom
2 beds
MapProximity to downtown attractions1km
  • Heated pool with river views
  • On-site hot tub and jacuzzi
  • Fully equipped kitchen available
  • Heated pool
  • Hot tub
  • Fitness centre
Hotel with river view, heated pool, and jacuzzi
FromUS$ 372 /nightSelect
Zephyr Slopeside - 1504 Condo
The largest option:
8 adults
2 bedrooms
4 beds
MapWinter Park ski slopes300m
  • On-site hot tub for relaxation
  • Ski-to-door access for convenience
  • Fully equipped kitchen in rooms
  • Hot tub
  • Ski access
  • Fully equipped kitchen
Mountain resort with ski access and relaxing amenities
FromUS$ 1 085 /nightSelect
Winter Park Condo Proximity To Cafes And Rec Center
2 adults
1 bedroom
2 beds
MapNear Winter Park Resort6km
  • Steps from local cafes and restaurants
  • Fully equipped kitchen with modern appliances
  • Cozy rooms with a fireplace
  • Fully equipped kitchen
  • Cozy fireplace
  • Cable TV
Contemporary condo offering great access to dining options
FromUS$ 278 /nightSelect
Cozy Winter Park Condo With Hot Tub And Shuttle!
4 adults
2 bedrooms
2 beds
MapBeautiful Colorado Mountains150m
  • Relax in the outdoor hot tub
  • Enjoy the sauna facilities
  • Balcony with BBQ grill access
  • Hot tub
  • Sauna
  • BBQ grill
Hotel offering comfortable rooms with spa amenities
FromUS$ 292 /nightSelect
Ski-Inandski-Out Winter Park Condo With Pool Access!
6 adults
2 bedrooms
3 beds
MapProximity to skiing areas200m
  • Ski-to-door access for easy skiing
  • Heated pool and on-site sauna
  • Fitness center with various activities
  • Heated pool
  • Fitness center
  • Sauna
Resort with direct access to ski slopes and amenities
FromUS$ 379 /nightSelect
Condo With Pool And Hot Tub - Walk To Dt Winter Park!
6 adults
2 bedrooms
4 beds
MapWalk to Downtown Winter Park200m
  • Heated outdoor swimming pool
  • Relaxing hot tub facilities
  • On-site fitness center available
  • Heated pool
  • Hot tub
  • Fitness center
Resort featuring a heated pool and hot tub amenities
FromUS$ 215 /nightSelect
Iron Horse Studio With Resort Amenities Walk To Wp!
4 adults
1 bedroom
2 beds
MapSki resort access150m
  • Outdoor and indoor pools available
  • On-site sauna and hot tub amenities
  • Direct ski-to-door access for guests
  • Ski-to-door access
  • Hot tub
  • Fitness center
Resort offering ski access with premium wellness amenities
FromUS$ 237 /nightSelect
Trailhead Lodge One Bedroom 801 Condo
4 adults
1 bedroom
2 beds
MapWinter Park ski area300m
  • On-site hot tub and heated pool
  • Fully equipped kitchen available
  • Close to skiing and cycling trails
  • Hot tub
  • Heated pool
  • Outdoor activities
Mountain-view resort with excellent outdoor activities
FromUS$ 375 /nightSelect
Four-Season Winter Park Condo With Pool Access!
7 adults
2 bedrooms
3 beds
MapWinter Park ski resort area141km
  • Heated outdoor swimming pool
  • On-site spa and wellness center
  • Hot tub and jacuzzi availability
  • Heated pool
  • Spa center
  • Game room
Luxurious condo with pool and wellness amenities
FromUS$ 193 /nightSelect
Founders 2 Bedroom Condo
6 adults
2 bedrooms
3 beds
MapAccess to Winter Park activities136km
  • Rooms with hot tub access
  • Fully equipped kitchen included
  • Ideal for skiing and cycling enthusiasts
  • Hot Tub
  • Fully Equipped Kitchen
  • Ski Access
Condo-style hotel with family-friendly amenities
FromUS$ 903 /nightSelect
Trailhead Lodge 734 Condo
8 adults
2 bedrooms
4 beds
MapScenic mountain setting141km
  • Outdoor pool and hot tub available
  • Fully equipped kitchen with dishwasher
  • Access to skiing and cycling activities
  • Outdoor pool
  • Hot tub
  • Pet friendly
Vacation resort with recreational activities and comfort
FromUS$ 296 /nightSelect

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Check-in
16Mar2026Select date
Check-out
17Mar2026Select date
Rooms and Guests2 Guests, 1 Room