Winter Park Vacation Rental Getaways


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  • Bath
  • Sleeps
Max Price Per Week $
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  • Home/Villa
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  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Luxurious and roomy 4 bed/bath home on Trails End Way up ...

Winter Park
Luxurious and roomy 4 bed/bath home on Trails End Way up Rendezvous Rd. Luxurious and roomy 4 bedro...
Home 4 / 4 / 10

*
Online booking available

$275 - $595
Per Night

$1925 - $4165
Per Week

Antlers At Lakota 306

Winter Park
Enjoy the incredible views of Winter Park Resort and Mary Jane from this three bedroom, two and a ha...
Home 3 / 3 / 8

*
Online booking available

$210 - $580
Per Night

$1470 - $4060
Per Week

Cozy 3 bed/bath townhome in Winter Park. Sleeps 6 to 8

Winter Park
Spacious 3 bedroom + 3 bathroom town home. Sleeps 6 in beds (1 king + 2 queen beds) and 2 additional...
Condo 3 / 3 / 6

*
Online booking available

$100 - $250
Per Night

$700 - $1750
Per Week

Nicest one BR at the Iron Horse Resort boasts a recent ta...

Winter Park
Nicest one BR at the Iron Horse Resort boasts a recent tasteful remodel THE CONDO: Our ski-in, ski-...
Condo 1 / 1 / 6

*
Online booking available

$85 - $325
Per Night

$595 - $2275
Per Week

Trademark I Unit 203

Winter Park
This is a nice 1 bedroom plus a loft, plus a tiny bedroom with 2.5 bathroom vacation condo located i...
Condo 1 / 3 / 8

*
Online booking available

$140 - $380
Per Night

$980 - $2660
Per Week

Iron Horse Resort 4034

Winter Park
Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot...
Condo 0 / 1 / 4

*
Online booking available

$79 - $207
Per Night

$553 - $1449
Per Week

Beaver Village Condominiums #0912R

Winter Park
This Winter Park vacation rental has a nicely updated kitchen and open floor plan. The condo is comp...
Condo 1 / 1 / 4

*
Online booking available

$100 - $305
Per Night

$700 - $2135
Per Week

Beaver Village Condominiums #1822R

Winter Park
Nicely updated Winter Park one bedroom condo has all that you need for your vacation. Full kitchen c...
Condo 1 / 1 / 4

*
Online booking available

$100 - $305
Per Night

$700 - $2135
Per Week

Ski in/out one bedroom at Zephyr Mountain Lodge

Winter Park
Ski in/out one bedroom at Zephyr Mountain Lodge. Steps away from the elevator gives you easy access...
Condo 1 / 1 / 4

*
Online booking available

$85 - $325
Per Night

$595 - $2275
Per Week

Beaver Village Condominiums #0224R

Winter Park
This one bedroom one bathroom Winter Park condo is located on the end of the building which means ad...
Condo 1 / 1 / 4

*
Online booking available

$100 - $305
Per Night

$700 - $2135
Per Week

Beaver Village Condominiums #0621

Winter Park
Updated two bedroom, two bathroom condominium in Winter Park, CO. You will enjoy this beautifully up...
Condo 2 / 2 / 7

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

Beaver Village Condominiums #0624

Winter Park
This basic condo in Winter Park is provides a fully equipped kitchen, linens and towels. Besides the...
Condo 2 / 2 / 6

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

Beaver Village Condominiums #0712R

Winter Park
This first floor condo is located in building 7 and close to the clubhouse that has a pool, hot tubs...
Condo 1 / 1 / 4

*
Online booking available

$100 - $305
Per Night

$700 - $2135
Per Week

Newly built, high end one BR with garage in the heart of ...

Winter Park
Newly built, high end one BR with garage in the heart of Winter Park!!!! Newly built, high end one ...
Condo 1 / 1 / 4

*
Online booking available

$85 - $250
Per Night

$595 - $1750
Per Week

1 bedroom + loft condo only 8 minutes from the slopes

Winter Park
Crestview is a cozy complex of 75 units at the edge of Winter Park. It is located within walking di...
Condo 2 / 2 / 8

*
Online booking available

$80 - $250
Per Night

$560 - $1750
Per Week

Modern and Cozy 2 BR 2 BA in Downtown Winter Park with gr...

Winter Park
Modern and Cozy 2 BR 2 BA in Downtown Winter Park with great view Beautifully upgraded 2 bed 2 bath...
Condo 2 / 2 / 6

*
Online booking available

$120 - $395
Per Night

$840 - $2310
Per Week

Beaver Village Condominiums #0124

Winter Park
Light and bright condo! You will enjoy this two bedroom two bathroom Winter Park condo located in th...
Condo 2 / 2 / 7

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

Beaver Village Condominiums #1832

Winter Park
This modern two bedroom two bathroom Winter Park condo feels luxurious yet not too pretentious. The ...
Condo 2 / 2 / 8

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

Beaver Village Condominiums #0312R

Winter Park
We are sure you will enjoy this beautifully updated one bedroom one bathroom Winter Park condo. From...
Condo 1 / 1 / 4

*
Online booking available

$100 - $305
Per Night

$700 - $2135
Per Week

Beaver Village Condominiums #1022R

Winter Park
This vacation rental has so much bedding that you can sleep up to 8 people in this condo. Now you ca...
Condo 1 / 1 / 8

*
Online booking available

$100 - $305
Per Night

$700 - $2135
Per Week

Beaver Village Condominiums #1823R

Winter Park
This updated one bedroom one bathroom condo in Winter Park exemplifies a southwestern motif but in a...
Condo 1 / 1 / 4

*
Online booking available

$100 - $305
Per Night

$700 - $2135
Per Week

Crestview 501

Winter Park
2 bedroom plus loft vacation condominium rental, located in downtown Winter Park, Colorado. Crestvie...
Condo 2 / 3 / 10

*
Online booking available

$159 - $433
Per Night

$1113 - $3031
Per Week

Beaver Village Condominiums #1734

Winter Park
Beautifully updated Winter Park two bedroom condo has all that you need for your vacation. Full kitc...
Condo 2 / 2 / 6

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

1 Bedroom / 1 Bathroom Condominium

Winter Park
1 Bedroom / 1 Bathroom Condominium Unit Description: This 625 sq. ft. Slopeside unit features a ful...
Condo 1 / 1 / 6

*
Online booking available

$118 - $315
Per Night

$826 - $2205
Per Week

Cozy and comfortable 1 BR ski in ski out condo with a ful...

Winter Park
Cozy and comfortable 1 BR ski in ski out condo with a full kitchen!!! Cozy and comfortable 1 bedroo...
Condo 1 / 1 / 4

*
Online booking available

$85 - $325
Per Night

$595 - $2275
Per Week

 

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