Winter Park Vacation Rental Getaways


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  • Property Options
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  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
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  • Bed & Breakfast
  • 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

Four Bed 3 Bath Luxury Trademark Townhome in the heart of...

Winter Park
Four Bed 3 Bath Luxury Trademark Townhome in the heart of old town. Four Bed 3 Bath Luxury Trademar...
Condo 4 / 3 / 10

*
Online booking available

$175 - $695
Per Night

$1225 - $4865
Per Week

Iron Horse Resort 5064

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

$99 - $347
Per Night

$693 - $2429
Per Week

Very cozy 2 bed/bath condo in Downtown Winter Park. Sleep...

Winter Park
Very cozy 2 bed/bath condo in Downtown Winter Park. Sleeps 6 to 8 Very comfortable and cozy 2 bed 2...
Condo 2 / 2 / 6

*
Online booking available

$85 - $275
Per Night

$595 - $1925
Per Week

The House On Elk Trail

Winter Park
The House on Elk Trail is a beautiful, ranch-style vacation home located in the exclusive Elk Run su...
Home 3 / 2 / 8

*
Online booking available

$219 - $790
Per Night

$1533 - $5530
Per Week

Beaver Village Condominiums #0521

Winter Park
This Winter Park two bedroom two bath condo is perfect for families or visitors looking for a homey ...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #1633R

Winter Park
This classic Winter Park one bedroom condo has all that you need for your vacation. Full kitchen com...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Dreamcatcher 7B Rental

Winter Park
Dream Catcher 7B at Lakota is a luxurious 3 level vacation townhome with spectacular mountain views ...
Home 5 / 5 / 11

*
Online booking available

$499 - $1248
Per Night

$3493 - $8733
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

$75 - $275
Per Night

$525 - $1925
Per Week

Beaver Village Condominiums #0723R

Winter Park
Totally remodeled one bedroom one bathroom condo featuring stainless steel appliances and granite co...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Beaver Village Condominiums #2023

Winter Park
This classic Winter Park two bedroom condo has all that you need for your vacation. Full kitchen com...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Antlers At Lakota #102

Winter Park
Enjoy this three level, vacation town home at Lakota in Winter Park, Colorado. Antlers @ Lakota is j...
Home 3 / 2.5 / 9

*
Online booking available

$265 - $719
Per Night

$1855 - $5033
Per Week

Beaver Village Condominiums #0513R

Winter Park
You will enjoy this beautifully updated kitchen with granite counter tops, tile flooring and light w...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Beaver Village Condominiums #0612R

Winter Park
Newly remodeled and cozy condo! All new cabinets, counters, tile, flooring and fixtures. Your stay i...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Beaver Village Condominiums #2014R

Winter Park
This classic Winter Park one bedroom condo has all that you need for your vacation. Full kitchen com...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Ski in Ski out Riverside building three BR at the Zephyr ...

Winter Park
Ski in Ski out Riverside building three BR at the Zephyr Mountain Lodge. This spacious over sized 3...
Condo 3 / 3 / 10

*
Online booking available

$200 - $995
Per Night

$1400 - $6965
Per Week

Beaver Village Condominiums #0521R

Winter Park
This Winter Park one bedroom one bath condo is perfect for families or visitors looking for a homey ...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
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 / 2.5 / 8

*
Online booking available

$185 - $580
Per Night

$1295 - $4060
Per Week

Very Nice, Ski in Ski Out Studio at the full service Iron...

Winter Park
Very Nice, Ski in Ski Out Studio at the full service Iron Horse Resort Very nice and cozy studio. ...
Condo 0 / 1 / 4

*
Online booking available

$50 - $275
Per Night

$350 - $1925
Per Week

Beaver Village Condominiums #0614

Winter Park
Nice and bright two bedroom, two bathroom condominium located in Winter Park Colorado. Gorgeous gran...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #1934

Winter Park
This classic Winter Park two bedroom condo has all that you need for your vacation. Full kitchen com...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #1822

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

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #1923R

Winter Park
This classic Winter Park one bedroom condo has all that you need for your vacation. Full kitchen com...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Ski in Ski out slopeside two BR at the Zephyr Mountain Lo...

Winter Park
Ski in Ski out slopeside two BR at the Zephyr Mountain Lodge. Sleeps 6!! Ski in/out larger floor pl...
Condo 2 / 2 / 6

*
Online booking available

$100 - $495
Per Night

$700 - $2765
Per Week

Beautiful 2 BR condo at the base of the mountain (sleeps ...

Winter Park
Beautiful 2 BR condo at the base of the mountain (sleeps 8!!) Founders Point is a newly constructed...
Condo 2 / 2 / 8

*
Online booking available

$100 - $595
Per Night

$700 - $4165
Per Week

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

$195 - $695
Per Night

$1365 - $4865
Per Week

 

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