Winter Park Vacation Rental Getaways


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  • Bath
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  • Beach Front
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  • Ocean View
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  • Ski in/out
  • Walk to Slopes
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Sort by: Type BR/BA/Sleeps Price

Timber Run Vista #2

Winter Park
This comfortable vacation studio is tucked in the trees, located approximately 1 mile off the main r...
Condo 0 / 1 / 4

*
Online booking available

$79 - $155
Per Night

$553 - $1085
Per Week

Fully Remodeled Ski in Ski out Studio at the full service...

Winter Park
Fully Remodeled Ski in Ski out Studio at the full service Iron Horse Resort. This studio underwent ...
Condo 0 / 1 / 4

*
Online booking available

$65 - $245
Per Night

$455 - $1715
Per Week

Ultra Luxurious 5 Bedroom Dream Catcher unit at Lakota!!!!!

Winter Park
Thank you for considering our magnificent 5 bedroom 4.5 bath custom home for your vacation. It is l...
Condo 5 / 5 / 12

*
Online booking available

$395 - $1095
Per Night

$3265 - $7665
Per Week

Luxurious 3 bed 3.5 bath home 2 mins from Winter Park wit...

Winter Park
Luxurious 3 bed 3.5 bath home 2 mins from Winter Park with Private Shuttle. Luxurious and roomy 3 b...
Home 3 / 4 / 10

*
Online booking available

$250 - $695
Per Night

$1750 - $4865
Per Week

1 Bedroom / 1 Bathroom Condominium

Winter Park
1 Bedroom / 1 Bathroom Condominium Unit Description: These Beaver Village Condominiums one bedroom ...
Condo 1 / 1 / 4

*
Online booking available

$95 - $290
Per Night

$665 - $2030
Per Week

Winter Park Place

Winter Park
This 2 bedroom 2 bathroom vacation condo is located in Old Town Winter Park, Colorado- just steps fr...
Condo 2 / 2 / 6

*
Online booking available

$100 - $225
Per Night

$700 - $1575
Per Week

Beautiful and Roomy 3 bed 3.5 bath. Sleeps 12 in five sle...

Winter Park
Beautiful and Roomy 3 bed 3.5 bath. Sleeps 12 in five sleeping areas Beautiful and Roomy 3 bed 3.5 ...
Condo 3 / 4 / 12

*
Online booking available

$250 - $550
Per Night

$1750 - $3850
Per Week

Founder's Pointe 4447

Winter Park
This newly built, contemporary vacation rental property is located near The Village of Winter Park R...
Condo 1 / 1 / 4

*
Online booking available

$115 - $275
Per Night

$805 - $1925
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

Luxurious 4 BR 4 bath mountain home on Discovery Lane at ...

Winter Park
Luxurious 4 BR 4 bath mountain home on Discovery Lane at Rendezvous Luxurious and roomy 4 bedroom 4...
Home 4 / 4 / 10

*
Online booking available

$220 - $550
Per Night

$1540 - $3850
Per Week

Remodeled Ski in Ski out Studio at the full service Iron ...

Winter Park
Remodeled Ski in Ski out Studio at the full service Iron Horse Resort. Everything has been fully re...
Condo 0 / 1 / 4

*
Online booking available

$65 - $250
Per Night

$455 - $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

4 BR 3 Bath Luxury Trademark Town Home only 1/4 mile from...

Winter Park
4 BR 3 Bath Luxury Trademark Town Home only 1/4 mile from the slopes Four Bed 3 Bath Luxury Tradema...
Condo 4 / 3 / 11

*
Online booking available

$220 - $895
Per Night

$1925 - $6265
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

$145 - $550
Per Night

$1015 - $3850
Per Week

Sport Studio

Winter Park
Sport Studio Unit Description: This 455 sq. ft. studio is perfect for a couple or small family. Eac...
Condo 0 / 1 / 4

*
Online booking available

$103 - $259
Per Night

$721 - $1813
Per Week

Downtown Winter Park - Sleeps 3 - Full Kitchen

Winter Park
Full kitchen included in the Nordic Suite for 3. This room has an outside entrance on the second lev...
Condo 1 / 1 / 3

*
Online booking available

$89 - $139
Per Night

$579 - $973
Per Week

Hi Country Haus Bldg 24#6

Winter Park
BEDS: Queen in Master and Queen Sofa Sleeper in the Living Room; UNIT FEATURES: 32 Inch Flat Screen ...
Condo 1 / 2 / 4

*
Online booking available

$79 - $155
Per Night

$553 - $1085
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 3 bedroom 3 ...
Condo 3 / 3 / 10

*
Online booking available

$295 - $1000
Per Night

$2065 - $7000
Per Week

Walk to the slopes from this Founders Point one bedroom.

Winter Park
Founders Point is a newly constructed luxury condominium complex located at the base of Winter Park....
Condo 1 / 1 / 4

*
Online booking available

$75 - $295
Per Night

$525 - $2065
Per Week

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

$220 - $895
Per Night

$1925 - $6265
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

$149 - $285
Per Night

$1043 - $1995
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

$400 - $900
Per Night

$2800 - $6300
Per Week

Timber Lake Way 491

Winter Park
This 3 bedroom, 3.5 bathroom is located 1.5 miles from downtown Winter Park, Colorado.The master bed...
Home 3 / 4 / 6

*
Online booking available

$125 - $250
Per Night

$875 - $1750
Per Week

Silverado II Condominiums #213

Winter Park
This 2 bedroom, 2 bathroom vacation condo is located in the Silverado II Condominiums, in downtown W...
Condo 2 / 2 / 6

*
Online booking available

$99 - $250
Per Night

$693 - $1750
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

$65 - $225
Per Night

$455 - $1575
Per Week

 

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