Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Trailhead Lodges 724: Incredible two-BR condo right on Hi...

Winter Park
Everyone wants to stay right on Hideaway Park in downtown Winter Park but only 12 condos look over t...
Condo 2 / 2 / 6

$130 - $800
Per Night

$910 - $5600
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 8!! This is one of the larger ...
Condo 2 / 2 / 8

*
Online booking available

$100 - $550
Per Night

$700 - $3850
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 - $550
Per Night

$700 - $3850
Per Week

Small Hotel Room with 2 Queen Beds and 1 Twin Bed - Sleeps 5

Winter Park
Small hotel style room with Two Queen Beds and One Twin Bed, private bath. Mini-fridge and small box...
Room/ Suite 1 / 1 / 5

*
Online booking available

$89 - $129
Per Night

$579 - $903
Per Week

Hi Country Haus 1903: Comfort & Convenience In One Neat P...

Winter Park
Description: Beautifully remodeled condo, complete with granite countertops, a brand new kitchen, an...
Condo 2 / 1 / 6

$102 - $396
Per Night

$714 - $2772
Per Week

Trailhead Lodges 512: Swim, ski or bike from this great d...

Winter Park
Description: This top-notch condo boasts pristine cleanliness, a brand new, very thick sofa bed, be...
Condo 1 / 1 / 4

$100 - $500
Per Night

$700 - $3500
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

$150 - $398
Per Night

$1050 - $2783
Per Week

1 bedroom/1 bathroom condo

Winter Park
1 bedroom/1 bathroom condo Unit Description: Beaver Village Condominiums offers one bedroom condos ...
Condo 1 / 1 / 4

*
Online booking available

$95 - $290
Per Night

$665 - $2030
Per Week

Walk to the slopes from this Founders Point two BR with A...

Winter Park
Walk to the slopes from this Founders Point two BR with Awesome views!! This top floor unit with ca...
Condo 2 / 2 / 6

*
Online booking available

$100 - $550
Per Night

$700 - $3850
Per Week

Iron Horse Resort 3084

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 - $198
Per Night

$553 - $1383
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 - $198
Per Night

$553 - $1383
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

$100 - $275
Per Night

$700 - $1925
Per Week

Hi Country Haus Bldg. 21 # 15

Winter Park
This beautiful, remodeled 3 bedroom condo is located in the Hi Country Haus Condominiums, in downtow...
Condo 3 / 2 / 8

*
Online booking available

$99 - $250
Per Night

$693 - $1750
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 / 11

*
Online booking available

$200 - $995
Per Night

$1400 - $6965
Per Week

Iron Horse Resort 5023

Winter Park
1 bedroom vacation condo located at the Iron Horse Resort, just steps from the Winter Park ski area....
Condo 1 / 1 / 6

*
Online booking available

$110 - $298
Per Night

$770 - $2083
Per Week

Antlers At Lakota #104

Winter Park
Enjoy this three level, vacation town home at Lakota in Winter Park, Colorado. Antlers @ Lakota is j...
Home 3 / 3 / 7

*
Online booking available

$199 - $498
Per Night

$1393 - $3483
Per Week

Trailhead Lodges 633: High end townhome with only heated ...

Winter Park
Description: Beautifully vaulted ceilings, flat screen TV’s, all new furnishings, granite countertop...
Condo 2 / 2 / 6

$130 - $700
Per Night

$910 - $4900
Per Week

Base Camp 480: Exquisite Base Camp Townhome Below The Tra...

Winter Park
Description: Beautiful ski-in/ski-out property in Winter Park, with 3,000+ square feet of luxury liv...
Condo 4 / 5 / 14

$382 - $1540
Per Night

$2674 - $10780
Per Week

4 bed 3.5 bath Lakota home with hot tub 1/2 mile from Win...

Winter Park
4 bed 3.5 bath Lakota home with hot tub 1/2 mile from Winter Park base!! 4 bed 3.5 bath Lakota town...
Condo 4 / 4 / 13

*
Online booking available

$195 - $695
Per Night

$1365 - $4865
Per Week

Founders Pointe 4357: Ski home for lunch at this modern &...

Winter Park
Description: This spacious condo has tons to offer, from the beautiful full kitchen with granite cou...
Condo 2 / 2 / 6

$199 - $721
Per Night

$1393 - $5047
Per Week

Fraser Crossing 3623: Beautiful penthouse with vaulted ce...

Winter Park
Description: The rare vaulted ceilings give this condo an open feel and are a constant reminder that...
Condo 1 / 1 / 4

$95 - $435
Per Night

$665 - $3045
Per Week

Base Village Loft 101: Enjoy the utmost comfort at Winter...

Winter Park
This is the best location and largest property in the heart of The Village at Winter Park Resort, ju...
Condo 4 / 4 / 12

$385 - $1705
Per Night

$2695 - $11935
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 - $373
Per Night

$875 - $2608
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

$55 - $295
Per Night

$385 - $2065
Per Week

Large and spacious 4 BR. Backs to forest land. Sleeps 9!!!

Winter Park
Large and spacious 4 bedroom. Backs to forest land. Sleeps 9!!! Room enough to sleep 2 more in th...
Home 4 / 4 / 10

*
Online booking available

$200 - $595
Per Night

$1400 - $4165
Per Week

 

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