Winter Park Vacation Rental Getaways


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  • Pets Allowed
  • Private Pool
  • Pool Access
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  • 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

$195 - $695
Per Night

$1925 - $4865
Per Week

Beaver Village Condominiums #0711

Winter Park
Bright two bedroom first floor condominium located in building 7 and on the 1st floor. This updated ...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
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

$120 - $305
Per Night

$840 - $2135
Per Week

Ski in Ski out slope side building one BR at the Zephyr M...

Winter Park
Ski in Ski out slope side building one BR at the Zephyr Mountain Lodge. Zephyr Mountain Lodge is ab...
Condo 1 / 1 / 4

*
Online booking available

$95 - $295
Per Night

$665 - $2065
Per Week

Beaver Village Condominiums #0124R

Winter Park
Light and bright condo! You will enjoy this one bedroom one bathroom Winter Park condo located in th...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Hi Country Haus Building 7, Unit # 3

Winter Park
Hi Country Haus Building 07 unit 03 is a lovely one bedroom, one bathroom condominium rental, that i...
Condo 1 / 1 / 4

*
Online booking available

$99 - $361
Per Night

$693 - $2527
Per Week

Fully Remodeled Ski in Ski out Studio at Iron Horse Resort.

Winter Park
Everything has been fully remodeled in this cozy and modern studio. It is located on the fourth flo...
Condo 0 / 1 / 4

*
Online booking available

$65 - $275
Per Night

$455 - $1925
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 / 3.5 / 10

*
Online booking available

$175 - $395
Per Night

$1225 - $2765
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

$95 - $325
Per Night

$770 - $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

$195 - $595
Per Night

$1365 - $4165
Per Week

Hi Country Haus #09-01

Winter Park
This vacation condo has 2 bedrooms, 1 bathroom and is located in Downtown Winter Park, Colorado. Thi...
Condo 2 / 1 / 6

*
Online booking available

$99 - $361
Per Night

$693 - $2527
Per Week

2 Bedroom / 2 Bathroom Condominium

Winter Park
2 Bedroom / 2 Bathroom Condominium Unit Description: This spacious 850 sq. ft. Slopeside unit featu...
Condo 2 / 2 / 8

*
Online booking available

$158 - $380
Per Night

$1106 - $2660
Per Week

Beaver Village Condominiums #2011

Winter Park
Luxurious bedding in the master bedroom and second bedroom give the feeling of being in a deluxe and...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #1813R

Winter Park
Updated Winter Park condo close to everything! Walk to town or take the complimentary (winter) shutt...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Beaver Village Condominiums #2013

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

Nice and upgraded 2 BR condo @ Trailhead Lodge. Swimming ...

Winter Park
Nice and upgraded 2 BR condo @ Trailhead Lodge. Swimming Pool!!!! Beautifully upgraded 2 bed 2 bath...
Condo 2 / 2 / 7

*
Online booking available

$125 - $395
Per Night

$1050 - $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

$120 - $305
Per Night

$840 - $2135
Per Week

Pine Shadows At Vasquez

Winter Park
This 2 story vacation rental town home is located in Hide-A-Way Village, above downtown Winter Park,...
Home 2 / 1.5 / 6

*
Online booking available

$89 - $320
Per Night

$623 - $2240
Per Week

Beaver Village Condominiums #0232R

Winter Park
Calm, soothing and neutral colors grace the walls of this one bedroom one bathroom condo. Modern wes...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Beaver Village Condominiums #0714R

Winter Park
Beautifully updated Winter Park condo located close to town and minutes from Winter Park Resort. Thi...
Condo 1 / 1 / 5

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Very nice 3 BR / 3 BA condo at the new property in the he...

Winter Park
Very nice 3 BR / 3 BA condo at the new property in the heart of Wp Very nice 3 bedroom / 3 bathroom...
Condo 3 / 3 / 8

*
Online booking available

$145 - $395
Per Night

$1225 - $2450
Per Week

Dreamcatcher South 190

Winter Park
Be prepared for stunning views of Winter Park Resort that will take your breath away when you rent t...
Home 5 / 4.5 / 13

*
Online booking available

$710 - $1470
Per Night

$4970 - $10290
Per Week

Beaver Village Condominiums #0522

Winter Park
Visitors will enjoy this cheery and bright two bedroom two bathroom condo located on the second floo...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #1713R

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

Beaver Village Condominiums #1813

Winter Park
Updated Winter Park condo close to everything! Walk to town or take the complimentary (winter) shutt...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

 

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