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Houses in Winter Park

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
1181 rentals in Winter Park.
**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer, holiday rental in Winter Park
**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer, holiday rental in Winter Park
**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer, holiday rental in Winter Park

**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful and Cozy Studio Condo at Winter Park Base Village, holiday rental in Winter Park
Beautiful and Cozy Studio Condo at Winter Park Base Village, holiday rental in Winter Park
Beautiful and Cozy Studio Condo at Winter Park Base Village, holiday rental in Winter Park

Beautiful and Cozy Studio Condo at Winter Park Base Village

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Renovated country house, holiday rental in Winter Park
Renovated country house, holiday rental in Winter Park
Renovated country house, holiday rental in Winter Park

Renovated country house

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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RiverViews TopFlr Private HideawayPark Cozy InTown, holiday rental in Winter Park
RiverViews TopFlr Private HideawayPark Cozy InTown, holiday rental in Winter Park
RiverViews TopFlr Private HideawayPark Cozy InTown, holiday rental in Winter Park

RiverViews TopFlr Private HideawayPark Cozy InTown

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ski in/out,2/2,hot tub,K & T/Q/T Bunk,memory foam Q couch/xbox/deck grill/sleep8, holiday rental in Winter Park
Ski in/out,2/2,hot tub,K & T/Q/T Bunk,memory foam Q couch/xbox/deck grill/sleep8, holiday rental in Winter Park
Ski in/out,2/2,hot tub,K & T/Q/T Bunk,memory foam Q couch/xbox/deck grill/sleep8, holiday rental in Winter Park

Ski in/out,2/2,hot tub,K & T/Q/T Bunk,memory foam Q couch/xbox/deck grill/sleep8

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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One block from all restaurans, shopping and nightlife., holiday rental in Winter Park
One block from all restaurans, shopping and nightlife., holiday rental in Winter Park
One block from all restaurans, shopping and nightlife., holiday rental in Winter Park

One block from all restaurans, shopping and nightlife.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Riverfront Upscale remodel in great location, holiday rental in Winter Park
Riverfront Upscale remodel in great location, holiday rental in Winter Park
Riverfront Upscale remodel in great location, holiday rental in Winter Park

Riverfront Upscale remodel in great location

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Fantastic front corner 2BD/2BA Condo At Base Of Winter Park, holiday rental in Winter Park
Fantastic front corner 2BD/2BA Condo At Base Of Winter Park, holiday rental in Winter Park
Fantastic front corner 2BD/2BA Condo At Base Of Winter Park, holiday rental in Winter Park

Fantastic front corner 2BD/2BA Condo At Base Of Winter Park

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly renovated Winter Park condo on the Fraser River, holiday rental in Winter Park
Newly renovated Winter Park condo on the Fraser River, holiday rental in Winter Park
Newly renovated Winter Park condo on the Fraser River, holiday rental in Winter Park

Newly renovated Winter Park condo on the Fraser River

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming Log Cabin w/ Hot Tub in Winter Park, CO, holiday rental in Winter Park
Charming Log Cabin w/ Hot Tub in Winter Park, CO, holiday rental in Winter Park
Charming Log Cabin w/ Hot Tub in Winter Park, CO, holiday rental in Winter Park

Charming Log Cabin w/ Hot Tub in Winter Park, CO

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Top Floor Mountain Retreat, Prime Location to WP Base Village, Trestle Bike Park, holiday rental in Winter Park
Top Floor Mountain Retreat, Prime Location to WP Base Village, Trestle Bike Park, holiday rental in Winter Park
Top Floor Mountain Retreat, Prime Location to WP Base Village, Trestle Bike Park, holiday rental in Winter Park

Top Floor Mountain Retreat, Prime Location to WP Base Village, Trestle Bike Park

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Ski In / Ski Out OVERSIZED condo RIGHT at the base. Access to hot tub, holiday rental in Winter Park
Ski In / Ski Out OVERSIZED condo RIGHT at the base. Access to hot tub, holiday rental in Winter Park
Ski In / Ski Out OVERSIZED condo RIGHT at the base. Access to hot tub, holiday rental in Winter Park

Ski In / Ski Out OVERSIZED condo RIGHT at the base. Access to hot tub

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Top-floor unit, pool, hot tub, clubhouse, Trailhead 232, holiday rental in Winter Park
Top-floor unit, pool, hot tub, clubhouse, Trailhead 232, holiday rental in Winter Park
Top-floor unit, pool, hot tub, clubhouse, Trailhead 232, holiday rental in Winter Park

Top-floor unit, pool, hot tub, clubhouse, Trailhead 232

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - many UPGRADES, holiday rental in Winter Park
Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - many UPGRADES, holiday rental in Winter Park
Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - many UPGRADES, holiday rental in Winter Park

Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - many UPGRADES

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Inviting Ski-In/Ski-Out Condo with WiFi, Gas Fireplace, & Shared Pool/Hot Tub, holiday rental in Winter Park
Inviting Ski-In/Ski-Out Condo with WiFi, Gas Fireplace, & Shared Pool/Hot Tub, holiday rental in Winter Park
Inviting Ski-In/Ski-Out Condo with WiFi, Gas Fireplace, & Shared Pool/Hot Tub, holiday rental in Winter Park

Inviting Ski-In/Ski-Out Condo with WiFi, Gas Fireplace, & Shared Pool/Hot Tub

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Luxurious Double Primary Suites, Stunning Mountain View, 6 Beds, Hot Tub & WiFi!, holiday rental in Winter Park
Luxurious Double Primary Suites, Stunning Mountain View, 6 Beds, Hot Tub & WiFi!, holiday rental in Winter Park
Luxurious Double Primary Suites, Stunning Mountain View, 6 Beds, Hot Tub & WiFi!, holiday rental in Winter Park

Luxurious Double Primary Suites, Stunning Mountain View, 6 Beds, Hot Tub & WiFi!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Modern ski in & ski out studio condo w/easy access to shared hot tub, holiday rental in Winter Park
Modern ski in & ski out studio condo w/easy access to shared hot tub, holiday rental in Winter Park
Modern ski in & ski out studio condo w/easy access to shared hot tub, holiday rental in Winter Park

Modern ski in & ski out studio condo w/easy access to shared hot tub

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautifully updated, well equipped, peaceful condo that backs to forest., holiday rental in Winter Park
Beautifully updated, well equipped, peaceful condo that backs to forest., holiday rental in Winter Park
Beautifully updated, well equipped, peaceful condo that backs to forest., holiday rental in Winter Park

Beautifully updated, well equipped, peaceful condo that backs to forest.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mountain condo with heated pool, hot tub & sauna access - fireplace, WiFi, W/D, holiday rental in Winter Park
Mountain condo with heated pool, hot tub & sauna access - fireplace, WiFi, W/D, holiday rental in Winter Park
Mountain condo with heated pool, hot tub & sauna access - fireplace, WiFi, W/D, holiday rental in Winter Park

Mountain condo with heated pool, hot tub & sauna access - fireplace, WiFi, W/D

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Zephyr Lodge Ski-in Ski-Out, 2 Bedroom with view of Mary Jane & Ice Skating Pond, holiday rental in Winter Park
Zephyr Lodge Ski-in Ski-Out, 2 Bedroom with view of Mary Jane & Ice Skating Pond, holiday rental in Winter Park
Zephyr Lodge Ski-in Ski-Out, 2 Bedroom with view of Mary Jane & Ice Skating Pond, holiday rental in Winter Park

Zephyr Lodge Ski-in Ski-Out, 2 Bedroom with view of Mary Jane & Ice Skating Pond

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Top Floor - Slopeside Condo w/ Awesome Views. Hot tub, fire place, holiday rental in Winter Park
Top Floor - Slopeside Condo w/ Awesome Views. Hot tub, fire place, holiday rental in Winter Park
Top Floor - Slopeside Condo w/ Awesome Views. Hot tub, fire place, holiday rental in Winter Park

Top Floor - Slopeside Condo w/ Awesome Views. Hot tub, fire place

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ski-In/Ski-out Slope side 1420 stay at the Winter Park Resort base, holiday rental in Winter Park
Ski-In/Ski-out Slope side 1420 stay at the Winter Park Resort base, holiday rental in Winter Park
Ski-In/Ski-out Slope side 1420 stay at the Winter Park Resort base, holiday rental in Winter Park

Ski-In/Ski-out Slope side 1420 stay at the Winter Park Resort base

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Walk to Slopes! Newer Condo! Sleeps 4! Free Garage Parking!, holiday rental in Winter Park
Walk to Slopes! Newer Condo! Sleeps 4! Free Garage Parking!, holiday rental in Winter Park
Walk to Slopes! Newer Condo! Sleeps 4! Free Garage Parking!, holiday rental in Winter Park

Walk to Slopes! Newer Condo! Sleeps 4! Free Garage Parking!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Stylish studio in the heart of Winter Park, holiday rental in Winter Park
Stylish studio in the heart of Winter Park, holiday rental in Winter Park
Stylish studio in the heart of Winter Park, holiday rental in Winter Park

Stylish studio in the heart of Winter Park

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Ski-in Ski-out studio, holiday rental in Winter Park
Ski-in Ski-out studio, holiday rental in Winter Park
Ski-in Ski-out studio, holiday rental in Winter Park

Ski-in Ski-out studio

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Pet Friendly condo located downtown | walk to summer concerts | shared pool/hot, holiday rental in Winter Park
Pet Friendly condo located downtown | walk to summer concerts | shared pool/hot, holiday rental in Winter Park
Pet Friendly condo located downtown | walk to summer concerts | shared pool/hot, holiday rental in Winter Park

Pet Friendly condo located downtown | walk to summer concerts | shared pool/hot

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Family/ Pet Friendly Downtown Winter Park Condo 3BD/2BA, holiday rental in Winter Park
Family/ Pet Friendly Downtown Winter Park Condo 3BD/2BA, holiday rental in Winter Park
Family/ Pet Friendly Downtown Winter Park Condo 3BD/2BA, holiday rental in Winter Park

Family/ Pet Friendly Downtown Winter Park Condo 3BD/2BA

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Close to Slopes, Private Hot Tub, Heated Garage, On Shuttle Route - Sleeps 10, holiday rental in Winter Park
Close to Slopes, Private Hot Tub, Heated Garage, On Shuttle Route - Sleeps 10, holiday rental in Winter Park
Close to Slopes, Private Hot Tub, Heated Garage, On Shuttle Route - Sleeps 10, holiday rental in Winter Park

Close to Slopes, Private Hot Tub, Heated Garage, On Shuttle Route - Sleeps 10

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Recently remodeled Ski in/Ski out condo right by New Gondola. Hot Tub access, holiday rental in Winter Park
Recently remodeled Ski in/Ski out condo right by New Gondola. Hot Tub access, holiday rental in Winter Park
Recently remodeled Ski in/Ski out condo right by New Gondola. Hot Tub access, holiday rental in Winter Park

Recently remodeled Ski in/Ski out condo right by New Gondola. Hot Tub access

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Winter Park Condo w/ Mountain Views + Hot Tub, holiday rental in Winter Park
Winter Park Condo w/ Mountain Views + Hot Tub, holiday rental in Winter Park
Winter Park Condo w/ Mountain Views + Hot Tub, holiday rental in Winter Park

Winter Park Condo w/ Mountain Views + Hot Tub

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Family-friendly townhome w/private hot tub & grill - Walk to shop/restaurants, holiday rental in Winter Park
Family-friendly townhome w/private hot tub & grill - Walk to shop/restaurants, holiday rental in Winter Park
Family-friendly townhome w/private hot tub & grill - Walk to shop/restaurants, holiday rental in Winter Park

Family-friendly townhome w/private hot tub & grill - Walk to shop/restaurants

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Tipsy Fox * Downtown Winter Park!, holiday rental in Winter Park
Tipsy Fox * Downtown Winter Park!, holiday rental in Winter Park
Tipsy Fox * Downtown Winter Park!, holiday rental in Winter Park

Tipsy Fox * Downtown Winter Park!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Newly Remodeled Condo On The Fraser River In Downtown Winter Park., holiday rental in Winter Park
Newly Remodeled Condo On The Fraser River In Downtown Winter Park., holiday rental in Winter Park
Newly Remodeled Condo On The Fraser River In Downtown Winter Park., holiday rental in Winter Park

Newly Remodeled Condo On The Fraser River In Downtown Winter Park.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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New creek side chateau guest suite!  New construction, built 2020  With hot tub!, holiday rental in Winter Park
New creek side chateau guest suite!  New construction, built 2020  With hot tub!, holiday rental in Winter Park
New creek side chateau guest suite!  New construction, built 2020  With hot tub!, holiday rental in Winter Park

New creek side chateau guest suite! New construction, built 2020 With hot tub!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Winter Park Founders Pointe Slope Side Studio Steps To Base Area, holiday rental in Winter Park
Winter Park Founders Pointe Slope Side Studio Steps To Base Area, holiday rental in Winter Park
Winter Park Founders Pointe Slope Side Studio Steps To Base Area, holiday rental in Winter Park

Winter Park Founders Pointe Slope Side Studio Steps To Base Area

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Base Village Fraser Crossing 1 Bedroom Condo, holiday rental in Winter Park
Base Village Fraser Crossing 1 Bedroom Condo, holiday rental in Winter Park
Base Village Fraser Crossing 1 Bedroom Condo, holiday rental in Winter Park

Base Village Fraser Crossing 1 Bedroom Condo

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Iron Horse Haven: Tranquil  1BR with Breathtaking Woodland Views, holiday rental in Winter Park
Iron Horse Haven: Tranquil  1BR with Breathtaking Woodland Views, holiday rental in Winter Park
Iron Horse Haven: Tranquil  1BR with Breathtaking Woodland Views, holiday rental in Winter Park

Iron Horse Haven: Tranquil 1BR with Breathtaking Woodland Views

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful 3 story townhome. Only minutes from Winter Park Ski Resort, holiday rental in Winter Park
Beautiful 3 story townhome. Only minutes from Winter Park Ski Resort, holiday rental in Winter Park
Beautiful 3 story townhome. Only minutes from Winter Park Ski Resort, holiday rental in Winter Park

Beautiful 3 story townhome. Only minutes from Winter Park Ski Resort

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Downtown Winter Park spacious condo backs up to open space  Trailhead Lodge 524, holiday rental in Winter Park
Downtown Winter Park spacious condo backs up to open space  Trailhead Lodge 524, holiday rental in Winter Park
Downtown Winter Park spacious condo backs up to open space  Trailhead Lodge 524, holiday rental in Winter Park

Downtown Winter Park spacious condo backs up to open space Trailhead Lodge 524

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola, holiday rental in Winter Park
Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola, holiday rental in Winter Park
Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola, holiday rental in Winter Park

Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out, holiday rental in Winter Park
Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out, holiday rental in Winter Park
Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out, holiday rental in Winter Park

Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Modern 2 BR/2 BA Condo in Downtown Winter Park! Walk everywhere!, holiday rental in Winter Park
Modern 2 BR/2 BA Condo in Downtown Winter Park! Walk everywhere!, holiday rental in Winter Park
Modern 2 BR/2 BA Condo in Downtown Winter Park! Walk everywhere!, holiday rental in Winter Park

Modern 2 BR/2 BA Condo in Downtown Winter Park! Walk everywhere!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Condo, holiday rental in Winter Park
Condo, holiday rental in Winter Park
Condo, holiday rental in Winter Park

Condo

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Newly Furnished Condo w/ fireplace. Easy & private Access to shared Hot Tub., holiday rental in Winter Park
Newly Furnished Condo w/ fireplace. Easy & private Access to shared Hot Tub., holiday rental in Winter Park
Newly Furnished Condo w/ fireplace. Easy & private Access to shared Hot Tub., holiday rental in Winter Park

Newly Furnished Condo w/ fireplace. Easy & private Access to shared Hot Tub.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Awesome Snowblaze Condo!  Walk to town., holiday rental in Winter Park
Awesome Snowblaze Condo!  Walk to town., holiday rental in Winter Park
Awesome Snowblaze Condo!  Walk to town., holiday rental in Winter Park

Awesome Snowblaze Condo! Walk to town.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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TRAILHEAD 223:  Discounted fall weeks. Ski Season '23/'24 now booking!!!, holiday rental in Winter Park
TRAILHEAD 223:  Discounted fall weeks. Ski Season '23/'24 now booking!!!, holiday rental in Winter Park
TRAILHEAD 223:  Discounted fall weeks. Ski Season '23/'24 now booking!!!, holiday rental in Winter Park

TRAILHEAD 223: Discounted fall weeks. Ski Season '23/'24 now booking!!!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cute mountain-vibe condo. Secluded feel, private entry and on shuttle route., holiday rental in Winter Park
Cute mountain-vibe condo. Secluded feel, private entry and on shuttle route., holiday rental in Winter Park
Cute mountain-vibe condo. Secluded feel, private entry and on shuttle route., holiday rental in Winter Park

Cute mountain-vibe condo. Secluded feel, private entry and on shuttle route.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Condo w/ View - 1 Block to Main St - 4 Mi to Ski!, holiday rental in Winter Park
Condo w/ View - 1 Block to Main St - 4 Mi to Ski!, holiday rental in Winter Park
Condo w/ View - 1 Block to Main St - 4 Mi to Ski!, holiday rental in Winter Park

Condo w/ View - 1 Block to Main St - 4 Mi to Ski!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Luxury condo in the heart of Town of WP. Access to pool, hot tub & pool table, holiday rental in Winter Park
Luxury condo in the heart of Town of WP. Access to pool, hot tub & pool table, holiday rental in Winter Park
Luxury condo in the heart of Town of WP. Access to pool, hot tub & pool table, holiday rental in Winter Park

Luxury condo in the heart of Town of WP. Access to pool, hot tub & pool table

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Great Ski Condo Only 50 Ft Walk To The Lifts, holiday rental in Winter Park
Great Ski Condo Only 50 Ft Walk To The Lifts, holiday rental in Winter Park
Great Ski Condo Only 50 Ft Walk To The Lifts, holiday rental in Winter Park

Great Ski Condo Only 50 Ft Walk To The Lifts

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Showing results 1-50 of 1,181
Frequently Asked Questions about Winter Park